]> definition imported from has_alternative_id database_cross_reference has_exact_synonym has_obo_namespace has_related_synonym XTP C10H15N4O15P3 CHEBI:10049 ChemIDplus:6253-56-1 InChI=1S/C10H15N4O15P3/c15-5-3(1-26-31(22,23)29-32(24,25)28-30(19,20)21)27-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 InChIKey=CAEFEWVYEZABLA-UUOKFMHZSA-N KEGG COMPOUND:6253-56-1 KEGG COMPOUND:C00700 O(5')-(tetrahydroxytriphosphoryl)xanthosine O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)n1cnc2c1[nH]c(=O)[nH]c2=O The xanthosine 5'-phosphate in which the 5'-phosphate is a triphosphate group. XTP Xanthosine 5'-triphosphate Xanthosine triphosphate chebi_ontology triphopsphoric acid 1-xanthosin-5'-yl ester xanthosine 5'-(tetrahydrogen triphosphate) p-aminohippuric acid 4-aminohippuric acid Aminohippuric acid An N-acylglycine that is the 4-amino derivative of hippuric acid; used as a diagnostic agent in the measurement of renal plasma flow. Beilstein:1216376 C9H10N2O3 CHEBI:104011 CHEBI:59134 ChEMBL:2496229 ChemIDplus:61-78-9 CiteXplore:11060218 CiteXplore:11078692 CiteXplore:11443229 CiteXplore:12523660 CiteXplore:12552490 CiteXplore:17190852 CiteXplore:20439170 CiteXplore:22036005 CiteXplore:22273603 CiteXplore:22406909 CiteXplore:22460716 DrugBank:DB00345 Gmelin:848144 HMDB:HMDB01867 InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13) InChIKey=HSMNQINEKMPTIC-UHFFFAOYSA-N KEGG DRUG:61-78-9 KEGG DRUG:D06890 N-(4-aminobenzoyl)glycine N-(p-Aminobenzoyl)aminoacetic acid N-(p-Aminobenzoyl)glycine N-(para-aminobenzoyl)glycine Nc1ccc(cc1)C(=O)NCC(O)=O PAH Paha Reaxys:1213676 Wikipedia:Aminohippuric_Acid chebi_ontology p-aminohippurate para-Aminohippuric acid paraaminohippuric acid electron . CHEBI:10545 CiteXplore:21614077 Elementary particle not affected by the strong force having a spin 1/2, a negative elementary charge and a rest mass of 0.000548579903(13) u, or 0.51099906(15) MeV. KEGG COMPOUND:C05359 [*-] beta beta(-) beta-particle chebi_ontology e e(-) e- electron negatron trans-dec-2-enoyl-CoA (2E)-2-decenoyl-coenzyme A (2E)-Decenoyl-CoA 2-trans-decenoyl-coenzyme A 2E-decenoyl-CoA 2E-decenoyl-coenzyme A 3'-phosphoadenosine 5'-[3-(4-{[3-({2-[(2E)-dec-2-noylsulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate] An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-dec-2-enoic acid. C31H52N7O17P3S CCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:10723 CiteXplore:1731641 CiteXplore:8439301 HMDB:HMDB03948 InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h10-11,18-20,24-26,30,41-42H,4-9,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b11-10+/t20-,24-,25-,26+,30-/m1/s1 InChIKey=MGNBGCRQQFMNBM-YJHHLLFWSA-N KEGG COMPOUND:C05275 LIPID MAPS:LMFA07050023 Reaxys:11165744 chebi_ontology trans-2,3-didehydroacyl-CoA (C10) trans-2-decenoyl-coenzyme A trans-Dec-2-enoyl-CoA trans-dec-2-enoyl-coenzyme A erlotinib A quinazoline compound having a (3-ethynylphenyl)amino group at the 4-position and two 2-methoxyethoxy groups at the 6- and 7-positions. Beilstein:8798958 C22H23N3O4 CHEBI:114785 CHEBI:40877 COCCOc1cc2ncnc(Nc3cccc(c3)C#C)c2cc1OCCOC ChEMBL:12270171 ChEMBL:14684309 ChEMBL:15711537 ChEMBL:16480284 ChEMBL:17889528 ChEMBL:17983745 ChemIDplus:183321-74-6 DrugBank:183321-74-6 DrugBank:DB00530 Erlotinib InChI=1S/C22H23N3O4/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25) InChIKey=AAKJLRGGTJKAMG-UHFFFAOYSA-N KEGG DRUG:183321-74-6 KEGG DRUG:D07907 N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine PDBeChem:AQ4 Wikipedia:Erlotinib [6,7-Bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-ethynyl-phenyl)-amine chebi_ontology D-galactose C6H12O6 CHEBI:12936 D-Gal D-galacto-hexose D-galactose chebi_ontology NAD(P)H A coenzyme that may be NADH or NADPH. CHEBI:13392 chebi_ontology acetoacetate 3-oxobutanoate A 3-oxo monocarboxylic acid anion that is the conjugate base of acetoacetic acid, arising from deprotonation of the carboxy group. Acetoacetate Acetoacetate ion(1-) Beilstein:4128534 Butanoic acid, 3-oxo-, ion(1-) C4H5O3 CC(=O)CC([O-])=O CHEBI:13705 ChemIDplus:141-81-1 InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1 InChIKey=WDJHALXBUFZDSR-UHFFFAOYSA-M KEGG COMPOUND:C00164 MetaCyc:3-KETOBUTYRATE Reaxys:4128534 UM-BBD:c0069 acetoacetate chebi_ontology acetylsalicylate 2-(acetyloxy)benzoate A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group. Beilstein:3906821 C9H7O4 CC(=O)Oc1ccccc1C([O-])=O CHEBI:13719 HMDB:HMDB01879 InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)/p-1 InChIKey=BSYNRYMUTXBXSQ-UHFFFAOYSA-M MetaCyc:CPD-524 Reaxys:3906821 chebi_ontology 1D-myo-inositol bis(diphosphate) tetrakisphosphate A 1D-myo-inositol tetrakisphosphate compound of unknown isomeric configuration with diphosphate groups attached at the two remainig vacant positions. C6H20O30P8 CHEBI:14178 MetaCyc:Bisdiphospho-myo-inositol-polyphosphates chebi_ontology diphospho-1D-myo-inositol tetrakisphosphates D-threo-isocitric acid (+)-threo-isocitric acid (1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid 3-carboxy-2,3-dideoxy-L-threo-pentaric acid Beilstein:1727947 C6H8O7 CHEBI:151 CiteXplore:17439666 D-threo-Isocitric acid Gmelin:1220309 HMDB:HMDB01874 ISOCITRIC ACID InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1 InChIKey=ODBLHEXUDAPZAU-ZAFYKAAXSA-N KEGG COMPOUND:6061-97-8 KEGG COMPOUND:C00451 MetaCyc:THREO-DS-ISO-CITRATE O[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O PDBeChem:ICT Reaxys:1727947 The D-threo-diastereomer of isocitric acid. chebi_ontology thymidine 5'-monophosphate CHEBI:15245 chebi_ontology thymidine 5'-phosphate beta-D-glucosiduronic acid Acceptor beta-D-glucuronoside C6H9O7R CHEBI:10404 CHEBI:13701 CHEBI:15341 CHEBI:22803 Glucuronide KEGG COMPOUND:C03033 acceptor beta-D-glucuronoside beta-D-Glucuronide beta-D-Glucuronoside beta-D-glucosiduronic acids beta-D-glucuronides beta-D-glucuronosides chebi_ontology cysteine 2-Amino-3-mercaptopropionic acid 2-amino-3-mercaptopropanoic acid 2-amino-3-sulfanylpropanoic acid A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. Beilstein:1721406 C C3H7NO2S CHEBI:14061 CHEBI:15356 CHEBI:23508 CHEBI:4050 ChemIDplus:3374-22-9 CiteXplore:17439666 Cys Cystein Cysteine Gmelin:2933 Hcys InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) InChIKey=XUJNEKJLAYXESH-UHFFFAOYSA-N KEGG COMPOUND:C00736 NC(CS)C(O)=O NIST Chemistry WebBook:3374-22-9 Reaxys:1721406 Wikipedia:Cysteine Zystein chebi_ontology cisteina cysteine (S)-3-hydroxyacyl-CoA (3S)-3-Hydroxyacyl-CoA (3S)-3-hydroxyacyl-CoAs (S)-3-Hydroxyacyl-CoA C24H39N7O18P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)[*] CHEBI:10887 CHEBI:11046 CHEBI:15455 CHEBI:18566 CHEBI:208 KEGG COMPOUND:C00640 chebi_ontology 3-oxo-fatty acyl-CoA 3-Oxoacyl-CoA 3-oxo fatty acyl-CoAs 3-oxo fatty acyl-coenzyme A An oxo fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 3-oxo-fatty acid.. C24H37N7O18P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC([*])=O CHEBI:11868 CHEBI:13606 CHEBI:15489 CHEBI:1629 CHEBI:20161 CiteXplore:11315193 CiteXplore:11418601 CiteXplore:11879205 CiteXplore:7957058 CiteXplore:8541311 KEGG COMPOUND:C00264 chebi_ontology 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3,7,12-Trihydroxy-5beta-cholestanoyl-CoA 3,7,12-Trihydroxycholestan-26-oyl-coa 3,7,12-trihydroxycoprostanoyl-CoA 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-oyl- 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-CoA 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-coenzyme A 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA 3alpha,7alpha,12alpha-trihydroxycoprostanoyl-CoA A cholestanoyl-CoA formed by thioester linkage between 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid and coenzyme A. C48H80N7O20P3S CHEBI:11899 CHEBI:15493 CHEBI:1699 CHEBI:20222 ChemIDplus:57458-60-3 CiteXplore:12966071 CiteXplore:1351423 CiteXplore:3183523 CiteXplore:8301225 CiteXplore:8694830 InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26?,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=MNYDLIUNNOCPHG-TUTZYBGQSA-N KEGG COMPOUND:C04760 S-(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-26-thioate S-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl)-coenzyme A THCA-CoA Thca-CoA [H][C@@](C)(CCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology trihydroxycoprostanoyl-CoA aldose Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals. Aldose C2H4O2(CH2O)n CHEBI:13755 CHEBI:15693 CHEBI:22305 CHEBI:2561 InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2 InChIKey=MNQZXJOMYWMBOU-UHFFFAOYSA-N KEGG COMPOUND:C01370 aldoses an aldose chebi_ontology L-alpha-amino acid Any alpha-amino acid having L-configuration at the alpha-carbon. C2H4NO2R CHEBI:13072 CHEBI:13243 CHEBI:13797 CHEBI:15705 CHEBI:21224 CHEBI:6175 KEGG COMPOUND:C00151 L-2-Amino acid L-Amino acid L-alpha-amino acid L-alpha-amino acids L-alpha-amino acids N[C@@H]([*])C(O)=O chebi_ontology primary alcohol 1-Alcohol A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it. CH3OR CHEBI:13676 CHEBI:14887 CHEBI:15734 CHEBI:26262 CHEBI:57489 CHEBI:8406 KEGG COMPOUND:C00226 Primary alcohol [H]C([H])(O)[*] a primary alcohol chebi_ontology primary alcohols sterol 3-hydroxysteroids Any of natural products derived from the steroid skeleton and containing a hydroxy group in the 3 position, closely related to cholestan-3-ol. CHEBI:13688 CHEBI:15114 CHEBI:15889 CHEBI:26771 CHEBI:9266 KEGG COMPOUND:C00370 LIPID MAPS:LMST01 Sterol chebi_ontology sterol sterols long-chain fatty acid A fatty acid with a chain length ranging from C13 to C22. CHEBI:13655 CHEBI:14529 CHEBI:15904 CHEBI:25075 CHEBI:6528 CHO2R Higher fatty acid KEGG COMPOUND:C00638 LCFA LCFAs Long-chain fatty acid OC([*])=O chebi_ontology long-chain fatty acids polynucleotide A nucleobase-containing molecular entity with an oligomeric structure comprised of a linear sequence of 13 or more nucleotide residues. C10H17O10PR2(C5H8O6PR)n CHEBI:13672 CHEBI:14859 CHEBI:15986 CHEBI:8312 KEGG COMPOUND:C00419 Polynucleotide chebi_ontology polynucleotides ethanolamine 1-amino-2-hydroxyethane 2-Amino-ethanol 2-Hydroxyethylamine 2-amino-1-ethanol 2-aminoethan-1-ol 2-aminoethanol 2-aminoethyl alcohol Aethanolamin Aminoethanol Beilstein:505944 C2H7NO CHEBI:14223 CHEBI:16000 CHEBI:23979 CHEBI:272066 CHEBI:42323 CHEBI:4880 ChEMBL:15149650 ChEMBL:6708049 ChemIDplus:141-43-5 CiteXplore:10930630 CiteXplore:3654008 CiteXplore:6196640 DrugBank:DB03994 ETA Ethane with an amino substituent at C-1 and a hydroxy substituent at C-2, making it both a primary amine and a primary alcohol. Ethanolamine Gmelin:1650 Hea InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2 InChIKey=HZAXFHJVJLSVMW-UHFFFAOYSA-N KEGG COMPOUND:141-43-5 KEGG COMPOUND:C00189 MEA MONOETHANOLAMINE NCCO NIST Chemistry WebBook:141-43-5 PDBeChem:ETA UM-BBD:c0594 beta-aminoethanol beta-aminoethyl alcohol beta-ethanolamine beta-hydroxyethylamine chebi_ontology colamine glycinol monoethanolamine 3-phospho-D-glyceroyl dihydrogen phosphate (2R)-2-hydroxy-1-oxopropane-1,3-diyl bis(dihydrogen phosphate) (R)-2-Hydroxy-3-(phosphonooxy)-1-monoanhydride with phosphoric propanoic acid 1,3-Bisphospho-D-glycerate 3-Phospho-D-glyceroyl phosphate C3H8O10P2 CHEBI:11881 CHEBI:16001 CHEBI:1658 CHEBI:20189 InChI=1S/C3H8O10P2/c4-2(1-12-14(6,7)8)3(5)13-15(9,10)11/h2,4H,1H2,(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1 InChIKey=LJQLQCAXBUHEAZ-UWTATZPHSA-N KEGG COMPOUND:38168-82-0 KEGG COMPOUND:C00236 O[C@H](COP(O)(O)=O)C(=O)OP(O)(O)=O The (R)-enantiomer of 3-phosphoglyceroyl dihydrogen phosphate. chebi_ontology 5-oxoproline 2-pyrrolidone-5-carboxylic acid 5-OXOPROLINE 5-Oxoproline 5-Pyrrolidone-2-carboxylic acid 5-oxo-DL-proline 5-oxoproline 5-oxopyrrolidine-2-carboxylic acid An oxoproline having the oxo group placed at the 5-position. Beilstein:82131 C5H7NO3 CHEBI:12157 CHEBI:16010 CHEBI:20624 CHEBI:2116 CHEBI:44943 ChemIDplus:149-87-1 CiteXplore:17439666 CiteXplore:22770225 Glp InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9) InChIKey=ODHCTXKNWHHXJC-UHFFFAOYSA-N NIST Chemistry WebBook:149-87-1 OC(=O)C1CCC(=O)N1 Pyroglutamate Pyroglutamic acid Reaxys:82131 Wikipedia:Pyroglutamic_acid chebi_ontology L-glutamic acid (2S)-2-aminopentanedioic acid (S)-2-aminopentanedioic acid (S)-glutamic acid An optically active form of glutamic acid having L-configuration. Beilstein:1723801 C5H9NO4 CHEBI:16015 CHEBI:21304 CHEBI:42825 CHEBI:6224 ChemIDplus:56-86-0 CiteXplore:15739367 CiteXplore:15930465 CiteXplore:16719819 CiteXplore:16892196 CiteXplore:19581495 CiteXplore:22219301 CiteXplore:22735334 DrugBank:DB00142 E GLUTAMIC ACID Glu Gmelin:3502 HMDB:HMDB00148 InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 InChIKey=WHUUTDBJXJRKMK-VKHMYHEASA-N KEGG COMPOUND:56-86-0 KEGG COMPOUND:C00025 KEGG DRUG:D00007 L-Glu L-Glutamic acid L-Glutaminic acid L-Glutaminsaeure L-glutamic acid MetaCyc:GLT NIST Chemistry WebBook:56-86-0 N[C@@H](CCC(O)=O)C(O)=O PDBeChem:GLU_LFOH Reaxys:1723801 Wikipedia:L-Glutamic_Acid acide glutamique acido glutamico acidum glutamicum chebi_ontology glutamic acid AMP 5'-AMP 5'-Adenosine monophosphate 5'-Adenylic acid 5'-O-phosphonoadenosine 5'-adenylic acid A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase. ADENOSINE MONOPHOSPHATE AMP Adenosine 5'-monophosphate Adenosine 5'-phosphate Adenosine-5'-monophosphoric acid Adenylate Adenylic acid Ado5'P Beilstein:54612 C10H14N5O7P CHEBI:12056 CHEBI:13234 CHEBI:13235 CHEBI:13736 CHEBI:13740 CHEBI:16027 CHEBI:22242 CHEBI:22245 CHEBI:2356 CHEBI:40510 CHEBI:40726 CHEBI:40786 CHEBI:40826 CHEBI:47222 COMe:MOL000174 ChemIDplus:61-19-8 CiteXplore:11307758 CiteXplore:12020809 CiteXplore:12181610 CiteXplore:15148540 CiteXplore:15946677 CiteXplore:16091942 CiteXplore:16250233 CiteXplore:16295522 CiteXplore:17439666 CiteXplore:22215671 CiteXplore:22624049 DrugBank:DB00131 Gmelin:38561 HMDB:HMDB00045 InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 InChIKey=UDMBCSSLTHHNCD-KQYNXXCUSA-N KEGG COMPOUND:61-19-8 KEGG COMPOUND:C00020 KEGG DRUG:D02769 MetaCyc:AMP Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O PAdo PDBeChem:AMP Reaxys:54612 Wikipedia:Adenylic_acid adenosine 5'-(dihydrogen phosphate) adenosine phosphate adenosine-5'P adenosini phosphas chebi_ontology fosfato de adenosina phosphate d'adenosine halide anion CHEBI:14384 CHEBI:16042 CHEBI:5605 Halide KEGG COMPOUND:C00462 chebi_ontology halide halide anions halide ions halide(1-) halides halogen anion steroid sulfate CHEBI:15110 CHEBI:16158 CHEBI:26760 CHEBI:9264 chebi_ontology steroid O-sulfate steroid sulfates N-acylglycine C3H4NO3R CHEBI:12484 CHEBI:16180 CHEBI:21660 CHEBI:7238 KEGG COMPOUND:C02055 MetaCyc:CPD-426 N-Acylglycine OC(=O)CNC([*])=O chebi_ontology phospholipid A lipid containing phosphoric acid as a mono- or di-ester. The term encompasses phosphatidic acids and phosphoglycerides. C5H6O8PR3 CHEBI:14816 CHEBI:16247 CHEBI:26063 CHEBI:8150 KEGG COMPOUND:C00865 Phospholipid chebi_ontology phospholipid derivative phospholipids nitrite CHEBI:14658 CHEBI:16301 CHEBI:44396 CHEBI:7585 ChemIDplus:14797-65-0 Gmelin:977 InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1 InChIKey=IOVCWXUNBOPUCH-UHFFFAOYSA-M KEGG COMPOUND:C00088 NIST Chemistry WebBook:14797-65-0 NITRITE ION NO2 NO2(-) Nitrit Nitrite PDBeChem:NO2 The nitrogen oxoanion formed by loss of a proton from nitrous acid. Wikipedia:Nitrite [NO2](-) [O-]N=O chebi_ontology dioxidonitrate(1-) dioxonitrate(1-) dioxonitrate(III) nitrite nitrite anion nitrite(1-) nitrous acid, ion(1-) dCTP 2'-Deoxycytidine 5'-triphosphate 2'-deoxycytidine 5'-(tetrahydrogen triphosphate) A 2'-deoxycytidine phosphate having cytosine as the nucleobase. C9H16N3O13P3 CHEBI:10494 CHEBI:14072 CHEBI:16311 CHEBI:19243 Deoxycytidine 5'-triphosphate Deoxycytidine triphosphate DrugBank:DB03258 InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 InChIKey=RGWHQCVHVJXOKC-SHYZEUOFSA-N KEGG COMPOUND:2056-98-6 KEGG COMPOUND:C00458 Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1 chebi_ontology dCTP (R)-3-aminoisobutyric acid (2R)-3-amino-2-methylpropanoic acid (2R)-3-amino-2-methylpropanoic acid (R)-3-Amino-2-methylpropanoate (R)-3-amino-2-methylpropanoate (R)-beta-aminoisobutyric acid A 3-aminoisobutyric acid that has formula C4H9NO2. Beilstein:1720957 C4H9NO2 CHEBI:10981 CHEBI:16320 CHEBI:18661 CHEBI:320 C[C@H](CN)C(O)=O InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1 InChIKey=QCHPKSFMDHPSNR-GSVOUGTGSA-N KEGG COMPOUND:C01205 chebi_ontology myo-inositol 1,3,4,5,6-pentakisphosphate 1D-myo-Inositol 1,3,4,5,6-pentakisphosphate A myo-inositol pentakisphosphate that has formula C6H17O21P5. Beilstein:2495585 C6H17O21P5 CHEBI:11359 CHEBI:11367 CHEBI:16322 CHEBI:19187 CHEBI:807 D-myo-Inositol 1,3,4,5,6-pentakisphosphate InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+ InChIKey=CTPQAXVNYGZUAJ-KXXVROSKSA-N Inositol 1,3,4,5,6-pentakisphosphate KEGG COMPOUND:C01284 O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O chebi_ontology myo-inositol 1,3,4,5,6-pentakis(dihydrogen phosphate) lithocholic acid (3alpha,5beta)-3-hydroxycholan-24-oic acid 3alpha-Hydroxy-5beta-cholanic acid 3alpha-hydroxy-5beta-cholan-24-oic acid 3alpha-hydroxy-5beta-cholanic acid 3alpha-hydroxy-5beta-cholanoic acid 5beta-cholanic acid-3alpha-ol A monohydroxy-5beta-cholanic acid that has formula C24H40O3. C24H40O3 CHEBI:16325 CHEBI:1711 CHEBI:20238 CHEBI:20239 ChemIDplus:3217757 ChemIDplus:434-13-9 InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1 InChIKey=SMEROWZSTRWXGI-HVATVPOCSA-N KEGG COMPOUND:434-13-9 KEGG COMPOUND:C03990 LIPID MAPS:LMST04010003 Lithocholic acid NIST Chemistry WebBook:434-13-9 [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@H](O)C2 chebi_ontology 17beta-hydroxy-5alpha-androstan-3-one 17beta-Hydroxy-5alpha-androstan-3-one 17beta-Hydroxyandrostan-3-one 17beta-hydroxy-5alpha-androstan-3-one 17beta-hydroxyandrostan-3-one 5alpha-Dihydrotestosterone 5alpha-dihydrotestosterone An androgen that has formula C19H30O2. Androstanolone C19H30O2 CHEBI:11341 CHEBI:11342 CHEBI:16330 CHEBI:19175 CHEBI:41876 CHEBI:793 ChemIDplus:521-18-6 DIHYDROTESTOSTERONE Dihydrotestosteron DrugBank:DB02901 InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1 InChIKey=NVKAWKQGWWIWPM-ABEVXSGRSA-N KEGG COMPOUND:521-18-6 KEGG COMPOUND:C03917 LIPID MAPS:LMST02020042 NIST Chemistry WebBook:521-18-6 PDBeChem:DHT Stanolone [H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2 androstanolona androstanolone androstanolonum chebi_ontology dihydrotestosterone D-xylulose 5-phosphate 5-O-phosphono-D-threo-pentos-2-ulose 5-O-phosphono-D-xylulose A xylulose 5-phosphate that has formula C5H11O8P. Beilstein:1913425 C5H11O8P CHEBI:13036 CHEBI:16332 CHEBI:21121 CHEBI:4269 ChemIDplus:60802-29-1 D-Xylulose 5-phosphate D-Xylulose-5-phosphate D-threo-pentos-2-ulose 5-(dihydrogen phosphate) D-xylulose 5-(dihydrogen phosphate) InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5-/m1/s1 InChIKey=FNZLKVNUWIIPSJ-RFZPGFLSSA-N KEGG COMPOUND:C00231 OCC(=O)[C@@H](O)[C@H](O)COP(O)(O)=O chebi_ontology adenosine (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 6-Amino-9-beta-D-ribofuranosyl-9H-purine 9-beta-D-Ribofuranosidoadenine 9-beta-D-Ribofuranosyl-9H-purin-6-amine 9-beta-D-ribofuranosyl-9H-purin-6-amine A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. ADENOSINE Ade-Rib Adenine Deoxyribonucleoside Adenocard Adenocor Adenoscan Adenosin Adenosine Adenyldeoxyriboside Ado Beilstein:93029 C10H13N5O4 CHEBI:13734 CHEBI:16335 CHEBI:22237 CHEBI:2472 CHEBI:40558 CHEBI:40825 CHEBI:40906 ChemIDplus:58-61-7 CiteXplore:11213237 CiteXplore:11820865 CiteXplore:11978011 CiteXplore:16183671 CiteXplore:16917093 CiteXplore:17190852 CiteXplore:18000974 CiteXplore:323854 Deoxyadenosine Desoxyadenosine DrugBank:DB00640 Gmelin:53385 HMDB:HMDB00050 InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 InChIKey=OIRDTQYFTABQOQ-KQYNXXCUSA-N KEGG COMPOUND:58-61-7 KEGG COMPOUND:C00212 KEGG DRUG:D00045 MetaCyc:ADENOSINE NIST Chemistry WebBook:58-61-7 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O PDBeChem:ADN Reaxys:93029 Wikipedia:Adenosine adenosine beta-D-Adenosine chebi_ontology hyaluronic acid (C14H21NO12)n Beilstein:8538277 CHEBI:14412 CHEBI:16336 CHEBI:24622 CHEBI:24623 CHEBI:5772 ChemIDplus:9004-61-9 Hyaluronic acid Hyaluronsaeure KEGG COMPOUND:9004-61-9 KEGG COMPOUND:C00518 [beta-D-glucopyranuronosyl-(1->3)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->4)]n [beta-N-Acetyl-D-glucosaminyl(1,4)beta-D-glucuronosyl(1,3)]n acide hyaluronique acido hialuronico chebi_ontology hyaluronan hyaluronate phosphatidic acid 1,2-Diacyl-sn-glycerol 3-phosphate 3-sn-Phosphatidate A derivative of glycerol in which one hydroxy group, commonly but not necessarily primary, is esterified with phosphoric acid and the other two are esterified with fatty acids. C5H7O8PR2 CHEBI:14795 CHEBI:16337 CHEBI:26023 CHEBI:8122 KEGG COMPOUND:C00416 OP(O)(=O)OCC(COC([*])=O)OC([*])=O Phosphatidate Phosphatidic acid chebi_ontology phosphatidic acid phosphatidic acids guanidinoacetic acid (carbamimidamido)acetic acid C3H7N3O2 CHEBI:14369 CHEBI:16344 CHEBI:24440 CHEBI:5560 ChemIDplus:352-97-6 CiteXplore:22770225 DrugBank:DB02751 Glycocyamine Guanidinoacetate Guanidinoacetic acid Guanidoacetic acid HMDB:HMDB00128 InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6) InChIKey=BPMFZUMJYQTVII-UHFFFAOYSA-N KEGG COMPOUND:352-97-6 KEGG COMPOUND:C00581 MetaCyc:GUANIDOACETIC_ACID N-(carbamimidoyl)glycine N-Amidinoglycine N-[Amino(Imino)Methyl]Glycine N-amidinoglycine N-carbamimidoylglycine NC(=N)NCC(O)=O PDBeChem:NMG Reaxys:1759179 The N-amidino derivative of glycine. Wikipedia:Glycocyamine chebi_ontology 3-sulfino-L-alanine (2R)-2-amino-3-sulfinopropanoic acid 3-SULFINOALANINE 3-Sulfino-L-alanine 3-Sulfinoalanine 3-Sulphino-L-alanine 3-sulfino-L-alanine C3H7NO4S CHEBI:11888 CHEBI:11889 CHEBI:16345 CHEBI:1664 CHEBI:21271 CHEBI:41618 CHEBI:8973 ChemIDplus:1115-65-7 DrugBank:DB02153 InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/t2-/m0/s1 InChIKey=ADVPTQAUNPRNPO-REOHCLBHSA-N KEGG COMPOUND:1115-65-7 KEGG COMPOUND:C00606 L-Cysteinesulfinic acid N[C@@H](CS(O)=O)C(O)=O PDBeChem:CSD Reaxys:1724100 The organosulfinic acid arising from oxidation of the sulfhydryl group of L-cysteine. chebi_ontology L-citrulline (2S)-2-amino-5-(carbamoylamino)pentanoic acid (S)-2-Amino-5-ureidopentanoic acid 2-Amino-5-ureidovaleric acid Beilstein:1725416 Beilstein:6055157 C6H13N3O3 CHEBI:13092 CHEBI:16349 CHEBI:21257 CHEBI:41489 CHEBI:6203 CITRULLINE ChemIDplus:372-75-8 Cit CiteXplore:11862757 CiteXplore:17190852 CiteXplore:18022291 CiteXplore:19173225 CiteXplore:21067832 CiteXplore:21915076 CiteXplore:21955999 CiteXplore:22119809 CiteXplore:22345866 CiteXplore:22348173 CiteXplore:22387109 CiteXplore:22388927 CiteXplore:22402328 CiteXplore:22402472 CiteXplore:22512552 DrugBank:DB00155 Gmelin:774677 HMDB:HMDB00904 InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1 InChIKey=RHGKLRLOHDJJDR-BYPYZUCNSA-N KEGG COMPOUND:372-75-8 KEGG COMPOUND:C00327 KEGG DRUG:D07706 L-2-Amino-5-ureidovaleric acid L-Citrulline L-citrulline MetaCyc:L-CITRULLINE N(5)-(aminocarbonyl)-L-ornithine N(5)-carbamoyl-L-ornithine N(delta)-carbamylornithine N5-(Aminocarbonyl)ornithine N5-carbamoylornithine N[C@@H](CCCNC(N)=O)C(O)=O PDBeChem:CIR Reaxys:1725416 The L-enantiomer of citrulline. Wikipedia:Citrulline alpha-amino-delta-ureidovaleric acid chebi_ontology delta-ureidonorvaline 2'-deoxyribonucleoside 5'-diphosphate CHEBI:14119 CHEBI:16350 CHEBI:37071 CHEBI:4424 chebi_ontology 3',5'-cyclic GMP 3',5'-Cyclic GMP A guanyl ribonucleotide that has formula C10H12N5O7P. C10H12N5O7P CHEBI:11675 CHEBI:1327 CHEBI:14377 CHEBI:16356 CHEBI:19829 ChemIDplus:7665-99-8 Cyclic GMP DrugBank:DB02315 Guanosine 3',5'-cyclic monophosphate Guanosine 3',5'-cyclic phosphate Guanosine cyclic monophosphate InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1 InChIKey=ZOOGRGPOEVQQDX-UUOKFMHZSA-N KEGG COMPOUND:7665-99-8 KEGG COMPOUND:C00942 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O cGMP chebi_ontology guanosine 3',5'-(hydrogen phosphate) cholic acid (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12. C24H40O5 CHEBI:16359 CHEBI:1694 CHEBI:20223 CHEBI:23210 CHEBI:41494 CHOLIC ACID ChemIDplus:2822009 ChemIDplus:81-25-4 Cholic acid Cholsaeure CiteXplore:22770225 DrugBank:DB02659 HMDB:HMDB00619 InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 InChIKey=BHQCQFFYRZLCQQ-OELDTZBJSA-N KEGG COMPOUND:81-25-4 KEGG COMPOUND:C00695 LIPID MAPS:LMST04010001 MetaCyc:CHOLATE NIST Chemistry WebBook:81-25-4 PDBeChem:CHD Reaxys:2822009 Wikipedia:Cholic_Acid [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O chebi_ontology 2'-deoxyribonucleoside 5'-triphosphate CHEBI:14121 CHEBI:16381 CHEBI:37072 CHEBI:4426 O[C@H]1C[C@H]([*])O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O chebi_ontology iodide A monoatomic iodine that has formula I. Beilstein:3587184 CHEBI:14460 CHEBI:16382 CHEBI:49698 CHEBI:5946 ChemIDplus:20461-54-5 Gmelin:14912 I I(-) I- IODIDE ION InChI=1S/HI/h1H/p-1 InChIKey=XMBWDFGMSWQBCA-UHFFFAOYSA-M Iodide KEGG COMPOUND:C00708 NIST Chemistry WebBook:20461-54-5 PDBeChem:IOD [I-] chebi_ontology iodide iodide(1-) iodine anion organic sulfide CHEBI:13694 CHEBI:16385 CHEBI:26960 CHEBI:9340 Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers. KEGG COMPOUND:C00297 RSR SR2 Sulfide Thioether chebi_ontology organic sulfides sulfides thioether thioethers ubiquinones Any benzoquinone derived from 2,3-dimethoxy-5-methylbenzoquinone; one of a group of naturally occurring homologues. The redox-active quinoid moiety usually carries a polyprenoid side chain at position 6, the number of isoprenoid units in which is species-specific. Ubiquinones are involved in the control of mitochondrial electron transport, and are also potent anti-oxidants. C9H10O4(C5H8)n CHEBI:15279 CHEBI:16389 CHEBI:27186 CHEBI:9852 ChemIDplus:1339-63-5 CiteXplore:15788391 CiteXplore:7599208 CoQ Coenzym Q Coenzyme Q InChI=1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3 InChIKey=SOECUQMRSRVZQQ-UHFFFAOYSA-N KEGG COMPOUND:1339-63-5 KEGG COMPOUND:C00399 Koenzym Q Q Ubichinon Ubiquinone Ubiquinones a ubiquinone chebi_ontology coenzyme Q coenzymes Q mitochondrial ubiquinone mitochondrial ubiquinones mitoquinones sphingosine (2S,3R)-(E)-2-amino-1,3-dihydroxy-4-octadecene (2S,3R,4E)-2-amino-3-hydroxyoctadec-4-ene-1-ol (2S,3R,4E)-2-amino-4-octadecene-1,3-diol (2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol (2S,3R,E)-2-aminooctadec-4-ene-1,3-diol (4E)-sphing-4-enine (4E)-sphingenine (E)-2-amino-4-octadecan-1,3-diol (E)-D-erythro-4-octadecene-1,3-diol 2-amino-4-octadecene-1,3-diol A sphing-4-enine in which the double bond is trans. Beilstein:1727294 Beilstein:4676153 C18H37NO2 CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO CHEBI:15102 CHEBI:16393 CHEBI:207585 CHEBI:26741 CHEBI:9224 ChemIDplus:123-78-4 CiteXplore:16341241 D-(+)-erythro-1,3-dihydroxy-2-amino-4-trans-octadecene D-erythro-sphingosine DrugBank:DB03203 InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1 InChIKey=WWUZIQQURGPMPG-KRWOKUGFSA-N KEGG COMPOUND:123-78-4 KEGG COMPOUND:C00319 LIPID MAPS:LMSP01010001 Reaxys:1727294 Sph Sphing-4-enine Sphingenine Sphingoid Sphingosine chebi_ontology trans-4-sphingenine trans-D-erythro-2-amino-4-octadecene-1,3-diol N-acetoxy-1,1'-biphenyl-4-amine An N-acetoxyarylamine having 1,1'-biphenyl-4-amine as the arylamine component. Beilstein:3545465 C14H13NO2 CC(=O)ONc1ccc(cc1)-c1ccccc1 CHEBI:12541 CHEBI:16395 CHEBI:21493 CHEBI:32703 CHEBI:7103 ChemIDplus:119273-47-1 InChI=1S/C14H13NO2/c1-11(16)17-15-14-9-7-13(8-10-14)12-5-3-2-4-6-12/h2-10,15H,1H3 InChIKey=NRUZSSFWZUVQMS-UHFFFAOYSA-N KEGG COMPOUND:C03621 N-Acetoxy-4-aminobiphenyl N-acetyloxy-[1,1'-biphenyl]-4-amine N-hydroxy-4-aminobiphenyl O-acetylated conjugate O-acetyl-N-([1,1'-biphenyl]-4-yl)hydroxylamine Reaxys:3545465 chebi_ontology pyridoxamine 4-(AMINOMETHYL)-5-(HYDROXYMETHYL)-2-METHYLPYRIDIN-3-OL 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol A vitamin B6 that has formula C8H12N2O2. Beilstein:6993 C8H12N2O2 CHEBI:14978 CHEBI:16410 CHEBI:26426 CHEBI:45228 CHEBI:8669 Cc1ncc(CO)c(CN)c1O ChemIDplus:85-87-0 Gmelin:774473 InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 InChIKey=NHZMQXZHNVQTQA-UHFFFAOYSA-N KEGG COMPOUND:85-87-0 KEGG COMPOUND:C00534 PDBeChem:PXM PM Pyridoxamine chebi_ontology lipopolysaccharide CHEBI:14520 CHEBI:16412 CHEBI:25062 CHEBI:6494 CiteXplore:15589368 KEGG COMPOUND:C00338 LPS Lipopolysaccharide Natural compounds consisting of a trisaccharide repeating unit (two heptose units and octulosonic acid) with oligosaccharide side chains and 3-hydroxytetradecanoic acid units (they are a major constituent of the cell walls of Gram-negative bacteria). chebi_ontology lipopolysaccharide lipopolysaccharides L-valine (2S)-2-amino-3-methylbutanoic acid (S)-valine 2-Amino-3-methylbutyric acid Beilstein:1721136 C5H11NO2 CC(C)[C@H](N)C(O)=O CHEBI:13186 CHEBI:16414 CHEBI:21417 CHEBI:46282 CHEBI:46376 CHEBI:46418 CHEBI:46484 CHEBI:6321 ChemIDplus:72-18-4 CiteXplore:14608070 CiteXplore:17670823 CiteXplore:21706252 CiteXplore:22138982 CiteXplore:22287678 CiteXplore:22585822 DrugBank:DB00161 Gmelin:2827 HMDB:HMDB00883 InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1 InChIKey=KZSNJWFQEVHDMF-BYPYZUCNSA-N KEGG COMPOUND:72-18-4 KEGG COMPOUND:C00183 KEGG DRUG:D00039 L-(+)-alpha-Aminoisovaleric acid L-Valin L-Valine L-alpha-Amino-beta-methylbutyric acid L-valine MetaCyc:VAL NIST Chemistry WebBook:72-18-4 PDBeChem:VAL Reaxys:1721136 The L-enantiomer of valine. V VALINE Val Wikipedia:L-valine chebi_ontology androst-4-ene-3,17-dione 4-ANDROSTENE-3-17-DIONE 4-Androstene-3,17-dione An androgen that has formula C19H26O2. Androst-4-ene-3,17-dione Androstenedione Beilstein:2059239 C19H26O2 CHEBI:11964 CHEBI:13830 CHEBI:16422 CHEBI:20322 CHEBI:2709 CHEBI:40930 ChemIDplus:63-05-8 Delta(4)-androsten-3,17-dione Delta(4)-androstene-3,17-dione DrugBank:DB01536 Gmelin:961672 InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 InChIKey=AEMFNILZOJDQLW-QAGGRKNESA-N KEGG COMPOUND:63-05-8 KEGG COMPOUND:C00280 LIPID MAPS:LMST02020007 NIST Chemistry WebBook:63-05-8 PDBeChem:ASD [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(=O)CC[C@@]21[H] androst-4-ene-3,17-dione androstenedione chebi_ontology phenylacetaldehyde 1-Oxo-2-phenylethane 2-Phenylethanal 2-phenylacetaldehyde An aldehyde that consists of acetaldehyde bearing a methyl substituent; the parent member of the phenylacetaldehyde class of compounds. Beilstein:385791 Benzacetaldehyde Benzeneacetaldehyde C8H8O CHEBI:14778 CHEBI:16424 CHEBI:25972 CHEBI:43163 CHEBI:8084 ChEBI:c0210 ChemIDplus:122-78-1 CiteXplore:14698165 CiteXplore:16557466 CiteXplore:18954073 CiteXplore:21495722 CiteXplore:21627324 DrugBank:DB02178 HMDB:HMDB06236 Hyacinthin InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2 InChIKey=DTUQWGWMVIHBKE-UHFFFAOYSA-N KEGG COMPOUND:122-78-1 KEGG COMPOUND:C00601 MetaCyc:PHENYLACETALDEHYDE NIST Chemistry WebBook:122-78-1 PDBeChem:HY1 PHENYLACETALDEHYDE Phenacetaldehyde Phenylacetaldehyde Phenylacetic aldehyde Reaxys:385791 Wikipedia:Phenylacetaldehyde [H]C(=O)Cc1ccccc1 alpha-Tolualdehyde alpha-phenylacetaldehyde alpha-tolualdehyde alpha-toluic aldehyde chebi_ontology phenylacetaldehyde mono(glucosyluronic acid)bilirubin 1-O-{3-[8-(carboxyethyl)-2,17-diethenyl-2,7,13,18-tetramethyl-1,19-dioxo-21,24-dihydrobila-4,15-dien-12-yl]propanoyl}-beta-D-glucopyranuronic acid A (glucosyluronic acid)bilirubin that has formula C39H44N4O12. Bilirubin glucuronate Bilirubin glucuronide Bilirubin monoglucuronide Bilirubin-glucuronoside C39H44N4O12 CC1=C(C=C)\C(NC1=O)=C/c1[nH]c(Cc2[nH]c(\C=C3NC(=O)C(C=C)=C\3C)c(C)c2CCC(O)=O)c(CCC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)c1C CHEBI:13900 CHEBI:16427 CHEBI:22874 CHEBI:3101 ChemIDplus:27071-67-6 InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-18(5)23(10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53)29(41-25)15-28-22(9-11-30(44)45)17(4)24(40-28)13-26-16(3)21(8-2)37(51)42-26/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/b26-13+,27-14+/t32-,33-,34+,35-,39+/m0/s1 InChIKey=ARBDURHEPGRPSR-GEADQAOESA-N KEGG COMPOUND:27071-67-6 KEGG COMPOUND:C03374 chebi_ontology CDP-choline 5'-O-[hydroxy({[2-(trimethylammonio)ethoxy]phosphinato}oxy)phosphoryl]cytidine A nucleotide-(amino alcohol)s that has formula C14H26N4O11P2. C14H26N4O11P2 CDP-colina CHEBI:13268 CHEBI:16436 CHEBI:20867 CHEBI:3268 CHEBI:41440 C[N+](C)(C)CCOP([O-])(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(N)nc1=O ChemIDplus:4170138 ChemIDplus:987-78-0 Citicoline Cytidindiphosphocholin Cytidine 5'-diphosphocholine DrugBank:DB04290 InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1 InChIKey=RZZPDXZPRHQOCG-OJAKKHQRSA-N KEGG COMPOUND:987-78-0 KEGG COMPOUND:C00307 PDBeChem:CDC [2-CYTIDYLATE-O'-PHOSPHONYLOXYL]-ETHYL-TRIMETHYL-AMMONIUM chebi_ontology citicolina citicolinum citidin difosfato de colina cytidine 5'-(choline diphosphate) cytidine 5'-(cholinyl pyrophosphate) cytidine 5'-diphosphoric choline 2'-deoxyuridine 1-(2-deoxy-beta-D-erythro-pentofuranosyl)uracil 2'-Deoxyuridine 2'-deoxyuridine 2-Deoxyuridine A pyrimidine 2'-deoxyribonucleoside having uracil as the nucleobase. C9H12N2O5 CHEBI:11398 CHEBI:11572 CHEBI:14123 CHEBI:16450 CHEBI:19261 CHEBI:23640 CHEBI:42178 CHEBI:4434 CHEBI:46165 CHEBI:46289 Deoxyuridine DrugBank:DB02256 InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1 InChIKey=MXHRCPNRJAMMIM-SHYZEUOFSA-N KEGG COMPOUND:951-78-0 KEGG COMPOUND:C00526 OC[C@H]1O[C@H](C[C@@H]1O)n1ccc(=O)[nH]c1=O chebi_ontology dU polyprenol phosphate C5H11O4P(C5H8)n CHEBI:14862 CHEBI:16460 CHEBI:26202 CHEBI:8319 KEGG COMPOUND:C01048 Polyprenyl phosphate chebi_ontology polyprenol phosphates polyprenyl phosphate (0) 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholestan-26-al 3,7,12-trihydroxycholestan-26-al 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-al 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al A 26-oxo steroid that has formula C27H46O4. C27H46O4 CHEBI:11896 CHEBI:16466 CHEBI:1696 CHEBI:20218 ChemIDplus:3836-01-9 InChI=1S/C27H46O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h15-25,29-31H,5-14H2,1-4H3/t16?,17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=USFJGINJGUIFSY-XZULNKEGSA-N KEGG COMPOUND:C01301 LIPID MAPS:LMST04030164 [H]C(=O)C(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology L-arginine (2S)-2-amino-5-(carbamimidamido)pentanoic acid (2S)-2-amino-5-guanidinopentanoic acid (S)-2-Amino-5-guanidinovaleric acid (S)-2-amino-5-guanidinopentanoic acid An L-alpha-amino acid that is the L-isomer of arginine. Arg C6H14N4O2 CHEBI:13077 CHEBI:16467 CHEBI:21235 CHEBI:6185 ChemIDplus:1725413 ChemIDplus:74-79-3 CiteXplore:10848923 CiteXplore:11139824 CiteXplore:11300497 CiteXplore:11898853 CiteXplore:12812828 CiteXplore:15016745 CiteXplore:15465805 CiteXplore:16056256 CiteXplore:16416365 CiteXplore:17168727 CiteXplore:17439666 CiteXplore:19030957 CiteXplore:21600268 CiteXplore:21814794 CiteXplore:22179117 CiteXplore:22243793 CiteXplore:22251130 CiteXplore:22361732 CiteXplore:22425811 CiteXplore:22428068 CiteXplore:22439203 CiteXplore:22553931 CiteXplore:22619480 CiteXplore:22626826 CiteXplore:22652429 CiteXplore:22667467 CiteXplore:22709481 CiteXplore:8070089 DrugBank:DB00125 Gmelin:83283 HMDB:HMDB00517 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 InChIKey=ODKSFYDXXFIFQN-BYPYZUCNSA-N KEGG COMPOUND:74-79-3 KEGG COMPOUND:C00062 KEGG DRUG:D02982 L-(+)-arginine L-Arg L-Arginin L-Arginine L-arginine MetaCyc:ARG NIST Chemistry WebBook:74-79-3 N[C@@H](CCCNC(N)=N)C(O)=O PDBeChem:ARG R Reaxys:1725413 Wikipedia:L-arginine arginine chebi_ontology 17beta-estradiol (17beta)-estra-1,3,5(10)-triene-3,17-diol 17beta oestradiol 17beta-estra-1,3,5(10)-triene-3,17-diol 17beta-estradiol 17beta-oestradiol Beilstein:1914275 C18H24O2 CHEBI:14219 CHEBI:16469 CHEBI:23963 CHEBI:42475 CHEBI:4864 ChemIDplus:50-28-2 CiteXplore:10438974 CiteXplore:3621671 DrugBank:DB00783 ESTRADIOL Estradiol Estradiol-17beta Gmelin:290805 InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1 InChIKey=VOXZDWNPVJITMN-ZBRFXRBCSA-N KEGG COMPOUND:50-28-2 KEGG COMPOUND:C00951 LIPID MAPS:LMST02010001 NIST Chemistry WebBook:50-28-2 PDBeChem:EST The 17beta-isomer of estradiol. Wikipedia:Estradiol [H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21 beta-Estradiol chebi_ontology cis-estradiol estra-1,3,5(10)-triene-3,17beta-diol NADPH 2'-O-phosphonoadenosine 5'-{3-[1-(3-carbamoyl-1,4-dihydropyridin-1-yl)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate} Beilstein:77911 C21H30N7O17P3 CHEBI:13399 CHEBI:13400 CHEBI:16474 CHEBI:21904 CHEBI:44286 CHEBI:7425 COMe:MOL000028 ChemIDplus:53-57-6 InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 InChIKey=ACFIXJIJDZMPPO-NNYOXOHSSA-N KEGG COMPOUND:C00005 NADPH NADPH DIHYDRO-NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE NADPH is the reduced form of NADP+; used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent. NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O PDBeChem:NDP TPNH chebi_ontology dihydronicotinamide-adenine dinucleotide phosphate reduced nicotinamide-adenine dinucleotide phosphate nitric oxide (.)NO (NO)(.) A nitrogen oxide which is a free radical, each molecule of which consists of one nitrogen and one oxygen atom. CHEBI:14657 CHEBI:16480 CHEBI:25546 CHEBI:44452 CHEBI:7583 ChemIDplus:10102-43-9 DrugBank:DB00435 EDRF Gmelin:451 InChI=1S/NO/c1-2 InChIKey=MWUXSHHQAYIFBG-UHFFFAOYSA-N KEGG COMPOUND:10102-43-9 KEGG COMPOUND:C00533 KEGG DRUG:D00074 MolBase:943 NIST Chemistry WebBook:10102-43-9 NO NO(.) Nitric oxide Nitrogen monoxide PDBeChem:NO Reaxys:3587257 Stickstoff(II)-oxid Stickstoffmonoxid Wikipedia:Nitric oxide [NO] [N]=O chebi_ontology endothelium-derived relaxing factor mononitrogen monoxide monoxido de nitrogeno monoxyde d'azote nitrogen monooxide nitrogen monoxide nitrosyl oxido de nitrogeno(II) oxido nitrico oxidonitrogen(.) oxoazanyl oxyde azotique oxyde nitrique 18-hydroxycorticosterone 11beta,18,21-trihydroxypregn-4-ene-3,20-dione 18-Hydroxycorticosterone 18-hydroxycorticosterone A 18-hydroxy steroid that has formula C21H30O5. C21H30O5 CHEBI:11343 CHEBI:16485 CHEBI:19177 CHEBI:57789 CHEBI:795 InChI=1S/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,14-17,19,22-23,25H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 InChIKey=HFSXHZZDNDGLQN-ZVIOFETBSA-N KEGG COMPOUND:561-65-9 KEGG COMPOUND:C01124 LIPID MAPS:LMST02030091 [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@]1(CO)[C@H](CC[C@@]21[H])C(=O)CO chebi_ontology lipoic acid 1,2-dithiolane-3-pentanoic acid 1,2-dithiolane-3-valeric acid 5-(1,2-dithiolan-3-yl)pentanoic acid 5-(1,2-dithiolan-3-yl)valeric acid 5-(dithiolan-3-yl)valeric acid 5-[3-(1,2-dithiolanyl)]pentanoic acid 6,8-thioctic acid 6,8-thiotic acid 6-thioctic acid 6-thiotic acid A heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position. Acetate-replacing factor Beilstein:122410 Beilstein:81853 Biletan C8H14O2S2 CHEBI:146958 CHEBI:16494 CHEBI:25058 CHEBI:6492 ChemIDplus:62-46-4 CiteXplore:7519986 CiteXplore:7548757 DrugBank:DB00166 Gmelin:720915 InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10) InChIKey=AGBQKNBQESQNJD-UHFFFAOYSA-N NIST Chemistry WebBook:62-46-4 OC(=O)CCCCC1CCSS1 Reaxys:81853 Thioctansaeure Thioctsaeure Thioktsaeure alpha-Liponsaeure alpha-lipoic acid chebi_ontology liponic acid 5beta-cholestane-3alpha,7alpha,12alpha-triol 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestane 3alpha,7alpha,12alpha-Trihydroxycoprostane 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane 3alpha,7alpha,12alpha-trihydroxycoprostane 5beta-Cholestane-3alpha,7alpha,12alpha-triol 5beta-cholestane-3alpha,7alpha,12alpha-triol A 12alpha-hydroxy steroid that has formula C27H48O3. C27H48O3 CHEBI:12179 CHEBI:16496 CHEBI:1697 CHEBI:20221 CHEBI:20667 CHEBI:57793 InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=RIVQQZVHIVNQFH-XJZYBRFWSA-N KEGG COMPOUND:547-96-6 KEGG COMPOUND:C05454 LIPID MAPS:LMST04030035 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCCC(C)C chebi_ontology dGTP 2'-Deoxyguanosine 5'-triphosphate 2'-deoxyguanosine 5'-(tetrahydrogen triphosphate) 2'-deoxyguanosine 5'-triphosphate A purine 2'-deoxyribonucleoside 5'-triphosphate having guanine as the nucleobase. C10H16N5O13P3 CHEBI:10497 CHEBI:14076 CHEBI:16497 CHEBI:19247 Deoxyguanosine 5'-triphosphate Deoxyguanosine triphosphate DrugBank:DB02181 InChI=1S/C10H16N5O13P3/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 InChIKey=HAAZLUGHYHWQIW-KVQBGUIXSA-N KEGG COMPOUND:2564-35-4 KEGG COMPOUND:C00286 Nc1nc2n(cnc2c(=O)[nH]1)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 chebi_ontology dGTP 1-phosphatidyl-1D-myo-inositol 5-phosphate 1,2-Diacyl-sn-glycero-3-phospho-(1'-myo-inositol-5'-phosphate) 1-O-(3-sn-phosphatidyl)-1D-myo-inositol 5-(dihydrogen phosphate) 1-Phosphatidyl-1D-myo-inositol 5-phosphate 1-phosphatidyl-1D-myo-inositol 5-phosphate A phosphatidylinositol 5-phosphate in which the inositol moiety has configuration 1D-myo. C11H18O16P2R2 CHEBI:11290 CHEBI:16500 CHEBI:676 CiteXplore:6095072 KEGG COMPOUND:C11557 PIP PtdIns-5-P PtdIns5P [H][C@@](COC([*])=O)(COP(O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](OP(O)(O)=O)[C@H]1O)OC([*])=O chebi_ontology monodehydro-L-ascorbic acid An organic radical that has formula C6H7O6. C6H7O6 CHEBI:14614 CHEBI:16504 CHEBI:25385 CHEBI:6981 InChI=1S/C6H7O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10H,1H2/t2-,5+/m0/s1 InChIKey=LHFJOBMTAJJOTB-JLAZNSOCSA-N KEGG COMPOUND:C01041 Monodehydroascorbate [(2R)-2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]oxidanyl [H][C@@]1(OC(=O)C(O)=C1[O])[C@@H](O)CO chebi_ontology 1D-myo-inositol 1,2,4,5,6-pentakisphosphate 1D-myo-Inositol 1,2,4,5,6-pentakisphosphate 1D-myo-inositol 1,2,4,5,6-pentakis(dihydrogen phosphate) A myo-inositol pentakisphosphate comprising 1D-myo-inositol having the five phosphate groups placed in the 1-' 2-' 4-, 5- and 6-positions. Beilstein:10136263 Beilstein:7792694 Beilstein:9534448 C6H17O21P5 CHEBI:11357 CHEBI:12890 CHEBI:16507 CHEBI:19185 CHEBI:4273 D-myo-Inositol 1,2,4,5,6-pentakisphosphate InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2-,3-,4+,5-,6-/m1/s1 InChIKey=CTPQAXVNYGZUAJ-XCMZKKERSA-N Inositol 1,2,4,5,6-pentakisphosphate KEGG COMPOUND:20298-95-7 KEGG COMPOUND:C04563 O[C@@H]1[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O chebi_ontology myo-Inositol 1,2,4,5,6-pentakisphosphate 2'-deoxyribonucleoside triphosphate 2'-Deoxyribonucleoside triphosphate 2'-deoxyribonucleoside triphosphate 2'-deoxyribonucleoside triphosphates C5H12O12P3R CHEBI:11397 CHEBI:16516 CHEBI:19258 CHEBI:839 KEGG COMPOUND:C04283 chebi_ontology lanosterol (3beta)-lanosta-8,24-dien-3-ol (3beta,5alpha)-4,4,14-trimethylcholesta-8,24-dien-3-ol 4,4',14alpha-Trimethyl-5alpha-cholesta-8,24-dien-3beta-ol A tetracyclic triterpenoid that has formula C30H50O. C30H50O CHEBI:14500 CHEBI:16521 CHEBI:25011 CHEBI:43584 CHEBI:6374 ChemIDplus:2226449 ChemIDplus:79-63-0 DrugBank:DB03696 InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1 InChIKey=CAHGCLMLTWQZNJ-BQNIITSRSA-N KEGG COMPOUND:79-63-0 KEGG COMPOUND:C01724 LANOSTEROL LIPID MAPS:LMST01010017 Lanosterol MetaCyc:LANOSTEROL PDBeChem:LAN [H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C chebi_ontology lanosta-8,24-dien-3beta-ol D-serine (2R)-2-amino-3-hydroxypropanoic acid (R)-2-Amino-3-hydroxy-propionic acid (R)-2-amino-3-hydroxypropanoic acid Beilstein:1721403 C3H7NO3 CHEBI:13019 CHEBI:143888 CHEBI:16523 CHEBI:21090 CHEBI:42262 CHEBI:4245 ChemIDplus:312-84-5 CiteXplore:11864625 CiteXplore:12850593 CiteXplore:19212759 CiteXplore:19217074 CiteXplore:21295046 CiteXplore:21914633 CiteXplore:21956571 CiteXplore:22117694 CiteXplore:22128843 CiteXplore:22266400 CiteXplore:22280157 CiteXplore:22362148 CiteXplore:22369458 CiteXplore:22445805 CiteXplore:22465696 CiteXplore:22486999 D-SERINE D-Serin D-Serine D-serine DrugBank:DB03929 Gmelin:1041392 HMDB:HMDB03406 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 InChIKey=MTCFGRXMJLQNBG-UWTATZPHSA-N KEGG COMPOUND:312-84-5 KEGG COMPOUND:C00740 MetaCyc:D-SERINE NIST Chemistry WebBook:312-84-5 N[C@H](CO)C(O)=O PDBeChem:DSN Reaxys:1721403 The R-enantiomer of serine. chebi_ontology taurochenodeoxycholic acid 2-[(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]ethanesulfonic acid A bile acid taurine conjugate that has formula C26H45NO6S. Beilstein:3228311 C26H45NO6S CHEBI:13961 CHEBI:16525 CHEBI:23096 CHEBI:3590 CHEBI:46136 ChemIDplus:516-35-8 Chenodeoxycholoyltaurine InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-/m1/s1 InChIKey=BHTRKEVKTKCXOH-BJLOMENOSA-N KEGG COMPOUND:C05465 LIPID MAPS:LMST05040005 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCCS(O)(=O)=O chebi_ontology taurine chenodeoxycholate taurochenodeoxycholate taurochenodeoxycholic acid carbon dioxide A carbon oxide that has formula CO2. Beilstein:1900390 CARBON DIOXIDE CHEBI:13282 CHEBI:13283 CHEBI:13284 CHEBI:13285 CHEBI:16526 CHEBI:23011 CHEBI:3283 CHEBI:48829 CO(2) CO2 Carbon dioxide ChemIDplus:124-38-9 Gmelin:989 InChI=1S/CO2/c2-1-3 InChIKey=CURLTUGMZLYLDI-UHFFFAOYSA-N KEGG COMPOUND:124-38-9 KEGG COMPOUND:C00011 MolBase:752 NIST Chemistry WebBook:124-38-9 O=C=O PDBeChem:CO2 UM-BBD:c0131 [CO2] carbon dioxide carbonic anhydride chebi_ontology dioxidocarbon 3-methyl-2-oxobutanoic acid 2-Keto-3-methylbutyric acid 2-Ketoisovaleric acid 2-Ketovaline 2-Oxo-3-methylbutanoic acid 2-Oxo-3-methylbutyric acid 2-Oxoisovaleric acid 3-METHYL-2-OXOBUTANOIC ACID 3-Methyl-2-oxobutanoic acid 3-Methyl-2-oxobutyric acid 3-methyl-2-oxobutanoic acid A 2-oxo monocarboxylic acid that is the 2-oxo derivative of isovaleric acid. C5H8O3 CC(C)C(=O)C(O)=O CHEBI:1584 CHEBI:16530 CHEBI:20115 CHEBI:43714 ChemIDplus:759-05-7 CiteXplore:17190852 CiteXplore:192504 CiteXplore:7021997 Dimethylpyruvic acid DrugBank:DB04074 HMDB:HMDB00019 InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8) InChIKey=QHKABHOOEWYVLI-UHFFFAOYSA-N Isopropylglyoxylic acid KEGG COMPOUND:C00141 LIPID MAPS:LMFA01020274 MetaCyc:2-KETO-ISOVALERATE PDBeChem:KIV Reaxys:1744951 alpha-Ketovaline alpha-keto-isovaleric acid alpha-oxo-beta-methylbutyricacid alpha-oxoisovaleric acid chebi_ontology alpha,alpha-trehalose (Glc)2 A trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. Beilstein:1292766 C12H22O11 CHEBI:10202 CHEBI:12281 CHEBI:12284 CHEBI:12287 CHEBI:15251 CHEBI:16551 CHEBI:22365 CHEBI:46211 ChemIDplus:99-20-7 CiteXplore:17439666 D-(+)-trehalose Gmelin:2145829 HMDB:HMDB00975 InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 InChIKey=HDTRYLNUVZCQOY-LIZSDCNHSA-N KEGG COMPOUND:99-20-7 KEGG COMPOUND:C01083 KEGG GLYCAN:G00293 MetaCyc:TREHALOSE NIST Chemistry WebBook:99-20-7 OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O PDBeChem:TRE Reaxys:1292766 TREHALOSE Trehalose Wikipedia:Trehalose alpha,alpha'-Trehalose alpha,alpha-Trehalose alpha,alpha-trehalose alpha-D-Glcp-(1<->1)-alpha-D-Glcp alpha-D-Trehalose alpha-D-glucopyranosyl alpha-D-glucopyranoside alpha-D-glucopyranosyl-alpha-D-glucopyranoside alpha-trehalose chebi_ontology ergot sugar mycose CMP-N-acetyl-beta-neuraminic acid A nucleotide sugar used as a donor by glycosyltransferases for the synthesis of sugar chains Beilstein:4224251 C20H31N4O16P CHEBI:13276 CHEBI:13279 CHEBI:16556 CHEBI:20875 CHEBI:3278 CHEBI:44441 CHEBI:59434 CMP-N-acetylneuraminate CMP-beta-Neu5Ac CMP-sialic acid CYTIDINE-5'-MONOPHOSPHATE-5-N-ACETYLNEURAMINIC ACID ChemIDplus:3063-71-6 DrugBank:DB02485 InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8-,9+,10+,12+,13+,14+,15+,16+,17+,20+/m0/s1 InChIKey=TXCIAUNLDRJGJZ-BILDWYJOSA-N KEGG COMPOUND:3063-71-6 KEGG COMPOUND:C00128 PDBeChem:NCC [H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(N)nc1=O)C(O)=O)[C@H](O)[C@H](O)CO chebi_ontology cytidine 5'-(5-acetamido-3,5-dideoxy-D-glycero-beta-D-galacto-non-2-ulopyranosylonic acid monophosphate) cytidine monophosphate N-acetylneuraminic acid sphinganine (2S,3R)-2-amino-1,3-octadecanediol (2S,3R)-2-aminooctadecane-1,3-diol (R-(R*,S*))-2-aminooctadecane-1,3-diol 2-Amino-1,3-dihydroxyoctadecane A 2-aminooctadecane-1,3-diol having (2S,3R)-configuration. Beilstein:1724230 C18-dihydrosphingosine C18-sphinganine C18H39NO2 CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO CHEBI:15099 CHEBI:16566 CHEBI:26736 CHEBI:26737 CHEBI:549953 CHEBI:9221 ChemIDplus:764-22-7 D-erythro-1,3-dihydroxy-2-aminooctadecane D-erythro-2-amino-1,3-octadecanediol D-erythro-C18-dihydrosphingosine Dihydrosphingosine InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1 InChIKey=OTKJDMGTUTTYMP-ZWKOTPCHSA-N KEGG COMPOUND:764-22-7 KEGG COMPOUND:C00836 LIPID MAPS:LMSP01020001 Safingol Sphinganine chebi_ontology d18:0 octadecasphinganine sphinganine 3alpha,7alpha-dihydroxy-5beta-cholestan-26-oic acid 3alpha,7alpha-Dihydroxy-5beta-cholestanate 3alpha,7alpha-Dihydroxy-5beta-cholestanoate 3alpha,7alpha-dihydroxy-5beta-cholestan-26-oic acid 3alpha,7alpha-dihydroxy-5beta-cholestanic acid 3alpha,7alpha-dihydroxy-5beta-cholestanoic acid A dihydroxy monocarboxylic acid that has formula C27H46O4. C27H46O4 CHEBI:11902 CHEBI:16577 CHEBI:1707 CHEBI:20232 InChI=1S/C27H46O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h16-24,28-29H,5-15H2,1-4H3,(H,30,31)/t16-,17?,18+,19-,20-,21+,22+,23-,24+,26+,27-/m1/s1 InChIKey=ITZYGDKGRKKBSN-HKFUITGCSA-N KEGG COMPOUND:C04554 LIPID MAPS:LMST04030066 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCCC(C)C(O)=O chebi_ontology N-hydroxy-4-aminobiphenyl 4-biphenylhydroxylamine 4-hydroxyaminobiphenyl 4-hydroxylaminobiphenyl A N-substituted amine that has formula C12H11NO. C12H11NO CHEBI:12601 CHEBI:16580 CHEBI:21736 CHEBI:7296 ChemIDplus:6810-26-0 InChI=1S/C12H11NO/c14-13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13-14H InChIKey=MYVLYOJYVMLSFA-UHFFFAOYSA-N KEGG COMPOUND:C03622 N-1,1'-biphenyl-4-ylhydroxylamine N-4-biphenylylhydroxylamine N-Hydroxy-4-aminobiphenyl N-hydroxy-[1,1'-biphenyl]-4-amine ONc1ccc(cc1)-c1ccccc1 chebi_ontology pregnenolone (3BETA)-3-HYDROXYPREGN-5-EN-20-ONE 3beta-Hydroxypregn-5-en-20-one 3beta-hydroxypregn-5-en-20-one 5-Pregnen-3beta-ol-20-one A C21-steroid that has formula C21H32O2. Beilstein:2059026 C21H32O2 CHEBI:14881 CHEBI:16581 CHEBI:26241 CHEBI:45027 CHEBI:8388 ChemIDplus:145-13-1 DrugBank:DB02789 InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1 InChIKey=ORNBQBCIOKFOEO-QGVNFLHTSA-N KEGG COMPOUND:145-13-1 KEGG COMPOUND:C01953 LIPID MAPS:LMST02030088 PDBeChem:PLO Pregnenolone [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O chebi_ontology isopentenyl diphosphate 3-Methyl-3-butenyl pyrophosphate 3-methylbut-3-en-1-yl trihydrogen diphosphate A prenol phosphate epitope comprising 3-methylbut-3-en-1-ol having an O-diphosphate substituent. Beilstein:1713792 C5H12O7P2 CC(=C)CCOP(O)(=O)OP(O)(O)=O CHEBI:14473 CHEBI:16584 CHEBI:24907 CHEBI:6037 ChemIDplus:358-71-4 CiteXplore:7584140 CiteXplore:7753173 Diphosphoric acid mono(3-methyl-3-butenyl) ester DrugBank:DB04714 IPPP InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8) InChIKey=NUHSROFQTUXZQQ-UHFFFAOYSA-N Isopentenyl diphosphate Isopentenyl pyrophosphate KEGG COMPOUND:358-71-4 KEGG COMPOUND:C00129 LIPID MAPS:LMPR01010008 Mono(3-methyl-3-butenyl) diphosphate chebi_ontology delta-3-Isopentenyl pyrophosphate delta3-Isopentenyl diphosphate delta3-Methyl-3-butenyl diphosphate delta3-isopentenyl diphosphate 1D-myo-inositol 1,4,5-trisphosphate 1,4,5-Insp3 1D-myo-Inositol 1,4,5-trisphosphate 1D-myo-inositol 1,4,5-tris(dihydrogen phosphate) A myo-inositol trisphosphate that has formula C6H15O15P3. Beilstein:3658346 C6H15O15P3 CHEBI:11363 CHEBI:12892 CHEBI:12894 CHEBI:16595 CHEBI:19192 CHEBI:4276 CHEBI:43249 ChemIDplus:85166-31-0 D-MYO-INOSITOL-1,4,5-TRIPHOSPHATE D-myo-Inositol 1,4,5-trisphosphate DrugBank:DB03401 IP3 InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2+,3+,4-,5-,6-/m1/s1 InChIKey=MMWCIQZXVOZEGG-XJTPDSDZSA-N Inositol 1,4,5-trisphosphate Ins(1,4,5)P3 InsP3 KEGG COMPOUND:C01245 O[C@@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1OP(O)(O)=O PDBeChem:I3P chebi_ontology spermidine 1,5,10-triazadecane 4-azaoctamethylenediamine 4-azaoctane-1,8-diamine A triamine that is the 1,5,10-triaza derivative of decane. C7H19N3 CHEBI:15095 CHEBI:15097 CHEBI:16610 CHEBI:26732 CHEBI:26733 CHEBI:45647 CHEBI:9218 ChemIDplus:124-20-9 ChemIDplus:1698591 CiteXplore:22770225 DrugBank:DB03566 Gmelin:454510 HMDB:HMDB01257 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 InChIKey=ATHGHQPFGPMSJY-UHFFFAOYSA-N KEGG COMPOUND:124-20-9 KEGG COMPOUND:C00315 MetaCyc:SPERMIDINE N-(3-Aminopropyl)-1,4-butane-diamine N-(3-aminopropyl)butane-1,4-diamine NCCCCNCCCN PDBeChem:SPD Reaxys:1698591 SPERMIDINE Spermidin Spermidine Wikipedia:Spermidine chebi_ontology 1-phosphatidyl-1D-myo-inositol 3,4,5-trisphosphate 1,2-Diacyl-sn-glycero-3-phospho-(1'-myo-inositol-3',4',5'-bisphosphate) 1-O-(3-sn-phosphatidyl)-1D-myo-inositol 3,4,5-tris(dihydrogen phosphate) 1-Phosphatidyl-1D-myo-inositol 3,4,5-trisphosphate 1-phosphatidyl-1D-myo-inositol 3,4,5-trisphosphate C11H20O22P4R2 CHEBI:11284 CHEBI:14807 CHEBI:16618 CHEBI:26039 CHEBI:8136 KEGG COMPOUND:C05981 PIP3 Phosphatidylinositol-3,4,5-trisphosphate PtsIns(3,4,5)P3 PtsIns-3,4,5-P3 [H][C@@](COC([*])=O)(COP(O)(=O)O[C@@H]1[C@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O)OC([*])=O chebi_ontology Leu-tRNA(Leu) C21H32N6O11PR(C5H8O6PR)n CHEBI:13133 CHEBI:13134 CHEBI:16624 CHEBI:6262 KEGG COMPOUND:C02047 L-Leucyl-tRNA L-Leucyl-tRNA(Leu) Leu-tRNA(Leu) chebi_ontology Met-tRNA(Met) C20H30N6O11PSR(C5H8O6PR)n CHEBI:13143 CHEBI:13144 CHEBI:16635 CHEBI:6274 KEGG COMPOUND:C02430 L-Methionyl-tRNA L-Methionyl-tRNA(Met) Met-tRNA(Met) chebi_ontology L-methionine (2S)-2-amino-4-(methylsulfanyl)butanoic acid (S)-2-amino-4-(methylthio)butanoic acid (S)-2-amino-4-(methylthio)butyric acid (S)-methionine C5H11NO2S CHEBI:13141 CHEBI:16643 CHEBI:21360 CHEBI:43990 CHEBI:6271 CSCC[C@H](N)C(O)=O ChemIDplus:63-68-3 CiteXplore:21683740 CiteXplore:21946918 CiteXplore:22200379 CiteXplore:22370952 CiteXplore:22448874 CiteXplore:22517898 DrugBank:DB00134 Gmelin:26935 HMDB:HMDB00696 InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 InChIKey=FFEARJCKVFRZRR-BYPYZUCNSA-N KEGG COMPOUND:63-68-3 KEGG COMPOUND:C00073 KEGG DRUG:D00019 L-(-)-methionine L-Methionin L-Methionine L-alpha-amino-gamma-methylmercaptobutyric acid L-methionine M METHIONINE Met MetaCyc:MET Methionine NIST Chemistry WebBook:63-68-3 PDBeChem:MET_LFOH Reaxys:1722294 The L-enantiomer of methionine. chebi_ontology preuroporphyrinogen (hydroxymethyl)bilane 3,8,13,18-tetrakis(carboxymethyl)-19-(hydroxymethyl)bilane-2,7,12,17-tetrapropanoic acid 3,8,13,18-tetrakis(carboxymethyl)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropanoic acid A bilane that has formula C40H46N4O17. Beilstein:1209089 C40H46N4O17 CHEBI:14423 CHEBI:16645 CHEBI:24716 CHEBI:5809 ChemIDplus:71861-60-4 Hydroxymethylbilane InChI=1S/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61) InChIKey=WDFJYRZCZIUBPR-UHFFFAOYSA-N KEGG COMPOUND:73023-76-4 KEGG COMPOUND:C01024 OCc1[nH]c(Cc2[nH]c(Cc3[nH]c(Cc4[nH]cc(CCC(O)=O)c4CC(O)=O)c(CCC(O)=O)c3CC(O)=O)c(CCC(O)=O)c2CC(O)=O)c(CCC(O)=O)c1CC(O)=O chebi_ontology preuroporphyrinogen carbohydrate CHEBI:15131 CHEBI:16646 CHEBI:23008 CHEBI:9318 Kohlenhydrat Kohlenhydrate The generic term 'carbohydrate' includes monosaccharides, oligosaccharides and polysaccharides as well as substances derived from monosaccharides by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom. Cyclitols are generally not regarded as carbohydrates. carbohidrato carbohidratos carbohydrate carbohydrates chebi_ontology glucide glucides glucido glucidos hydrates de carbone saccharide saccharides saccharidum UDP-N-acetyl-D-galactosamine A UDP-sugar having N-acetyl-D-galactosamine as the sugar component. C17H27N3O17P2 CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)OC1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O CHEBI:13455 CHEBI:13470 CHEBI:16650 CHEBI:22112 CHEBI:9820 InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11+,12-,13-,14-,15-,16?/m1/s1 InChIKey=LFTYTUAZOPRMMI-LDDHHVEYSA-N UDP-N-acetyl-D-galactosamine Uridine 5'-(trihydrogen diphosphate), P'-(2-(acetylamino)-2-deoxy-alpha-D-galactopyranosyl) ester Uridine diphosphate N-acetylgalactosamine chebi_ontology uridine 5'-[3-(2-acetamido-2-deoxy-D-galactopyranosyl) dihydrogen diphosphate] hypotaurine 2-Aminoethanesulfinic acid 2-aminoethanesulfinic acid An aminosulfinic acid comprising ethylamine having the sulfo group at the 2-position. C2H7NO2S CHEBI:14429 CHEBI:16668 CHEBI:24760 CHEBI:5839 ChemIDplus:300-84-5 CiteXplore:22735334 HMDB:HMDB00965 Hypotaurine InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5) InChIKey=VVIUBCNYACGLLV-UHFFFAOYSA-N KEGG COMPOUND:300-84-5 KEGG COMPOUND:C00519 MetaCyc:HYPOTAURINE NCCS(O)=O Reaxys:1743127 Wikipedia:Hypotaurine chebi_ontology peptide Amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. C2H4NO2R(C2H2NOR)n CHEBI:14753 CHEBI:16670 CHEBI:25906 CHEBI:7990 KEGG COMPOUND:C00012 Peptid Peptide chebi_ontology peptides peptido peptidos S-adenosyl-L-homocysteine (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid 2-S-adenosyl-L-homocysteine Adenosyl-L-homocysteine AdoHcy Beilstein:99188 C14H20N6O5S CHEBI:12741 CHEBI:12759 CHEBI:12761 CHEBI:16680 CHEBI:22034 CHEBI:45495 CHEBI:8945 ChemIDplus:979-92-0 CiteXplore:11700066 CiteXplore:11746687 CiteXplore:11961214 CiteXplore:11997462 CiteXplore:12767735 CiteXplore:15026045 CiteXplore:15057524 CiteXplore:15542683 CiteXplore:15645450 CiteXplore:16109423 CiteXplore:16197293 CiteXplore:16197315 CiteXplore:16253211 CiteXplore:16423634 CiteXplore:16519522 CiteXplore:17044778 CiteXplore:17172447 CiteXplore:17300772 CiteXplore:17439666 CiteXplore:17726531 CiteXplore:18976670 CiteXplore:19249293 CiteXplore:19357721 CiteXplore:21837278 CiteXplore:22225784 CiteXplore:22455498 DrugBank:DB01752 Gmelin:692100 HMDB:HMDB00939 InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1 InChIKey=ZJUKTBDSGOFHSH-WFMPWKQPSA-N KEGG COMPOUND:979-92-0 KEGG COMPOUND:C00021 MetaCyc:ADENOSYL-HOMO-CYS N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12)C(O)=O PDBeChem:SAH Reaxys:99188 S-(5'-adenosyl)-L-homocysteine S-(5'-deoxyadenosin-5'-yl)-L-homocysteine S-ADENOSYL-L-HOMOCYSTEINE S-Adenosyl-L-homocysteine S-Adenosylhomocysteine S-[1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl]-L-homocysteine SAH The S-adenosyl derivative of L-homocysteine. Wikipedia:S-Adenosyl-L-homocysteine adenosylhomocysteine chebi_ontology UMP 5'-UMP 5'-uridylic acid 5'Uridylic acid A pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase. Beilstein:47486 C9H13N2O9P CHEBI:13508 CHEBI:13509 CHEBI:16695 CHEBI:27231 CHEBI:46362 CHEBI:46382 CHEBI:47721 CHEBI:9849 ChemIDplus:58-97-9 CiteXplore:22735334 DrugBank:DB03685 Gmelin:310455 HMDB:HMDB00288 InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 InChIKey=DJJCXFVJDGTHFX-XVFCMESISA-N KEGG COMPOUND:58-97-9 KEGG COMPOUND:C00105 MetaCyc:UMP O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O PDBeChem:U5PrF10 PDBeChem:UrF10 Reaxys:47486 UMP URIDINE-5'-MONOPHOSPHATE Uridine 5'-monophosphate Uridine monophosphate Uridylic acid Wikipedia:Uridine_monophosphate chebi_ontology pU uridine 5'-(dihydrogen phosphate) uridine 5'-phosphate uridine 5'-phosphoric acid uridylate nucleoside 5'-phosphate A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-5 of the ribose ring is mono-, di-, tri- or tetra-phosphorylated. C5H9O6PR2 CHEBI:14674 CHEBI:16701 CHEBI:25603 CHEBI:7650 KEGG COMPOUND:C01117 Nucleoside 5'-phosphate O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O chebi_ontology nucleoside 5'-phosphates uridine 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione 1-beta-D-ribofuranosyluracil A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. Beilstein:754904 C9H12N2O6 CHEBI:15296 CHEBI:16704 CHEBI:27227 CHEBI:46386 CHEBI:46391 CHEBI:46460 CHEBI:9893 ChemIDplus:58-96-8 CiteXplore:12084455 CiteXplore:15621516 CiteXplore:16839635 CiteXplore:17190852 CiteXplore:22392515 CiteXplore:22770225 DrugBank:DB02745 Gmelin:397474 HMDB:HMDB00296 InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1 InChIKey=DRTQHJPVMGBUCF-XVFCMESISA-N KEGG COMPOUND:58-96-8 KEGG COMPOUND:C00299 MetaCyc:URIDINE OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O PDBeChem:URI Reaxys:754904 URIDINE Urd Uridin Uridine Wikipedia:Uridine beta-Uridine chebi_ontology u uridine adenine 6-Aminopurine 9H-purin-6-amine A ADENINE Ade Adenin Adenine Beilstein:608603 C5H5N5 CHEBI:13733 CHEBI:16708 CHEBI:22236 CHEBI:2470 CHEBI:40579 ChemIDplus:73-24-5 CiteXplore:17439666 CiteXplore:8070089 DrugBank:DB00173 Gmelin:3903 HMDB:HMDB00034 InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) InChIKey=GFFGJBXGBJISGV-UHFFFAOYSA-N KEGG COMPOUND:73-24-5 KEGG COMPOUND:C00147 KEGG DRUG:D00034 MetaCyc:ADENINE NIST Chemistry WebBook:73-24-5 Nc1ncnc2[nH]cnc12 PDBeChem:ADE Reaxys:608603 The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. Wikipedia:Adenine adenine chebi_ontology pyridoxine 2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine 3-hydroxy-4,5-dimethylol-alpha-picoline 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol 5-hydroxy-6-methyl-3,4-pyridinedimethanol A vitamin B6 that has formula C8H11NO3. Beilstein:139854 C8H11NO3 CHEBI:14981 CHEBI:16709 CHEBI:26429 CHEBI:8671 Cc1ncc(CO)c(CO)c1O ChemIDplus:65-23-6 DrugBank:DB00165 Gmelin:563676 InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 InChIKey=LXNHXLLTXMVWPM-UHFFFAOYSA-N KEGG COMPOUND:65-23-6 KEGG COMPOUND:C00314 NIST Chemistry WebBook:65-23-6 Pyridoxine Pyridoxol Wikipedia:Pyridoxine chebi_ontology vitamin B6 benzene A six-carbon aromatic compound in which each carbon atom donates one of its two 2p electrons into a delocalised pi system. A toxic, flammable liquid byproduct of coal distillation, it is used as an industrial solvent. Benzene is a carcinogen that also damages bone marrow and the central nervous system. BENZENE Beilstein:969212 Benzen Benzene Benzine Benzol Bicarburet of hydrogen C6H6 CHEBI:13876 CHEBI:16716 CHEBI:22703 CHEBI:3025 CHEBI:41187 ChemIDplus:71-43-2 CiteXplore:11684179 CiteXplore:16161967 CiteXplore:18836923 CiteXplore:21325737 CiteXplore:6353911 Coal naphtha Gmelin:1671 HMDB:HMDB01505 InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H InChIKey=UHOVQNZJYSORNB-UHFFFAOYSA-N KEGG COMPOUND:71-43-2 KEGG COMPOUND:C01407 Mineral naphtha NIST Chemistry WebBook:71-43-2 PDBeChem:BNZ Phene Pyrobenzol Pyrobenzole Reaxys:969212 UM-BBD:c0142 Wikipedia:Benzene [6]annulene benzene benzole c1ccccc1 chebi_ontology cyclohexatriene phenyl hydride 4-methylthio-2-oxobutanoate 2-oxo-4-methylthiobutanoate 4-(methylsulfanyl)-2-oxobutanoate 4-methylthio-2-oxobutanoate Beilstein:3662236 C5H7O3S CHEBI:12029 CHEBI:16723 CHEBI:20451 CHEBI:63388 CSCCC(=O)C([O-])=O ChEBI:C01180 InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1 InChIKey=SXFSQZDSUWACKX-UHFFFAOYSA-M MetaCyc:CPD-479 SUBMITTER:10074065 SUBMITTER:15280032 The 2-oxo monocarboxylic acid anion derived from 4-methylthio-2-oxobutanoic acid. The major microspecies at pH 7.3, it is formed from L-methionine via the action of methionine transaminase. chebi_ontology 4-hydroxybutyrate 4-hydroxybutanoate A hydroxy monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of 4-hydroxybutyric acid. Beilstein:3903887 C4H7O3 CHEBI:12006 CHEBI:16724 CHEBI:20401 ChEBI:C00989 ChEBI:c0022 DrugBank:DB01440 GHB Gmelin:1524032 InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)/p-1 InChIKey=SJZRECIVHVDYJC-UHFFFAOYSA-M OCCCC([O-])=O chebi_ontology gamma-hydroxybutyrate 2-acyl-sn-glycero-3-phosphocholine 1-Lysolecithin 1-Lysophosphatidylcholine 2-Acyl-sn-glycero-3-phosphocholine 2-Acylglycero-3-phosphocholine 2-acyl-sn-glycero-3-phosphocholines An sn-glycero-3-phosphocholine having an unspecified acyl group attached at the 2-position. C9H20NO7PR CHEBI:11499 CHEBI:11844 CHEBI:1570 CHEBI:16728 CHEBI:17487 CHEBI:19437 CHEBI:19443 CHEBI:20100 CHEBI:984 CHEBI:989 C[N+](C)(C)CCOP(O)(=O)OC[C@@H](CO)OC([*])=O CiteXplore:15913955 KEGG COMPOUND:C04233 LPC chebi_ontology l-alpha-lysophosphatidylcholine CDP-ethanolamine 5'-O-[{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]cytidine A phosphoethanolamine consisting of ethanolamine having a cytidine 5'-diphosphate moiety attached to the oxygen. Beilstein:67058 C11H20N4O11P2 CDP ethanolamine CHEBI:13257 CHEBI:13270 CHEBI:16732 CHEBI:20869 CHEBI:3270 ChemIDplus:3036-18-8 InChI=1S/C11H20N4O11P2/c12-2-4-23-27(19,20)26-28(21,22)24-5-6-8(16)9(17)10(25-6)15-3-1-7(13)14-11(15)18/h1,3,6,8-10,16-17H,2,4-5,12H2,(H,19,20)(H,21,22)(H2,13,14,18)/t6-,8-,9-,10-/m1/s1 InChIKey=WVIMUEUQJFPNDK-PEBGCTIMSA-N KEGG COMPOUND:C00570 NCCOP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(N)nc1=O chebi_ontology cytidine 5'-(trihydrogen diphosphate), P'-(2-aminoethyl) ester cytidine 5'-[3-(2-aminoethyl) dihydrogen diphosphate] cytidine diphosphate ethanolamine D-alpha-amino acid C2H4NO2R CHEBI:12909 CHEBI:13625 CHEBI:16733 CHEBI:20906 CHEBI:4097 D-Amino acid D-alpha-amino acid D-alpha-amino acids D-alpha-amino acids KEGG COMPOUND:C00405 chebi_ontology creatinine 1-Methylglycocyamidine 1-Methylhydantoin-2-imide 1-methylglycocyamidine 2-Amino-1-methylimidazolin-4-one 2-amino-1,5-dihydro-1-methyl-4H-Imidazol-4-one 2-imino-1-methylimidazolidin-4-one A lactam obtained by formal cyclocondensation of creatine. C4H7N3O CHEBI:14029 CHEBI:16737 CHEBI:23406 CHEBI:3910 CN1CC(=O)NC1=N ChemIDplus:60-27-5 CiteXplore:11256540 CiteXplore:11981083 CiteXplore:17190852 CiteXplore:17422601 CiteXplore:18182718 CiteXplore:19236048 CiteXplore:19715855 CiteXplore:19968328 CiteXplore:21775764 CiteXplore:22047975 CiteXplore:22121923 CiteXplore:22166252 CiteXplore:22207347 CiteXplore:22212624 CiteXplore:22223530 CiteXplore:22331238 CiteXplore:22338083 CiteXplore:22349552 CiteXplore:22390548 CiteXplore:22432114 CiteXplore:22441184 CiteXplore:22459582 CiteXplore:22498455 Creatine anhydride Creatinine HMDB:HMDB00562 InChI=1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8) InChIKey=DDRJAANPRJIHGJ-UHFFFAOYSA-N KEGG COMPOUND:60-27-5 KEGG COMPOUND:C00791 KEGG DRUG:D03600 Kreatinin MetaCyc:CREATININE NIST Chemistry WebBook:60-27-5 Reaxys:112064 Wikipedia:Creatinine chebi_ontology creatinina creatinine orotic acid 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid A pyrimidinemonocarboxylic acid that is uracil bearing a carboxy substituent at position C-6. Beilstein:383901 C5H4N2O4 CHEBI:16742 CHEBI:25720 CHEBI:44781 CHEBI:7787 ChemIDplus:65-86-1 CiteXplore:11059538 CiteXplore:22019295 CiteXplore:22285839 CiteXplore:22307261 CiteXplore:22371390 CiteXplore:22634191 CiteXplore:22707164 CiteXplore:22770225 CiteXplore:22863860 CiteXplore:7264771 DrugBank:DB02262 Gmelin:101990 HMDB:HMDB00226 InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11) InChIKey=PXQPEWDEAKTCGB-UHFFFAOYSA-N KEGG COMPOUND:65-86-1 KEGG COMPOUND:C00295 KEGG DRUG:D00055 MetaCyc:OROTATE NIST Chemistry WebBook:65-86-1 OC(=O)c1cc(=O)[nH]c(=O)[nH]1 OROTIC ACID Orotic acid Orotsaeure PDBeChem:ORO Reaxys:383901 Uracil-6-carboxylic acid Wikipedia:Orotic_acid chebi_ontology 1-phosphatidyl-1D-myo-inositol (3-Phosphatidyl)-1-D-inositol 1,2-diacyl-sn-glycero(3)phospho(1)-D-myo-inositol 1-(3-sn-phosphatidyl)-D-myo-inositol 1-O-(3-sn-phosphatidyl)-1D-myo-inositol 1-Phosphatidyl-1D-myo-inositol 1-Phosphatidyl-D-myo-inositol 1-Phosphatidyl-myo-inositol C11H17O13PR2 CHEBI:11280 CHEBI:11283 CHEBI:11291 CHEBI:11292 CHEBI:16749 CHEBI:19086 CHEBI:19088 CHEBI:677 CHEBI:679 KEGG COMPOUND:C01194 O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O)[C@H](O)[C@@H]1O Phosphatidyl-1D-myo-inositol PtdIns chebi_ontology phosphoinositide guanosine 2(3H)-imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one 2-amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one 2-amino-9-beta-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one 9-beta-D-ribofuranosyl-guanine A purine nucleoside in which guanine is attached to ribofuranose via a beta-N(9)-glycosidic bond. Beilstein:625911 C10H13N5O5 CHEBI:14375 CHEBI:16750 CHEBI:24444 CHEBI:42840 CHEBI:42847 CHEBI:471737 CHEBI:5564 ChEMBL:17060520 ChemIDplus:118-00-3 CiteXplore:11434576 CiteXplore:15471343 CiteXplore:15920424 CiteXplore:17202332 CiteXplore:18191898 CiteXplore:18549801 CiteXplore:21435378 CiteXplore:21500353 CiteXplore:21515778 CiteXplore:21671255 CiteXplore:21774919 DrugBank:DB02857 Gmelin:55323 Guanine riboside Guanine-9-beta-D-ribofuranoside Guanosin Guanosine Guo HMDB:HMDB00133 InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 InChIKey=NYHBQMYGNKIUIF-UUOKFMHZSA-N KEGG COMPOUND:118-00-3 KEGG COMPOUND:C00387 MetaCyc:GUANOSINE NIST Chemistry WebBook:118-00-3 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O Reaxys:625911 Wikipedia:Guanosine chebi_ontology guanosine chenodeoxycholic acid 3alpha,7alpha-Dihydroxy-5beta-cholanic acid 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid 7alpha-hydroxylithocholic acid A dihydroxy-5beta-cholanic acid that has formula C24H40O4. Beilstein:3219887 C24H40O4 CDCA CHEBI:16755 CHEBI:23094 CHEBI:3588 CHEBI:3593 ChemIDplus:474-25-9 Chenix Chenodeoxycholic acid Chenodiol DrugBank:DB06777 InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 InChIKey=RUDATBOHQWOJDD-BSWAIDMHSA-N KEGG COMPOUND:474-25-9 KEGG COMPOUND:C02528 KEGG DRUG:D00163 LIPID MAPS:LMST04010032 Wikipedia:Chenodiol [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O anthropodeoxycholic acid anthropodesoxycholic acid chebi_ontology chenic acid gallodesoxycholic acid ADP 5'-adenylphosphoric acid A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase. ADENOSINE-5'-DIPHOSPHATE ADP Adenosine 5'-diphosphate Beilstein:67722 C10H15N5O10P2 CHEBI:13222 CHEBI:16761 CHEBI:22244 CHEBI:2342 CHEBI:40553 COMe:MOL000173 ChemIDplus:58-64-0 CiteXplore:16295522 DrugBank:DB03431 Gmelin:88452 H3adp InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 InChIKey=XTWYTFMLZFPYCI-KQYNXXCUSA-N KEGG COMPOUND:20398-34-9 KEGG COMPOUND:C00008 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O PDBeChem:ADP adenosine 5'-(trihydrogen diphosphate) chebi_ontology mycothiol (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-[(N-acetyl-L-cysteinyl)amino]-2-deoxy-alpha-D-glucopyranoside 1-D-myo-inositol-2-(N-acetyl-L-cysteinyl)amino-2-deoxy-alpha-D-glucopyranoside 1-D-myo-inositol-2-(N-acetyl-S-((3,7,8-trimethyl-4,6-dioxo-1,5-diazabicyclo(3.3.0)octa-2,7-dien-2-yl)methyl)-L-cysteinyl)amino-2-deoxy-alpha-D-glucopyranoside 1-O-(2'-[N-acetyl-L-cysteinyl]amido-2'-deoxy-alpha-D-glucopyranosyl)-D-myo-inositol 1-O-(2-[N-acetyl-L-cysteinyl]amido-2-deoxy-alpha-D-glucopyranosyl)-D-myo-inositol 1-O-[2-(N-acetyl-L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-D-myo-inositol 1-O-[2-[[(2R)-2-(acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-alpha-D-glucopyranosyl]-D-myo-inositol 1-O-{2-[(N-acetyl-L-cysteinyl)amino]-2-deoxy-alpha-D-glucopyranosyl}-1D-myo-inositol 1D-1-O-[2-(N-acetyl-L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-myo-inositol A pseudodisaccharide, 1D-myo-inosityl-alpha-D-glucopyranoside, in which the hydroxy group at the 2-position of the glucose moiety is replaced by an (N-acetyl-L-cysteinyl)amido group. AcCys-GlcN-Ins Beilstein:9308053 C17H30N2O12S CC(=O)N[C@@H](CS)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:14626 CHEBI:16768 CHEBI:25440 CHEBI:7040 CiteXplore:12809551 CiteXplore:16768 CiteXplore:17644601 CiteXplore:18772286 CiteXplore:19505149 CiteXplore:21919472 InChI=1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1 InChIKey=MQBCDKMPXVYCGO-FQBKTPCVSA-N KEGG COMPOUND:C06717 KEGG GLYCAN:G11174 MSH Mycothiol Reaxys:9308053 Wikipedia:Mycothiol chebi_ontology 1D-myo-inositol 1,3,4,5-tetrakisphosphate 1D-myo-Inositol 1,3,4,5-tetrakisphosphate 1D-myo-inositol 1,3,4,5-tetrakis(dihydrogen phosphate) 1D-myo-inositol 1,3,4,5-tetrakisphosphate A myo-inositol tetrakisphosphate having the four phosphates placed in the 1-, 3-, 4- and 5-positions. Beilstein:4342568 C6H16O18P4 CHEBI:11350 CHEBI:11360 CHEBI:16783 CHEBI:19188 CHEBI:808 D-myo-Inositol 1,3,4,5-tetrakisphosphate DrugBank:DB01863 InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3-,4+,5-,6-/m0/s1 InChIKey=CIPFCGZLFXVXBG-CNWJWELYSA-N Inositol 1,3,4,5-tetrakisphosphate KEGG COMPOUND:C01272 O[C@H]1[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O chebi_ontology melatonin 5-methoxy-N-acetyltryptamine A tryptamine that has formula C13H16N2O2. Beilstein:205542 C13H16N2O2 CHEBI:14577 CHEBI:16796 CHEBI:25180 CHEBI:6730 COc1ccc2[nH]cc(CCNC(C)=O)c2c1 ChemIDplus:73-31-4 DrugBank:DB01065 InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16) InChIKey=DRLFMBDRBRZALE-UHFFFAOYSA-N KEGG COMPOUND:73-31-4 KEGG COMPOUND:C01598 Melatonin N-Acetyl-5-methoxytryptamine N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide N-[2-(5-methoxyindol-3-yl)ethyl]acetamide NIST Chemistry WebBook:73-31-4 Wikipedia:Melatonin chebi_ontology melatonin melatonine 1-methylnicotinamide 1-Methylnicotinamide 1-methylnicotinamide cation 3-(Aminocarbonyl)-1-methylpyridinium 3-carbamoyl-1-methylpyridinium A pyridinium ion comprising nicotinamide having a methyl group at the 1-position. C7H9N2O CHEBI:11267 CHEBI:16797 CHEBI:18635 CHEBI:646 C[n+]1cccc(c1)C(N)=O ChemIDplus:3106-60-3 CiteXplore:22770225 HMDB:HMDB00699 InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1 InChIKey=LDHMAVIPBRSVRG-UHFFFAOYSA-O KEGG COMPOUND:C02918 MetaCyc:CPD-396 N(1)-Methylnicotinamide Reaxys:3540351 Trigonellinamide chebi_ontology methionine 2-Amino-4-(methylthio)butyric acid 2-amino-4-(methylsulfanyl)butanoic acid 2-amino-4-(methylthio)butanoic acid A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. Beilstein:636185 C5H11NO2S CHEBI:14590 CHEBI:16811 CHEBI:25229 CHEBI:6829 CSCCC(N)C(O)=O ChemIDplus:59-51-8 CiteXplore:16702333 CiteXplore:22264337 DL-Methionine Gmelin:3117 Hmet InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) InChIKey=FFEARJCKVFRZRR-UHFFFAOYSA-N KEGG COMPOUND:C01733 KEGG DRUG:D04983 M Met Methionin Methionine NIST Chemistry WebBook:59-51-8 Racemethionine Reaxys:636185 UM-BBD:c0094 Wikipedia:Methionine alpha-amino-gamma-methylmercaptobutyric acid chebi_ontology methionine metionina dehydroepiandrosterone sulfate (3-beta)-3-(Sulfooxy)androst-5-en-17-one 17-Ketoandrost-5-en-3beta-yl sulfate 17-oxoandrost-5-en-3beta-yl hydrogen sulfate 17-oxoandrost-5-en-3beta-yl hydrogen sulphate 3-O-Sulfodehydroepiandrosterone 3beta-Hydroxyandrost-5-en-17-one 3-sulfate 3beta-hydroxyandrost-5-en-17-one 3-sulfate A steroid sulfate that is the 3-sulfate of dehydroepiandrosterone. Androst-5-en-17-on-3beta-yl sulfuric acid C19H28O5S CHEBI:11912 CHEBI:16814 CHEBI:1724 CHEBI:20247 CHEBI:61003 ChemIDplus:651-48-9 CiteXplore:18307294 CiteXplore:22770225 CiteXplore:9661815 DHEA sulfate DHEA-S DHEAS Dehydroepiandrosterone 3-sulfate Dehydroepiandrosterone monosulfate Dehydroepiandrosterone sulfate Dehydroepiandrosterone sulphate Dehydroisoandrosterone sulfate Dehydroisoandrosterone-3-sulfate HMDB:HMDB01032 InChI=1S/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1 InChIKey=CZWCKYRVOZZJNM-USOAJAOKSA-N KEGG COMPOUND:C04555 LIPID MAPS:LMST05020010 MetaCyc:DEHYDRO-EPIANDROSTERONE-SULFATE Prasterone sulfate Reaxys:2227078 Wikipedia:Dehydroepiandrosterone_sulfate [H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(=O)CC[C@@]21[H])OS(O)(=O)=O chebi_ontology acyl monophosphate Acyl phosphate An organic phosphate ester or anhydride formed by condensation of phosphoric acid with a carboxylic acid. CH2O5PR CHEBI:13246 CHEBI:13725 CHEBI:16826 CHEBI:22222 CHEBI:2454 KEGG COMPOUND:C02133 OP(O)(=O)OC([*])=O acyl monophosphate ester acyl monophosphate esters acyl monophosphates acyl phosphates chebi_ontology corticosterone (11beta)-11,21-dihydroxypregn-4-ene-3,20-dione 11beta,21-Dihydroxy-4-pregnene-3,20-dione 11beta,21-dihydroxypregn-4-ene-3,20-dione 11beta,21-dihydroxyprogesterone 17-deoxycortisol C21H30O4 CHEBI:14022 CHEBI:16827 CHEBI:19131 CHEBI:3891 CHEBI:41361 CHEBI:57911 CORTICOSTERONE ChemIDplus:2339601 ChemIDplus:50-22-6 CiteXplore:10438974 Corticosterone Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1 InChIKey=OMFXVFTZEKFJBZ-HJTSIMOOSA-N KEGG COMPOUND:50-22-6 KEGG COMPOUND:C02140 Kendall's compound B NIST Chemistry WebBook:50-22-6 PDBeChem:C0R Reichstein's substance H Wikipedia:Corticosterone [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C)C(=O)CO chebi_ontology corticosterone L-tryptophan (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid (S)-alpha-Amino-beta-(3-indolyl)-propionic acid (S)-alpha-amino-1H-indole-3-propanoic acid (S)-tryptophan Beilstein:86197 C11H12N2O2 CHEBI:13178 CHEBI:16828 CHEBI:184633 CHEBI:21407 CHEBI:45988 CHEBI:46086 CHEBI:46125 CHEBI:46225 CHEBI:6310 ChemIDplus:73-22-3 CiteXplore:11395471 CiteXplore:11750787 CiteXplore:11888576 CiteXplore:12766158 CiteXplore:12830226 CiteXplore:12871129 CiteXplore:15206750 CiteXplore:16740930 CiteXplore:16934873 CiteXplore:17127472 CiteXplore:17177562 CiteXplore:17430113 CiteXplore:17585690 CiteXplore:17690425 CiteXplore:17826001 CiteXplore:18234569 CiteXplore:18419734 CiteXplore:18949702 CiteXplore:19896323 CiteXplore:21856896 CiteXplore:22071091 CiteXplore:22162421 CiteXplore:22299628 CiteXplore:22386992 CiteXplore:22402312 CiteXplore:22415302 CiteXplore:22415306 CiteXplore:2917974 DrugBank:DB00150 Gmelin:51434 HMDB:HMDB00929 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 InChIKey=QIVBCDIJIAJPQS-VIFPVBQESA-N KEGG COMPOUND:73-22-3 KEGG COMPOUND:C00078 KEGG DRUG:D00020 L-(-)-tryptophan L-Tryptophan L-beta-3-indolylalanine L-tryptophan MetaCyc:TRP NIST Chemistry WebBook:73-22-3 N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O PDBeChem:TRP Reaxys:86197 TRYPTOPHAN The L-enantiomer of tryptophan. Trp Tryptophan W Wikipedia:Tryptophan chebi_ontology tryptophan methylamine Beilstein:741851 CH3-NH2 CH5N CHEBI:14595 CHEBI:16830 CHEBI:25402 CHEBI:44374 CHEBI:6864 CN ChemIDplus:74-89-5 CiteXplore:11580915 CiteXplore:11991665 CiteXplore:18312416 DrugBank:DB01828 Gmelin:145 HMDB:HMDB00164 InChI=1S/CH5N/c1-2/h2H2,1H3 InChIKey=BAVYZALUXZFZLV-UHFFFAOYSA-N KEGG COMPOUND:74-89-5 KEGG COMPOUND:C00218 METHYLAMINE MeNH2 MetaCyc:METHYLAMINE Methanamine Methylamine NIST Chemistry WebBook:74-89-5 PDBeChem:NME Reaxys:741851 The simplest of the methylamines, consisting of ammonia bearing a single methyl substituent. UM-BBD:c0137 Wikipedia:Methylamine aminomethane chebi_ontology methanamine monomethylamine 4-nitrophenol 4-Hydroxynitrobenzene 4-Nitrophenol 4-nitrophenol A mononitrophenol having the nitro group placed at the 4-position. Beilstein:1281877 C6H5NO3 CHEBI:12034 CHEBI:16836 CHEBI:1913 CHEBI:20457 CHEBI:44390 ChemIDplus:100-02-7 DrugBank:DB04417 Gmelin:3311 InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H InChIKey=BTJIUGUIPKRLHP-UHFFFAOYSA-N KEGG COMPOUND:100-02-7 KEGG COMPOUND:C00870 NIST Chemistry WebBook:100-02-7 Niphen Oc1ccc(cc1)[N+]([O-])=O P-NITROPHENOL PDBeChem:NPO PNP UM-BBD:c0086 chebi_ontology p-Nitrophenol p-hydroxynitrobenzene paranitrophenol formaldehyde Beilstein:1209228 CH2O CHEBI:14274 CHEBI:16842 CHEBI:24077 CHEBI:337763 CHEBI:5142 ChEMBL:7381846 ChemIDplus:50-00-0 CiteXplore:18837732 DrugBank:DB03843 FORMALDEHYDE FORMALIN Formaldehyd Formaldehyde Formalin Gmelin:445 InChI=1S/CH2O/c1-2/h1H2 InChIKey=WSFSSNUMVMOOMR-UHFFFAOYSA-N KEGG COMPOUND:50-00-0 KEGG COMPOUND:C00067 Methanal Methylene oxide NIST Chemistry WebBook:50-00-0 Oxomethane Oxomethylene PDBeChem:FLH The simplest aldehyde. UM-BBD:c0122 Wikipedia:Formaldehyde [H]C([H])=O chebi_ontology formaldehyde 1-phosphatidyl-1D-myo-inositol 3,5-bisphosphate 1,2-Diacyl-sn-glycero-3-phospho-(1'-myo-inositol-3',5'-bisphosphate) 1-O-(3-sn-phosphatidyl)-1D-myo-inositol 3,5-bis(dihydrogen phosphate) 1-Phosphatidyl-1D-myo-inositol 3,5-bisphosphate 1-phosphatidyl-1D-myo-inositol 3,5-bisphosphate C11H19O19P3R2 CHEBI:11286 CHEBI:16851 CHEBI:673 KEGG COMPOUND:C11556 PtsIns(3,5)P2 PtsIns-3,5-P2 [H][C@@](COC([*])=O)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H]1O)OC([*])=O chebi_ontology glutathione 5-L-Glutamyl-L-cysteinylglycine A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine. C10H17N3O6S CHEBI:12402 CHEBI:14327 CHEBI:16856 CHEBI:24334 CHEBI:42873 CHEBI:43049 CHEBI:5437 ChemIDplus:70-18-8 CiteXplore:17439666 CiteXplore:4200890 CiteXplore:4745654 DrugBank:DB00143 GSH Glutathione Glutathione-SH HMDB:HMDB00125 InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 InChIKey=RWSXRVCMGQZWBV-WDSKDSINSA-N KEGG COMPOUND:70-18-8 KEGG COMPOUND:C00051 KEGG DRUG:D00014 L-gamma-glutamyl-L-cysteinylglycine MetaCyc:GLUTATHIONE N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O PDBeChem:GSH Reaxys:1729812 Reduced glutathione Wikipedia:Glutathione chebi_ontology gamma-L-Glutamyl-L-cysteinyl-glycine L-threonine (2S)-threonine (2S,3R)-(-)-Threonine (2S,3R)-2-amino-3-hydroxybutanoic acid 2-Amino-3-hydroxybutyric acid An optically active form of threonine having L-configuration. Beilstein:1721646 C4H9NO3 CHEBI:13175 CHEBI:16857 CHEBI:21403 CHEBI:42083 CHEBI:45843 CHEBI:45983 CHEBI:6308 C[C@@H](O)[C@H](N)C(O)=O ChemIDplus:72-19-5 CiteXplore:11964235 CiteXplore:12523390 CiteXplore:16659349 CiteXplore:17379183 CiteXplore:22289691 CiteXplore:22342587 CiteXplore:22513921 CiteXplore:22770225 DrugBank:DB00156 Gmelin:82510 HMDB:HMDB00167 InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 InChIKey=AYFVYJQAPQTCCC-GBXIJSLDSA-N KEGG COMPOUND:72-19-5 KEGG COMPOUND:C00188 KEGG DRUG:D00041 L-(-)-Threonine L-2-Amino-3-hydroxybutyric acid L-Threonin L-Threonine L-alpha-amino-beta-hydroxybutyric acid L-threonine NIST Chemistry WebBook:72-19-5 PDBeChem:THR Reaxys:1721646 T THREONINE Thr UM-BBD:c0413 Wikipedia:Threonine chebi_ontology pantetheine 4'-phosphate 4'-Phosphopantetheine A phosphopantetheine that has formula C11H23N2O7PS. C11H23N2O7PS CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS CHEBI:11916 CHEBI:14735 CHEBI:14736 CHEBI:14738 CHEBI:14825 CHEBI:16858 CHEBI:25844 CHEBI:7914 ChemIDplus:2226-71-3 DrugBank:DB03912 InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19) InChIKey=JDMUPRLRUUMCTL-UHFFFAOYSA-N KEGG COMPOUND:C01134 N(3)-[2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-N-(2-sulfanylethyl)-beta-alaninamide Pantetheine 4'-phosphate Phosphopantetheine Psh-4'-P chebi_ontology pantotheine-4'-phosphate nucleoside diphosphate C5H11O10P2R CHEBI:13401 CHEBI:13662 CHEBI:14675 CHEBI:16862 CHEBI:25606 CHEBI:7428 CHEBI:7652 KEGG COMPOUND:C00454 NDP Nucleoside diphosphate O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O chebi_ontology nucleoside diphosphates 6-phospho-D-gluconate 6-O-phosphono-D-gluconate A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of 6-phospho-D-gluconic acid. C6H12O10P CHEBI:12232 CHEBI:16863 InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/p-1/t2-,3-,4+,5-/m1/s1 InChIKey=BIRSGZKFKXLSJQ-SQOUGZDYSA-M O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O chebi_ontology gamma-aminobutyric acid 4-Aminobutanoic acid 4-Aminobutyric acid 4-aminobutanoic acid 4-aminobutanoic acid 4-aminobutyric acid 4Abu An amino fatty acid composed of butanoic acid with the amino substituent located at C-4. Beilstein:906818 C4H9NO2 CHEBI:16865 CHEBI:1786 CHEBI:193777 CHEBI:20318 CHEBI:40483 ChemIDplus:56-12-2 CiteXplore:10630630 CiteXplore:10930630 CiteXplore:16276116 CiteXplore:21614609 CiteXplore:22770225 DrugBank:DB02530 GABA GAMMA-AMINO-BUTANOIC ACID Gmelin:49775 HMDB:HMDB00112 InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7) InChIKey=BTCSSZJGUNDROE-UHFFFAOYSA-N KEGG COMPOUND:56-12-2 KEGG COMPOUND:C00334 KEGG DRUG:D00058 LIPID MAPS:LMFA01100039 MetaCyc:4-AMINO-BUTYRATE NCCCC(O)=O NIST Chemistry WebBook:56-12-2 PDBeChem:ABU Reaxys:906818 Wikipedia:Gamma-Aminobutyric_acid chebi_ontology gamma-Aminobuttersaeure gamma-Aminobutyric acid gamma-amino-n-butyric acid gamma-aminobutanoic acid gamma-aminobutyric acid omega-aminobutyric acid piperidic acid piperidinic acid sn-glycero-3-phosphocholine 2-{[(2R)-2,3-dihydroxypropoxy](hydroxy)phosphoryloxy}-N,N,N-trimethylethanaminium A sn-glycerol 3-phosphate that has formula C8H21NO6P. C8H21NO6P CHEBI:10646 CHEBI:12841 CHEBI:12847 CHEBI:14343 CHEBI:16870 CHEBI:26697 C[N+](C)(C)CCOP(O)(=O)OC[C@H](O)CO Choline alfoscerate DrugBank:DB04660 Glycerophosphocholine InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/p+1/t8-/m1/s1 InChIKey=SUHOQUVVVLNYQR-MRVPVSSYSA-O KEGG COMPOUND:C00670 L-alpha-Glycerophosphocholine L-alpha-Glycerophosphorylcholine L-alpha-Glycerylphosphorylcholine chebi_ontology sn-glycero-3-phosphocholine 1H-indole 1H-indole 2,3-Benzopyrrole An indole that has formula C8H7N. Beilstein:107693 C8H7N CHEBI:14444 CHEBI:16881 CHEBI:24794 CHEBI:43537 CHEBI:5900 ChemIDplus:120-72-9 DrugBank:DB04532 Gmelin:3477 INDOLE InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H InChIKey=SIKJAQJRHWYJAI-UHFFFAOYSA-N Indol Indole KEGG COMPOUND:120-72-9 KEGG COMPOUND:C00463 NIST Chemistry WebBook:120-72-9 PDBeChem:IND c1ccc2[nH]ccc2c1 chebi_ontology indole 2-aminomuconic acid 2-Aminomuconate 2-Aminomuconic acid 2-aminohexa-2,4-dienedioic acid 2-aminomuconic acid C6H7NO4 CHEBI:1021 CHEBI:11524 CHEBI:16886 CHEBI:19473 InChI=1S/C6H7NO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,7H2,(H,8,9)(H,10,11)/b3-1+,4-2- InChIKey=ZRHONLCTYUYMIQ-TZFCGSKZSA-N KEGG COMPOUND:C02220 N\C(=C/C=C/C(O)=O)C(O)=O The 2-amino derivative of muconic acid. chebi_ontology o-Aminomuconate glyoxylic acid Acetic acid bearing an oxo group at the alpha carbon atom. Beilstein:741891 C2H2O3 CHEBI:16891 CHEBI:24421 CHEBI:42767 CHEBI:5509 ChemIDplus:298-12-4 DrugBank:DB04343 GLYOXYLIC ACID Glyoxalate Glyoxalsaeure Glyoxylate Glyoxylic acid Glyoxylsaeure Gmelin:25752 InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) InChIKey=HHLFWLYXYJOTON-UHFFFAOYSA-N KEGG COMPOUND:298-12-4 KEGG COMPOUND:C00048 NIST Chemistry WebBook:298-12-4 PDBeChem:GLV [H]C(=O)C(O)=O alpha-ketoacetic acid chebi_ontology formylformic acid oxalaldehydic acid oxoacetic acid oxoethanoic acid sphinganine 1-phosphate (2S,3R)-2-amino-3-hydroxyoctadecyl dihydrogen phosphate A phosphosphingolipid that has formula C18H40NO5P. Beilstein:6780476 C18H40NO5P CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)COP(O)(O)=O CHEBI:15100 CHEBI:16893 CHEBI:23767 CHEBI:9222 ChemIDplus:19794-97-9 Dihydrosphingosine 1-phosphate InChI=1S/C18H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h17-18,20H,2-16,19H2,1H3,(H2,21,22,23)/t17-,18+/m0/s1 InChIKey=YHEDRJPUIRMZMP-ZWKOTPCHSA-N KEGG COMPOUND:C01120 LIPID MAPS:LMSP01050002 Sphinganine 1-phosphate chebi_ontology dihydrosphingosine-1-phosphate sphinganine 1-(dihydrogen phosphate) D-erythrose 4-phosphate(2-) (2R,3R)-2,3-dihydroxy-4-oxobutyl phosphate 4-O-phosphonato-D-erythrose An erythrose phosphate that has formula C4H7O7P. Beilstein:9129751 C4H7O7P CHEBI:16897 CHEBI:20927 D-erythrose 4-phosphate InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/p-2/t3-,4+/m0/s1 InChIKey=NGHMDNPXVRFFGS-IUYQGCFVSA-L [H]C(=O)[C@H](O)[C@H](O)COP([O-])([O-])=O chebi_ontology D-fructose 1,6-bisphosphate 1,6-di-O-phosphono-D-fructose A ketohexose bisphosphate that has formula C6H14O12P2. C6H14O12P2 CHEBI:12924 CHEBI:16905 CHEBI:4120 D-Fructose 1,6-bisphosphate D-fructose 1,6-bis(dihydrogen phosphate) InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1 InChIKey=XPYBSIWDXQFNMH-UYFOZJQFSA-N KEGG COMPOUND:488-69-7 KEGG COMPOUND:C00354 [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O chebi_ontology NADH 1,4-DIHYDRONICOTINAMIDE ADENINE DINUCLEOTIDE A coenzyme found in all living cells; consists of two nucleotides joined through their 5'-phosphate groups, with one nucleotide containing an adenine base and the other containing nicotinamide. Beilstein:79324 C21H29N7O14P2 CHEBI:13395 CHEBI:13396 CHEBI:16908 CHEBI:21902 CHEBI:44216 CHEBI:7423 COMe:MOL000027 DPNH DrugBank:DB00157 Gmelin:544241 InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 InChIKey=BOPGDPNILDQYTO-NNYOXOHSSA-N KEGG COMPOUND:C00004 NADH NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O PDBeChem:NAI adenosine 5'-{3-[1-(3-carbamoyl-1,4-dihydropyridin-1-yl)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate} chebi_ontology nicotinamide adenine dinucleotide (reduced) salicylic acid 2-HYDROXYBENZOIC ACID 2-carboxyphenol 2-hydroxybenzoic acid Beilstein:774890 C7H6O3 CHEBI:16914 CHEBI:26597 CHEBI:45521 CHEBI:9006 ChemIDplus:69-72-7 CiteXplore:1650428 CiteXplore:22770225 CiteXplore:3425858 DrugBank:DB00936 Gmelin:3418 HMDB:HMDB01895 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) InChIKey=YGSDEFSMJLZEOE-UHFFFAOYSA-N KEGG COMPOUND:69-72-7 KEGG COMPOUND:C00805 KEGG DRUG:D00097 MetaCyc:CPD-110 NIST Chemistry WebBook:69-72-7 OC(=O)c1ccccc1O PDBeChem:SAL Reaxys:774890 Salicylic acid Wikipedia:Salicylic_Acid chebi_ontology o-Hydroxybenzoic acid o-carboxyphenol o-hydroxybenzoic acid ortho-Hydroxylated benzoic acid. It is obtained from the bark of the white willow and wintergreen leaves. oligosaccharide phosphate An oligosaccharide derivative in which at least one hydroxy group has been phosphorylated. CHEBI:14693 CHEBI:16916 CHEBI:25677 CHEBI:7760 chebi_ontology oligosaccharide phosphate oligosaccharide phosphates creatine ((amino(imino)methyl)(methyl)amino)acetic acid (N-methylcarbamimidamido)acetic acid (alpha-methylguanido)acetic acid A derivative of glycine having methyl and amidino groups attached to the nitrogen. Beilstein:907175 C4H9N3O2 CHEBI:14028 CHEBI:16919 CHEBI:23404 CHEBI:3909 CHEBI:41678 CN(CC(O)=O)C(N)=N ChemIDplus:57-00-1 CiteXplore:11356982 CiteXplore:11483809 CiteXplore:11867929 CiteXplore:12085493 CiteXplore:12184144 CiteXplore:12878267 CiteXplore:16445883 CiteXplore:17190852 CiteXplore:17253521 CiteXplore:18555535 CiteXplore:19082141 CiteXplore:19651674 CiteXplore:19741514 CiteXplore:19968328 CiteXplore:21556832 CiteXplore:21660517 CiteXplore:21698493 CiteXplore:22038587 CiteXplore:22101931 CiteXplore:22196490 CiteXplore:22252611 CiteXplore:22347384 CiteXplore:22386973 CiteXplore:22422801 CiteXplore:22429992 CiteXplore:22465051 CiteXplore:22521466 Creatin Creatine DrugBank:DB00148 Gmelin:240513 HMDB:HMDB00064 InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9) InChIKey=CVSVTCORWBXHQV-UHFFFAOYSA-N KEGG COMPOUND:57-00-1 KEGG COMPOUND:C00300 Kreatin MetaCyc:CREATINE Methylglycocyamine N-(aminoiminomethyl)-N-methylglycine N-Methyl-N-guanylglycine N-[(E)-AMINO(IMINO)METHYL]-N-METHYLGLYCINE N-[amino(imino)methyl]-N-methylglycine N-amidinosarcosine N-carbamimidoyl-N-methylglycine N-methyl-N-guanylglycine NIST Chemistry WebBook:57-00-1 PDBeChem:CRN Reaxys:907175 Wikipedia:Creatine alpha-Methylguanidino acetic acid chebi_ontology L-saccharopine C11H20N2O6 CHEBI:12660 CHEBI:16927 CHEBI:21861 CHEBI:7406 ChemIDplus:997-68-2 InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1 InChIKey=ZDGJAHTZVHVLOT-YUMQZZPRSA-N KEGG COMPOUND:997-68-2 KEGG COMPOUND:C00449 L-Saccharopine N-[(5S)-5-amino-5-carboxypentyl]-L-glutamic acid N6-(L-1,3-Dicarboxypropyl)-L-lysine N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O Saccharopine The N(6)-(1,3-dicarboxypropan-1-yl) derivative of L-lysine. chebi_ontology epsilon-N-(L-Glutar-2-yl)-L-lysine sn-glycero-3-phosphoethanolamine 2-aminoethyl (2S)-2,3-dihydroxypropyl hydrogen phosphate A glycerophosphatidylethanolamine that has formula C5H14NO6P. C5H14NO6P CHEBI:10647 CHEBI:12842 CHEBI:16929 CHEBI:26699 Glycerophosphoethanolamine InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)/t5-/m0/s1 InChIKey=JZNWSCPGTDBMEW-YFKPBYRVSA-N KEGG COMPOUND:C01233 [H][C@](O)(CO)COP(O)(=O)OCCN chebi_ontology sn-glycero-3-Phosphoethanolamine 6-O-phosphono-D-glucono-1,5-lactone 6-Phospho-D-glucono-1,5-lactone 6-phosphonoglucono-delta-lactone An aldonolactone phosphate comprising D-glucono-1,5-lactone having the phosphate group at the 6-position. Beilstein:7176900 C6H11O9P CHEBI:12233 CHEBI:12958 CHEBI:16938 CHEBI:20989 CHEBI:4160 ChemIDplus:2641-81-8 D-Glucono-1,5-lactone 6-phosphate D-gluconic acid, delta-lactone, 6-(dihydrogen phosphate) InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1 InChIKey=IJOJIVNDFQSGAB-SQOUGZDYSA-N KEGG COMPOUND:C01236 O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O [(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methyl dihydrogen phosphate [(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphate chebi_ontology L-kynurenine (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid 3-(2-aminobenzoyl)-L-alanine 3-Anthraniloyl-L-alanine C10H12N2O3 CHEBI:13129 CHEBI:16946 CHEBI:21346 CHEBI:43628 CHEBI:6258 ChemIDplus:2922-83-0 CiteXplore:22770225 DrugBank:DB02070 InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1 InChIKey=YGPSJZOEDVAXAB-QMMMGPOBSA-N KEGG COMPOUND:2922-83-0 KEGG COMPOUND:C00328 KYNURENINE L-Kynurenine N[C@@H](CC(=O)c1ccccc1N)C(O)=O PDBeChem:KYN Reaxys:2942333 The L-enantiomer of kynurenine. chebi_ontology beta-alanine 3-Aminopropionic acid 3-aminopropanoic acid 3-aminopropanoic acid A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position. BETA-ALANINE Beilstein:906793 C3H7NO2 CHEBI:10343 CHEBI:12389 CHEBI:16958 CHEBI:22821 CHEBI:41050 ChemIDplus:107-95-9 CiteXplore:11139233 CiteXplore:11850512 CiteXplore:12107759 CiteXplore:12887142 CiteXplore:14363188 CiteXplore:16934791 CiteXplore:18528519 CiteXplore:18613640 CiteXplore:19239140 CiteXplore:19955842 CiteXplore:20199122 CiteXplore:20386120 CiteXplore:20479615 CiteXplore:20994958 CiteXplore:22735334 DrugBank:DB03107 Gmelin:49614 H-beta-Ala-OH HMDB:HMDB00056 InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) InChIKey=UCMIRNVEIXFBKS-UHFFFAOYSA-N KEGG COMPOUND:107-95-9 KEGG COMPOUND:C00099 KEGG DRUG:D07561 MetaCyc:B-ALANINE NCCC(O)=O NIST Chemistry WebBook:107-95-9 PDBeChem:BAL Reaxys:906793 Wikipedia:Beta-Alanine bAla beta-Alanine beta-alanine beta-aminopropionic acid chebi_ontology omega-aminopropionic acid ADP-D-ribose (Rib5)ppA 5-(adenosine 5'-pyrophosphoryl)-D-ribose A nucleotide-sugar having ADP as the nucleotide fragment and D-ribofuranos-5-yl as the sugar component. A5'pp5Rib ADP ribose ADP-Rib ADP-riboses ADPribose AdoPPRib Beilstein:1236193 Beilstein:6081768 C15H23N5O14P2 CHEBI:13231 CHEBI:16960 CHEBI:20850 CHEBI:2351 CHEBI:32889 CHEBI:40752 ChemIDplus:20762-30-5 D-ribofuranose, 5-5'-ester with adenosine 5'-(trihydrogen pyrophosphate) InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1 InChIKey=SRNWOUGRCWSEMX-TYASJMOZSA-N KEGG COMPOUND:C00301 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2OC(O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O adenosine 5'-(trihydrogen diphosphate), P'-5-ester with D-ribose adenosine 5'-[3-(D-ribofuranos-5-O-yl) dihydrogen diphosphate] adenosine 5'-diphosphoribose adenosine 5'-pyrophosphate, 5'-5-ester with D-ribofuranose adenosine diphosphate ribose chebi_ontology ribose adenosinediphosphate monoacylglycerol phosphate CHEBI:14542 CHEBI:16961 CHEBI:36570 CHEBI:6606 Derivatives of phosphoglycerols which have only one of the alcohol groups of the glycerol backbone ester-linked with a fatty acid. Lysophospholipid chebi_ontology lysophospholipids monoacylglycerol phosphates cortisone 11-dehydro-17-hydroxycorticosterone 17,21-dihydroxypregn-4-ene-3,11,20-trione 17-hydroxy-11-dehydrocorticosterone 17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione 17alpha,21-dihydroxy-4-pregnene-3,11,20-trione 4-pregnene-17alpha,21-diol-3,11,20-trione A 11-oxo steroid that has formula C21H28O5. Beilstein:1356062 C21H28O5 CHEBI:14026 CHEBI:16962 CHEBI:23397 CHEBI:3896 ChemIDplus:53-06-5 Cortison Cortisone Delta(4)-pregnene-17alpha,21-diol-3,11,20-trione InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1 InChIKey=MFYSYFVPBJMHGN-ZPOLXVRWSA-N KEGG COMPOUND:53-06-5 KEGG COMPOUND:C00762 Kendall's compound E Kortison LIPID MAPS:LMST02030090 NIST Chemistry WebBook:53-06-5 Reichstein's substance Fa Wintersteiner's compound F [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])C(=O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO chebi_ontology pregn-4-en-17alpha,21-diol-3,11,20-trione 11-deoxycorticosterone 11-Deoxycorticosterone 21-Hydroxy-4-pregnene-3,20-dione 21-hydroxypregn-4-ene-3,20-dione 21-hydroxyprogesterone 4-pregnen-21-ol-3,20-dione A mineralocorticoid that is progesterone substituted at position 21 by a hydroxy group. Beilstein:2062123 C21H30O3 CHEBI:11314 CHEBI:16973 CHEBI:19123 CHEBI:39642 CHEBI:713 ChemIDplus:64-85-7 CiteXplore:22770225 Cortexone DESOXYCORTICOSTERONE DOC Deoxycorticosterone InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1 InChIKey=ZESRJSPZRDMNHY-YFWFAHHUSA-N KEGG COMPOUND:64-85-7 KEGG COMPOUND:C03205 Kendall's desoxy compound B LIPID MAPS:LMST02030087 MetaCyc:11-DEOXYCORTICOSTERONE NIST Chemistry WebBook:64-85-7 PDBeChem:1CA Reaxys:2062123 Reichstein's substance Q Wikipedia:Desoxycorticosterone [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(=O)CO chebi_ontology desoxycortone 1-acyl-sn-glycerol 3-phosphate 1-Acyl-sn-glycerol 3-phosphate 1-acyl-sn-glycerol 3-phosphates C4H8O7PR CHEBI:11227 CHEBI:16975 CHEBI:18993 CHEBI:590 CiteXplore:21376640 KEGG COMPOUND:C00681 O[C@H](COC([*])=O)COP(O)(O)=O chebi_ontology lysophosphatidic acid L-alanine (2S)-2-aminopropanoic acid (S)-2-aminopropanoic acid (S)-alanine A ALANINE Ala Beilstein:1720248 C3H7NO2 CHEBI:13069 CHEBI:16977 CHEBI:21216 CHEBI:40734 CHEBI:40735 CHEBI:46308 CHEBI:6171 C[C@H](N)C(O)=O ChemIDplus:56-41-7 CiteXplore:22735334 DrugBank:DB00160 Gmelin:49628 HMDB:HMDB00161 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 InChIKey=QNAYBMKLOCPYGJ-REOHCLBHSA-N KEGG COMPOUND:56-41-7 KEGG COMPOUND:C00041 KEGG DRUG:D00012 L-2-Aminopropionic acid L-Alanin L-Alanine L-alanine L-alpha-Alanine L-alpha-alanine MetaCyc:ALPHA-ALANINE NIST Chemistry WebBook:56-41-7 PDBeChem:ALA_LFOH Reaxys:1720248 The L-enantiomer of alanine. Wikipedia:Alanine chebi_ontology leukotriene C4 (R-(R*,S*-(E,E,Z,Z)))-N-(S-(1-(4-Carboxy-1-hydroxybutyl)-2,4,6,9-pentadecatetraenyl)-N-L-gamma-glutamyl-L-cysteinyl)glycine 5S,6R-Ltc(sub 4) 5S-hydroxy,6R-(S-glutathionyl),7E,9E,11Z,14Z-eicosatetraenoic acid A leukotriene that has formula C30H47N3O9S. C30H47N3O9S CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)[C@@H](O)CCCC(O)=O CHEBI:14504 CHEBI:16978 CHEBI:25025 CHEBI:6422 ChemIDplus:72025-60-6 InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9-,12-11+,16-13+/t22-,23-,24-,25+/m0/s1 InChIKey=GWNVDXQDILPJIG-NXOLIXFESA-N KEGG COMPOUND:72025-60-6 KEGG COMPOUND:C02166 L-gamma-glutamyl-S-[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl]-L-cysteinylglycine LIPID MAPS:LMFA03020003 LTC (sub 4) LTC4 Leukotriene C4 chebi_ontology bilirubin 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid 2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid 8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione A linear tetrapyrrole, product of heme degradation. It is produced in the reticuloendothelial system by the reduction of biliverdin and transported to the liver as a complex with serum albumin. Beilstein:74376 Bilirubin C33H36N4O6 CC1=C(C=C)\C(NC1=O)=C\c1[nH]c(Cc2[nH]c(\C=C3NC(=O)C(C=C)=C/3C)c(C)c2CCC(O)=O)c(CCC(O)=O)c1C CHEBI:13898 CHEBI:16990 CHEBI:22870 CHEBI:3099 ChemIDplus:635-65-4 Gmelin:411033 InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14- InChIKey=BPYKTIZUTYGOLE-IFADSCNNSA-N KEGG COMPOUND:635-65-4 KEGG COMPOUND:C00486 Wikipedia:Bilirubin bilirubin bilirubin IXalpha chebi_ontology deoxyribonucleic acid (Deoxyribonucleotide)m (Deoxyribonucleotide)n (Deoxyribonucleotide)n+m CHEBI:13302 CHEBI:16991 CHEBI:21123 CHEBI:33698 CHEBI:4291 ChemIDplus:9007-49-2 DNA DNAn DNAn+1 DNS Deoxyribonucleic acid Desoxyribonukleinsaeure High molecular weight, linear polymers, composed of nucleotides containing deoxyribose and linked by phosphodiester bonds; DNA contain the genetic information of organisms. KEGG COMPOUND:9007-49-2 KEGG COMPOUND:C00039 chebi_ontology deoxyribonucleic acids deoxyribonucleic acids desoxyribose nucleic acid thymus nucleic acid oxalic acid Beilstein:385686 C2H2O4 CHEBI:16995 CHEBI:25730 CHEBI:44583 CHEBI:7811 ChemIDplus:144-62-7 CiteXplore:22735334 DrugBank:DB03902 Ethandisaeure Ethanedioic acid Gmelin:2208 H2ox HMDB:HMDB02329 HOOCCOOH InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6) InChIKey=MUBZPKHOEPUJKR-UHFFFAOYSA-N KEGG COMPOUND:144-62-7 KEGG COMPOUND:C00209 LIPID MAPS:LMFA01170031 MetaCyc:OXALATE NIST Chemistry WebBook:144-62-7 OC(=O)C(O)=O OXALIC ACID Oxalic acid Oxalsaeure PDBeChem:OXD Reaxys:385686 The simplest dicarboxylic acid, comprising two connected carboxyl groups. Wikipedia:Oxalic_acid chebi_ontology ethane-1,2-dioic acid oxalic acid cholesterol ester C28H45O2R CHEBI:13983 CHEBI:17002 CHEBI:23205 CHEBI:3660 Cholesterol ester Cholesterol esterified at the 3-hydroxy group. KEGG COMPOUND:C02530 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC([*])=O)[C@H](C)CCCC(C)C chebi_ontology cholesterol esters GDP-L-fucose A GDP-fucose in which the fucosyl residue has L-configuration. C16H25N5O15P2 CHEBI:13335 CHEBI:17009 CHEBI:21162 CHEBI:5221 C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c2nc(N)[nH]c3=O)[C@@H](O)[C@H](O)[C@@H]1O GDP-L-fucose InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5+,7+,8+,9+,10+,11-,14+,15?/m0/s1 InChIKey=LQEBEXMHBLQMDB-QIXZNPMTSA-N KEGG COMPOUND:C00325 chebi_ontology guanosine 5'-[3-(6-deoxy-L-galactopyranosyl) dihydrogen diphosphate] N-acetylneuraminic acid 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid Aceneuramic acid An N-acylneuraminic acid where the N-acyl group is specified as acetyl. Beilstein:2951361 C11H19NO9 CHEBI:17012 CHEBI:21620 CHEBI:7214 ChemIDplus:131-48-6 CiteXplore:14960498 CiteXplore:16209099 CiteXplore:18487279 CiteXplore:19329108 CiteXplore:7508418 InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 InChIKey=SQVRNKJHWKZAKO-LUWBGTNYSA-N KEGG COMPOUND:131-48-6 KEGG COMPOUND:C00270 N-Acetylneuraminic acid Neu5Ac NeuAc O-sialic acid Reaxys:1398688 Wikipedia:N-acetylneuraminic_acid [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO aceneuramic acid acide aceneuramique acidium aceneuramicum acido aceneuramico chebi_ontology dTMP 5'-TMP 5'-Thymidylic acid 5'-thymidylic acid 5-methyl-dUMP A thymidine 5'-monophosphate that has formula C10H15N2O8P. Beilstein:47541 C10H15N2O8P CHEBI:10529 CHEBI:14092 CHEBI:15246 CHEBI:17013 CHEBI:45759 CHEBI:45772 CHEBI:45926 CHEBI:46013 CHEBI:46036 CHEBI:47711 Cc1cn([C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)c(=O)[nH]c1=O ChemIDplus:365-07-1 DrugBank:DB01643 InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 InChIKey=GYOZYWVXFNDGLU-XLPZGREQSA-N KEGG COMPOUND:365-07-1 KEGG COMPOUND:C00364 PDBeChem:TMPdF10 PDBeChem:TdF10 THYMIDINE-5'-PHOSPHATE Thymidine 5'-phosphate Thymidine monophosphate Thymidylate Thymidylic acid chebi_ontology deoxyribosylthymine monophosphate thymidine 5'-(dihydrogen phosphate) thymidine 5'-phosphoric acid thymidine-5'-monophosphoric acid riboflavin 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol 5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol 6,7-dimethyl-9-D-ribitylisoalloxazine 7,8-Dimethyl-10-ribitylisoalloxazine 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine Beilstein:97831 C17H20N4O6 CHEBI:15044 CHEBI:17015 CHEBI:27299 CHEBI:45214 CHEBI:529204 CHEBI:8843 Cc1cc2nc3c(nc(=O)[nH]c3=O)n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C ChemIDplus:83-88-5 CiteXplore:22770225 D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide. DrugBank:DB00140 E101 HMDB:HMDB00244 InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1 InChIKey=AUNGANRZJHBGPY-SCRDCRAPSA-N KEGG COMPOUND:83-88-5 KEGG COMPOUND:C00255 KEGG DRUG:D00050 Lactoflavin MetaCyc:RIBOFLAVIN NIST Chemistry WebBook:83-88-5 PDBeChem:RBF Patent:US2807611 Patent:US2876169 RIBOFLAVINE Reaxys:97831 Riboflavin Vitamin B2 Wikipedia:Riboflavin chebi_ontology riboflavin riboflavin riboflavina riboflavine riboflavinum vitamin B2 vitamin G (S)-dihydroorotic acid (4S)-2,6-dioxohexahydropyrimidine-4-carboxylic acid (S)-4,5-dihydroorotic acid A dihydroorotic acid that has formula C5H6N2O4. Beilstein:83957 C5H6N2O4 CHEBI:17025 CHEBI:18778 CHEBI:417 Dihydro-L-orotic acid Gmelin:1473795 InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m0/s1 InChIKey=UFIVEPVSAGBUSI-REOHCLBHSA-N KEGG COMPOUND:5988-19-2 KEGG COMPOUND:C00337 L-Dihydroorotic acid OC(=O)[C@@H]1CC(=O)NC(=O)N1 chebi_ontology progesterone (S)-4-Pregnene-3,20-dione (S)-Pregn-4-en-3,20-dione (S)-Progesterone 17alpha-progesterone 4-Pregnene-3,20-dione A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. Agolutin Akrolutin Beilstein:1915950 C21H30O2 CHEBI:14896 CHEBI:17026 CHEBI:18798 CHEBI:26269 CHEBI:439 CHEBI:45786 CHEBI:8453 ChemIDplus:57-83-0 CiteXplore:10438974 CiteXplore:9506942 Crinone Delta(4)-pregnene-3,20-dione DrugBank:DB00396 Gelbkoerperhormon Gmelin:708590 InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 InChIKey=RJKFOVLPORLFTN-LEKSSAKUSA-N KEGG COMPOUND:57-83-0 KEGG COMPOUND:C00410 KEGG DRUG:D00066 NIST Chemistry WebBook:57-83-0 PDBeChem:STR PROGESTERONE Progesteron Progesterone Wikipedia:Progesterone [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O chebi_ontology corpus luteum hormone luteohormone pregn-4-ene-3,20-dione biliverdin 8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbilin-1(19)(21H,24H)-dione A linear tetrapyrrole produced in the reticuloendothelial system by the first step of heme degradation, catalysed by heme oxygenase. BILIVERDINE IX ALPHA Beilstein:74351 Biliverdin Biliverdin IXalpha Biliverdine C33H34N4O6 CC1=C(CCC(O)=O)\C(/N=C1/C=C1NC(=O)C(C=C)=C/1C)=C\c1[nH]c(\C=C2NC(=O)C(C)=C/2C=C)c(C)c1CCC(O)=O CHEBI:13901 CHEBI:13902 CHEBI:17033 CHEBI:22875 CHEBI:3102 CHEBI:41124 ChemIDplus:114-25-0 DrugBank:DB02073 InChI=1S/C33H34N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,28-15- InChIKey=QBUVFDKTZJNUPP-BBROENKCSA-N KEGG COMPOUND:114-25-0 KEGG COMPOUND:C00500 PDBeChem:BLA Wikipedia:Biliverdin biliverdin chebi_ontology D-glucitol 6-phosphate 6-O-phosphono-D-glucitol Beilstein:1728363 C6H15O9P CHEBI:13021 CHEBI:15094 CHEBI:17044 CHEBI:21093 CHEBI:4247 CHEBI:45426 CHEBI:9202 ChemIDplus:20479-58-7 D-Glucitol, 6-(dihydrogen phosphate) D-Sorbitol 6-phosphate D-glucitol 6-(dihydrogen phosphate) DrugBank:DB02548 InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1 InChIKey=GACTWZZMVMUKNG-SLPGGIOYSA-N KEGG COMPOUND:C01096 OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O Sorbitol 6-phosphate Sorbitol-6-phosphate The 6-O-phospho derivative of D-glucitol. chebi_ontology fluoride A monoatomic fluorine that has formula F. CHEBI:14271 CHEBI:17051 CHEBI:49593 CHEBI:5113 ChemIDplus:16984-48-8 F F(-) F- FLUORIDE ION Fluoride Fluorine anion Gmelin:14905 InChI=1S/FH/h1H/p-1 InChIKey=KRHYYFGTRYWZRS-UHFFFAOYSA-M KEGG COMPOUND:C00742 NIST Chemistry WebBook:16984-48-8 PDBeChem:F [F-] chebi_ontology fluoride fluoride(1-) L-aspartic acid (2S)-2-aminobutanedioic acid (S)-2-aminobutanedioic acid (S)-2-aminosuccinic acid 2-Aminosuccinic acid ASPARTIC ACID Asp Beilstein:1723530 C4H7NO4 CHEBI:17053 CHEBI:21247 CHEBI:40853 CHEBI:40913 CHEBI:40942 CHEBI:6193 ChemIDplus:56-84-8 CiteXplore:22770225 D DrugBank:DB00128 Gmelin:3333 HMDB:HMDB00191 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1 InChIKey=CKLJMWTZIZZHCS-REOHCLBHSA-N KEGG COMPOUND:56-84-8 KEGG COMPOUND:C00049 L-Asparaginsaeure L-Aspartic acid L-aspartic acid MetaCyc:L-ASPARTATE NIST Chemistry WebBook:56-84-8 N[C@@H](CC(O)=O)C(O)=O PDBeChem:ASP_LFOH Reaxys:1723530 The L-enantiomer of aspartic acid. chebi_ontology primary aliphatic amine CH4NR CHEBI:13431 CHEBI:17062 CHEBI:8749 KEGG COMPOUND:C00375 NC[*] RCH2NH2 chebi_ontology primary aliphatic amines (R)-3-hydroxybutyric acid (3R)-3-hydroxybutanoic acid (R)-(-)-beta-hydroxybutyric acid (R)-3-Hydroxybutanoic acid (R)-3-Hydroxybutyric acid 3-D-hydroxybutyric acid C4H8O3 CHEBI:17066 CHEBI:18666 CHEBI:322 C[C@@H](O)CC(O)=O ChemIDplus:625-72-9 CiteXplore:19304817 D-3-hydroxybutyric acid HMDB:HMDB00011 InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1 InChIKey=WHBMMWSBFZVSSR-GSVOUGTGSA-N KEGG COMPOUND:C01089 LIPID MAPS:LMFA01050243 MetaCyc:CPD-335 Reaxys:1720568 The R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. chebi_ontology L-2-aminoadipate(2-) (2S)-2-aminohexanedioate An oxo dicarboxylate that has formula C6H9NO4. C6H9NO4 CHEBI:13051 CHEBI:13053 CHEBI:17082 CHEBI:21200 InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/p-2/t4-/m0/s1 InChIKey=OYIFNHCXNCRBQI-BYPYZUCNSA-L N[C@@H](CCCC([O-])=O)C([O-])=O chebi_ontology 2-hydroxyglutaric acid 2-hydroxyglutaric acid 2-hydroxypentanedioic acid A 2-hydroxydicarboxylic acid that is glutaric acid in which one hydrogen alpha- to a carboxylic acid group is substituted by a hydroxy group. Beilstein:1723805 C5H8O5 CHEBI:1160 CHEBI:17084 ChemIDplus:2889-31-8 CiteXplore:17439666 InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10) InChIKey=HWXBTNAVRSUOJR-UHFFFAOYSA-N KEGG COMPOUND:2889-31-8 KEGG COMPOUND:C02630 MetaCyc:2-HYDROXYGLUTARIC_ACID OC(CCC(O)=O)C(O)=O Reaxys:1723805 Wikipedia:Alpha-Hydroxyglutaric_acid alpha-hydroxyglutaric acid chebi_ontology ketone A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H). CHEBI:13427 CHEBI:17087 CHEBI:24974 CHEBI:6127 CHEBI:8742 COR2 KEGG COMPOUND:C00709 KEGG COMPOUND:C01450 Keton Ketone R-CO-R' [*]C([*])=O cetone chebi_ontology ketones ketones acyl-sn-glycerol 3-phosphate Acyl-sn-glycerol 3-phosphate CHEBI:13726 CHEBI:17088 CHEBI:22224 CHEBI:2460 KEGG COMPOUND:C03849 acyl-sn-glycerol 3-phosphate acyl-sn-glycerol 3-phosphates chebi_ontology 4-maleylacetoacetate (2Z)-4,6-dioxooct-2-enedioate An oxo dicarboxylate that has formula C8H6O6. C8H6O6 CHEBI:12018 CHEBI:17105 CHEBI:20433 ChEBI:C01036 ChEBI:c0109 InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/p-2/b2-1- InChIKey=GACSIVHAIFQKTC-UPHRSURJSA-L [O-]C(=O)CC(=O)CC(=O)\C=C/C([O-])=O chebi_ontology 5-O-phosphono-alpha-D-ribofuranosyl diphosphate 5-O-phosphono-alpha-D-ribofuranose 1-(trihydrogen diphosphate) 5-Phospho-alpha-D-ribose 1-diphosphate 5-Phosphoribosyl 1-pyrophosphate 5-Phosphoribosyl diphosphate A derivative of alpha-D-ribose having a phosphate group at the 5-position and a diphosphate at the 1-position. ALPHA-PHOSPHORIBOSYLPYROPHOSPHORIC ACID Beilstein:60403 C5H13O14P3 CHEBI:12159 CHEBI:12160 CHEBI:17111 CHEBI:20625 CHEBI:2121 CHEBI:45139 ChemIDplus:7540-64-9 DrugBank:DB01632 InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1 InChIKey=PQGCEDQWHSBAJP-TXICZTDVSA-N KEGG COMPOUND:C00119 O[C@H]1[C@@H](O)[C@H](O[C@@H]1COP(O)(O)=O)OP(O)(=O)OP(O)(O)=O PDBeChem:PRP PRPP PRib-PP alpha-D-ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) chebi_ontology phosphoribosyl pyrophosphate phosphoribosylpyrophosphate L-serine (2S)-2-amino-3-hydroxypropanoic acid (S)-(-)-serine (S)-2-amino-3-hydroxypropanoic acid (S)-alpha-Amino-beta-hydroxypropionic acid (S)-serine Beilstein:1721404 C3H7NO3 CHEBI:13167 CHEBI:17115 CHEBI:21387 CHEBI:45440 CHEBI:45451 CHEBI:45590 CHEBI:45597 CHEBI:45677 CHEBI:6301 ChemIDplus:56-45-1 CiteXplore:1650428 CiteXplore:17439666 CiteXplore:19062365 CiteXplore:21956576 CiteXplore:22265470 CiteXplore:22393170 CiteXplore:22547037 CiteXplore:22566084 CiteXplore:22566694 DrugBank:DB00133 Gmelin:2570 HMDB:HMDB00187 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 InChIKey=MTCFGRXMJLQNBG-REOHCLBHSA-N KEGG COMPOUND:56-45-1 KEGG COMPOUND:C00065 KEGG DRUG:D00016 L-(-)-serine L-2-Amino-3-hydroxypropionic acid L-3-Hydroxy-2-aminopropionic acid L-3-Hydroxy-alanine L-Ser L-Serin L-Serine L-serine MetaCyc:SER NIST Chemistry WebBook:56-45-1 N[C@@H](CO)C(O)=O PDBeChem:SER Reaxys:1721404 S SERINE Ser The L-enantiomer of serine. Wikipedia:L-serine beta-Hydroxy-L-alanine beta-Hydroxyalanine chebi_ontology aldehydo-D-galactose (2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal An aldehydo-galactose that has formula C6H12O6. Beilstein:1724619 C6H12O6 CHEBI:17118 CHEBI:20956 InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6-/m0/s1 InChIKey=GZCGUPFRVQAUEE-KCDKBNATSA-N [H]C(=O)[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO aldehydo-D-galacto-hexose aldehydo-D-galactose chebi_ontology caproate 1-hexanoate 1-pentacarboxylate 1-pentanecarboxylate Beilstein:151-33-7 Beilstein:3601453 C6H11O2 CCCCCC([O-])=O CH3-[CH2]4-COO(-) CHEBI:14398 CHEBI:17120 CHEBI:24569 ChEBI:C01585 Gmelin:326340 InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1 InChIKey=FUZZWVXGSFPDMH-UHFFFAOYSA-M The conjugate base of caproic acid. butylacetate caproate capronate chebi_ontology hexanoate hexoate hexylate n-caproate n-hexanoate n-hexoate n-hexylate nPnCO2 anion pentanecarboxylate pentylformate carnitine 3-hydroxy-4-(trimethylammonio)butanoate An amino-acid betaine that is butanoate substituted with a hydroxy group at position C-3 and a trimethylammonium group at C-4. Beilstein:1866665 C7H15NO3 CHEBI:11817 CHEBI:13947 CHEBI:17126 CHEBI:20047 CHEBI:23038 C[N+](C)(C)CC(O)CC([O-])=O ChEBI:C00487 ChemIDplus:461-06-3 CiteXplore:22770225 D,L-carnitine DrugBank:DB02648 InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3 InChIKey=PHIQHXFUZVPYII-UHFFFAOYSA-N MetaCyc:DL-CARNITINE Patent:US4255449 Patent:US4315944 Reaxys:1866665 Wikipedia:Carnitine carnitine chebi_ontology putrescine 1,4-Butanediamine 1,4-DIAMINOBUTANE 1,4-butylenediamine 1,4-tetramethylenediamine A four-carbon alkane-alpha,omega-diamine. Beilstein:605282 C4H12N2 CHEBI:14972 CHEBI:17148 CHEBI:26405 CHEBI:45092 CHEBI:8650 ChemIDplus:110-60-1 CiteXplore:22735334 DrugBank:DB01917 Gmelin:1715 H2N(CH2)4NH2 HMDB:HMDB01414 InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 InChIKey=KIDHWZJUCRJVML-UHFFFAOYSA-N KEGG COMPOUND:110-60-1 KEGG COMPOUND:C00134 MetaCyc:PUTRESCINE NCCCCN NIST Chemistry WebBook:110-60-1 PDBeChem:PUT Putrescin Putrescine Putreszin Reaxys:605282 Tetramethylendiamin Tetramethylenediamine Wikipedia:Putrescine butane-1,4-diamine butylenediamine chebi_ontology putrescina nicotinamide 3-pyridinecarboxamide A pyridinecarboxamide in which the carboxamide group is located at position 3. Beilstein:383619 C6H6N2O CHEBI:14645 CHEBI:17154 CHEBI:25521 CHEBI:44258 CHEBI:7556 ChemIDplus:98-92-0 CiteXplore:10884473 CiteXplore:11355130 CiteXplore:12014919 CiteXplore:12519385 CiteXplore:12782109 CiteXplore:12890690 CiteXplore:14729974 CiteXplore:14871431 CiteXplore:15497767 CiteXplore:15780941 CiteXplore:15995937 CiteXplore:16871361 CiteXplore:17021258 CiteXplore:17129213 CiteXplore:18234191 CiteXplore:18316796 CiteXplore:18368629 CiteXplore:18373238 CiteXplore:18389009 CiteXplore:18514428 CiteXplore:18930755 CiteXplore:18987186 CiteXplore:19539713 CiteXplore:19544437 CiteXplore:21503886 CiteXplore:21891976 CiteXplore:21918528 CiteXplore:21926578 CiteXplore:22067079 CiteXplore:22160932 CiteXplore:22207684 CiteXplore:22232263 CiteXplore:22281243 CiteXplore:22359146 CiteXplore:22361740 CiteXplore:22407380 CiteXplore:22456321 CiteXplore:22536229 CiteXplore:22543086 CiteXplore:22699421 CiteXplore:22709272 CiteXplore:22763693 CiteXplore:22770225 CiteXplore:23016598 CiteXplore:23028781 CiteXplore:23043891 CiteXplore:23047329 CiteXplore:8620561 DrugBank:DB02701 Gmelin:3336 HMDB:HMDB01406 InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9) InChIKey=DFPAKSUCGFBDDF-UHFFFAOYSA-N KEGG COMPOUND:98-92-0 KEGG COMPOUND:C00153 KEGG DRUG:D00036 MetaCyc:NIACINAMIDE NC(=O)c1cccnc1 NICOTINAMIDE NIST Chemistry WebBook:98-92-0 Niacinamide Nicotinamid Nicotinamide Nicotinic acid amide Nicotinsaeureamid Nikotinamid Nikotinsaeureamid PDBeChem:NCA Reaxys:383619 Vitamin PP Wikipedia:Nicotinamide beta-pyridinecarboxamide chebi_ontology pyridine-3-carboxamide 2'-deoxyguanosine 2'-Deoxyguanosine 2'-deoxyguanosine 2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-ol A purine 2'-deoxyribonucleoside having guanine as the nucleobase. C10H13N5O4 CHEBI:14116 CHEBI:17172 CHEBI:19244 CHEBI:23624 CHEBI:42667 CHEBI:42867 CHEBI:42987 CHEBI:4412 Deoxyguanosine InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 InChIKey=YKBGVTZYEHREMT-KVQBGUIXSA-N KEGG COMPOUND:961-07-9 KEGG COMPOUND:C00330 Nc1nc2n(cnc2c(=O)[nH]1)[C@H]1C[C@H](O)[C@@H](CO)O1 chebi_ontology dG taurolithocholate 2-[(3alpha-hydroxy-24-oxo-5beta-cholan-24-yl)amino]ethanesulfonate A bile acid taurine conjugate that has formula C26H44NO5S. C26H44NO5S CHEBI:15199 CHEBI:17179 CHEBI:26857 ChEBI:C02592 InChI=1S/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/p-1/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1 InChIKey=QBYUNVOYXHFVKC-GBURMNQMSA-M [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(=O)NCCS([O-])(=O)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 chebi_ontology nucleoside monophosphate C5H10O7PR CHEBI:14676 CHEBI:17188 CHEBI:25607 CHEBI:7439 CHEBI:7653 CHEBI:7654 KEGG COMPOUND:C01329 KEGG COMPOUND:C03013 KEGG COMPOUND:C05029 NMP Nucleoside monophosphate Nucleoside phosphate O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O chebi_ontology nucleoside monophosphate nucleoside monophosphates L-isoleucine (2S,3S)-2-amino-3-methylpentanoic acid 2-Amino-3-methylvaleric acid Beilstein:1721792 C6H13NO2 CC[C@H](C)[C@H](N)C(O)=O CHEBI:13127 CHEBI:17191 CHEBI:21344 CHEBI:43290 CHEBI:43342 CHEBI:43366 CHEBI:6255 ChemIDplus:73-32-5 CiteXplore:14651987 CiteXplore:16140883 CiteXplore:17299083 CiteXplore:17409434 CiteXplore:22298573 DrugBank:DB00167 Gmelin:486381 I ISOLEUCINE Ile InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1 InChIKey=AGPKZVBTJJNPAG-WHFBIAKZSA-N KEGG COMPOUND:73-32-5 KEGG COMPOUND:C00407 L-Isoleucine L-isoleucine NIST Chemistry WebBook:73-32-5 PDBeChem:ILE Reaxys:1721792 The L-enantiomer of isoleucine. alpha-amino-beta-methylvaleric acid chebi_ontology L-asparagine (2S)-2,4-diamino-4-oxobutanoic acid (2S)-2-amino-3-carbamoylpropanoic acid (S)-2-amino-3-carbamoylpropanoic acid (S)-Asparagine 2-Aminosuccinamic acid ASPARAGINE An optically active form of asparagine having L-configuration. Asn Aspartamic acid Beilstein:1723527 C4H8N2O3 CHEBI:13083 CHEBI:17196 CHEBI:21242 CHEBI:40902 CHEBI:6191 ChemIDplus:70-47-3 CiteXplore:12142634 CiteXplore:15907185 CiteXplore:16190636 CiteXplore:16368161 CiteXplore:16668324 CiteXplore:17497286 CiteXplore:21854356 CiteXplore:22513289 DrugBank:DB00174 Gmelin:3334 HMDB:HMDB00168 InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 InChIKey=DCXYFEDJOCDNAF-REOHCLBHSA-N KEGG COMPOUND:70-47-3 KEGG COMPOUND:C00152 L-2-aminosuccinamic acid L-Asparagin L-Asparagine L-asparagine L-aspartic acid beta-amide MetaCyc:ASN N NIST Chemistry WebBook:70-47-3 N[C@@H](CC(N)=O)C(O)=O PDBeChem:ASN Reaxys:1723527 Wikipedia:Asparagine alpha-aminosuccinamic acid chebi_ontology O-alkylglycerone phosphate Alkyl-glycerone 3-phosphate C3H6O6PR CHEBI:12688 CHEBI:13813 CHEBI:17197 CHEBI:21941 CHEBI:7675 Dihydroxyacetone phosphate alkyl ether KEGG COMPOUND:C03715 O-Alkylglycerone phosphate O-alkylglycerone phosphates OP(O)(=O)OCC(=O)CO[*] chebi_ontology UDP-alpha-D-glucuronic acid A UDP-sugar having alpha-D-glucuronic acid as the sugar component. Beilstein:78881 C15H22N2O18P2 CHEBI:13489 CHEBI:13506 CHEBI:17200 CHEBI:22104 CHEBI:46309 CHEBI:9846 ChemIDplus:2616-64-0 InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1 InChIKey=HDYANYHVCAPMJV-LXQIFKJMSA-N KEGG COMPOUND:C00167 O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O PDBeChem:UGA UDP-D-glucuronate UDP-glucuronate UDPglucuronate URIDINE-5'-DIPHOSPHATE-GLUCURONIC ACID chebi_ontology uridine 5'-[3-(alpha-D-glucopyranuronosyl) dihydrogen diphosphate] uridine diphosphate glucuronic acid IMP 2'-inosine-5'-monophosphate 5'-IMP 5'-Inosinate 5'-Inosine monophosphate 5'-Inosinic acid 5'-inosinic acid A purine ribonucleoside 5'-monophosphate having hypoxanthine as the nucleobase. Beilstein:630517 C10H13N4O8P CHEBI:12057 CHEBI:12063 CHEBI:13372 CHEBI:13373 CHEBI:14457 CHEBI:17202 CHEBI:19271 CHEBI:43418 CHEBI:43475 CHEBI:43524 CHEBI:43563 CHEBI:43611 CHEBI:47501 CHEBI:5849 ChemIDplus:131-99-7 DrugBank:DB04566 Gmelin:528845 HMDB:HMDB00175 IMP InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 InChIKey=GRSZFWQUAKGDAV-KQYNXXCUSA-N Inosine 5'-monophosphate Inosine 5'-phosphate Inosine monophosphate Inosinic acid KEGG COMPOUND:131-99-7 KEGG COMPOUND:C00130 MetaCyc:IMP O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O PDBeChem:IMP Reaxys:630517 Wikipedia:Inosinic_acid chebi_ontology hypoxanthosine 5'-monophosphate inosinic acid ribosylhypoxanthine monophosphate L-proline (-)-(S)-proline (-)-2-pyrrolidinecarboxylic acid (-)-proline (2S)-pyrrolidine-2-carboxylic acid (S)-2-carboxypyrrolidine (S)-2-pyrrolidinecarboxylic acid (S)-pyrrolidine-2-carboxylic acid 2-Pyrrolidinecarboxylic acid Beilstein:80810 C5H9NO2 CHEBI:13154 CHEBI:17203 CHEBI:184637 CHEBI:21373 CHEBI:42067 CHEBI:45040 CHEBI:45100 CHEBI:45159 CHEBI:6286 ChemIDplus:147-85-3 CiteXplore:11076505 CiteXplore:12770004 CiteXplore:14975886 CiteXplore:15576824 CiteXplore:15838615 CiteXplore:15894682 CiteXplore:15973048 CiteXplore:16033917 CiteXplore:16190672 CiteXplore:16501220 CiteXplore:16656443 CiteXplore:16657874 CiteXplore:16668324 CiteXplore:17127472 CiteXplore:17608428 CiteXplore:18551589 CiteXplore:18802692 CiteXplore:18973300 CiteXplore:19215998 CiteXplore:19580280 CiteXplore:19656302 CiteXplore:19688381 CiteXplore:19811425 CiteXplore:22139509 CiteXplore:22201772 CiteXplore:22451406 CiteXplore:22475019 CiteXplore:22482728 CiteXplore:22491679 CiteXplore:22770225 DrugBank:DB00172 Gmelin:50152 HMDB:HMDB00162 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1 InChIKey=ONIBWKKTOPOVIA-BYPYZUCNSA-N KEGG COMPOUND:147-85-3 KEGG COMPOUND:C00148 KEGG DRUG:D00035 L-(-)-proline L-Prolin L-Proline L-alpha-pyrrolidinecarboxylic acid L-proline L-pyrrolidine-2-carboxylic acid MetaCyc:PRO NIST Chemistry WebBook:147-85-3 OC(=O)[C@@H]1CCCN1 P PDBeChem:PRO PROLINE Pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles. Reaxys:80810 Wikipedia:L-proline chebi_ontology prolina proline prolinum geranyl diphosphate (2E)-3,7-dimethylocta-2,6-dien-1-yl trihydrogen diphosphate Beilstein:1915690 C10H20O7P2 CC(C)=CCC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:14299 CHEBI:17211 CHEBI:24223 CHEBI:42877 CHEBI:5332 ChemIDplus:763-10-0 CiteXplore:7753173 DrugBank:DB02552 GERANYL DIPHOSPHATE Geranyl diphosphate InChI=1S/C10H20O7P2/c1-9(2)5-4-6-10(3)7-8-16-19(14,15)17-18(11,12)13/h5,7H,4,6,8H2,1-3H3,(H,14,15)(H2,11,12,13)/b10-7+ InChIKey=GVVPGTZRZFNKDS-JXMROGBWSA-N KEGG COMPOUND:C00341 LIPID MAPS:LMPR0102010001 PDBeChem:GPP The diphosphate of the polyprenol compound geraniol. chebi_ontology geranyl pyrophosphate homocysteine 2-Amino-4-mercaptobutyric acid 2-amino-4-sulfanylbutanoic acid A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain. C4H9NO2S CHEBI:14408 CHEBI:17230 CHEBI:5751 Hcy Homocysteine InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) InChIKey=FFFHZYDWPBMWHY-UHFFFAOYSA-N KEGG COMPOUND:C05330 NC(CCS)C(O)=O chebi_ontology homocysteine L-glutamic 5-semialdehyde (2S)-2-amino-5-oxopentanoic acid 5-oxo-L-norvaline A glutamic semialdehyde arising from formal reduction of the side-chain carboxy group of L-glutamic acid. Beilstein:1704370 C5H9NO3 CHEBI:13109 CHEBI:17232 CHEBI:21302 CHEBI:6225 ChemIDplus:496-92-4 InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1 InChIKey=KABXUUFDPUOJMW-BYPYZUCNSA-N KEGG COMPOUND:C01165 L-Glutamate 5-semialdehyde L-Glutamate gamma-semialdehyde [H]C(=O)CC[C@H](N)C(O)=O chebi_ontology CDP 5'-CDP A pyrimidine ribonucleoside 5'-diphosphate having cytosine as the nucleobase. C9H15N3O11P2 CDP CHEBI:13254 CHEBI:17239 CHEBI:23519 CHEBI:3260 CHEBI:41451 CYTIDINE-5'-DIPHOSPHATE ChemIDplus:63-38-7 Cytidine 5'-diphosphate Cytidine 5'-diphosphoric acid Cytidine 5'-pyrophosphate Cytidine diphosphate Cytidine, 5'-(trihydrogen pyrophosphate) DrugBank:DB04555 InChI=1S/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 InChIKey=ZWIADYZPOWUWEW-XVFCMESISA-N KEGG COMPOUND:63-38-7 KEGG COMPOUND:C00112 Nc1ccn([C@@H]2O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)c(=O)n1 PDBeChem:CDF chebi_ontology cytidine 5'-(trihydrogen diphosphate) dehydroascorbic acid 5-(1,2-dihydroxyethyl)furan-2,3,4(5H)-trione A tetrahydrofuranone that has formula C6H6O6. C6H6O6 CHEBI:14108 CHEBI:17242 CHEBI:23592 CHEBI:4358 Dehydroascorbate Dehydroascorbic acid InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2 InChIKey=SBJKKFFYIZUCET-UHFFFAOYSA-N KEGG COMPOUND:490-83-5 KEGG COMPOUND:C00425 OCC(O)C1OC(=O)C(=O)C1=O chebi_ontology dehydroascorbates carbon monoxide A carbon oxide that has formula CO. Beilstein:1900508 Beilstein:3535285 Beilstein:3587264 C#O CARBON MONOXIDE CHEBI:13281 CHEBI:17245 CHEBI:23013 CHEBI:3282 CHEBI:41526 CO Carbon monoxide ChEBI:c0369 ChemIDplus:630-08-0 Gmelin:421 InChI=1S/CO/c1-2 InChIKey=UGFAIRIUMAVXCW-UHFFFAOYSA-N KEGG COMPOUND:C00237 MolBase:753 NIST Chemistry WebBook:630-08-0 PDBeChem:CMO [C-]#[O+] [CO] carbon monooxide carbon monoxide carbon(II) oxide chebi_ontology 17alpha-hydroxyprogesterone 17-Hydroxypregn-4-en-3,20-dione 17-hydroxypregn-4-ene-3,20-dione 17-hydroxyprogesterone 17alpha-Hydroxy-4-pregnene-3,20-dione 17alpha-Hydroxy-progesterone 17alpha-Hydroxyprogesterone A 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone. C21H30O3 CHEBI:11339 CHEBI:11340 CHEBI:17252 CHEBI:19173 CHEBI:790 ChemIDplus:2062088 ChemIDplus:68-96-2 CiteXplore:1167988 CiteXplore:12915667 CiteXplore:14999215 CiteXplore:15863951 CiteXplore:17066953 CiteXplore:17096820 CiteXplore:17128559 CiteXplore:18573861 CiteXplore:19390483 CiteXplore:4339047 CiteXplore:4343782 CiteXplore:4628727 CiteXplore:4678211 CiteXplore:4678212 CiteXplore:5061166 CiteXplore:5065810 CiteXplore:5098538 CiteXplore:518278 CiteXplore:5571099 CiteXplore:6632812 CiteXplore:72488 CiteXplore:8496956 CiteXplore:9931518 InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1 InChIKey=DBPWSSGDRRHUNT-CEGNMAFCSA-N KEGG COMPOUND:68-96-2 KEGG COMPOUND:C01176 KEGG DRUG:D08052 LIPID MAPS:LMST02030161 MetaCyc:17-ALPHA-HYDROXYPROGESTERONE NIST Chemistry WebBook:68-96-2 Pregn-4-ene-3,20-dione-17-ol Reaxys:2062088 Wikipedia:Hydroxyprogesterone [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(C)=O chebi_ontology delta(4)-Pregnene-17alpha-ol-3,20-dione hidroxiprogesterona hydroxyprogesterone hydroxyprogesteronum 2'-deoxyadenosine (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol 2'-Deoxyadenosine 2'-deoxyadenosine 5-(6-AMINO-PURIN-9-YL)-2-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-OL 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)adenine 9-(2-deoxy-beta-D-ribofuranosyl)-9H-purin-6-amine A purine 2'-deoxyribonucleoside having adenine as the nucleobase. Beilstein:91015 C10H13N5O3 CHEBI:14112 CHEBI:17256 CHEBI:19234 CHEBI:39863 CHEBI:40535 CHEBI:40560 CHEBI:4405 ChemIDplus:958-09-8 CiteXplore:14253484 Deoxyadenosine Gmelin:283189 InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1 InChIKey=OLXZPDWKRNYJJZ-RRKCRQDMSA-N KEGG COMPOUND:958-09-8 KEGG COMPOUND:C00559 NIST Chemistry WebBook:958-09-8 Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](CO)O1 PDBeChem:3D1 Reaxys:91015 Wikipedia:Deoxyadenosine adenine deoxyribonucleoside adenyldeoxyriboside chebi_ontology dA estrone 3-Hydroxy-1,3,5(10)-estratrien-17-one 3-hydroxyestra-1,3,5(10)-trien-17-one An estrogen that has formula C18H22O2. C18H22O2 CHEBI:14220 CHEBI:17263 CHEBI:23971 CHEBI:4870 ChemIDplus:1915077 ChemIDplus:53-16-7 DrugBank:DB00655 Estrone Gmelin:542591 InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1 InChIKey=DNXHEGUUPJUMQT-CBZIJGRNSA-N KEGG COMPOUND:53-16-7 KEGG COMPOUND:C00468 KEGG DRUG:D00067 LIPID MAPS:LMST02010004 NIST Chemistry WebBook:53-16-7 Patent:FR1305992 Patent:US1967350 Patent:US1967351 Wikipedia:Estrone [H][C@]12CC[C@]3(C)C(=O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21 chebi_ontology estrone follicular hormone folliculin oestrone myo-inositol (1r,2R,3S,4s,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol 1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE 1,2,3,5/4,6-cyclohexanehexol 1D-myo-Inositol 1L-myo-Inositol An inositol having myo- configuration. Beilstein:1907329 Bios I C6H12O6 CHEBI:10601 CHEBI:12826 CHEBI:12831 CHEBI:17268 CHEBI:25451 CHEBI:43559 ChemIDplus:87-89-8 CiteXplore:11034685 CiteXplore:11244303 CiteXplore:11323092 CiteXplore:11772411 CiteXplore:12478879 CiteXplore:12832083 CiteXplore:14583919 CiteXplore:14681857 CiteXplore:15181167 CiteXplore:15295080 CiteXplore:15558078 CiteXplore:16410747 CiteXplore:1694860 CiteXplore:17439666 CiteXplore:17722064 CiteXplore:18650262 CiteXplore:18854045 CiteXplore:19097871 CiteXplore:19383710 CiteXplore:22285975 CiteXplore:22461977 CiteXplore:22517104 CiteXplore:838172 Cyclohexitol D-myo-Inositol Dambose DrugBank:DB03106 Gmelin:82918 HMDB:HMDB00211 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6- InChIKey=CDAISMWEOUEBRE-GPIVLXJGSA-N Inositol Ins KEGG COMPOUND:87-89-8 KEGG COMPOUND:C00137 KEGG DRUG:D08079 L-myo-Inositol Meat sugar MetaCyc:MYO-INOSITOL Myoinositol NIST Chemistry WebBook:87-89-8 O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O PDBeChem:INS Reaxys:1907329 Wikipedia:Inositol chebi_ontology cis-1,2,3,5-trans-4,6-cyclohexanehexol i-inositol inosite meso-Inositol myo-Inositol myo-inositol 5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol (3alpha,5beta,7alpha,12alpha)-cholestane-3,7,12,26-tetrol 3alpha,7alpha,12alpha,26-Tetrahydroxy-5beta-cholestane 5beta-Cholestane-3alpha,7alpha,12alpha,26-tetraol 5beta-Cholestane-3alpha,7alpha,12alpha,26-tetrol 5beta-cholestane 3alpha,7alpha,12alpha,27-tetrol 5beta-cholestane-3alpha,7alpha,12alpha,26-tetraol 5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol A 12alpha-hydroxy steroid that has formula C27H48O4. Beilstein:6225599 C27H48O4 CHEBI:12178 CHEBI:1692 CHEBI:17278 CHEBI:20666 ChemIDplus:862-53-3 InChI=1S/C27H48O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h16-25,28-31H,5-15H2,1-4H3/t16?,17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=XJZGNVBLVFOSKJ-XZULNKEGSA-N KEGG COMPOUND:862-53-3 KEGG COMPOUND:C05446 LIPID MAPS:LMST04030014 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCCC(C)CO chebi_ontology cholestane-3,7,12,26(27)-tetrol cholestane-3,7,12,26-tetrol cholestane-3,7,12,27-tetrol 1-phosphatidyl-1D-myo-inositol 3-phosphate 1,2-Diacyl-sn-glycero-3-phospho-(1'-myo-inositol-3'-phosphate) 1-O-(3-sn-phosphatidyl)-1D-myo-inositol 3-(dihydrogen phosphate) 1-Phosphatidyl-1D-myo-inositol 3-phosphate A phosphatidylinositol 3-phosphate in which the inositol moiety is the D-myo-isomer. C11H18O16P2R2 CHEBI:11281 CHEBI:11287 CHEBI:17283 CHEBI:19084 CHEBI:674 CHEBI:8133 KEGG COMPOUND:C04549 Phosphatidylinositol 3-phosphate PtdIns-3-P PtdIns3P [H][C@@](COC([*])=O)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H]1O)OC([*])=O chebi_ontology 5-phospho-D-ribosylamine 5-O-phosphono-D-ribofuranosylamine A ribose monophosphate having the phosphate group at the 5-position and an amino group in place of hydroxy at the anomeric centre. C5H12NO7P CHEBI:12162 CHEBI:12165 CHEBI:17284 InChI=1S/C5H12NO7P/c6-5-4(8)3(7)2(13-5)1-12-14(9,10)11/h2-5,7-8H,1,6H2,(H2,9,10,11)/t2-,3-,4-,5?/m1/s1 InChIKey=SKCBPEVYGOQGJN-SOOFDHNKSA-N NC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O chebi_ontology N-phosphocreatine A phosphoamino acid consisting of creatine having a phospho group attached at the primary nitrogen of the guanidino group. Beilstein:1797096 C4H10N3O5P CHEBI:12526 CHEBI:14813 CHEBI:17287 CHEBI:26053 CHEBI:8145 CN(CC(O)=O)C(=N)NP(O)(O)=O ChemIDplus:67-07-2 CiteXplore:1160340 CiteXplore:11867929 CiteXplore:13772879 CiteXplore:13881337 CiteXplore:14421251 CiteXplore:5879486 Creatine phosphate Creatine phosphic acid HMDB:HMDB01511 InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12) InChIKey=DRBBFCLWYRJSJZ-UHFFFAOYSA-N KEGG COMPOUND:67-07-2 KEGG COMPOUND:C02305 MetaCyc:CREATINE-P N(omega)-phosphonocreatine N-(N-phosphonoamido)sarcosine N-(Phosphonoamidino)sarcosine N-Phosphocreatine N-Phosphorylcreatine N-[imino(phosphonoamino)methyl]-N-methylglycine N-phosphocreatine Phosphocreatine Reaxys:1797096 Wikipedia:Phosphocreatine chebi_ontology phosphorylcreatine {[imino(phosphonoamino)methyl](methyl)amino}acetic acid L-phenylalanine (2S)-2-amino-3-phenylpropanoic acid (S)-2-Amino-3-phenylpropionic acid (S)-alpha-Amino-beta-phenylpropionic acid 3-phenyl-L-alanine Beilstein:1910408 C9H11NO2 CHEBI:13151 CHEBI:17295 CHEBI:21370 CHEBI:44851 CHEBI:44885 CHEBI:45079 CHEBI:6282 ChemIDplus:63-91-2 CiteXplore:16893175 CiteXplore:21203787 CiteXplore:21956539 CiteXplore:22081386 CiteXplore:22112574 CiteXplore:22143120 CiteXplore:22209218 CiteXplore:22494897 DrugBank:DB00120 F Gmelin:50837 HMDB:HMDB00159 InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1 InChIKey=COLNVLDHVKWLRT-QMMMGPOBSA-N KEGG COMPOUND:63-91-2 KEGG COMPOUND:C00079 KEGG DRUG:D00021 L-Phenylalanine L-phenylalanine MetaCyc:PHE NIST Chemistry WebBook:63-91-2 N[C@@H](Cc1ccccc1)C(O)=O PDBeChem:PHE PHENYLALANINE Phe Reaxys:1910408 The L-enantiomer of phenylalanine. Wikipedia:Phenylalanine beta-phenyl-L-alanine chebi_ontology UDP-sugar A pyrimidine nucleotide-sugar having UDP as the nucleotide component attached to an unspecified sugar via an anomeric diphosphate linkage. C9H13N2O12P2R CHEBI:13500 CHEBI:17297 CHEBI:22135 CHEBI:9840 KEGG COMPOUND:C05227 UDP-sugar UDP-sugars chebi_ontology maltose 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose 4-(alpha-D-glucopyranosido)-alpha-glucopyranose 4-(alpha-D-glucosido)-D-glucose 4-O-alpha-D-glucopyranosyl-D-glucopyranose 4-O-alpha-D-glucopyranosyl-D-glucose A glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->4)-linkage. Beilstein:1292747 C12H22O11 CHEBI:14568 CHEBI:17306 CHEBI:25144 CHEBI:6668 Cextromaltose ChemIDplus:69-79-4 CiteXplore:16332759 CiteXplore:17723085 CiteXplore:22094343 CiteXplore:22185612 CiteXplore:22246222 CiteXplore:22252265 CiteXplore:22411612 CiteXplore:22424089 CiteXplore:22451670 CiteXplore:22469630 CiteXplore:22529943 CiteXplore:22573161 CiteXplore:22669197 D-(+)-maltose D-maltose DrugBank:DB03323 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1 InChIKey=GUBGYTABKSRVRQ-PICCSMPSSA-N KEGG COMPOUND:69-79-4 KEGG COMPOUND:C00208 KEGG DRUG:D00044 KEGG GLYCAN:G00275 Malt sugar Maltose Malzzucker NIST Chemistry WebBook:69-79-4 OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O Reaxys:1292747 Wikipedia:Maltose alpha-D-Glcp-(1->4)-D-Glcp alpha-D-glucopyranosyl-(1->4)-D-glucopyranose alpha-D-glucopyranosyl-(1->4)-D-glucose alpha-malt sugar chebi_ontology maltobiose pyridoxal 3-HYDROXY-5-(HYDROXYMETHYL)-2-METHYLISONICOTINALDEHYDE 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde A pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. Beilstein:383768 C8H9NO3 CHEBI:14976 CHEBI:17310 CHEBI:26423 CHEBI:45112 CHEBI:8667 ChemIDplus:66-72-8 CiteXplore:20381632 CiteXplore:22770225 DrugBank:DB00147 Gmelin:218674 HMDB:HMDB01545 InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 InChIKey=RADKZDMFGJYCBB-UHFFFAOYSA-N KEGG COMPOUND:66-72-8 KEGG COMPOUND:C00250 MetaCyc:PYRIDOXAL PDBeChem:PXL Pyridoxal Reaxys:383768 [H]C(=O)c1c(CO)cnc(C)c1O chebi_ontology pyridoxaldehyde N(6),N(6),N(6)-trimethyl-L-lysine (S)-2-amino-6-(trimethylammonio)hexanoic acid (S)-5-amino-5-carboxy-N,N,N-trimethyl-1-pentanaminium An alpha-amino-acid cation that has formula C9H21N2O2. Beilstein:4133409 C9H21N2O2 CHEBI:12672 CHEBI:17311 CHEBI:21853 CHEBI:43974 CHEBI:7402 C[N+](C)(C)CCCC[C@H](N)C(O)=O ChemIDplus:19253-88-4 DrugBank:DB03977 InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3/p+1/t8-/m0/s1 InChIKey=MXNRLFUSFKVQSK-QMMMGPOBSA-O KEGG COMPOUND:C03793 N(6),N(6),N(6)-trimethyl-L-lysin-N(6)-ium N(epsilon)-trimethyllysine N-TRIMETHYLLYSINE N6,N6,N6-Trimethyl-L-lysine PDBeChem:M3L chebi_ontology epsilon-N-trimethyl-L-lysine epsilon-trimethyl-L-lysine epsilon-trimethyllysine trimethyllysine N(1)-acetylspermine An acetylspermine that has formula C12H28N4O. C12H28N4O CC(=O)NCCCNCCCCNCCCN CHEBI:12626 CHEBI:17312 CHEBI:21799 CHEBI:7357 InChI=1S/C12H28N4O/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13/h14-15H,2-11,13H2,1H3,(H,16,17) InChIKey=GUNURVWAJRRUAV-UHFFFAOYSA-N KEGG COMPOUND:77928-70-2 KEGG COMPOUND:C02567 N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]acetamide N1-Acetylspermine chebi_ontology 5'-deoxyadenosine 5'-DEOXYADENOSINE 5'-Deoxyadenosine 5'-deoxyadenosine A 5'-deoxyribonucleoside compound having adenosine as the nucleobase. C10H13N5O3 CHEBI:12061 CHEBI:17319 CHEBI:1960 CHEBI:20493 CHEBI:40099 C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 InChI=1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 InChIKey=XGYIMTFOTBMPFP-KQYNXXCUSA-N KEGG COMPOUND:4754-39-6 KEGG COMPOUND:C05198 PDBeChem:5AD chebi_ontology nucleoside triphosphate C5H12O13P3R CHEBI:13411 CHEBI:14677 CHEBI:17326 CHEBI:25610 CHEBI:7442 CHEBI:7655 C[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O KEGG COMPOUND:C00201 NTP Nucleoside triphosphate chebi_ontology nucleoside triphosphates all-trans-retinol (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol A retinol in which all four exocyclic double bonds have E- (trans-) geometry. Alphalin Beilstein:403040 C20H30O CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/CO CHEBI:12783 CHEBI:17336 CHEBI:22349 CHEBI:8816 ChemIDplus:68-26-8 Chocola A DrugBank:DB00162 Gmelin:247497 InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ InChIKey=FPIPGXGPPPQFEQ-OVSJKPMPSA-N KEGG COMPOUND:11103-57-4 KEGG COMPOUND:68-26-8 KEGG COMPOUND:C00473 KEGG DRUG:D00069 LIPID MAPS:LMPR01090000 LIPID MAPS:LMPR01090001 NIST Chemistry WebBook:68-26-8 Retinol Vitamin A Vitamin A1 Wikipedia:Vitamin_A all-trans-Retinol all-trans-retinol all-trans-retinyl alcohol all-trans-vitamin A alcohol chebi_ontology GMP 5'-GMP 5'-guanylic acid A purine ribonucleoside 5'-monophosphate having guanine as the nucleobase. C10H14N5O8P CHEBI:13341 CHEBI:14381 CHEBI:17345 CHEBI:24449 CHEBI:24450 CHEBI:40119 CHEBI:42647 CHEBI:42831 CHEBI:42887 CHEBI:42979 CHEBI:47450 CHEBI:5228 ChemIDplus:85-32-5 CiteXplore:11233304 CiteXplore:11670950 CiteXplore:22735334 DrugBank:DB01972 GMP Guanosine 5'-monophosphate Guanosine 5'-phosphate Guanosine monophosphate Guanylic acid HMDB:HMDB01397 InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 InChIKey=RQFCJASXJCIDSX-UUOKFMHZSA-N KEGG COMPOUND:85-32-5 KEGG COMPOUND:C00144 MetaCyc:GMP Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O PDBeChem:5GP Reaxys:59430 Wikipedia:Guanosine_monophosphate [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen phosphate chebi_ontology guanosine-5'-monophosphate testosterone (8alpha,10alpha,13alpha,14beta,17alpha)-17-hydroxyandrost-4-en-3-one 17beta-Hydroxy-4-androsten-3-one 17beta-hydroxy-4-androsten-3-one 17beta-hydroxyandrost-4-en-3-one 4-androsten-17beta-ol-3-one An androstanoid having 17beta-hydroxy and 3-oxo groups, together with unsaturation at C-4-C-5. Androderm Beilstein:1915399 Beilstein:3653705 C19H28O2 CHEBI:15214 CHEBI:17347 CHEBI:26883 CHEBI:45798 CHEBI:9461 ChemIDplus:58-22-0 CiteXplore:10438974 DrugBank:DB00624 Gmelin:538843 InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 InChIKey=MUMGGOZAMZWBJJ-DYKIIFRCSA-N KEGG COMPOUND:58-22-0 KEGG COMPOUND:C00535 KEGG DRUG:D00075 LIPID MAPS:LMST02020002 NIST Chemistry WebBook:58-22-0 PDBeChem:TES TESTOSTERONE Testosteron Testosterone Wikipedia:Testosterone [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H] chebi_ontology testosterona testosterone testosteronum linoleic acid (9Z,12Z)-Octadecadienoic acid (9Z,12Z)-octadeca-9,12-dienoic acid (Z,Z)-9,12-octadecadienoic acid 9-cis,12-cis-Octadecadienoic acid 9Z,12Z-octadecadienoic acid An octadecadienoic acid containing two E (cis) double bonds at positions 9 and 12. Beilstein:1727101 C18:2 9c, 12c omega6 todos cis-9,12-octadienoico C18:2, n-6,9 all-cis C18H32O2 CCCCC\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:17351 CHEBI:25047 CHEBI:42395 CHEBI:6479 ChemIDplus:60-33-3 CiteXplore:11304127 CiteXplore:6205897 Gmelin:57557 InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- InChIKey=OYHQOLUKZRVURQ-HZJYTTRNSA-N KEGG COMPOUND:60-33-3 KEGG COMPOUND:C01595 LA LINOLEIC ACID LIPID MAPS:LMFA01030120 Linoleic acid NIST Chemistry WebBook:60-33-3 PDBeChem:EIC Reaxys:1727101 acide cis-linoleique acide linoleique acido linoleico all-cis-9,12-octadecadienoic acid chebi_ontology cis,cis-9,12-octadecadienoic acid cis,cis-linoleic acid cis-Delta(9,12)-octadecadienoic acid linolic acid sulfite CHEBI:15139 CHEBI:17359 CHEBI:45548 ChemIDplus:14265-45-3 Gmelin:1449 InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2 InChIKey=LSNNMFCWUKXFEE-UHFFFAOYSA-L O3S PDBeChem:SO3 SO3(2-) SULFITE ION Sulfite is an inorganic anion, which is the conjugate base of hydrogen sulfite. [O-]S([O-])=O [SO3](2-) chebi_ontology sulfite sulphite trioxidosulfate(2-) trioxosulfate(2-) trioxosulfate(IV) CMP 5'-cytidylic acid A cytidine 5'-phosphate that has formula C9H14N3O8P. C9H14N3O8P CHEBI:13274 CHEBI:17361 CHEBI:23520 CHEBI:3275 CHEBI:41312 CHEBI:41319 CHEBI:41666 CHEBI:41691 CHEBI:47362 CHEBI:48799 CMP Cytidine-5'-monophosphate Cytidylic acid DrugBank:DB03403 InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 InChIKey=IERHLVCPSMICTF-XVFCMESISA-N KEGG COMPOUND:84-52-6 KEGG COMPOUND:C00055 Nc1ccn([C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)c(=O)n1 chebi_ontology cytidine 5'-monophosphate cytidylate D-ribulose 5-phosphate 5-O-phosphono-D-ribulose A ribulose 5-phosphate that has formula C5H11O8P. C5H11O8P CHEBI:13018 CHEBI:17363 CHEBI:21088 CHEBI:40192 CHEBI:4243 D-Ribulose 5-phosphate D-erythro-pent-2-ulose 5-(dihydrogen phosphate) DrugBank:DB04034 InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5+/m1/s1 InChIKey=FNZLKVNUWIIPSJ-UHNVWZDZSA-N KEGG COMPOUND:4151-19-3 KEGG COMPOUND:C00199 OCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O chebi_ontology D-aspartic acid (2R)-2-aminobutanedioic acid (R)-2-aminobutanedioic acid (R)-2-aminosuccinic acid Beilstein:1723529 C4H7NO4 CHEBI:17364 CHEBI:20920 CHEBI:4108 ChemIDplus:1783-96-6 CiteXplore:11419736 CiteXplore:17118457 CiteXplore:17407322 CiteXplore:19860889 D-Asparaginsaeure D-Aspartic acid D-aspartic acid DrugBank:DB02655 Gmelin:602084 HMDB:HMDB06483 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1 InChIKey=CKLJMWTZIZZHCS-UWTATZPHSA-N KEGG COMPOUND:1783-96-6 KEGG COMPOUND:C00402 MetaCyc:CPD-302 NIST Chemistry WebBook:1783-96-6 N[C@H](CC(O)=O)C(O)=O PDBeChem:DAS Reaxys:1723529 The D-enantiomer of aspartic acid. aspartic acid D-form chebi_ontology hypoxanthine 1,7-dihydro-6H-purin-6-one 6(1H)-purinone 6-oxopurine 9H-purin-6(1H)-one A purine nucleobase that consists of purine bearing an oxo substiuent at position 6. Beilstein:5811 C5H4N4O CHEBI:14431 CHEBI:17368 CHEBI:24762 CHEBI:43237 CHEBI:5841 ChemIDplus:68-94-0 CiteXplore:14253484 CiteXplore:22735334 DrugBank:DB04076 Gmelin:464558 HMDB:HMDB00157 HYPOXANTHINE Hyp Hypoxanthine InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) InChIKey=FDGQSTZJBFJUBT-UHFFFAOYSA-N KEGG COMPOUND:68-94-0 KEGG COMPOUND:C00262 MetaCyc:HYPOXANTHINE NIST Chemistry WebBook:68-94-0 O=c1[nH]cnc2nc[nH]c12 PDBeChem:HPA Purine-6-ol Reaxys:5811 Wikipedia:Hypoxanthine chebi_ontology purin-6(1H)-one D-mannose 6-phosphate 6-O-phosphono-D-mannose C6H13O9P CHEBI:13000 CHEBI:17369 CHEBI:4211 ChemIDplus:3672-15-9 D-Mannose 6-phosphate D-mannose 6-(dihydrogen phosphate) KEGG COMPOUND:C00275 Mannose 6-phosphate chebi_ontology D-glyceraldehyde (2R)-2,3-dihydroxypropanal A glyceraldehyde that has formula C3H6O3. Beilstein:1720474 Beilstein:5726453 C3H6O3 CHEBI:12982 CHEBI:17378 CHEBI:21025 CHEBI:39973 CHEBI:4186 ChemIDplus:453-17-8 D-(+)-glyceraldehyde D-2,3-dihydroxypropanal D-2,3-dihydroxypropionaldehyde D-Glyceraldehyde D-aldotriose D-glycerose GLYCERALDEHYDE InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1 InChIKey=MNQZXJOMYWMBOU-VKHMYHEASA-N KEGG COMPOUND:367-47-5 KEGG COMPOUND:453-17-8 KEGG COMPOUND:C00577 NIST Chemistry WebBook:453-17-8 PDBeChem:3GR [H]C(=O)[C@H](O)CO chebi_ontology 3-hydroxy-L-kynurenine (2S)-2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid 3-(2-amino-3-hydroxybenzoyl)-L-alanine 3-(3-hydroxyanthraniloyl)-L-alanine 3-Hydroxy-L-kynurenine A 3-hydroxykynurenine that has formula C10H12N2O4. C10H12N2O4 CHEBI:11823 CHEBI:1530 CHEBI:17380 CHEBI:20055 ChemIDplus:606-14-4 InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)/t6-/m0/s1 InChIKey=VCKPUUFAIGNJHC-LURJTMIESA-N KEGG COMPOUND:C03227 L-3-hydroxykynurenine MetaCyc:3-HYDROXY-L-KYNURENINE N[C@@H](CC(=O)c1cccc(O)c1N)C(O)=O chebi_ontology porphobilinogen 3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid A dicarboxylic acid that is pyrole bearing aminomethyl, carboxymethyl and 2-carboxyethyl substituents at positions 2, 3 and 4 respectively. Beilstein:220051 C10H14N2O4 CHEBI:14867 CHEBI:17381 CHEBI:26212 CHEBI:44832 CHEBI:8335 ChemIDplus:487-90-1 CiteXplore:21383008 CiteXplore:21627493 CiteXplore:22279024 CiteXplore:22740490 CiteXplore:22770225 CiteXplore:22974111 DrugBank:DB02272 HMDB:HMDB00245 InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16) InChIKey=QSHWIQZFGQKFMA-UHFFFAOYSA-N KEGG COMPOUND:487-90-1 KEGG COMPOUND:C00931 MetaCyc:PORPHOBILINOGEN NCc1[nH]cc(CCC(O)=O)c1CC(O)=O PDBeChem:PBG Porphobilinogen Reaxys:220051 Wikipedia:Porphobilinogen chebi_ontology O-acylcarnitine CHEBI:12712 CHEBI:17387 CHEBI:21940 CHEBI:7673 chebi_ontology (S)-1-pyrroline-5-carboxylate (2S)-3,4-dihydro-2H-pyrrole-2-carboxylate (S)-1-pyrroline-5-carboxylate A 1-pyrroline-5-carboxylate that has formula C5H6NO2. C5H6NO2 CHEBI:12409 CHEBI:17388 CHEBI:18727 ChEBI:C03912 InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8)/p-1/t4-/m0/s1 InChIKey=DWAKNKKXGALPNW-BYPYZUCNSA-M [H][C@]1(CCC=N1)C([O-])=O chebi_ontology 2-monoglyceride 2-Acylglycerol 2-Glyceride 2-Monoacylglycerol 2-acylglycerol 2-monoglycerides 2-monoglycerides C4H7O4R CHEBI:11501 CHEBI:17389 CHEBI:19442 CHEBI:988 KEGG COMPOUND:C02112 OCC(CO)OC([*])=O chebi_ontology myo-inositol hexakisphosphate 1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated. Beilstein:2201952 C6H18O24P6 CHEBI:10603 CHEBI:11366 CHEBI:12829 CHEBI:12832 CHEBI:17401 CHEBI:19200 ChemIDplus:83-86-3 CiteXplore:11217149 CiteXplore:11545369 CiteXplore:12070948 CiteXplore:12162428 CiteXplore:12816787 CiteXplore:12949395 CiteXplore:15325752 CiteXplore:15743020 CiteXplore:15918884 CiteXplore:15952339 CiteXplore:15998131 CiteXplore:16438310 CiteXplore:17162330 CiteXplore:18536177 CiteXplore:19331859 CiteXplore:21292245 CiteXplore:22023391 CiteXplore:6095072 D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6- InChIKey=IMQLKJBTEOYOSI-GPIVLXJGSA-N Inosithexaphosphorsaeure KEGG COMPOUND:C01204 MetaCyc:HEXAKISPHOSPHATE OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O Phytate Phytic acid Phytine Reaxys:2201952 Saeure des phytins Wikipedia:Phytic_acid acide fytique acido fitico acidum fyticum chebi_ontology myo-Inositol hexakisphosphate myo-inositol 1,2,3,4,5,6-hexakisphosphate myo-inositol hexakis(dihydrogen phosphate) 2-trans,6-trans-farnesyl diphosphate (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl trihydrogen diphosphate (2E,6E)-farnesol diphosphate (2E,6E)-farnesyl diphosphate (2E,6E)-farnesyl pyrophosphate (E,E)-farnesyl pyrophosphate (all-E)-farnesyl diphosphate 2-trans,6-trans-Farnesyl diphosphate 2-trans,6-trans-farnesyl diphosphate 2-trans,6-trans-farnesyl pyrophosphate Beilstein:2482197 C15H28O7P2 CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:10700 CHEBI:11488 CHEBI:11491 CHEBI:12854 CHEBI:12874 CHEBI:17407 CHEBI:19789 CHEBI:42496 ChemIDplus:372-97-4 CiteXplore:7753173 FARNESYL DIPHOSPHATE Farnesyl diphosphate Farnesyl pyrophosphate InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+ InChIKey=VWFJDQUYCIWHTN-YFVJMOTDSA-N KEGG COMPOUND:13058-04-3 KEGG COMPOUND:C00448 LIPID MAPS:LMPR0103010002 PDBeChem:FPP The trans,trans-stereoisomer of farnesyl diphosphate. all-trans-farnesyl pyrophosphate chebi_ontology trans,trans-Farnesyl diphosphate trans,trans-farnesyl diphosphate trans-trans-farnesyl diphosphate aldehydo-N-acetyl-D-glucosamine 2-Acetamido-2-deoxy-D-glucose 2-acetamido-2-deoxy-D-glucose C8H15NO6 CHEBI:12455 CHEBI:12563 CHEBI:17411 CHEBI:21517 CHEBI:58134 CHEBI:7123 D-GlcNAc DrugBank:DB00141 InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8+/m0/s1 InChIKey=MBLBDJOUHNCFQT-LXGUWJNJSA-N N-Acetyl-D-glucosamine N-Acetylchitosamine The open-chain form of N-acetyl-D-glucosamine. [H]C(=O)[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@H](O)CO chebi_ontology heparan sulfate N-acetyl-alpha-D-glucosaminide A heparan sulfate having an N-acetyl-alpha-D-glucosaminyl residue at the non-reducing end. The heparan sulfate part consists of a variably sulfated repeating disaccharide unit. CHEBI:14390 CHEBI:17421 CHEBI:24497 CHEBI:5662 Heparan sulfate N-acetyl-alpha-D-glucosaminide KEGG COMPOUND:C04649 chebi_ontology agmatine (4-Aminobutyl) guanidine (4-aminobutyl)guanidine 1-(4-aminobutyl)guanidine A primary amino compound that has formula C5H14N4. Agmatine C5H14N4 CHEBI:13747 CHEBI:17431 CHEBI:18576 CHEBI:2514 CHEBI:40556 InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9) InChIKey=QYPPJABKJHAVHS-UHFFFAOYSA-N KEGG COMPOUND:306-60-5 KEGG COMPOUND:C00179 N-(4-aminobutyl)guanidine NCCCCNC(N)=N chebi_ontology (R)-5-phosphomevalonic acid (3R)-3-hydroxy-3-methyl-5-(phosphonooxy)pentanoic acid (R)-5-Phosphomevalonate (R)-5-Phosphomevaloonic acid (R)-5-phosphomevalonate (R)-Mevalonic acid 5-phosphate A carboxyalkyl phosphate that has formula C6H13O7P. C6H13O7P CHEBI:10990 CHEBI:10991 CHEBI:17436 CHEBI:18675 CHEBI:333 C[C@@](O)(CCOP(O)(O)=O)CC(O)=O InChI=1S/C6H13O7P/c1-6(9,4-5(7)8)2-3-13-14(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H2,10,11,12)/t6-/m1/s1 InChIKey=OKZYCXHTTZZYSK-ZCFIWIBFSA-N KEGG COMPOUND:C01107 chebi_ontology 4-(2-aminophenyl)-2,4-dioxobutanoic acid 4-(2-Aminophenyl)-2,4-dioxobutanoate 4-(2-aminophenyl)-2,4-dioxobutanoic acid A dioxo monocarboxylic acid that has formula C10H9NO4. C10H9NO4 CHEBI:11931 CHEBI:11932 CHEBI:17442 CHEBI:1765 CHEBI:20286 InChI=1S/C10H9NO4/c11-7-4-2-1-3-6(7)8(12)5-9(13)10(14)15/h1-4H,5,11H2,(H,14,15) InChIKey=CAOVWYZQMPNAFJ-UHFFFAOYSA-N KEGG COMPOUND:C01252 Nc1ccccc1C(=O)CC(=O)C(O)=O chebi_ontology lipoamide 5-(1,2-dithiolan-3-yl)pentanamide A dithiolane that has formula C8H15NOS2. Beilstein:122470 C8H15NOS2 CHEBI:14518 CHEBI:17460 CHEBI:25055 CHEBI:6491 ChemIDplus:940-69-2 Gmelin:1126642 InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10) InChIKey=FCCDDURTIIUXBY-UHFFFAOYSA-N KEGG COMPOUND:940-69-2 KEGG COMPOUND:C00248 Lipoamide NC(=O)CCCCC1CCSS1 Thioctamide Thioctic acid amide alpha-lipoic acid amide chebi_ontology lipoamide vitamin N estrone 3-sulfate 17-oxoestra-1,3,5(10)-trien-3-yl hydrogen sulfate 3-hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphate A steroid sulfate that has formula C18H22O5S. Beilstein:2399598 C18H22O5S CHEBI:14221 CHEBI:17474 CHEBI:23972 CHEBI:4871 ChemIDplus:481-97-0 Estrone 3-sulfate InChI=1S/C18H22O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,18+/m1/s1 InChIKey=JKKFKPJIXZFSSB-CBZIJGRNSA-N KEGG COMPOUND:C02538 [H][C@]12CC[C@]3(C)C(=O)CC[C@@]3([H])[C@]1([H])CCc1cc(OS(O)(=O)=O)ccc21 chebi_ontology estrone hydrogen sulfate estrone sulfate estrone sulphate aldehyde A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group. Aldehyd Aldehyde CHEBI:13432 CHEBI:13753 CHEBI:13805 CHEBI:13806 CHEBI:17478 CHEBI:22291 CHEBI:2554 CHEBI:8750 CHOR KEGG COMPOUND:C00071 RC(=O)H [H]C([*])=O aldehido aldehidos aldehyde aldehydes aldehydes aldehydum chebi_ontology L-cystathionine (2S)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid (R)-S-(2-amino-2-carboxyethyl)-L-Homocysteine A modified amino acid generated by enzymic means from L-homocysteine and L-serine. C7H14N2O4S CHEBI:13093 CHEBI:17482 CHEBI:21259 CHEBI:6205 CiteXplore:1025897 HMDB:HMDB00099 InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1 InChIKey=ILRYLPWNYFXEMH-WHFBIAKZSA-N KEGG COMPOUND:56-88-2 KEGG COMPOUND:C02291 L-(+)-Cystathionine L-Cystathionine L-cystathionine MetaCyc:CYSTATHIONINE N[C@@H](CCSC[C@H](N)C(O)=O)C(O)=O Reaxys:2331423 S-(beta-amino-beta-carboxyethyl)homocysteine Wikipedia:Cystathionine chebi_ontology 3',5'-cyclic AMP 3',5'-Cyclic AMP 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE Adenosine 3',5'-phosphate Beilstein:52645 C10H12N5O6P CHEBI:11673 CHEBI:1325 CHEBI:17489 CHEBI:19827 CHEBI:41588 ChemIDplus:60-92-4 CiteXplore:16295522 CiteXplore:22770225 Cyclic AMP Cyclic adenylic acid DrugBank:DB02527 HMDB:HMDB00058 InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 InChIKey=IVOMOUWHDPKRLL-KQYNXXCUSA-N KEGG COMPOUND:60-92-4 KEGG COMPOUND:C00575 MetaCyc:CAMP NIST Chemistry WebBook:60-92-4 Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O PDBeChem:CMP Reaxys:52645 Wikipedia:Cyclic_AMP adenosine 3',5'-(hydrogen phosphate) adenosine 3',5'-cyclic monophosphate cAMP chebi_ontology L-palmitoylcarnitine (3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate (3S)-3-palmitoyloxy-4-(trimethylammonio)butanoate (S)-palmitoylcarnitine A O-acylcarnitine that has formula C23H45NO4. C23H45NO4 CCCCCCCCCCCCCCCC(=O)O[C@@H](CC([O-])=O)C[N+](C)(C)C CHEBI:13150 CHEBI:17490 CHEBI:21369 CHEBI:6281 InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/t21-/m0/s1 InChIKey=XOMRRQXKHMYMOC-NRFANRHFSA-N KEGG COMPOUND:18877-64-0 KEGG COMPOUND:C02990 L-Palmitoylcarnitine L-palmitoyl-L-carnitine chebi_ontology glycolic acid 2-Hydroxyacetic acid 2-Hydroxyethanoic acid A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated. C2H4O3 CHEBI:17497 CHEBI:24390 CHEBI:42865 CHEBI:5475 ChemIDplus:79-14-1 CiteXplore:14585457 CiteXplore:15662707 CiteXplore:15716481 CiteXplore:15716482 CiteXplore:18498500 CiteXplore:19025792 CiteXplore:21950544 CiteXplore:22044748 CiteXplore:22128110 CiteXplore:22360337 CiteXplore:22421647 GLYCOLIC ACID Glycolic acid Glycollic acid HMDB:HMDB00115 HOCH2COOH Hydroxyacetic acid Hydroxyethanoic acid InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) InChIKey=AEMRFAOFKBGASW-UHFFFAOYSA-N KEGG COMPOUND:79-14-1 KEGG COMPOUND:C00160 LIPID MAPS:LMFA01050148 MetaCyc:GLYCOLLATE NIST Chemistry WebBook:79-14-1 OCC(O)=O PDBeChem:GOA Reaxys:1209322 Wikipedia:Glycolic_acid alpha-Hydroxyacetic acid alpha-hydroxyacetic acid chebi_ontology hydroxyacetic acid 7alpha-hydroxycholesterol 7alpha-Hydroxycholesterol 7alpha-hydroxy-cholesterol 7alpha-hydroxycholesterol C27H46O2 CHEBI:12263 CHEBI:13980 CHEBI:17500 CHEBI:20801 CHEBI:2293 CHEBI:58167 ChemIDplus:566-26-7 Cholest-5-ene-3beta,7alpha-diol InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=OYXZMSRRJOYLLO-RVOWOUOISA-N KEGG COMPOUND:C03594 LIPID MAPS:LMST01010013 The 7alpha-hydroxy derivative of cholesterol. [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C chebi_ontology cholest-5-ene-3beta,7alpha-diol 1-O-acyl-sn-glycero-3-phosphocholine 1-Acyl-sn-glycero-3-phosphocholine 1-Acyl-sn-glycerol-3-phosphocholine 1-acyl-2-lyso-phosphatidylcholine 1-acyl-sn-glycero-3-phosphocholines 2-Lysolecithin 2-Lysophosphatidylcholine C9H20NO7PR CHEBI:11226 CHEBI:11605 CHEBI:11606 CHEBI:17504 CHEBI:17896 CHEBI:18991 CHEBI:18996 CHEBI:52561 CHEBI:587 CHEBI:591 C[N+](C)(C)CCOP(O)(=O)OC[C@H](O)COC([*])=O KEGG COMPOUND:C04230 LPC alpha-Acylglycerophosphocholine chebi_ontology 5'-S-methyl-5'-thioadenosine 5'-Deoxy-5'-(methylthio)adenosine 5'-Methylthioadenosine 5'-deoxy-5'-(methylsulfanyl)adenosine 5-Methylthioadenosine 9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine Adenosine with the hydroxy group at C-5' substituted with a methylthio (methylsulfanyl) group. Beilstein:42420 C11H15N5O3S CHEBI:12055 CHEBI:12064 CHEBI:12771 CHEBI:14605 CHEBI:17509 CHEBI:1966 CHEBI:1986 CHEBI:20491 CHEBI:20494 CHEBI:44181 CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 ChemIDplus:2457-80-9 CiteXplore:22735334 DrugBank:DB02282 HMDB:HMDB01173 InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1 InChIKey=WUUGFSXJNOTRMR-IOSLPCCCSA-N KEGG COMPOUND:2457-80-9 KEGG COMPOUND:C00170 MTA MetaCyc:5-METHYLTHIOADENOSINE Methylthioadenosine Reaxys:42420 S-Methyl-5'-thioadenosine Thiomethyladenosine chebi_ontology L-gamma-glutamyl-L-cysteine 5-L-Glutamyl-L-cysteine A molecular entity formed when L-cysteine amino group binds to the gamma-carbonyl of L-glutamic acid. C8H14N2O5S CHEBI:10566 CHEBI:10570 CHEBI:12400 CHEBI:12404 CHEBI:17515 CHEBI:24185 CHEBI:24194 CHEBI:39975 ChemIDplus:636-58-8 DrugBank:DB03408 Glu(-Cys) HMDB:HMDB01049 InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 InChIKey=RITKHVBHSGLULN-WHFBIAKZSA-N KEGG COMPOUND:C00669 L-gamma-Glutamylcysteine L-gamma-glutamyl-L-cysteine MetaCyc:L-GAMMA-GLUTAMYLCYSTEINE N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O Reaxys:1729154 Wikipedia:Gamma-Glutamylcysteine chebi_ontology gamma-Glu-Cys gamma-Glutamylcysteine gamma-L-Glutamyl-L-cysteine gammaGluCys phosphatidylglycerol A glycerol substituted at the 3-position by a phosphatidyl group. C8H13O10PR2 CHEBI:14804 CHEBI:17517 CHEBI:26032 CHEBI:26033 CHEBI:8130 KEGG COMPOUND:C00344 OCC(O)COP(O)(=O)OCC(COC([*])=O)OC([*])=O chebi_ontology phosphatidylglycerols 1-phosphatidyl-1D-myo-inositol 4-phosphate 1,2-Diacyl-sn-glycero-3-phospho-(1'-myo-inositol-4'-phosphate) 1-O-(3-sn-phosphatidyl)-1D-myo-inositol 4-(dihydrogen phosphate) 1-Phosphatidyl-1D-myo-inositol 4-phosphate 1-phosphatidyl-1D-myo-inositol 4-monophosphate A phosphatidylinositol 4-phosphate having 1D-myo-configuration. C11H18O16P2R2 CHEBI:11289 CHEBI:17526 CHEBI:19085 CHEBI:675 KEGG COMPOUND:C01277 Phosphatidylinositol 4-phosphate PtdIns-4-P PtdIns4P [H][C@@](COC([*])=O)(COP(O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@H]1O)OC([*])=O chebi_ontology N-acetyl-L-glutamic acid (2S)-2-acetamidopentanedioic acid (S)-2-(acetylamino)pentanedioic acid Ac-Glu-OH Acetyl-L-glutamic acid Acetylglutamic acid An N-acyl-L-amino acid that is L-glutamic acid in which one of the amine hydrogens is substituted by an acetyl group. C7H11NO5 CC(=O)N[C@@H](CCC(O)=O)C(O)=O CHEBI:17533 CHEBI:21552 CHEBI:44335 CHEBI:7150 ChemIDplus:1188-37-0 CiteXplore:115331 CiteXplore:17190852 CiteXplore:17439666 CiteXplore:5924663 CiteXplore:6035272 CiteXplore:9037750 DrugBank:DB04075 HMDB:HMDB01138 InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1 InChIKey=RFMMMVDNIPUKGG-YFKPBYRVSA-N KEGG COMPOUND:1188-37-0 KEGG COMPOUND:C00624 L-N-acetylglutamic acid N-ACETYL-L-GLUTAMATE N-Ac-Glu-OH N-Acetyl-L-glutamic acid N-Acetylglutamic acid N-acetyl-L-glutamic acid PDBeChem:NLG Reaxys:1727473 Wikipedia:N-Acetylglutamic_acid acetylglutamic acid chebi_ontology hydrogencarbonate A carbon oxoanion that has formula CHO3. Acid carbonate BICARBONATE ION Beilstein:3903504 Bicarbonate CHEBI:13363 CHEBI:17544 CHEBI:22863 CHEBI:40961 CHEBI:5589 CHO3 ChemIDplus:71-52-3 Gmelin:49249 HCO3(-) HCO3- Hydrogencarbonate InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1 InChIKey=BVKZGUZCCUSVTD-UHFFFAOYSA-M KEGG COMPOUND:C00288 OC([O-])=O PDBeChem:BCT [CO2(OH)](-) bicarbonate chebi_ontology hydrogen(trioxidocarbonate)(1-) hydrogencarbonate hydrogencarbonate(1-) hydrogentrioxocarbonate(1-) hydrogentrioxocarbonate(IV) hydroxidodioxidocarbonate(1-) 5-aminolevulinic acid 5-ALA 5-Amino-4-oxopentanoate 5-Amino-4-oxovaleric acid 5-Aminolevulinate 5-amino-4-oxopentanoic acid Beilstein:1759139 C5H9NO3 CHEBI:17549 CHEBI:2034 CHEBI:20547 ChemIDplus:106-60-5 DrugBank:DB00855 InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9) InChIKey=ZGXJTSGNIOSYLO-UHFFFAOYSA-N KEGG COMPOUND:106-60-5 KEGG COMPOUND:C00430 KEGG DRUG:D07567 NCC(=O)CCC(O)=O The simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. Wikipedia:Aminolevulinic_Acid aminolevulinic acid chebi_ontology dALA delta-ALA delta-aminolevulinic acid GDP A purine ribonucleoside 5'-diphosphate that has formula C10H15N5O11P2. C10H15N5O11P2 CHEBI:13327 CHEBI:14379 CHEBI:17552 CHEBI:24448 CHEBI:42738 CHEBI:5212 DrugBank:DB04315 GDP Guanosine 5'-diphosphate Guanosine diphosphate InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 InChIKey=QGWNDRXFNXRZMB-UUOKFMHZSA-N KEGG COMPOUND:146-91-8 KEGG COMPOUND:C00035 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O chebi_ontology guanosine 5'-(trihydrogen diphosphate) O-phosphoethanolamine 2-amino-ethanol dihydrogen phosphate 2-amino-ethanol phosphate 2-aminoethyl dihydrogen phosphate Beilstein:1758916 C2H8NO4P CHEBI:12694 CHEBI:14224 CHEBI:14814 CHEBI:17553 CHEBI:23980 CHEBI:44681 CHEBI:4881 ChemIDplus:1071-23-4 CiteXplore:1112054 CiteXplore:7791524 DrugBank:DB01738 EAP Ethanolamine phosphate Gmelin:663022 InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6) InChIKey=SUHOOTKUPISOBE-UHFFFAOYSA-N KEGG COMPOUND:1071-23-4 KEGG COMPOUND:C00346 MetaCyc:PHOSPHORYL-ETHANOLAMINE NCCOP(O)(O)=O NIST Chemistry WebBook:1071-23-4 O-Phosphoethanolamine O-Phosphorylethanolamine O-phosphocolamine OPE PDBeChem:OPE PE PEA PETN Phosphoethanolamine Reaxys:1758916 The ethanolamine mono-ester of phosphoric acid, and a metabolite of phospholipid metabolism. This phosphomonoester shows strong structural similarity to the inhibitory neurotransmitter GABA, and is decreased in post-mortem Alzheimer's disease brain. chebi_ontology colamine phosphate colamine phosphoric acid colaminphosphoric acid ethanolamine O-phosphate ethanolamine acid phosphate mono(2-aminoethyl) phosphate monoaminoethyl phosphate pEtN phosphonoethanolamine phosphoric acid 2-aminoethyl phenyl ester phosphoryl-ethanolamine L-cysteine (2R)-2-amino-3-mercaptopropanoic acid (2R)-2-amino-3-sulfanylpropanoic acid (R)-2-amino-3-mercaptopropanoic acid An optically active form of cysteine having L-configuration. Beilstein:1721408 C C3H7NO2S CHEBI:13095 CHEBI:17561 CHEBI:21261 CHEBI:41227 CHEBI:41700 CHEBI:41768 CHEBI:41781 CHEBI:41811 CHEBI:6207 CYSTEINE ChemIDplus:52-90-4 CiteXplore:13761469 CiteXplore:22735334 Cys DrugBank:DB00151 E920 FREE CYSTEINE Gmelin:49991 HMDB:HMDB00574 InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 InChIKey=XUJNEKJLAYXESH-REOHCLBHSA-N KEGG COMPOUND:52-90-4 KEGG COMPOUND:C00097 KEGG DRUG:D00026 L-2-Amino-3-mercaptopropionic acid L-Cystein L-Cysteine L-Zystein L-cysteine MetaCyc:CYS NIST Chemistry WebBook:52-90-4 N[C@@H](CS)C(O)=O PDBeChem:CYS Reaxys:1721408 Wikipedia:Cysteine chebi_ontology cytidine 1-beta-D-Ribofuranosylcytosine 1beta-D-ribofuranosylcytosine 4-AMINO-1-BETA-D-RIBOFURANOSYL-2(1H)-PYRIMIDINONE 4-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-one 4-amino-1beta-D-ribofuranosyl-2(1H)-pyrimidinone A pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. Beilstein:89173 C9H13N3O5 CHEBI:14063 CHEBI:17562 CHEBI:23515 CHEBI:4053 CHEBI:41649 CHEBI:41686 CHEBI:41704 ChemIDplus:65-46-3 CiteXplore:12591866 CiteXplore:15621516 CiteXplore:19194376 Cyd Cytidin Cytidine Cytosine riboside DrugBank:DB02097 Gmelin:84763 HMDB:HMDB00089 InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 InChIKey=UHDGCWIWMRVCDJ-XVFCMESISA-N KEGG COMPOUND:65-46-3 KEGG COMPOUND:C00475 MetaCyc:CYTIDINE NIST Chemistry WebBook:65-46-3 Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1 PDBeChem:CTN Reaxys:89173 Wikipedia:Cytidine Zytidin chebi_ontology cytidine cytosine-1beta-D-Ribofuranoside uracil 2,4(1H,3H)-pyrimidinedione 2,4-Dioxopyrimidine 2,4-Pyrimidinedione A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription. Beilstein:606623 C4H4N2O2 CHEBI:15288 CHEBI:17568 CHEBI:27210 CHEBI:46375 CHEBI:9882 ChemIDplus:66-22-8 CiteXplore:11279060 CiteXplore:12855717 CiteXplore:15274295 CiteXplore:16834123 CiteXplore:17439666 CiteXplore:18533995 CiteXplore:18815805 CiteXplore:19175333 CiteXplore:22020693 CiteXplore:22074393 CiteXplore:22120518 CiteXplore:22171528 CiteXplore:22237209 CiteXplore:22299724 CiteXplore:22356544 CiteXplore:22447672 CiteXplore:22483865 CiteXplore:22567906 CiteXplore:22685418 CiteXplore:3654008 DrugBank:DB03419 Gmelin:2896 HMDB:HMDB00300 InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) InChIKey=ISAKRJDGNUQOIC-UHFFFAOYSA-N KEGG COMPOUND:66-22-8 KEGG COMPOUND:C00106 KEGG DRUG:D00027 MetaCyc:URACIL NIST Chemistry WebBook:66-22-8 O=c1cc[nH]c(=O)[nH]1 PDBeChem:URA Reaxys:606623 U URACIL Ura Uracil Urazil Wikipedia:Uracil chebi_ontology pyrimidine-2,4(1H,3H)-dione beta-carotene 1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene) A cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid. BETA-CAROTENE Beilstein:1917416 C40H56 CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C CHEBI:10355 CHEBI:12392 CHEBI:17579 CHEBI:22834 CHEBI:40987 COMe:MOL000093 ChemIDplus:7235-40-7 CiteXplore:11171227 CiteXplore:11182771 CiteXplore:11332447 CiteXplore:11359610 CiteXplore:11382814 CiteXplore:11567548 CiteXplore:11677037 CiteXplore:11714348 CiteXplore:11962062 CiteXplore:12081834 CiteXplore:12891827 CiteXplore:14658721 CiteXplore:14764912 CiteXplore:14976384 CiteXplore:14997360 CiteXplore:15113067 CiteXplore:15333155 CiteXplore:15695449 CiteXplore:15789045 CiteXplore:15909543 CiteXplore:15949680 CiteXplore:15949683 CiteXplore:16036331 CiteXplore:16087476 CiteXplore:16338959 CiteXplore:16563447 CiteXplore:17004738 CiteXplore:17625873 CiteXplore:17708644 CiteXplore:17851775 CiteXplore:18429004 CiteXplore:18766464 CiteXplore:18767554 CiteXplore:18794175 CiteXplore:19480350 CiteXplore:19574250 CiteXplore:19669835 CiteXplore:19703237 CiteXplore:19852884 CiteXplore:19888275 CiteXplore:19896667 CiteXplore:19937581 CiteXplore:20074992 CiteXplore:20515074 CiteXplore:22079732 CiteXplore:22309480 CiteXplore:22428124 CiteXplore:22489215 CiteXplore:22534340 CiteXplore:22575730 HMDB:HMDB00561 InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ InChIKey=OENHQHLEOONYIE-JLTXGRSLSA-N KEGG COMPOUND:7235-40-7 KEGG COMPOUND:C02094 KEGG DRUG:D03101 LIPID MAPS:LMPR01070000 LIPID MAPS:LMPR01070001 MetaCyc:CPD1F-129 NIST Chemistry WebBook:7235-40-7 PDBeChem:BCR Reaxys:1917416 Wikipedia:Beta_Carotene all-trans-beta-carotene beta,beta-carotene beta-Carotene beta-Karotin chebi_ontology trans-hexadec-2-enal (2E)-hexadec-2-enal 2-trans-Hexadecenal 2-trans-hexadecenal A hexadecenal that has formula C16H30O. C16H30O CHEBI:11490 CHEBI:1288 CHEBI:17585 CHEBI:19791 InChI=1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h14-16H,2-13H2,1H3/b15-14+ InChIKey=KLJFYXOVGVXZKT-CCEZHUSRSA-N KEGG COMPOUND:C02788 LIPID MAPS:LMFA06000089 [H]C(=O)\C=C\CCCCCCCCCCCCC chebi_ontology maltooligosaccharide (1->4)-alpha-D-glucooligosaccharides A glucooligosaccharide derived from glucose monomers linked via alpha-D-1,4 bonds as in maltose. The term is commonly applied to the series of linear oligosaccharides composed of two, three, four, five and six such units of glucose. CHEBI:11169 CHEBI:17593 CHEBI:18926 CHEBI:543 CHEBI:64478 chebi_ontology maltooligosaccharides inosine (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol 9-(beta-D-ribofuranosyl)-9H-purin-6-ol 9-beta-D-ribofuranosyl-9H-purin-6-ol 9-beta-D-ribofuranosylhypoxanthine A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. Beilstein:624889 C10H12N4O5 CHEBI:14456 CHEBI:17596 CHEBI:24841 CHEBI:44407 CHEBI:5927 ChemIDplus:58-63-9 CiteXplore:22770225 Gmelin:489332 HMDB:HMDB00195 INOSINE InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 InChIKey=UGQMRVRMYYASKQ-KQYNXXCUSA-N Inosin Inosine KEGG COMPOUND:58-63-9 KEGG COMPOUND:C00294 MetaCyc:INOSINE NIST Chemistry WebBook:58-63-9 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12 PDBeChem:NOS Reaxys:624889 Wikipedia:Inosine chebi_ontology hypoxanthine D-riboside hypoxanthosine i inosina inosine inosine inosinum D-aldohexose Any D-aldose having a chain of six carbon atoms in the molecule. C6H12O6 CHEBI:12990 CHEBI:17608 CHEBI:21038 D-aldohexose D-aldohexoses chebi_ontology ribonucleoside diphosphate C5H11O10P2R CHEBI:15046 CHEBI:17668 CHEBI:26557 CHEBI:8845 KEGG COMPOUND:C03723 Ribonucleoside diphosphate chebi_ontology ribonucleoside diphosphate ribonucleoside diphosphates ceramide C19H36NO3R CHEBI:12487 CHEBI:13954 CHEBI:17761 CHEBI:23074 CHEBI:7242 Cer Ceramide Ceramides (N-acyl-sphingoid bases) are a major subclass of sphingoid base derivatives with an amide-linked fatty acid. The fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. Ceramides are generally precursors of more complex sphingolipids. CiteXplore:7542630 KEGG COMPOUND:C00195 LIPID MAPS:LMSP02 N-acylated sphingoid Wikipedia:Ceramide ceramides chebi_ontology serine 2-Amino-3-hydroxypropionic acid 2-amino-3-hydroxypropanoic acid 3-Hydroxyalanine An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. Beilstein:1721402 C3H7NO3 CHEBI:15081 CHEBI:17822 CHEBI:26648 CHEBI:9116 ChemIDplus:302-84-1 Gmelin:26429 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) InChIKey=MTCFGRXMJLQNBG-UHFFFAOYSA-N KEGG COMPOUND:C00716 NC(CO)C(O)=O NIST Chemistry WebBook:302-84-1 Reaxys:1721402 Serin Serine chebi_ontology serine 2'-deoxyribonucleoside diphosphate 2'-Deoxyribonucleoside diphosphate 2'-deoxyribonucleoside diphosphate 2'-deoxyribonucleoside diphosphates C5H11O9P2R CHEBI:11396 CHEBI:17955 CHEBI:19256 CHEBI:838 KEGG COMPOUND:C04232 chebi_ontology acyl-CoA A thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any carboxylic acid. Acyl coenzyme A Acyl-CoA C22H35N7O17P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O CHEBI:13727 CHEBI:13802 CHEBI:17984 CHEBI:22223 CHEBI:2455 CiteXplore:11264983 CiteXplore:11524729 CiteXplore:16495773 CiteXplore:21514367 CiteXplore:21541677 KEGG COMPOUND:9029-97-4 KEGG COMPOUND:C00040 chebi_ontology keto-phenylpyruvate 2-oxo-3-phenylpropanoate 3-(4-hydroxyphenyl)pyruvate 3-phenyl-2-oxopropanoate A 2-oxo monocarboxylic acid anion that has formula C9H7O3. Beilstein:3944391 C9H7O3 CHEBI:12821 CHEBI:14784 CHEBI:18005 CHEBI:26007 ChEBI:C00166 Gmelin:847922 InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)/p-1 InChIKey=BTNMPGBKDVTSJY-UHFFFAOYSA-M [O-]C(=O)C(=O)Cc1ccccc1 chebi_ontology NADP(+) 2'-O-phosphonoadenosine 5'-{3-[1-(3-carbamoylpyridinio)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate} A NAD(P)(+) that has formula C21H29N7O17P3. Beilstein:3645734 C21H29N7O17P3 CHEBI:13398 CHEBI:18009 CHEBI:21903 CHEBI:7424 COMe:MOL000029 InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 InChIKey=XJLXINKUBYWONI-NNYOXOHSSA-O KEGG COMPOUND:53-59-8 KEGG COMPOUND:C00006 NADP NADP+ NC(=O)c1ccc[n+](c1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O Nicotinamide adenine dinucleotide phosphate TPN Triphosphopyridine nucleotide beta-Nicotinamide adenine dinucleotide phosphate beta-nicotinamide adenine dinucleotide phosphate chebi_ontology oxidized nicotinamide-adenine dinucleotide phosphate fumaric acid (2E)-2-butenedioic acid (2E)-but-2-enedioic acid (E)-2-butenedioic acid A butenedioic acid in which the C=C double bond has E geometry. Beilstein:605763 C4H4O4 CHEBI:18012 CHEBI:24124 CHEBI:42743 CHEBI:5190 ChemIDplus:110-17-8 CiteXplore:17439666 CiteXplore:21414846 CiteXplore:22113915 CiteXplore:22217732 CiteXplore:22516248 E297 FUMARIC ACID Fumaric acid Fumarsaeure Gmelin:49855 HMDB:HMDB00134 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ InChIKey=VZCYOOQTPOCHFL-OWOJBTEDSA-N KEGG COMPOUND:110-17-8 KEGG COMPOUND:C00122 KEGG DRUG:D02308 MetaCyc:FUM NIST Chemistry WebBook:110-17-8 OC(=O)\C=C\C(O)=O PDBeChem:FUM Reaxys:605763 Wikipedia:Fumaric_Acid chebi_ontology trans-1,2-ethylenedicarboxylic acid trans-Butenedioic acid trans-but-2-enedioic acid L-lysine (2S)-2,6-diaminohexanoic acid (S)-2,6-diaminohexanoic acid (S)-alpha,epsilon-diaminocaproic acid (S)-lysine 6-ammonio-L-norleucine An L-alpha-amino acid; the L-isomer of lysine. Beilstein:1722531 C6H14N2O2 CHEBI:13135 CHEBI:18019 CHEBI:21351 CHEBI:43950 CHEBI:6264 ChemIDplus:56-87-1 CiteXplore:10930630 CiteXplore:16901854 CiteXplore:17051348 CiteXplore:17979222 CiteXplore:22019452 CiteXplore:22064742 CiteXplore:22575419 CiteXplore:22735334 CiteXplore:8070089 DrugBank:DB00123 Gmelin:364182 HMDB:HMDB00182 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1 InChIKey=KDXKERNSBIXSRK-YFKPBYRVSA-N K KEGG COMPOUND:56-87-1 KEGG COMPOUND:C00047 KEGG DRUG:D02304 L-2,6-Diaminocaproic acid L-Lysin L-Lysine L-lysine Lys Lysine acid MetaCyc:LYS NCCCC[C@H](N)C(O)=O NIST Chemistry WebBook:56-87-1 Reaxys:1722531 Wikipedia:Lysine chebi_ontology 4-trimethylammoniobutanal 4-Trimethylammoniobutanal A butanal that has formula C7H16NO. Beilstein:64595-66-0 C7H16NO CHEBI:12046 CHEBI:18020 CHEBI:1940 CHEBI:20483 InChI=1S/C7H16NO/c1-8(2,3)6-4-5-7-9/h7H,4-6H2,1-3H3/q+1 InChIKey=OITBLCDWXSXNCN-UHFFFAOYSA-N KEGG COMPOUND:C01149 N,N,N-trimethyl-4-oxobutan-1-aminium [H]C(=O)CCC[N+](C)(C)C chebi_ontology phosphoenolpyruvate 2-(phosphonooxy)-2-propenoate 2-(phosphonooxy)acrylate 2-(phosphonooxy)prop-2-enoate 2-hydroxy-2-propenoate (dihydrogen phosphate) (ester) 2-hydroxy-2-propenoate phosphate (ester) A monocarboxylic acid anion resuting from selective deprotonation of the carboxy group of phosphoenolpyruvic acid. C3H4O6P CHEBI:14812 CHEBI:18021 CHEBI:26054 CHEBI:8147 ChemIDplus:73-89-2 InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)/p-1 InChIKey=DTBNBXWJWCWCIK-UHFFFAOYSA-M KEGG COMPOUND:C00074 O-phosphono-enol-pyruvate OP(O)(=O)OC(=C)C([O-])=O PDBeChem:PEP PEP PHOSPHOENOLPYRUVATE Phosphoenolpyruvate Reaxys:3946007 chebi_ontology phosphoenolpyruvate(1-) 4-fumarylacetoacetate(2-) (2E)-4,6-dioxooct-2-enedioate 4-fumarylacetoacetate 4-fumarylacetoacetate dianion A dicarboxylic acid dianion resuting from removal of a proton from both carboxy groups of 4-fumarylacetoacetic acid. C8H6O6 CHEBI:11988 CHEBI:18034 CHEBI:20368 ChEBI:C01061 ChEBI:c0110 CiteXplore:11532983 InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/p-2/b2-1+ InChIKey=GACSIVHAIFQKTC-OWOJBTEDSA-L [O-]C(=O)CC(=O)CC(=O)\C=C\C([O-])=O chebi_ontology fumarylacetoacetate diglyceride C5H6O5R2 CHEBI:14135 CHEBI:18035 CHEBI:23653 CHEBI:4481 Diacylglycerol Diglyceride KEGG COMPOUND:C00165 LIPID MAPS:LMGL0201 a diacylglycerol chebi_ontology di-O-acylglycerols diacylglycerols diglycerides diglycerides L-glutamine (2S)-2,5-diamino-5-oxopentanoic acid (2S)-2-amino-4-carbamoylbutanoic acid (S)-2,5-diamino-5-oxopentanoic acid An optically active form of glutamine having L-configuration. C5H10N2O3 CHEBI:13110 CHEBI:18050 CHEBI:21308 CHEBI:42812 CHEBI:42814 CHEBI:42899 CHEBI:42943 CHEBI:6227 ChemIDplus:1723797 ChemIDplus:56-85-9 CiteXplore:11139387 CiteXplore:15204730 CiteXplore:22055478 CiteXplore:22206385 CiteXplore:22451274 CiteXplore:22453904 CiteXplore:22575040 CiteXplore:22770225 DrugBank:DB00130 GLUTAMINE Glutamic acid 5-amide Glutamic acid amide Gmelin:3509 HMDB:HMDB00641 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 InChIKey=ZDXPYRJPNDTMRX-VKHMYHEASA-N KEGG COMPOUND:56-85-9 KEGG COMPOUND:C00064 KEGG DRUG:D00015 L-(+)-glutamine L-2-Aminoglutaramic acid L-2-aminoglutaramic acid L-Glutamin L-Glutamine L-Glutaminsaeure-5-amid L-glutamic acid gamma-amide L-glutamine Levoglutamide MetaCyc:GLN NIST Chemistry WebBook:56-85-9 N[C@@H](CCC(N)=O)C(O)=O PDBeChem:GLN Q Reaxys:1723797 Wikipedia:Glutamine chebi_ontology lipid 'Lipids' is a loosely defined term for substances of biological origin that are soluble in nonpolar solvents. They consist of saponifiable lipids, such as glycerides (fats and oils) and phospholipids, as well as nonsaponifiable lipids, principally steroids. CHEBI:14517 CHEBI:18059 CHEBI:25054 CHEBI:6486 KEGG COMPOUND:C01356 Lipid chebi_ontology lipid lipids UDP-D-glucose A UDP-sugar having D-glucose as the sugar component. C15H24N2O17P2 CHEBI:13498 CHEBI:13505 CHEBI:18066 CHEBI:22103 CHEBI:27234 CHEBI:9845 CHEBI:9895 InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14?/m1/s1 InChIKey=HSCJRCZFDFQWRP-RDKQLNKOSA-N KEGG COMPOUND:133-89-1 KEGG COMPOUND:C00029 OC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H](O)[C@@H]1O UDP-D-glucose UDP-Glc UDP-glucose UDPglucose Uridine 5'-(trihydrogen diphosphate), P'-alpha-D-glucopyranosyl ester Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester Uridine diphosphate glucose chebi_ontology uridine 5'-[3-D-glucopyranosyl dihydrogen diphosphate] uridinediphosphoglucose dTDP 2'-deoxyribosylthymine 5'-(trihydrogen diphosphate) A thymidine phosphate having a diphosphate group at the 5'-position. Beilstein:64132 C10H16N2O11P2 CHEBI:10500 CHEBI:14077 CHEBI:18075 CHEBI:26998 CHEBI:46061 Cc1cn([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O2)c(=O)[nH]c1=O ChemIDplus:491-97-4 Deoxythymidine 5'-diphosphate DrugBank:DB03103 InChI=1S/C10H16N2O11P2/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(22-8)4-21-25(19,20)23-24(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 InChIKey=UJLXYODCHAELLY-XLPZGREQSA-N KEGG COMPOUND:C00363 PDBeChem:TYD THYMIDINE-5'- DIPHOSPHATE chebi_ontology dTDP deoxy-TDP thymidine 5'-(trihydrogen diphosphate) thymidine 5'-diphosphate thymidine 5'-pyrophosphate dTTP 2'-deoxythymidine triphosphate 5'-TTP A pyrimidine 2'-deoxyribonucleoside 5'-triphosphate that has formula C10H17N2O14P3. Beilstein:71453 C10H17N2O14P3 CHEBI:10530 CHEBI:14093 CHEBI:18077 CHEBI:27000 CHEBI:46175 Cc1cn([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)[nH]c1=O ChemIDplus:365-08-2 Deoxythymidine 5'-triphosphate Deoxythymidine triphosphate DrugBank:DB02452 InChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 InChIKey=NHVNXKFIZYSCEB-XLPZGREQSA-N KEGG COMPOUND:C00459 PDBeChem:TTP THYMIDINE-5'-TRIPHOSPHATE TTP Wikipedia:Deoxythymidine_Triphosphate chebi_ontology dTTP dThd5'PPP deoxy-TTP pppdT thymidine 5'-(tetrahydrogen triphosphate) thymidine 5'-triphosphate glycosaminoglycan Any polysaccharide containing a substantial proportion of aminomonosaccharide residues. CHEBI:14361 CHEBI:18085 CHEBI:24398 CHEBI:5495 Glycosaminoglycan Glykosaminoglykan KEGG COMPOUND:C02545 Wikipedia:Glycosaminoglycan chebi_ontology glicosaminoglicano glycosaminoglycan glycosaminoglycane glycosaminoglycans myo-inositol polyphosphate CHEBI:10604 CHEBI:12833 CHEBI:18087 KEGG COMPOUND:C11525 chebi_ontology myo-Inositol polyphosphate myo-inositol polyphosphate myo-inositol polyphosphates N-benzoylglycine An N-acylglycine in which the acyl group is specified as benzoyl. Benzamidoacetic acid Benzamidoessigsaeure Benzoylaminoacetic acid Benzoylaminoessigsaeure C9H9NO3 CHEBI:12492 CHEBI:14400 CHEBI:18089 CHEBI:24595 CHEBI:5725 ChemIDplus:495-69-2 CiteXplore:14646363 CiteXplore:15879000 CiteXplore:16760132 CiteXplore:17190852 CiteXplore:19283696 CiteXplore:19891605 CiteXplore:20405919 CiteXplore:22770225 CiteXplore:7153346 CiteXplore:8734460 CiteXplore:9120876 CiteXplore:9609721 HMDB:HMDB00714 Hippurate Hippuric acid Hippursaeure InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12) InChIKey=QIAFMBKCNZACKA-UHFFFAOYSA-N KEGG COMPOUND:495-69-2 KEGG COMPOUND:C01586 MetaCyc:CPD-425 N-Benzoylglycine N-benzoylglycine NIST Chemistry WebBook:495-69-2 OC(=O)CNC(=O)c1ccccc1 Phenylcarbonylaminoacetic acid Reaxys:1073987 Wikipedia:Hippuric_acid chebi_ontology 3-aminopropanal 3-Aminopropanal 3-Aminopropionaldehyde 3-aminopropanal A propanal having an amino substituent at the 3-position Beilstein:1738024 C3H7NO CHEBI:11758 CHEBI:1455 CHEBI:18090 CHEBI:19966 ChemIDplus:352-92-1 InChI=1S/C3H7NO/c4-2-1-3-5/h3H,1-2,4H2 InChIKey=PCXDJQZLDDHMGX-UHFFFAOYSA-N KEGG COMPOUND:C02229 [H]C(=O)CCN chebi_ontology multi-methyl-branched fatty acyl-CoA A branched-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any multi-methyl-branched fatty acid. C23H37N7O17P3SR(C2H4)n CHEBI:14625 CHEBI:18100 CHEBI:25428 CHEBI:7019 CiteXplore:3880746 KEGG COMPOUND:C04013 Multi-methyl-branched acyl-CoA chebi_ontology multi-methyl-branched acyl-CoA (0) multi-methyl-branched fatty acyl-CoAs multi-methyl-branched fatty acyl-coenzyme A multi-methyl-branched fatty acyl-coenzyme As D-fructose 1-phosphate 1-O-phosphono-D-fructose A ketohexose monophosphate that has formula C6H13O9P. C6H13O9P CHEBI:12925 CHEBI:18105 CHEBI:20932 CHEBI:4121 CHEBI:5173 ChemIDplus:15978-08-2 D-Fructose 1-phosphate D-fructose 1-(dihydrogen phosphate) InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3,5-8,10-11H,1-2H2,(H2,12,13,14)/t3-,5-,6-/m1/s1 InChIKey=ZKLLSNQJRLJIGT-UYFOZJQFSA-N KEGG COMPOUND:15978-08-2 KEGG COMPOUND:C01094 [H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O chebi_ontology phosphocholine Beilstein:1784889 C5H15NO4P CHEBI:12720 CHEBI:13986 CHEBI:18132 CHEBI:23214 CHEBI:3667 CHEBI:44707 C[N+](C)(C)CCOP(O)(O)=O ChemIDplus:107-73-3 ChoP Choline phosphate CiteXplore:15267227 CiteXplore:15583011 CiteXplore:6420466 CiteXplore:6790611 CiteXplore:7450902 DrugBank:DB03945 Gmelin:2594827 InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1 InChIKey=YHHSONZFOIEMCP-UHFFFAOYSA-O KEGG COMPOUND:107-73-3 KEGG COMPOUND:C00588 N,N,N-trimethyl-2-(phosphonooxy)ethanaminium O-Phosphocholine O-phosphocholine PDBeChem:PC PHOSPHOCHOLINE Phosphocholine Phosphorylcholine The phosphate of choline; and the parent compound of the phosphocholine family. Trimethyl(2-(phosphonooxy)ethyl)ammonium chebi_ontology hexose Any six-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldohexose) or a ketone group at position 2 (ketohexose). CHEBI:14399 CHEBI:18133 CHEBI:24590 CHEBI:5709 Hexose KEGG COMPOUND:C00738 chebi_ontology hexose hexoses heparan sulfate alpha-D-glucosaminide A heparan sulfate having an alpha-D-glucosaminyl residue at the non-reducing end. The heparan sulfate part consists of a variably sulfated repeating disaccharide unit. C6H13NO5(C12H19NO19S3)n CHEBI:13556 CHEBI:14389 CHEBI:18137 CHEBI:24498 CHEBI:5663 Heparan sulfate alpha-D-glucosaminide InChI=1S/C18H32N2O24S3/c19-5-8(23)7(22)3(1-21)40-17(5)42-12-10(25)13(44-47(35,36)37)18(43-14(12)15(26)27)41-11-4(2-38-46(32,33)34)39-16(28)6(9(11)24)20-45(29,30)31/h3-14,16-18,20-25,28H,1-2,19H2,(H,26,27)(H,29,30,31)(H,32,33,34)(H,35,36,37)/t3-,4-,5-,6-,7-,8-,9-,10+,11-,12+,13-,14-,16+,17-,18-/m1/s1 InChIKey=JAXHHZAWQAGVNS-BCMGMHEASA-N KEGG COMPOUND:C04384 chebi_ontology trimethylamine (CH3)3N A tertiary amine that is ammonia in which each hydrogen atom is substituted by an methyl group. Beilstein:956566 C3H9N CHEBI:15261 CHEBI:18139 CHEBI:27125 CHEBI:27127 CHEBI:9732 CN(C)C ChemIDplus:75-50-3 CiteXplore:14047118 CiteXplore:15304308 CiteXplore:15752091 CiteXplore:17190852 CiteXplore:1801314 CiteXplore:2501587 CiteXplore:5161463 Gmelin:1309 HMDB:HMDB00906 InChI=1S/C3H9N/c1-4(2)3/h1-3H3 InChIKey=GETQZCLCWQTVFV-UHFFFAOYSA-N KEGG COMPOUND:75-50-3 KEGG COMPOUND:C00565 MetaCyc:TRIMETHYLAMINE N(CH3)3 N,N,N-trimethylamine N,N-Dimethylmethanamine N,N-dimethylmethanamine NIST Chemistry WebBook:75-50-3 NMe3 PDBeChem:KEN Reaxys:956566 TMA Trimethylamin Trimethylamine Wikipedia:Trimethylamine chebi_ontology tridimethylaminomethane ethene Aethen Aethylen An alkene that has formula C2H4. Beilstein:1730731 C2H4 C=C CH2=CH2 CHEBI:14230 CHEBI:18153 CHEBI:24000 CHEBI:4899 ChemIDplus:74-85-1 Ethylene Gmelin:214 H2C=CH2 InChI=1S/C2H4/c1-2/h1-2H2 InChIKey=VGGSQFUCUMXWEO-UHFFFAOYSA-N KEGG COMPOUND:74-85-1 KEGG COMPOUND:C06547 NIST Chemistry WebBook:74-85-1 UM-BBD:c0359 chebi_ontology ethene polysaccharide A biomacromolecule consisting of large numbers of monosaccharide residues linked glycosidically. This term is commonly used only for those containing more than ten monosaccharide residues. CHEBI:14864 CHEBI:18154 CHEBI:26205 CHEBI:8322 Glycan Glycane Glykan Glykane KEGG COMPOUND:C00420 Polysaccharide chebi_ontology glycans polisacarido polisacaridos polysaccharide polysaccharides 1D-myo-inositol 3-phosphate 1D-myo-Inositol 3-monophosphate 1D-myo-Inositol 3-phosphate 1L-myo-Inositol 1-phosphate 1L-myo-inositol 1-(dihydrogen phosphate) A myo-inositol monophosphate that has formula C6H13O9P. Beilstein:2622083 C6H13O9P CHEBI:11365 CHEBI:18169 CHEBI:19196 CHEBI:814 ChemIDplus:2831-74-5 D-myo-Inositol 3-monophosphate D-myo-Inositol 3-phosphate InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m0/s1 InChIKey=INAPMGSXUVUWAF-PTQMNWPWSA-N Inositol 3-phosphate KEGG COMPOUND:C04006 L-myo-Inositol 1-phosphate Myoinositol 3-phosphate O[C@H]1[C@H](O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1O chebi_ontology 5-oxo-L-proline (-)-2-pyrrolidone-5-carboxylic acid (2S)-5-oxopyrrolidine-2-carboxylic acid (S)-(-)-2-pyrrolidone-5-carboxylic acid (S)-pyroglutamic acid 5-Oxo-L-proline 5-oxo-L-proline An optically active form of 5-oxoproline having L-configuration. Beilstein:5251861 Beilstein:82132 C5H7NO3 CHEBI:12153 CHEBI:18183 CHEBI:20619 CHEBI:2113 CHEBI:44704 ChemIDplus:98-79-3 CiteXplore:17439666 CiteXplore:22560249 CiteXplore:22619187 DrugBank:DB03088 Gmelin:1125330 HMDB:HMDB00267 InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1 InChIKey=ODHCTXKNWHHXJC-VKHMYHEASA-N KEGG COMPOUND:98-79-3 KEGG COMPOUND:C01879 L-5-Pyrrolidone-2-carboxylic acid L-Pyroglutamic acid MetaCyc:5-OXOPROLINE NIST Chemistry WebBook:98-79-3 PDBeChem:PCA PYROGLUTAMIC ACID Reaxys:82132 Wikipedia:Pyroglutamic_acid [H][C@]1(CCC(=O)N1)C(O)=O chebi_ontology pidolic acid thioredoxin disulfide C6H7NO2S2R2 CHEBI:14726 CHEBI:15240 CHEBI:18191 CHEBI:7845 KEGG COMPOUND:C00343 Oxidized thioredoxin Thioredoxin disulfide Thioredoxin sulfide chebi_ontology myo-inositol 1,3-bisphosphate 1D-myo-Inositol 1,3-bisphosphate A myo-inositol bisphosphate that has formula C6H14O12P2. C6H14O12P2 CHEBI:12893 CHEBI:18225 CHEBI:19191 CHEBI:4275 CHEBI:43416 D-myo-Inositol 1,3-bisphosphate D-myo-inositol 1,3-bisphosphate DrugBank:DB02942 InChI=1S/C6H14O12P2/c7-1-2(8)5(17-19(11,12)13)4(10)6(3(1)9)18-20(14,15)16/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3+,4+,5+,6- InChIKey=PUVHMWJJTITUGO-FICORBCRSA-N Inositol 1,3-bisphosphate KEGG COMPOUND:103597-56-4 KEGG COMPOUND:C04062 O[C@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@@H](O)[C@@H](OP(O)(O)=O)[C@@H]1O PDBeChem:ITP PHOSPHORIC ACID MONO-(2,3,4,6-TETRAHYDROXY-5-PHOSPHONOOXY-CYCLOHEXYL) ESTER chebi_ontology myo-Inositol 1,3-bisphosphate myo-inositol 1,3-bis(dihydrogen phosphate) 1D-myo-inositol 1,3,4-trisphosphate (1S,3S,4S)-1,3,4-TRIPHOSPHO-MYO-INOSITOL 1D-myo-Inositol 1,3,4-trisphosphate 1D-myo-inositol 1,3,4-tris(dihydrogen phosphate) 1D-myo-inositol 1,3,4-trisphosphate A myo-inositol trisphosphate that has formula C6H15O15P3. C6H15O15P3 CHEBI:11352 CHEBI:18228 CHEBI:19190 CHEBI:43378 CHEBI:810 D-myo-Inositol 1,3,4-trisphosphate InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2-,3+,4+,5+,6+/m1/s1 InChIKey=MMWCIQZXVOZEGG-MLQGYMEPSA-N Inositol 1,3,4-trisphosphate KEGG COMPOUND:C01243 O[C@@H]1[C@@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H](O)[C@H]1OP(O)(O)=O PDBeChem:I3S chebi_ontology 4-hydroxy-L-proline (2S)-4-hydroxypyrrolidine-2-carboxylic acid 4-Hydroxy-L-proline 4-hydroxy-L-proline C5H9NO3 CHEBI:11999 CHEBI:18240 CHEBI:1852 InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3?,4-/m0/s1 InChIKey=PMMYEEVYMWASQN-BKLSDQPFSA-N KEGG COMPOUND:51-35-4 KEGG COMPOUND:C01015 L-Hydroxyproline OC1CN[C@@H](C1)C(O)=O The L-stereomer of 4-hydroxyproline. chebi_ontology 2'-deoxyribonucleoside 5'-monophosphate 2'-Deoxynucleoside 5'-monophosphate 2'-Deoxynucleoside 5'-phosphate 2'-deoxynucleoside 5'-phosphate (0) 2'-deoxyribonucleoside 5'-monophosphates A 2'-deoxyribonucleoside monophosphate compound with the phosphate group in the 5'-position. C5H10O6PR CHEBI:11395 CHEBI:13587 CHEBI:14120 CHEBI:18241 CHEBI:19253 CHEBI:23637 CHEBI:4423 CHEBI:4425 Deoxynucleoside 5'-phosphate Deoxynucleoside phosphate KEGG COMPOUND:C00676 KEGG COMPOUND:C03607 chebi_ontology dopamine 2-(3,4-Dihydroxyphenyl)ethylamine 2-(3,4-dihydroxyphenyl)ethylamine 3,4-Dihydroxyphenethylamine 3-Hydroxytyramine 4-(2-Aminoethyl)-1,2-benzenediol 4-(2-Aminoethyl)benzene-1,2-diol 4-(2-aminoethyl)-1,2-benzenediol 4-(2-aminoethyl)benzene-1,2-diol 4-(2-aminoethyl)catechol 4-(2-aminoethyl)pyrocatechol C8H11NO2 CHEBI:11695 CHEBI:11930 CHEBI:14203 CHEBI:1764 CHEBI:18243 CHEBI:23886 CHEBI:43686 Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group. ChemIDplus:51-61-6 Deoxyepinephrine Dopamine DrugBank:DB00988 Hydroxytyramin InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2 InChIKey=VYFYYTLLBUKUHU-UHFFFAOYSA-N KEGG COMPOUND:C03758 KEGG DRUG:D07870 NCCc1ccc(O)c(O)c1 Wikipedia:Dopamine chebi_ontology dopamina dopamine dopaminum iron atom 26Fe An iron group element atom that has formula Fe. CHEBI:13322 CHEBI:18248 CHEBI:24872 CHEBI:5974 ChemIDplus:7439-89-6 DrugBank:DB01592 Eisen Fe InChI=1S/Fe InChIKey=XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron KEGG COMPOUND:7439-89-6 KEGG COMPOUND:C00023 NIST Chemistry WebBook:7439-89-6 WebElements:Fe [Fe] chebi_ontology fer ferrum hierro iron iron zymosterol 5alpha-Cholesta-8,24-dien-3beta-ol 5alpha-cholesta-8,24-dien-3beta-ol A 3beta-sterol that has formula C27H44O. Beilstein:2568614 C27H44O CHEBI:10131 CHEBI:12172 CHEBI:18252 CHEBI:20646 CHEBI:27370 ChemIDplus:128-33-6 InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1 InChIKey=CGSJXLIKVBJVRY-XTGBIJOFSA-N KEGG COMPOUND:128-33-6 KEGG COMPOUND:C05437 LIPID MAPS:LMST01010066 Zymosterol [H][C@@]12CCC3=C(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCC=C(C)C)[C@@]1(C)CC[C@H](O)C2 chebi_ontology delta8,24-Cholestadien-3beta-ol zymostrol ribonucleoside C5H9O4R CHEBI:13014 CHEBI:13015 CHEBI:18254 CHEBI:21085 CHEBI:26560 CHEBI:4240 CHEBI:8844 KEGG COMPOUND:C00911 Ribonucleoside chebi_ontology ribonucleosides N-carbamoyl-beta-alanine 3-(carbamoylamino)propanoic acid 3-Ureidopropanoate 3-Ureidopropionate 3-Ureidopropionic acid 3-[(aminocarbonyl)amino]propanoic acid 3-ureidopropanoic acid A beta-alanine derivative that is propionic acid bearing a ureido group at position 3. Beilstein:1705263 C4H8N2O3 CHEBI:12495 CHEBI:1671 CHEBI:18261 CHEBI:21690 CHEBI:46352 ChemIDplus:462-88-4 CiteXplore:1536562 CiteXplore:17190852 CiteXplore:22770225 Gmelin:675230 HMDB:HMDB00026 InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9) InChIKey=JSJWCHRYRHKBBW-UHFFFAOYSA-N KEGG COMPOUND:C02642 MetaCyc:3-UREIDO-PROPIONATE N-(AMINOCARBONYL)-BETA-ALANINE N-(aminocarbonyl)-beta-alanine N-Carbamoyl-beta-alanine N-carbamoyl-beta-alanine NC(=O)NCCC(O)=O PDBeChem:URP Reaxys:1705263 Ureidopropanoic acid Ureidopropionic acid Wikipedia:3-Ureidopropionic_acid beta-Ureidopropionic acid chebi_ontology N(2)-formyl-N(1)-(5-phospho-D-ribosyl)glycinamide 5'-Phosphoribosyl-N-formylglycinamide A glycinamide ribonucleotide having a phosphate group at the 5-position and a formyl group on the glycine nitrogen. C8H15N2O9P CHEBI:12635 CHEBI:18272 CHEBI:1982 CHEBI:20498 InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1 InChIKey=VDXLUNDMVKSKHO-ZRTZXPPTSA-N KEGG COMPOUND:C04376 N-(N-formylglycyl)-5-O-phosphono-D-ribofuranosylamine N-Formyl-GAR N-Formylglycinamide ribonucleotide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide O[C@H]1[C@@H](O)C(NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O chebi_ontology 2'-deoxyribonucleoside 2'-Deoxynucleoside 2'-deoxynucleoside 2'-deoxyribonucleosides 2-Deoxy-D-ribosyl-base C5H9O3R CHEBI:1083 CHEBI:11394 CHEBI:11567 CHEBI:11568 CHEBI:18274 CHEBI:19259 CHEBI:19560 CHEBI:4421 Deoxynucleoside KEGG COMPOUND:C02269 KEGG COMPOUND:C03216 OC[C@H]1O[C@@H]([*])C[C@@H]1O chebi_ontology dihydrogen An elemental hydrogen that has formula H2. CHEBI:13350 CHEBI:18276 CHEBI:25363 CHEBI:5785 ChemIDplus:1333-74-0 Gmelin:3 H2 Hydrogen InChI=1S/H2/h1H InChIKey=UFHFLCQGNIYNRP-UHFFFAOYSA-N KEGG COMPOUND:1333-74-0 KEGG COMPOUND:C00282 MolBase:748 NIST Chemistry WebBook:1333-74-0 [H][H] chebi_ontology dihydrogen molecular hydrogen N-acetyl-D-glucosaminyldiphosphodolichol A glucosaminylphosphodolichol that has formula C28H51NO12P2(C5H8)n. C28H51NO12P2(C5H8)n C33H59NO12P2 CHEBI:12458 CHEBI:12568 CHEBI:18278 CHEBI:21535 CHEBI:7136 InChI=1S/C33H59NO12P2/c1-23(2)12-8-13-24(3)14-9-15-25(4)16-10-17-26(5)18-11-19-27(6)20-21-43-47(39,40)46-48(41,42)45-33-30(34-28(7)36)32(38)31(37)29(22-35)44-33/h12,14,16,18,27,29-33,35,37-38H,8-11,13,15,17,19-22H2,1-7H3,(H,34,36)(H,39,40)(H,41,42)/b24-14+,25-16+,26-18-/t27?,29-,30-,31-,32-,33-/m1/s1 InChIKey=NSVKTXNITHYTDN-QQFUYBAXSA-N KEGG COMPOUND:C04500 KEGG GLYCAN:G00001 N-Acetyl-D-glucosaminyl-diphosphodolichol N-Acetyl-D-glucosaminyldiphosphodolichol chebi_ontology nucleobase CHEBI:13873 CHEBI:18282 CHEBI:25598 CHEBI:2995 chebi_ontology manganese atom 25Mn A manganese group element atom that has formula Mn. CHEBI:13382 CHEBI:18291 CHEBI:25153 CHEBI:6681 ChemIDplus:7439-96-5 InChI=1S/Mn InChIKey=PWHULOQIROXLJO-UHFFFAOYSA-N KEGG COMPOUND:7439-96-5 KEGG COMPOUND:C00034 Mangan Manganese Mn WebElements:Mn [Mn] chebi_ontology manganese manganese manganeso manganum delta-lactone 1,5-lactone 1,5-lactones CHEBI:18946 chebi_ontology delta-lactona delta-lactonas delta-lactone delta-lactones 12-HETE 12-hydroxy-5,8,10,14-eicosatetraenoic acid 12-hydroxy-5,8,10,14-icosatetraenoic acid A HETE that has formula C20H32O3. C20H32O3 CHEBI:19138 InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23) InChIKey=ZNHVWPKMFKADKW-UHFFFAOYSA-N [H]C(CCCC(O)=O)=CCC([H])=CC([H])=CC(O)CC([H])=CCCCCC chebi_ontology 17-oxo steroid 17-keto steroids 17-ketosteroids 17-oxo steroids CHEBI:19168 chebi_ontology 2'-deoxyribonucleoside 3'-monophosphate 2'-deoxyribonucleoside 3'-monophosphates CHEBI:19252 chebi_ontology purine 2'-deoxyribonucleoside CHEBI:19254 chebi_ontology purine 2'-deoxyribonucleosides pyrimidine 2'-deoxyribonucleoside CHEBI:19255 chebi_ontology pyrimidine 2'-deoxyribonucleosides 2'-deoxyribonucleoside monophosphate 2'-deoxyribonucleoside monophosphates CHEBI:19257 chebi_ontology 2'-deoxyribonucleotide 2'-deoxyribonucleotides CHEBI:19260 chebi_ontology 3',5'-cyclic purine nucleotide 3',5'-cyclic purine nucleotides CHEBI:19834 chebi_ontology 3-hydroxy fatty acyl-CoA 3-hydroxy fatty acyl CoA 3-hydroxy fatty acyl CoAs 3-hydroxy fatty acyl coenzyme A 3-hydroxy fatty acyl coenzyme As 3-hydroxyacyl-CoAs A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 3-hydroxy fatty acid. C24H39N7O18P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)[*] CHEBI:20060 CiteXplore:12106015 CiteXplore:1778900 CiteXplore:20583174 CiteXplore:20670938 CiteXplore:20923481 CiteXplore:21502722 CiteXplore:7552767 beta-hydroxy fatty acyl-CoA beta-hydroxy fatty acyl-CoAs beta-hydroxy fatty acyl-coenzyme A beta-hydroxy fatty acyl-coenzyme As beta-hydroxyacyl-CoA beta-hydroxyacyl-CoAs beta-hydroxyacyl-coenzyme A beta-hydroxyacyl-coenzyme As chebi_ontology 3-hydroxybutyric acid (1)-3-Hydroxybutyric acid 3 HBA 3-Hydroxybuttersaeure 3-OH-butyric acid 3-hydroxybutanoic acid A straight-chain 3-hydroxy monocarboxylic acid comprising a butyric acid core with a single hydroxy substituent in the 3- position; a ketone body whose levels are raised during ketosis, used as an energy source by the brain during fasting in humans. Also used to synthesise biodegradable plastics. BHBA Beilstein:773861 C4H8O3 CC(O)CC(O)=O CHEBI:20067 ChemIDplus:300-85-6 CiteXplore:10855969 CiteXplore:17190852 CiteXplore:17579249 CiteXplore:6061736 DL-beta-Hydroxybutyric acid HMDB:HMDB00357 InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7) InChIKey=WHBMMWSBFZVSSR-UHFFFAOYSA-N LIPID MAPS:LMFA01050005 Reaxys:773861 Wikipedia:3-hydroxybutyrate beta-Hydroxy-n-butyric acid beta-Hydroxybuttersaeure beta-hydroxy-n-butyric acid beta-hydroxybutanoic acid beta-hydroxybutyric acid chebi_ontology 6,7-dihydrobiopterin 2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydropteridin-4(6H)-one 6,7-Dihydrobiopterin 6,7-dihydrobiopterin A biopterin that has formula C9H13N5O3. C9H13N5O3 CC(O)C(O)C1CNC2=NC(N)=NC(=O)C2=N1 CHEBI:20680 ChEBI:C00268 Dihydrobiopterin InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17) InChIKey=ZHQJVZLJDXWFFX-UHFFFAOYSA-N Quinoid-dihydrobiopterin chebi_ontology q-dihydrobiopterin quinoid-dihydrobiopterin 7-methylguanosine 2-amino-9-(beta-D-ribofuranosyl)-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium 7-methylguanosine A positively charged methylguanosine in which a single methyl substituent is located at position 7. Beilstein:3631436 C11H16N5O5 CHEBI:20794 CHEBI:43882 C[n+]1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c12 ChemIDplus:20244-86-4 CiteXplore:22770225 DrugBank:DB03493 G HMDB:HMDB01107 InChI=1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/p+1/t4-,6-,7-,10-/m1/s1 InChIKey=OGHAROSJZRTIOK-KQYNXXCUSA-O MetaCyc:CPD0-1041 PDBeChem:MG7 Reaxys:3631436 Wikipedia:7-Methylguanosine chebi_ontology m7g aldohexose phosphate CHEBI:21037 aldohexose phosphate aldohexose phosphates chebi_ontology mannose phosphate CHEBI:21060 chebi_ontology mannose phosphates L-lanthionine (2R,2'R)-3,3'-sulfanediylbis(2-aminopropanoic acid) (R)-S-(2-amino-2-carboxyethyl)-L-cysteine (R,R)-2,6-diamino-4-thiaheptanedioic acid (R,R)-3,3'-thiobis-(2-aminopropanoic acid) (R,R)-bis(2-amino-2-carboxyethyl)sulfide 3,3'-thiobis-L-alanine A lanthionine that has formula C6H12N2O4S. C6H12N2O4S CHEBI:21347 ChemIDplus:922-55-4 InChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1 InChIKey=DWPCPZJAHOETAG-IMJSIDKUSA-N L-lanthionine N[C@@H](CSC[C@H](N)C(O)=O)C(O)=O chebi_ontology N-acetyl-L-amino acid An L-amino acid having an N-acetyl substituent. CHEBI:21545 chebi_ontology N-acetyl-amino acid CHEBI:21575 chebi_ontology N-acetyl-hexosamine CHEBI:21601 N-acetyl-hexosamine N-acetyl-hexosamines chebi_ontology N-acetylneuraminic acids CHEBI:21622 chebi_ontology N-acylglucosamine CHEBI:21638 N-acylglucosamine N-acylglucosamines chebi_ontology N-acyl-amino acid CHEBI:21653 chebi_ontology N-acylgalactosamine CHEBI:21655 N-acylgalactosamine N-acylgalactosamines chebi_ontology N-acyl-hexosamine CHEBI:21656 N-acyl-hexosamine N-acyl-hexosamines chebi_ontology N-glycosyl compound A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a nitrogen atom, thus creating a C-N bond. CHEBI:21731 N-glycoside N-glycosides N-glycosyl compounds chebi_ontology glycosylamine glycosylamines acetamides CHEBI:22160 Compounds with the general formula RNHC(=O)CH3. chebi_ontology adenosine phosphate CHEBI:22256 adenosine phosphates chebi_ontology adenosines CHEBI:22260 chebi_ontology aflatoxin Any of a group of related and highly toxic secondary metabolites (mycotoxins) whose main structural feature is a fused coumarin-bis(dihydrofuran) ring system and which are produced by strains of the moulds Aspergillus flavus or A. parasiticus, together with further metabolites of these mycotoxins CHEBI:22271 aflatoxins chebi_ontology alanine derivative CHEBI:22278 chebi_ontology alditol phosphate CHEBI:22297 alditol phosphate alditol phosphates chebi_ontology alkaloid Alkaloid Alkaloide Any of basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom (but not excluding those of animal origin). Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. By extension, certain neutral compounds biogenetically related to basic alkaloids are included. CHEBI:22315 alcaloide alcaloides alkaloids chebi_ontology alpha-D-glucoside CHEBI:22390 alpha-D-glucoside alpha-D-glucosides chebi_ontology amino alcohol An alcohol containing an amino functional group in addition to the alcohol-defining hydroxy group. CHEBI:22478 amino alcohols aminoalcohol aminoalcohols chebi_ontology amino oligosaccharide CHEBI:22483 amino oligosaccharides chebi_ontology aminobenzoic acid Aminobenzoesaeure C7H7NO2 CHEBI:22495 aminobenzoic acid chebi_ontology aminodiol An amino alcohol having two hydroxy functional groups. CHEBI:22501 amino diol amino diols aminodiols chebi_ontology aminoglycan CHEBI:22506 aminoglycans chebi_ontology aminopurine Any purine having at least one amino substituent. CHEBI:22527 aminopurines chebi_ontology amino sugar phosphate CHEBI:22529 amino sugar phosphate amino sugar phosphates chebi_ontology anilines CHEBI:22562 chebi_ontology anion A monoatomic or polyatomic species having one or more elementary charges of the electron. Anion Anionen CHEBI:22563 anion aniones anions chebi_ontology asparagine 2,4-diamino-4-oxobutanoic acid 2-amino-3-carbamoylpropanoic acid ASN An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group. Asn Asparagin Beilstein:1723525 C4H8N2O3 CHEBI:22653 ChemIDplus:3130-87-8 CiteXplore:22264337 CiteXplore:22770225 DL-Asparagine Gmelin:279043 Hasp InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9) InChIKey=DCXYFEDJOCDNAF-UHFFFAOYSA-N KEGG COMPOUND:C16438 N NC(CC(N)=O)C(O)=O Reaxys:1723525 Wikipedia:Asparagine asparagina asparagine chebi_ontology aspartic acid (+-)-Aspartic acid (R,S)-Aspartic acid 2-aminobutanedioic acid An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent Asp Beilstein:774618 C4H7NO4 CHEBI:22660 ChemIDplus:617-45-8 CiteXplore:22264337 D DL-Aminosuccinic acid DL-Asparagic acid Gmelin:185140 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9) InChIKey=CKLJMWTZIZZHCS-UHFFFAOYSA-N KEGG COMPOUND:C16433 NC(CC(O)=O)C(O)=O NIST Chemistry WebBook:617-45-8 Reaxys:774618 Wikipedia:Aspartic_acid aspartic acid chebi_ontology benzenes CHEBI:22712 chebi_ontology benzimidazoles An organic heterocyclic compound containing a benzene ring fused to an imidazole ring. CHEBI:22715 chebi_ontology benzoates A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any benzoic acid. CHEBI:22718 benzoate anion chebi_ontology benzoic acids CHEBI:22723 chebi_ontology benzopyran CHEBI:22727 benzopyrans chebi_ontology benzopyrrole CHEBI:22728 benzopyrroles chebi_ontology benzoquinones A quinone that is a cyclohexadiene which is substituted by two oxo groups. CHEBI:22729 chebi_ontology beta-alanine derivative CHEBI:22823 chebi_ontology branched-chain amino acid CHEBI:22918 chebi_ontology carbon oxide CHEBI:23014 carbon oxides chebi_ontology oxides of carbon chlorohydrocarbon A compound derived from a hydrocarbon by replacing a hydrogen atom with a chlorine atom. CHEBI:23115 chebi_ontology chlorinated hydrocarbons chlorohydrocarbons chloroalkane CHEBI:23128 alkyl chloride alkyl chlorides chebi_ontology chloroalkane chloroalkanes chloromethanes CHEBI:23148 chebi_ontology cholestanoyl-CoA A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any cholestan-26-oic acid. CHEBI:23197 chebi_ontology cholestanoyl-CoAs cholestanoyl-coenzyme A cholestanoyl-coenzyme As cholestenoyl-CoA A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any cholestenoic acid. CHEBI:23203 chebi_ontology cholestenoyl-CoAs cholestenoyl-coenzyme A cholestenoyl-coenzyme As cholines CHEBI:23217 chebi_ontology bile acid taurine conjugate Amide of a bile acid with taurine. CHEBI:23219 bile acid taurine conjugates chebi_ontology citrullines CHEBI:23324 chebi_ontology molecular entity Any constitutionally or isotopically distinct atom, molecule, ion, ion pair, radical, radical ion, complex, conformer etc., identifiable as a separately distinguishable entity. CHEBI:23367 chebi_ontology entidad molecular entidades moleculares entite moleculaire molecular entities molecular entity molekulare Entitaet coumarins CHEBI:23403 chebi_ontology cyclic nucleotide CHEBI:23447 chebi_ontology cyclic nucleotides cyclitol phosphate CHEBI:23450 chebi_ontology cyclitol phosphates cyclitol A polyol consisting of a cycloalkane containing at least three hydroxy groups, each attached to a different ring carbon atom. CHEBI:23451 chebi_ontology cyclitols cytidine 5'-phosphate CHEBI:23521 chebi_ontology cytidine 5'-phosphates cytidine phosphate CHEBI:23523 chebi_ontology cytidine phosphates cytidines CHEBI:23524 chebi_ontology deoxyaldopentose phosphate CHEBI:23634 chebi_ontology deoxyaldopentose phosphates deoxypentose phosphate deoxyribonucleoside CHEBI:23636 chebi_ontology deoxyribonucleosides diazole An azole that is either one of a pair of heterocyclic organic compounds comprising three carbon atoms and two nitrogen atoms arranged in a ring. CHEBI:23677 chebi_ontology diazoles pyrroline C4H7N CHEBI:23763 ChemIDplus:28350-87-0 chebi_ontology dihydropyrrole pyrroline pyrrolines diterpenoid Any terpenoid derived from a diterpene. The term includes compounds in which the C20 skeleton of the parent diterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). C20 isoprenoids CHEBI:23849 LIPID MAPS:LMPR0104 chebi_ontology diterpenoides diterpenoids dolichol phosphate CHEBI:23875 chebi_ontology icosanoid Any member of the group of signalling molecules arising from oxidation of the three C20 essential fatty acids (EFAs) icosapentaenoic acid (EPA), arachidonic acid (AA) and dihomo-gamma-linolenic acid (DGLA). CHEBI:23899 CiteXplore:12697726 CiteXplore:16107763 CiteXplore:19160658 CiteXplore:2657063 LIPID MAPS:LMFA03 Wikipedia:Eicosanoid chebi_ontology eicosanoid eicosanoids icosanoid icosanoids monoatomic anion CHEBI:23905 chebi_ontology monoatomic anions monoatomic cation CHEBI:23906 chebi_ontology monoatomic cations estradiol A 17-hydroxy steroid that has formula C18H24O2. C18H24O2 CHEBI:23965 InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17?,18+/m1/s1 InChIKey=VOXZDWNPVJITMN-WKUFJEKOSA-N [H][C@]12CC[C@]3(C)C(O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21 chebi_ontology estra-1,3,5(10)-triene-3,17-diol oestradiol ethanolamines CHEBI:23981 chebi_ontology ethanolamine furans CHEBI:24129 Compounds containing at least one furan ring. chebi_ontology oxacyclopenta-2,4-dienes glucocorticoid CHEBI:24261 Glucocorticoids are a class of steroid hormones that regulate a variety of physiological processes, in particular control of the concentration of glucose in blood. chebi_ontology glucocorticoids glucosaminylphosphodolichol CHEBI:24274 chebi_ontology glucoside CHEBI:24278 chebi_ontology glucosides glucosiduronic acid Any substance produced by linking glucuronic acid to another substance via a glycosidic bond. CHEBI:24302 chebi_ontology glucosiduronic acids glucuronide glutamic acid derivative CHEBI:24315 chebi_ontology glutamyl-L-amino acid CHEBI:24323 chebi_ontology glutathione derivative CHEBI:24337 chebi_ontology glycerone phosphates CHEBI:24356 chebi_ontology glycerone derivative CHEBI:24358 chebi_ontology glycerone derivatives glycerones glycerophosphoglycerols CHEBI:24360 chebi_ontology glycine derivative CHEBI:24373 chebi_ontology glycophospholipid CHEBI:24397 chebi_ontology glycophospholipids glycoside A glycosyl compound resulting from the attachment of a glycosyl group to a non-acyl group RO-, RS-, RSe-, etc. The bond between the glycosyl group and the non-acyl group is called a glycosidic bond. By extension, the terms N-glycosides and C-glycosides are used as class names for glycosylamines and for compounds having a glycosyl group attached to a hydrocarbyl group respectively. These terms are misnomers and should not be used. The preferred terms are glycosylamines and C-glycosyl compounds, respectively. CHEBI:24400 O-glycoside O-glycosides chebi_ontology glycosides glycosides glycosphingolipid A glycosphingolipid is a carbohydrate-containing derivative of a sphingoid or ceramide. It is understood that the carbohydrate residue is attached by a glycosidic linkage to O-1 of the sphingoid. CHEBI:24402 CHEBI:5498 Wikipedia:Glycosphingolipid chebi_ontology glycosphingolipids glycosyl group A glycosyl group is a group obtained by removing the hydroxy group from the hemiacetal function of a monosaccharide and, by extension, of a lower oligosaccharide. CHEBI:24403 chebi_ontology glycosyl group glycosyl groups groupe glycosyle glycosylphosphatidylinositol CHEBI:24410 chebi_ontology glycophosphatidylinositols glycosylphosphatidylinositols chemical entity A chemical entity is a physical entity of interest in chemistry including molecular entities, parts thereof, and chemical substances. CHEBI:24431 chebi_ontology guanidines Any organonitrogen compound containing a carbamimidamido (guanidino) group. Guanidines have the general structure (R(1)R(2)N)(R(3)R(4)N)C=N-R(5) and are related structurally to amidines and ureas. CHEBI:24436 chebi_ontology guanosine phosphate CHEBI:24455 chebi_ontology guanosine phosphates guanosines CHEBI:24458 chebi_ontology haloalkane A compound derived from an alkane by replacing a hydrogen atom with a halogen atom. CHEBI:24469 alkyl halide alkyl halides chebi_ontology haloalkanes halogen molecular entity CHEBI:24471 chebi_ontology halogen compounds halogen molecular entities halogen molecular entity halohydrocarbon A compound derived from a hydrocarbon by replacing a hydrogen atom with a halogen atom. CHEBI:24472 chebi_ontology halogenated hydrocarbons halohydrocarbons heparan alpha-D-glucosaminide CHEBI:24495 chebi_ontology heparan alpha-D-glucosaminide heparan alpha-D-glucosaminides heparan CHEBI:24500 chebi_ontology heparans acyclovir 2-amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one A 2-aminopurine that has formula C8H11N5O3. Beilstein:1219402 C8H11N5O3 CHEBI:2453 ChemIDplus:59277-89-3 DrugBank:DB00787 InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15) InChIKey=MKUXAQIIEYXACX-UHFFFAOYSA-N KEGG DRUG:D00222 Nc1nc2n(COCCO)cnc2c(=O)[nH]1 Patent:DE2539963 Patent:US4199574 Wikipedia:Acyclovir Zovir aciclovir aciclovirum chebi_ontology organic heterocyclic compound A cyclic compound having as ring members atoms of carbon and at least of one other element. CHEBI:24532 chebi_ontology organic heterocycle organic heterocyclic compounds hexitol phosphate CHEBI:24582 chebi_ontology hexitol phosphate hexitol phosphates hexosamine Any 6-carbon amino monosaccharide with at least one alcoholic hydroxy group replaced by an amino group. CHEBI:24586 chebi_ontology hexosamine hexosamines hexosaminide CHEBI:24587 chebi_ontology hexosaminide hexosaminides homocysteines CHEBI:24610 chebi_ontology hydrocarbon A compound consisting of carbon and hydrogen only. CHEBI:24632 Kohlenwasserstoff Kohlenwasserstoffe chebi_ontology hidrocarburo hidrocarburos hydrocarbon hydrocarbons hydrocarbure HPETE CHEBI:24644 HPETEs Mono-hydroperoxy (e)icosatetraenoic acids (HPETEs) are the primary products of lipoxygenase-catalysed oxygenation of arachidonic acid. Mono-hydroperoxy icosatetraenoic acids chebi_ontology hydroxides CHEBI:24651 Hydroxides are chemical compounds containing a hydroxy group or salts containing hydroxide (OH(-)). chebi_ontology hydroxy fatty acid Any fatty acid carrying one or more hydroxy substituents. CHEBI:24654 CiteXplore:18296335 CiteXplore:6419288 CiteXplore:8274032 LIPID MAPS:LMFA0105 chebi_ontology hydroxy fatty acids hydroxy-amino acid CHEBI:24662 chebi_ontology hydroxy-5beta-cholanic acid CHEBI:24663 chebi_ontology hydroxy-5beta-cholanic acids hydroxybenzoate Any benzoate derivative carrying a single carboxylate group and at least one hydroxy substituent. CHEBI:24675 chebi_ontology hydroxybenzoates hydroxybenzoic acids Any benzoic acid carrying one or more phenolic hydroxy groups on the benzene ring. CHEBI:24676 chebi_ontology hydroxyproline CHEBI:24741 chebi_ontology imidazoles A five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton. CHEBI:24780 chebi_ontology indol-3-yl carboxylic acid CHEBI:24810 chebi_ontology indol-3-yl carboxylic acids indoles Any compound containing an indole skeleton. CHEBI:24828 chebi_ontology oxoacid A compound which contains oxygen, at least one other element, and at least one hydrogen bound to oxygen, and which produces a conjugate base by loss of positive hydrogen ion(s) (hydrons). CHEBI:24833 chebi_ontology oxacids oxiacids oxo acid oxoacid oxoacids oxy-acids oxyacids inorganic anion CHEBI:24834 chebi_ontology inorganic anions inorganic molecular entity A molecular entity that contains no carbon. CHEBI:24835 anorganische Verbindungen chebi_ontology inorganic compounds inorganic entity inorganic molecular entities inorganics inorganic oxide CHEBI:24836 chebi_ontology inorganic oxides inositol phosphate CHEBI:24846 chebi_ontology inositol phosphates inositol 1,2,3,4,5,6-cyclohexanehexol Any cyclohexane-1,2,3,4,5,6-hexol. C6H12O6 CHEBI:24848 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H InChIKey=CDAISMWEOUEBRE-UHFFFAOYSA-N OC1C(O)C(O)C(O)C(O)C1O chebi_ontology inositol inositols inositols iodoamino acid An amino acid containing at least one iodo substituent. CHEBI:24862 chebi_ontology iodothyronine CHEBI:24864 chebi_ontology iodotyrosine CHEBI:24865 chebi_ontology monoatomic ion CHEBI:24867 chebi_ontology monoatomic ions ion A molecular entity having a net electric charge. CHEBI:24870 Ion Ionen chebi_ontology ion iones ions isoprenoid Any lipid formally derived from isoprene (2-methylbuta-1,3-diene), the skeleton of which can generally be discerned in repeated occurrence in the molecule. The skeleton of isoprenoids may differ from strict additivity of isoprene units by loss or shift of a fragment, commonly a methyl group. The class includes both hydrocarbons and oxygenated derivatives. CHEBI:24913 CiteXplore:12769708 CiteXplore:19219049 LIPID MAPS:LMPR01 chebi_ontology isoprenoid isoprenoids isoprenoids isoquinolines A class of organic heteropolycyclic compound consisting of isoquinoline and its substitution derivatives. CHEBI:24922 chebi_ontology ketohexose phosphate CHEBI:24972 chebi_ontology ketohexose phosphate ketohexose phosphates lactam CHEBI:24995 Cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Laktam Laktame chebi_ontology lactam lactams lactams lactone Any cyclic carboxylic ester containing a 1-oxacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. CHEBI:25000 Lacton Lakton Laktone chebi_ontology lactona lactonas lactone lactones leukotriene Any icosenoid from that family of C20 polyunsaturated fatty acids and their derivatives generated by leukocytes from arachidonic acid, each member having four double bonds of which three are conjugated. CHEBI:25029 CiteXplore:10922142 CiteXplore:15794321 CiteXplore:3001504 CiteXplore:6129158 CiteXplore:6293196 CiteXplore:6311078 CiteXplore:8842590 CiteXplore:9526099 CiteXplore:9561094 LIPID MAPS:LMFA0302 Leukotrien Leukotriene chebi_ontology leucotriene leucotrienes leukotriene leukotrienes leukotrienes aflatoxin B1 (6aR,9aS)-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione 2,3,6aalpha,9aalpha-Tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione Aflatoxin B1 An aflatoxin that has formula C17H12O6. C17H12O6 CHEBI:2504 ChemIDplus:1162-65-8 InChI=1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1 InChIKey=OQIQSTLJSLGHID-WNWIJWBNSA-N KEGG COMPOUND:1162-65-8 KEGG COMPOUND:C06800 [H][C@]12OC=C[C@@]1([H])c1c(O2)cc(OC)c2c3CCC(=O)c3c(=O)oc12 chebi_ontology linear tetrapyrrole CHEBI:25046 chebi_ontology linolenic acid Any of two trienoic essential fatty acids; a nutrient essential to the formation of prostaglandins. Also used in making paints and synthetic resins. C18:3 CHEBI:25048 Linolensaeure chebi_ontology linolenic acids 8,9-dihydro-8-(S-glutathionyl)-9-hydroxyaflatoxin B1 8,9-Dihydro-8-(S-glutathionyl)-9-hydroxyaflatoxin B1 Afb(1)-gsh Afb1-gsh conjugate Aflatoxin B1exo-8,9-epoxide-GSH An aflatoxin that has formula C27H29N3O13S. C27H29N3O13S CHEBI:2505 ChemIDplus:68385-50-2 InChI=1S/C27H29N3O13S/c1-40-13-6-14-19(22-18(13)9-2-4-12(31)17(9)25(39)42-22)20-21(35)27(43-26(20)41-14)44-8-11(23(36)29-7-16(33)34)30-15(32)5-3-10(28)24(37)38/h6,10-11,20-21,26-27,35H,2-5,7-8,28H2,1H3,(H,29,36)(H,30,32)(H,33,34)(H,37,38)/t10-,11-,20+,21+,26-,27-/m0/s1 InChIKey=LYDBAPNRLUDIAS-GPQHGYBDSA-N KEGG COMPOUND:68385-50-2 KEGG COMPOUND:C11278 L-gamma-glutamyl-S-{(6aS,8S,9R,9aR)-9-hydroxy-4-methoxy-1,11-dioxo-1,2,3,6a,8,9,9a,11-octahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromen-8-yl}-L-cysteinylglycine [H][C@]12O[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)[C@H](O)[C@@]1([H])c1c(O2)cc(OC)c2c3CCC(=O)c3c(=O)oc12 aflatoxin B1 exo-8,9-epoxide-GSH chebi_ontology lysine 2,6-diaminohexanoic acid A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6. Beilstein:1616991 C6H14N2O2 CHEBI:25094 ChemIDplus:70-54-2 CiteXplore:17439666 CiteXplore:22264337 Gmelin:279284 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10) InChIKey=KDXKERNSBIXSRK-UHFFFAOYSA-N K KEGG COMPOUND:C16440 LYS Lysin NCCCCC(N)C(O)=O NIST Chemistry WebBook:70-54-2 Reaxys:1616991 Wikipedia:Lysine alpha,epsilon-diaminocaproic acid chebi_ontology lysine macrolide A macrocyclic lactone with a ring of twelve or more members derived from a polyketide. CHEBI:25106 Makrolid Wikipedia:Macrolide chebi_ontology macrolide macrolides macrolides metal cation CHEBI:25213 chebi_ontology metal cation metal cations methylamines CHEBI:25274 chebi_ontology methylpyridines CHEBI:25340 chebi_ontology methylxanthine CHEBI:25348 chebi_ontology methylxanthines mineralocorticoid CHEBI:25354 Mineralocorticoids are a class of steroid hormones that regulate water and electrolyte metabolism. chebi_ontology mineralocorticoids modified amino acid CHEBI:25359 chebi_ontology elemental molecule A molecule all atoms of which have the same atomic number. CHEBI:25362 chebi_ontology homoatomic molecule homoatomic molecules molecule An electrically neutral entity consisting of more than one atom. CHEBI:25367 Molekuel chebi_ontology molecula molecule molecules neutral molecular compounds molybdopterin cofactor A molybdopterin to which a metal or metal oxide is coordinated, and that acts as a prosthetic group. CHEBI:25372 COMe:MOL000127 chebi_ontology molybdopterin cofactors monocarboxylic acid An oxoacid containing a single carboxy group. CHEBI:25384 chebi_ontology monocarboxylic acid monocarboxylic acids monohydroxybenzoate CHEBI:25388 chebi_ontology monohydroxybenzoates monounsaturated fatty acid Any fatty acid with one double or triple bond in the fatty acid chain and singly bonded carbon atoms in the rest of the chain. MUFAs have positive effects on the cardiovascular system, and in diabetes treatment. CHEBI:25413 CiteXplore:10584045 CiteXplore:12936956 MUFA MUFAs chebi_ontology monounsaturated fatty acids mycothiols CHEBI:25441 chebi_ontology myo-inositol pentakisphosphate CHEBI:25447 chebi_ontology myo-inositol pentakisphosphates myo-inositol phosphate An inositol phosphate in which the inositol component has myo-configuration. CHEBI:25448 CiteXplore:1694860 chebi_ontology myo inositol phosphates myo-inositol phosphate myo-inositol phosphates myo-inositol tetrakisphosphate CHEBI:25449 chebi_ontology myo-inositol tetrakisphosphates myo-inositol trisphosphate CHEBI:25450 chebi_ontology myo-inositol trisphosphates neuraminic acids CHEBI:25508 chebi_ontology NADP Abbreviation for nicotinamide-adenine dinucleotide phosphate when its oxidation state is unknown or unspecified. CHEBI:25523 chebi_ontology nicotinamide-adenine dinucleotide phosphate NAD(P) A coenzyme that may be NAD or NADP. CHEBI:25524 chebi_ontology pyridinecarboxamide CHEBI:25529 chebi_ontology pyridinecarboxamides nucleotide-(amino alcohol)s CHEBI:25604 chebi_ontology nucleoside phosphate A nucleobase-containing molecular entity that is a nucleoside in which one or more of the sugar hydroxy groups has been converted into a mono- or poly-phosphate. The term includes both nucleotides and non-nucleotide nucleoside phosphates. CHEBI:25608 chebi_ontology nucleoside phosphates nucleotide-sugar CHEBI:25609 chebi_ontology nucleotide-sugar nucleotide-sugars octadecadienoic acid 18:2 Any straight-chain, C18 polyunsaturated fatty acid having two C=C double bonds. C18:2 C18H32O2 CHEBI:25627 ChemIDplus:26764-25-0 CiteXplore:6794350 chebi_ontology octadecadienoic acid octadecatrienoic acid 18:3 Any straight-chain, C18 polyunsaturated fatty acid having three C=C double bonds. C18:3 C18H30O2 CHEBI:25633 Octadecatriensaeure chebi_ontology octadecatrienoic acid octadecenoic acid Any member of the group of C18 monounsaturated fatty acids with the double bond located at any position in the chain. C18H34O2 CHEBI:25634 CiteXplore:18832207 CiteXplore:19106329 CiteXplore:7276754 chebi_ontology octadecenoic acid oligopeptide Any molecule that contains a small number (usually 2 to 10) amino-acid residues connected by peptide linkages. CHEBI:25676 Oligopeptid chebi_ontology oligopeptides oligopeptido omega-3 fatty acid A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the n-3 position, i.e., the third bond from the methyl end of the fatty acid. CHEBI:25681 CiteXplore:15555528 CiteXplore:16741195 chebi_ontology omega-3 fatty acid omega-3 fatty acids organic heteromonocyclic compound CHEBI:25693 chebi_ontology organic heteromonocyclic compounds organic anion CHEBI:25696 chebi_ontology organic anions organic cation CHEBI:25697 chebi_ontology organic cations ether An organooxygen compound with formula ROR, where R is not hydrogen. CHEBI:25698 OR2 [*]O[*] chebi_ontology ether ethers ethers organic ion CHEBI:25699 chebi_ontology organic ions organic phosphate CHEBI:25703 chebi_ontology organic phosphate organic phosphate ester organic phosphate esters organic phosphates organophosphate ester organophosphate esters organic sulfate CHEBI:25704 Compounds of the general formula SO3HOR where R is an organyl group chebi_ontology organic sulfates organophosphorus compound An organophosphorus compound is formally a compound containing at least one carbon-phosphorus bond, but the term is often extended to include esters and thioesters. CHEBI:25710 chebi_ontology organophosphorus compound organophosphorus compounds oxide An oxide is a chemical compound of oxygen with other chemical elements. CHEBI:25741 chebi_ontology oxide oxides oxo carboxylic acid Any compound that has an aldehydic or ketonic group as well as a carboxylic acid group in the same molecule. CHEBI:25754 chebi_ontology oxo acids oxo carboxylic acids oxo carboxylic acids oxoproline A pyrrolidinemonocarboxylic acid consisting of proline bearing a single oxo substituent. C5H7NO3 CHEBI:25801 chebi_ontology oxoproline oxygen molecular entity CHEBI:25806 chebi_ontology oxygen molecular entities oxygen molecular entity oxopurine CHEBI:25810 chebi_ontology oxopurines pantothenic acids A class of amides formed from pantoic acid and beta-alanine and its derivatives. CHEBI:25848 chebi_ontology 1,7-dimethylxanthine 1,7-Dimethylxanthine 1,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione 1,7-dimethylxanthine 3,7-Dihydro-1,7-dimethyl-1H-purine-2,6-dione A dimethylxanthine having the two methyl groups located at positions 1 and 7. C7H8N4O2 CHEBI:25858 CHEBI:34067 ChemIDplus:611-59-6 CiteXplore:10416066 CiteXplore:10572151 CiteXplore:10593655 CiteXplore:10877011 CiteXplore:11090584 CiteXplore:1128545 CiteXplore:12110375 CiteXplore:16870158 CiteXplore:17655324 CiteXplore:18621927 CiteXplore:20004571 CiteXplore:20614853 CiteXplore:20853468 CiteXplore:21380987 CiteXplore:22770225 CiteXplore:2882985 CiteXplore:3371146 CiteXplore:3798364 CiteXplore:7920690 CiteXplore:7977734 CiteXplore:8529334 CiteXplore:9920286 Cn1cnc2[nH]c(=O)n(C)c(=O)c12 HMDB:HMDB01860 InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13) InChIKey=QUNWUDVFRNGTCO-UHFFFAOYSA-N KEGG COMPOUND:611-59-6 KEGG COMPOUND:C13747 MetaCyc:1-7-DIMETHYLXANTHINE Paraxanthine Reaxys:197907 Wikipedia:Paraxanthine chebi_ontology p-Xanthine aldopentose phosphate CHEBI:25900 aldopentose phosphate aldopentose phosphates chebi_ontology hydroperoxyl (HO2)(.) An oxygen radical that has formula HO2. CHEBI:25935 ChemIDplus:3170-83-0 Gmelin:506 HO2 HO2(.) InChI=1S/HO2/c1-2/h1H InChIKey=OUUQCZGPVNCOIJ-UHFFFAOYSA-N NIST Chemistry WebBook:3170-83-0 [H]O[O] chebi_ontology dioxidanyl hydridodioxygen(.) hydrogen dioxide hydroperoxo hydroperoxy radical hydroperoxyl perhydroxyl radical peroxyl radical peroxynitrite CHEBI:25941 ChemIDplus:19059-14-4 Gmelin:674445 InChI=1S/HNO3/c2-1-4-3/h3H/p-1 InChIKey=CMFNMSMUKZHDEY-UHFFFAOYSA-M NO3 The nitrogen oxoanion formed by loss of a proton from peroxynitrous acid. Wikipedia:Peroxynitrite [NO(OO)](-) [O-]ON=O azoperoxoite chebi_ontology oxidoperoxidonitrate(1-) peroxynitrite phenylpropanoid Any of secondary metabolites with structures based on a phenylpropane skeleton. The class includes phenylpropanoid esters, flavonoids, anthocyanins, coumarins and many small phenolic molecules. Phenylpropanoids are also precursors of lignin. CHEBI:26004 chebi_ontology phenylpropanoids phosphatidylinositol monophosphate CHEBI:26036 chebi_ontology phosphatidylinositol monophosphates phosphopantetheine CHEBI:26073 chebi_ontology phosphopantetheines phosphoric acid derivative CHEBI:26079 chebi_ontology phosphorus molecular entity CHEBI:26082 chebi_ontology phosphorus molecular entities piperazines CHEBI:26144 chebi_ontology piperidines CHEBI:26151 chebi_ontology polyprenyl phospho oligosaccharide CHEBI:26186 chebi_ontology polyprenyl phospho oligosaccharides polyprenyl phospho carbohydrate CHEBI:26187 chebi_ontology polyprenyl phospho carbohydrates polyol A compound that contains three or more hydroxyl groups. CHEBI:26191 chebi_ontology polyols polyunsaturated fatty acid Any fatty acid containing more than one double bond. Acids in this group are reported to have cardioprotective effects; and levels are lowered in chronic fatigue syndrome. CHEBI:26208 CiteXplore:14977874 CiteXplore:16380690 CiteXplore:17891522 PUFA PUFAs chebi_ontology polyunsaturated fatty acids prenol phosphate CHEBI:26250 chebi_ontology prenol phosphates proline An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2. Beilstein:80809 C5H9NO2 CHEBI:26271 ChemIDplus:609-36-9 CiteXplore:16534801 CiteXplore:21400017 CiteXplore:21903295 CiteXplore:22264337 CiteXplore:22280966 CiteXplore:22770225 DL-Proline Gmelin:26927 Hpro InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8) InChIKey=ONIBWKKTOPOVIA-UHFFFAOYSA-N KEGG COMPOUND:C16435 NIST Chemistry WebBook:609-36-9 OC(=O)C1CCCN1 Prolin Reaxys:80809 Wikipedia:Proline chebi_ontology prolina proline pyrrolidine-2-carboxylic acid proline derivative A modified proline having either D- or L-configuration. CHEBI:26273 chebi_ontology proline derivatives prostaglandin CHEBI:26333 ChemIDplus:11000-26-3 LIPID MAPS:LMFA0301 Naturally occurring compounds derived from the parent C20 acid, prostanoic acid. chebi_ontology prostaglandin prostaglandins prostaglandins prostaglandins A C5H4OR2 CHEBI:26334 PGA [*][C@@H]1[C@@H]([*])C=CC1=O chebi_ontology prostaglandins F C5H8O2R2 CHEBI:26340 OC1C[C@@H](O)[C@H]([*])[C@H]1[*] PGF chebi_ontology prostaglandins J C5H4OR2 CHEBI:26346 PGJ [*][C@H]1C=CC(=O)[C@@H]1[*] chebi_ontology pteridines CHEBI:26373 chebi_ontology pterins CHEBI:26375 chebi_ontology purine alkaloid CHEBI:26385 chebi_ontology purine alkaloids purine nucleobase CHEBI:26386 KEGG COMPOUND:C15587 chebi_ontology purine bases purine nucleobase purine nucleobases purine 2'-deoxyribonucleoside diphosphate CHEBI:26387 chebi_ontology purine 2'-deoxyribonucleoside diphosphates purine 2'-deoxyribonucleoside monophosphate CHEBI:26388 chebi_ontology purine 2'-deoxyribonucleoside monophosphates purine deoxyribonucleoside triphosphate CHEBI:26389 chebi_ontology purine deoxyribonucleoside triphosphates purine 2'-deoxyribonucleotide CHEBI:26390 chebi_ontology purine 2'-deoxyribonucleotides purine nucleoside diphosphate CHEBI:26391 chebi_ontology purine nucleoside diphosphates purine nucleoside monophosphate CHEBI:26392 chebi_ontology purine nucleoside monophosphates purine nucleoside triphosphate CHEBI:26393 chebi_ontology purine nucleoside triphosphates purine nucleoside CHEBI:26394 chebi_ontology purine nucleoside purine nucleosides purine nucleotide Any nucleotide that has a purine nucleobase. CHEBI:26395 chebi_ontology purine nucleotides purine ribonucleoside diphosphate CHEBI:26396 chebi_ontology purine ribonucleoside diphosphates purine ribonucleoside monophosphate CHEBI:26397 chebi_ontology purine ribonucleoside monophosphates purine ribonucleoside triphosphate CHEBI:26398 chebi_ontology purine ribonucleoside triphosphates purine ribonucleoside CHEBI:26399 chebi_ontology purine ribonucleosides purine ribonucleotide Any ribonucleotide that has a purine nucleobase. CHEBI:26400 chebi_ontology purine ribonucleotides purines Any compound containing purine as part of its structure. CHEBI:13678 CHEBI:26401 chebi_ontology pyrazoles CHEBI:26410 chebi_ontology pyridine alkaloid CHEBI:26416 chebi_ontology pyridine alkaloids pyridines CHEBI:26421 chebi_ontology pyrimidine nucleobase CHEBI:26432 chebi_ontology pyrimidine bases pyrimidine nucleobase pyrimidine nucleobases pyrimidine 2'-deoxyribonucleoside diphosphate CHEBI:26433 chebi_ontology pyrimidine 2'-deoxyribonucleoside diphosphates pyrimidine 2'-deoxyribonucleoside monophosphate CHEBI:26434 chebi_ontology pyrimidine 2'-deoxyribonucleoside monophosphates pyrimidine deoxyribonucleoside triphosphate CHEBI:26435 chebi_ontology pyrimidine deoxyribonucleoside triphosphates pyrimidine 2'-deoxyribonucleotide CHEBI:26436 chebi_ontology pyrimidine 2'-deoxyribonucleotides pyrimidine nucleoside diphosphate CHEBI:26437 chebi_ontology pyrimidine nucleoside diphosphates pyrimidine nucleoside monophosphate CHEBI:26438 chebi_ontology pyrimidine nucleoside monophosphates pyrimidine nucleoside CHEBI:26440 chebi_ontology pyrimidine nucleosides pyrimidine nucleotide CHEBI:26441 chebi_ontology pyrimidine nucleotides pyrimidine ribonucleoside diphosphate CHEBI:26442 chebi_ontology pyrimidine ribonucleoside diphosphates pyrimidine ribonucleoside monophosphate CHEBI:26443 chebi_ontology pyrimidine ribonucleoside monophosphates pyrimidine ribonucleotide CHEBI:26446 chebi_ontology pyrimidine ribonucleotides pyrimidinemonocarboxylic acid CHEBI:26447 chebi_ontology pyrimidinemonocarboxylic acids pyrroles An azole that includes only one N atom and no other heteroatom as a part of the aromatic skeleton. CHEBI:26455 chebi_ontology 1-pyrrolinecarboxylate 1-pyrrolinecarboxylates C5H6NO2 CHEBI:26457 chebi_ontology quaternary nitrogen compound CHEBI:26469 chebi_ontology alpha-aminoacyl-tRNA Aminoacyl-tRNA C12H19NO11PR3(C5H8O6PR)n CHEBI:2651 KEGG COMPOUND:C05156 chebi_ontology quinolines A class of aromatic heterocyclic compounds each of which contains a benzene ring ortho fused to carbons 2 and 3 of a pyridine ring. CHEBI:26513 chebi_ontology radical A molecular entity possessing an unpaired electron. CHEBI:26519 Radikal Radikale chebi_ontology free radical freies Radikal radical radical libre radicales libres radicals reactive oxygen species CHEBI:26523 Molecules or ions formed by the incomplete one-electron reduction of oxygen. They contribute to the microbicidal activity of phagocytes, regulation of signal transduction and gene expression, and the oxidative damage to biopolymers. ROS chebi_ontology retinoid CHEBI:26537 Oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. chebi_ontology retinoid retinoids retinoids ribonucleoside monophosphate CHEBI:26558 chebi_ontology ribonucleoside monophosphates ribonucleotide CHEBI:26561 chebi_ontology ribonucleotides ribose phosphate CHEBI:26562 chebi_ontology ribose phosphate ribose phosphates saturated fatty acid Any fatty acid containing no carbon to carbon multiple bonds. Known to produce adverse biological effects when ingested to excess. CHEBI:26607 CiteXplore:16492686 CiteXplore:19763019 CiteXplore:20237329 SFA SFAs chebi_ontology saturated fatty acid saturated fatty acids semialdehyde CHEBI:26643 Class of organic compounds containing one carboxy group and one aldehyde group. Semialdehyd chebi_ontology semialdehyde semialdehydes short-chain fatty acid An aliphatic monocarboxylic acid with a chain length of less than C6. If any non-hydrocarbon substituent is present, the compound is not normally regarded as a short-chain fatty acid. CH2OR CHEBI:26666 CiteXplore:16633129 CiteXplore:16870803 CiteXplore:18203540 CiteXplore:20148677 OC([*])=O SCFA SCFAs chebi_ontology short-chain fatty acids sn-glycerol 3-phosphates CHEBI:26706 chebi_ontology glycerol phosphate CHEBI:26707 chebi_ontology sphingolipid CHEBI:26739 Sphingolipids are a complex family of compounds that share a common structural feature, a sphingoid base backbone. chebi_ontology sphingolipids steroid hormone Any steroid that act as hormone. CHEBI:26764 Steroidhormon Steroidhormone chebi_ontology hormona esteroide hormonas esteroideas hormone steroide hormones steroides steroid hormones carbohydrate phosphate CHEBI:26816 carbohydrate phosphates chebi_ontology sulfuric ester An ester of an alcohol and sulfuric acid. CHEBI:26819 O4SR2 [*]OS(=O)(=O)O[*] chebi_ontology sulfate ester sulfuric acid ester sulfuric acid esters sulfur-containing amino acid CHEBI:26834 chebi_ontology sulfur-containing amino acids sulfur molecular entity CHEBI:26835 chebi_ontology sulfur molecular entities sulfur molecular entity terpenoid Any natural product or related compound formally derived from isoprene units. Terpenoids may contain oxygen in various functional groups. This class is subdivided according to the number of carbon atoms in the parent terpene. The skeleton of terpenoids may differ from strict additivity of isoprene units by the loss or shift of a fragment, generally a methyl group. CHEBI:26873 Terpenoid chebi_ontology terpenoide terpenoides terpenoids terpenyl phosphate CHEBI:26875 chebi_ontology terpenyl phosphates tetracyclic triterpenoid CHEBI:26893 chebi_ontology tetracyclic triterpenoids tetradecenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of a tetradecenoic acid. CHEBI:26900 chebi_ontology tetradecenoyl-coenzyme A tetradecenoyl-coenzyme As oxolanes Any oxacycle having an oxolane (tetrahydrofuran) skeleton. CHEBI:26912 chebi_ontology tetrapyrrole A natural pigment containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next. CHEBI:26932 chebi_ontology tetrapyrrole tetrapyrroles thiamine phosphate CHEBI:26945 chebi_ontology thiamine phosphates organic heterotricyclic compound An organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms. CHEBI:26979 chebi_ontology heterotricyclic compounds organic heterotricyclic compounds anandamide (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide (all-Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide An endocannabinoid that has formula C22H37NO2. Anandamide Arachidonylethanolamide Beilstein:7079463 C22H37NO2 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO CHEBI:2700 ChemIDplus:94421-68-8 InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15- InChIKey=LGEQQWMQCRIYKG-DOFZRALJSA-N KEGG COMPOUND:94421-68-8 KEGG COMPOUND:C11695 LIPID MAPS:LMFA08040001 N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-ethanolamide N-arachidonoyl-2-hydroxyethylamide arachidonoyl ethanolamide chebi_ontology thymidine phosphate CHEBI:27001 chebi_ontology thymidine phosphates transition element atom An element whose atom has an incomplete d sub-shell, or which can give rise to cations with an incomplete d sub-shell. CHEBI:27081 Uebergangselement Uebergangsmetalle chebi_ontology metal de transicion metal de transition metales de transicion metaux de transition transition element transition element transition elements transition metal transition metals tricarboxylic acid An oxoacid containing three carboxy groups. C3H3O6R CHEBI:27093 Tricarbonsaeure Trikarbonsaeure chebi_ontology tricarboxylic acids tryptamines CHEBI:27162 Tryptamine and its substitution derivatives. chebi_ontology organic heterobicyclic compound CHEBI:27171 chebi_ontology heterobicyclic compounds organic heterobicyclic compounds undecaprenyldiphospho-N-acetylmuramoyl peptide CHEBI:27194 chebi_ontology undecaprenyldiphospho-N-acetylmuramoyl peptides unsaturated fatty acid Any fatty acid containing at least one C-C unsaturated bond. CHEBI:27208 CiteXplore:5322381 LIPID MAPS:LMFA0103 alkene acid chebi_ontology olefinic acid unsaturated fatty acids uridine phosphate CHEBI:27237 chebi_ontology uridine phosphates uridines CHEBI:27242 chebi_ontology uronic acid CHEBI:27252 Uronic acids are monocarboxylic acids formally derived by oxidation to a carboxy group of the terminal -CH2OH group of aldoses. chebi_ontology uronic acid uronic acids valine 2-amino-3-methylbutanoic acid A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group. Beilstein:506689 C5H11NO2 CC(C)C(N)C(O)=O CHEBI:27266 ChemIDplus:516-06-3 CiteXplore:17190852 CiteXplore:22770225 DL-valine Gmelin:49877 Hval InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8) InChIKey=KZSNJWFQEVHDMF-UHFFFAOYSA-N KEGG COMPOUND:C16436 NIST Chemistry WebBook:516-06-3 Reaxys:506689 Valin Wikipedia:Valine chebi_ontology valina valine vitamin B6 CHEBI:27306 Vitamin B6 chebi_ontology vitamin B-6 vitamina B6 vitamine B6 xylulose phosphate CHEBI:27355 chebi_ontology xylulose phosphate xylulose phosphates 1D-chiro-inositol (+)-Inositol (1R,2R,3S,4S,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol 1,2,4/3,5,6-cyclohexanehexol 1D-chiro-inositol Belonging to the inositol family of compounds, D-chiro-inositol (DCI) is an isomer of glucose. It is an important secondary messenger in insulin signal transduction. C6H12O6 CHEBI:19183 CHEBI:27372 CHEBI:4200 CHEBI:52772 D-Inositol DCI InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4-,5+,6+/m0/s1 InChIKey=CDAISMWEOUEBRE-LKPKBOIGSA-N KEGG COMPOUND:C06150 O[C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O chebi_ontology cis-1,2,4-trans-3,5,6-Cyclohexanehexol 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3alpha,7alpha,12alpha-Trihydroxy-5beta-24-oxocholestanoyl-CoA 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oyl-coenzyme A A cholestanoyl-CoA formed by thioester linkage between 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oic acid and coenzyme A. C48H78N7O21P3S CHEBI:1693 CHEBI:20214 CHEBI:27379 InChI=1S/C48H78N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-30,32-34,36,38-40,44,56,58-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/t24-,25?,26+,27-,28-,29+,30+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=AWLXQJGPNLCTLM-YFXOTMPNSA-N KEGG COMPOUND:C05467 [H][C@@](C)(CCC(=O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoic acid 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoic acid 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoic acid 4,5-Dihydro-4-oxo-5-imidazolepropanoate 4,5-Dihydro-5-oxo-1H-imidazole-4-propanoic acid 4-Imidazolone-5-propanoate 4-Imidazolone-5-propionic acid An imidazol-4-one having a 2-carboxyethyl substituent at the 5-position. C6H8N2O3 CHEBI:11730 CHEBI:1886 CHEBI:20430 CHEBI:20431 CHEBI:27384 ChemIDplus:17340-16-8 Imidazol-4-one-5-propionic acid InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11) InChIKey=HEXMLHKQVUFYME-UHFFFAOYSA-N KEGG COMPOUND:C03680 OC(=O)CCC1NC=NC1=O chebi_ontology tetrachloromethane A chloromethane that has formula CCl4. Beilstein:1098295 CCl4 CHEBI:23015 CHEBI:27385 CHEBI:3400 Carbon tetrachloride ChemIDplus:56-23-5 ClC(Cl)(Cl)Cl Gmelin:2347 InChI=1S/CCl4/c2-1(3,4)5 InChIKey=VZGDMQKNWNREIO-UHFFFAOYSA-N KEGG COMPOUND:56-23-5 KEGG COMPOUND:C07561 Kohlenstofftetrachlorid NIST Chemistry WebBook:56-23-5 Tetra Tetrachlorkohlenstoff Tetrachlormethan Tetrachloromethane UM-BBD:c0486 Wikipedia:Carbon_Tetrachloride chebi_ontology tetrachloridocarbon tetrachloromethane 3alpha,7alpha-dihydroxy-5beta-cholest-24-enoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(3alpha,7alpha-dihydroxy-5beta-cholest-24-en-26-oyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3alpha,7alpha-Dihydroxy-5beta-cholest-24-enoyl-CoA A cholestenoyl-CoA that has formula C48H78N7O19P3S. C48H78N7O19P3S CHEBI:1705 CHEBI:20230 CHEBI:27393 InChI=1S/C48H78N7O19P3S/c1-26(30-10-11-31-36-32(13-16-48(30,31)6)47(5)15-12-29(56)20-28(47)21-33(36)57)8-7-9-27(2)45(62)78-19-18-50-35(58)14-17-51-43(61)40(60)46(3,4)23-71-77(68,69)74-76(66,67)70-22-34-39(73-75(63,64)65)38(59)44(72-34)55-25-54-37-41(49)52-24-53-42(37)55/h9,24-26,28-34,36,38-40,44,56-57,59-60H,7-8,10-23H2,1-6H3,(H,50,58)(H,51,61)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/t26-,28+,29-,30-,31+,32+,33-,34-,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=SEBZZAWTQNNGPK-ZAVIOYSRSA-N KEGG COMPOUND:C05447 [H][C@@](C)(CCC=C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C chebi_ontology (S)-3-hydroxypalmitoyl-CoA (S)-3-Hydroxyhexadecanoyl-CoA (S)-3-hydroxyhexadecanoyl-coenzyme A (S)-3-hydroxypalmitoyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxyhexadecanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} A 3-hydroxy fatty acyl-CoA that has formula C37H66N7O18P3S. C37H66N7O18P3S CCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:18752 CHEBI:27402 CHEBI:397 InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-26,30-32,36,45,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t25-,26+,30+,31+,32-,36+/m0/s1 InChIKey=DEHLMTDDPWDRDR-BCIKBWLNSA-N KEGG COMPOUND:C05258 chebi_ontology 3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3alpha,7alpha,24-Trihydroxy-5beta-cholestanoyl-CoA 3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-coenzyme A A cholestanoyl-CoA formed by thioester linkage between 3alpha,7alpha,24-trihydroxy-5beta-cholestanoic acid and coenzyme A. C48H80N7O20P3S CHEBI:1701 CHEBI:20225 CHEBI:27403 InChI=1S/C48H80N7O20P3S/c1-25(29-8-9-30-36-31(12-15-48(29,30)6)47(5)14-11-28(56)19-27(47)20-33(36)58)7-10-32(57)26(2)45(63)79-18-17-50-35(59)13-16-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-34-39(74-76(64,65)66)38(60)44(73-34)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26?,27+,28-,29-,30+,31+,32?,33-,34-,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=SZBMUAIJWNJARR-LUAYSRQUSA-N KEGG COMPOUND:C05448 [H][C@@](C)(CCC(O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C chebi_ontology 3alpha,7alpha-dihydroxy-5beta-cholestan-26-al 3alpha,7alpha-Dihydroxy-5beta-cholestan-26-al 3alpha,7alpha-dihydroxy-5beta-cholestan-26-al A 26-oxo steroid that has formula C27H46O3. C27H46O3 CHEBI:1706 CHEBI:20231 CHEBI:27428 InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h16-25,29-30H,5-15H2,1-4H3/t17?,18-,19+,20-,21-,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=YWGOKHMOJTZGBN-UGMUFZQESA-N KEGG COMPOUND:C05445 [H]C(=O)C(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C chebi_ontology alpha-linolenic acid (9,12,15)-linolenic acid (9Z,12Z,15Z)-Octadecatrienoic acid (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid (Z,Z,Z)-9,12,15-octadecatrienoic acid 9,12,15-Octadecatrienoic acid 9-cis,12-cis,15-cis-octadecatrienoic acid A C18, omega-3 essential fatty acid with cis-double bonds at positions 9, 12 and 15. Shown to have antithrombotic effect. ALA ALPHA-LINOLENIC ACID Beilstein:1727693 C18H30O2 CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:10298 CHEBI:22462 CHEBI:27432 CHEBI:43891 ChemIDplus:463-40-1 CiteXplore:10232625 CiteXplore:11304127 CiteXplore:19269799 DrugBank:DB00132 Gmelin:57558 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9- InChIKey=DTOSIQBPPRVQHS-PDBXOOCHSA-N KEGG COMPOUND:463-40-1 KEGG COMPOUND:C06427 LIPID MAPS:LMFA01030152 NIST Chemistry WebBook:463-40-1 PDBeChem:LNL all-cis-9,12,15-octadecatrienoic acid alpha-Linolenic acid alpha-linolenic acid chebi_ontology cis,cis,cis-9,12,15-octadecatrienoic acid cis-Delta(9,12,15)-octadecatrienoic acid linolenic acid 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3alpha,7alpha,12alpha,24-Tetrahydroxy-5beta-cholestanoyl-CoA 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-coenzyme A 3alpha,7alpha,12alpha,24zeta-Tetrahydroxy-5beta-cholestanoyl-CoA A cholestanoyl-CoA formed by thioester linkage between 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oic acid and coenzyme A. C48H80N7O21P3S CHEBI:1691 CHEBI:20213 CHEBI:27458 InChI=1S/C48H80N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-34,36,38-40,44,56-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/t24-,25?,26+,27-,28-,29+,30+,31?,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=PXHZOQNODUPJKC-YZBUYOTGSA-N KEGG COMPOUND:C05450 [H][C@@](C)(CCC(O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology (S)-3-hydroxytetradecanoyl-CoA (S)-3-Hydroxytetradecanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxytetradecanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} A (S)-3-hydroxyacyl-CoA that has formula C35H62N7O18P3S. C35H62N7O18P3S CCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:18754 CHEBI:27466 CHEBI:400 InChI=1S/C35H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-24,28-30,34,43,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/t23-,24+,28+,29+,30-,34+/m0/s1 InChIKey=OXBHKMHNDGRDCZ-STLSENOWSA-N KEGG COMPOUND:C05260 chebi_ontology 5,6-dihydrothymine 5,6-Dihydro-5-methyluracil 5,6-Dihydrothymine 5,6-dihydrothymine 5-Methyl-5,6-dihydrouracil 5-methyldihydropyrimidine-2,4(1H,3H)-dione A pyrimidone obtained by formal addition of hydrogen across the 5,6-position of thymine. C5H8N2O2 CC1CNC(=O)NC1=O CHEBI:1998 CHEBI:20510 CHEBI:27468 ChemIDplus:696-04-8 CiteXplore:12798197 CiteXplore:20509700 CiteXplore:2669952 Dihydrothymine InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9) InChIKey=NBAKTGXDIBVZOO-UHFFFAOYSA-N KEGG COMPOUND:696-04-8 KEGG COMPOUND:C00906 Reaxys:81983 chebi_ontology folic acid Beilstein:100781 C19H19N7O6 CHEBI:24075 CHEBI:27470 CHEBI:42610 CHEBI:5140 CHEBI:569217 ChEMBL:18788725 ChemIDplus:59-30-3 CiteXplore:17784727 DrugBank:DB00158 FOLIC ACID Folate Folic acid Folic acid is a form of the water-soluble vitamine B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation. Folsaeure InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1 InChIKey=OVBPIULPVIDEAO-LBPRGKRZSA-N KEGG COMPOUND:59-30-3 KEGG COMPOUND:C00504 MetaCyc:CPD-12826 N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid N-pteroyl-L-glutamic acid NIST Chemistry WebBook:59-30-3 Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)nc2c(=O)[nH]1 PDBeChem:FOL PGA PteGlu Pteroylglutamic acid Wikipedia:Folic_Acid chebi_ontology pteroyl-L-glutamic acid pteroyl-L-monoglutamic acid vitamin Bc vitamin M prostaglandin J2 (5Z,13E,15S)-15-hydroxy-11-oxoprosta-5,9,13-trien-1-oic acid 9-Deoxy-delta-9-pgd2 9-Deoxy-delta-9-prostaglandin D2 A prostaglandins J that has formula C20H30O4. C20H30O4 CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(O)=O)C=CC1=O CHEBI:26332 CHEBI:27485 CHEBI:8521 ChemIDplus:60203-57-8 InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-13+/t16-,17-,18+/m0/s1 InChIKey=UQOQENZZLBSFKO-POPPZSFYSA-N KEGG COMPOUND:C05957 LIPID MAPS:LMFA03010019 PGJ2 Prostaglandin J2 chebi_ontology 3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-en-26-oyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-en-26-oyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholest-24-enoyl-CoA A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-en-26-oic acid. C48H78N7O20P3S CHEBI:1695 CHEBI:20217 CHEBI:27505 InChI=1S/C48H78N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h9,23-25,27-34,36,38-40,44,56-58,60-61H,7-8,10-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=QVDPWQVOSKJUES-SQEGORTJSA-N KEGG COMPOUND:C05460 [H][C@@](C)(CCC=C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology umbelliferone 7-Hydroxycoumarin 7-hydroxy-2H-1-benzopyran-2-one 7-hydroxy-2H-chromen-2-one A hydroxycoumarin that has formula C9H6O3. Beilstein:127683 C9H6O3 CHEBI:27187 CHEBI:27188 CHEBI:27510 CHEBI:9858 ChemIDplus:93-35-6 Gmelin:1220112 InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H InChIKey=ORHBXUUXSCNDEV-UHFFFAOYSA-N KEGG COMPOUND:93-35-6 KEGG COMPOUND:C09315 NIST Chemistry WebBook:93-35-6 Oc1ccc2ccc(=O)oc2c1 Umbelliferone beta-umbelliferone chebi_ontology hydrangin skimmetin trans-oct-2-enoyl-CoA (2E)-Octenoyl-CoA (2E)-octenoyl-coenzyme A 2,3-trans-octenoyl coenzyme A 2E-octenoyl-CoA 2E-octenoyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-oct-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate} An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-oct-2-enoic acid. C29H48N7O17P3S CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:10732 CHEBI:27078 CHEBI:27537 CiteXplore:16046200 HMDB:HMDB03949 InChI=1S/C29H48N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h8-9,16-18,22-24,28,39-40H,4-7,10-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b9-8+/t18-,22-,23-,24+,28-/m1/s1 InChIKey=CPSDNAXXKWVYIY-NTLMCJQISA-N KEGG COMPOUND:C05276 LIPID MAPS:LMFA07050024 MetaCyc:CPD0-2108 Reaxys:11165742 chebi_ontology oct-2-trans-enoyl-CoA oct-trans-2-enoyl-CoA trans-2-octenoyl-coenzyme A trans-Oct-2-enoyl-CoA trans-oct-2-enoyl-coenzyme A hexanoyl-CoA 3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-4-[(3-{[2-(hexanoylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate) A medium-chain fatty acyl-CoA having hexanoyl as the S-acyl group. Beilstein:78347 C27H46N7O17P3S CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:24575 CHEBI:27540 CHEBI:43306 CHEBI:5703 ChemIDplus:5060-32-2 CiteXplore:18215412 CiteXplore:19391105 CiteXplore:19501572 CiteXplore:19581347 CiteXplore:7370014 CiteXplore:7988059 Coenzyme A, S-hexanoate DrugBank:DB02563 HMDB:HMDB02845 Hexanoyl-CoA Hexanoyl-coenzyme A InChI=1S/C27H46N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/t16-,20-,21-,22+,26-/m1/s1 InChIKey=OEXFMSFODMQEPE-HDRQGHTBSA-N KEGG COMPOUND:C05270 PDBeChem:HXC Reaxys:78347 S-Hexanoyl-coenzym-A S-hexanoyl-CoA S-hexanoyl-coenzyme-A caproyl-CoA caproyl-coenzyme A chebi_ontology hexanoyl-CoA n-hexanoyl-CoA n-hexanoyl-coenzyme A prostaglandin C2 A prostaglandins C that has formula C20H30O4. C20H30O4 CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:26319 CHEBI:27555 CHEBI:8508 InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-,18+/m0/s1 InChIKey=CMBOTAQMTNMTBD-KLASNZEFSA-N KEGG COMPOUND:C05955 LIPID MAPS:LMFA03010133 PGC2 Prostaglandin C2 chebi_ontology oxirane 1,2-Epoxyaethan 1,2-epoxyethane A saturated three-membered heterocycle of two carbon atoms and one oxygen atom. Aethylenoxid Amprolene Anprolene Anproline Beilstein:102378 C1CO1 C2H4O CHEBI:24001 CHEBI:27561 CHEBI:4900 ChEBI:c0527 ChemIDplus:75-21-8 CiteXplore:3932500 Dihydrooxirene Dimethylene oxide ETO Ethylene oxide Gmelin:676 InChI=1S/C2H4O/c1-2-3-1/h1-2H2 InChIKey=IAYPIBMASNFSPL-UHFFFAOYSA-N KEGG COMPOUND:75-21-8 KEGG COMPOUND:C06548 NIST Chemistry WebBook:75-21-8 Oxacyclopropane Oxane Oxidoethane Oxyfume chebi_ontology epoxyethane ethene oxide oxirane oxyde d'ethylene 20-hydroxy-20-oxo-leukotriene B4 (5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenedioic acid 20-COOH-LTB4 20-COOH-Leukotriene B4 20-Carboxy-leukotriene B4 20-carboxy-LTB4 5,12-Dihydroxy-delta5,8,11,14-eicosapolyendioic acid An icosatetraenedioic acid that has formula C20H30O6. C20H30O6 CHEBI:1289 CHEBI:19794 CHEBI:27562 ChemIDplus:80434-82-8 InChI=1S/C20H30O6/c21-17(11-6-2-1-3-9-15-19(23)24)12-7-4-5-8-13-18(22)14-10-16-20(25)26/h2,4-8,12-13,17-18,21-22H,1,3,9-11,14-16H2,(H,23,24)(H,25,26)/b5-4+,6-2-,12-7+,13-8-/t17-,18-/m1/s1 InChIKey=SXWGPVJGNOLNHT-VFLUTPEKSA-N KEGG COMPOUND:C05950 LIPID MAPS:LMFA03020016 O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/[C@H](O)C\C=C/CCCCC(O)=O chebi_ontology 4-aminosalicylic acid 2-HYDROXY-4-AMINOBENZOIC ACID 4-Aminosalicylate 4-Aminosalicylic acid 4-amino-2-hydroxybenzoic acid Aminosalicylic acid Beilstein:473071 C7H7NO3 CHEBI:1789 CHEBI:20320 CHEBI:27565 CHEBI:41152 ChemIDplus:65-49-6 CiteXplore:1650428 DrugBank:DB00233 Gmelin:306153 InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11) InChIKey=WUBBRNOQWQTFEX-UHFFFAOYSA-N KEGG COMPOUND:65-49-6 KEGG COMPOUND:C02518 KEGG DRUG:D00162 NIST Chemistry WebBook:65-49-6 Nc1ccc(C(O)=O)c(O)c1 PAS PDBeChem:BHA Para-amino salicylic acid Paser Patent:DE50835 Patent:US2844625 Patent:US427564 The 4-amino derivative of salicylic acid. Wikipedia:Aminosalicylic_Acid chebi_ontology p-aminosalicylic acid aldosterone (+)-aldosterone (11beta)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al 11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al 11beta,21-dihydroxy-3,20-dioxopregn-4-en-18-al A pregnane-based steroidal hormone produced by the outer-section (zona glomerulosa) of the adrenal cortex in the adrenal gland, and acts on the distal tubules and collecting ducts of the kidney to cause the conservation of sodium, secretion of potassium, increased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney. ALDOSTERONE Aldosterone C21H28O5 CHEBI:22306 CHEBI:2563 CHEBI:27584 CHEBI:40919 ChemIDplus:3224996 ChemIDplus:52-39-1 CiteXplore:10438974 DrugBank:DB04630 InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 InChIKey=PQSUYGKTWSAVDQ-ZVIOFETBSA-N KEGG COMPOUND:52-39-1 KEGG COMPOUND:C01780 LIPID MAPS:LMST02030026 NIST Chemistry WebBook:52-39-1 PDBeChem:AS4 Wikipedia:Aldosterone [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C=O)C(=O)CO aldosterone chebi_ontology 11-epi-prostaglandin F2alpha (5Z,13E,15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dien-1-oic acid 11-epi-PGF2a 11-epi-PGF2alpha 11-epi-Prostaglandin F2a 11-epi-Prostaglandin F2alpha 11beta-PGF2alpha C20H34O5 CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:19125 CHEBI:27595 CHEBI:730 InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19-/m0/s1 InChIKey=PXGPLTODNUVGFL-ZWAKLXPCSA-N KEGG COMPOUND:C05959 LIPID MAPS:LMFA03010036 The prostaglandin F that is the 11-epimer of prostaglandin F2alpha. chebi_ontology cobalt atom 27Co A cobalt group element atom that has formula Co. CHEBI:23335 CHEBI:27638 CHEBI:3788 ChemIDplus:7440-48-4 Co Cobalt InChI=1S/Co InChIKey=GUTLYIVDDKVIGB-UHFFFAOYSA-N KEGG COMPOUND:7440-48-4 KEGG COMPOUND:C00175 Kobalt NIST Chemistry WebBook:7440-48-4 WebElements:Co [Co] chebi_ontology cobalt cobalt cobalto cobaltum prostaglandin G2 (5Z)-7-{(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl}hept-5-enoic acid (5Z,9S,11R,13E,15S)-15-hydroperoxy-9,11-epidioxyprosta-5,13-dien-1-oic acid A prostaglandins G that has formula C20H32O6. C20H32O6 CCCCC[C@H](OO)\C=C\[C@H]1[C@H]2C[C@H](OO2)[C@@H]1C\C=C/CCCC(O)=O CHEBI:26329 CHEBI:27647 CHEBI:44869 CHEBI:8519 ChemIDplus:51982-36-6 DrugBank:DB03866 InChI=1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1 InChIKey=SGUKUZOVHSFKPH-YNNPMVKQSA-N KEGG COMPOUND:C05956 LIPID MAPS:LMFA03010009 PGG2 Prostaglandin G2 chebi_ontology 3-oxohexanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxohexanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3-Ketohexanoyl-CoA 3-Ketohexanoyl-coenzyme A 3-Oxohexanoyl-CoA 3-oxohexanoyl-coenzyme A An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxohexanoic acid. C27H44N7O18P3S CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:1641 CHEBI:20172 CHEBI:27648 ChemIDplus:19774-86-8 CiteXplore:1550553 CiteXplore:344310 Coenzyme A, S-(3-oxohexanoate) HMDB:HMDB03943 InChI=1S/C27H44N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-14,16,20-22,26,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t16-,20-,21-,22+,26-/m1/s1 InChIKey=NFOYYXQAVVYWKV-HDRQGHTBSA-N KEGG COMPOUND:19774-86-8 KEGG COMPOUND:C05269 adenosine 3'-phosphoric acid 5'-[diphosphoric acid P(2)-[2,2-dimethyl-3-hydroxy-3-[[2-[[2-(3-oxohexanoylthio)ethyl]aminocarbonyl]ethyl]aminocarbonyl]propyl]] ester chebi_ontology (S)-3-hydroxylauroyl-CoA (S)-3-Hydroxydodecanoyl-CoA (S)-3-hydroxydodecanoyl-coenzyme A (S)-3-hydroxylauroyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxydodecanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (S)-3-hydroxydodecanoic acid. C33H58N7O18P3S CCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:18751 CHEBI:27668 CHEBI:396 HMDB:HMDB03936 InChI=1S/C33H58N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-22,26-28,32,41,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t21-,22+,26+,27+,28-,32+/m0/s1 InChIKey=IJFLXRCJWPKGKJ-LXIXEQKWSA-N KEGG COMPOUND:C05262 LIPID MAPS:LMFA07050012 chebi_ontology lipid II An undecaprenyldiphospho-N-acetyl-(N-acetylglucosaminyl)muramoyl peptide in which the peptide element is L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanyl-D-alanine. Beilstein:9039417 C94H156N8O26P2 CHEBI:13343 CHEBI:27203 CHEBI:27692 CHEBI:63162 CHEBI:9873 C[C@@H](NC(=O)[C@@H](C)NC(=O)[C@H](CCCCN)NC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@@H]1[C@@H](NC(C)=O)[C@H](O[C@H](CO)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)OP(O)(=O)OP(O)(=O)OC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=O)C(O)=O InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1 InChIKey=ULXTYUPMJXVUHQ-OVTFQNCVSA-N KEGG COMPOUND:C05893 N-[(2R)-2-{[(2R,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2-({hydroxy[(hydroxy{[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy}phosphoryl)oxy]phosphoryl}oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}propanoyl]-L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanyl-D-alanine SUBMITTER:11716719 SUBMITTER:16531990 Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine chebi_ontology undecaprenyldiphospho-N-acetyl-(N-acetylglucosaminyl)muramoyl-L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanyl-D-alanine trans-tetradec-2-enoyl-CoA (2E)-Tetradecenoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-{[(2E)-tetradec-2-enoyl]sulfanyl}ethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} A tetradecenoyl-CoA that has formula C35H60N7O17P3S. C35H60N7O17P3S CCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:10734 CHEBI:27079 CHEBI:27721 InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h14-15,22-24,28-30,34,45-46H,4-13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b15-14+/t24-,28-,29-,30+,34-/m1/s1 InChIKey=MBCVYCOKMMMWLX-YYMFEJJQSA-N KEGG COMPOUND:C05273 chebi_ontology trans-Tetradec-2-enoyl-CoA trans-tetradec-2-enoyl-coenzyme A caffeine 1,3,7-trimethyl-2,6-dioxopurine 1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione 1,3,7-trimethylpurine-2,6-dione 1,3,7-trimethylxanthine 1-methyltheobromine 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion 7-methyltheophylline A trimethylxanthine in which the three methyl groups are located at positions 1, 3, and 7. Beilstein:17705 C8H10N4O2 CAFFEINE CHEBI:22982 CHEBI:27732 CHEBI:3295 CHEBI:41472 Caffeine ChemIDplus:58-08-2 CiteXplore:10510174 CiteXplore:10803761 CiteXplore:10884512 CiteXplore:10983026 CiteXplore:11022879 CiteXplore:11209966 CiteXplore:11410911 CiteXplore:11431501 CiteXplore:11815511 CiteXplore:11949272 CiteXplore:12574990 CiteXplore:12915014 CiteXplore:12943586 CiteXplore:14521986 CiteXplore:14607010 CiteXplore:15257305 CiteXplore:15681408 CiteXplore:15718055 CiteXplore:16143823 CiteXplore:16644114 CiteXplore:16709440 CiteXplore:16805851 CiteXplore:16856769 CiteXplore:17132260 CiteXplore:17387608 CiteXplore:17508167 CiteXplore:17932622 CiteXplore:18258404 CiteXplore:18421070 CiteXplore:18625110 CiteXplore:18647558 CiteXplore:19007524 CiteXplore:19047957 CiteXplore:19084078 CiteXplore:19088793 CiteXplore:19879252 CiteXplore:20470411 CiteXplore:22770225 CiteXplore:7441110 CiteXplore:7689104 CiteXplore:8332255 CiteXplore:8347173 CiteXplore:8679661 CiteXplore:9063686 CiteXplore:9067318 CiteXplore:9132918 CiteXplore:9218278 Cn1cnc2n(C)c(=O)n(C)c(=O)c12 Coffein DrugBank:DB00201 Gmelin:103040 HMDB:HMDB01847 InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3 InChIKey=RYYVLZVUVIJVGH-UHFFFAOYSA-N KEGG COMPOUND:58-08-2 KEGG COMPOUND:C07481 KEGG DRUG:D00528 Koffein MetaCyc:1-3-7-TRIMETHYLXANTHINE NIST Chemistry WebBook:58-08-2 PDBeChem:CFF Reaxys:17705 Thein Wikipedia:Caffeine anhydrous caffeine cafeina cafeine chebi_ontology guaranine mateina methyltheobromine teina theine methacrylyl-CoA 2-Methylprop-2-enoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-{[3-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl] dihydrogen diphosphate} An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of methacrylic acid. C25H40N7O17P3S CC(=C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:1208 CHEBI:19706 CHEBI:27754 ChemIDplus:6008-91-9 CiteXplore:10989419 CiteXplore:11580916 DrugBank:DB01675 InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1 InChIKey=NPALUEYCDZWBOV-NDZSKPAWSA-N KEGG COMPOUND:C03460 MetaCyc:METHACRYLYL-COA Methacrylyl-CoA Methacrylyl-coenzyme A Methylacrylyl-CoA Reaxys:78213 S-methacryloyl-CoA S-methacryloyl-coenzyme-A chebi_ontology 12-dehydro-leukotriene B4 (5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoeicosa-6,8,10,14-tetraenoic acid (5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid 12-Keto-LTB4 12-Keto-leukotriene B4 12-Oxo-ltb4 12-Oxoleukotriene B4 12-oxo-LTB4 5(S)-hydroxy-12-oxo-6(Z),8(E),10(E),14(Z)-eicosatetraenoic acid 5-Hydroxy-12-oxo-delta5,8,11,14-eicosapolyenoic acid 5S-hydroxy-12-keto-6Z,8E,10E,14Z-eicosatetraenoic acid A long-chain fatty acid consisting of leukotriene B4 having a 12-keto group in place of the 12-hydroxy group. C20H30O4 CCCCC\C=C/CC(=O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O CHEBI:19140 CHEBI:27814 CHEBI:742 ChemIDplus:136696-10-1 CiteXplore:8394361 CiteXplore:8632343 InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t19-/m1/s1 InChIKey=SJVWVCVZWMJXOK-NOJHDUNKSA-N KEGG COMPOUND:C05949 LIPID MAPS:LMFA03020024 Reaxys:7253020 chebi_ontology prostaglandin A2 (+)-Prostaglandin A(sup 2) (15S)-PGA2 (15S)-Prostaglandin A2 (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,10,13-trien-1-oic acid 5,6-cis-PGA2 A prostaglandins A that has formula C20H30O4. C20H30O4 CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:26315 CHEBI:27820 CHEBI:8505 ChemIDplus:13345-50-1 InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1 InChIKey=MYHXHCUNDDAEOZ-FOSBLDSVSA-N KEGG COMPOUND:C05953 LIPID MAPS:LMFA03010035 Medullin PGA2 Prostaglandin A2 chebi_ontology (5-hydroxyindol-3-yl)acetic acid (5-hydroxy-1H-indol-3-yl)acetic acid 5-HIAA 5-Hydroxy-1H-indole-3-acetic acid 5-Hydroxyindol-3-ylacetic acid 5-Hydroxyindole-3-acetic acid 5-Hydroxyindoleacetic acid Beilstein:168797 C10H9NO3 CHEBI:20585 CHEBI:2071 CHEBI:27823 ChemIDplus:54-16-0 CiteXplore:11063613 CiteXplore:11113939 CiteXplore:22770225 HMDB:HMDB00763 InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14) InChIKey=DUUGKQCEGZLZNO-UHFFFAOYSA-N Indole-3-acetic acid hydroxy-substituted at C-5. KEGG COMPOUND:C05635 MetaCyc:5-HYDROXYINDOLE_ACETATE OC(=O)Cc1c[nH]c2ccc(O)cc12 Reaxys:168797 Wikipedia:5-Hydroxyindoleacetic_acid chebi_ontology 3-iodo-L-tyrosine (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid 3-IODO-TYROSINE 3-Iodo-L-tyrosine 3-iodo-L-tyrosine A derivative of L-tyrosine carrying an iodo- substituent at position C-3 of the benzyl group. Beilstein:2941266 C9H10INO3 CHEBI:1562 CHEBI:20089 CHEBI:27847 CHEBI:43609 ChemIDplus:70-78-0 CiteXplore:15206581 DrugBank:DB01758 Gmelin:2110934 InChI=1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1 InChIKey=UQTZMGFTRHFAAM-ZETCQYMHSA-N KEGG COMPOUND:70-78-0 KEGG COMPOUND:C02515 MIT N[C@@H](Cc1ccc(O)c(I)c1)C(O)=O PDBeChem:IYR chebi_ontology 3-oxolauroyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxododecanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3-Oxododecanoyl-CoA 3-ketododecanoyl-CoA 3-ketododecanoyl-coenzyme A 3-ketolauroyl-CoA 3-ketolauroyl-coenzyme A 3-oxododecanoyl-coenzyme A 3-oxolauroyl-coenzyme A An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxolauroic acid. C33H56N7O18P3S CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:1636 CHEBI:20169 CHEBI:27868 HMDB:HMDB03937 InChI=1S/C33H56N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-20,22,26-28,32,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t22-,26-,27-,28+,32-/m1/s1 InChIKey=HQANBZHVWIDNQZ-GMHMEAMDSA-N KEGG COMPOUND:C05263 chebi_ontology lead(0) An elemental lead that has formula Pb. CHEBI:27889 CHEBI:6397 ChemIDplus:7439-92-1 InChI=1S/Pb InChIKey=WABPQHHGFIMREM-UHFFFAOYSA-N KEGG COMPOUND:7439-92-1 KEGG COMPOUND:C06696 Lead NIST Chemistry WebBook:7439-92-1 Pb Pb(0) Pbn [Pb] chebi_ontology lead lead metal lead(0) tryptophan 2-amino-3-(1H-indol-3-yl)propanoic acid An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3. Beilstein:86196 C11H12N2O2 CHEBI:27163 CHEBI:27897 CHEBI:9769 ChemIDplus:54-12-6 CiteXplore:17439666 CiteXplore:22264337 Gmelin:4532 Htrp InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) InChIKey=QIVBCDIJIAJPQS-UHFFFAOYSA-N KEGG COMPOUND:C00806 NC(Cc1c[nH]c2ccccc12)C(O)=O NIST Chemistry WebBook:54-12-6 Reaxys:86196 Trp Tryptophan W Wikipedia:Tryptophan alpha-Amino-beta-(3-indolyl)-propionic acid alpha-amino-beta-3-indolepropionic acid beta-3-indolylalanine chebi_ontology triptofano tryptophan tryptophane phenyl hydrogen sulfate An aryl sulfate that is phenol bearing an O-sulfo substituent. Beilstein:2047161 C6H6O4S CHEBI:25967 CHEBI:27905 CHEBI:8072 ChemIDplus:937-34-8 CiteXplore:22770225 InChI=1S/C6H6O4S/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H,7,8,9) InChIKey=CTYRPMDGLDAWRQ-UHFFFAOYSA-N KEGG COMPOUND:937-34-8 KEGG COMPOUND:C02180 OS(=O)(=O)Oc1ccccc1 Phenol sulfate Reaxys:2047161 chebi_ontology phenyl hydrogen sulfate phenylsulfate 7-dehydrodesmosterol (3beta)-cholesta-5,7,24-trien-3-ol 24-dehydroprovitamin D3 7-Dehydrodesmosterol 7-dehydrodesmosterol A 3beta-sterol having the structure of desmosterol with an extra double bond at C-7--C-8. Beilstein:2569831 C27H42O CHEBI:20788 CHEBI:2257 CHEBI:27910 ChemIDplus:1715-86-2 InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1 InChIKey=RUSSPKPUXDSHNC-DDPQNLDTSA-N KEGG COMPOUND:C05107 LIPID MAPS:LMST01010121 [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C chebi_ontology cholesta-5,7,24-trien-3beta-ol 2-acyl-sn-glycero-3-phosphoglycerol CHEBI:19439 CHEBI:27923 CHEBI:985 chebi_ontology alpha-maltotriose A maltotriose trisaccharide in which the glucose residue at the reducing end is in the pyranose ring form and has alpha configuration at the anomeric carbon atom.. Amylotriose Beilstein:1275025 C18H32O16 CHEBI:25146 CHEBI:27931 CHEBI:43937 CHEBI:6672 DrugBank:DB03277 InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-/m1/s1 InChIKey=FYGDTMLNYKFZSV-PXXRMHSHSA-N KEGG COMPOUND:C01835 MALTOTRIOSE Maltotriose OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@H](O[C@@H]3[C@@H](CO)O[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O PDBeChem:MLR alpha-D-Glcp-(1->4)-alpha-D-Glcp-(1->4)-alpha-D-Glcp alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranose alpha-maltotriose chebi_ontology all-cis-icosa-8,11,14-trienoyl-CoA (8Z,11Z,14Z)-Icosatrienoyl-CoA (8Z,11Z,14Z)-eicosatrienoyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(8Z,11Z,14Z)-icosa-8,11,14-trienoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 8,11,14-Eicosatrienoyl-CoA 8,11,14-Icosatrienoyl-CoA 8Z,11Z,14Z-eicosatrienoyl-CoA 8Z,11Z,14Z-icosatrienoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of all-cis-icosa-8,11,14-trienoic acid. C41H68N7O17P3S CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:20806 CHEBI:2300 CHEBI:27979 CiteXplore:3426550 CoA[20:3(8Z,11Z,14Z)] HMDB:HMDB03947 InChI=1S/C41H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,28-30,34-36,40,51-52H,4-7,10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1 InChIKey=FJWJALRUNNZIBB-DDQUOPDJSA-N KEGG COMPOUND:C03595 LIPID MAPS:LMFA07050011 all-cis-eicosa-8,11,14-trienoyl-CoA all-cis-eicosa-8,11,14-trienoyl-coenzyme A all-cis-icosa-8,11,14-trienoyl-CoA all-cis-icosa-8,11,14-trienoyl-coenzyme A chebi_ontology elaidic acid (9E)-Octadecenoic acid (9E)-octadec-9-enoic acid (E)-Oleic acid 9-OCTADECENOIC ACID 9-Octadecenoic acid, (E)- 9-trans-Octadecenoic acid A 9-octadecenoic acid and the trans-isomer of oleic acid. Acide elaidique Beilstein:1726543 C18H34O2 CCCCCCCC\C=C\CCCCCCCC(O)=O CHEBI:10546 CHEBI:23903 CHEBI:27997 CHEBI:42209 ChemIDplus:112-79-8 CiteXplore:10342226 CiteXplore:8018112 CiteXplore:881948 D9-trans-Octadecenoic acid Elaidic acid Elaidinsaeure Elaidinsaure Gmelin:171874 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+ InChIKey=ZQPPMHVWECSIRJ-MDZDMXLPSA-N KEGG COMPOUND:112-79-8 KEGG COMPOUND:C01712 LIPID MAPS:LMFA01030073 NIST Chemistry WebBook:112-79-8 PDBeChem:ELA chebi_ontology trans-9-Octadecenoic acid trans-D9-Octadecenoic acid trans-Delta(9)-octadecenoic acid trans-Elaidic acid trans-Oleic acid tolbutamide 1-Butyl-3-(p-methylphenylsulfonyl)urea 1-Butyl-3-(p-tolylsulfonyl)urea 1-Butyl-3-tosylurea 1-p-Toluenesulfonyl-3-butylurea 3-(p-Tolyl-4-sulfonyl)-1-butylurea A urea that consists of 1-butylurea having a tosyl group attached at the 3-position. C12H18N2O3S CCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1 CHEBI:27019 CHEBI:27999 CHEBI:9616 ChemIDplus:64-77-7 CiteXplore:11835228 CiteXplore:11840346 CiteXplore:11911494 CiteXplore:12042355 CiteXplore:12355256 CiteXplore:15207658 CiteXplore:15317941 CiteXplore:15620874 CiteXplore:15655519 CiteXplore:16290322 CiteXplore:16426753 CiteXplore:19059420 CiteXplore:20880646 CiteXplore:21178111 CiteXplore:21193530 CiteXplore:21471135 CiteXplore:21535124 CiteXplore:21712613 CiteXplore:21757329 CiteXplore:21827497 CiteXplore:21831467 CiteXplore:22028182 CiteXplore:22079696 DrugBank:DB01124 InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15) InChIKey=JLRGJRBPOGGCBT-UHFFFAOYSA-N KEGG COMPOUND:64-77-7 KEGG COMPOUND:C07148 KEGG DRUG:D00380 N-(4-Methylbenzenesulfonyl)-N'-butylurea N-(4-Methylphenylsulfonyl)-N'-butylurea N-(Sulfonyl-p-methylbenzene)-N'-N-butylurea N-(p-Methylbenzenesulfonyl)-N'-butylurea N-Butyl-N'-(4-methylphenylsulfonyl)urea N-Butyl-N'-(p-tolylsulfonyl)urea N-Butyl-N'-p-toluenesulfonylurea N-[(butylamino)carbonyl]-4-methylbenzenesulfonamide N-n-Butyl-N'-tosylurea NIST Chemistry WebBook:64-77-7 Orinase (TN) Patent:DE1066575 Patent:GB808071 Patent:US2968158 Reaxys:1984428 Tolbutamide Tolylsulfonylbutylurea Wikipedia:Tolbutamide chebi_ontology tolbutamida tolbutamide tolbutamidum N-acetyl-D-hexosaminide C8H14NO6R CC(=O)NC1C(O)C(O)C(CO)O[C@H]1O[*] CHEBI:21596 CHEBI:28000 CHEBI:7183 KEGG COMPOUND:C03879 N-Acetyl-beta-D-hexosaminide N-acetyl-D-hexosaminides chebi_ontology cis,cis-dodeca-3,6-dienoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(3Z,6Z)-dodeca-3,6-dienoyl]sulfanyl}ethyl)amino]-3-hydroxy-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} A medium-chain unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cis,cis-dodeca-3,6-dienoic acid. C33H54N7O17P3S CCCCC\C=C/C\C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:10450 CHEBI:23257 CHEBI:28002 HMDB:HMDB03952 InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h8-9,11-12,20-22,26-28,32,43-44H,4-7,10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b9-8-,12-11-/t22-,26-,27-,28+,32-/m1/s1 InChIKey=KEPSPLQXVPROMK-ASJCJLDXSA-N KEGG COMPOUND:C05280 chebi_ontology cis,cis-3,6-Dodecadienoyl-CoA cis,cis-3,6-dodecadienoyl-coenzyme A cis,cis-dodeca-3,6-dienoyl-coenzyme A 10-formyltetrahydrofolyl polyglutamate macromolecule 10-Formyl-THF-polyglutamate 10-Formyltetrahydrofolylpolyglutamate 10-formyltetrahydrofolyl polyglutamate A macromolecule consisting of 10-formyltetrahydrofolic acid with an arbitrary number of glutamate residues attached as a polypeptide to the single existent one. C25H30N8O10(C5H7NO3)n CHEBI:19112 CHEBI:28010 CHEBI:700 InChI=1S/C30H37N9O13/c31-30-37-24-23(26(46)38-30)33-15(11-32-24)12-39(13-40)16-3-1-14(2-4-16)25(45)36-19(29(51)52)6-9-21(42)34-17(27(47)48)5-8-20(41)35-18(28(49)50)7-10-22(43)44/h1-4,13,15,17-19,33H,5-12H2,(H,34,42)(H,35,41)(H,36,45)(H,43,44)(H,47,48)(H,49,50)(H,51,52)(H4,31,32,37,38,46)/t15-,17+,18+,19+/m1/s1 InChIKey=UEASZQUTJQWRPJ-BVBHFADKSA-N KEGG COMPOUND:C05929 chebi_ontology N-acetyl-D-galactosamine 2-Acetamido-2-deoxy-D-galactose 2-acetamido-2-deoxy-D-galactopyranose Beilstein:1429037 C8H15NO6 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O CHEBI:21502 CHEBI:28037 CHEBI:546804 CHEBI:7110 ChEMBL:17905738 ChemIDplus:14215-68-0 ChemIDplus:1811-31-0 CiteXplore:1429037 CiteXplore:15267227 CiteXplore:15864747 CiteXplore:21512230 CiteXplore:2860067 CiteXplore:7688662 D-GalNAc GalNAc InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8?/m1/s1 InChIKey=OVRNDRQMDRJTHS-KEWYIRBNSA-N KEGG COMPOUND:14215-68-0 KEGG COMPOUND:1811-31-0 KEGG COMPOUND:C01132 N-Acetyl-D-chondrosamine N-Acetyl-D-galactosamine Reaxys:1429037 The D-enantiomer of N-acetylgalactosamine. chebi_ontology phenylalanine 2-amino-3-phenylpropanoic acid An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group. Beilstein:1910407 C9H11NO2 CHEBI:25984 CHEBI:28044 CHEBI:8089 ChemIDplus:150-30-1 CiteXplore:17439666 CiteXplore:22264337 DL-Phenylalanine F Gmelin:50836 InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12) InChIKey=COLNVLDHVKWLRT-UHFFFAOYSA-N KEGG COMPOUND:C02057 NC(Cc1ccccc1)C(O)=O NIST Chemistry WebBook:150-30-1 PHE Phenylalanin Phenylalanine Reaxys:1910407 Wikipedia:Phenylalanine alpha-Amino-beta-phenylpropionic acid chebi_ontology fenilalanina phenylalanine 5beta-cholestane-3alpha,7alpha-diol 3alpha,7alpha-Dihydroxy-5beta-cholestane 3alpha,7alpha-dihydroxy-5beta-cholestane 5beta-Cholestane-3alpha,7alpha-diol 5beta-cholestane-3alpha,7alpha-diol A 7alpha-hydroxy steroid that has formula C27H48O2. C27H48O2 CHEBI:1708 CHEBI:20233 CHEBI:28047 ChemIDplus:3862-26-8 Dihydroxycoprostane InChI=1S/C27H48O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h17-25,28-29H,6-16H2,1-5H3/t18-,19+,20-,21-,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=APYVEUGLZHAHDJ-TVRYRFOISA-N KEGG COMPOUND:C05452 LIPID MAPS:LMST04030109 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCCC(C)C chebi_ontology alpha-D-galactose A D-galactopyranose having alpha-configuration at the anomeric centre. ALPHA D-GALACTOSE Beilstein:1281609 C6H12O6 CHEBI:10231 CHEBI:22373 CHEBI:28061 CHEBI:42741 ChemIDplus:3646-73-9 CiteXplore:17991151 CiteXplore:7521740 CiteXplore:8154046 Gal-alpha Gmelin:648638 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6+/m1/s1 InChIKey=WQZGKKKJIJFFOK-PHYPRBDBSA-N KEGG COMPOUND:59-23-4 KEGG COMPOUND:C00984 NIST Chemistry WebBook:3646-73-9 OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O PDBeChem:GLA Reaxys:1281609 alpha-D-Galactose alpha-D-galactopyranose alpha-D-galactose chebi_ontology uridine 2'-phosphate 2'-uridylic acid A pyrimidine ribonucleoside 2'-monophosphate having uracil as the nucleobase Beilstein:50670 C9H13N2O9P CHEBI:27228 CHEBI:28070 CHEBI:46247 CHEBI:9894 ChemIDplus:131-83-9 InChI=1S/C9H13N2O9P/c12-3-4-6(14)7(20-21(16,17)18)8(19-4)11-2-1-5(13)10-9(11)15/h1-2,4,6-8,12,14H,3H2,(H,10,13,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 InChIKey=HQIDPEYTETUCNF-XVFCMESISA-N KEGG COMPOUND:C03031 OC[C@H]1O[C@H]([C@H](OP(O)(O)=O)[C@@H]1O)n1ccc(=O)[nH]c1=O PDBeChem:U2P Uridine 2'-monophosphate Uridine 2'-phosphate chebi_ontology prostaglandin B2 (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid A prostaglandins B that has formula C20H30O4. C20H30O4 CCCCC[C@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1 CHEBI:26317 CHEBI:28099 CHEBI:8507 ChemIDplus:13367-85-6 DrugBank:DB02304 InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-/m0/s1 InChIKey=PRFXRIUZNKLRHM-HKVRTXJWSA-N KEGG COMPOUND:C05954 LIPID MAPS:LMFA03010018 PGB2 Prostaglandin B2 chebi_ontology docosa-4,7,10,13,16,19-hexaenoic acid (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid 22:6(n-3) 22:6-4, 7,10,13,16,19 4,7,10,13,16,19-Docosahexaenoic acid 4,7,10,13,16,19-docosahexaenoic acid A C22, omega-3, polyunsaturated essential fatty acid with double bonds at positions 4, 7, 10, 13, 16 and 19. Beilstein:1715505 C22H32O2 CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O CHEBI:23857 CHEBI:28125 CHEBI:43162 CHEBI:4673 ChemIDplus:6217-54-5 CiteXplore:12359365 CiteXplore:12538082 CiteXplore:18072818 CiteXplore:18220672 CiteXplore:21045096 DHA DOCOSA-4,7,10,13,16,19-HEXAENOIC ACID Doconexent Docosahexaenoic acid DrugBank:DB03756 InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18- InChIKey=MBMBGCFOFBJSGT-KUBAVDMBSA-N KEGG COMPOUND:C06429 LIPID MAPS:LMFA01030185 PDBeChem:HXA all-cis-4,7,10,13,16,19-docosahexaenoic acid all-cis-DHA all-cis-docosa-4,7,10,13,16,19-hexaenoic acid cervonic acid chebi_ontology 13,14-dihydro-Delta(12)-prostaglandin J2 (5Z,12E,15S)-15-hydroxy-11-oxoprosta-5,9,12-trien-1-oic acid 9-Deoxy-9,10-didehydro-12,13-didehydro-13,14-dihydroprostaglandin D2 9-Deoxy-delta(9), delta(12)-13,14-dihydroprostaglandin D2 9-Deoxy-delta(9,12)-13,14-dihydro PGD2 An oxo carboxylic acid that has formula C20H30O4. C20H30O4 CCCCC[C@H](O)C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O CHEBI:10537 CHEBI:23604 CHEBI:28130 ChemIDplus:87893-54-7 Dddd-PGD2 InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1 InChIKey=TUXFWOHFPFBNEJ-GJGHEGAFSA-N KEGG COMPOUND:87893-54-7 KEGG COMPOUND:C05958 LIPID MAPS:LMFA03010020 chebi_ontology delta(12)-PGJ2 delta-12-PGJ2 delta-12-Prostaglandin J2 6-oxo-prostaglandin F1alpha (13E,15S)-9alpha,11alpha,15-trihydroxy-6-oxoprost-13-en-1-oic acid 6-Keto-PGF1a 6-Keto-PGF1alpha 6-Keto-prostaglandin F1a 6-Keto-prostaglandin F1alpha 6-Ketoprostaglandin F1alpha 6-Oxo-PGF1alpha 6-Oxoprostaglandin F1alpha A prostaglandin Falpha that is prostaglandin F1alpha bearing a keto substituent at the 6-position. C20H34O6 CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O CHEBI:20736 CHEBI:2205 CHEBI:28158 ChemIDplus:58962-34-8 CiteXplore:11034952 CiteXplore:11481608 CiteXplore:11510754 CiteXplore:11529335 CiteXplore:11798014 CiteXplore:12535846 CiteXplore:12912853 CiteXplore:14735492 CiteXplore:15108967 CiteXplore:15550787 CiteXplore:15684771 CiteXplore:15883739 CiteXplore:18942642 CiteXplore:6107345 CiteXplore:6132981 CiteXplore:7864124 CiteXplore:9013819 InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1 InChIKey=KFGOFTHODYBSGM-ZUNNJUQCSA-N KEGG COMPOUND:C05961 LIPID MAPS:LMFA03010001 Reaxys:2821925 chebi_ontology 5(S)-HETE (5S,6E,8Z,11Z,14Z)-5-hydroxyeicosa-6,8,11,14-tetraenoic acid (5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoic acid (6E,8Z,11Z,14Z)-(5S)-5-Hydroxyicosa-6,8,11,14-tetraenoic acid (S)-(E,Z,Z,Z)-5-hydroxyeicosa-6,8,11,14-tetraenoic acid 5(S)-HETE 5(S)-hydroxy-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid 5(S)-hydroxyeicosatetraenoic acid 5-HETE 5S-HETE 6,8,11,14-Eicosatetraenoic acid, 5-hydroxy-, (S-(E,Z,Z,Z))- A HETE having a (5S)-hydroxy group and (6E)-, (8Z)-, (11Z)- and (14Z)-double bonds. Beilstein:4691533 C20H32O3 CCCCC\C=C/C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O CHEBI:20581 CHEBI:2068 CHEBI:28209 ChemIDplus:70608-72-9 CiteXplore:10987416 CiteXplore:3460103 CiteXplore:3592413 InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1 InChIKey=KGIJOOYOSFUGPC-JGKLHWIESA-N KEGG COMPOUND:70608-72-9 KEGG COMPOUND:C04805 LIPID MAPS:LMFA03060002 Reaxys:4691533 chebi_ontology (S)-3-hydroxyisobutyryl-CoA (S)-3-Hydroxyisobutyryl-CoA (S)-3-hydroxy-2-methylpropanoyl-coenzyme A (S)-3-hydroxy-2-methylpropionyl-coenzyme A (S)-3-hydroxyisobutanoyl-CoA (S)-3-hydroxyisobutanoyl-coenzyme A (S)-3-hydroxyisobutyryl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(2S)-3-hydroxy-2-methylpropanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (S)-3-hydroxyisobutyric acid. C25H44N7O18P3S CHEBI:18753 CHEBI:28259 CHEBI:399 C[C@@H](CO)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CiteXplore:17160907 HMDB:HMDB01052 InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,17+,18+,19-,23+/m0/s1 InChIKey=WWEOGFZEFHPUAM-UQCJFRAESA-N KEGG COMPOUND:C06000 chebi_ontology galactose C6H12O6 CHEBI:24162 CHEBI:28260 CHEBI:33933 CHEBI:5256 ChemIDplus:26566-61-0 Gal Galactose Galaktose KEGG COMPOUND:C01582 NIST Chemistry WebBook:26566-61-0 chebi_ontology galacto-hexose galactose 3-oxooctanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxooctanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3-Oxooctanoyl-CoA 3-ketooctanoyl-CoA 3-ketooctanoyl-coenzyme A 3-oxooctanoyl-coenzyme A An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxooctanoic acid. C29H48N7O18P3S CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:1645 CHEBI:20175 CHEBI:28264 CiteXplore:344310 HMDB:HMDB03941 InChI=1S/C29H48N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-16,18,22-24,28,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t18-,22-,23-,24+,28-/m1/s1 InChIKey=WPIVBCGRGVNDDT-CECATXLMSA-N KEGG COMPOUND:C05267 Reaxys:11066711 chebi_ontology (S)-3-hydroxyhexanoyl-CoA (S)-3-Hydroxyhexanoyl-CoA (S)-3-hydroxycaproyl-CoA (S)-3-hydroxycaproyl-coenzyme A (S)-Hydroxyhexanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxyhexanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3-hydroxyhexanoyl-coenzyme A A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (S)-3-hydroxyhexanoyl-CoA. C27H46N7O18P3S CCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:18780 CHEBI:28276 CHEBI:419 InChI=1S/C27H46N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,35,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t15-,16+,20+,21+,22-,26+/m0/s1 InChIKey=VAAHKRMGOFIORX-IKTBLOROSA-N KEGG COMPOUND:C05268 LIPID MAPS:LMFA07050017 chebi_ontology 6-methylthiopurine 6-(methylsulfanyl)-9H-purine 6-Methylmercaptopurine 6-Methylthiopurine 6-methylthiopurine A thiopurine that has formula C6H6N4S. C6H6N4S CHEBI:26973 CHEBI:28279 CHEBI:9564 CSc1ncnc2[nH]cnc12 InChI=1S/C6H6N4S/c1-11-6-4-5(8-2-7-4)9-3-10-6/h2-3H,1H3,(H,7,8,9,10) InChIKey=UIJIQXGRFSPYQW-UHFFFAOYSA-N KEGG COMPOUND:50-66-8 KEGG COMPOUND:C03542 Thiopurine S-methylether chebi_ontology alpha,omega-dicarboxylic acid CHEBI:10197 CHEBI:13780 CHEBI:22361 CHEBI:28383 KEGG COMPOUND:C04025 alpha(omega)-Dicarboxylic acid alpha,omega-Dicarboxylic acid alpha,omega-dicarboxylic acids alphaomega-dicarboxylic acid chebi_ontology N-acetyl-D-glucosaminide C8H14NO6R CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1O[*] CHEBI:21523 CHEBI:28401 CHEBI:7129 KEGG COMPOUND:C03518 N-Acetyl-D-glucosaminide N-acetyl-D-glucosaminides chebi_ontology kynurenine 2-amino-4-(2-aminophenyl)-4-oxobutanoic acid A ketone that is alanine in which one of the methyl hydrogens is substituted by a 2-aminobenzoyl group. C10H12N2O3 CHEBI:24992 CHEBI:28683 CHEBI:6148 ChemIDplus:343-65-7 CiteXplore:22770225 InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15) InChIKey=YGPSJZOEDVAXAB-UHFFFAOYSA-N KEGG COMPOUND:C01718 Kynurenine NC(CC(=O)c1ccccc1N)C(O)=O Reaxys:2697333 chebi_ontology phosphatidylinositol phosphate Any member of the phosphoinositide family of compounds, of which seven occur naturally. CHEBI:26037 CHEBI:26038 CHEBI:28765 CHEBI:8135 CiteXplore:2538726 chebi_ontology phosphatidylinositol phosphates aspartame 1-methyl N-L-alpha-aspartyl-L-phenylalanate 3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester 3-Amino-N-(alpha-methoxycarbonylphenethyl) succinamic acid A dipeptide that has formula C14H18N2O5. Asp-phe-ome Aspartame Aspartylphenylalanine methyl ester Beilstein:2223850 C14H18N2O5 CHEBI:2877 COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CC(O)=O ChemIDplus:22839-47-0 DrugBank:DB00168 InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1 InChIKey=IAOZJIPTCAWIRG-QWRGUYRKSA-N KEGG COMPOUND:C11045 KEGG DRUG:D02381 L-Aspartyl-L-phenylalanine methyl ester aspartam aspartame aspartamo aspartamum chebi_ontology methyl L-alpha-aspartyl-L-phenylalaninate N-acetylgalactosamine 2-Acetamido-2-deoxygalactose 2-acetamido-2-deoxygalactose C8H15NO6 CHEBI:21600 CHEBI:28800 CHEBI:7201 GalNAc KEGG COMPOUND:1811-31-0 KEGG COMPOUND:C01074 N-Acetylchondrosamine N-Acetylgalactosamine chebi_ontology fatty acid anion Alkanate CHEBI:13634 CHEBI:24022 CHEBI:28868 CHEBI:4985 CO2R CiteXplore:18628202 Fatty acid anion Fettsaeureanion Fettsaeureanionen KEGG COMPOUND:C02403 The conjugate base of a fatty acid, arising from deprotonation of the carboxylic acid group of the corresponding fatty acid. [O-]C([*])=O acido graso anionico acidos grasos anionicos anion de l'acide gras chebi_ontology fatty acid anion fatty acid anions phosphatidylinositol Any glycerophosphoinositol having one phosphatidyl group esterified to one of the hydroxy groups of inositol. CHEBI:18877 CHEBI:28874 CHEBI:494 DrugBank:DB02144 PI PtdIns chebi_ontology phosphatidylinositols ganglioside A molecule composed of a glycosphingolipid (ceramide and oligosaccharide) with one or more sialic acids linked on the sugar chain. CHEBI:26669 CHEBI:28892 CHEBI:36525 CHEBI:5274 CiteXplore:16158191 CiteXplore:2088646 Ganglioside KEGG COMPOUND:C01808 LIPID MAPS:LMSP0601 Wikipedia:Ganglioside chebi_ontology gangliosides sialoglycosphingolipids 2,3-bisphosphoglyceric acid 2,3-bis(phosphonooxy)propanoic acid A bisphosphoglyceric acid that has formula C3H8O10P2. C3H8O10P2 CHEBI:19307 CHEBI:19325 CHEBI:28907 CHEBI:873 InChI=1S/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11) InChIKey=XOHUEYCVLUUEJJ-UHFFFAOYSA-N OC(=O)C(COP(O)(O)=O)OP(O)(O)=O chebi_ontology amino sugar Aminosugars Any sugar having one or more alcoholic hydroxy groups replaced by substituted or unsubstituted amino groups. CHEBI:22481 CHEBI:22530 CHEBI:2662 CHEBI:28963 CiteXplore:18424273 CiteXplore:9056391 KEGG COMPOUND:C05383 amino sugars aminosugar chebi_ontology dicarboxylic acid dianion CHEBI:23688 CHEBI:23689 CHEBI:28965 CHEBI:38711 chebi_ontology dicarboxylate dicarboxylates dicarboxylic acid dianion dicarboxylic acid dianions carboxylic acid anion CHEBI:13626 CHEBI:13945 CHEBI:23026 CHEBI:29067 CHEBI:58657 CO2R The conjugate base formed when the carboxy group of a carboxylic acid is deprotonated. [O-]C([*])=O a carboxylate carboxylic acid anions carboxylic anions chebi_ontology mononucleotide C5H10O7PR CHEBI:14616 CHEBI:25404 CHEBI:29075 CHEBI:6983 KEGG COMPOUND:C02171 Mononucleotide chebi_ontology mononucleotide mononucleotides thiol A thiol is a compound having the structure RSH (where R is not H). Thiols are also known by the term 'mercaptans' (abandoned by IUPAC). CHEBI:13696 CHEBI:26969 CHEBI:29256 CHEBI:9556 HSR KEGG COMPOUND:C00145 Mercaptan Merkaptan RSH Thiol Wikipedia:Thiol [H]S[*] chebi_ontology mercaptans thiols thiols monocarboxylic acid amide A carboxamide derived from a monocarboxylic acid. CHEBI:13211 CHEBI:22207 CHEBI:25383 CHEBI:29347 CHEBI:6977 chebi_ontology monocarboxylic acid amide monocarboxylic acid amides fatty amide A monocarboxylic acid amide derived from a fatty acid. Aliphatic amide CHEBI:13247 CHEBI:22310 CHEBI:22330 CHEBI:2572 CHEBI:29348 CHEBI:35749 CHEBI:38838 CHNOR2 KEGG COMPOUND:C02244 LIPID MAPS:LMFA08 chebi_ontology fatty amide fatty amides 3-(indol-3-yl)pyruvic acid (indol-3-yl)pyruvic acid 3-(1H-indol-3-yl)-2-oxopropanoic acid An indol-3-yl carboxylic acid that has formula C11H9NO3. C11H9NO3 CHEBI:24817 CHEBI:29750 CHEBI:5917 InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15) InChIKey=RSTKLPZEZYGQPY-UHFFFAOYSA-N Indolepyruvic acid KEGG COMPOUND:35656-49-6 KEGG COMPOUND:C00331 OC(=O)C(=O)Cc1c[nH]c2ccccc12 chebi_ontology indole-3-pyruvic acid diphosphoric acid 1,5-dihydrido-2,4-dihydroxido-2,4-dioxido-1,3,5-trioxy-2,4-diphosphy-[5]catena An acyclic phosphorus acid anhydride that has formula H4O7P2. CHEBI:29888 CHEBI:45067 CHEBI:8683 ChemIDplus:2466-09-3 Diphosphorsaeure DrugBank:DB04160 Gmelin:82619 H4O7P2 H4P2O7 InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6) InChIKey=XPPKVPWEQAFLFU-UHFFFAOYSA-N KEGG COMPOUND:2466-09-3 KEGG COMPOUND:C00013 NIST Chemistry WebBook:2466-09-3 OP(O)(=O)OP(O)(O)=O PDBeChem:PPV PYROPHOSPHATE Pyrophosphoric acid Pyrophosphorsaeure [(HO)2P(O)OP(O)(OH)2] acide diphosphorique chebi_ontology diphosphoric acid mu-oxido-bis(dihydroxidooxidophosphorus) acetate A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of acetic acid. ACETATE ION Azetat Beilstein:1901470 C2H3O2 CC([O-])=O CH3-COO(-) CHEBI:13704 CHEBI:22165 CHEBI:30089 CHEBI:40480 ChEBI:C00033 ChEBI:c0050 ChemIDplus:71-50-1 CiteXplore:17190852 CiteXplore:22211106 CiteXplore:22371380 DrugBank:DB03166 Ethanoat Gmelin:1379 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1 InChIKey=QTBSBXVTEAMEQO-UHFFFAOYSA-M MeCO2 anion MetaCyc:ACET NIST Chemistry WebBook:71-50-1 PDBeChem:ACT Reaxys:1901470 Wikipedia:Acetate acetate acetic acid, ion(1-) chebi_ontology ethanoate 5-diphospho-1D-myo-inositol pentakisphosphate (1r,2R,3S,4s,5R,6S)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphate 1,2,3,4,6-pentakis-O-phosphono-1D-myo-inositol 5-(trihydrogen diphosphate) 1D-myo-inositol 5-diphosphate pentakisphosphate 5-Diphosphoinositol pentakisphosphate 5-PP-InsP5 A myo-inositol pentakisphosphate that consists of 1D-myo-inositol having the five phospho groups located at positions 1, 2, 3, 4 and 6 as well as a diphospho group at position 5. Beilstein:7970481 C6H19O27P7 CHEBI:12124 CHEBI:2119 CHEBI:30164 InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4-,5+,6+ InChIKey=UPHPWXPNZIOZJL-KXXVROSKSA-N KEGG COMPOUND:C11526 OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O chebi_ontology 3-acetamidopropanal An aldehyde that has formula C5H9NO2. Beilstein:4364596 C5H9NO2 CHEBI:30322 InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8) InChIKey=ARJPPNFIEQKVBB-UHFFFAOYSA-N N-(3-oxopropyl)acetamide [H]C(=O)CCNC(C)=O chebi_ontology silicon dioxide (SiO2)n A silicon oxide made up of linear triatomic molecules in which a silicon atom is covalently bonded to two oxygens. CHEBI:30563 ChemIDplus:7631-86-9 CiteXplore:8991630 Gmelin:200274 InChI=1S/O2Si/c1-3-2 InChIKey=VYPSYNLAJGMNEJ-UHFFFAOYSA-N Kieselsaeureanhydrid MolBase:887 NIST Chemistry WebBook:7631-86-9 O2Si O=[Si]=O Reaxys:3902804 SiO2 Siliziumdioxid [SiO2] chebi_ontology silica silicic anhydride silicon dioxide silicon(IV) oxide benzo[a]pyrene diol epoxide I 7,8,8a,9a-tetrahydrobenzo[1,12]tetrapheno[10,11-b]oxirene-7,8-diol 7,8,8a,9a-tetrahydrobenzo[10,11]chryseno[3,4-b]oxirene-7,8-diol An epoxide that has formula C20H14O3. BP 7,8-Diol-9,10-epoxide 2 BPDE Beilstein:1353131 Benzo(a)pyrene diol epoxide C20H14O3 CHEBI:30614 ChemIDplus:58917-67-2 InChI=1S/C20H14O3/c21-17-13-8-11-5-4-9-2-1-3-10-6-7-12(15(11)14(9)10)16(13)19-20(23-19)18(17)22/h1-8,17-22H InChIKey=DQEPMTIXHXSFOR-UHFFFAOYSA-N OC1C(O)c2cc3ccc4cccc5ccc(c2C2OC12)c3c45 benzo(a)pyrene diolepoxide I chebi_ontology oxaloacetic acid 2-Oxobutanedioic acid 2-oxobutanedioic acid 2-oxosuccinic acid 3-carboxy-3-oxopropanoic acid An oxodicarboxylic acid that is succinic acid bearing a single oxo group. Beilstein:1705475 C4H4O5 CHEBI:24959 CHEBI:25734 CHEBI:30744 CHEBI:7812 ChemIDplus:328-42-7 CiteXplore:17190852 CiteXplore:21825143 CiteXplore:22451473 Gmelin:1042886 HMDB:HMDB00223 InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9) InChIKey=KHPXUQMNIQBQEV-UHFFFAOYSA-N KEGG COMPOUND:328-42-7 KEGG COMPOUND:C00036 MetaCyc:OXALACETIC_ACID NIST Chemistry WebBook:328-42-7 OAA OC(=O)CC(=O)C(O)=O Oxalacetic acid Oxaloacetic acid Oxosuccinic acid Patent:US2011064679 Reaxys:1705475 Wikipedia:Oxaloacetic_acid chebi_ontology keto-succinic acid ketosuccinic acid oxobutanedioic acid benzoic acid A compound comprising a benzene ring core carrying a carboxylic acid substituent. BENZOIC ACID Beilstein:636131 Benzenecarboxylic acid Benzeneformic acid Benzenemethanoic acid Benzoesaeure Benzoic acid C7H6O2 CHEBI:22722 CHEBI:3029 CHEBI:30746 CHEBI:41051 ChemIDplus:65-85-0 CiteXplore:17439666 Dracylic acid DrugBank:DB03793 E210 Gmelin:2946 HMDB:HMDB01870 InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9) InChIKey=WPYMKLBDIGXBTP-UHFFFAOYSA-N KEGG COMPOUND:65-85-0 KEGG COMPOUND:C00180 KEGG DRUG:D00038 MetaCyc:BENZOATE NIST Chemistry WebBook:65-85-0 OC(=O)c1ccccc1 PDBeChem:BEZ Phenylcarboxylic acid Phenylformic acid Reaxys:636131 Wikipedia:Benzoic_Acid acide benzoique benzoic acid chebi_ontology formic acid Acide formique Ameisensaeure Beilstein:1209246 CH2O2 CHEBI:24082 CHEBI:30751 CHEBI:42460 CHEBI:5145 ChemIDplus:64-18-6 CiteXplore:12591956 CiteXplore:14637377 CiteXplore:15811469 CiteXplore:16120414 CiteXplore:16185830 CiteXplore:16222862 CiteXplore:16230297 CiteXplore:16445901 CiteXplore:16465784 CiteXplore:18034701 CiteXplore:18397576 CiteXplore:22080171 CiteXplore:22280475 CiteXplore:22304812 CiteXplore:22385261 CiteXplore:22447125 CiteXplore:22483350 CiteXplore:22499553 CiteXplore:22540994 CiteXplore:22606986 CiteXplore:22622393 CiteXplore:3946945 CiteXplore:7361809 DrugBank:DB01942 FORMIC ACID Formic acid Gmelin:1008 H-COOH HCO2H HCOOH HMDB:HMDB00142 InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3) InChIKey=BDAGIHXWWSANSR-UHFFFAOYSA-N KEGG COMPOUND:64-18-6 KEGG COMPOUND:C00058 LIPID MAPS:LMFA01010040 MetaCyc:FORMATE Methanoic acid NIST Chemistry WebBook:64-18-6 PDBeChem:FMT Patent:CN101481304 Reaxys:1209246 The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects. Wikipedia:Formic_acid [H]C(O)=O aminic acid bilorin chebi_ontology formic acid formylic acid hydrogen carboxylic acid methoic acid 4-aminobenzoic acid 4-AMINOBENZOIC ACID 4-Amino-benzoic acid 4-Aminobenzoesaeure 4-Aminobenzoic acid 4-aminobenzoic acid ABEE An aminobenzoic acid that has formula C7H7NO2. Beilstein:471605 C7H7NO2 CHEBI:113372 CHEBI:1783 CHEBI:20315 CHEBI:30753 CHEBI:44778 ChEMBL:12039592 ChEMBL:15115392 ChEMBL:1527790 ChEMBL:16290145 ChEMBL:17149871 ChEMBL:3599019 ChEMBL:3820215 ChEMBL:3950915 ChEMBL:8411009 ChEMBL:9406595 ChemIDplus:150-13-0 CiteXplore:19469519 DrugBank:DB02362 Gmelin:50150 InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) InChIKey=ALYNCZNDIQEVRV-UHFFFAOYSA-N KEGG COMPOUND:150-13-0 KEGG COMPOUND:C00568 NIST Chemistry WebBook:150-13-0 Nc1ccc(cc1)C(O)=O PABA PDBeChem:PAB Wikipedia:4-Aminobenzoic_Acid chebi_ontology p-Aminobenzoesaeure p-aminobenzoic acid para-aminobenzoic acid salicylate 2-hydroxybenzoate 2-hydroxybenzoic acid ion(1-) A monohydroxybenzoate that has formula C7H5O3. Beilstein:3605209 C7H5O3 CHEBI:15061 CHEBI:26595 CHEBI:30762 ChEBI:c0043 ChemIDplus:63-36-5 Gmelin:3417 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1 InChIKey=YGSDEFSMJLZEOE-UHFFFAOYSA-M Oc1ccccc1C([O-])=O Salicylate chebi_ontology o-hydroxybenzoate sal propionic acid A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group. Beilstein:506071 C3H6O2 CCC(O)=O CH3-CH2-COOH CHEBI:26304 CHEBI:30768 CHEBI:45227 CHEBI:8476 ChemIDplus:79-09-4 CiteXplore:15868474 CiteXplore:1628870 CiteXplore:16763906 DrugBank:DB03766 Gmelin:1821 InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5) InChIKey=XBDQKXXYIPTUBI-UHFFFAOYSA-N KEGG COMPOUND:79-09-4 KEGG COMPOUND:C00163 LIPID MAPS:LMFA01010003 NIST Chemistry WebBook:79-09-4 PA PDBeChem:PPI PROPANOIC ACID Propanoic acid Propionic acid Propionsaeure acide propanoique acide propionique carboxyethane chebi_ontology ethanecarboxylic acid ethylformic acid metacetonic acid methylacetic acid propanoic acid propioic acid propionic acid propoic acid pseudoacetic acid citric acid 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-Hydroxytricarballylic acid 2-hydroxypropane-1,2,3-tricarboxylic acid 3-Carboxy-3-hydroxypentane-1,5-dioic acid A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. Beilstein:782061 C6H8O7 CHEBI:23322 CHEBI:30769 CHEBI:3727 CHEBI:41523 CITRIC ACID ChemIDplus:77-92-9 CiteXplore:11762832 CiteXplore:11782123 CiteXplore:11857437 CiteXplore:14537820 CiteXplore:15311880 CiteXplore:15934243 CiteXplore:16232627 CiteXplore:17190852 CiteXplore:17357118 CiteXplore:17604395 CiteXplore:18298573 CiteXplore:18960216 CiteXplore:19288211 CiteXplore:22115968 CiteXplore:22192423 CiteXplore:22264346 CiteXplore:22373571 CiteXplore:22509852 Citric acid Citronensaeure DrugBank:DB04272 Gmelin:4240 H3cit HMDB:HMDB00094 InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) InChIKey=KRKNYBCHXYNGOX-UHFFFAOYSA-N KEGG COMPOUND:77-92-9 KEGG COMPOUND:C00158 MetaCyc:CIT NIST Chemistry WebBook:77-92-9 OC(=O)CC(O)(CC(O)=O)C(O)=O PDBeChem:CIT Reaxys:782061 Wikipedia:Citric_Acid chebi_ontology citric acid butyric acid 1-butanoic acid 1-butyric acid 1-propanecarboxylic acid 4:0 A four-carbon straight-chain saturated fatty acid. BUTANOIC ACID Beilstein:906770 Butanoic acid Buttersaeure Butyric acid C4:0 C4H8O2 CCCC(O)=O CH3-[CH2]2-COOH CHEBI:113450 CHEBI:22948 CHEBI:30772 CHEBI:3234 CHEBI:41208 ChEMBL:10956204 ChEMBL:1542095 ChemIDplus:107-92-6 CiteXplore:10736622 CiteXplore:11201044 CiteXplore:11208715 CiteXplore:11238216 CiteXplore:11305323 CiteXplore:12068484 CiteXplore:13678314 CiteXplore:14962641 CiteXplore:15809727 CiteXplore:15810631 CiteXplore:15938880 CiteXplore:19318247 CiteXplore:19366864 CiteXplore:19703412 CiteXplore:21699495 CiteXplore:22038864 CiteXplore:22194341 CiteXplore:22322557 CiteXplore:22339023 CiteXplore:22466881 DrugBank:DB03568 Gmelin:26242 HMDB:HMDB00039 InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6) InChIKey=FERIUCNNQQJTOY-UHFFFAOYSA-N KEGG COMPOUND:107-92-6 KEGG COMPOUND:C00246 LIPID MAPS:LMFA01010004 MetaCyc:BUTYRIC_ACID NIST Chemistry WebBook:107-92-6 PDBeChem:BUA Reaxys:906770 Wikipedia:Butyric_acid acide butanoique acide butyrique butanic acid butanoic acid butanoic acid butoic acid butyric acid chebi_ontology ethylacetic acid n-butanoic acid n-butyric acid propanecarboxylic acid propylformic acid (S)-malic acid (-)-L-malic acid (2S)-2-hydroxybutanedioic acid (S)-(-)-Hydroxysuccinic acid An optically active form of malic acid having (S)-configuration. Beilstein:1723541 C4H6O5 CHEBI:18785 CHEBI:30797 CHEBI:423 ChemIDplus:97-67-6 CiteXplore:22452826 HMDB:HMDB00156 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 InChIKey=BJEPYKJPYRNKOW-REOHCLBHSA-N KEGG COMPOUND:97-67-6 KEGG COMPOUND:C00149 L-2-Hydroxybutanedioic acid L-Apple acid L-Malic acid L-malic acid MetaCyc:MAL NIST Chemistry WebBook:97-67-6 O[C@@H](CC(O)=O)C(O)=O Reaxys:1723541 S-2-Hydroxybutanedioic acid chebi_ontology lauric acid 1-undecanecarboxylic acid A straight-chain, twelve-carbon medium-chain saturated fatty acid with strong bactericidal properties; the main fatty acid in coconut oil and palm kernel oil. ABL Beilstein:1099477 C12 fatty acid C12:0 C12H24O2 CCCCCCCCCCCC(O)=O CH3-[CH2]10-COOH CHEBI:23864 CHEBI:30805 CHEBI:41882 CHEBI:4680 ChemIDplus:143-07-7 CiteXplore:19387482 Coconut oil fatty acids DAO Dodecanoic acid Dodecylic acid DrugBank:DB03017 Duodecyclic acid Duodecylic acid Gmelin:103520 InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) InChIKey=POULHZVOKOAJMA-UHFFFAOYSA-N KEGG COMPOUND:143-07-7 KEGG COMPOUND:C02679 LAURIC ACID LIPID MAPS:LMFA01010012 Lauric acid Laurinsaeure Laurostearic acid N-dodecanoic acid NIST Chemistry WebBook:143-07-7 PDBeChem:DAO UM-BBD:c0566 Undecane-1-carboxylic acid Vulvic acid chebi_ontology dodecanoic acid dodecoic acid n-dodecanoic acid capric acid 1-nonanecarboxylic acid 10:0 A C10, straight-chain saturated fatty acid. Beilstein:1754556 C10:0 C10H20O2 CCCCCCCCCC(O)=O CH3-[CH2]8-COOH CHEBI:23572 CHEBI:30813 CHEBI:41906 CHEBI:4347 ChemIDplus:334-48-5 CiteXplore:19168249 CiteXplore:20661498 DECANOIC ACID Decanoic acid Decylic acid Dekansaeure DrugBank:DB03600 Gmelin:69184 InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) InChIKey=GHVNFZFCNZKVNT-UHFFFAOYSA-N KEGG COMPOUND:334-48-5 KEGG COMPOUND:C01571 Kaprinsaeure LIPID MAPS:LMFA01010010 NIST Chemistry WebBook:334-48-5 PDBeChem:DKA caprinic acid chebi_ontology decanoic acid decoic acid n-Capric acid n-decanoic acid n-decoic acid n-decylic acid trans-urocanic acid (2E)-3-(1H-imidazol-4-yl)acrylic acid (2E)-3-(1H-imidazol-4-yl)prop-2-enoic acid (E)-3-(1H-imidazol-4-yl)-2-propenoic acid An urocanic acid that has formula C6H6N2O2. Beilstein:81403 Beilstein:81405 C6H6N2O2 CHEBI:30817 CHEBI:46392 CHEBI:9899 ChemIDplus:3465-72-3 DrugBank:DB01971 InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+ InChIKey=LOIYMIARKYCTBW-OWOJBTEDSA-N KEGG COMPOUND:104-98-3 KEGG COMPOUND:C00785 OC(=O)\C=C\c1c[nH]cn1 PDBeChem:URO Urocanic acid chebi_ontology trans-urocanic acid 2-oxobutanoic acid 2-KETOBUTYRIC ACID 2-Ketobutanoic acid 2-Ketobutyric acid 2-Oxobutanoic acid 2-Oxobutyric acid 2-oxobutanoic acid 3-methyl pyruvic acid A 2-oxo monocarboxylic acid that is the 2-oxo derivative of butanoic acid. Beilstein:1700514 C4H6O3 CCC(=O)C(O)=O CHEBI:1250 CHEBI:19743 CHEBI:30831 CHEBI:39748 ChemIDplus:600-18-0 DrugBank:DB04553 Gmelin:601216 HMDB:HMDB00005 InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7) InChIKey=TYEYBOSBBBHJIV-UHFFFAOYSA-N KEGG COMPOUND:600-18-0 KEGG COMPOUND:C00109 LIPID MAPS:LMFA01060002 MetaCyc:2-OXOBUTANOATE NIST Chemistry WebBook:600-18-0 PDBeChem:2KT Reaxys:1700514 alpha-ketobutyric acid alpha-oxo-n-butyric acid chebi_ontology dihydroorotic acid 2,6-dioxohexahydropyrimidine-4-carboxylic acid 4,5-dihydroorotic acid 5,6-dihydro-orotic acid A pyrimidinemonocarboxylic acid that results from the base-catalysed cyclisation of N(alpha)-carbethoxyasparagine. Beilstein:155267 Beilstein:83959 C5H6N2O4 CHEBI:30865 ChemIDplus:155-54-4 DL-dihydroortotic acid DrugBank:DB02129 Hydroorotic acid InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11) InChIKey=UFIVEPVSAGBUSI-UHFFFAOYSA-N OC(=O)C1CC(=O)NC(=O)N1 Patent:US2773872 Reaxys:83959 chebi_ontology alcohol A compound in which a hydroxy group, -OH, is attached to a saturated carbon atom. Alcohol CHEBI:13804 CHEBI:22288 CHEBI:2553 CHEBI:30879 CHOR3 KEGG COMPOUND:C00069 OC([*])([*])[*] alcohols chebi_ontology 2-oxoglutaramic acid 2-Oxoglutaramic acid 5-amino-2,5-dioxopentanoic acid A 2-oxo monocarboxylic acid that has formula C5H7NO4. Beilstein:2354281 C5H7NO4 CHEBI:1252 CHEBI:19747 CHEBI:30882 InChI=1S/C5H7NO4/c6-4(8)2-1-3(7)5(9)10/h1-2H2,(H2,6,8)(H,9,10) InChIKey=COJBGNAUUSNXHX-UHFFFAOYSA-N KEGG COMPOUND:C00940 NC(=O)CCC(=O)C(O)=O chebi_ontology 2-oxoglutaric acid 2-Ketoglutaric acid 2-oxopentanedioic acid An oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. Beilstein:1705689 C5H6O5 CHEBI:1253 CHEBI:19749 CHEBI:30915 CHEBI:40661 ChemIDplus:328-50-7 CiteXplore:17439666 CiteXplore:18990406 CiteXplore:20155414 CiteXplore:20200292 CiteXplore:20583149 CiteXplore:20636327 CiteXplore:21964641 DrugBank:DB02926 Gmelin:602480 HMDB:HMDB00208 InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10) InChIKey=KPGXRSRHYNQIFN-UHFFFAOYSA-N KEGG COMPOUND:328-50-7 KEGG COMPOUND:C00026 MetaCyc:2-KETOGLUTARATE NIST Chemistry WebBook:328-50-7 OC(=O)CCC(=O)C(O)=O Oxoglutaric acid PDBeChem:AKG Reaxys:1705689 Wikipedia:Alpha-Ketoglutaric_acid alpha-Ketoglutaric acid alpha-ketoglutaric acid chebi_ontology 3-phosphonooxypyruvic acid 2-oxo-3-(phosphonooxy)propanoic acid 3-Phosphohydroxypyruvic acid 3-Phosphonooxypyruvic acid A carboxyalkyl phosphate that is pyruvic acid substituted at position 3 by a 3-phosphonooxy group. Beilstein:4246841 C3H5O7P CHEBI:1661 CHEBI:20192 CHEBI:30933 ChemIDplus:3913-50-6 Hydroxypyruvic acid phosphate InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9) InChIKey=LFLUCDOSQPJJBE-UHFFFAOYSA-N KEGG COMPOUND:C03232 OC(=O)C(=O)COP(O)(O)=O PDBeChem:HPV chebi_ontology phosphohydroxypyruvic acid bile acid Any member of a group of steroid carboxylic acids occuring in bile, where they are present as the sodium salts of their amides with glycine or taurine. Bile acid Bile salt CHEBI:3098 Gallensaeure Gallensaeuren KEGG COMPOUND:C01558 bile acids chebi_ontology oxaliplatin (SP-4-2)[(1R,2R)-cyclohexane-1,2-diamine-kappa(2)N,N'][ethanedioato(2-)-kappa(2)O(1),O(2)]platinum (SP-4-2-(1R-trans))-(1,2-cyclohexanediamine-N,N')(ethanedioato(2-)-O,O')platinum A platinum coordination entity that has formula C6H14N2.C2O4.Pt. C6H14N2.C2O4.Pt C8H14N2O4Pt CHEBI:31941 ChemIDplus:63121-00-6 DrugBank:DB00526 Eloxatin Gmelin:1046012 Gmelin:28892 InChI=1S/C6H14N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-6H,1-4,7-8H2;(H,3,4)(H,5,6);/q;;+2/p-2/t5-,6-;;/m1../s1 InChIKey=ZROHGHOFXNOHSO-BNTLRKBRSA-L KEGG COMPOUND:61825-94-3 KEGG COMPOUND:C13258 KEGG DRUG:D01790 Oxaliplatin [H][N]1([H])[C@@H]2CCCC[C@H]2[N]([H])([H])[Pt]11OC(=O)C(=O)O1 chebi_ontology oxalato(1,2-diaminocyclohexane)platinum(II) oxaliplatin oxaliplatine oxaliplatino oxaliplatinum phytoceramide A ceramide that is phytosphingosine having a fatty acyl group attached to the nitrogen. C19H38NO4R CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC([*])=O CHEBI:31998 CHEBI:50933 Ceramide II KEGG COMPOUND:C12145 LIPID MAPS:LMSP01030000 N-Acyl-4-hydroxysphinganine N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]alkanamide N-acyl-4-hydroxysphinganine N-acylphytosphingosine Phytoceramide chebi_ontology phytoceramide phytoceramides bufotenin 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol 3-[2-(dimethylamino)ethyl]-5-indolol 3-[2-(dimethylamino)ethyl]indol-5-ol 3-[beta-(dimethylamino)ethyl]-5-hydroxyindole 5-hydroxy-N,N-dimethyltryptamine A tertiary amine that consists of N,N-dimethyltryptamine bearing an additional hydroxy substituent at position 5. Beilstein:160628 Bufotenin Bufotenine C12H16N2O CHEBI:3210 CN(C)CCc1c[nH]c2ccc(O)cc12 ChemIDplus:487-93-4 CiteXplore:11718320 CiteXplore:16095048 CiteXplore:19303230 CiteXplore:20150873 CiteXplore:20206139 CiteXplore:20942780 CiteXplore:21624387 CiteXplore:4091027 CiteXplore:658125 CiteXplore:8532147 CiteXplore:8747157 CiteXplore:8895112 DM5-HT DrugBank:DB01445 InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3 InChIKey=VTTONGPRPXSUTJ-UHFFFAOYSA-N KEGG COMPOUND:487-93-4 KEGG COMPOUND:C08299 N,N-dimethylserotonin NIST Chemistry WebBook:487-93-4 Reaxys:160628 Wikipedia:Bufotenin chebi_ontology saccharin 1,1-Dioxo-1,2-benzisothiazol-3(2H)-one 1,1-Dioxo-1,2-dihydro-benzo[d]isothiazol-3-one 1,2-Benzisothiazol-3(2H)-one 1,1-dioxide 1,2-Benzisothiazolin-3-one 1,1-dioxide 1,2-Dihydro-2-ketobenzisosulfonazole 1,2-Dihydro-2-ketobenzisosulphonazole 1,2-benzisothiazol-3(2H)-one 1,1-dioxide 2,3-Dihydro-3-oxobenzisosulfonazole 2,3-Dihydro-3-oxobenzisosulphonazole 3-Hydroxybenzisothiazole-S,S-dioxide A 1,2-benzisothiazole having a keto-group at the 3-position and two oxo substituents at the 1-position. Anhydro-o-sulfaminebenzoic acid Beilstein:6888 Benzo-2-sulphimide Benzoic acid sulfimide Benzoic sulfimide Benzoic sulphimide Benzosulfimide Benzosulphimide Benzoylsulfonic Imide C7H5NO3S CHEBI:32111 ChemIDplus:81-07-2 Gmelin:4203 InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9) InChIKey=CVHZOJJKTDOEJC-UHFFFAOYSA-N KEGG DRUG:81-07-2 KEGG DRUG:D01085 NIST Chemistry WebBook:81-07-2 O=C1NS(=O)(=O)c2ccccc12 Saccharimide Saccharin Saccharine chebi_ontology o-Benzoic sulfimide o-Benzosulfimide o-Sulfobenzimide o-Sulfobenzoic acid imide 2-hydroxybenzoyl-CoA 2-hydroxybenzoyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(2-hydroxybenzoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} An aroyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxybenzoic acid. C28H40N7O18P3S CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccccc1O CHEBI:32587 CiteXplore:19757094 InChI=1S/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-5-3-4-6-16(15)36)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-6,13-14,17,20-22,26,36,38-39H,7-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1 InChIKey=YTKKDFTVSNSVEE-TYHXJLICSA-N Reaxys:20087216 chebi_ontology o-hydroxybenzoyl-CoA o-hydroxybenzoyl-coenzyme A salicoyl-CoA salicoyl-coenzyme A paracetamol sulfate 4-acetamidophenyl hydrogen sulfate An aryl sulfate that has formula C8H9NO5S. Beilstein:6457132 C8H9NO5S CC(=O)Nc1ccc(OS(O)(=O)=O)cc1 CHEBI:32635 ChemIDplus:10066-90-7 InChI=1S/C8H9NO5S/c1-6(10)9-7-2-4-8(5-3-7)14-15(11,12)13/h2-5H,1H3,(H,9,10)(H,11,12,13) InChIKey=IGTYILLPRJOVFY-UHFFFAOYSA-N N-(4-(sulfooxy)phenyl)acetamide N-acetyl-4-aminophenol sulfate acetaminophen sulfate acetaminophen sulfate ester chebi_ontology acetaminophen O-beta-D-glucosiduronic acid 4-acetamidophenyl beta-D-glucopyranosiduronic acid A beta-D-glucosiduronic acid that is the O-glucuronide of paracetamol (acetaminophen). Acetaminophen glucuronide C14H17NO8 CC(=O)Nc1ccc(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)cc1 CHEBI:32636 ChemIDplus:16110-10-4 CiteXplore:22770225 HMDB:HMDB10316 InChI=1S/C14H17NO8/c1-6(16)15-7-2-4-8(5-3-7)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-5,9-12,14,17-19H,1H3,(H,15,16)(H,20,21)/t9-,10-,11+,12-,14+/m0/s1 InChIKey=IPROLSVTVHAQLE-BYNIDDHOSA-N Paracetamol glucuronide Reaxys:46644 chebi_ontology acetaminophen glutathione conjugate 3-(Glutathion-S-yl)acetaminophen A glutathione derivative that has formula C18H24N4O8S. AA-Glutathion AA-Gsh Acetaminophen glutathion C18H24N4O8S CC(=O)Nc1ccc(O)c(SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)c1 CHEBI:32639 Glutathione-S-acetaminophen conjugate InChI=1S/C18H24N4O8S/c1-9(23)21-10-2-4-13(24)14(6-10)31-8-12(17(28)20-7-16(26)27)22-15(25)5-3-11(19)18(29)30/h2,4,6,11-12,24H,3,5,7-8,19H2,1H3,(H,20,28)(H,21,23)(H,22,25)(H,26,27)(H,29,30)/t11-,12-/m0/s1 InChIKey=VFNAXGMNFCUWCI-RYUDHWBXSA-N L-gamma-glutamyl-S-(5-acetamido-2-hydroxyphenyl)-L-cysteinylglycine chebi_ontology 5-acetamido-6-formamido-3-methyluracil 5-Acetylamino-6-formylamino-3-methyluracil A formamidopyrimidine that has formula C8H10N4O4. AFMU C8H10N4O4 CC(=O)Nc1c(NC=O)[nH]c(=O)n(C)c1=O CHEBI:32643 ChemIDplus:85438-96-6 InChI=1S/C8H10N4O4/c1-4(14)10-5-6(9-3-13)11-8(16)12(2)7(5)15/h3H,1-2H3,(H,9,13)(H,10,14)(H,11,16) InChIKey=RDZNZFGKEVDNPK-UHFFFAOYSA-N N-(6-formamido-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetamide chebi_ontology N-hydroxy-4-aminobiphenyl O-glucuronide 1-O-([1,1'-biphenyl-4-yl]amino)-beta-D-glucopyranuronic acid A glucosiduronic acid that is the O-glucuronide of N-hydroxy-4-aminobiphenyl. C18H19NO7 CHEBI:32649 ChemIDplus:41839-10-5 InChI=1S/C18H19NO7/c20-13-14(21)16(17(23)24)25-18(15(13)22)26-19-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13-16,18-22H,(H,23,24)/t13-,14-,15+,16-,18-/m0/s1 InChIKey=UMRVFYHUKNMTTC-RPUYLAQPSA-N N-hydroxy-4-aminobiphenyl glucuronide O[C@@H]1[C@@H](O)[C@H](ONc2ccc(cc2)-c2ccccc2)O[C@@H]([C@H]1O)C(O)=O chebi_ontology tamoxifen N-beta-D-glucosiduronic acid A beta-D-glucosiduronic acid that has formula C32H38NO7. C32H38NO7 CC\C(c1ccccc1)=C(/c1ccccc1)c1ccc(OCC[N+](C)(C)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)cc1 CHEBI:32663 InChI=1S/C32H37NO7/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)39-20-19-33(2,3)31-29(36)27(34)28(35)30(40-31)32(37)38/h5-18,27-31,34-36H,4,19-20H2,1-3H3/p+1/b26-25-/t27-,28-,29+,30-,31+/m0/s1 InChIKey=UKFQQYJAYUAYES-DTMHFWPESA-O N-(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)-N,N-dimethyl-beta-D-glucopyranuronosylaminium chebi_ontology tamoxifen N-glucuronide N-hydroxy-4-aminobiphenyl O-sulfate A hydroxylamine O-sulfonic acid that has formula C12H11NO4S. C12H11NO4S CHEBI:32701 InChI=1S/C12H11NO4S/c14-18(15,16)17-13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H,(H,14,15,16) InChIKey=MMVAWBIOMJBQHT-UHFFFAOYSA-N N-(sulfooxy)-[1,1'-biphenyl]-4-amine OS(=O)(=O)ONc1ccc(cc1)-c1ccccc1 chebi_ontology (R)-2-hydroxyglutaric acid (2R)-2-hydroxypentanedioic acid (R)-2-Hydroxyglutarate (R)-Hydroxyglutarate A 2-hydroxyglutaric acid that has formula C5H8O5. Beilstein:1723806 C5H8O5 CHEBI:18651 CHEBI:310 CHEBI:32796 CHEBI:339 InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1 InChIKey=HWXBTNAVRSUOJR-GSVOUGTGSA-N KEGG COMPOUND:C01087 KEGG COMPOUND:C02911 MetaCyc:R-2-HYDROXYGLUTARATE O[C@H](CCC(O)=O)C(O)=O Reaxys:1723806 chebi_ontology (S)-2-hydroxyglutaric acid (2S)-2-hydroxypentanedioic acid (S)-2-Hydroxyglutarate A 2-hydroxyglutaric acid that has formula C5H8O5. Beilstein:1723807 C5H8O5 CHEBI:18739 CHEBI:32797 CHEBI:380 Gmelin:1218919 InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m0/s1 InChIKey=HWXBTNAVRSUOJR-VKHMYHEASA-N KEGG COMPOUND:13095-48-2 KEGG COMPOUND:C03196 MetaCyc:CPD-381 O[C@@H](CCC(O)=O)C(O)=O Reaxys:1723807 chebi_ontology pyruvic acid 2-Oxopropanoic acid 2-Oxopropansaeure 2-Oxopropionsaeure 2-ketopropionic acid 2-oxopropanoic acid 2-oxopropanoic acid A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid Acetylformic acid BTS Beilstein:506211 Brenztraubensaeure C3H4O3 CC(=O)C(O)=O CH3COCOOH CHEBI:26466 CHEBI:32816 CHEBI:45253 CHEBI:8685 ChemIDplus:127-17-3 CiteXplore:11762589 CiteXplore:19260671 CiteXplore:22150460 CiteXplore:22233273 CiteXplore:22735334 CiteXplore:22770225 DrugBank:DB00119 Gmelin:101087 HMDB:HMDB00243 InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6) InChIKey=LCTONWCANYUPML-UHFFFAOYSA-N KEGG COMPOUND:C00022 LIPID MAPS:LMFA01060077 MetaCyc:PYRUVATE NIST Chemistry WebBook:127-17-3 PDBeChem:PYR PYRUVIC ACID Pyroracemic acid Pyruvic acid Reaxys:506211 Wikipedia:Pyruvic_acid acetylformic acid acide pyruvique alpha-Oxopropionsaeure alpha-ketopropionic acid chebi_ontology pyruvic acid secondary amine A compound formally derived from ammonia by replacing two hydrogen atoms by hydrocarbyl groups. CHEBI:26618 CHEBI:32863 CHEBI:9078 HNR2 KEGG COMPOUND:C02324 R2NH Secondary amine [H]N([*])[*] chebi_ontology secondary amines sekundaeres Amin tertiary amine A compound formally derived from ammonia by replacing three hydrogen atoms by hydrocarbyl groups. CHEBI:26879 CHEBI:32876 CHEBI:9458 KEGG COMPOUND:C02196 NR3 R3N Tertiary amine [*]N([*])[*] chebi_ontology tertiaeres Amin tertiary amines primary amine A compound formally derived from ammonia by replacing one hydrogen atom by a hydrocarbyl group. CHEBI:26263 CHEBI:26265 CHEBI:32877 CHEBI:8407 CHEBI:8409 H2NR KEGG COMPOUND:C00893 KEGG COMPOUND:C02580 N[*] Primary amine Primary monoamine R-NH2 a primary amine chebi_ontology primaeres Amin primary amines amine A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by hydrocarbyl groups. Amin Amine CHEBI:13814 CHEBI:22474 CHEBI:2641 CHEBI:32952 KEGG COMPOUND:C00706 amines an amine chebi_ontology amide Amide An amide is a derivative of an oxoacid RkE(=O)l(OH)m (l =/= 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group. CHEBI:22473 CHEBI:2633 CHEBI:32988 KEGG COMPOUND:C00241 amides chebi_ontology long-chain fatty acyl-CoA A fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any long-chain (C13 to C22) fatty acid. C23H38N7O17P3S(CH2)n CHEBI:13649 CHEBI:14530 CHEBI:25073 CHEBI:33184 CHEBI:6523 CiteXplore:10224157 CiteXplore:14516204 CiteXplore:16357361 CiteXplore:17652214 CiteXplore:19170545 CiteXplore:19679826 KEGG COMPOUND:C02843 LCFA-CoA LCFA-CoAs LCFA-coenzyme A LCFA-coenzyme As Long-chain acyl-CoA chebi_ontology long-chain fatty acyl-CoAs long-chain fatty acyl-coenzyme A long-chain fatty acyl-coenzyme As oxoacid derivative CHEBI:33241 chebi_ontology oxoacid derivatives organic fundamental parent An organic fundamental parent is a structure used as a basis for substitutive names in organic nomenclature, containing, in addition to one or more hydrogen atoms, a single atom of an element, a number of atoms (alike or different) linked together to form an unbranched chain, a monocyclic or polycyclic ring system, or a ring assembly or ring/chain system. CHEBI:33245 chebi_ontology organic fundamental parents organic parent hydrides primary amide A derivative of an oxoacid RkE(=O)l(OH)m (l =/= 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group. CHEBI:33256 chebi_ontology primary amide primary amides elemental molecular entity A molecular entity all atoms of which have the same atomic number. CHEBI:33259 chebi_ontology homoatomic entity homoatomic molecular entities homoatomic molecular entity elemental hydrogen CHEBI:33260 chebi_ontology organosulfur compound An organosulfur compound is a compound containing at least one carbon-sulfur bond. CHEBI:23010 CHEBI:25714 CHEBI:33261 Wikipedia:Organosulfur_compounds chebi_ontology organosulfur compound organosulfur compounds polyatomic anion An anion consisting of more than one atom. CHEBI:33273 chebi_ontology polyatomic anions heteroorganic entity A heteroorganic entity is an organic molecular entity in which carbon atoms or organic groups are bonded directly to one or more heteroatoms. CHEBI:33285 chebi_ontology heteroorganic entities organoelement compounds alkaline earth molecular entity An alkaline earth molecular entity is a molecular entity containing one or more atoms of an alkaline earth metal. CHEBI:33299 alkaline earth compounds alkaline earth molecular entities alkaline earth molecular entity alkaline-earth compounds chebi_ontology pnictogen molecular entity CHEBI:33302 chebi_ontology pnictogen molecular entities pnictogen molecular entity chalcogen molecular entity Any p-block molecular entity containing a chalcogen. CHEBI:33304 chalcogen compounds chalcogen molecular entities chalcogen molecular entity chebi_ontology carboxylic ester An ester of a carboxylic acid. CHEBI:13204 CHEBI:23028 CHEBI:33308 CHEBI:3408 CO2R2 Carboxylic ester KEGG COMPOUND:C02391 carboxylic acid esters carboxylic ester carboxylic esters chebi_ontology silicon oxide CHEBI:33327 chebi_ontology oxides of silicon silicon oxides manganese group element atom CHEBI:33352 chebi_ontology group 7 elements manganese group element manganese group elements iron group element atom CHEBI:33356 chebi_ontology group 8 elements iron group element iron group elements cobalt group element atom CHEBI:33358 chebi_ontology cobalt group element cobalt group elements group 9 elements pnictogen oxoacid CHEBI:33408 chebi_ontology pnictogen oxoacids sulfur oxoacid derivative CHEBI:33424 chebi_ontology sulfur oxoacid derivative sulfur oxoacid derivatives monoatomic monoanion . CHEBI:33429 [*-] chebi_ontology monoatomic monoanions elemental halogen CHEBI:33434 chebi_ontology elemental halogen elemental halogens phospho sugar Any monosaccharide containing an alcoholic hydroxy group esterified with phosphoric acid. CHEBI:15132 CHEBI:25406 CHEBI:26086 CHEBI:33447 CHEBI:9320 CiteXplore:18186488 KEGG COMPOUND:C00934 chebi_ontology monosaccharide phosphates phospho sugar phospho sugars phosphorylated sugar phosphorylated sugars phosphosugar phosphosugars sugar phosphate nitrogen oxoacid CHEBI:33455 chebi_ontology nitrogen oxoacids oxoacids of nitrogen phosphorus oxoacid A pnictogen oxoacid which contains phosphorus and oxygen, at least one hydrogen atom bound to oxygen, and forms an ion by the loss of one or more protons. CHEBI:33457 Oxosaeure des Phosphors chebi_ontology oxoacids of phosphorus phosphorus oxoacid phosphorus oxoacids nitrogen oxoanion CHEBI:33458 chebi_ontology nitrogen oxoanion nitrogen oxoanions oxoanions of nitrogen pnictogen oxoanion CHEBI:33459 chebi_ontology pnictogen oxoanion pnictogen oxoanions sulfur oxoanion CHEBI:33482 chebi_ontology oxoanions of sulfur sulfur oxoanion sulfur oxoanions chalcogen oxoanion CHEBI:33485 chalcogen oxoanion chalcogen oxoanions chebi_ontology transition element molecular entity A molecular entity containing one or more atoms of a transition element. CHEBI:33497 chebi_ontology transition element molecular entities transition metal molecular entity metal atom CHEBI:25217 CHEBI:33521 CHEBI:6788 KEGG COMPOUND:C00050 Metal Metall Metalle chebi_ontology metal metal metales metallum metals metaux organosulfonic acid An organic derivative of sulfonic acid in which the sulfo group is linked directly to carbon. CHEBI:33551 HO3SR OS([*])(=O)=O chebi_ontology organosulfonic acids sulfonic acids sulfonic acid derivative CHEBI:33552 chebi_ontology derivatives of sulfonic acid sulfonic acid derivative sulfonic acid derivatives d-block element atom CHEBI:33561 chebi_ontology d-block element d-block elements glycolipid Any member of class of 1,2-di-O-acylglycerols joined at oxygen 3 by a glycosidic linkage to a carbohydrate part (usually a mono-, di- or tri-saccharide). Some substances classified as bacterial glycolipids have the sugar part acylated by one or more fatty acids and the glycerol part may be absent. CHEBI:24393 CHEBI:33563 CHEBI:5476 Glycolipid KEGG COMPOUND:C05005 Wikipedia:Glycolipids chebi_ontology glycolipids catecholamine 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution. C8H9NO2R2 CHEBI:23056 CHEBI:33567 CHEBI:3468 Catecholamine KEGG COMPOUND:C02012 catecholamines catecholamines chebi_ontology benzenediols CHEBI:22705 CHEBI:22711 CHEBI:33570 chebi_ontology carboxylic acid A carbon oxoacid acid carrying at least one -C(=O)OH group and having the structure RC(=O)OH, where R is any any monovalent functional group. Carboxylic acids are the most common type of organic acid. CHEBI:13428 CHEBI:13627 CHEBI:23027 CHEBI:33575 CHO2R Carbonsaeure Carbonsaeuren CiteXplore:17147560 CiteXplore:18433345 Karbonsaeure OC([*])=O RC(=O)OH acide carboxylique acides carboxyliques acido carboxilico acidos carboxilicos carboxylic acid carboxylic acids chebi_ontology sulfur-containing carboxylic acid Any carboxylic acid having a sulfur substituent. CHEBI:33576 S-containing carboxylic acid S-containing carboxylic acids chebi_ontology sulfur-containing carboxylic acids main group molecular entity A molecular entity containing one or more atoms from any of groups 1, 2, 13, 14, 15, 16, 17, and 18 of the periodic table. CHEBI:33579 chebi_ontology main group compounds main group molecular entities carbon group molecular entity CHEBI:33582 carbon group molecular entities carbon group molecular entity chebi_ontology cyclic compound CHEBI:33595 chebi_ontology cyclic compounds carbocyclic compound A cyclic compound in which all of the ring members are carbon atoms. CHEBI:33598 carbocycle carbocyclic compound carbocyclic compounds chebi_ontology hydrogen molecular entity CHEBI:33608 chebi_ontology hydrogen compounds hydrogen molecular entities polycyclic compound CHEBI:33635 chebi_ontology polycyclic compounds aromatic compound A cyclically conjugated molecular entity with a stability (due to delocalization) significantly greater than that of a hypothetical localized structure (e.g. Kekule structure) is said to possess aromatic character. CHEBI:33655 aromatic compounds aromatic molecular entity aromatics aromatische Verbindungen chebi_ontology arene Any monocyclic or polycyclic aromatic hydrocarbon. CHEBI:33658 arene arenes aromatic hydrocarbons chebi_ontology organic aromatic compound CHEBI:33659 chebi_ontology organic aromatic compounds cyclic hydrocarbon CHEBI:33663 chebi_ontology cyclic hydrocarbon cyclic hydrocarbons heteromonocyclic compound CHEBI:33670 chebi_ontology heteromonocyclic compound heteromonocyclic compounds heteropolycyclic compound CHEBI:33671 chebi_ontology heteropolycyclic compounds polyheterocyclic compounds heterobicyclic compound A bicyclic compound in which at least one of the rings contains at least one skeletal heteroatom. CHEBI:33672 chebi_ontology heterobicyclic compounds s-block molecular entity An s-block molecular entity is a molecular entity containing one or more atoms of an s-block element. CHEBI:33674 chebi_ontology s-block compounds s-block molecular entities s-block molecular entity p-block molecular entity A p-block molecular entity is a molecular entity containing one or more atoms of a p-block element. CHEBI:33675 chebi_ontology p-block compounds p-block molecular entities p-block molecular entitiy d-block molecular entity A d-block molecular entity is a molecular entity containing one or more atoms of a d-block element. CHEBI:33676 chebi_ontology d-block compounds d-block molecular entities d-block molecular entity hydrides CHEBI:33692 Hydrides are chemical compounds of hydrogen with other chemical elements. chebi_ontology biomacromolecule A macromolecule formed by a living organism. Biopolymere CHEBI:33694 biomacromolecules biopolymer biopolymers chebi_ontology information biomacromolecule CHEBI:33695 chebi_ontology genetically encoded biomacromolecules genetically encoded biopolymers information biomacromolecules information biopolymers information macromolecule information macromolecules nucleic acid A macromolecule made up of nucleotide units and hydrolysable into certain pyrimidine or purine bases (usually adenine, cytosine, guanine, thymine, uracil), D-ribose or 2-deoxy-D-ribose and phosphoric acid. CHEBI:33696 NA Nukleinsaeure Nukleinsaeuren acide nucleique acides nucleiques acido nucleico acidos nucleicos chebi_ontology nucleic acids polyatomic cation A cation consisting of more than one atom. CHEBI:33702 chebi_ontology polyatomic cations alpha-amino acid Amino acid CHEBI:13779 CHEBI:22442 CHEBI:2642 CHEBI:33704 KEGG COMPOUND:C00045 alpha-amino acid alpha-amino acids alpha-amino carboxylic acids an alpha-amino acid chebi_ontology beta-amino acid CHEBI:33706 beta-amino acid beta-amino acids chebi_ontology gamma-amino acid CHEBI:33707 chebi_ontology gamma-amino acid gamma-amino acids amino acid A carboxylic acid containing one or more amino groups. Aminocarbonsaeure Aminokarbonsaeure Aminosaeure CHEBI:13815 CHEBI:22477 CHEBI:33709 amino acids chebi_ontology carbohydrate acid CHEBI:33720 carbohydrate acid carbohydrate acids chebi_ontology iron group molecular entity CHEBI:33744 chebi_ontology iron group molecular entities iron group molecular entity nickel group molecular entity CHEBI:33747 chebi_ontology nickel group molecular entities nickel group molecular entity captopril (2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid 1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline A sulfur-containing carboxylic acid with a pyrrolidine substituent at C-1. Used as anti-hypertensive ACE inhibitor drug. Acepress Apopril Beilstein:477887 C9H15NO3S CHEBI:3380 CP C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O Capoten Captolane Captopryl Captoril Cesplon ChemIDplus:62571-86-2 CiteXplore:2420897 D-2-methyl-3-mercaptopropanoyl-L-proline D-3-mercapto-2-methylpropanoyl-L-proline Dilabar DrugBank:DB01197 Garranil Hypertil InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1 InChIKey=FAKRSMQSSFJEIM-RQJHMYQMSA-N KEGG DRUG:62571-86-2 KEGG DRUG:D00251 L-Captopril Lopirin NIST Chemistry WebBook:62571-86-2 Patent:US4046889 Patent:US4105776 Tenosbon Tensobon Tensoprel Wikipedia:Captopril captopril captoprilum chebi_ontology organic hydroxy compound An organic compound having at least one hydroxy group attached to a carbon atom. CHEBI:33822 CHEBI:64710 chebi_ontology hydroxy compounds organic alcohol organic hydroxy compounds organic cyclic compound CHEBI:33832 chebi_ontology organic cyclic compounds heteroarene A heterocyclic compound formally derived from an arene by replacement of one or more methine (-C=) and/or vinylene (-CH=CH-) groups by trivalent or divalent heteroatoms, respectively, in such a way as to maintain the continuous pi-electron system characteristic of aromatic systems and a number of out-of-plane pi-electrons corresponding to the Hueckel rule (4n+2). CHEBI:33833 chebi_ontology hetarenes heteroarenes benzenoid aromatic compound CHEBI:33836 benzenoid aromatic compounds benzenoid compound chebi_ontology nucleoside An N-glycosyl compound that has both a nucleobase, normally adenine, guanine, xanthine, thymine, cytosine or uracil, and either a ribose or deoxyribose as functional parents. C5H9O4R CHEBI:13661 CHEBI:25611 CHEBI:33838 CHEBI:7647 KEGG COMPOUND:C00801 Nucleoside chebi_ontology nucleoside nucleosides nucleosides macromolecule A macromolecule is a molecule of high relative molecular mass, the structure of which essentially comprises the multiple repetition of units derived, actually or conceptually, from molecules of low relative molecular mass. CHEBI:33839 chebi_ontology macromolecule macromolecules polymer polymer molecule polymers aromatic annulene CHEBI:33842 aromatic annulenes chebi_ontology phenols Aryl alcohol CHEBI:13664 CHEBI:13825 CHEBI:25969 CHEBI:2857 CHEBI:33853 Compounds having one or more hydroxy groups attached to a benzene or other arene ring. KEGG COMPOUND:C15584 MetaCyc:Aryl-Alcohol arenols aryl alcohol chebi_ontology phenols aromatic amino acid Aromatic amino acid C2H4NO2R CHEBI:13820 CHEBI:22623 CHEBI:2835 CHEBI:33856 KEGG COMPOUND:C01021 aromatic amino acid aromatic amino acids chebi_ontology aromatic amine An amino compound in which the amino group is linked directly to an aromatic system. CHEBI:13827 CHEBI:22622 CHEBI:22646 CHEBI:2834 CHEBI:2863 CHEBI:33860 aromatic amines aryl amine aryl amines arylamine arylamines chebi_ontology transition element coordination entity CHEBI:33861 chebi_ontology transition element coordination entities transition metal coordination compounds transition metal coordination entities platinum coordination entity CHEBI:33862 chebi_ontology platinum coordination compounds platinum coordination entities platinum coordination entity iron coordination entity CHEBI:33892 chebi_ontology iron coordination compounds iron coordination entities iron coordination entity aldotriose CHEBI:33914 aldotrioses chebi_ontology aldohexose A hexose with a (potential) aldehyde group at one end. CHEBI:2558 CHEBI:33917 aldohexose aldohexoses chebi_ontology magnesium salt CHEBI:33975 chebi_ontology magnesium salts 11,12-EET (+/-)11,12-EpETrE (5Z,8Z)-10-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoic acid (5Z,8Z,14Z)-11,12-Epoxyeicosa-5,8,14-trienoic acid (5Z,8Z,14Z)-11,12-Epoxyicosa-5,8,14-trienoic acid 11,12-EET 11,12-EpETrE 11,12-epoxy-5Z,8Z,11Z-icosatrienoic acid 11,12-epoxy-5Z,8Z,14Z-eicosatrienoic acid An EET obtained by formal epoxidation of the 11,12-double bond of arachidonic acid. C20H32O3 CCCCC\C=C/CC1OC1C\C=C/C\C=C/CCCC(O)=O CHEBI:34130 CHEBI:63967 HMDB:HMDB10409 InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6-,12-9-,13-10- InChIKey=DXOYQVHGIODESM-KROJNAHFSA-N KEGG COMPOUND:C14770 LIPID MAPS:LMFA03080004 Reaxys:5067342 SUBMITTER:123931-40-8 all-cis-11,12-epoxyeicosa-5,8,11-trienoic acid chebi_ontology 12(R)-HETE (5Z,8Z,10E,12R,14Z)-12-hydroxy-5,8,10,14-eicosatetraenoic acid (5Z,8Z,10E,12R,14Z)-12-hydroxyeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,12R,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-(12R)-12-Hydroxyeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-(12R)-12-Hydroxyicosa-5,8,10,14-tetraenoic acid 12(R)-HETE 12(R)-hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid 12(R)-hydroxy-5,8,14-cis-10-trans-eicosatetraenoic acid 12(R)-hydroxyeicosatetraenoic acid 12R-HETE A HETE having a (12R)-hydroxy group and (5Z)-, (8Z)-, (10E)- and (14Z)-double bonds. C20H32O3 CCCCC\C=C/C[C@@H](O)\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:34144 CiteXplore:2495992 CiteXplore:2517876 CiteXplore:3026490 CiteXplore:9044430 InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m1/s1 InChIKey=ZNHVWPKMFKADKW-ZYBDYUKJSA-N KEGG COMPOUND:C14822 LIPID MAPS:LMFA03060008 Reaxys:4234647 chebi_ontology 12(R)-HPETE (5Z,8Z,10E,12R,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid 12(R)-HPETE A HPETE that has formula C20H32O4. C20H32O4 CCCCC\C=C/C[C@@H](OO)\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:34145 InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m1/s1 InChIKey=ZIOZYRSDNLNNNJ-ZYBDYUKJSA-N KEGG COMPOUND:C14812 LIPID MAPS:LMFA03060070 chebi_ontology 12(S)-HETE (12S)-12-hydroxy-5,8,14-cis-10-trans-eicosatetraenoic acid (5Z,8Z,10E,12S,14Z)-12-hydroxyeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-(12S)-12-Hydroxyeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-(12S)-12-Hydroxyicosa-5,8,10,14-tetraenoic acid 12(S)-HETE 12(S)-hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid 12(S)-hydroxy-5,8,14(Z),10(E)-eicosatetraenoic acid 12(S)-hydroxyeicosatetraenoic acid 12S-HETE A HETE having a (12S)-hydroxy group and (5Z)-, (8Z)-, (10E)- and (14Z)-double bonds. Beilstein:2656104 C20H32O3 CCCCC\C=C/C[C@H](O)\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:34146 CiteXplore:11756509 CiteXplore:17963719 CiteXplore:2517876 CiteXplore:3026490 CiteXplore:7492988 InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1 InChIKey=ZNHVWPKMFKADKW-LQWMCKPYSA-N KEGG COMPOUND:54397-83-0 KEGG COMPOUND:C14777 LIPID MAPS:LMFA03060007 Reaxys:2656104 chebi_ontology 12-oxo-ETE (5Z,8Z,10E,14Z)-12-Oxoeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-12-Oxoicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-12-oxoeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-12-oxoicosa-5,8,10,14-tetraenoic acid 12-KETE 12-OxoETE 12-keto-ETE 12-ketoeicosatetraenoic acid 12-oxo, 5c,8c,10t,14c-20:4 12-oxo-ETE An oxoicosatetraenoic acid having a 12-oxo group; and (5Z)-, (8Z), (10E)- and (14Z)-double bonds. C20H30O3 CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:34151 CiteXplore:10692117 InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+ InChIKey=GURBRQGDZZKITB-VXBMJZGYSA-N KEGG COMPOUND:108437-64-5 KEGG COMPOUND:C14807 LIPID MAPS:LMFA03060019 Reaxys:6958033 chebi_ontology 13(S)-HODE (13S)-Hydroxyoctadecadienoic acid (9Z, 11E)-(13S)-13-Hydroxyoctadeca-9,11-dienoic acid (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid 13(S)-HODE A HODE that has formula C18H32O3. C18H32O3 CCCCC[C@H](O)\C=C\C=C/CCCCCCCC(O)=O CHEBI:34154 InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1 InChIKey=HNICUWMFWZBIFP-IRQZEAMPSA-N KEGG COMPOUND:C14762 LIPID MAPS:LMFA01050349 chebi_ontology 14,15-EET (+/-)14,15-EpETrE (5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid (5Z,8Z,11Z)-14,15-Epoxyeicosa-5.8.11-trienoic acid (5Z,8Z,11Z)-14,15-Epoxyicosa-5.8.11-trienoic acid 14(15)-EpETrE-EA 14,15-epoxy-5Z,8Z,11Z-eicosatrienoic acid 14,15-epoxy-5Z,8Z,11Z-icosatrienoic acid An EET obtained by formal epoxidation of the 14,15-double bond of arachidonic acid. C20H32O3 CCCCCC1OC1C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:34157 CiteXplore:19653681 HMDB:HMDB04264 InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10- InChIKey=JBSCUHKPLGKXKH-ILYOTBPNSA-N KEGG COMPOUND:C14771 LIPID MAPS:LMFA03080005 Reaxys:4703440 all-cis-14,15-epoxyeicosa-5,8,11-trienoic acid chebi_ontology 15-deoxy-Delta(12,14)-prostaglandin J2 (5Z,12E,14Z)-11-hydroxyprosta-5,9,12,14-tetraen-1-oic acid 15-Deoxy-PGJ2 15-Deoxy-delta-12,14-PGJ2 15-Deoxy-delta-12,14-prostaglandin J2 A prostaglandin J derivative comprising prostaglandin J2 lacking the 15-hydroxy group and having C=C double bonds at the 12- and 14-positions. C20H28O3 CCCCC\C=C/C=C1\[C@@H](C\C=C/CCCC(O)=O)C=CC1=O CHEBI:34159 CiteXplore:10917568 CiteXplore:11030710 CiteXplore:11872377 CiteXplore:11961117 CiteXplore:12032289 CiteXplore:12970094 CiteXplore:15487891 CiteXplore:15694358 CiteXplore:15750045 CiteXplore:15821150 CiteXplore:15843042 CiteXplore:16413037 CiteXplore:16795079 CiteXplore:17074064 CiteXplore:17074304 CiteXplore:18278062 CiteXplore:18367541 CiteXplore:18671867 CiteXplore:19050284 CiteXplore:19299483 CiteXplore:19494510 InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b9-7-,10-6-,18-13+/t17-/m0/s1 InChIKey=VHRUMKCAEVRUBK-WKELIDJCSA-N KEGG COMPOUND:C14717 LIPID MAPS:LMFA03010021 Reaxys:9510763 chebi_ontology 20-HETE (5Z,8Z,11Z,14Z)-20-Hydroxyicosa-5,8,11,14-tetraenoic acid (5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoic acid 20-HETE 20-Hete 20-Hydroxy arachidonic acid 20-Hydroxyeicosatetraenoic acid 20-Hydroxyicosatetraenoic acid 20-hydroxyarachidonic acid A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 20. Beilstein:4693091 C20H32O3 CHEBI:34306 ChemIDplus:79551-86-3 InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10- InChIKey=NNDIXBJHNLFJJP-DTLRTWKJSA-N KEGG COMPOUND:79551-86-3 KEGG COMPOUND:C14748 LIPID MAPS:LMFA03060009 OCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O chebi_ontology (24S)-24-hydroxycholesterol (24S)-24-Hydroxycholesterol (24S)-cholest-5-ene-3beta,24-diol 24-Hydroxycholesterol 24S-hydroxy-cholesterol A 24-hydroxycholesterol that has formula C27H46O2. Beilstein:3218472 C27H46O2 CHEBI:34310 Cerebrosterol ChemIDplus:474-73-7 Cholest-5-ene-3,24-diol InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1 InChIKey=IOWMKBFJCNLRTC-XWXSNNQWSA-N KEGG COMPOUND:474-73-7 KEGG COMPOUND:C13550 LIPID MAPS:LMST01010019 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](O)C(C)C chebi_ontology cholest-5-en-3beta,24S-diol 5,6-EET (+/-)5,6-EpETrE (8Z,11Z,14Z)-5,6-Epoxyeicosa-8,11,14-trienoic acid (8Z,11Z,14Z)-5,6-Epoxyicosa-8,11,14-trienoic acid 4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanoic acid 5,6-EET 5,6-EpETrE 5,6-Epoxy-8,11,14-eicosatrienoic acid 5,6-epoxy-8,11,14-icosatrienoic acid 5,6-epoxy-8Z,11Z,14Z-eicosatrienoic acid 5,6-epoxy-8Z,11Z,14Z-icosatrienoic acid An EET obtained by formal epoxidation of the 5,6-double bond of arachidonic acid. C20H32O3 CCCCC\C=C/C\C=C/C\C=C/CC1OC1CCCC(O)=O CHEBI:34450 CHEBI:63973 HMDB:81246-84-6 HMDB:HMDB02190 InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,10-9-,13-12- InChIKey=VBQNSZQZRAGRIX-QNEBEIHSSA-N KEGG COMPOUND:C14768 LIPID MAPS:LMFA03080002 Reaxys:4498036 chebi_ontology 6beta-hydroxytestosterone (6beta,17beta)-6,17-dihydroxyandrost-4-en-3-one 4-androsten-6beta,17beta-diol-3-one 6beta,17beta-Dihydroxyandrost-4-en-3-one 6beta,17beta-dihydroxy-4-androsten-3-one 6beta,17beta-dihydroxyandrost-4-en-3-one 6beta-Hydroxytestosterone A 17beta-hydroxy steroid that is testosterone bearing an additional hydroxy substituent at the 6beta-position. C19H28O3 CHEBI:34477 CHEBI:63819 ChemIDplus:62-99-7 HMDB:HMDB06259 InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1 InChIKey=XSEGWEUVSZRCBC-ZVBLRVHNSA-N KEGG COMPOUND:62-99-7 KEGG COMPOUND:C14497 LIPID MAPS:LMST02020054 Reaxys:2625776 [H][C@@]12C[C@@H](O)C3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H] chebi_ontology 7,8-dihydro-7-hydroxy-8S-glutathionylbenzo[a]pyrene 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene A glutathione derivative in which the hydrogen of the side-chain thiol function of glutathione is substituted by a 7-hydroxy-7,8-dihydrobenzo[pqr]tetraphen-8-yl group. C30H29N3O7S CHEBI:34479 InChI=1S/C30H29N3O7S/c31-21(30(39)40)9-11-24(34)33-22(29(38)32-13-25(35)36)14-41-23-10-8-18-19-7-6-16-3-1-2-15-4-5-17(27(19)26(15)16)12-20(18)28(23)37/h1-8,10,12,21-23,28,37H,9,11,13-14,31H2,(H,32,38)(H,33,34)(H,35,36)(H,39,40)/t21-,22-,23?,28?/m0/s1 InChIKey=GODDWIDSELPRPA-QMIJOYDGSA-N KEGG COMPOUND:C14856 L-gamma-glutamyl-S-(7-hydroxy-7,8-dihydrobenzo[pqr]tetraphen-8-yl)-L-cysteinylglycine N[C@@H](CCC(=O)N[C@@H](CSC1C=Cc2c(cc3ccc4cccc5ccc2c3c45)C1O)C(=O)NCC(O)=O)C(O)=O chebi_ontology 8,9-EET (+/-)8,9-EpETrE (5Z)-7-{3-[(2Z,5Z)-undeca-2,5-dien-1-yl]oxiran-2-yl}hept-5-enoic acid (5Z,11Z,14Z)-8,9-Epoxyeicosa-5,11,14-trienoic acid (5Z,11Z,14Z)-8,9-Epoxyicosa-5,11,14-trienoic acid 8,9-EET 8,9-Epoxyeicosatrienoic acid 8,9-epoxy-5Z,11Z,14Z-eicosatrienoic acid 8,9-epoxy-5Z,11Z,14Z-icosatrienoic acid 8,9-epoxyicosatrienoic acid An EET obtained by formal epoxidation of the 8,9-double bond of arachidonic acid. C20H32O3 CCCCC\C=C/C\C=C/CC1OC1C\C=C/CCCC(O)=O CHEBI:34490 CHEBI:63972 HMDB:HMDB02232 InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,12-9-,13-10- InChIKey=DBWQSCSXHFNTMO-TYAUOURKSA-N KEGG COMPOUND:C14769 LIPID MAPS:LMFA03080003 Reaxys:4697201 SUBMITTER:C14769 SUBMITTER:LMFA03080003 chebi_ontology 9(S)-HODE (10E,12Z)-(9S)-9-Hydroxyoctadeca-10,12-dienoic acid (9S)-Hydroxyoctadecadinoiec acid (9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid 9(S)-HODE A HODE that has formula C18H32O3. C18H32O3 CCCCC\C=C/C=C/[C@@H](O)CCCCCCCC(O)=O CHEBI:34496 InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1 InChIKey=NPDSHTNEKLQQIJ-UINYOVNOSA-N KEGG COMPOUND:73543-67-6 KEGG COMPOUND:C14767 LIPID MAPS:LMFA01050278 chebi_ontology cyclopropylamine A primary aliphatic amine that consists of cyclopropane bearing a single amino substituent. Aminocyclopropane C3H7N CHEBI:34660 ChemIDplus:765-30-0 InChI=1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2 InChIKey=HTJDQJBWANPRPF-UHFFFAOYSA-N KEGG COMPOUND:765-30-0 KEGG COMPOUND:C14150 NC1CC1 NIST Chemistry WebBook:765-30-0 Reaxys:741858 chebi_ontology cyclopropanamine debrisoquin 3,4-dihydroisoquinoline-2(1H)-carboximidamide A carboxamidine that has formula C10H13N3. Beilstein:1427619 C10H13N3 CHEBI:34665 ChemIDplus:1131-64-2 Debrisochinum Debrisoquin DrugBank:DB04840 InChI=1S/C10H13N3/c11-10(12)13-6-5-8-3-1-2-4-9(8)7-13/h1-4H,5-7H2,(H3,11,12) InChIKey=JWPGJSVJDAJRLW-UHFFFAOYSA-N Isocaramidine KEGG COMPOUND:C13650 NC(=N)N1CCc2ccccc2C1 Patent:BE629007 Patent:US3157573 Wikipedia:Debrisoquine chebi_ontology debrisoquina debrisoquine debrisoquinum 1-chloro-2,4-dinitrobenzene 1,3-Dinitro-4-chlorobenzene 1-Chloro-2,4-dinitrobenzene 1-Chloro-2,4-dinitrobenzol 1-chloro-2,4-dinitrobenzene 2,4-Dinitro-1-chlorobenzene 2,4-Dinitrochlorobenzene 2,4-Dinitrophenyl chloride 4-Chloro-1,3-dinitrobenzene 6-Chloro-1,3-dinitrobenzene A chlorobenzene compound with two nitro substituents in the 2- and 4-positions. Beilstein:613161 C6H3ClN2O4 CHEBI:34718 Cdnb ChemIDplus:97-00-7 Chlorodinitrobenzene CiteXplore:1155304 CiteXplore:12176098 CiteXplore:1447476 CiteXplore:15009707 CiteXplore:15588915 CiteXplore:1640019 CiteXplore:18316151 CiteXplore:18775882 CiteXplore:19171927 CiteXplore:1982449 CiteXplore:3180787 CiteXplore:6446435 CiteXplore:7059096 CiteXplore:7179722 CiteXplore:7994925 DNCB Dinitrochlorobenzene Dncb Gmelin:28481 InChI=1S/C6H3ClN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H InChIKey=VYZAHLCBVHPDDF-UHFFFAOYSA-N KEGG COMPOUND:97-00-7 KEGG COMPOUND:C14397 NIST Chemistry WebBook:97-00-7 [O-][N+](=O)c1ccc(Cl)c(c1)[N+]([O-])=O chebi_ontology hepoxilin B3 (5Z,8Z)-10-hydroxy-10-{(2R,3S)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoic acid (5Z,8Z,14Z)-(11R,12S)-11,12-Epoxy-10-hydroxyeicosa-5,8,14-trienoic acid (5Z,8Z,14Z)-(11R,12S)-11,12-Epoxy-10-hydroxyicosa-5,8,14-trienoic acid 10-hydroxy-11R,12S-epoxy-5Z,8Z,14Z-eicosatrienoic acid A hepoxilin having (5Z,9E,14Z) double bond stereochemistry, a 10-hydroxy substituent and an 11R,12S-epoxy group. C20H32O4 CCCCC\C=C/C[C@@H]1O[C@@H]1C(O)\C=C/C\C=C/CCCC(O)=O CHEBI:34784 ChemIDplus:71799-95-6 CiteXplore:10692117 CiteXplore:11851887 CiteXplore:2180942 HXB3 Hepoxilin B3 HxB3 InChI=1S/C20H32O4/c1-2-3-4-5-9-12-15-18-20(24-18)17(21)14-11-8-6-7-10-13-16-19(22)23/h6-7,9,11-12,14,17-18,20-21H,2-5,8,10,13,15-16H2,1H3,(H,22,23)/b7-6-,12-9-,14-11-/t17?,18-,20+/m0/s1 InChIKey=DWNBPRRXEVJMPO-YZTVQBIISA-N KEGG COMPOUND:C14810 LIPID MAPS:LMFA03090003 chebi_ontology trioxilin B3 (5Z,8Z,11S,12R,14Z)-10,11,12-trihydroxyicosa-5,8,14-trienoic acid (5Z,8Z,14Z)-(11S,12R)-10,11,12-Trihydroxyeicosa-5,8,14-trienoic acid (5Z,8Z,14Z)-(11S,12R)-10,11,12-Trihydroxyicosa-5,8,14-trienoic acid 10,11S,12R-triOH all-cis-5,8,14-20:3 10,11S,12R-triOH all-cis-5,8,14-C20:3 A trioxilin having (all-cis 5,8,14) double bond configuration; and 10-, (11S)- and (12R)-hydroxy substituents. C20H34O5 CCCCC\C=C/C[C@@H](O)[C@H](O)C(O)\C=C/C\C=C/CCCC(O)=O CHEBI:35032 CiteXplore:9540966 InChI=1S/C20H34O5/c1-2-3-4-5-8-11-14-17(21)20(25)18(22)15-12-9-6-7-10-13-16-19(23)24/h6-8,11-12,15,17-18,20-22,25H,2-5,9-10,13-14,16H2,1H3,(H,23,24)/b7-6-,11-8-,15-12-/t17-,18?,20+/m1/s1 InChIKey=GOHNIXDAQODZKP-OZPSOFALSA-N KEGG COMPOUND:C14811 LIPID MAPS:LMFA03090004 Trioxilin B3 chebi_ontology troxilin B3 aldose phosphate CHEBI:35131 aldose phosphates chebi_ontology ketose phosphate CHEBI:35132 chebi_ontology ketose phosphate ketose phosphates ribose monophosphate CHEBI:35159 chebi_ontology ribose monophosphate ribose monophosphates 2-oxo monocarboxylic acid anion 2-oxo monocarboxylate 2-oxo monocarboxylic acid anions An oxo monocarboxylic acid anion in which the oxo group is located at the 2-position. C2O3R CHEBI:35179 CHEBI:70795 SUBMITTER:10850983 SUBMITTER:2-Oxo-carboxylates [O-]C(=O)C([*])=O a 2-oxocarboxylate chebi_ontology terpene A hydrocarbon of biological origin having carbon skeleton formally derived from isoprene [CH2=C(CH3)CH=CH2]. CHEBI:35186 Terpen chebi_ontology terpene terpenes terpenes terpeno terpenos nitrogen oxide CHEBI:35196 chebi_ontology nitrogen oxides oxides of nitrogen molybdopterins CHEBI:35203 Wikipedia:Molybdopterin chebi_ontology nucleotide-carbohydrate CHEBI:35241 chebi_ontology nucleotide-carbohydrate nucleotide-carbohydrates benzofurans CHEBI:22721 CHEBI:35259 chebi_ontology UDP-amino sugar CHEBI:35262 UDP-amino sugar UDP-amino sugars chebi_ontology quaternary ammonium ion A derivative of ammonium, NH4(+), in which all four of the hydrogens bonded to nitrogen have been replaced with univalent (usually hydrocarbyl) groups. CHEBI:26470 CHEBI:35267 CHEBI:8693 KEGG COMPOUND:C06703 NR4 Quaternary amine [*][N+]([*])([*])[*] chebi_ontology quaternary ammonium ion quaternary ammonium ions ammonium ion Ammonium, NH4(+), and derivatives formed by substitution by univalent groups. CHEBI:35274 ammonium ions azanium ions chebi_ontology onium betaine CHEBI:35281 Neutral molecules having charge-separated forms with an onium atom which bears no hydrogen atoms and that is not adjacent to the anionic atom. betaines chebi_ontology onium betaines ammonium betaine Any neutral molecule having charge-separated forms with a quaternary ammonium atom which bears no hydrogen atoms and that is not adjacent to the anionic atom. CHEBI:35284 ammonium betaines chebi_ontology iminium betaine CHEBI:35285 chebi_ontology iminium betaines steroid Any of naturally occurring compounds and synthetic analogues, based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred. Natural steroids are derived biogenetically from triterpenoids. CHEBI:13687 CHEBI:26768 CHEBI:35341 CHEBI:9263 KEGG COMPOUND:C00377 Steroid a steroid chebi_ontology steroids 17alpha-hydroxy steroid 17-alpha-Hydroxysteroid 17alpha-hydroxy steroids CHEBI:13585 CHEBI:19174 CHEBI:35342 CHEBI:782 KEGG COMPOUND:C03336 a 17alpha-hydroxysteroid chebi_ontology 17beta-hydroxy steroid 17beta-Hydroxysteroid 17beta-hydroxy steroids CHEBI:19176 CHEBI:35343 CHEBI:794 KEGG COMPOUND:C03051 chebi_ontology 21-hydroxy steroid 21-Hydroxysteroid 21-hydroxy steroids 21-hydroxysteroids CHEBI:1300 CHEBI:13596 CHEBI:19803 CHEBI:35344 KEGG COMPOUND:C02506 a 21-hydroxysteroid chebi_ontology 11beta-hydroxy steroid 11beta-Hydroxysteroid 11beta-hydroxy steroids 11beta-hydroxysteroids CHEBI:13774 CHEBI:19134 CHEBI:35346 CHEBI:738 KEGG COMPOUND:C01058 an 11beta-hydroxysteroid chebi_ontology 3beta-sterol 3beta-Hydroxysteroid 3beta-hydroxysteroids 3beta-sterols CHEBI:1725 CHEBI:20248 CHEBI:35348 KEGG COMPOUND:C02945 chebi_ontology hydroxy steroid CHEBI:24748 CHEBI:35350 CHEBI:5814 Hydroxysteroid KEGG COMPOUND:C02159 chebi_ontology hydroxy steroids hydroxysteroids organonitrogen compound Any heteroorganic entity containing at least one carbon-nitrogen bond. CHEBI:35352 chebi_ontology organonitrogen compounds organonitrogens sulfonamide An amide of a sulfonic acid RS(=O)2NR'2. CHEBI:35358 CiteXplore:2434548 NO2SR3 [*]S(=O)(=O)N([*])[*] chebi_ontology sulfonamides sulfonamides carboxamidine Amidines CHEBI:35359 Compounds having the structure RC(=NR)NR2. The term is used as a suffix in systematic nomenclature to denote the -C(=NH)NH2 group including its carbon atom. KEGG COMPOUND:C06060 carboxamidines carboxamidines chebi_ontology carbohydrazide A hydrazide consisting of hydrazine carrying one or more carboacyl groups. CHEBI:35363 carbohydrazides carbohydrazides chebi_ontology fatty acid Any aliphatic monocarboxylic acid derived from or contained in esterified form in an animal or vegetable fat, oil or wax. CHEBI:13633 CHEBI:24024 CHEBI:35366 CHEBI:4984 CHO2R CiteXplore:14287444 CiteXplore:14300208 CiteXplore:14328676 Fatty acid Fettsaeure Fettsaeuren KEGG COMPOUND:C00162 OC([*])=O Wikipedia:Fatty_acid acide gras acides gras acido graso acidos grasos chebi_ontology fatty acids fatty acids D-glucosaminide C12H24N2O10(C6H11NO3)n CHEBI:20997 CHEBI:35373 CHEBI:4165 D-Glucosaminide D-glucosaminides KEGG COMPOUND:C06023 chebi_ontology D-mannose 1-phosphate A mannose phosphate that has formula C6H13O9P. C6H13O9P CHEBI:21058 CHEBI:35374 CHEBI:4210 ChemIDplus:27251-84-9 D-Mannose 1-phosphate D-mannopyranose 1-(dihydrogen phosphate) D-mannose 1-phosphates DrugBank:DB02867 InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6?/m1/s1 InChIKey=HXXFSFRBOHSIMQ-QTVWNMPRSA-N KEGG COMPOUND:C00636 Mannose 1-phosphate OC[C@H]1OC(OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O chebi_ontology monosaccharide CHEBI:25407 CHEBI:35381 CHEBI:6984 KEGG COMPOUND:C06698 Monosaccharid Monosaccharide Monosacharid Parent monosaccharides are polyhydroxy aldehydes H[CH(OH)]nC(=O)H or polyhydroxy ketones H-[CHOH]n-C(=O)[CHOH]m-H with three or more carbon atoms. The generic term 'monosaccharide' (as opposed to oligosaccharide or polysaccharide) denotes a single unit, without glycosidic connection to other such units. It includes aldoses, dialdoses, aldoketoses, ketoses and diketoses, as well as deoxy sugars, provided that the parent compound has a (potential) carbonyl group. chebi_ontology monosacarido monosacaridos monosaccharide monosaccharides oxoanion An oxoanion is an anion derived from an oxoacid by loss of hydron(s) bound to oxygen. CHEBI:33274 CHEBI:33436 CHEBI:35406 chebi_ontology oxoacid anions oxoanion oxoanions alkane-alpha,omega-diamine A primary diamine in which the two amino groups are separated by one or more methylene groups. Alkane-alpha,omega-diamine CHEBI:10204 CHEBI:13775 CHEBI:13808 CHEBI:22316 CHEBI:2577 CHEBI:35411 H4N2(CH2)n InChI=1S/CH6N2/c2-1-3/h1-3H2 InChIKey=RTWNYYOXLSILQN-UHFFFAOYSA-N KEGG COMPOUND:C02896 KEGG COMPOUND:C03687 alkane-alpha,omega-diamines alpha,omega-Diamine chebi_ontology 26-hydroxycholesterol 3-sulfate 26-hydroxycholest-5-en-3beta-yl hydrogen sulfate A steroid sulfate that has formula C27H46O5S. C27H46O5S CHEBI:35419 InChI=1S/C27H46O5S/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(32-33(29,30)31)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28H,5-7,9-17H2,1-4H3,(H,29,30,31)/t18?,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=QCSROMOVNFYJNF-CCDZVGGQSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)CCCC(C)CO chebi_ontology pregnenolone sulfate (3beta)-3-(sulfooxy)pregn-5-en-20-one 20-oxopregn-5-en-3beta-yl hydrogen sulfate 5-pregnen-3beta-ol-20-one sulfate A steroid sulfate that has formula C21H32O5S. Beilstein:2632294 C21H32O5S CHEBI:35420 ChemIDplus:1247-64-9 InChI=1S/C21H32O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19H,5-12H2,1-3H3,(H,23,24,25)/t15-,16-,17+,18-,19-,20-,21+/m0/s1 InChIKey=DIJBBUIOWGGQOP-QGVNFLHTSA-N [H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O)OS(O)(=O)=O chebi_ontology pregnenolone sulfate lithocholic acid sulfate (3alpha,5beta)-3-(sulfooxy)cholan-24-oic acid 3alpha-sulfooxy-5beta-cholan-24-oic acid A steroid sulfate that has formula C24H40O6S. C24H40O6S CHEBI:35421 ChemIDplus:34669-57-3 InChI=1S/C24H40O6S/c1-15(4-9-22(25)26)19-7-8-20-18-6-5-16-14-17(30-31(27,28)29)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21H,4-14H2,1-3H3,(H,25,26)(H,27,28,29)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1 InChIKey=AXDXVEYHEODSPN-HVATVPOCSA-N [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(O)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O chebi_ontology lithocholic acid 3-sulfate sulfolithocholic acid 4-nitrophenyl hydrogen sulfate 4-nitrophenyl hydrogen sulfate 4-nitrophenyl sulfate An aryl sulfate that has formula C6H5NO6S. C6H5NO6S CHEBI:35422 ChemIDplus:1080-04-2 InChI=1S/C6H5NO6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,10,11,12) InChIKey=JBGHTSSFSSUKLR-UHFFFAOYSA-N OS(=O)(=O)Oc1ccc(cc1)[N+]([O-])=O chebi_ontology p-nitrophenol sulfate p-nitrophenyl sulfate para-nitrophenyl sulfate sulfuric acid mono(4-nitrophenyl) ester 2-acetamidofluorene N-sulfate 2-acetylaminofluorene N-sulfate 2-acetylaminofluorene-N-sulfate A hydroxylamine O-sulfonic acid that has formula C15H13NO5S. Beilstein:6874094 C15H13NO5S CC(=O)N(OS(O)(=O)=O)c1ccc-2c(Cc3ccccc-23)c1 CHEBI:35424 ChemIDplus:16808-85-8 InChI=1S/C15H13NO5S/c1-10(17)16(21-22(18,19)20)13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,18,19,20) InChIKey=VAQHXJKAFOKQTD-UHFFFAOYSA-N N-(9H-fluoren-2-yl)-N-(sulfooxy)acetamide N-(9H-fluoren-2-yl)-N-acetylhydroxylamine-O-sulfonic acid N-(sulfoxy)-2-fluorenylacetamide N-sulfonyloxy-2-acetylaminofluorene chebi_ontology D-ribose 1-phosphate 1-O-phosphono-D-ribofuranose A ribose monophosphate that is D-ribose substituted at position 1 by a phosphate group. C5H11O8P CHEBI:21081 CHEBI:35425 CHEBI:4236 CiteXplore:22770225 D-Ribose 1-phosphate D-ribofuranose 1-(dihydrogen phosphate) D-ribose 1-phosphates InChI=1S/C5H11O8P/c6-1-2-3(7)4(8)5(12-2)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5?/m1/s1 InChIKey=YXJDFQJKERBOBM-SOOFDHNKSA-N OC[C@H]1OC(OP(O)(O)=O)[C@H](O)[C@@H]1O Reaxys:3549018 chebi_ontology 3,3'-diiodothyronine 2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid 3,3'-T2 3,3'-diiodothyronine An iodothyronine that has formula C15H13I2NO4. Beilstein:2674477 C15H13I2NO4 CHEBI:35430 ChemIDplus:70-40-6 InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21) InChIKey=CPCJBZABTUOGNM-UHFFFAOYSA-N NC(Cc1ccc(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O O-(4-hydroxy-3-iodophenyl)-3-iodotyrosine chebi_ontology 3,3'-diiodo-L-thyronine sulfate 3,3'-T2 sulfate 3,3'-T2S 3,3'-diiodothyronine-4-sulfate 3-iodo-O-[3-iodo-4-(sulfooxy)phenyl]-L-tyrosine 3-iodo-O-[3-iodo-4-(sulfooxy)phenyl]-L-tyrosine A O-sulfoamino acid that has formula C15H13I2NO7S. Beilstein:8167585 C15H13I2NO7S CHEBI:35431 ChemIDplus:64192-57-0 InChI=1S/C15H13I2NO7S/c16-10-5-8(6-12(18)15(19)20)1-3-13(10)24-9-2-4-14(11(17)7-9)25-26(21,22)23/h1-5,7,12H,6,18H2,(H,19,20)(H,21,22,23)/t12-/m0/s1 InChIKey=NBAZIIRGURJZJA-LBPRGKRZSA-N N[C@@H](Cc1ccc(Oc2ccc(OS(O)(=O)=O)c(I)c2)c(I)c1)C(O)=O chebi_ontology 3,3',5-triiodo-L-thyronine sulfate (2S)-2-amino-3-{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}propanoic acid 3,5-diiodo-O-[3-iodo-4-(sulfooxy)phenyl]-L-tyrosine A O-sulfoamino acid that has formula C15H12I3NO7S. Beilstein:8171387 C15H12I3NO7S CHEBI:35432 ChemIDplus:31135-55-4 InChI=1S/C15H12I3NO7S/c16-9-6-8(1-2-13(9)26-27(22,23)24)25-14-10(17)3-7(4-11(14)18)5-12(19)15(20)21/h1-4,6,12H,5,19H2,(H,20,21)(H,22,23,24)/t12-/m0/s1 InChIKey=XBQYQXVJBNDCGY-LBPRGKRZSA-N N[C@@H](Cc1cc(I)c(Oc2ccc(OS(O)(=O)=O)c(I)c2)c(I)c1)C(O)=O chebi_ontology triiodothyronine sulfate triiodothyronine sulfuric ester D-glucoside C6H11O6R CHEBI:21009 CHEBI:35436 CHEBI:4173 D-Glucoside D-glucosides KEGG COMPOUND:C01798 chebi_ontology heterocyclic organic fundamental parent CHEBI:35552 chebi_ontology heterocyclic fundamental parent heterocyclic organic fundamental parents heterocyclic parent hydrides organic heterocyclic fundamental parents mancude organic heteromonocyclic parent CHEBI:35555 chebi_ontology mancude organic heteromonocyclic parents mancude-ring organic heteromonocyclic parents mancude organic heterobicyclic parent CHEBI:35570 chebi_ontology mancude organic heterobicyclic parents mancude-ring organic heterobicyclic parents mancude organic heterocyclic parent CHEBI:35571 chebi_ontology mancude organic heterocyclic parents mancude-ring organic heterocyclic parents organic mancude parent CHEBI:35573 chebi_ontology organic mancude parents organic mancude-ring parents indole C8H7N CHEBI:35581 Either of two isomeric forms comprising a benzene ring fused to a pyrrole ring. chebi_ontology indole carbon oxoanion A negative ion consisting solely of carbon and oxygen atoms, and therefore having the general formula CxOy(n-) for some integers x, y and n. CHEBI:35604 carbon oxoanion carbon oxoanions chebi_ontology oxocarbon anion oxocarbon anions carbon oxoacid CHEBI:35605 carbon oxoacids chebi_ontology oxoacids of carbon aromatic ether Any ether in which the oxygen is attached to at least one aryl substituent. CHEBI:35618 chebi_ontology thiopurine CHEBI:26974 CHEBI:35665 CHEBI:35666 chebi_ontology mercaptopurines sulfanylpurines thiopurines dicarboxylic acid An oxoacid containing two carboxy groups. C2H2O4R CHEBI:23692 CHEBI:35692 CHEBI:4501 Dicarboxylic acid KEGG COMPOUND:C02028 chebi_ontology dicarboxylic acids dicarboxylic acid anion CHEBI:35693 chebi_ontology dicarboxylic acid anion dicarboxylic acid anions dicarboxylic acid monoanion CHEBI:35695 chebi_ontology dicarboxylic acid monoanions ester A compound formally derived from an oxoacid RkE(=O)l(OH)m (l > 0) and an alcohol, phenol, heteroarenol, or enol by linking with formal loss of water from an acidic hydroxy group of the former and a hydroxy group of the latter. CHEBI:23960 CHEBI:35701 CHEBI:4859 Ester KEGG COMPOUND:C00287 chebi_ontology esters xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. CHEBI:10074 CHEBI:27333 CHEBI:35703 KEGG COMPOUND:C06708 Xenobiotic chebi_ontology xenobiotic xenobiotic compounds xenobiotics heparan sulfates CHEBI:35721 chebi_ontology sulfated glycosaminoglycan CHEBI:35722 chebi_ontology glycosaminoglycan sulfate glycosaminoglycan sulfates sulfated glycosaminoglycans carbohydrate sulfate CHEBI:35724 carbohydrate sulfates carbohydrate sulphates chebi_ontology liposaccharide CHEBI:35740 chebi_ontology liposaccharides glycerolipid Any member of the group of lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. CHEBI:35741 CiteXplore:18606873 chebi_ontology glycerolipids monocarboxylic acid anion A carboxylic acid anion formed when the carboxy group of a monocarboxylic acid is deprotonated. CHEBI:13657 CHEBI:25382 CHEBI:3407 CHEBI:35757 CO2R Carboxylate KEGG COMPOUND:C00060 Monocarboxylate chebi_ontology monocarboxylate monocarboxylates monocarboxylic acid anions glycerophosphoserine CHEBI:35766 chebi_ontology glycerophosphoserines sphingoid CHEBI:35785 LIPID MAPS:LMSP01 Spd Sphinganine, its homologs and stereoisomers, and the hydroxy and unsaturated derivatives of these compounds. chebi_ontology sphingoid sphingoid base sphingoid bases sphingoids phosphosphingolipid CHEBI:35786 chebi_ontology phosphosphingolipids oxo steroid CHEBI:24979 CHEBI:25804 CHEBI:35789 chebi_ontology keto steroids ketosteroids oxo steroids oxosteroids oxazole An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom. CHEBI:35790 chebi_ontology oxazole oxazoles tetrapyrrole fundamental parent CHEBI:35794 chebi_ontology tetrapyrrole fundamental parents nitroso compound CHEBI:35800 Compounds having the nitroso group, -NO, attached to carbon, or to another element, most commonly nitrogen or oxygen. chebi_ontology nitroso compounds sulfoxide CHEBI:35813 Compounds having the structure R2S=O (R =/= H). chebi_ontology sulfoxide sulfoxides branched-chain fatty acid Any fatty acid in which the parent hydrocarbon chain has one or more alkyl substituents; a common component in animal and bacterial lipids. The fatty acyl chain is usually saturated and the substituent a methyl group; however, unsaturated BCFAs are found in marine animals, and branches other than methyl are found in microbial lipids. BCFA BCFAs Branched chain fatty acid CHEBI:22919 CHEBI:3166 CHEBI:35819 CiteXplore:18318842 KEGG COMPOUND:C05996 branched-chain fatty acids chebi_ontology hydroxy monocarboxylic acid CHEBI:35868 chebi_ontology hydroxy acid hydroxy monocarboxylic acids oxo monocarboxylic acid Any monocarboxylic acid having at least one additional oxo functional group. CHEBI:35871 chebi_ontology oxo monocarboxylic acids imidazopyrimidine CHEBI:35875 chebi_ontology imidazopyrimidines 5-formamidopyrimidine A formamidopyrimidine that has formula C5H5N3O. Beilstein:907177 C5H5N3O CHEBI:35877 InChI=1S/C5H5N3O/c9-4-8-5-1-6-3-7-2-5/h1-4H,(H,8,9) InChIKey=NKKLCOFTJVNYAQ-UHFFFAOYSA-N N-pyrimidin-5-ylformamide [H]C(=O)Nc1cncnc1 chebi_ontology formamidopyrimidine S-(2-hydroxyethyl)glutathione A Glu-Cys-Gly tripeptide derivative of glutathione containing a 2-hydroxyethyl substituent on the S of the Cys residue. C12H21N3O7S CHEBI:32642 CHEBI:34961 CHEBI:35896 CHEBI:53433 ChemIDplus:28747-20-8 InChI=1S/C12H21N3O7S/c13-7(12(21)22)1-2-9(17)15-8(6-23-4-3-16)11(20)14-5-10(18)19/h7-8,16H,1-6,13H2,(H,14,20)(H,15,17)(H,18,19)(H,21,22)/t7-,8-/m0/s1 InChIKey=UUZCUSQQEJSIHR-YUMQZZPRSA-N KEGG COMPOUND:28747-20-8 KEGG COMPOUND:C14875 L-gamma-glutamyl-S-(2-hydroxyethyl)-L-cysteinylglycine N[C@@H](CCC(=O)N[C@@H](CSCCO)C(=O)NCC(O)=O)C(O)=O S-(2-Hydroxyethyl)glutathione S-(2-Hydroxyethyl)gsh chebi_ontology oxo monocarboxylic acid anion CHEBI:35178 CHEBI:35901 CHEBI:35902 chebi_ontology oxo monocarboxylic acid anions 2-oxo monocarboxylic acid 2-Oxo acid 2-oxo acid 2-oxo carboxylic acids 2-oxo monocarboxylic acids Any monocarboxylic acid having a 2-oxo substituent. C2HO3R CHEBI:11634 CHEBI:1238 CHEBI:13195 CHEBI:13594 CHEBI:19736 CHEBI:35909 CHEBI:35910 KEGG COMPOUND:C00161 OC(=O)C([*])=O chebi_ontology peroxol CHEBI:35924 HO2R Monosubstitution products of hydrogen peroxide HOOH, having the skeleton ROOH, in which R is any organyl group. OO[*] chebi_ontology hydroperoxides organic hydroperoxides peroxols peroxols 4-oxo monocarboxylic acid 4-oxo acid 4-oxo monocarboxylic acids CHEBI:35950 chebi_ontology 3-hydroxy monocarboxylic acid 3-hydroxy acid 3-hydroxy monocarboxylic acids C3H5O3R CHEBI:35969 OC([*])CC(O)=O chebi_ontology dihydroxy monocarboxylic acid CHEBI:35972 chebi_ontology dihydroxy monocarboxylic acids diamino acid CHEBI:35987 chebi_ontology docosahexaenoic acid Any C22 polyunsaturated fatty acid containing six double bonds. C22H32O2 CHEBI:36005 chebi_ontology docosahexaenoic acid 9-octadecenoic acid 18:1, n-9 A C18, unsubstituted fatty acid with a double bond at C-9. Beilstein:1726541 C18:1, n-9 C18H34O2 CHEBI:36021 ChemIDplus:2027-47-6 Delta(9)-octadecenoic acid InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20) InChIKey=ZQPPMHVWECSIRJ-UHFFFAOYSA-N NIST Chemistry WebBook:2027-47-6 [H]C(CCCCCCCC)=C([H])CCCCCCCC(O)=O chebi_ontology octadec-9-enoic acid icosatrienoic acid 20:3 Any 20-carbon, straight-chain, polyunsaturated fatty acid having three double bonds at any positions. C20:3 CHEBI:36036 chebi_ontology eicosatrienoic acid eicosatrienoic acids icosatrienoic acids hydroxy monocarboxylic acid anion Any monocarboxylic acid anion carrying at least one hydroxy substituent. CHEBI:36059 chebi_ontology hydroxy monocarboxylic acid anions hydroxymonocarboxylic acid anion hydroxymonocarboxylic acid anions prostaglandins Falpha C5H8O2R2 CHEBI:36066 O[C@H]1C[C@@H](O)[C@H]([*])[C@H]1[*] chebi_ontology cholanoid CHEBI:22867 CHEBI:36078 CHEBI:50419 LIPID MAPS:LMST04 bile acids and derivatives chebi_ontology cholanoids quinone CHEBI:13684 CHEBI:26517 CHEBI:36141 Chinon Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included). Wikipedia:Quinone a quinone chebi_ontology quinone quinones quinones oxo dicarboxylic acid Any dicarboxylic acid carrying one or more oxo groups. CHEBI:36145 chebi_ontology oxo dicarboxylic acids oxo dicarboxylate CHEBI:36147 chebi_ontology oxo dicarboxylates trioxilin Any icosatrienoic acid having three hydroxy groups. CHEBI:36201 CiteXplore:12909703 CiteXplore:9540966 chebi_ontology tri-OH 20:3 tri-OH C20:3 trihydroxyeicosatrienoic acid trihydroxyeicosatrienoic acids trihydroxyicosatrienoic acid trihydroxyicosatrienoic acids trioxilins disaccharide A compound in which two monosaccharides are joined by a glycosidic bond. CHEBI:23844 CHEBI:36233 CHEBI:4654 Disaccharid Disaccharide Disacharid KEGG COMPOUND:C01911 chebi_ontology disacarido disacaridos disaccharides HETE Any monohydroxylated icosanoid having four double bonds. CHEBI:36275 CiteXplore:11123211 CiteXplore:12681244 CiteXplore:17640979 HETEs chebi_ontology hydroxyeicosatetraenoic acid hydroxyeicosatetraenoic acids cholanic acids CHEBI:23166 CHEBI:23211 CHEBI:36278 chebi_ontology cyclic tetrapyrrole CHEBI:36309 chebi_ontology cyclic tetrapyrroles macrocyclic tetrapyrrole macrocyclic tetrapyrroles glycerophosphocholine CHEBI:26698 CHEBI:35763 CHEBI:36313 CiteXplore:8467564 The glycerol phosphate ester of a phosphocholine. A nutrient with many different roles in human health. chebi_ontology glycerophosphocholines HODE CHEBI:36328 HODEs Hydroxy-octadecadienoic acids, formed in mammalian cells from the corresponding hydroperoxy compounds (HPODEs). chebi_ontology subatomic particle A particle smaller than an atom. CHEBI:36342 chebi_ontology subatomic particles polyatomic entity Any molecular entity consisting of more than one atom. CHEBI:36357 chebi_ontology polyatomic entities polyatomic ion An ion consisting of more than one atom. CHEBI:36358 chebi_ontology polyatomic ions phosphorus oxoacid derivative CHEBI:36359 chebi_ontology phosphorus oxoacid derivative phosphorus oxoacids and derivatives CHEBI:36360 chebi_ontology alkaline earth salt CHEBI:36364 alkaline earth salts chebi_ontology saturated organic heteromonocyclic parent CHEBI:36389 chebi_ontology saturated heteromonocyclic parent hydride saturated heteromonocyclic parent hydrides saturated organic heteromonocyclic parents pseudoketone CHEBI:36585 chebi_ontology pseudoketone pseudoketones pseudoketones carbonyl compound Any compound containing the carbonyl group, C=O. The term is commonly used in the restricted sense of aldehydes and ketones, although it actually includes carboxylic acids and derivatives. CHEBI:36586 carbonyl compounds chebi_ontology cyclic pseudoketone A cyclic compound in which a carbonyl group in a ring is bonded to one or two skeletal heteroatoms. CHEBI:36588 chebi_ontology cyclic pseudoketones acyclic acid anhydride CHEBI:36608 acyclic acid anhydride acyclic acid anhydrides acyclic acid anhydrides acyclic anhydrides chebi_ontology organochlorine compound An organochlorine compound is a compound containing at least one carbon-chlorine bond. CHEBI:36683 chebi_ontology chloroorganic compounds chlororganische Verbindungen organochlorine compound organochlorine compounds organohalogen compound A compound containing at least one carbon-halogen bond. CHEBI:36684 chebi_ontology organohalogen compounds corticosteroid hormone Any of a class of steroid hormones that are produced in the adrenal cortex. CHEBI:36699 adrenal cortex hormones chebi_ontology corticosteroid hormones phosphocholines Any compound having phosphocholine as part of its structure. CHEBI:36700 O-phosphocholines chebi_ontology choline phosphates phosphorylcholines phosphoethanolamine CHEBI:36711 chebi_ontology phosphoethanolamines 3-hydroxy steroid 3-hydroxy steroids CHEBI:36834 chebi_ontology 3alpha-hydroxy steroid 3alpha-hydroxy steroids A 3-hydroxy steroid in which the 3-hydroxy substituent is in the alpha-position. CHEBI:36835 CHEBI:71194 SUBMITTER:11514561 a 3alpha-hydroxysteroid chebi_ontology 3beta-hydroxy steroid 3beta-hydroxy steroids A 3-hydroxy steroid in which the 3-hydroxy substituent is in the beta-position. CHEBI:36836 CHEBI:71195 SUBMITTER:10535978 SUBMITTER:12829805 a 3beta-hydroxysteroid chebi_ontology 17-hydroxy steroid 17-hydroxy steroids CHEBI:36838 chebi_ontology 7alpha-hydroxy steroid 7alpha-hydroxy steroids CHEBI:36843 chebi_ontology 12alpha-hydroxy steroid 12alpha-hydroxy steroids CHEBI:36846 chebi_ontology 26-hydroxy steroid 26-hydroxy steroids CHEBI:36852 chebi_ontology 25-hydroxy steroid 25-hydroxy steroids CHEBI:36864 chebi_ontology 24-hydroxy steroid 24-hydroxy steroids CHEBI:36865 chebi_ontology inorganic radical CHEBI:36871 chebi_ontology inorganic radicals organic radical CHEBI:36872 chebi_ontology organic radicals radical anion CHEBI:36873 anion radical chebi_ontology radical anion radical anions radical ion A radical that carries an electric charge. CHEBI:36875 chebi_ontology ion radical radical ion radical ions organic radical anion CHEBI:36877 chebi_ontology organic anion radical organic radical anions organic radical ion CHEBI:36880 chebi_ontology organic ion radical organic radical ions 26-oxo steroid 26-oxo steroids CHEBI:36884 chebi_ontology 20-oxo steroid 20-oxo steroids CHEBI:36885 chebi_ontology inorganic ion CHEBI:36914 chebi_ontology inorganic ions inorganic cation CHEBI:36915 chebi_ontology inorganic cations cation A monoatomic or polyatomic species having one or more elementary charges of the proton. CHEBI:23058 CHEBI:3473 CHEBI:36916 Cation KEGG COMPOUND:C01373 Kation Kationen cation cationes cations chebi_ontology carboxyalkyl phosphate CHEBI:36952 carboxyalkyl phosphates chebi_ontology organochalcogen compound An organochalcogen compound is a compound containing at least one carbon-chalcogen bond. CHEBI:36962 chebi_ontology organochalcogen compound organochalcogen compounds organooxygen compound An organochalcogen compound containing at least one carbon-oxygen bond. CHEBI:36963 CiteXplore:17586126 chebi_ontology organooxygen compound organooxygen compounds nucleotide A nucleotide is a nucleoside phosphate. It is a phosphate ester that has a nucleoside moiety and has at least one phosphate moiety attached to the C-5 carbon of the ribose or deoxyribose moiety. CHEBI:13215 CHEBI:13663 CHEBI:36976 CHEBI:7656 KEGG COMPOUND:C00215 Nucleotide a nucleotide chebi_ontology nucleotides N-glycosylpyridine CHEBI:36979 N-glycosylpyridines chebi_ontology pyridine nucleotide CHEBI:36980 chebi_ontology pyridine nucleotides cyclic purine nucleotide CHEBI:36982 chebi_ontology cyclic purine nucleotides purine 2'-deoxyribonucleoside 5'-monophosphate CHEBI:36993 chebi_ontology purine 2'-deoxyribonucleoside 5'-monophosphates pyrimidine 2'-deoxyribonucleoside 3'-monophosphate CHEBI:36994 chebi_ontology pyrimidine 2'-deoxyribonucleoside 3'-monophosphates pyrimidine 2'-deoxyribonucleoside 5'-monophosphate CHEBI:36995 chebi_ontology pyrimidine 2'-deoxyribonucleoside 5'-monophosphates nicotinamide dinucleotide CHEBI:37007 chebi_ontology nicotinamide dinucleotides ribonucleoside 5'-monophosphate CHEBI:1976 CHEBI:1977 CHEBI:20500 CHEBI:36996 CHEBI:37010 chebi_ontology ribonucleoside 5'-monophosphates 2'-deoxyribonucleoside 3'-phosphate 2'-deoxyribonucleoside 3'-phosphates CHEBI:37014 chebi_ontology ribonucleoside 5'-phosphate CHEBI:37015 chebi_ontology ribonucleoside 5'-phosphates 2'-deoxyribonucleoside 5'-phosphate 2'-deoxyribonucleoside 5'-phosphates CHEBI:37016 chebi_ontology purine ribonucleoside 5'-monophosphate CHEBI:37021 chebi_ontology purine ribonucleoside 5'-monophosphates purine 2'-deoxyribonucleoside 5'-diphosphate CHEBI:37036 chebi_ontology purine 2'-deoxyribonucleoside 5'-diphosphates pyrimidine 2'-deoxyribonucleoside 5'-diphosphate CHEBI:37037 chebi_ontology pyrimidine 2'-deoxyribonucleoside 5'-diphosphates purine ribonucleoside 5'-diphosphate CHEBI:37038 chebi_ontology purine ribonucleoside 5'-diphosphates pyrimidine ribonucleoside 5'-diphosphate CHEBI:37039 chebi_ontology pyrimidine ribonucleoside 5'-diphosphates purine 2'-deoxyribonucleoside 5'-triphosphate CHEBI:37042 chebi_ontology purine 2'-deoxyribonucleoside 5'-triphosphates pyrimidine 2'-deoxyribonucleoside 5'-triphosphate CHEBI:37043 chebi_ontology pyrimidine 2'-deoxyribonucleoside 5'-triphosphates purine ribonucleoside 5'-triphosphate CHEBI:37045 chebi_ontology purine ribonucleoside 5'-triphosphates 3-hydroxybutyrate 3-OH butyrate 3-OH-butyrate 3-hydroxybutanoate Beilstein:4127635 C4H7O3 CC(O)CC([O-])=O CHEBI:37054 InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/p-1 InChIKey=WHBMMWSBFZVSSR-UHFFFAOYSA-M Reaxys:4127635 The conjugate base of 3-hydroxybutyric acid. beta-hydroxy-n-butyrate beta-hydroxybutanoate chebi_ontology ribonucleoside 5'-diphosphate CHEBI:37075 chebi_ontology ribonucleoside 5'-diphosphates adenosine 5'-phosphate CHEBI:37096 adenosine 5'-phosphates chebi_ontology guanosine 5'-phosphate CHEBI:37121 chebi_ontology guanosine 5'-phosphates organobromine compound A compound containing at least one carbon-bromine bond. CHEBI:37141 bromoorganic compound chebi_ontology organobromine compounds organoiodine compound An organoiodine compound is a compound containing at least one carbon-iodine bond. CHEBI:37142 chebi_ontology organoiodine compound organoiodine compounds organofluorine compound An organofluorine compound is a compound containing at least one carbon-fluorine bond. CHEBI:37143 chebi_ontology fluoroorganic compound fluoroorganic compounds fluoroorganics fluororganische Verbindungen organofluorine compound organofluorine compounds fumarate(1-) (2E)-3-carboxyacrylate (2E)-3-carboxyprop-2-enoate A hydrogen butenedioate obtained by deprotonation of one of the carboxy groups of fumaric acid. Beilstein:1906438 C4H3O4 CHEBI:37154 Gmelin:325290 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1/b2-1+ InChIKey=VZCYOOQTPOCHFL-OWOJBTEDSA-M OC(=O)\C=C\C([O-])=O chebi_ontology hydrogen fumarate 3-hydroxypalmitic acid 3-hydroxyhexadecanoic acid A hydroxy-fatty acid obtained by hydroxylation of C3 of palmitic acid. Beilstein:1785129 C16H32O3 CCCCCCCCCCCCCC(O)CC(O)=O CHEBI:37248 ChemIDplus:2398-34-7 InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19) InChIKey=CBWALJHXHCJYTE-UHFFFAOYSA-N LIPID MAPS:LMFA01050188 beta-hydroxyhexadecanoic acid beta-hydroxypalmitic acid chebi_ontology 3-(3-sn-phosphatidyl)-sn-glycerol 1-phosphate 1,2-Diacyl-sn-glycero-3-phospho-sn-glycerol 3'-phosphate 3(3-Phosphatidyl-)L-glycerol 1-phosphate 3(3-sn-Phosphatidyl)-sn-glycerol 1-phosphate 3-(3-sn-phosphatidyl)-sn-glycerol 1-phosphates C8H14O13P2R2 CHEBI:11681 CHEBI:19930 CHEBI:37393 KEGG COMPOUND:C03892 O[C@@H](COP(O)(O)=O)COP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O Phosphatidylglycerophosphate chebi_ontology mucopolysaccharide Any of the group of polysaccharides composed of alternating units from uronic acids and glycosamines, and commonly partially esterified with sulfuric acid. CHEBI:25425 CHEBI:37395 CHEBI:7011 KEGG COMPOUND:C05114 Mucopolysaccharid Mucopolysaccharide Mukopolysaccharid chebi_ontology mucopolisacarido mucopolisacaridos mucopolysaccharides chondroitin sulfate Any of a class of 10--60 kDa glycosaminoglycan sulfates, widely distributed in cartilage and other mammalian connective tissues. CHEBI:23224 CHEBI:3676 CHEBI:37397 ChemIDplus:9007-28-7 Chondroitin sulfate Chondroitinsulfat CiteXplore:11514091 CiteXplore:7538297 KEGG COMPOUND:9007-28-7 KEGG COMPOUND:C00607 chebi_ontology chondroitin polysulfate chondroitin sulfates chondroitin sulfuric acid chondroitin sulphate cyclic ether Any ether in which the oxygen atom forms part of a ring. CHEBI:37406 CHEBI:37407 chebi_ontology cyclic ether cyclic ethers cyclic ethers epoxy compounds epoxy compounds folic acids A group of heterocyclic compounds based on the pteroic acid skeleton conjugated with one or more L-glutamic acid units. CHEBI:24074 CHEBI:24076 CHEBI:37445 chebi_ontology folate folates folates 2-deoxy-alpha-D-glucoside 2-Deoxy-alpha-D-glucoside 2-deoxy-alpha-D-arabino-hexosides 2-deoxy-alpha-D-glucosides C6H11O5R CHEBI:1085 CHEBI:19562 CHEBI:37449 KEGG COMPOUND:C03573 chebi_ontology amidoalkyl phosphate CHEBI:37481 amidoalkyl phosphates chebi_ontology polyprenol diphosphate C5H12O7P2(C5H8)n CHEBI:26200 CHEBI:37531 CHEBI:8307 CHEBI:8318 ChEBI:LMPR0102010001 chebi_ontology polyprenol diphosphates sphingosine 1-phosphate (2-amino-3-hydroxy-octadec-4-enoxy)phosphonic acid (2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl dihydrogen phosphate (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 1-(dihydrogen phosphate) A phosphosphingolipid that consists of sphingosine having a phospho group attached at position 1 Beilstein:5877213 C18-Sphingosine 1-phosphate C18H38NO5P CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O CHEBI:26742 CHEBI:37550 CHEBI:9225 ChemIDplus:26993-30-6 CiteXplore:11278407 CiteXplore:11324700 CiteXplore:11331099 CiteXplore:11418470 CiteXplore:11470796 CiteXplore:11739995 CiteXplore:12039947 CiteXplore:12062172 CiteXplore:12069819 CiteXplore:12069830 CiteXplore:12401202 CiteXplore:12509810 CiteXplore:12586615 CiteXplore:12730100 CiteXplore:12742827 CiteXplore:12746430 CiteXplore:12778803 CiteXplore:12833634 CiteXplore:12963123 CiteXplore:12963813 CiteXplore:15044318 CiteXplore:15143482 CiteXplore:15158755 CiteXplore:15258919 CiteXplore:15292266 CiteXplore:15317688 CiteXplore:15326035 CiteXplore:15354862 CiteXplore:15476260 CiteXplore:15567060 CiteXplore:15696050 CiteXplore:15728255 CiteXplore:15734735 CiteXplore:15761190 CiteXplore:15778280 CiteXplore:15992170 CiteXplore:16046448 CiteXplore:16129068 CiteXplore:16162874 CiteXplore:16243846 CiteXplore:16322129 CiteXplore:16339142 CiteXplore:16434032 CiteXplore:16554657 CiteXplore:16913663 CiteXplore:16940153 CiteXplore:16956968 CiteXplore:17098744 CiteXplore:17158356 CiteXplore:17220911 CiteXplore:17308123 CiteXplore:17361098 CiteXplore:17374154 CiteXplore:17391120 CiteXplore:17409372 CiteXplore:17517398 CiteXplore:17561264 CiteXplore:17904858 CiteXplore:18155002 CiteXplore:18387885 CiteXplore:18502612 CiteXplore:18541717 CiteXplore:18787560 CiteXplore:18973762 CiteXplore:19081473 CiteXplore:19082500 CiteXplore:19268560 CiteXplore:19293152 CiteXplore:19350109 CiteXplore:19423865 CiteXplore:19556602 CiteXplore:19620297 CiteXplore:19636535 CiteXplore:19662499 CiteXplore:19808013 CiteXplore:19815502 D-erythro-sphingosine 1-phosphate HMDB:HMDB00277 InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1 InChIKey=DUYSYHSSBDVJSM-KRWOKUGFSA-N KEGG COMPOUND:C06124 LIPID MAPS:LMSP01050001 Reaxys:5877213 S1P Sphing-4-enine 1-phosphate Sphingosine 1-phosphate Sphingosine 1-phosphic acid Wikipedia:Sphingosine-1-phosphate chebi_ontology sphingosine-1-phosphate fatty acyl-CoA An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any fatty acid. C22H35N7O17P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O CHEBI:24025 CHEBI:37554 CHEBI:4987 CiteXplore:11524729 CiteXplore:20442897 CiteXplore:2079609 Fatty acyl CoA chebi_ontology fatty acyl-coenzyme A fatty acyl-coenzyme As heteroatomic molecular entity A molecular entity consisting of two or more chemical elements. CHEBI:37577 chebi_ontology chemical compound heteroatomic molecular entities halide CHEBI:37578 chebi_ontology carboxamide An amide of a carboxylic acid, having the structure RC(=O)NR2. The term is used as a suffix in systematic name formation to denote the -C(=O)NH2 group including its carbon atom. CHEBI:35354 CHEBI:35355 CHEBI:37622 CNOR3 [*]C(=O)N([*])[*] carboxamides carboxamides chebi_ontology primary carboxamide 7alpha,25-dihydroxycholesterol 7alpha,25-Dihydroxycholesterol A 25-hydroxy steroid that has formula C27H46O3. C27H46O3 CHEBI:37623 CHEBI:58676 Cholest-5-ene-3beta,7alpha,25-triol InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1 InChIKey=BQMSKLCEWBSPPY-IKVTXIKFSA-N KEGG COMPOUND:C15520 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)(C)O chebi_ontology cholest-5-ene-3beta,7alpha,25-triol (24S)-7alpha,24-dihydroxycholesterol (24S)-Cholest-5-ene-3beta,7alpha,24-triol (24S)-cholest-5-ene-3beta,7alpha,24-triol A 7alpha,24-dihydroxycholesterol that has formula C27H46O3. Beilstein:9023517 C27H46O3 CHEBI:37640 InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=ZNCHPOYZMVVJCK-LIZWOPGQSA-N KEGG COMPOUND:C15518 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](O)C(C)C chebi_ontology (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA (25R)-3,7,12-trihydroxycoprostanoyl-CoA (25R)-3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-oyl-CoA (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA (25R)-THCA-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-{[(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl]sulfanyl}ethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} A 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA in which the carbon at position 25 of the steroidal side chain has R configuration. Beilstein:8185530 C48H80N7O20P3S CHEBI:37642 InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=MNYDLIUNNOCPHG-FJWDCHQMSA-N KEGG COMPOUND:C15613 [H][C@@](C)(CCC[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology (25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA (25S)-3,7,12-trihydroxycoprostanoyl-CoA (25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA (25S)-THCA-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-{[(25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl]sulfanyl}ethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} A 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA in which the carbon at position 25 of the steroidal side chain has S configuration. C48H80N7O20P3S CHEBI:37643 InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=MNYDLIUNNOCPHG-SEGQUPMDSA-N [H][C@@](C)(CCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology 2-acyl-sn-glycero-3-phosphoserine 2-Acyl-sn-glycero-3-phosphoserine 2-acyl-sn-glycero-3-phosphoserines C7H13NO9PR CHEBI:19440 CHEBI:37646 CHEBI:986 KEGG COMPOUND:C05974 N[C@@H](COP(O)(=O)OC[C@@H](CO)OC([*])=O)C(O)=O chebi_ontology ribonucleoside 2'-monophosphate CHEBI:37650 chebi_ontology ribonucleoside 2'-monophosphates pyrimidine ribonucleoside 2'-monophosphate CHEBI:37651 chebi_ontology pyrimidine ribonucleoside 2'-monophosphates phosphoric ester CHEBI:26019 CHEBI:37734 chebi_ontology glycerophospholipid Any glycerolipid having a phosphate group ester-linked to the sn-3 carbon of the glycerol backbone. CHEBI:24362 CHEBI:37739 CHEBI:5456 CiteXplore:17393491 chebi_ontology glycerophospholipids phosphatide phosphatides phosphoglyceride phosphoglycerides organosulfinic acid CHEBI:37783 HO2SR OS([*])=O Organic derivatives of sulfinic acid in which the sulfino group is linked directly to carbon. chebi_ontology organosulfinic acid organosulfinic acids sulfinic acids sulfuric acid derivative CHEBI:37826 chebi_ontology sulfuric acid derivative sulfuric acid derivatives isoprenoid phosphate CHEBI:37841 chebi_ontology isoprenoid phosphates O-sulfoamino acid CHEBI:37862 O-sulfoamino acids chebi_ontology aryl sulfate CHEBI:13216 CHEBI:13826 CHEBI:22643 CHEBI:2860 CHEBI:37919 aryl sulfate aryl sulfates chebi_ontology dopamine 3-O-sulfate 4-(2-aminoethyl)-1,2-benzenediol 2-(hydrogen sulfate) 5-(2-aminoethyl)-2-hydroxyphenyl hydrogen sulfate An aryl sulfate that has formula C8H11NO5S. Beilstein:2738155 C8H11NO5S CHEBI:32705 CHEBI:34728 CHEBI:37946 ChemIDplus:51317-41-0 Dopamine 3-O-sulfate InChI=1S/C8H11NO5S/c9-4-3-6-1-2-7(10)8(5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13) InChIKey=NZKRYJGNYPYXJZ-UHFFFAOYSA-N KEGG COMPOUND:51317-41-0 KEGG COMPOUND:C13690 NCCc1ccc(O)c(OS(O)(=O)=O)c1 chebi_ontology benzothiazoles CHEBI:37947 chebi_ontology hydroxylamine O-sulfonic acid CHEBI:38025 chebi_ontology hydroxylamine O-sulfonic acids polypyrrole A compound composed of two or more pyrrole units. Beilstein:8538310 CHEBI:38077 PPys chebi_ontology poly(pyrrole)s polypyrroles organonitrogen heterocyclic compound Any organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms. CHEBI:38101 chebi_ontology heterocyclic organonitrogen compounds organonitrogen heterocyclic compounds oxacycle Any organic heterocyclic compound containing at least one ring oxygen atom. CHEBI:38104 CiteXplore:17134300 chebi_ontology heterocyclic organooxygen compounds organooxygen heterocyclic compounds oxacycles organosulfur heterocyclic compound CHEBI:38106 chebi_ontology heterocyclic organosulfur compounds organosulfur heterocyclic compounds organic heteropentacyclic compound CHEBI:38164 chebi_ontology organic heteropentacyclic compounds organic heteropolycyclic compound CHEBI:25429 CHEBI:38075 CHEBI:38166 chebi_ontology organic heteropolycyclic compounds polycyclic heteroarene CHEBI:38180 chebi_ontology polycyclic heteroarenes monohydroxypyridine CHEBI:38182 chebi_ontology monohydroxypyridines pyridinecarbaldehyde CHEBI:38187 chebi_ontology pyridinecarbaldehydes hydroxymethylpyridine CHEBI:38196 chebi_ontology hydroxymethylpyridines pyrrolidines Any of a class of heterocyclic amines having a saturated five-membered ring. CHEBI:26922 CHEBI:38191 CHEBI:38260 chebi_ontology imidazolidines CHEBI:38261 chebi_ontology 2-amino-3-methylpentanoic acid 2-amino-3-methylpentanoic acid A branched chain amino acid that consists of 3-methylpentanoic acid bearing an amino substituent at position 2. C6H13NO2 CCC(C)C(N)C(O)=O CHEBI:38264 InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) InChIKey=AGPKZVBTJJNPAG-UHFFFAOYSA-N Reaxys:1721790 chebi_ontology pyrrolidinone CHEBI:38275 chebi_ontology pyrrolidinones diazolidine CHEBI:38304 chebi_ontology diazolidines imidazolyl carboxylic acid CHEBI:38307 chebi_ontology imidazolyl carboxylic acids diazines Any organic heterocyclic compound containing a benzene ring in which two of the C-H fragments have been replaced by isolobal nitrogens (the diazine parent structure). CHEBI:38313 chebi_ontology pyrimidone CHEBI:38337 chebi_ontology pyrimidones aminopyrimidine CHEBI:38338 aminopyrimidines chebi_ontology formamidopyrimidine CHEBI:38339 chebi_ontology formamidopyrimidines 1,3-thiazole 1,3-thiazoles CHEBI:26949 CHEBI:38417 CHEBI:38418 chebi_ontology chromenone CHEBI:38445 chebi_ontology chromenones quinazolines CHEBI:38530 chebi_ontology indazoles CHEBI:38769 chebi_ontology azetidines CHEBI:38777 chebi_ontology morpholines Any compound containing morpholine as part of its structure. CHEBI:38785 chebi_ontology benzopteridine CHEBI:38925 benzopteridines chebi_ontology dithiolanes CHEBI:39192 chebi_ontology branched-chain saturated fatty acid Any saturated fatty acid with a carbon side-chain or isopropyl termination. CHEBI:39417 branched-chain saturated fatty acid branched-chain saturated fatty acids chebi_ontology straight-chain saturated fatty acid Any saturated fatty acid lacking a carbon side-chain. CHEBI:39418 CiteXplore:15644336 chebi_ontology straight-chain saturated fatty acid straight-chain saturated fatty acids pyrimidine ribonucleosides CHEBI:13784 CHEBI:26445 CHEBI:39446 CHEBI:7263 chebi_ontology pyrimidines Any compound having a pyrimidine as part of its structure. CHEBI:13681 CHEBI:26448 CHEBI:39447 chebi_ontology pyrimidine ribonucleoside 5'-monophosphate CHEBI:13682 CHEBI:37019 CHEBI:39457 CHEBI:8677 KEGG COMPOUND:C03536 Pyrimidine 5'-nucleotide chebi_ontology pyrimidine 5'-nucleotide pyrimidine ribonucleoside 5'-monophosphates pyrimidine ribonucleoside 5'-phosphate polyazaalkane Any azaalkane in which two or more carbons in the chain are replaced by nitrogen. CHEBI:39474 chebi_ontology polyazaalkanes 12-hydroxylauric acid 12-HYDROXYDODECANOIC ACID 12-Hydroxydodecanoic acid 12-hydroxy lauric acid 12-hydroxydodecanoic acid 2-hydroxy-dodecanoic acid Beilstein:1238370 C12H24O3 CHEBI:10616 CHEBI:39557 CHEBI:39567 ChemIDplus:505-95-3 CiteXplore:7872779 DrugBank:DB03704 InChI=1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15) InChIKey=ZDHCZVWCTKTBRY-UHFFFAOYSA-N KEGG COMPOUND:505-95-3 KEGG COMPOUND:C08317 LIPID MAPS:LMFA01050039 NIST Chemistry WebBook:505-95-3 OCCCCCCCCCCCC(O)=O PDBeChem:12H The 12-hydroxylated derivative of lauric acid. chebi_ontology omega-Hydroxydodecanoic acid omega-OH dodecanoic acid omega-OH lauric acid omega-hydroxy lauric acid omega-hydroxydodecanoic acid cyclic ketone CHEBI:3992 Cyclic ketone KEGG COMPOUND:C02019 chebi_ontology cyclic ketones N(6)-methyl-AMP C11H16N5O7P CHEBI:40196 CNc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C11H16N5O7P/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(18)7(17)5(23-11)2-22-24(19,20)21/h3-5,7-8,11,17-18H,2H2,1H3,(H,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1 InChIKey=WETVNPRPZIYMAC-IOSLPCCCSA-N N(6)-methyl-5'-adenylic acid N(6)-methyl-5'-phosphoadenosine N(6)-methyl-[5']adenylic acid N(6)-methyladenosine 5'-monophosphate N-methyladenosine 5'-(dihydrogen phosphate) N6-METHYLADENOSINE-5'-MONOPHOSPHATE PDBeChem:6MZ Reaxys:1048923 The purine ribonucleoside 5'-monophosphate that is AMP monomethylated on N(6). chebi_ontology cholesterol sulfate A steroid sulfate that has formula C27H46O4S. Beilstein:3225885 C27H46O4S CHEBI:35377 CHEBI:41316 CHEBI:41321 CHOLEST-5-EN-3-YL HYDROGEN SULFATE ChemIDplus:1256-86-6 InChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=BHYOQNUELFTYRT-DPAQBDIFSA-N PDBeChem:C3S [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)CCCC(C)C chebi_ontology cholest-5-en-3beta-yl hydrogen sulfate cholesterol sulfate cholesteryl sulfate D-galactopyranose A galactopyranose having D-configuration. Beilstein:1281605 C6H12O6 CHEBI:4139 ChemIDplus:10257-28-0 CiteXplore:1378088 CiteXplore:17336832 CiteXplore:19913595 D-Galactose D-galactopyranose Gmelin:83257 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6?/m1/s1 InChIKey=WQZGKKKJIJFFOK-SVZMEOIVSA-N KEGG COMPOUND:59-23-4 KEGG COMPOUND:C00124 OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O chebi_ontology celecoxib 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide A pyrazole that has formula C17H14F3N3O2S. C17H14F3N3O2S CHEBI:3520 CHEBI:41418 CHEBI:41423 Cc1ccc(cc1)-c1cc(nn1-c1ccc(cc1)S(N)(=O)=O)C(F)(F)F Celebrex (TN) Celecoxib ChemIDplus:169590-42-5 ChemIDplus:184007-95-2 DrugBank:DB00482 InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25) InChIKey=RZEKVGVHFLEQIL-UHFFFAOYSA-N KEGG COMPOUND:169590-42-5 KEGG COMPOUND:C07589 KEGG DRUG:D00567 chebi_ontology p-(5-p-Tolyl-3-(trifluoromethyl)pyrazol-1-yl)benzenesulfonamide carbonate A carbon oxoanion that has formula CO3. Beilstein:3600898 CARBONATE ION CHEBI:29201 CHEBI:41605 CHEBI:41609 CO3 CO3(2-) ChemIDplus:3812-32-6 Gmelin:1559 InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-2 InChIKey=BVKZGUZCCUSVTD-UHFFFAOYSA-L Karbonat PDBeChem:CO3 [CO3](2-) [O-]C([O-])=O carbonate chebi_ontology trioxidocarbonate(2-) tamoxifen (Z)-2-(4-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine (Z)-2-(para-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylamine 1-p-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene 1-para-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene 2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine A stilbenoid that has formula C26H29NO. Apo-Tamox Beilstein:2062020 C26H29NO CC\C(c1ccccc1)=C(/c1ccccc1)c1ccc(OCCN(C)C)cc1 CHEBI:41767 CHEBI:41774 CHEBI:9396 ChemIDplus:10540-29-1 CiteXplore:14709804 CiteXplore:18348622 CiteXplore:7688593 Crisafeno Diemon DrugBank:DB00675 HMDB:HMDB14813 InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25- InChIKey=NKANXQFJJICGDU-QPLCGJKRSA-N KEGG COMPOUND:10540-29-1 KEGG COMPOUND:C07108 KEGG DRUG:D08559 Patent:BE637389 Patent:BE678807 Patent:US4536516 Tamoxifen Wikipedia:Tamoxifen chebi_ontology tamoxifen tamoxifene tamoxifeno tamoxifenum trans-Tamoxifen dexamethasone 1-Dehydro-16alpha-methyl-9alpha-fluorohydrocortisone 16alpha-Methyl-9alpha-fluoro-1-dehydrocortisol 9-fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 9alpha-Fluoro-16alpha-methylprednisolone A fluorinated steroid that has formula C22H29FO5. Beilstein:2066652 C22H29FO5 CHEBI:41873 CHEBI:41879 CHEBI:4461 ChemIDplus:50-02-2 Decadron Dexamethasone DrugBank:DB01234 InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1 InChIKey=UREBDLICKHMUKA-CXSFZGCWSA-N KEGG DRUG:D00292 Patent:DE1113690 Patent:GB869511 Patent:US3007923 Wikipedia:Dexamethasone [H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C chebi_ontology dexametasona dexamethasone dexamethasonum (S)-lactic acid (+)-lactic acid (2S)-2-hydroxypropanoic acid (S)-(+)-lactic acid (S)-2-hydroxypropanoic acid (S)-2-hydroxypropionic acid An optically active form of lactic acid having (S)-configuration. Beilstein:1720251 C3H6O3 CHEBI:422 C[C@H](O)C(O)=O ChemIDplus:79-33-4 CiteXplore:21996028 CiteXplore:22336740 CiteXplore:22367529 CiteXplore:22424924 CiteXplore:22443585 CiteXplore:22461545 CiteXplore:22534372 CiteXplore:22538963 CiteXplore:22578598 Gmelin:362717 HMDB:HMDB00190 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1 InChIKey=JVTAAEKCZFNVCJ-REOHCLBHSA-N KEGG COMPOUND:79-33-4 KEGG COMPOUND:C00186 L-(+)-alpha-hydroxypropionic acid L-(+)-lactic acid L-Lactic acid L-Milchsaeure NIST Chemistry WebBook:79-33-4 Reaxys:1720251 Wikipedia:Lactic_Acid chebi_ontology pentadecanoic acid A straight-chain, fifteen-carbon carboxylic acid with no heteroatoms; a long-chain of mainly ruminant origin. Beilstein:1773831 C15H30O2 CCCCCCCCCCCCCCC(O)=O CHEBI:39108 CHEBI:42502 CHEBI:42504 ChemIDplus:1002-84-2 InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17) InChIKey=WQEPLUUGTLDZJY-UHFFFAOYSA-N LIPID MAPS:LMFA01010015 NIST Chemistry WebBook:1002-84-2 PDBeChem:F15 PENTADECANOIC ACID chebi_ontology n-pentadecanoic acid pentadecanoic acid pentadecylic acid guanidine An aminocarboxamidine, the parent compound of the guanidines. Beilstein:506044 CH5N3 CHEBI:24435 CHEBI:42816 CHEBI:42820 ChemIDplus:113-00-8 CiteXplore:8070089 DrugBank:DB00536 GUANIDINE Gmelin:100679 Gu H2N-C(=NH)-NH2 InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4) InChIKey=ZRALSGWEFCBTJO-UHFFFAOYSA-N NC(N)=N NIST Chemistry WebBook:113-00-8 PDBeChem:GAI Reaxys:506044 Wikipedia:Guanidine aminomethanamidine chebi_ontology guanidin guanidine iminourea 25-hydroxycholesterol 25-Hydroxycholesterol 5-Cholestene-3beta,25-diol A 25-hydroxy steroid that has formula C27H46O2. C27H46O2 CHEBI:37616 CHEBI:42972 CHEBI:42977 ChemIDplus:2140-46-7 Cholest-5-ene-3beta,25-diol InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1 InChIKey=INBGSXNNRGWLJU-ZHHJOTBYSA-N KEGG COMPOUND:2140-46-7 KEGG COMPOUND:C15519 LIPID MAPS:LMST01010018 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)(C)O chebi_ontology cholest-5-ene-3beta,25-diol molybdopterin A molybdopterin that is the O-phospho derivative of [(5aR,8R,9aR)-2-amino-4-oxo-6,7-disulfanyl-3,5,5a,8,9a,10-hexahydro-4H-pyrano[3,2-g]pteridin-8-yl]methanol. C10H14N5O6PS2 CHEBI:44067 CHEBI:44074 CHEBI:6969 COMe:MOL000078 H2Dtpp-mP InChI=1S/C10H14N5O6PS2/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16)/t2-,3+,9-/m1/s1 InChIKey=HPEUEJRPDGMIMY-IFQPEPLCSA-N KEGG COMPOUND:C05924 MetaCyc:CPD-4 Molybdopterin PDBeChem:MTE [(5aR,8R,9aR)-2-amino-4-oxo-6,7-disulfanyl-3,5,5a,8,9a,10-hexahydro-4H-pyrano[3,2-g]pteridin-8-yl]methyl dihydrogen phosphate [H][C@]12Nc3nc(N)[nH]c(=O)c3N[C@@]1([H])C(S)=C(S)[C@@H](COP(O)(O)=O)O2 chebi_ontology dtpp deoxyribonucleotide A nucleotide in which the ribose moiety has one or more of its hydroxy groups substituted by hydrogen. CHEBI:4431 chebi_ontology deoxyribonucleotides 8-oxoguanine 2-amino-1H-purine-6,8-dione 8-OXOGUANINE A cyclic pseudoketone that has formula C5H3N5O2. C5H3N5O2 CHEBI:29116 CHEBI:44603 CHEBI:44605 ChemIDplus:82014-86-6 InChI=1S/C5H3N5O2/c6-4-8-2-1(3(11)10-4)7-5(12)9-2/h(H3,6,8,9,10,11,12) InChIKey=UBKVUFQGVWHZIR-UHFFFAOYSA-N Nc1nc2=NC(=O)N=c2c(=O)[nH]1 PDBeChem:OXG chebi_ontology tetramethylammonium (CH3)4N(+) Beilstein:1733140 C4H12N CHEBI:35264 CHEBI:46018 CHEBI:46020 C[N+](C)(C)C ChemIDplus:51-92-3 DrugBank:DB03095 Gmelin:1858 InChI=1S/C4H12N/c1-5(2,3)4/h1-4H3/q+1 InChIKey=QEMXHQIAXOOASZ-UHFFFAOYSA-N N,N,N-trimethylmethanaminium PDBeChem:TMA TETRAMETHYLAMMONIUM ION The simplest quaternary ammonium cation, comprising a central nitrogen linked to four methyl groups. [NMe4](+) chebi_ontology tetramethylammonium tetramethylazanium trimethylaminomethane paracetamol 4'-hydroxyacetanilide 4-(Acetylamino)phenol 4-acetamidophenol A derivative of phenol which has an acetamido substituent located para to the phenolic -OH group. APAP Acenol Acetaminofen Acetaminophen Beilstein:2208089 C8H9NO2 CC(=O)Nc1ccc(O)cc1 CHEBI:2386 CHEBI:46191 CHEBI:46195 ChemIDplus:103-90-2 CiteXplore:11304127 CiteXplore:16716555 CiteXplore:21108564 CiteXplore:22770225 CiteXplore:7602118 DrugBank:DB00316 HMDB:HMDB01859 InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10) InChIKey=RZVAJINKPMORJF-UHFFFAOYSA-N KEGG COMPOUND:103-90-2 KEGG COMPOUND:C06804 KEGG DRUG:D00217 MetaCyc:CPD-7669 N-(4-hydroxyphenyl)acetamide N-acetyl-p-aminophenol NIST Chemistry WebBook:103-90-2 PDBeChem:TYL Panadol Reaxys:2208089 Tylenol Wikipedia:Acetaminophen acetaminofen acetaminophene chebi_ontology p-Acetylaminophenol p-acetamidophenol p-acetaminophenol p-hydroxyacetanilide p-hydroxyphenolacetamide paracetamol paracetamolum 2'-deoxyuridine 3'-monophosphate 2'-DEOXYURIDINE 3'-MONOPHOSPHATE 2'-deoxyuridine 3'-(dihydrogen phosphate) 3'-dUMP A pyrimidine 2'-deoxyribonucleoside 3'-monophosphate having uracil as the nucleobase. C9H13N2O8P CHEBI:29135 CHEBI:46318 CHEBI:46322 DrugBank:DB03448 InChI=1S/C9H13N2O8P/c12-4-6-5(19-20(15,16)17)3-8(18-6)11-2-1-7(13)10-9(11)14/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 InChIKey=LXKGKXYIAAKOCT-SHYZEUOFSA-N OC[C@H]1O[C@H](C[C@@H]1OP(O)(O)=O)n1ccc(=O)[nH]c1=O PDBeChem:UM3 Reaxys:834592 chebi_ontology clonidine C9H9Cl2N3 CHEBI:46631 Catapres-TTS Catarpres-TTS ChemIDplus:4205-90-7 CiteXplore:11682401 CiteXplore:15883756 CiteXplore:16863391 CiteXplore:18986614 CiteXplore:19328116 CiteXplore:21399902 CiteXplore:21525113 Clonidin DrugBank:DB00575 Patent:US3202660 chebi_ontology clonidina clonidine clonidinum asbestos Asbest CHEBI:46661 ChemIDplus:1332-21-4 Fibrous incombustible mineral composed of magnesium and calcium silicates with or without other elements. asbesto asbestos chebi_ontology pyrrolidinemonocarboxylic acid CHEBI:46701 chebi_ontology pyrrolidinemonocarboxylic acids hidden amide CHEBI:46754 Compounds in which an acyclic carbonyl group is bonded to one or two nitrogen atoms of a ring or ring system. chebi_ontology hidden amides dipeptide Any molecule that contains two amino-acid residues connected by peptide linkages. C4H6N2O3R2 CHEBI:23835 CHEBI:4634 CHEBI:46761 Dipeptid Dipeptide KEGG COMPOUND:C00107 chebi_ontology dipeptides N-acylpyrrolidine CHEBI:46766 N-acylpyrrolidines chebi_ontology quinolinate(1-) A carboxypyridinecarboxylate that has formula C7H4NO4. C7H4NO4 CHEBI:46828 InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-8-5(4)7(11)12/h1-3H,(H,9,10)(H,11,12)/p-1 InChIKey=GJAWHXHKYYXBSV-UHFFFAOYSA-M [H+].[O-]C(=O)c1cccnc1C([O-])=O chebi_ontology hydrogen pyridine-2,3-dicarboxylate N-alkylpiperazine CHEBI:46845 N-alkylpiperazines chebi_ontology N-arylpiperazine CHEBI:46848 N-arylpiperazines chebi_ontology indolyl carboxylic acid CHEBI:46867 chebi_ontology indolyl carboxylic acids lipopeptide A compound consisting of a peptide with attached lipid. CHEBI:46895 CiteXplore:19889045 CiteXplore:20545290 CiteXplore:23131643 CiteXplore:23318669 LP Wikipedia:Lipopeptide chebi_ontology lipopeptides diacyl lipopeptide CHEBI:46896 chebi_ontology diacyl lipopeptide diacyl lipopeptides diacylated lipopeptide diacylated lipopeptides oxazinane CHEBI:46952 chebi_ontology oxazinanes phytosphingosine (2S,3S,4R)-2-aminooctadecane-1,3,4-triol 4-D-Hydroxysphinganine An amino alcohol that has formula C18H39NO3. Beilstein:1725301 C18H39NO3 CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO CHEBI:26123 CHEBI:31999 CHEBI:46961 ChemIDplus:554-62-1 InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1 InChIKey=AERBNCYCJBRYDG-KSZLIROESA-N KEGG COMPOUND:554-62-1 KEGG COMPOUND:C12144 LIPID MAPS:LMSP01030001 Phytosphingosine chebi_ontology 2-aminooctadecene-1,3-diol 2-aminooctadecene-1,3-diol 2-aminooctadecene-1,3-diols An aminodiol composed of any octadecene having hydroxy functional groups at positions 1 and 3 and an amino substituent at position 2. C18H37NO2 CHEBI:46963 chebi_ontology 2-aminooctadecane-1,3-diol 2-aminooctadecane-1,3-diol An aminodiol that is octadecane bearing two hydroxy substituents at positions 1 and 3 as well as an amino substituent at position 2. Beilstein:1772584 C18H39NO2 CCCCCCCCCCCCCCCC(O)C(N)CO CHEBI:46968 InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3 InChIKey=OTKJDMGTUTTYMP-UHFFFAOYSA-N chebi_ontology tetrahydrofuranol CHEBI:47017 chebi_ontology tetrahydrofuranols monohydroxytetrahydrofuran CHEBI:47018 chebi_ontology monohydroxytetrahydrofurans hydrogen bromide A diatomic molecule containing covalently bonded hydrogen and bromine atoms. BrH Br[H] Bromwasserstoff CHEBI:29134 CHEBI:31673 CHEBI:47266 ChemIDplus:10035-10-6 Gmelin:620 HBr Hydrobromic acid Hydrogenbromid InChI=1S/BrH/h1H InChIKey=CPELXLSAUQHCOX-UHFFFAOYSA-N KEGG COMPOUND:10035-10-6 KEGG COMPOUND:C13645 NIST Chemistry WebBook:10035-10-6 [HBr] bromane bromidohydrogen bromure d'hydrogene chebi_ontology hydrogen bromide acetate ester Acetic ester Acetyl ester Any carboxylic ester where the carboxylic acid component is acetic acid. C2H3O2R CHEBI:13244 CHEBI:13799 CHEBI:22189 CHEBI:2406 CHEBI:47622 KEGG COMPOUND:C01883 acetate acetate esters acetates acetyl ester acetyl esters chebi_ontology glyceride Any ester of glycerol (propane-1,2,3-triol) with fatty acids. CHEBI:13730 CHEBI:22230 CHEBI:47778 acylglycerol acylglycerols chebi_ontology glyceride glycerides glycerides 3-oxo steroid 3-Oxosteroid 3-oxo steroids 3-oxosteroid 3-oxosteroids CHEBI:13607 CHEBI:1653 CHEBI:20182 CHEBI:47788 KEGG COMPOUND:C01876 chebi_ontology ureas CHEBI:27220 CHEBI:36947 CHEBI:47857 chebi_ontology urea derivatives hexose phosphate A phospho sugar that is formally obtained from a hexose. CHEBI:47878 chebi_ontology hexose phosphate steroid ester CHEBI:26762 CHEBI:47880 chebi_ontology steroid esters steroid acid CHEBI:47891 chebi_ontology steroid acids 3-oxo Delta(5)-steroid 3-Oxo-delta5-steroid 3-oxo Delta(5)-steroids 3-oxo-Delta(5)-steroid Any 3-oxo steroid which also contains a double bond between positions 5 and 6. CHEBI:13605 CHEBI:1627 CHEBI:20158 CHEBI:47907 KEGG COMPOUND:C01034 chebi_ontology 3-oxo Delta(4)-steroid 3-Oxo-delta4-steroid 3-oxo Delta(4)-steroids 3-oxo-Delta(4)-steroid CHEBI:13604 CHEBI:1626 CHEBI:20157 CHEBI:47909 KEGG COMPOUND:C00619 chebi_ontology tripeptide Any molecule that contains three amino-acid residues connected by peptide linkages. C6H8N3O4R3 CHEBI:27138 CHEBI:47923 CHEBI:9742 KEGG COMPOUND:C00316 Tripeptide chebi_ontology tripeptides nitric acid A nitrogen oxoacid of formula HNO3 in which the nitrogen atom is bonded to a hydroxy group and by equivalent bonds to the remaining two oxygen atoms. CHEBI:25545 CHEBI:48107 CHEBI:7580 ChemIDplus:7697-37-2 Gmelin:1576 HNO3 HONO2 InChI=1S/HNO3/c2-1(3)4/h(H,2,3,4) InChIKey=GRYLNZFGIOXLOG-UHFFFAOYSA-N KEGG COMPOUND:C00244 KEGG DRUG:D02313 NIST Chemistry WebBook:7697-37-2 Nitrate Nitric acid O[N+]([O-])=O Reaxys:3587310 Salpetersaeure Wikipedia:Nitric_acid [NO2(OH)] acide azotique acide nitrique azotic acid chebi_ontology hydrogen nitrate hydrogen trioxonitrate(1-) hydroxidodioxidonitrogen trioxonitric acid sulfur oxide CHEBI:48154 Schwefeloxide chebi_ontology oxides of sulfur sulfur oxides cyclopentafurofurochromene CHEBI:48210 chebi_ontology cyclopentafurofurochromenes tryptamine alkaloid CHEBI:48274 chebi_ontology 7alpha,24-dihydroxy-5beta-cholestan-3-one 5beta-cholestan-7alpha,24-diol-3-one 7alpha,24alpha-dihydroxy-5beta-cholestan-3-one A 24-hydroxy steroid that has formula C27H46O3. C27H46O3 CHEBI:48698 InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h16-18,20-25,29-30H,6-15H2,1-5H3/t17-,18+,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1 InChIKey=FGKQZAUZOBFLBY-YUOMIZQASA-N [H][C@]12C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(O)C(C)C)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2 chebi_ontology 5beta-cholestane-3alpha,7alpha,24-triol 5beta-cholestan-3alpha,7alpha,24-triol 5beta-cholestane-3alpha,7alpha,24-triol A 24-hydroxy steroid that has formula C27H48O3. C27H48O3 CHEBI:48700 InChI=1S/C27H48O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1 InChIKey=VDKSIHRRZLCAGD-RESWAWEDSA-N LIPID MAPS:LMST04030022 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)C(C)C chebi_ontology 7alpha,24-dihydroxycholest-4-en-3-one 4-cholesten-7alpha,24-diol-3-one 7alpha,24-dihydroxycholest-4-en-3-one A 24-hydroxy steroid that has formula C27H44O3. C27H44O3 CHEBI:48701 InChI=1S/C27H44O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h14,16-17,20-25,29-30H,6-13,15H2,1-5H3/t17-,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1 InChIKey=LFFHZNXDGBQZCO-XGEBBOSUSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)C(C)C chebi_ontology 7alpha,12alpha,24-trihydroxycholest-4-en-3-one 4-cholesten-7alpha,12alpha,24-triol-3-one 7alpha,12alpha,24-trihydroxycholest-4-en-3-one A 24-hydroxy steroid that has formula C27H44O4. C27H44O4 CHEBI:48714 InChI=1S/C27H44O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h12,15-16,19-25,29-31H,6-11,13-14H2,1-5H3/t16-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1 InChIKey=JZKUXZQOULZTIJ-GZQVFMGISA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)C(C)C chebi_ontology 7alpha,12alpha,24-trihydroxy-5beta-cholestan-3-one 5beta-cholestan-7alpha,12alpha,24-triol-3-one 7alpha,24-dihydroxy-5beta-cholestan-3-one A 24-hydroxy steroid that has formula C27H46O4. C27H46O4 CHEBI:48715 InChI=1S/C27H46O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h15-17,19-25,29-31H,6-14H2,1-5H3/t16-,17+,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1 InChIKey=OESDJUYDQFBVDE-DEPJWOTISA-N LIPID MAPS:LMST04030172 [H][C@]12C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(O)C(C)C)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CCC(=O)C2 chebi_ontology 5beta-cholestane-3alpha,7alpha,12alpha,24-tetrol 5beta-cholestan-3alpha,7alpha,12alpha,24-tetrol 5beta-cholestane-3alpha,7alpha,12alpha,24-tetrol A 24-hydroxy steroid that has formula C27H48O4. C27H48O4 CHEBI:48728 InChI=1S/C27H48O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h15-25,28-31H,6-14H2,1-5H3/t16-,17+,18-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1 InChIKey=DOMPIYLJQFTRGI-HTIJMCESSA-N LIPID MAPS:LMST04030034 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)C(C)C chebi_ontology 5beta-cholestane-3alpha,7alpha,24,26-tetrol 5beta-cholestan-3alpha,7alpha,24,27-tetrol 5beta-cholestane-3alpha,7alpha,24,26-tetrol A 24-hydroxy steroid that has formula C27H48O4. C27H48O4 CHEBI:48731 InChI=1S/C27H48O4/c1-16(5-8-23(30)17(2)15-28)20-6-7-21-25-22(10-12-27(20,21)4)26(3)11-9-19(29)13-18(26)14-24(25)31/h16-25,28-31H,5-15H2,1-4H3/t16-,17?,18+,19-,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1 InChIKey=KOHAQNVGTABZFS-ZUMVMERMSA-N LIPID MAPS:LMST04030023 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)C(C)CO chebi_ontology 5beta-cholestane-3alpha,7alpha,12alpha,24,26-pentol 5beta-cholestan-3alpha,7alpha,12alpha,24,27-pentol 5beta-cholestane-3alpha,7alpha,12alpha,24,26-pentol A 24-hydroxy steroid that has formula C27H48O5. C27H48O5 CHEBI:48732 InChI=1S/C27H48O5/c1-15(5-8-22(30)16(2)14-28)19-6-7-20-25-21(13-24(32)27(19,20)4)26(3)10-9-18(29)11-17(26)12-23(25)31/h15-25,28-32H,5-14H2,1-4H3/t15-,16?,17+,18-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1 InChIKey=CPKBPCHJXMSTOE-OYYINRPOSA-N LIPID MAPS:LMST04030018 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)C(C)CO chebi_ontology 3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al 3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al 3alpha,7alpha,24-trihydroxy-5beta-cholestan-27-al A 26-oxo steroid that has formula C27H46O4. C27H46O4 CHEBI:48734 InChI=1S/C27H46O4/c1-16(5-8-23(30)17(2)15-28)20-6-7-21-25-22(10-12-27(20,21)4)26(3)11-9-19(29)13-18(26)14-24(25)31/h15-25,29-31H,5-14H2,1-4H3/t16-,17?,18+,19-,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1 InChIKey=GDUNLMLXJUYQIN-ZUMVMERMSA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)C(C)C=O chebi_ontology 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-al 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-al 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-27-al A 26-oxo steroid that has formula C27H46O5. C27H46O5 CHEBI:48735 InChI=1S/C27H46O5/c1-15(5-8-22(30)16(2)14-28)19-6-7-20-25-21(13-24(32)27(19,20)4)26(3)10-9-18(29)11-17(26)12-23(25)31/h14-25,29-32H,5-13H2,1-4H3/t15-,16?,17+,18-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1 InChIKey=MZWYIFQIBJLCBI-OYYINRPOSA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)C(C)C=O chebi_ontology 7alpha,26-dihydroxy-5beta-cholestan-3-one 5beta-cholestan-7alpha,26-diol-3-one 5beta-cholestan-7alpha,27-diol-3-one 7alpha,26-dihydroxy-5beta-cholestan-3-one A 26-hydroxy steroid that has formula C27H46O3. C27H46O3 CHEBI:48778 InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h17-19,21-25,28,30H,5-16H2,1-4H3/t17?,18-,19+,21-,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=HXGWUGDCIVSGLK-QOXJXTBWSA-N [H][C@]12C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCCC(C)CO)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2 chebi_ontology 7alpha,26-dihydroxycholest-4-en-3-one 4-cholesten-7alpha,26-diol-3-one 7alpha,26-dihydroxycholest-4-en-3-one A 26-hydroxy steroid that has formula C27H44O3. Beilstein:6347657 C27H44O3 CHEBI:48825 InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h14,17-18,21-25,28,30H,5-13,15-16H2,1-4H3/t17?,18-,21-,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=KVJVJJWIEXCECB-GWUAJDSISA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO chebi_ontology 7alpha,12alpha,26-trihydroxy-5beta-cholestan-3-one 5beta-cholestan-7alpha,12alpha,26-triol-3-one 7,12,26-Tohco 7alpha,12alpha,26-trihydroxy-5beta-cholestan-3-one A 12alpha-hydroxy steroid that has formula C27H46O4. Beilstein:5624655 C27H46O4 CHEBI:48834 ChemIDplus:78094-12-9 InChI=1S/C27H46O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h16-18,20-25,28,30-31H,5-15H2,1-4H3/t16?,17-,18+,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=UCVRZTRGVBWBPR-SSGCBCEYSA-N LIPID MAPS:LMST04030100 [H][C@]12C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCCC(C)CO)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CCC(=O)C2 chebi_ontology heterocyclic fatty acid Any fatty acid containing a ring composed of atoms including at least one heteroatom. CHEBI:48847 chebi_ontology heterocyclic fatty acid heterocyclic fatty acids thiadiazolidine CHEBI:48865 chebi_ontology thiadiazolidines thiazoles An azole in which the five-membered heterocyclic aromatic skeleton contains a N atom and one S atom. CHEBI:48901 chebi_ontology L-2,4-diaminobutyric acid (2S)-2,4-diaminobutanoic acid (S)-2,4-diaminobutanoic acid A 2,4-diaminobutyric acid that has S-configuration. Beilstein:1721678 C4H10N2O2 CHEBI:21192 CHEBI:48950 CHEBI:6154 ChemIDplus:1758-80-1 Dbu Gmelin:1041805 InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1 InChIKey=OGNSCSPNOLGXSM-VKHMYHEASA-N KEGG COMPOUND:1758-80-1 KEGG COMPOUND:C03283 L-2,4-Diaminobutanoate L-2,4-Diaminobutyrate L-2,4-diaminobutanoic acid L-Dbu L-diaminobutyric acid MetaCyc:CPD-470 NCC[C@H](N)C(O)=O Reaxys:1721678 alpha,gamma-Diaminobutyrate chebi_ontology substituted aniline CHEBI:48975 chebi_ontology substituted anilines ezetimibe (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one An azetidine that has formula C24H21F2NO3. Beilstein:7981967 C24H21F2NO3 CHEBI:49040 ChemIDplus:163222-33-1 DrugBank:DB00973 Ezedoc Ezetrol InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1 InChIKey=OLNTVTPDXPETLC-XPWALMASSA-N KEGG DRUG:D01966 Wikipedia:Ezetimibe Zetia [H][C@]1([C@@H](CC[C@H](O)c2ccc(F)cc2)C(=O)N1c1ccc(F)cc1)c1ccc(O)cc1 chebi_ontology ezetimibe pristanal 2,6,10,14-tetramethylpentadecanal A 2-methyl-branched fatty aldehyde that has formula C19H38O. Beilstein:2089300 C19H38O CC(C)CCCC(C)CCCC(C)CCCC(C)C=O CHEBI:49189 InChI=1S/C19H38O/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20/h15-19H,6-14H2,1-5H3 InChIKey=IZJRIIWUSIGEAJ-UHFFFAOYSA-N chebi_ontology torcetrapib (2R,4S)-4-((3,5-bis-trifluoromethylbenzyl)methoxycarbonylamino)-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester A quinoline that has formula C26H25F9N2O4. C26H25F9N2O4 CCOC(=O)N1[C@H](CC)C[C@H](N(Cc2cc(cc(c2)C(F)(F)F)C(F)(F)F)C(=O)OC)c2cc(ccc12)C(F)(F)F CHEBI:49203 ChemIDplus:262352-17-0 InChI=1S/C26H25F9N2O4/c1-4-18-12-21(19-11-15(24(27,28)29)6-7-20(19)37(18)23(39)41-5-2)36(22(38)40-3)13-14-8-16(25(30,31)32)10-17(9-14)26(33,34)35/h6-11,18,21H,4-5,12-13H2,1-3H3/t18-,21+/m1/s1 InChIKey=CMSGWTNRGKRWGS-NQIIRXRSSA-N KEGG DRUG:D06195 chebi_ontology ethyl (2R,4S)-4-{[3,5-bis(trifluoromethyl)benzyl](methoxycarbonyl)amino}-2-ethyl-6-(trifluoromethyl)-3,4-dihydroquinoline-1(2H)-carboxylate 2-hydroxy monocarboxylic acid 2-hydroxy acid 2-hydroxy monocarboxylic acids CHEBI:19626 CHEBI:35967 CHEBI:49302 chebi_ontology c-di-GMP 3',5'-cyclic di-GMP 9,9'-[(2R,3R,3aS,7aR,9R,10R,10aS,14aR)-3,5,10,12-tetrahydroxy-5,12-dioxidooctahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecine-2,9-diyl]bis(2-amino-1,9-dihydro-6H-purin-6-one) A cyclic purine dinucleotide that has formula C20H24N10O14P2. Beilstein:9696190 C20H24N10O14P2 CHEBI:47036 CHEBI:49535 CHEBI:49537 ChemIDplus:61093-23-0 Guanosine 3',5'-cyclic monophosphate InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 InChIKey=PKFDLKSEZWEFGL-MHARETSRSA-N Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@@H]3[C@@H](COP(O)(=O)O[C@H]2[C@H]1O)O[C@H]([C@@H]3O)n1cnc2c1nc(N)[nH]c2=O bis(3',5')-cyclic diguanylic acid bis-(3'-5')-cyclic dimeric guanosine monophosphate c-(GpGp) cGpGp chebi_ontology cyclic di-3',5'-guanylic acid cyclic di-GMP cyclic diguanylic acid cyclic dinucleotide di-GMP cyclic-bis(3',5')diguanylic acid cyclic-bis(3'->5') dimeric GMP guanylyl-(3'->5')-3'-guanylic acid, cyclic 3'->5'''-nucleotide lapatinib A quinazoline that has formula C29H26ClFN4O4S. Beilstein:10502247 C29H26ClFN4O4S CHEBI:38636 CHEBI:49602 CHEBI:49603 CS(=O)(=O)CCNCc1ccc(o1)-c1ccc2ncnc(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)c2c1 ChemIDplus:231277-92-2 DrugBank:DB01259 GW 572016 InChI=1S/C29H26ClFN4O4S/c1-40(36,37)12-11-32-16-23-7-10-27(39-23)20-5-8-26-24(14-20)29(34-18-33-26)35-22-6-9-28(25(30)15-22)38-17-19-3-2-4-21(31)13-19/h2-10,13-15,18,32H,11-12,16-17H2,1H3,(H,33,34,35) InChIKey=BCFGMOOMADDAQU-UHFFFAOYSA-N N-(3-chloro-4-((3-fluorophenyl)methoxy)phenyl)-6-(5-(((2-(methylsulfonyl)ethyl)amino)methyl)-2-furanyl)-4-quinazolinamine N-[3-chloro-4-(3-fluorobenzyloxy)phenyl]-6-[5-({[2-(methanesulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine N-{3-CHLORO-4-[(3-FLUOROBENZYL)OXY]PHENYL}-6-[5-({[2-(METHYLSULFONYL)ETHYL]AMINO}METHYL)-2-FURYL]-4-QUINAZOLINAMINE PDBeChem:FMM Tykerb Wikipedia:Lapatinib chebi_ontology gefitinib 4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline A quinazoline that has formula C22H24ClFN4O3. C22H24ClFN4O3 CHEBI:38917 CHEBI:49667 CHEBI:49668 COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN1CCOCC1 ChemIDplus:184475-35-2 DrugBank:DB00317 Gefitinib InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27) InChIKey=XGALLCVXEZPNRQ-UHFFFAOYSA-N Iressa N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-4-quinazolinamine N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine PDBeChem:IRE Wikipedia:Gefitinib ZD 1839 chebi_ontology lithium(1+) An alkali metal cation that has formula Li. CHEBI:30143 CHEBI:49711 CHEBI:49713 ChemIDplus:17341-24-1 DrugBank:DB01356 Gmelin:15205 InChI=1S/Li/q+1 InChIKey=HBBGRARXTFLTSG-UHFFFAOYSA-N LITHIUM ION Li Li(+) Lithium, ion (Li1+) NIST Chemistry WebBook:17341-24-1 PDBeChem:LI [Li+] chebi_ontology lithium cation lithium(1+) lithium(1+) ion lithium(I) cation lithium, ion vandetanib 4-BROMO-2-FLUORO-N-[(4E)-6-METHOXY-7-[(1-METHYLPIPERIDIN-4-YL)METHOXY]QUINAZOLIN-4(1H)-YLIDENE]ANILINE A quinazoline that is 7-[(1-methylpiperidin-4-yl)methoxy]quinazoline bearing additional methoxy and 4-bromo-2-fluorophenylamino substituents at positions 6 and 4 respectively. Used for the treatment of symptomatic or progressive medullary thyroid cancer in patients with unresectable locally advanced or metastatic disease. C22H24BrFN4O2 CHEBI:38942 CHEBI:49959 CHEBI:49960 COc1cc2c(Nc3ccc(Br)cc3F)ncnc2cc1OCC1CCN(C)CC1 ChemIDplus:443913-73-3 CiteXplore:12684431 CiteXplore:14760102 CiteXplore:15305185 CiteXplore:15367698 CiteXplore:15596048 CiteXplore:15604279 CiteXplore:15623642 CiteXplore:15623658 CiteXplore:15928657 CiteXplore:16140331 CiteXplore:16179094 CiteXplore:16299247 CiteXplore:16361567 CiteXplore:16377413 CiteXplore:16688779 CiteXplore:16783964 CiteXplore:16843002 CiteXplore:17136225 CiteXplore:17393165 CiteXplore:17409986 CiteXplore:17631646 CiteXplore:17878479 CiteXplore:17912240 CiteXplore:18228115 CiteXplore:18698025 CiteXplore:18936474 CiteXplore:19002384 CiteXplore:19088171 CiteXplore:19211364 CiteXplore:19220256 CiteXplore:19332730 CiteXplore:19349511 CiteXplore:19394692 CiteXplore:19512898 CiteXplore:19622715 CiteXplore:19687425 CiteXplore:19881951 CiteXplore:19883226 CiteXplore:19946413 CiteXplore:20371720 CiteXplore:21046425 CiteXplore:21353546 CiteXplore:21718364 CiteXplore:22075979 CiteXplore:22158569 CiteXplore:22169262 CiteXplore:22184381 CiteXplore:22245891 CiteXplore:22307735 CiteXplore:22343387 CiteXplore:22346266 CiteXplore:22370318 CiteXplore:22500115 CiteXplore:22505191 CiteXplore:22608542 CiteXplore:22611027 CiteXplore:22633931 CiteXplore:22665903 CiteXplore:22667325 CiteXplore:22701615 CiteXplore:22781612 CiteXplore:22830347 CiteXplore:22898678 CiteXplore:22938056 DrugBank:DB08764 InChI=1S/C22H24BrFN4O2/c1-28-7-5-14(6-8-28)12-30-21-11-19-16(10-20(21)29-2)22(26-13-25-19)27-18-4-3-15(23)9-17(18)24/h3-4,9-11,13-14H,5-8,12H2,1-2H3,(H,25,26,27) InChIKey=UHTHHESEBZOYNR-UHFFFAOYSA-N KEGG DRUG:D06407 N-(4-bromo-2-fluorophenyl)-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-amine PDBeChem:ZD6 Patent:US2006135486 Patent:US2008032989 Patent:US2008199480 Patent:WO2005115145 Patent:WO2006005915 Patent:WO2007036713 Patent:WO2008001101 Patent:WO2008007113 Patent:WO2009024825 Patent:WO2012055015 Reaxys:9161676 Wikipedia:Vandetanib ZD 6474 ZD6474 Zactima chebi_ontology vandetanib organic amino compound A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by organyl groups. CHEBI:50047 chebi_ontology organic amino compounds S-nitrosoglutathione A glutathione derivative that has formula C10H16N4O7S. C10H16N4O7S CHEBI:50091 ChemIDplus:3566211 ChemIDplus:57564-91-7 GSNO InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1 InChIKey=HYHSBSXUHZOYLX-WDSKDSINSA-N L-gamma-glutamyl-S-nitroso-L-cysteinylglycine N-(N-L-gamma-glutamyl-S-nitroso-L-cysteinyl)glycine N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(O)=O)C(O)=O SNOG chebi_ontology glutathione thionitrite nitrosoglutathione androgen A steroid hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors. Androgen Androgene CHEBI:50113 androgene androgenes androgeno androgenos androgens chebi_ontology estrogen A steroid hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. CHEBI:50114 Estrogene Oestrogen Oestrogene chebi_ontology estrogene estrogenes estrogenes Hormon estrogeno estrogenos estrogens oestrogen oestrogene oestrogenes oestrogens rosiglitazone 5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-2,4-thiazolidinedione 5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione A thiazolidenedione that has formula C18H19N3O3S. BRL-49653 Beilstein:7082202 C18H19N3O3S CHEBI:50122 CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1 ChemIDplus:122320-73-4 DrugBank:DB00412 InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23) InChIKey=YASAKCUCGLMORW-UHFFFAOYSA-N Patent:EP306228 Patent:US5002953 Wikipedia:Rosiglitazone chebi_ontology rosiglitazona rosiglitazone rosiglitazonum (5-hydroxyindol-3-yl)acetaldehyde (5-hydroxy-1H-indol-3-yl)acetaldehyde (5-hydroxyindol-3-yl)acetaldehyde 5-Hial 5-Hydroxyindole-3-acetaldehyde 5-Hydroxyindoleacetaldehyde An indoleacetaldehyde that has formula C10H9NO2. C10H9NO2 CHEBI:20583 CHEBI:2070 CHEBI:50157 ChemIDplus:1892-21-3 InChI=1S/C10H9NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,4-6,11,13H,3H2 InChIKey=OBFAPCIUSYHFIE-UHFFFAOYSA-N KEGG COMPOUND:C05634 Oc1ccc2[nH]cc(CC=O)c2c1 chebi_ontology steroid acid anion Any anion formed by loss of a proton from the carboxy group of a steroid acid. CHEBI:50160 chebi_ontology steroid acid anions 2-hydroxydicarboxylic acid CHEBI:1154 CHEBI:19636 CHEBI:50263 chebi_ontology farnesyl diphosphate 3,7,11-trimethyldodeca-2,6,10-trien-1-yl trihydrogen diphosphate A farnesyl phosphate that has formula C15H28O7P2. Beilstein:1892961 C15H28O7P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O CHEBI:14231 CHEBI:24016 CHEBI:50277 DrugBank:DB07780 InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18) InChIKey=VWFJDQUYCIWHTN-UHFFFAOYSA-N NIST Chemistry WebBook:13058-04-3 chebi_ontology farnesyl diphosphate pyridinium ion CHEBI:50334 chebi_ontology pyridinium ions cholestanoid CHEBI:50401 chebi_ontology cholestanoids androstanoid CHEBI:50402 androstanoids chebi_ontology 24-hydroxycholesterol A 24-hydroxy steroid that has formula C27H46O2. Beilstein:5601486 C27H46O2 CHEBI:50515 InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25?,26+,27-/m1/s1 InChIKey=IOWMKBFJCNLRTC-GHMQSXNDSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)C(C)C chebi_ontology cholest-5-ene-3beta,24-diol 7alpha,24-dihydroxycholesterol A 24-hydroxy steroid that has formula C27H46O3. C27H46O3 CHEBI:50517 InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1 InChIKey=ZNCHPOYZMVVJCK-ZANKPZNPSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)C(C)C chebi_ontology cholest-5-ene-3beta,7alpha,24-triol trans-2-octadecenoyl-CoA (2E)-Octadecenoyl-CoA (E)-2-octadecenoyl-CoA (E)-2-octadecenoyl-coenzyme A (E)-octadec-2-enoyl-CoA (E)-octadec-2-enoyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-octadec-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate} A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-2-octadecenoic acid. C39H68N7O17P3S CCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:50570 CiteXplore:30485 InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h18-19,26-28,32-34,38,49-50H,4-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b19-18+/t28-,32-,33-,34+,38-/m1/s1 InChIKey=NBCCUIHOHUKBMK-ZDDAFBBHSA-N KEGG COMPOUND:C16218 chebi_ontology trans-octadec-2-enoyl-CoA trans-octadec-2-enoyl-coenzyme A 3-oxooctadecanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxooctadecanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} 3-Ketostearoyl-CoA 3-oxooctadecanoyl-coenzyme A 3-oxostearoyl-CoA 3-oxostearoyl-coenzyme A A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxooctadecanoic acid. C39H68N7O18P3S CCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:50571 CiteXplore:2573353 CiteXplore:2692567 CiteXplore:30485 CiteXplore:3527064 CiteXplore:6404652 HMDB:HMDB06498 InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-26,28,32-34,38,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/t28-,32-,33-,34+,38-/m1/s1 InChIKey=LGOGWHDPDVAUNY-LFZQUHGESA-N KEGG COMPOUND:C16216 MetaCyc:CPD-10260 beta-Ketostearoyl-CoA beta-ketostearoyl-coenzyme A chebi_ontology 3-hydroxyoctadecanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(3-hydroxyoctadecanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3-Hydroxyoctadecanoyl-coenzyme A 3-Hydroxystearoyl-CoA 3-hydroxystearoyl-coenzyme A A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyoctadecanoic acid. C39H70N7O18P3S CCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:50583 ChemIDplus:42578-91-6 HMDB:HMDB12715 InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/t27?,28-,32-,33-,34+,38-/m1/s1 InChIKey=WZMAIEGYXCOYSH-FWBOWLIOSA-N KEGG COMPOUND:42578-91-6 KEGG COMPOUND:C16217 beta-Hydroxystearoyl-CoA beta-Hydroxystearyl-coa chebi_ontology 3-dehydro-4-methylzymosterol (5alpha)-4-methylcholesta-8,24-dien-3-one 3-Keto-4-methylzymosterol 3-dehydro-4-methylzymosterol 4-methyl-5alpha-cholesta-8(9),24-dien-3-one 4-methyl-5alpha-cholesta-8,24-dien-3-one A 3-oxo steroid, the structure of which is that of zymosterol, methyl-substituted at C-4, and in which the 3-hydroxy function has been oxidised to an oxo group. C28H44O CHEBI:50593 InChI=1S/C28H44O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20?,22-,23+,24+,27-,28+/m1/s1 InChIKey=DBPZYKHQDWKORQ-MWEYQPRESA-N KEGG COMPOUND:C15816 [H][C@@]12CCC3=C(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCC=C(C)C)[C@@]1(C)CCC(=O)C2C chebi_ontology oligosaccharide A compound in which monosaccharide units are joined by glycosidic linkages. The term is commonly used to refer to a defined structure as opposed to a polymer of unspecified length or a homologous mixture. When the linkages are of other types the compounds are regarded as oligosaccharide analogues. CHEBI:25679 CHEBI:35319 CHEBI:50699 CHEBI:7758 KEGG COMPOUND:C00930 O-glycosylglycoside O-glycosylglycosides Oligosaccharide an oligosaccharide chebi_ontology oligosacarido oligosacaridos oligosaccharides organic molecular entity Any molecular entity that contains carbon. CHEBI:25700 CHEBI:33244 CHEBI:50860 chebi_ontology organic compounds organic entity organic molecular entities primary amino compound A compound formally derived from ammonia by replacing one hydrogen atom by an organyl group. CHEBI:50994 chebi_ontology primary amino compounds secondary amino compound A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups. CHEBI:50995 chebi_ontology secondary amino compounds tertiary amino compound A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups. CHEBI:50996 chebi_ontology tertiary amino compounds unsaturated fatty acyl-CoA A fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any unsaturated fatty acid. CHEBI:23589 CHEBI:23917 CHEBI:51006 CHEBI:61913 CiteXplore:13152086 chebi_ontology dehydroacyl-CoA dehydroacyl-CoAs unsaturated FA-CoA unsaturated acyl-CoA unsaturated fatty acyl-CoAs unsaturated fatty acyl-coenzyme A beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer (2S,3R,4E)-2-alkanamido-3-hydroxyoctadec-4-en-1-yl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-[5-acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2->3)]-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranoside (Gal)1 (GalNAc)1 (Glc)1 (Neu5Ac)1 (Cer)1 A sialotriaosylceramide consisting of the tetrasaccharide beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide. C50H86N3O26R CHEBI:12555 CHEBI:12556 CHEBI:21146 CHEBI:51013 CHEBI:7115 CHEBI:71582 CiteXplore:1371229 CiteXplore:15546874 CiteXplore:18207611 CiteXplore:19130519 CiteXplore:2457654 CiteXplore:2564593 CiteXplore:2933632 CiteXplore:333030 CiteXplore:6210531 CiteXplore:6214725 CiteXplore:6225718 CiteXplore:7243492 CiteXplore:8250149 GM2 KEGG COMPOUND:C04884 KEGG GLYCAN:G00109 N-Acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-1,4-beta-D-glucosyl-N-acylsphingosine N-Acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide Patent:WO0123431 Tay-Sachs ganglioside [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@@H]1[C@@H](O)[C@@H](O[C@H](CO)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](OC[C@H](NC([*])=O)[C@H](O)\C=C\CCCCCCCCCCCCC)O[C@@H]1CO)C(O)=O)[C@H](O)[C@H](O)CO beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer chebi_ontology ganglioside GM2 monosialoganglioside GM2 macrocycle A cyclic macromolecule. CHEBI:51026 Makrocyclen Makrozyklen Wikipedia:Macrocycle chebi_ontology macrocycle macrocycles makrocyclische Verbindungen makrozyklische Verbindungen nitrogen molecular entity CHEBI:25556 CHEBI:51143 CHEBI:7594 KEGG COMPOUND:C06061 Nitrogenous compounds chebi_ontology nitrogen compounds nitrogen molecular entities thioester A compound of general formula RC(=O)SR'. CHEBI:51277 COSR2 [*]C(=O)S[*] chebi_ontology thio ester thioesters thiol ester pristanic acid 2,6,10,14-Tetramethyl-pentadecansaeure 2,6,10,14-tetramethylpentadecanoic acid 2,6,10,14-tetramethylpentadecylic acid A branched, long-chain saturated fatty acid composed of pentadecanoic acid having methyl substituents at the 2-, 6-, 10- and 14-positions. C19H38O2 CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O CHEBI:51340 ChemIDplus:1189-37-3 CiteXplore:11861706 CiteXplore:9819701 InChI=1S/C19H38O2/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(20)21/h15-18H,6-14H2,1-5H3,(H,20,21) InChIKey=PAHGJZDQXIOYTH-UHFFFAOYSA-N LIPID MAPS:LMFA01020250 Pristaninsaeure Reaxys:1786841 acide pristanique acido pristanico chebi_ontology pristanoyl-CoA 2,6,10,14-tetramethylpentadecanoyl-CoA 2,6,10,14-tetramethylpentadecanoyl-coenzyme A 3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[(3-oxo-3-{[2-(2,6,10,14-tetramethylpentadecanoylsulfanyl)ethyl]amino}propyl)amino]butyl} dihydrogen diphosphate) A multi-methyl-branched fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pristanic acid. C40H72N7O17P3S CC(C)CCCC(C)CCCC(C)CCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:51341 CiteXplore:10709653 CiteXplore:16768463 CiteXplore:17613526 HMDB:HMDB02057 InChI=1S/C40H72N7O17P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)39(52)68-20-19-42-30(48)17-18-43-37(51)34(50)40(6,7)22-61-67(58,59)64-66(56,57)60-21-29-33(63-65(53,54)55)32(49)38(62-29)47-24-46-31-35(41)44-23-45-36(31)47/h23-29,32-34,38,49-50H,8-22H2,1-7H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t26?,27?,28?,29-,32-,33-,34+,38-/m1/s1 InChIKey=XYJPSQPVCBNZHT-TUKYSRJDSA-N chebi_ontology pristanoyl-coenzyme A organic polycyclic compound CHEBI:51958 chebi_ontology organic polycyclic compounds alpha-linolenoyl-CoA (9Z,12Z,15Z)-9,12,15-octadecatrienoyl-CoA (9Z,12Z,15Z)-9,12,15-octadecatrienoyl-coenzyme A (9Z,12Z,15Z)-Octadecatrienoyl-CoA (Z,Z,Z)-9,12,15-octadecatrienoyl-CoA (Z,Z,Z)-9,12,15-octadecatrienoyl-coenzyme A (Z,Z,Z)-octadeca-9,12,15-trienoyl-CoA (Z,Z,Z)-octadeca-9,12,15-trienoyl-coenzyme A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(9Z,12Z,15Z)-octadeca-6,12,15-trienoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate} An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of alpha-linolenic acid. C39H64N7O17P3S CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:51985 CiteXplore:12711134 CiteXplore:21128943 CiteXplore:2597132 HMDB:HMDB06290 InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,26-28,32-34,38,49-50H,4,7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b6-5-,9-8-,12-11-/t28-,32-,33-,34+,38-/m1/s1 InChIKey=OMKFKBGZHNJNEX-PQBHNYBOSA-N KEGG COMPOUND:C16162 all-cis-9,12,15-octadecatrienoyl-CoA all-cis-9,12,15-octadecatrienoyl-coenzyme A alpha-Linolenoyl-CoA alpha-linolenoyl-coenzyme A chebi_ontology (24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-CoA (24R,25R)-3alpha,7alpha,12alpha,24-Tetrahydroxy-5beta-cholestanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-{[(24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl]sulfanyl}ethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oic acid. C48H80N7O21P3S CHEBI:52050 InChI=1S/C48H80N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-34,36,38-40,44,56-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/t24-,25-,26+,27-,28-,29+,30+,31-,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 InChIKey=PXHZOQNODUPJKC-MTLGCJAASA-N SUBMITTER:C15614 [H][C@@](C)(CC[C@@H](O)[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C chebi_ontology steroidal acyl-CoA An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any steroidal carboxylic acid. CHEBI:52135 chebi_ontology steroidal acyl-CoAs steroidal acyl-coenzyme A steroidal acyl-coenzyme As steroidal acylcoenzyme A lysophosphatidic acid 2-hydroxy-3-(phosphonooxy)propyl octadec-9-enoate C21H41O7P CHEBI:52288 ChemIDplus:22002-87-5 InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26) InChIKey=WRGQSWVCFNIUNZ-UHFFFAOYSA-N LPA LPA is a phospholipid derivative that acts as a potent signaling molecule. LPA acts as a potent mitogen due to its activation of three high-affinity GPCRs. [H]C(CCCCCCCC)=C([H])CCCCCCCC(=O)OCC(O)COP(O)(O)=O chebi_ontology wortmannin (1S,6bR,9aS,11R,11bR)-9a,11b-dimethyl-1-[(methyloxy)methyl]-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate A delta-lactone that has formula C23H24O8. Beilstein:67676 C23H24O8 CHEBI:52289 ChemIDplus:19545-26-7 CiteXplore:22003059 CiteXplore:22056625 CiteXplore:22524784 InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1 InChIKey=QDLHCMPXEPAAMD-QAIWCSMKSA-N KEGG COMPOUND:C15181 Reaxys:67676 Wartmannin [H][C@@]12CCC(=O)[C@@]1(C)C[C@@H](OC(C)=O)C1=C2C(=O)c2occ3C(=O)O[C@H](COC)[C@@]1(C)c23 chebi_ontology 3-oxodocosanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-({2-[(3-oxodocosanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}butyl] dihydrogen diphosphate} 3-keto-C22-CoA 3-ketobehenoyl-CoA 3-ketodocosanoyl-CoA 3-ketodocosanoyl-coenzyme A 3-oxobehenoyl-CoA 3-oxobehenoyl-coenzyme A 3-oxodocosanoyl-coenzyme A A 3-oxo-fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxodocosanoic acid. C43H76N7O18P3S CCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:52328 InChI=1S/C43H76N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-30,32,36-38,42,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t32-,36-,37-,38+,42-/m1/s1 InChIKey=RKCOGGUHKPTOQJ-GNSUAQHMSA-N chebi_ontology glycerophosphatidylethanolamine 2-aminoethyl 2,3-dihydroxypropyl hydrogen phosphate A sn-glycerol 3-phosphate that has formula C5H14NO6P. Beilstein:1785319 C5H14NO6P CHEBI:52330 ChemIDplus:1190-00-7 Glycerophosphorylethanolamine InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10) InChIKey=JZNWSCPGTDBMEW-UHFFFAOYSA-N [H]C(O)(CO)COP(O)(=O)OCCN chebi_ontology sn-Glycerol-3-phosphoethanolamine ortho-fused heteroarene An ortho-fused compound in which at least one of the rings contains at least one heteroatom. CHEBI:52362 chebi_ontology ortho-fused heteroarenes zymosterol intermediate 2 5alpha-cholesta-8,24-dien-3-one A 3-oxo steroid that has formula C27H42O. Beilstein:3162033 C27H42O CHEBI:52386 InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20+,23-,24+,26+,27-/m1/s1 InChIKey=AUNLIRXIJAVBNM-ZSBATXSLSA-N [H][C@@]12CCC3=C(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCC=C(C)C)[C@@]1(C)CCC(=O)C2 chebi_ontology zymosterone 2-arachidonoylglycerol 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate 2-AG 2-Ara-Gl 2-Arachidonoyl-glycerol 2-Arachidonoylglycerol 2-Arachidonyl-glycerol An endocannabinoid and an endogenous agonist of the cannabinoid receptors (CB1 and CB2). It is an ester formed from omega-6-arachidonic acid and glycerol. C23H38O4 CHEBI:34261 CHEBI:52365 CHEBI:52392 ChemIDplus:53847-30-6 InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15- InChIKey=RCRCTBLIHCHWDZ-DOFZRALJSA-N KEGG COMPOUND:C13856 [H]C(CO)(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC chebi_ontology 5-oxo-ETE (6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acid (6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid 5-Oxo-icosa-6,8,11,14-tetraenoic acid 5-OxoETE 5-Oxoeicosatetraenoic acid 5-Oxoicosatetraenoic acid 5-keto-ETE 5-ketoeicosatetraenoic acid 5-oxo, 6t,8c,11c,14c-20:4 5-oxo-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid An oxoicosatetraenoic acid having a 5-oxo group; and (6E)-, (8Z), (11Z)- and (14Z)-double bonds. C20H30O3 CCCCC\C=C/C\C=C/C\C=C/C=C/C(=O)CCCC(O)=O CHEBI:120616 CHEBI:34460 CHEBI:52287 CHEBI:52449 CHEBI:60950 ChEMBL:3599023 CiteXplore:15893379 CiteXplore:16159627 CiteXplore:19450703 CiteXplore:8906847 HMDB:HMDB10217 InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+ InChIKey=MEASLHGILYBXFO-XTDASVJISA-N KEGG COMPOUND:C14732 LIPID MAPS:LMFA03060011 Reaxys:6213921 chebi_ontology eicosa-5,8,12,14-tetraenoic acid 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine 1-O-Octadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine 1-O-Octadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine 1-O-Octadecyl-platelet-activating factor 1-O-Stearoyl-2-acetyl-sn-glyceryl-3-phosphorylcholine 1-O-octadecyl 2-O-acetyl sn-glycero-3-phosphorylcholine AGEPC Beilstein:5364572 Blood platelet activating factor-aether Blood platelet-activating factor C18-Paf C28H59NO7P CCCCCCCCCCCCCCCCCCOC[C@H](COP(O)(=O)OCC[N+](C)(C)C)OC(C)=O CHEBI:26164 CHEBI:52390 CHEBI:52450 ChemIDplus:74389-69-8 DrugBank:DB02261 InChI=1S/C28H58NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-33-25-28(36-27(2)30)26-35-37(31,32)34-24-22-29(3,4)5/h28H,6-26H2,1-5H3/p+1/t28-/m1/s1 InChIKey=ZXCIEWBDUAPBJF-MUUNZHRXSA-O PAF PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis PAF-acether acetyl-glyceryl-ether-phosphorylcholine chebi_ontology platelet activating factor acylglucosaminylphosphatidylinositol An inositol compound having acylglucosaminyl and phosphatidyl substituents on its hydroxy groups. CHEBI:52572 acylglucosaminylphosphatidylinositols chebi_ontology 1-acyl-sn-glycero-3-phosphoserine 1-acyl-sn-glycero-3-phosphoserines 1-octadecanoyl-2-lyso-phosphatidylserine An sn-glycerophosphoserine compound having an acyl substituent at the 1-hydroxy position. Beilstein:9241376 C7H13NO9PR CHEBI:52559 CHEBI:52566 CHEBI:52603 CiteXplore:16341241 L-alpha-lysophosphatidylserine LIPID MAPS:LMGP03050006 LPS N[C@@H](COP(O)(=O)OC[C@H](O)COC([*])=O)C(O)=O chebi_ontology lysophosphatidylserine {[(2R)-2-hydroxy-3-(alkanoyloxy)propoxy]hydroxyphosphoryl}-L-serine N-acylsphingosine C19H36NO3R CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC([*])=O CHEBI:12586 CHEBI:52573 CHEBI:52639 CiteXplore:1378088 CiteXplore:7542630 KEGG COMPOUND:C00195 LIPID MAPS:LMSP0201 N-Acylsphingosine N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]alkanamide N-acylsphingosine N-acylsphingosines The parent compounds of the ceramide family, composed of sphingosine having an unspecified fatty acyl group attached to the nitrogen. ceramide ceramide d18:1(4c) chebi_ontology geldanamycin (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. it is an ansamycin antibiotic and thus shows antimicrobial activity against many gram-positive and some gram-negative bacteria. C29H40N2O9 CHEBI:42670 CHEBI:5292 CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O ChemIDplus:30562-34-6 CiteXplore:21983172 CiteXplore:21985437 CiteXplore:22050565 CiteXplore:22136518 CiteXplore:22138446 CiteXplore:22215907 CiteXplore:22277058 CiteXplore:22361388 GELDANAMYCIN Geldanamycin InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1 InChIKey=QTQAWLPCGQOSGP-KSRBKZBZSA-N KEGG COMPOUND:C11222 PDBeChem:GDM Wikipedia:Geldanamycin chebi_ontology oxysterol An oxygenated derivative of cholesterol CHEBI:53030 chebi_ontology oxysterols all-cis-icosa-11,14,17-trienoic acid (11Z,14Z,17Z)-Eicosa-11,14,17-trienoic acid (11Z,14Z,17Z)-Icosa-11,14,17-trienoic acid (11Z,14Z,17Z)-icosa-11,14,17-trienoic acid (Z,Z,Z)-11,14,17-eicosatrienoic acid 11,14,17-Eicosatrienoic acid 11,14,17-Icosatrienoic acid 11c,14c,17c-Eicosatriensaeure 11c,14c,17c-eicosatrienoic acid 20:3, n-3,6,9 all-cis An icosatrienoic acid having three cis- double bonds at positions 11, 14 and 17. Beilstein:2458494 C20:3, n-3,6,9 all-cis C20H34O2 CC\C=C/C\C=C/C\C=C/CCCCCCCCCC(O)=O CHEBI:53460 ChemIDplus:17046-59-2 CiteXplore:196185 ETA InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9- InChIKey=AHANXAKGNAKFSK-PDBXOOCHSA-N KEGG COMPOUND:17046-59-2 KEGG COMPOUND:C16522 LIPID MAPS:LMFA01030378 Reaxys:2458494 all-cis-11,14,17-eicosatrienoic acid all-cis-Eicosa-11,14,17-triensaeure all-cis-eicosa-11,14,17-trienoic acid chebi_ontology cis,cis,cis-11,14,17-eicosatrienoic acid eicosa-11Z,14Z,17Z-trienoic acid eicosatrienoic acid all-cis-icosa-8,11,14-trienoic acid (8Z,11Z,14Z)-Icosatrienoic acid (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid (Z,Z,Z)-8,11,14-Eicosatrienoic acid (Z,Z,Z)-8,11,14-Icosatrienoic acid 20:3, n-6,9,12 all-cis 8,11,14-Eicosatrienoic Acid 8c,11c,14c-Eicosatriensaeure 8c,11c,14c-eicosatrienoic acid An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14. Beilstein:1913514 C20:3, n-6,9,12 all-cis C20H34O2 CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O CHEBI:43587 CHEBI:53486 ChemIDplus:1783-84-2 CiteXplore:3781468 DGLA Dihomo-gamma-linolenic acid DrugBank:DB00154 Homo-gamma-linolenic acid Homo-gamma-linolensaeure InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12- InChIKey=HOBAELRKJCKHQD-QNEBEIHSSA-N KEGG COMPOUND:C03242 LIPID MAPS:LMFA01030158 PDBeChem:LAX Reaxys:1913514 all-cis-8,11,14-eicosatrienoic acid all-cis-8,11,14-icosatrienoic acid all-cis-Eicosa-8,11,14-triensaeure all-cis-eicosa-8,11,14-trienoic acid chebi_ontology cis,cis,cis-8,11,14-eicosatrienoic acid dihomo-gamma-linolenic acid eicosa-8Z,11Z,14Z-trienoic acid gamma-Homolinolenic acid all-cis-docosa-7,10,13,16-tetraenoic acid (7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acid (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoic acid 7,10,13,16-Docosatetraenoic acid 7Z,10Z,13Z,16Z-docosatetraenoic acid Beilstein:1914611 C22H36O2 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O CHEBI:53487 ChemIDplus:28874-58-0 CiteXplore:11971947 CiteXplore:1532827 CiteXplore:2538146 CiteXplore:3021726 InChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15- InChIKey=TWSWSIQAPQLDBP-DOFZRALJSA-N KEGG COMPOUND:28874-58-0 KEGG COMPOUND:C16527 LIPID MAPS:LMFA01030178 Reaxys:1914611 The all-cis-isomer of a C22 polyunsaturated fatty acid having four double bonds in the 7-, 10-, 13- and 16-positions. adrenic acid all-cis-7,10,13,16-docosatetraenoic acid chebi_ontology cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeure (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid (7Z,10Z,13Z,16Z,19Z)-Docosa-7,10,13,16,19-pentaenoic acid (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoic acid (all Z)-7,10,13,16,19-Docosapentaenoic acid Beilstein:2287314 C22H34O2 CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O CHEBI:53488 ChemIDplus:24880-45-3 CiteXplore:6469703 DPA Docosa-7c,10c,13c,16c,19c-pentaensaeure InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15- InChIKey=YUFFSWGQGVEMMI-JLNKQSITSA-N KEGG COMPOUND:24880-45-3 KEGG COMPOUND:C16513 LIPID MAPS:LMFA04000044 Reaxys:2287314 The all-cis-isomer of a C22 polyunsaturated fatty acid having five double bonds in the 7-, 10-, 13-, 16- and 19-positions. all-cis-7,10,13,16,19-docosapentaenoic acid chebi_ontology cis-7,10,13,16,19-Docosapentaenoic acid clupanodonic acid docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid docosapentaenoic acid N-formyl-L-methionyl-L-leucyl-L-phenylalanine A tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor. Beilstein:2315783 Beilstein:8023425 C21H31N3O5S CHEBI:53490 ChemIDplus:59880-97-6 F-Met-leu-phe InChI=1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1 InChIKey=PRQROPMIIGLWRP-BZSNNMDCSA-N KEGG COMPOUND:59880-97-6 KEGG COMPOUND:C11596 N-Formyl-Met-Leu-Phe N-Formyl-methionyl-leucyl-phenylalanine N-Formylmethionine leucyl-phenylalanine N-formyl-L-methionyl-L-leucyl-L-phenylalanine [H]C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(O)=O chebi_ontology fMLF fMLP fMetLeuPhe alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-2-alpha-D-GlcNAc(PP-Dol) (GlcNAc)2(Man)3(PP-Dol) A dolichyl diphosphooligosaccharide compound consisting of a branched pentasaccharide attached to the dolichyl chain via a diphosphate linkage. C54H94N2O32P2(C5H8)n C59H102N2O32P2 CHEBI:53742 InChI=1S/C59H102N2O32P2/c1-28(2)13-9-14-29(3)15-10-16-30(4)17-11-18-31(5)19-12-20-32(6)21-22-83-94(78,79)93-95(80,81)92-56-41(61-34(8)67)46(72)52(38(26-65)87-56)89-55-40(60-33(7)66)45(71)53(37(25-64)86-55)90-59-51(77)54(91-58-50(76)48(74)43(69)36(24-63)85-58)44(70)39(88-59)27-82-57-49(75)47(73)42(68)35(23-62)84-57/h13,15,17,19,32,35-59,62-65,68-77H,9-12,14,16,18,20-27H2,1-8H3,(H,60,66)(H,61,67)(H,78,79)(H,80,81)/b29-15+,30-17+,31-19+/t32?,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47+,48+,49+,50+,51+,52-,53-,54+,55+,56-,57+,58-,59+/m1/s1 InChIKey=AGHYELQSGASRRD-KMFPLLRNSA-N SUBMITTER:G00005 chebi_ontology imidazolidinone An imidazolidine containing one or more oxo groups. CHEBI:55370 chebi_ontology imidazolidinones halothane 1,1,1-trifluoro-2-bromo-2-chloroethane 1,1,1-trifluoro-2-chloro-2-bromoethane 1-bromo-1-chloro-2,2,2-trifluoroethane 2,2,2-trifluoro-1-chloro-1-bromoethane 2-bromo-2-chloro-1,1,1-trifluoroethane 2-bromo-2-chloro-1,1,1-trifluoroethane A haloalkane comprising ethane having three flouro substituents at the 1-position as well as bromo- and chloro substituents at the 2-position. Beilstein:1736947 C2HBrClF3 CHEBI:5615 ChemIDplus:151-67-7 CiteXplore:7519986 DrugBank:DB01159 Fluothane Gmelin:793752 Halothane InChI=1S/C2HBrClF3/c3-1(4)2(5,6)7/h1H InChIKey=BCQZXOMGPXTTIC-UHFFFAOYSA-N KEGG COMPOUND:151-67-7 KEGG COMPOUND:C07515 NIST Chemistry WebBook:151-67-7 Narcotane Phthorothanum Rhodialothan Wikipedia:Halothane [H]C(Cl)(Br)C(F)(F)F bromochlorotrifluoroethane chebi_ontology malonaldehyde 1,3-Propanedial 1,3-Propanedialdehyde 1,3-Propanedione Beilstein:1209262 C3H4O2 CHEBI:43895 CHEBI:566274 ChEMBL:17548130 ChemIDplus:542-78-9 CiteXplore:15583011 DrugBank:DB03057 Gmelin:362229 InChI=1S/C3H4O2/c4-2-1-3-5/h2-3H,1H2 InChIKey=WSMYVTOQOOLQHP-UHFFFAOYSA-N MDA MDD Malondialdehyde Malonic aldehyde Malonic dialdehyde Malonodialdehyde Malonyldialdehyde NIST Chemistry WebBook:542-78-9 O=CCC=O PDBeChem:MDD The dialdehyde of malonic acid and a biomarker of oxidative damage to lipids caused by smoking. It exists in vivo mainly in the enol form. chebi_ontology propanedial herbimycin (4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects. Antibiotic Tan 420F C30H42N2O9 CHEBI:5674 CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1OC)C2=O ChemIDplus:70563-58-5 CiteXplore:21198874 CiteXplore:21488197 CiteXplore:21505853 CiteXplore:21543765 CiteXplore:21743149 CiteXplore:22420214 CiteXplore:22526207 Herbimycin A InChI=1S/C30H42N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1 InChIKey=MCAHMSDENAOJFZ-BVXDHVRPSA-N KEGG COMPOUND:70563-58-5 KEGG COMPOUND:C11225 Reaxys:4834067 Wikipedia:Herbimycin chebi_ontology heterocyclic compound A cyclic compound having as ring members atoms of at least two different elements. CHEBI:5686 Heterocyclic compound chebi_ontology compuesto heterociclico compuestos heterociclicos heterocycle heterocyclic compounds long-chain fatty acid anion A fatty acid anion with a chain length of C13 or greater. CHEBI:57560 CO2R [O-]C([*])=O a long-chain fatty acid chebi_ontology S-methyl-5-thio-alpha-D-ribose 1-phosphate(2-) 5-S-methyl-1-O-phosphonato-5-thio-alpha-D-ribofuranose C6H11O7PS CHEBI:58533 CSC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H]1O Dianion of S-methyl-5-thio-alpha-D-ribose 1-phosphate. InChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/p-2/t3-,4-,5-,6-/m1/s1 InChIKey=JTFITTQBRJDSTL-KVTDHHQDSA-L chebi_ontology S-methyl-5-thio-D-ribulose 1-phosphate(2-) 5-S-methyl-1-O-phosphonato-5-thio-D-ribulose Beilstein:11409869 C6H11O7PS CHEBI:58548 CSC[C@@H](O)[C@@H](O)C(=O)COP([O-])([O-])=O Dianion of S-methyl-5-thio-D-ribulose 1-phosphate. InChI=1S/C6H13O7PS/c1-15-3-5(8)6(9)4(7)2-13-14(10,11)12/h5-6,8-9H,2-3H2,1H3,(H2,10,11,12)/p-2/t5-,6+/m1/s1 InChIKey=CNSJRYUMVMWNMC-RITPCOANSA-L chebi_ontology molybdopterin(3-) C10H11N5O6PS2 CHEBI:58698 InChI=1S/C10H14N5O6PS2/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16)/p-3/t2-,3+,9-/m1/s1 InChIKey=HPEUEJRPDGMIMY-IFQPEPLCSA-K MetaCyc:CPD-4 The trianion of molybdopterin obtained by deprotonation of the phosphate and 7-SH groups; major species at pH 7.3. [(5aR,8R,9aR)-2-amino-4-oxo-6-sulfanyl-7-sulfido-3,5,5a,8,9a,10-hexahydro-4H-pyrano[3,2-g]pteridin-8-yl]methyl phosphate [H][C@]12Nc3nc(N)[nH]c(=O)c3N[C@@]1([H])C(S)=C([S-])[C@@H](COP([O-])([O-])=O)O2 chebi_ontology molybdopterin 1-hydroxy-5-(methylthio)-3-oxopent-1-en-2-olate 1-hydroxy-5-(methylsulfanyl)-3-oxopent-1-en-2-olate C6H9O3S CHEBI:58795 CSCCC(=O)C(\[O-])=C\O Conjugate base of 1,2-dihydroxy-5-(methylthio)pent-1-en-3-one arising from deprotonation of the 2-hydroxy group. InChI=1S/C6H10O3S/c1-10-3-2-5(8)6(9)4-7/h4,7,9H,2-3H2,1H3/p-1/b6-4- InChIKey=CILXJJLQPTUUSS-XQRVVYSFSA-M acireductone chebi_ontology 5-(methylsulfanyl)-2,3-dioxopentyl phosphate(2-) 5-(methylsulfanyl)-1-(phosphonatooxy)pentane-2,3-dione 5-(methylsulfanyl)-2,3-dioxopentyl phosphate Beilstein:11409870 C6H9O6PS CHEBI:58828 CSCCC(=O)C(=O)COP([O-])([O-])=O Dianion of 5-(methylsulfanyl)-2,3-dioxopentyl phosphate. InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)/p-2 InChIKey=HKEAOVFNWRDVAJ-UHFFFAOYSA-L chebi_ontology organophosphate oxoanion An organic phosphoric acid derivative in which one or more oxygen atoms of the phosphate group(s) has been deprotonated. CHEBI:58945 chebi_ontology organophosphate oxoanions N-arachidonoylglycine Beilstein:7652004 Biologically active derivative of anandamide C22H35NO3 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCC(O)=O CHEBI:58961 InChI=1S/C22H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(24)23-20-22(25)26/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-20H2,1H3,(H,23,24)(H,25,26)/b7-6-,10-9-,13-12-,16-15- InChIKey=YLEARPUNMCCKMP-DOFZRALJSA-N N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycine N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]glycine N-arachidonoyl glycine NAGly SUBMITTER:LMFA08020003 chebi_ontology straight-chain fatty acid Any fatty acid whose skeletal carbon atoms form an unbranched open chain. CHEBI:59202 chebi_ontology straight-chain fatty acids amino trisaccharide An amino oligosaccharide that is a trisaccharide having one or more substituted or unsubstituted amino groups in place of hydroxy groups at unspecified positions. CHEBI:59266 amino trisaccharides chebi_ontology amino pentasaccharide A pentasaccharide derivative having one or more substituted or unsubstituted amino groups in place of hydroxy groups at unspecified positions. CHEBI:59268 amino pentasaccharides chebi_ontology amino tetrasaccharide A tetrasaccharide derivative having one or more substituted or unsubstituted amino groups in place of hydroxy groups at unspecified positions. CHEBI:59412 amino tetrasaccharides chebi_ontology monodehydro-L-ascorbate(1-) C6H6O6 CHEBI:57796 CHEBI:59513 InChI=1S/C6H7O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10H,1H2/p-1/t2-,5+/m0/s1 InChIKey=LHFJOBMTAJJOTB-JLAZNSOCSA-M The conjugate base of monodehydro-L-ascorbic acid arising from deprotonation of the 4-hydroxy group; major species at pH 7.3. [(2R)-2-(1,2-dihydroxyethyl)-4-oxido-5-oxo-2,5-dihydrofuran-3-yl]oxidanyl [H][C@@]1(OC(=O)C([O-])=C1[O])[C@@H](O)CO chebi_ontology monodehydro-L-ascorbate monodehydroascorbate anion N-glycan CHEBI:59520 N-glycans The term used to refer to the carbohydrate portion of N-glycoproteins when attached to a nitrogen from asparagine or arginine side-chains. chebi_ontology medium-chain fatty acid Any fatty acid with a chain length of between C6 and C12. CHEBI:59554 CHO2R MCFA MCFAs OC([*])=O chebi_ontology medium-chain fatty acids S-nitrosomycothiol (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-[(N-acetyl-S-nitroso-L-cysteinyl)amino]-2-deoxy-alpha-D-glucopyranoside 1-O-{2-[(N-acetyl-S-nitroso-L-cysteinyl)amino]-2-deoxy-alpha-D-glucopyranosyl}-1D-myo-inositol C17H29N3O13S CC(=O)N[C@@H](CSN=O)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:59637 InChI=1S/C17H29N3O13S/c1-4(22)18-5(3-34-20-31)16(30)19-7-9(24)8(23)6(2-21)32-17(7)33-15-13(28)11(26)10(25)12(27)14(15)29/h5-15,17,21,23-29H,2-3H2,1H3,(H,18,22)(H,19,30)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1 InChIKey=SRWNXRWNXKQRNS-FQBKTPCVSA-N MSNO SUBMITTER:12809551 The S-nitroso derivative of mycothiol. chebi_ontology N-acetylglucosamine An N-acylglucosamine where the N-acyl group is specified as acetyl. CHEBI:59640 N-acetylglucosamines chebi_ontology thia fatty acid Any fatty acid having at least one of the chain methylene groups replaced by sulfur. Members of this group are believed to have important pharmacological (antioxidant and antiatherosclerosis) properties. CHEBI:59643 CiteXplore:15825830 CiteXplore:15949791 CiteXplore:9030189 chebi_ontology sulfur-containing fatty acid sulfur-containing fatty acids thia fatty acids oxo fatty acid Any fatty acid containing at least one aldehydic or ketonic group in addition to the carboxylic acid group. CHEBI:59644 CiteXplore:6434570 CiteXplore:8454196 CiteXplore:8638935 chebi_ontology oxo fatty acids precursor Z(1-) 8-amino-10,12-dioxo-4,4a,5a,6,9,10,11,11a,12,12a-decahydro[1,3,2]dioxaphosphinino[4',5':5,6]pyrano[3,2-g]pteridin-2-olate 2-oxide C10H11N5O7P CHEBI:59648 CiteXplore:12571227 InChI=1S/C10H12N5O7P/c11-10-14-7-4(8(17)15-10)12-3-5(16)6-2(21-9(3)13-7)1-20-23(18,19)22-6/h2-3,6,9,12H,1H2,(H,18,19)(H4,11,13,14,15,17)/p-1 InChIKey=PWFXLXMPGSLEOZ-UHFFFAOYSA-M Nc1nc2NC3OC4COP([O-])(=O)OC4C(=O)C3Nc2c(=O)[nH]1 The anion resulting from the removal of the proton from the phosphate group of precursor Z. cPMP chebi_ontology cyclic pyranopterin monophosphate precursor Z hydroxy fatty acid anion CHEBI:59835 OH-FA anion OH-FA-anions OH-fatty acid anion OH-fatty acid anions The conjugate base of any hydroxy fatty acid, formed by deprotonation of the carboxylic acid moiety. chebi_ontology hydroxy fatty acid anions 3-hydroxy fatty acid 3-OH fatty acid 3-OH fatty acids 3-hydroxy fatty acids Any fatty acid with a hydroxy functional group in the beta- or 3-position. beta-hydroxy fatty acids accumulate during cardiac hypoxia, and can also be used as chemical markers of bacterial endotoxins. CHEBI:59845 CiteXplore:1226425 CiteXplore:17392575 CiteXplore:3094448 CiteXplore:7406063 beta-OH fatty acid beta-OH fatty acids beta-hydroxy fatty acid beta-hydroxy fatty acids chebi_ontology purine deoxyribonucleoside A deoxyribonucleoside containing a purine base. CHEBI:60173 chebi_ontology purine deoxyribonucleosides lysophosphatidylcholine A compound resulting from partial hydrolysis of a phosphatidylcholine which removes one of the fatty acid groups. CHEBI:60479 chebi_ontology lysophosphatidylcholines GM1 ganglioside (2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 5-acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2->3)-[beta-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)]-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranoside A sialotetraosylceramide consisting of a branched pentasaccharide made up from one sialyl residue, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to N-stearoylsphingosine via a beta-linkage. C73H131N3O31 CHEBI:61048 ChemIDplus:37758-47-7 CiteXplore:19221437 CiteXplore:8120143 CiteXplore:8410057 G(M1) Ganglioside GM1 Ganglioside A2 Ganglioside G4 Ganglioside GGtet1 Ganglioside GI Ganglioside GM1 Ganglioside GM1a Ganglioside M1 InChI=1S/C73H131N3O31/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(87)76-44(45(84)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)41-98-69-61(94)59(92)63(50(39-80)101-69)103-71-62(95)67(107-73(72(96)97)35-46(85)53(74-42(3)82)66(106-73)55(88)47(86)36-77)64(51(40-81)102-71)104-68-54(75-43(4)83)65(57(90)49(38-79)99-68)105-70-60(93)58(91)56(89)48(37-78)100-70/h31,33,44-51,53-71,77-81,84-86,88-95H,5-30,32,34-41H2,1-4H3,(H,74,82)(H,75,83)(H,76,87)(H,96,97)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,51+,53+,54+,55+,56-,57-,58-,59+,60+,61+,62+,63+,64-,65+,66+,67+,68-,69+,70-,71-,73-/m0/s1 InChIKey=QPJBWNIQKHGLAU-IQZHVAEDSA-N Monosialosyl tetraglycosyl ceramide Reaxys:7196494 Sialosylganglio-N-tetraosylceramide [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@@H]1[C@@H](O)[C@@H](O[C@H](CO)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O)O[C@@H]1[C@@H](CO)O[C@@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)[C@H](O)[C@H]1O)C(O)=O)[C@H](O)[C@H](O)CO alpha-Neu5Ac-(2->3)-[beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-N-stearoylsphingosine chebi_ontology ganglioside GM1 monosialoganglioside GM1 tacrolimus (anhydrous) (-)-FK 506 (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,19-dihydroxy-3-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl}-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(prop-2-en-1-yl)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone 8-DEETHYL-8-[BUT-3-ENYL]-ASCOMYCIN C44H69NO12 CHEBI:42555 CHEBI:4958 CHEBI:61049 CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@H]([C@H](C[C@@H](C)C\C(C)=C\[C@@H](CC=C)C(=O)C[C@H](O)[C@H]1C)OC)[C@H](C[C@H]2C)OC ChemIDplus:104987-11-3 DrugBank:DB00864 FK 506 FK506 InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3/b25-19+,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1 InChIKey=QJJXYPPXXYFBGM-LFZNUXCKSA-N KEGG COMPOUND:104987-11-3 KEGG COMPOUND:C01375 KEGG DRUG:104987-11-3 KEGG DRUG:D08556 LIPID MAPS:LMPK04000003 PDBeChem:FK5 Patent:EP184162 Patent:US5665727 Prograf Reaxys:3647477 Reaxys:8821611 Tacrolimus Tacrolimus is a macrolide containing a 23-membered lactone ring, originally isolated from the fermentation broth of a Japanese soil sample that contained the bacteria Streptomyces tsukubaensis. chebi_ontology tacrolimus tacrolimus anhydrous oxygen radical An inorganic radical in which a free electron resides on one or more oxygen atoms of an oxygen species. CHEBI:61073 chebi_ontology oxygen radicals S-nitroso-L-cysteinylglycine A dipeptide resulting from the formal condensation of the carboxylic acid group of S-nitroso-L-cysteine with the amino group of glycine. C5H9N3O4S CHEBI:61088 Cys(NO)-Gly InChI=1S/C5H9N3O4S/c6-3(2-13-8-12)5(11)7-1-4(9)10/h3H,1-2,6H2,(H,7,11)(H,9,10)/t3-/m0/s1 InChIKey=UOHAKHBEJRPHQZ-VKHMYHEASA-N N[C@@H](CSN=O)C(=O)NCC(O)=O Reaxys:8547963 S-nitroso-L-cysteinylglycine SUBMITTER:16452418 chebi_ontology pyrimidine nucleotide-sugar A nucleotide-sugar whose nucleobase is a pyrimidine. CHEBI:61109 chebi_ontology pyrimidine nucleotide-sugars nucleobase-containing molecular entity Any compound that has a nucleobase as a part. CHEBI:61120 chebi_ontology nucleobase-containing compound nucleobase-containing compounds nucleobase-containing molecular entities desferrimycobactin T (2R)-4-{[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino}-4-oxobutan-2-yl N(6)-hydroxy-N(2)-{[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]carbonyl}-N(6)-icosanoyl-L-lysinate A carboxylic ester-lactam secreted by Mycobacterium tuberculosis which is lipid-soluble and acts as a siderophore. C46H75N5O10 CCCCCCCCCCCCCCCCCCCC(=O)N(O)CCCC[C@H](NC(=O)[C@@H]1COC(=N1)c1ccccc1O)C(=O)O[C@H](C)CC(=O)N[C@H]1CCCCN(O)C1=O CHEBI:61168 InChI=1S/C46H75N5O10/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30-42(54)50(58)31-24-23-28-38(48-43(55)39-34-60-44(49-39)36-26-20-21-29-40(36)52)46(57)61-35(2)33-41(53)47-37-27-22-25-32-51(59)45(37)56/h20-21,26,29,35,37-39,52,58-59H,3-19,22-25,27-28,30-34H2,1-2H3,(H,47,53)(H,48,55)/t35-,37+,38+,39+/m1/s1 InChIKey=FLJNVPAGIYBTDU-XWINOZFQSA-N SUBMITTER:10419938 chebi_ontology desferri-mycobactin T mycobactin T:iron An iron coordination entity, being a complex of mycobactin T with iron(III). C46H78FeN5O10 CCCCCCCCCCCCCCCCCCCC(=O)N(O)CCCC[C@@H]1NC(=O)[C@H]2COC(c3ccccc3O)=[N]2[FeH3+3][O]=C2[C@H](CCCCN2O)NC(=O)C[C@@H](C)OC1=O CHEBI:61174 SUBMITTER:10419938 [(2R)-4-{[(3S)-1-(hydroxy-kappaO)-2-(oxo-kappaO)azepan-3-yl]amino}-4-oxobutan-2-yl N6-hydroxy-kO-N(2)-({(4R)-2-[2-(hydroxy-kappaO)phenyl]-4,5-dihydro-1,3-oxazol-4-yl-kappaN}carbonyl)-N(6)-icosanoyl-L-lysinatato(3-)]iron(3+) chebi_ontology docosapentaenoic acid CHEBI:61204 chebi_ontology docosatetraenoic acid 22:4 Any straight-chain, C22 fatty acid having four C=C double bonds. C22:4 CHEBI:61205 Reaxys:13420898 chebi_ontology docosatetraenoic acids guanyl nucleotide A nucleotide having guanine as the base. CHEBI:61292 chebi_ontology guanine nucleotide guanyl ribonucleotide A purine ribonucleotide where the purine is guanine. CHEBI:61295 chebi_ontology guanine ribonucleotide adenyl ribonucleotide A purine riboncleotide where adenine is the purine. CHEBI:61296 adenine ribonucleotide chebi_ontology C21-steroid A steroid compound with a structure based on a 21-carbon (pregnane) skeleton. CHEBI:61313 chebi_ontology globoside Any glycosphingolipid where the oligosaccharide component has an N-acetylgalactosaminyl residue at the non-reducing end. CHEBI:61360 Wikipedia:Globoside chebi_ontology globosides afatinib (2E)-N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[(3S)-tetrahydrofuran-3-yloxy]quinazolin-6-yl}-4-(dimethylamino)but-2-enamide A quinazoline compound having a 3-chloro-4-fluoroanilino group at the 4-position, a 4-dimethylamino-trans-but-2-enamido group at the 6-position, and an (S)-tetrahydrofuran-3-yloxy group at the 7-position. BIBW 2992 C24H25ClFN5O3 CHEBI:61390 CN(C)C\C=C\C(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1O[C@H]1CCOC1 ChemIDplus:850140-72-6 InChI=1S/C24H25ClFN5O3/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29)/b4-3+/t16-/m0/s1 InChIKey=ULXXDDBFHOBEHA-CWDCEQMOSA-N Reaxys:11746023 chebi_ontology canertinib A quinazoline compound having a 3-chloro-4-fluoroanilino group at the 4-position, a propenamido group at the 6-position, and a 3-morpholinopropoxy group at the 7-position. C24H25ClFN5O3 CHEBI:61399 CI-1033 ChemIDplus:267243-28-7 CiteXplore:11706399 CiteXplore:15534081 Fc1ccc(Nc2ncnc3cc(OCCCN4CCOCC4)c(NC(=O)C=C)cc23)cc1Cl InChI=1S/C24H25ClFN5O3/c1-2-23(32)30-21-13-17-20(14-22(21)34-9-3-6-31-7-10-33-11-8-31)27-15-28-24(17)29-16-4-5-19(26)18(25)12-16/h2,4-5,12-15H,1,3,6-11H2,(H,30,32)(H,27,28,29) InChIKey=OMZCMEYTWSXEPZ-UHFFFAOYSA-N N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[3-(morpholin-4-yl)propoxy]quinazolin-6-yl}prop-2-enamide canertinib chebi_ontology WZ4002 A pyrimidine compound having a 2-methoxy-4-(4-methylpiperazin-1-yl)anilino group at the 2-position, a 3-(acryloylamino)phenoxy group at the 4-position, and a chloro substituent at the 5-position. C25H27ClN6O3 CHEBI:61400 COc1cc(ccc1Nc1ncc(Cl)c(Oc2cccc(NC(=O)C=C)c2)n1)N1CCN(C)CC1 CiteXplore:20033049 InChI=1S/C25H27ClN6O3/c1-4-23(33)28-17-6-5-7-19(14-17)35-24-20(26)16-27-25(30-24)29-21-9-8-18(15-22(21)34-3)32-12-10-31(2)11-13-32/h4-9,14-16H,1,10-13H2,2-3H3,(H,28,33)(H,27,29,30) InChIKey=ITTRLTNMFYIYPA-UHFFFAOYSA-N N-{3-[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)oxy]phenyl}prop-2-enamide chebi_ontology epoxy fatty acid A heterocyclic fatty acid containing an epoxide ring as part of its structure. CHEBI:61498 CiteXplore:15145985 chebi_ontology epoxy fatty acids epoxy-FA epoxy-FAs fatty acid epoxide fatty acid epoxides amidobenzoate CHEBI:61666 chebi_ontology fatty acid derivative Any organic molecular entity derived from a fatty acid. CHEBI:61697 FA derivative FA derivatives chebi_ontology fatty acid derivatives oxoicosatetraenoic acid Any C20 polyunsaturated fatty acid having four double bonds and at least one oxo group. CHEBI:61704 chebi_ontology keto-ETE keto-ETEs ketoeicosatetraenoic acid ketoeicosatetraenoic acids oxo-ETE oxo-ETEs oxoETE oxoETEs oxoeicosatetraenoic acid oxoeicosatetraenoic acids oxoicosatetraenoic acid oxoicosatetraenoic acids amino hexasaccharide A hexasaccharide derivative having one or more substituted or unsubstituted amino groups in place of hydroxy groups at unspecified positions. CHEBI:61855 amino hexasaccharides chebi_ontology hydroxy fatty acyl-CoA A fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any hydroxy fatty acid. CHEBI:61902 chebi_ontology hydroxy FA-CoA hydroxy-FA-coenzyme A hydroxy-fatty acyl-CoAs hydroxy-fatty acyl-coenzyme A medium-chain fatty acyl-CoA A fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any medium-chain fatty acid. CHEBI:61907 CiteXplore:11027146 CiteXplore:1309181 CiteXplore:19170545 CiteXplore:8218225 CiteXplore:8267794 MCFA-CoA MCFA-CoAs MCFA-coenzyme A MCFA-coenzyme As chebi_ontology medium-chain fatty acyl-CoA medium-chain fatty acyl-CoAs medium-chain fatty acyl-coenzyme A medium-chain fatty acyl-coenzyme As very long-chain fatty acyl-CoA A fatty acyl-CoA in which the fatty acyl group has a chain length greater than C22. CHEBI:61910 CiteXplore:16768463 CiteXplore:20360933 CiteXplore:20530735 CiteXplore:20798351 VLCA-coenzyme A VLCFA-CoA VLCFA-CoAs VLCFA-coenzyme A VLCFA-coenzyme As chebi_ontology very long-chain acyl-CoA very long-chain acyl-coenzyme A very long-chain fatty acyl-coenzyme A very long-chain fatty acyl-coenzyme As branched-chain fatty acyl-CoA A fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any branched-chain fatty acid. CHEBI:61912 CiteXplore:16768463 CiteXplore:1761563 CiteXplore:9553048 branched-chain FA-CoA branched-chain FA-coenzyme A branched-chain fatty acyl-CoAs branched-chain fatty acyl-coenzyme A branched-chain fatty acyl-coenzyme As chebi_ontology maltotriose trisaccharide A trisaccharide comprised of three D-glucose residues connected by alpha(1->4) linkages. CHEBI:61991 chebi_ontology maltotrioses hydroxyacyl-CoA An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any hydroxycarboxylic acid. CHEBI:62618 chebi_ontology hydroxyacyl-CoAs hydroxyacyl-coenzyme A reactive nitrogen species A family of nitrogen molecular entities which are highly reactive and derived from nitric oxide (.NO) and superoxide (O2.(-)) produced via the enzymatic activity of inducible nitric oxide synthase 2 (NOS2) and NADPH oxidase respectively. CHEBI:62764 RNI RNS SUBMITTER:12076975 SUBMITTER:17667957 SUBMITTER:9741578 Wikipedia:Reactive nitrogen species chebi_ontology 4-hydroxy-17beta-estradiol 3,4,17beta-estriol 3,4,17beta-trihydroxy-1,3,5[10]-estratriene 4-Hydroxyestradiol-17beta 4-OH-Estradiol 4-hydroxyestradiol 4OHE2 A 4-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 4. C18H24O3 CHEBI:34424 CHEBI:62845 ChemIDplus:5976-61-4 CiteXplore:10077490 CiteXplore:11258977 CiteXplore:11812141 CiteXplore:11961123 CiteXplore:12093619 CiteXplore:12493568 CiteXplore:16112522 CiteXplore:17173372 CiteXplore:18379081 CiteXplore:20540524 CiteXplore:20708024 CiteXplore:9554872 HMDB:HMDB05896 InChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1 InChIKey=QOZFCKXEVSGWGS-ZHIYBZGJSA-N KEGG COMPOUND:C14209 LIPID MAPS:LMST02010028 Reaxys:2219366 [H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1c(O)c(O)ccc21 chebi_ontology estra-1,3,5(10)-triene-3,14,17beta-triol L-homolanthionine (2S,2'S)-4,4'-sulfanediylbis(2-aminobutanoic acid) (S,S)-2,2'-diamino-4,4'-sulfanediyldibutyric acid A sulfur-containing amino acid in which the gamma-carbon atoms of two molecules of L-aminobutyric acid are joined via a thioether linkage. It is a byproduct of cystathionine-gamma-lyase and a possible human hyperhomocysteinemia marker. C8H16N2O4S CHEBI:62856 CiteXplore:1101592 CiteXplore:16385051 CiteXplore:5938411 HMDB:31982-10-2 HMDB:HMDB02034 InChI=1S/C8H16N2O4S/c9-5(7(11)12)1-3-15-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1 InChIKey=MBEPFGPQVBIIES-WDSKDSINSA-N L-Homolanthionin N[C@@H](CCSCC[C@H](N)C(O)=O)C(O)=O Reaxys:1728128 S-[(3S)-3-amino-3-carboxypropyl]-L-homocysteine SUBMITTER:19261609 chebi_ontology homolanthionine 1D-myo-inositol 3,4,6-trisphosphate (1S,2S,3R,4S,5R,6S)-3,5,6-trihydroxycyclohexane-1,2,4-triyl tris[dihydrogen (phosphate)] 1D-myo-inositol (3,4,6)-trisphosphate 1D-myo-inositol 3,4,6-triphosphate 1D-myo-inositol 3,4,6-tris(dihydrogen phosphate) 1L-myo-inositol 1,4,6-trisphosphate A myo-inositol trisphosphate having the three phosphate groups at the 3-, 4-, and 6-positions. C6H15O15P3 CHEBI:62918 D-Ins(3,4,6)P3 D-myo-inositol 3,4,6-triphosphate D-myo-inositol 3,4,6-trisphosphate I(3,4,6)P3 InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2+,3-,4+,5+,6+/m1/s1 InChIKey=MMWCIQZXVOZEGG-GSRZWBRNSA-N L-myo-inositol 1,4,6-triphosphate L-myo-inositol 1,4,6-trisphosphate MetaCyc:CPD-6681 O[C@@H]1[C@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](O)[C@H]1OP(O)(O)=O Reaxys:7629575 chebi_ontology 1-diphospho-1D-myo-inositol 2,3,4,5,6-pentakisphosphate (1R,2R,3R,4R,5S,6R)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphate 1-Diphosinositol pentakisphosphate 1-Dpipk 1-PP-IP5 2,3,4,5,6-pentakis-O-phosphono-1D-myo-inositol 1-(trihydrogen diphosphate) A myo-inositol pentakisphosphate that consists of myo-inositol having the five phospho groups located at positions 2, 3, 4, 5 and 6 as well as a diphospho group at position 1. C6H19O27P7 CHEBI:623 CHEBI:62919 ChemIDplus:148077-18-3 D-myo-Inositol, 2,3,4,5,6-pentakis(dihydrogen phosphate) 1-(trihydrogen diphosphate) Diphospho-myo-inositol pentakisphosphate Diphosphoinositol pentakisphosphate InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m1/s1 InChIKey=UPHPWXPNZIOZJL-UOTPTPDRSA-N KEGG COMPOUND:148077-18-3 KEGG COMPOUND:C11174 OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O PP-IP(5) chebi_ontology 3-diphospho-1D-myo-inositol 1,2,4,5,6-pentakisphosphate (1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphate 1,2,4,5,6-pentakis-O-phosphono-1D-myo-inositol 3-(trihydrogen diphosphate) 3-PP-IP5 A myo-inositol pentakisphosphate that consists of myo-inositol having the five phospho groups located at positions 1, 2, 4, 5 and 6 as well as a diphospho group at position 3. C6H19O27P7 CHEBI:62922 InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m0/s1 InChIKey=UPHPWXPNZIOZJL-PTQMNWPWSA-N OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O chebi_ontology 1,5-bis(diphospho)-1D-myo-inositol 2,3,4,6-tetrakisphosphate (1R,3S,4R,5S,6R)-2,4,5,6-tetrakis(phosphonooxy)cyclohexane-1,3-diyl bis[trihydrogen (diphosphate)] 1,5-(PP)2-IP4 2,3,4,6-tetrakis-O-phosphono-1D-myo-inositol 1,5-bis[trihydrogen (diphosphate)] A 1D-myo-inositol bis(diphosphate) tetrakisphosphate having the two diphospho groups located at positions 1 and 5. C6H20O30P8 CHEBI:62923 InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4-,5+,6-/m1/s1 InChIKey=HHQOOERQSFJGEP-SLWYWOEDSA-N OP(O)(=O)O[C@@H]1[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H]1OP(O)(O)=O chebi_ontology 3,5-bis(diphospho)-1D-myo-inositol 1,2,4,6-tetrakisphosphate (1R,3S,4S,5R,6S)-2,4,5,6-tetrakis(phosphonooxy)cyclohexane-1,3-diyl bis[trihydrogen (diphosphate)] 1,2,4,6-tetrakis-O-phosphono-1D-myo-inositol 3,5-bis[trihydrogen (diphosphate)] 3,5-(PP)2-IP4 A 1D-myo-inositol bis(diphosphate) tetrakisphosphate having the two diphospho groups located at positions 3 and 5. C6H20O30P8 CHEBI:62924 InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4-,5+,6-/m0/s1 InChIKey=HHQOOERQSFJGEP-ZSIQDKGESA-N OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@H]1OP(O)(O)=O chebi_ontology 1-diphospho-1D-myo-inositol 3,4,5,6-tetrakisphosphate (1R,2R,3S,4R,5S,6S)-2-hydroxy-3,4,5,6-tetrakis(phosphonooxy)cyclohexyl trihydrogen diphosphate 1-PP-IP4 3,4,5,6-tetrakis-O-phosphono-1D-myo-inositol 1-(trihydrogen diphosphate) A myo-inositol tetrakisphosphate that consists of myo-inositol having the four phospho groups located at positions 3, 4, 5 and 6 as well as a diphospho group at position 1. C6H18O24P6 CHEBI:62926 InChI=1S/C6H18O24P6/c7-1-2(25-31(8,9)10)4(26-32(11,12)13)6(28-34(17,18)19)5(27-33(14,15)16)3(1)29-36(23,24)30-35(20,21)22/h1-7H,(H,23,24)(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+/m1/s1 InChIKey=RLQGQDJUKRAXDX-YORTWTKJSA-N O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(=O)OP(O)(O)=O chebi_ontology 3-diphospho-1D-myo-inositol 1,4,5,6-tetrakisphosphate (1S,2S,3R,4S,5R,6R)-2-hydroxy-3,4,5,6-tetrakis(phosphonooxy)cyclohexyl trihydrogen diphosphate 1,4,5,6-tetrakis-O-phosphono-1D-myo-inositol 3-(trihydrogen diphosphate) 3-PP-IP4 A myo-inositol tetrakisphosphate that consists of myo-inositol having the four phospho groups located at positions 1, 4, 5 and 6 as well as a diphospho group at position 3. C6H18O24P6 CHEBI:62927 InChI=1S/C6H18O24P6/c7-1-2(25-31(8,9)10)4(26-32(11,12)13)6(28-34(17,18)19)5(27-33(14,15)16)3(1)29-36(23,24)30-35(20,21)22/h1-7H,(H,23,24)(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+/m0/s1 InChIKey=RLQGQDJUKRAXDX-UZAAGFTCSA-N O[C@H]1[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(=O)OP(O)(O)=O chebi_ontology 5-diphospho-myo-inositol 1,3,4,6-tetrakisphosphate 1,3,4,6-tetrakis-O-phosphono-1D-myo-inositol 5-(trihydrogen diphosphate) 5-PP-IP4 A myo-inositol tetrakisphosphate that consists of myo-inositol having the four phospho groups located at positions 2, 3, 4 and 6 as well as a diphospho group at position 5. C6H18O24P6 CHEBI:62928 InChI=1S/C6H18O24P6/c7-1-2(25-31(8,9)10)4(27-33(14,15)16)6(29-36(23,24)30-35(20,21)22)5(28-34(17,18)19)3(1)26-32(11,12)13/h1-7H,(H,23,24)(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+ InChIKey=FFZGWHDHUIRNPY-KXXVROSKSA-N O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O chebi_ontology 1,5-bis(diphospho)-1D-myo-inositol 3,4,6-trisphosphate (1S,2S,3R,4R,5S,6R)-4-hydroxy-2,5,6-tris(phosphonooxy)cyclohexane-1,3-diyl bis[trihydrogen (diphosphate)] 1,5-(PP)2-IP3 3,4,6-tris-O-1D-phosphono-myo-inositol 1,5-bis[trihydrogen (diphosphate)] A 1D-myo-inositol bis(diphosphate) trisphosphate having the three phospho groups located at positions 3, 4 and 6 and the two diphospho groups at positions 1 and 5. C6H19O27P7 CHEBI:62931 InChI=1S/C6H19O27P7/c7-1-2(27-34(8,9)10)4(28-35(11,12)13)6(31-40(25,26)33-38(20,21)22)5(29-36(14,15)16)3(1)30-39(23,24)32-37(17,18)19/h1-7H,(H,23,24)(H,25,26)(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+/m1/s1 InChIKey=UILZAHJLPZIRKP-YORTWTKJSA-N O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(=O)OP(O)(O)=O chebi_ontology 1,3-thiazolium cation 1,3-thiazolium cations An organic cation resulting from protonation or quaternisation at the 3-position of any 1,3-thiazole. CHEBI:63048 chebi_ontology glycosyl compound A carbohydrate derivative arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to an oxygen, carbon, nitrogen or sulfur atom of a separate entity. CHEBI:63161 chebi_ontology glycosyl compounds pyranopterin An organic heterotricyclic compound that consists of a pterin ring system having a pyran ring ortho-fused at any position. CHEBI:63169 chebi_ontology pyranopterins 2-hydroxy-dATP 2'-deoxy-2-hydroxyadenosine 5'-(tetrahydrogen triphosphate) 2'-deoxy-2-hydroxyadenosine triphosphate 2'-deoxy-2-oxo-3-hydroadenosine 5'-(tetrahydrogen triphosphate) 2'-deoxyisoguanosine triphosphate 2-HO-dATP 2-OH-dATP A purine 2'-deoxyribonucleoside 5'-triphosphate in which the 2'-deoxyribonucleoside moiety is 2'-deoxy-2-hydroxyadenosine. C10H16N5O13P3 CHEBI:63208 CiteXplore:10373420 CiteXplore:11756418 InChI=1S/C10H16N5O13P3/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 InChIKey=UOACBPRDWRDEHJ-KVQBGUIXSA-N Nc1nc(=O)[nH]c2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 Reaxys:8372094 Reaxys:9455763 chebi_ontology d(isoGTP) 2-hydroxy-dAMP 2'-deoxy-2-hydroxyadenosine 5'-(dihydrogen phosphate) 2'-deoxy-2-oxo-3-hydroadenosine 5'-(dihydrogen phosphate) 2'-deoxyisoguanosine monophosphate 2-HO-dAMP 2-OH-dAMP A purine 2'-deoxyribonucleoside 5'-monophosphate in which the purine moiety is 2-hydroxyadenine. C10H14N5O7P CHEBI:63211 CiteXplore:10373420 CiteXplore:11756418 InChI=1S/C10H14N5O7P/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 InChIKey=GEQDRKVFKBSPSW-KVQBGUIXSA-N Nc1nc(=O)[nH]c2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1 chebi_ontology 8-oxo-dGTP 2'-deoxy-8-oxo-7,8-dihydroguanosine 5'-(tetrahydrogen triphosphate) 8-oxo-7,8-dihydro-2'-dGTP 8-oxo-7,8-dihydro-2'-deoxyguanosine 5'-triphosphate 8-oxodeoxyguanosine triphosphate A purine 2'-deoxyribonucleoside 5'-triphosphate having 8-oxo-7,8-dihydroguanine as the nucleobase. C10H16N5O14P3 CHEBI:63220 ChemIDplus:139307-94-1 CiteXplore:15850400 CiteXplore:17804481 InChI=1S/C10H16N5O14P3/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(27-5)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1 InChIKey=BUZOGVVQWCXXDP-VPENINKCSA-N MetaCyc:CPD0-1905 Nc1nc2n([C@H]3C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O3)c(=O)[nH]c2c(=O)[nH]1 Reaxys:8373155 chebi_ontology 8-oxo-dGMP 2'-deoxy-7,8-dihydro-8-oxo-5'-guanylic acid 2'-deoxy-7,8-dihydro-8-oxoguanosine 5'-monophosphate 2'-deoxy-8-oxo-7,8-dihydroguanosine 5'-(dihydrogen phosphate) 8-OH-Dgmp 8-hydroxydeoxyguanosine 5'-monophosphate 8-oxo-2'-deoxyguanosine-5'-monophosphate A purine 2'-deoxyribonucleoside 5'-monophosphate having 8-oxo-7,8-dihydroguanine as the nucleobase. C10H14N5O8P CHEBI:63223 ChemIDplus:127027-50-3 CiteXplore:1309939 CiteXplore:15850400 InChI=1S/C10H14N5O8P/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(23-5)2-22-24(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1 InChIKey=AQIVLFLYHYFRKU-VPENINKCSA-N MetaCyc:CPD-12365 Nc1nc2n([C@H]3C[C@H](O)[C@@H](COP(O)(O)=O)O3)c(=O)[nH]c2c(=O)[nH]1 Reaxys:8588800 chebi_ontology carbohydrate derivative Any organooxygen compound derived from a carbohydrate by replacement of one or more hydroxy group(s) by an amino group, a thiol group or similar heteroatomic groups. The term also includes derivatives of these compounds. CHEBI:63299 carbohydrate derivatives chebi_ontology derivatised carbohydrate derivatised carbohydrates derivatized carbohydrate derivatized carbohydrates monosaccharide derivative A carbohydrate derivative that is formally obtained from a monosaccharide. CHEBI:63367 chebi_ontology monosaccharide derivatives ketose derivative A monosaccharide derivative that is formally obtained from a ketose. CHEBI:63402 chebi_ontology ketose derivatives ketopentose derivative A ketose derivative that is formally obtained from a ketopentose. CHEBI:63405 chebi_ontology ketopentose derivatives ketotriose derivative A triose derivative that is formally obtained from ketotriose. CHEBI:63407 chebi_ontology ketotriose derivatives alditol derivative A carbohydrate derivative that is formally obtained from an alditol. CHEBI:63423 alditol derivatives chebi_ontology carbohydrate acid derivative A carbohydrate derivative that is formally obtained from a carbohydrate acid. CHEBI:63436 carbohydrate acid derivatives chebi_ontology PD173074 1-tert-butyl-3-[2-{[4-(diethylamino)butyl]amino}-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]urea A member of the class of ureas that is 1-tert-butylurea in which one of the hydrogens attached to N(3) is substituted by a pyrido[2,3-d]pyrimidin-7-yl group, which is itself substituted at positions 2 and 6 by a 4-(diethylamino)butyl]amino group and a 3,5-dimethoxyphenyl group, respectively. It is a FGF/VEGF receptor tyrosine kinase inhibitor. C28H41N7O3 CCN(CC)CCCCNc1ncc2cc(-c3cc(OC)cc(OC)c3)c(NC(=O)NC(C)(C)C)nc2n1 CHEBI:63448 CiteXplore:19903855 CiteXplore:19955487 InChI=1S/C28H41N7O3/c1-8-35(9-2)13-11-10-12-29-26-30-18-20-16-23(19-14-21(37-6)17-22(15-19)38-7)25(31-24(20)32-26)33-27(36)34-28(3,4)5/h14-18H,8-13H2,1-7H3,(H3,29,30,31,32,33,34,36) InChIKey=DXCUKNQANPLTEJ-UHFFFAOYSA-N PD 173074 PD-173074 Reaxys:10130688 chebi_ontology SU5402 3-[3-(2-carboxyethyl)-4-methylpyrrol-2-methylidenyl]-2-indolinone 3-{4-methyl-2-[(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl}propanoic acid 3-{[3-(2-carboxyethyl)-4-methylpyrrol-2-yl]methylene}-2-indolinone An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is substituted by a 3-(2-carboxyethyl)-4-methyl-1H-pyrrol-2-yl group. It is an ATP-competitive inhibitor of the tyrosine kinase activity of fibroblast growth factor receptor 1. C17H16N2O3 CHEBI:63449 InChI=1S/C17H16N2O3/c1-10-9-18-15(11(10)6-7-16(20)21)8-13-12-4-2-3-5-14(12)19-17(13)22/h2-5,8-9,18H,6-7H2,1H3,(H,19,22)(H,20,21) InChIKey=JNDVEAXZWJIOKB-UHFFFAOYSA-N Reaxys:8004406 SU 5402 SU-5402 Su-5402 [H]C(c1[nH]cc(C)c1CCC(O)=O)=C1C(=O)Nc2ccccc12 chebi_ontology masitinib 4-[(4-methylpiperazin-1-yl)methyl]-N-(4-methyl-3-{[4-(pyridin-3-yl)-1,3-thiazol-2-yl]amino}phenyl)benzamide A carboxamide resulting from the formal condensation of the carboxy group of 4-[(4-methylpiperazin-1-yl)methyl]benzoic acid with the primary amino group of 4-methyl-N(3)-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]benzene-1,3-diamine. It is a highly selective oral tyrosine kinase inhibitor. AB 1010 AB-1010 AB1010 C28H30N6OS CHEBI:63450 CN1CCN(CC1)Cc1ccc(cc1)C(=O)Nc1ccc(C)c(Nc2nc(cs2)-c2cccnc2)c1 ChemIDplus:790299-79-5 CiteXplore:19549290 CiteXplore:19789626 CiteXplore:20033487 CiteXplore:20211560 CiteXplore:21034327 CiteXplore:21333567 CiteXplore:21504563 CiteXplore:21668810 InChI=1S/C28H30N6OS/c1-20-5-10-24(16-25(20)31-28-32-26(19-36-28)23-4-3-11-29-17-23)30-27(35)22-8-6-21(7-9-22)18-34-14-12-33(2)13-15-34/h3-11,16-17,19H,12-15,18H2,1-2H3,(H,30,35)(H,31,32) InChIKey=WJEOLQLKVOPQFV-UHFFFAOYSA-N Reaxys:12083382 chebi_ontology masitinib BGJ-398 3-(2,6-dichloro-3,5-dimethoxyphenyl)-1-(6-{[4-(4-ethylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)-1-methylurea A member of the class of ureas that is urea in which a hydrogen attached to one of the nitrogens is replaced by a 2,6-dichloro-3,5-dimethoxyphenyl group, while the hydrogens attached to the other nitrogen are replaced by a methyl group and a 6-{[4-(4-ethylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl group. It is a potent and selective fibroblast growth factor receptor inhibitor. BGJ398 C26H31Cl2N7O3 CCN1CCN(CC1)c1ccc(Nc2cc(ncn2)N(C)C(=O)Nc2c(Cl)c(OC)cc(OC)c2Cl)cc1 CHEBI:63451 CiteXplore:21936542 InChI=1S/C26H31Cl2N7O3/c1-5-34-10-12-35(13-11-34)18-8-6-17(7-9-18)31-21-15-22(30-16-29-21)33(2)26(36)32-25-23(27)19(37-3)14-20(38-4)24(25)28/h6-9,14-16H,5,10-13H2,1-4H3,(H,32,36)(H,29,30,31) InChIKey=QADPYRIHXKWUSV-UHFFFAOYSA-N NVP-BGJ398 Reaxys:12512466 chebi_ontology midostaurin 4'-N-benzoylstaurosporine An organic heterooctacyclic compound that is the N-benzoyl derivative of staurosporine. C35H30N4O4 CGP 41251 CGP-41251 CHEBI:63452 CO[C@@H]1[C@@H](C[C@H]2O[C@]1(C)n1c3ccccc3c3c4CNC(=O)c4c4c5ccccc5n2c4c13)N(C)C(=O)c1ccccc1 ChemIDplus:120685-11-2 CiteXplore:20980353 InChI=1S/C35H30N4O4/c1-35-32(42-3)25(37(2)34(41)19-11-5-4-6-12-19)17-26(43-35)38-23-15-9-7-13-20(23)28-29-22(18-36-33(29)40)27-21-14-8-10-16-24(21)39(35)31(27)30(28)38/h4-16,25-26,32H,17-18H2,1-3H3,(H,36,40)/t25-,26-,32-,35+/m1/s1 InChIKey=BMGQWWVMWDBQGC-IIFHNQTCSA-N KEGG DRUG:D05029 N-[(5S,6R,7R,9R)-6-methoxy-5-methyl-14-oxo-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-7-yl]-N-methylbenzamide PKC 412 PKC412 Reaxys:7345336 Wikipedia:Midostaurin benzoylstaurosporine chebi_ontology midostaurin AZD4547 A carboxamide resulting from the formal condensation of the carboxy group of 4-(cis-3,5-dimethylpiperazin-1-yl)benzoic acid with the amino substituent of 5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-amine. It is an inhibitor of the fibroblast growth factor receptor (FGFR). AZD-4547 C26H33N5O3 CHEBI:63453 COc1cc(CCc2cc(NC(=O)c3ccc(cc3)N3C[C@H](C)N[C@H](C)C3)n[nH]2)cc(OC)c1 InChI=1S/C26H33N5O3/c1-17-15-31(16-18(2)27-17)22-9-6-20(7-10-22)26(32)28-25-13-21(29-30-25)8-5-19-11-23(33-3)14-24(12-19)34-4/h6-7,9-14,17-18,27H,5,8,15-16H2,1-4H3,(H2,28,29,30,32)/t17-,18+ InChIKey=VRQMAABPASPXMW-HDICACEKSA-N N-{5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl}-4-(cis-3,5-dimethylpiperazin-1-yl)benzamide N-{5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl}-4-[(3R,5S)-3,5-dimethylpiperazin-1-yl]benzamide chebi_ontology beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group A linear trisaccharide glycosyl group consisting of two galactosyl residues linked to a xylosyl residue at the reducing end. C17H29O14 CHEBI:63503 beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl chebi_ontology beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group (beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear tetrasaccharide glycosyl group consisting of one galacturonic acid resiue and two galactosyl residues linked to a xylosyl residue at the reducing end. C23H37O20 CHEBI:63505 beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl chebi_ontology beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues, two glucuronic acid residues and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O36 CHEBI:63511 chebi_ontology beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-GalNAc6S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues (one of which is sulfated at the 6-position), two glucuronic acid residues and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O39S CHEBI:63512 chebi_ontology beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-GalNAc4S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues (one of which is sulfated at the 4-position), two glucuronic acid residues and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O39S CHEBI:63513 chebi_ontology beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-GalNAc4,6S2-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-4,6-di--O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-2-acetamido-2-deoxy-4,6-di-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues (one of which is disulfated at the 4-and 6-positions), two glucuronic acid residues and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O42S2 CHEBI:63515 chebi_ontology beta-D-GalNAc-(1->4)-beta-D-IdoA-(1->3)-beta-D-GalNAc4S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(beta-D-idopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-beta-D-idopyranuronosyl-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues (one of which is sulfated at the 4-position), one iduronic acid residue, one glucuronic acid residue and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O39S CHEBI:63516 C[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@@H]([C@@H](O[C@@H]5O[C@H](CO)[C@H](OS(O)(=O)=O)[C@H](O[C@@H]6O[C@@H]([C@H](O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@H]7NC(C)=O)[C@@H](O)[C@@H]6O)C(O)=O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)C(O)=O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O chebi_ontology beta-D-GalNAc-(1->4)-beta-D-IdoA2S-(1->3)-beta-D-GalNAc4S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-(2-O-sulfo-beta-D-idopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1->4)-2-O-sulfo-beta-D-idopyranuronosyl-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues (one of which is sulfated at the 4-position), one iduronic acid residue sulfated at the 2-position, one glucuronic acid residue and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O42S2 CHEBI:63517 chebi_ontology beta-D-GalNAc4S-(1->4)-beta-D-IdoA2S-(1->3)-beta-D-GalNAc4S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(2-O-sulfo-beta-D-idopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-2-O-sulfo-beta-D-idopyranuronosyl-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisting of two N-acetylgalactosamine residues (both sulfated at the 4-position), one iduronic acid residue sulfated at the 2-position, one glucuronic acid residue and two galactosyl residues linked to a xylosyl residue at the reducing end. C45H71N2O45S3 CHEBI:63519 chebi_ontology (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA 20:5(n-3) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} 5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid. It is a member of n-3 PUFA and by-product of alpha-linolenic acid metabolism. C41H64N7O17P3S CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63539 CoA(20:5(5Z,8Z,11Z,14Z,17Z)) InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4,7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b6-5-,9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1 InChIKey=JWZLRYCDDXHXDL-LCMHIRPZSA-N LIPID MAPS:LMFA07050063 all-cis-5,8,11,14,17-eicosapentaenoyl-CoA all-cis-5,8,11,14,17-icosapentaenoyl-CoA chebi_ontology (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA 24:6(n-3) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosa-6,9,12,15,18,21-hexaenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} 6Z,9Z,12Z,15Z,18Z,21Z-Tetracosahexaenoyl-CoA 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoic acid. It is a member of n-3 PUFA and a product of alpha-linolenoic acid metabolism. C45H70N7O17P3S CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63540 CoA(24:6(6Z,9Z,12Z,15Z,18Z,21Z)) InChI=1S/C45H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,32-34,38-40,44,55-56H,4,7,10,13,16,19,22-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t34-,38-,39-,40+,44-/m1/s1 InChIKey=KRIFZIRXAAITHR-KWFBMMABSA-N KEGG COMPOUND:C16168 LIPID MAPS:LMFA07050051 all-cis-6,9,12,15,18,21-tetracosahexaenoyl-CoA chebi_ontology tetracosahexaenoyl-CoA (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA 22:5(n-3) 3'-phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid. It is a member of n-3 PUFA and a product of alpha-linolenic acid metabolism C43H68N7O17P3S CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63541 InChI=1S/C43H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,30-32,36-38,42,53-54H,4,7,10,13,16,19-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/b6-5-,9-8-,12-11-,15-14-,18-17-/t32-,36-,37-,38+,42-/m1/s1 InChIKey=NDRVWKXEWNMEEO-HVGANWHPSA-N KEGG COMPOUND:C16166 all-cis-7,10,13,16,19-docosapentaenoyl-CoA chebi_ontology docosapentaenoyl-CoA (8Z,11Z,14Z,17Z)-icosatetraenoyl-CoA (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoA (8Z,11Z,14Z,17Z)-icosatetraenoyl-CoA 20:4(n-3) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} 8Z,11Z,14Z,17Z-eicosatetraenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (8Z,11Z,14Z,17Z)-icosatetraenoic acid. It is a member of the n-3 PUFA and is the product of alpha-linolenic acid metabolism. C41H66N7O17P3S CC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63542 CoA(20:4(8Z,11Z,14Z,17Z)) InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,28-30,34-36,40,51-52H,4,7,10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b6-5-,9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1 InChIKey=PLHICYKOPITJJT-QWOXCLFSSA-N LIPID MAPS:LMFA07050047 all-cis-8,11,14,17-eicosatetraenoyl-CoA all-cis-8,11,14,17-icosatetraenoyl-CoA chebi_ontology (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoA 24:5(n-3) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} 9Z,12Z,15Z,18Z,21Z-tetracosapentaenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoic acid. It is a member of the n-3 PUFA and is the product of alpha-linolenic acid metabolism. C45H72N7O17P3S CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63543 CoA(24:5(9Z,12Z,15Z,18Z,21Z)) InChI=1S/C45H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,32-34,38-40,44,55-56H,4,7,10,13,16,19-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b6-5-,9-8-,12-11-,15-14-,18-17-/t34-,38-,39-,40+,44-/m1/s1 InChIKey=BNAMTMVBOVNNSH-AFQBPCMKSA-N LIPID MAPS:LMFA07050049 all-cis-9,12,15,18,21-tetracosapentaenoyl-CoA chebi_ontology tetracosapentaenoyl-CoA (7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA 22:4(n-6) 3'-phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16,19-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 7Z,10Z,13Z,16Z-docosatetraenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z,10Z,13Z,16Z)-docosatetraenoic acid. It is a member of the n-6 PUFA and is the product of linoleic acid metabolism. C43H70N7O17P3S CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63544 CoA(22:4(7Z,10Z,13Z,16Z)) InChI=1S/C43H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h8-9,11-12,14-15,17-18,30-32,36-38,42,53-54H,4-7,10,13,16,19-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/b9-8-,12-11-,15-14-,18-17-/t32-,36-,37-,38+,42-/m1/s1 InChIKey=LVXQCHCSSLFKLO-KPOVBLHLSA-N LIPID MAPS:LMFA07050040 all-cis-7,10,13,16-docosatetraenoyl-CoA chebi_ontology docosatetraenoyl-CoA (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoA 18:4(n-3) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,151-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} 6Z,9Z,12Z,15Z-Octadecatetraenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z)-octadecatetraenoic acid. It is a member of the n-3 PUFA and is the product of alpha-linolenic acid metabolism. C39H62N7O17P3S CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63545 InChI=1S/C39H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,14-15,26-28,32-34,38,49-50H,4,7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b6-5-,9-8-,12-11-,15-14-/t28-,32-,33-,34+,38-/m1/s1 InChIKey=DDHCSALWDPRVCN-USWKVXSKSA-N KEGG COMPOUND:C16163 Stearidonoyl-CoA all-cis-6,9,12,15-octadecatetraenoyl-CoA chebi_ontology (6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA 24:5(n-6) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(6Z,9Z,12Z,15Z,18Z)-tetracosa-6,9,12,15,18-pentaenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoic acid. It is a member of the n-6 PUFA and is the product of linoleic acid metabolism. C45H72N7O17P3S CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63546 InChI=1S/C45H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h8-9,11-12,14-15,17-18,20-21,32-34,38-40,44,55-56H,4-7,10,13,16,19,22-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b9-8-,12-11-,15-14-,18-17-,21-20-/t34-,38-,39-,40+,44-/m1/s1 InChIKey=XZYNVQDKYRHKFG-QOJZHLSOSA-N KEGG COMPOUND:C16172 all-cis-6,9,12,15,18-tetracosapentaenoyl-CoA chebi_ontology tetracosapentaenoyl-CoA (9Z,12Z,15Z,18Z)-tetracosatetraenoyl-CoA 24:4(n-6) 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate} 9Z,12Z,15Z,18Z-Tetracosatetraenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z,15Z,18Z)-tetracosatetraenoic acid. It is a member of the n-6 PUFA and is the product of linoleic acid metabolism. C45H74N7O17P3S CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63548 InChI=1S/C45H74N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h8-9,11-12,14-15,17-18,32-34,38-40,44,55-56H,4-7,10,13,16,19-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b9-8-,12-11-,15-14-,18-17-/t34-,38-,39-,40+,44-/m1/s1 InChIKey=OKOXEYTYHDPTEW-GJYKHRJNSA-N KEGG COMPOUND:C16171 all-cis-9,12,15,18-tetracosatetraenoyl-CoA chebi_ontology tetracosatetraenoyl-CoA carbohydrate acid derivative anion A carboxylic acid anion resulting from the deprotonation of the carboxy group of a carbohydrate acid derivative. CHEBI:63551 carbohydrate acid anion derivative carbohydrate acid anion derivatives carbohydrate acid derivative anions chebi_ontology oligosaccharide derivative A carbohydrate derivative that is formally obtained from an oligosaccharide. CHEBI:63563 O-glycosylglycoside derivative O-glycosylglycoside derivatives chebi_ontology oligosaccharide derivatives guanyl deoxyribonucleotide A purine 2'-deoxyribonucleotide where the purine is guanine. CHEBI:63573 CiteXplore:10470363 chebi_ontology guanine 2'-deoxyribonucleotide guanine deoxyribonucleotide guanyl 2'-deoxyribonucleotide 18-HETE (5Z,8Z,11Z,14Z)-18-hydroxy-5,8,11,14-eicosatetraenoic acid (5Z,8Z,11Z,14Z)-18-hydroxy-5,8,11,14-icosatetraenoic acid (5Z,8Z,11Z,14Z)-18-hydroxyeicosa-5,8,11,14-tetraenoic acid (5Z,8Z,11Z,14Z)-18-hydroxyicosa-5,8,11,14-tetraenoic acid (Z,Z,Z,Z)-18-hydroxy-5,8,11,14-eicosatetraenoic acid (Z,Z,Z,Z)-18-hydroxy-5,8,11,14-icosatetraenoic acid 18-HETE 18-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 18. C20H32O3 CCC(O)CC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:63579 CHEBI:63997 ChemIDplus:133268-58-3 InChI=1S/C20H32O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,19,21H,2-3,8-9,14-18H2,1H3,(H,22,23)/b6-4-,7-5-,12-10-,13-11- InChIKey=PPCHNRUZQWLEMF-XBOCNYGYSA-N LIPID MAPS:LMFA03060092 Reaxys:6583346 chebi_ontology 18-HETE(1-) (5Z,8Z,11Z,14Z)-18-hydroxy-5,8,11,14-eicosatetraenoate (5Z,8Z,11Z,14Z)-18-hydroxy-5,8,11,14-icosatetraenoate (5Z,8Z,11Z,14Z)-18-hydroxyeicosa-5,8,11,14-tetraenoate (5Z,8Z,11Z,14Z)-18-hydroxyicosa-5,8,11,14-tetraenoate (Z,Z,Z,Z)-18-hydroxy-5,8,11,14-eicosatetraenoate (Z,Z,Z,Z)-18-hydroxy-5,8,11,14-icosatetraenoate 18-hydroxyarachidonate A hydroxy fatty acid anion that is the conjugate base of 18-hydroxyarachidonic acid, arising from deprotonation of the carboxy group; major species at pH 7.3. C20H31O3 CCC(O)CC\C=C/C\C=C/C\C=C/C\C=C/CCCC([O-])=O CHEBI:63590 InChI=1S/C20H32O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,19,21H,2-3,8-9,14-18H2,1H3,(H,22,23)/p-1/b6-4-,7-5-,12-10-,13-11- InChIKey=PPCHNRUZQWLEMF-XBOCNYGYSA-M chebi_ontology alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-acetamido-2-deoxy-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-acetamido-2-deoxy-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear pentasaccharide glycosyl group consisisting of one N-acetylglucosamine residue, one glucuronic acid residue and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C31H50NO25 CHEBI:63645 chebi_ontology beta-D-IdoA-(1->4)-alpha-D-GlcNS6S-(1->4)-beta-D-IdoA2S-(1->4)-alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group A linear octasaccharide glycosyl group consisisting of two iduronic acid residues, one of which is sulfated on O-2, two glucosamine residues, both sulfated on nitrogen and with one also sulfated at O-3 and the other sulfated at O-6, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C47H75N2O55S5 CHEBI:63666 beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl beta-D-idopyranuronosyl-(1->4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-idopyranuronosyl-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl chebi_ontology 8-oxo-dGDP 2'-deoxy-8-oxo-7,8-dihydroguanosine 5'-(trihydrogen diphosphate) 2'-deoxy-8-oxo-guanosine-5'-diphosphate 8-oxo-2'-deoxyguanosine-5'-diphosphate 8-oxodeoxyguanosine diphosphate A purine 2'-deoxyribonucleoside 5'-diphosphate having 8-oxoguanine as the nucleobase. C10H15N5O11P2 CHEBI:63728 InChI=1S/C10H15N5O11P2/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(25-5)2-24-28(22,23)26-27(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1 InChIKey=LJMLTZSNWOCYNQ-VPENINKCSA-N Nc1nc2n([C@H]3C[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O3)c(=O)[nH]c2c(=O)[nH]1 Reaxys:8595504 chebi_ontology all-trans-4-hydroxyretinoic acid (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid (2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid (7E,9E,11E,13E)-4-hydroxyretinoic acid 4-hydroxy-(7E,9E,11E,13E)-retinoic acid 4-hydroxy-all-trans-retinoic acid 4-hydroxyretinoic acid A retinoid that consists of all-trans-retinoic acid bering a hydroxy substituent at position 4 on the cyclohexenyl ring. C20H28O3 CC(\C=C\C1=C(C)C(O)CCC1(C)C)=C/C=C/C(C)=C/C(O)=O CHEBI:63795 ChemIDplus:66592-72-1 HMDB:HMDB06254 InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13,18,21H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+ InChIKey=KGUMXGDKXYTTEY-FRCNGJHJSA-N KEGG COMPOUND:C16677 LIPID MAPS:LMPR01090025 Reaxys:2879131 chebi_ontology 3-hydroxy-4-methoxybenzoate 3-hydroxy-4-methoxybenzoate A monohydroxybenzoate that is the conjugate base of 3-hydroxy-4-methoxybenzoic acid, arising from deprotonation of the carboxy group. C8H7O4 CHEBI:63797 COc1ccc(cc1O)C([O-])=O CiteXplore:1083208 CiteXplore:11327601 CiteXplore:16707678 CiteXplore:7813485 InChI=1S/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1 InChIKey=LBKFGYZQBSGRHY-UHFFFAOYSA-M Reaxys:6504382 chebi_ontology isovanillate 4-hydroxytolbutamide 1-Butyl-3-(4-hydroxymethylphenyl)sulfonylurea A urea that consists of 1-butylurea having a 4-hydroxymethylbenzenesulfonyl group attached at the 3-position. C12H18N2O4S CCCCNC(=O)NS(=O)(=O)c1ccc(CO)cc1 CHEBI:63799 ChemIDplus:5719-85-7 CiteXplore:16493553 HMDB:HMDB06408 Hydroxymethyltolbutamide Hydroxytolbutamide InChI=1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16) InChIKey=SJRHYONYKZIRPM-UHFFFAOYSA-N Methylhydroxytolbutamide N-(butylcarbamoyl)-4-(hydroxymethyl)benzenesulfonamide Reaxys:2867981 chebi_ontology 4-hydroxydebrisoquin 3,4-dihydro-4-hydroxy-2(1H)-Isoquinolinecarboximidamide 4-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboximidamide An isoquinoline that is 3,4-dihydroisoquinoline bearing amidino and hydroxy substituent at positions 2 and 4 respectively. C10H13N3O CHEBI:63800 ChemIDplus:59333-79-8 HMDB:HMDB06468 InChI=1S/C10H13N3O/c11-10(12)13-5-7-3-1-2-4-8(7)9(14)6-13/h1-4,9,14H,5-6H2,(H3,11,12) InChIKey=AKFURXZANOMQBD-UHFFFAOYSA-N NC(=N)N1CC(O)c2ccccc2C1 Reaxys:1533392 chebi_ontology 9-cis-4-hydroxyretinoic acid (9cis)-4-hydroxyretinoic acid 4-hydroxy-9-cis-retinoic acid A retinoid that consists of 9-cis-retinoic acid bering a hydroxy substituent at position 4 on the cyclohexenyl ring. C20H28O3 CC(\C=C\C1=C(C)C(O)CCC1(C)C)=C\C=C\C(C)=C\C(O)=O CHEBI:63802 InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13,18,21H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7-,15-13+ InChIKey=KGUMXGDKXYTTEY-NAXRMXIQSA-N Reaxys:9576608 chebi_ontology (E)-2,3-didehydropristanoyl-CoA (E)-2,3-didehydropristanoyl-CoA 3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[(3-oxo-3-{[2-((2E)-2,6,10,14-tetramethylpentadec-2-enoylsulfanyl)ethyl]amino}propyl)amino]butyl} dihydrogen diphosphate) An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (E)-2,3-didehydropristanic acid. C40H70N7O17P3S CC(C)CCCC(C)CCCC(C)CC\C=C(/C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63803 InChI=1S/C40H70N7O17P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)39(52)68-20-19-42-30(48)17-18-43-37(51)34(50)40(6,7)22-61-67(58,59)64-66(56,57)60-21-29-33(63-65(53,54)55)32(49)38(62-29)47-24-46-31-35(41)44-23-45-36(31)47/h16,23-27,29,32-34,38,49-50H,8-15,17-22H2,1-7H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/b28-16+/t26?,27?,29-,32-,33-,34+,38-/m1/s1 InChIKey=WLOASZHRLIOYIA-TXRROMTDSA-N chebi_ontology trans-2,3-dehydropristanoyl-CoA trans-2,3-didehydropristanoyl-CoA 4-hydroxyphenytoin (Hydroxyphenyl)phenylhydantoin (p-Hydroxyphenyl)phenylhydantoin 4-Hydroxydiphenylhydantoin 5-(4'-Hydroxyphenyl)-5-phenylhydantoin 5-(4-hydroxyphenyl)-5-phenylimidazolidine-2,4-dione 5-(p-Hydroxyphenyl)-5-phenylhydantoin A imidazolidine-2,4-dione that consists of hydantoin bearing phenyl and 4-hydroxyphenyl substituents at position 5. C15H12N2O3 CHEBI:63804 ChemIDplus:2784-27-2 CiteXplore:1298726 CiteXplore:20664118 CiteXplore:4008572 CiteXplore:4049465 CiteXplore:6619238 CiteXplore:6716263 CiteXplore:6740735 CiteXplore:6874875 CiteXplore:7333696 CiteXplore:9444669 Hydroxydiphenylhydantoin Hydroxyphenytoin InChI=1S/C15H12N2O3/c18-12-8-6-11(7-9-12)15(10-4-2-1-3-5-10)13(19)16-14(20)17-15/h1-9,18H,(H2,16,17,19,20) InChIKey=XEEDURHPFVXALT-UHFFFAOYSA-N Oc1ccc(cc1)C1(NC(=O)NC1=O)c1ccccc1 Reaxys:89178 chebi_ontology p-Hydroxydiphenylhydantoin p-Hydroxyphenytoin para-Hydroxyphenytoin alpha-D-GlcNS6S-(1->4)-beta-D-IdoA2S-(1->4)-alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-idopyranuronosyl-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisisting of one iduronic acid residue sulfated on O-2, two glucosamine residues, both sulfated on nitrogen and with one also sulfated at O-3 and the other sulfated at O-6, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C41H67N2O49S5 CHEBI:63805 chebi_ontology alpha-D-GlcN-(1->4)-beta-D-IdoA2S-(1->4)-alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-deoxy-2-amino-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-deoxy-2-amino-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-idopyranuronosyl-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisisting of one iduronic acid residue sulfated on O-2, two glucosamine residues, one of which is sulfated on nitrogen and at O-3, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C41H67N2O43S3 CHEBI:63806 chebi_ontology alpha-D-GlcNAc-(1->4)-beta-D-IdoA2S-(1->4)-alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-deoxy-2-acetamido-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-deoxy-2-acetamido-alpha-D-glucopyranosyl-(1->4)-2-O-sulfo-beta-D-idopyranuronosyl-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear heptasaccharide glycosyl group consisisting of one iduronic acid residue sulfated on O-2, two glucosamine residues, of which one is N-acetylated and the other is sulfated on nitrogen and at O-3, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C43H69N2O44S3 CHEBI:63807 chebi_ontology beta-D-IdoA2S-(1->4)-alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-O-sulfo-beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-O-sulfo-beta-D-idopyranuronosyl-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear hexasaccharide glycosyl group consisisting of one iduronic acid residue sulfated on O-2, one glucosamine residue sulfated on nitrogen and at O-3, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C35H56NO39S3 CHEBI:63808 chebi_ontology beta-D-IdoA-(1->4)-alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group A linear hexasaccharide glycosyl group consisisting of one iduronic acid residue, one glucosamine residue sulfated on nitrogen and at O-3, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C35H56NO36S2 CHEBI:63809 beta-D-(idopyranosyluronic acid)-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl beta-D-idopyranuronosyl-(1->4)-2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl chebi_ontology alpha-D-GlcNS3S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-deoxy-3-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear pentasaccharide glycosyl group consisisting of one glucosamine residue sulfated on nitrogen and at O-3, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C29H48NO30S2 CHEBI:63810 chebi_ontology alpha-D-GlcN-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-yl group 2-deoxy-2-amino-alpha-D-glucopyranosyl-(1->4)-beta-D-(glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl 2-deoxy-2-amino-alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranosyl A linear pentasaccharide glycosyl group consisisting of one glucosamine residue, one glucuronic acid residue, and two galactose residues linked to a xylosyl residue at the reducing end and which is commonly bonded to an amino acid residue. C29H48NO24 CHEBI:63811 chebi_ontology 4-acetamidobenzoate 4-acetamidobenzoate 4-acetamidobenzoate(1-) An amidobenzoate that is the conjugate base of 4-acetamidobenzoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3. C9H8NO3 CC(=O)Nc1ccc(cc1)C([O-])=O CHEBI:63815 InChI=1S/C9H9NO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)/p-1 InChIKey=QCXJEYYXVJIFCE-UHFFFAOYSA-M N-acetyl-4-aminobenzoate N-acetyl-p-aminobenzoate chebi_ontology 4-acetamidosalicylate 4-acetamido-2-hydroxybenzoate 4-acetamidosalicylate(1-) An amidobenzoate that is the conjugate base of 4-acetamidosalicylic acid, arising from deprotonation of the carboxy group; major species at pH 7.3. C9H8NO4 CC(=O)Nc1ccc(C([O-])=O)c(O)c1 CHEBI:63817 InChI=1S/C9H9NO4/c1-5(11)10-6-2-3-7(9(13)14)8(12)4-6/h2-4,12H,1H3,(H,10,11)(H,13,14)/p-1 InChIKey=YBTVSGCNBZPRBD-UHFFFAOYSA-M N-acetyl-4-aminosalicyclate N-acetyl-p-aminosalicyclate chebi_ontology 1-O-hexadecyl-sn-glycerol 3-phosphate (2R)-3-(hexadecyloxy)-2-hydroxypropyl dihydrogen phosphate 1-hexadecyl-sn-glycerol 3-phosphate A 1-alkyl-sn-glycerol 3-phosphate in which the 1-alkyl group is specified as hexadecyl. C19H41O6P CCCCCCCCCCCCCCCCOC[C@@H](O)COP(O)(O)=O CHEBI:63818 InChI=1S/C19H41O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h19-20H,2-18H2,1H3,(H2,21,22,23)/t19-/m1/s1 InChIKey=XLVRFPVHQPHXAA-LJQANCHMSA-N LIPID MAPS:LMGP10060005 PA(O-16:0/0:0) Reaxys:9018057 chebi_ontology (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(7Z,10Z,13Z,16Z)-3-oxodocosa-7,10,13,16,19-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3-oxo-(7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoic acid. C43H68N7O18P3S CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63821 InChI=1S/C43H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h8-9,11-12,14-15,17-18,29-30,32,36-38,42,54-55H,4-7,10,13,16,19-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/b9-8-,12-11-,15-14-,18-17-/t32-,36-,37-,38+,42-/m1/s1 InChIKey=VMAJWSSWCPBIJY-KPOVBLHLSA-N all-cis-7,10,13,16-3-oxodocosatetraenoyl-CoA chebi_ontology (24S)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oate 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oate with S configuration at C-24; major microspecies at pH 7.3. C27H45O6 CHEBI:63824 InChI=1S/C27H46O6/c1-14(5-8-21(29)15(2)25(32)33)18-6-7-19-24-20(13-23(31)27(18,19)4)26(3)10-9-17(28)11-16(26)12-22(24)30/h14-24,28-31H,5-13H2,1-4H3,(H,32,33)/p-1/t14-,15?,16+,17-,18-,19+,20+,21+,22-,23+,24+,26+,27-/m1/s1 InChIKey=FAYYTQMQTAKHRM-ASDSSCPRSA-M [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)C([O-])=O chebi_ontology tetraHCA tamoxifen N-oxide (2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine oxide An N-oxide derived from tamoxifen. C26H29NO2 CC\C(c1ccccc1)=C(/c1ccccc1)c1ccc(OCCN(C)(C)=O)cc1 CHEBI:63825 ChemIDplus:75504-34-6 CiteXplore:11545399 CiteXplore:19166339 CiteXplore:7138577 InChI=1S/C26H29NO2/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)29-20-19-27(2,3)28/h5-18H,4,19-20H2,1-3H3/b26-25- InChIKey=YAASNACECBQAFW-QPLCGJKRSA-N KEGG COMPOUND:75504-34-6 KEGG COMPOUND:C16545 Reaxys:8504138 chebi_ontology methimazole S-oxide C4H6N2OS CHEBI:63828 CiteXplore:7501959 Cn1cc[nH]c1=S=O InChI=1S/C4H6N2OS/c1-6-3-2-5-4(6)8-7/h2-3,5H,1H3 InChIKey=XDDZSHOHIYJKPM-UHFFFAOYSA-N Reaxys:8760174 The S-oxide of methimazole. chebi_ontology (24S)-7alpha,24-dihydroxy-5beta-cholestan-3-one (24S)-7alpha,24-dihydroxy-5beta-cholestan-3-one 5beta-cholestan-7alpha,24(S)-diol-3-one 7alpha,24-Dihydroxy-5beta-cholestan-3-one with S configuration at C-24. C27H46O3 CHEBI:63829 InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h16-18,20-25,29-30H,6-15H2,1-5H3/t17-,18+,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=FGKQZAUZOBFLBY-SYDAVTRCSA-N [H][C@]12C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CC[C@H](O)C(C)C)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2 chebi_ontology (24S)-7alpha,12alpha,24-trihydroxy-5beta-cholestan-3-one (24S)-7alpha,12alpha,24-trihydroxy-5beta-cholestan-3-one 5beta-cholestan-7alpha,12alpha,24(S)-triol-3-one 7alpha,12alpha,24-Trihydroxy-5beta-cholestan-3-one with S-configuration at C-24. C27H46O4 CHEBI:63830 InChI=1S/C27H46O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h15-17,19-25,29-31H,6-14H2,1-5H3/t16-,17+,19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=OESDJUYDQFBVDE-ZFUXDIRQSA-N [H][C@]12C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CC[C@H](O)C(C)C)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CCC(=O)C2 chebi_ontology (24S)-5beta-cholestane-3alpha,7alpha,24-triol (24S)-5beta-cholestane-3alpha,7alpha,24-triol 5beta-Cholestane-3alpha,7alpha,24-triol with S-configuration at C-24. 5beta-cholestan-3alpha,7alpha,24(S)-triol C27H48O3 CHEBI:63831 InChI=1S/C27H48O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=VDKSIHRRZLCAGD-HQDRACASSA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)C chebi_ontology (24S)-5beta-cholestane-3alpha,7alpha,24,26-tetrol (24S)-5beta-cholestane-3alpha,7alpha,24,26-tetrol 5beta-Cholestane-3alpha,7alpha,24,26-tetrol with S-configuration at C-24. 5beta-cholestan-3alpha,7alpha,24(S),27-tetrol C27H48O4 CHEBI:63833 InChI=1S/C27H48O4/c1-16(5-8-23(30)17(2)15-28)20-6-7-21-25-22(10-12-27(20,21)4)26(3)11-9-19(29)13-18(26)14-24(25)31/h16-25,28-31H,5-15H2,1-4H3/t16-,17?,18+,19-,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=KOHAQNVGTABZFS-MNABXBHASA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)CO chebi_ontology (24S)-5beta-cholestane-3alpha,7alpha,12alpha,24-tetrol (24S)-5beta-cholestane-3alpha,7alpha,12alpha,24-tetrol 5beta-Cholestane-3alpha,7alpha,12alpha,24-tetrol with S-configuration at C-24. 5beta-cholestan-3alpha,7alpha,12alpha,24(S)-tetrol C27H48O4 CHEBI:63834 InChI=1S/C27H48O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h15-25,28-31H,6-14H2,1-5H3/t16-,17+,18-,19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=DOMPIYLJQFTRGI-HVKOMRDASA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)C chebi_ontology (24S)-5beta-cholestane-3alpha,7alpha,12alpha,24,26-pentol (24S)-5beta-cholestane-3alpha,7alpha,12alpha,24,26-pentol 5beta-Cholestane-3alpha,7alpha,12alpha,24,26-pentol with S-configuration at C-24. 5beta-cholestan-3alpha,7alpha,12alpha,24(S),27-pentol C27H48O5 CHEBI:63835 InChI=1S/C27H48O5/c1-15(5-8-22(30)16(2)14-28)19-6-7-20-25-21(13-24(32)27(19,20)4)26(3)10-9-18(29)11-17(26)12-23(25)31/h15-25,28-32H,5-14H2,1-4H3/t15-,16?,17+,18-,19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=CPKBPCHJXMSTOE-CJKJGBPISA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)CO chebi_ontology bromosulfophthalein 3,3'-(4,5,6,7-tetrabromo-3-oxo-1,3-dihydro-2-benzofuran-1,1-diyl)bis(6-hydroxybenzenesulfonic acid) 4,5,6,7-tetrabromo-3',3''-disulfophenolphthalein An organosulfonic acid that consists of phthalide bearing four bromo substituents at positions 4, 5, 6 and 7 as well as two 4-hydroxy-3-sulfophenyl groups both located at position 1. C20H10Br4O10S2 CHEBI:63836 ChemIDplus:297-83-6 InChI=1S/C20H10Br4O10S2/c21-15-13-14(16(22)18(24)17(15)23)20(34-19(13)27,7-1-3-9(25)11(5-7)35(28,29)30)8-2-4-10(26)12(6-8)36(31,32)33/h1-6,25-26H,(H,28,29,30)(H,31,32,33) InChIKey=OHTXTCNTQJFRIG-UHFFFAOYSA-N Oc1ccc(cc1S(O)(=O)=O)C1(OC(=O)c2c(Br)c(Br)c(Br)c(Br)c12)c1ccc(O)c(c1)S(O)(=O)=O Reaxys:380936 Sulphobromophthalein chebi_ontology pregn-5-ene-3,20-dione 5-pregnene-3,20-dione A C21-steroid that is pregnane which contains a double bond between positions 5 and 6 and is substituted by oxo groups at positions 3 and 20. C21H30O2 CHEBI:63837 ChemIDplus:1236-09-5 ChemIDplus:3102499 InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,16-19H,5-12H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 InChIKey=MNRHZPCIEGLWGK-LEKSSAKUSA-N Reaxys:3102499 [H][C@@]12CC=C3CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O chebi_ontology pregn-5-ene-3,20-dione (24S)-7alpha,24-dihydroxycholest-4-en-3-one (24S)-7alpha,24-dihydroxycholest-4-en-3-one 4-cholesten-7alpha,24(S)-diol-3-one 7alpha,24-Dihydroxycholest-4-en-3-one with S-configuration at C-24. C27H44O3 CHEBI:63838 InChI=1S/C27H44O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h14,16-17,20-25,29-30H,6-13,15H2,1-5H3/t17-,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=LFFHZNXDGBQZCO-GXKBHXPCSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](O)C(C)C chebi_ontology (24S)-7alpha,12alpha,24-trihydroxycholest-4-en-3-one (24S)-7alpha,12alpha,24-trihydroxycholest-4-en-3-one 4-cholesten-7alpha,12alpha,24(S)-triol-3-one 7alpha,12alpha,24-trihydroxycholest-4-en-3-one with S-configuration at C-24. C27H44O4 CHEBI:63839 InChI=1S/C27H44O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h12,15-16,19-25,29-31H,6-11,13-14H2,1-5H3/t16-,19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=JZKUXZQOULZTIJ-SNRWSJROSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CC[C@H](O)C(C)C chebi_ontology 5'-hydroxyomeprazole (4-methoxy-6-{[(5-methoxy-1H-benzimidazol-2-yl)sulfinyl]methyl}-5-methylpyridin-3-yl)methanol 5-Methoxy-2-(((4-methoxy-3-methyl-5-hydroxymethyl-2-pyridinyl)methyl)sulfinyl)-1H-benzimidazole A sulfoxide that is omeprazole in which one of the methyl hydrogens at position 5 on the pyridine ring is substituted by a hydroxy group. C17H19N3O4S CHEBI:63840 COc1ccc2[nH]c(nc2c1)S(=O)Cc1ncc(CO)c(OC)c1C ChemIDplus:92340-57-3 CiteXplore:19166730 CiteXplore:21546194 CiteXplore:7781266 CiteXplore:8550990 CiteXplore:9916309 Hydroxyomeprazole InChI=1S/C17H19N3O4S/c1-10-15(18-7-11(8-21)16(10)24-3)9-25(22)17-19-13-5-4-12(23-2)6-14(13)20-17/h4-7,21H,8-9H2,1-3H3,(H,19,20) InChIKey=CMZHQFXXAAIBKE-UHFFFAOYSA-N Reaxys:8439890 chebi_ontology 4-methylzymosterol 4-methyl-5alpha-cholesta-8(9),24-dien-3beta-ol 4-methyl-5alpha-cholesta-8,24-dien-3beta-ol 4-methylzymosterol A 3beta-hydroxy steroid, the 4-methyl derivative of zymosterol. C28H46O CHEBI:63841 InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24,26,29H,7,9-17H2,1-6H3/t19-,20?,22-,23+,24+,26+,27-,28+/m1/s1 InChIKey=FOUJWBXBKVVHCJ-UTTOWGKWSA-N [H][C@@]12CCC3=C(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCC=C(C)C)[C@@]1(C)CC[C@H](O)C2C chebi_ontology 4-carboxy-4-methylzymosterol 3beta-hydroxy-4-methyl-5alpha-cholesta-8,24-diene-4-carboxylic acid 4-methyl,4-carboxy-5alpha-cholesta-8(9),24-dien-3beta-ol A steroid acid, the 4-carboxy-4-methyl derivative of zymosterol. C29H46O3 CHEBI:63842 InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/t19-,21-,22+,24-,25+,27-,28-,29?/m1/s1 InChIKey=MYWAIWDQTCHPTH-CKXAGKIBSA-N [H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C(O)=O)[C@]1([H])CC3)[C@H](C)CCC=C(C)C chebi_ontology 17alpha-hydroxypregn-5-ene-3,20-dione 17-Hydroxypregnenedione 17-hydroxypregn-5-ene-3,20-dione A C21-steroid that is pregnane which contains a double bond between positions 5 and 6 and is substituted by oxo groups at positions 3 and 20 as well as a hydroxy group at position 17. C21H30O3 CHEBI:63843 ChemIDplus:641-80-5 InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,16-18,24H,5-12H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1 InChIKey=RCFJDVCRANOZEL-CEGNMAFCSA-N Reaxys:3104241 [H][C@@]12CC=C3CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(C)=O chebi_ontology pregn-5-ene-3,20-dione-17-ol 4-carboxyzymosterol 3beta-hydroxy-5alpha-cholesta-8,24-diene-4-carboxylic acid 4-carboxy-5alpha-cholesta-8(9),24-dien-3beta-ol A steroid acid, the 4-carboxy derivative of zymosterol. C28H44O3 CHEBI:63844 InChI=1S/C28H44O3/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(26(30)31)24(29)14-16-28(23,5)22(19)13-15-27(20,21)4/h7,18,20-21,23-25,29H,6,8-16H2,1-5H3,(H,30,31)/t18-,20-,21+,23+,24+,25?,27-,28-/m1/s1 InChIKey=JHIWIFRQJXLNEU-XSJUYMIFSA-N [H][C@@]12CCC3=C(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCC=C(C)C)[C@@]1(C)CC[C@H](O)C2C(O)=O chebi_ontology sulfacetamide A sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen. Acetosulfamine C8H10N2O3S CC(=O)NS(=O)(=O)c1ccc(N)cc1 CHEBI:63845 ChemIDplus:144-80-9 ChemIDplus:981718 CiteXplore:21486528 DrugBank:DB00634 InChI=1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11) InChIKey=SKIVFJLNDNKQPD-UHFFFAOYSA-N KEGG DRUG:D05947 N'-Acetylsulfanilamide N(1)-acetyl-4-aminophenylsulfonamide N(1)-acetylsulfanilamide N-((p-Aminophenyl)sulfonyl)acetamide N-(p-Aminobenzenesulfonyl)acetamide N-Acetyl-4-aminobenzenesulfonamide N-Acetylsulfanilamide N-Sulfanilylacetamide N-Sulphanilylacetamide N-[(4-aminophenyl)sulfonyl]acetamide N-[(p-Aminophenyl)sulfonyl]acetamide NIST Chemistry WebBook:144-80-9 Reaxys:981718 Sulfanilazetamid Sulphacetamide Sulphacetamidum Wikipedia:Sulfacetamide chebi_ontology p-Aminobenzenesulfonacetamide p-Aminobenzenesulfonoacetamide sulfacetamida sulfacetamide sulfacetamidum beta-D-Galp6S-(1->4)-beta-D-GlcpNAc6S-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc6S-(1->3)-D-Galp 6-O-sulfo-beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-D-galactopyranose An amino pentasaccharide comprised of two N-acetylated glucosamine residues sulfated on O-6, and three galactosyl residues, one of which (at the non-reducing end) is sulfated on O-6 while another of which is at the reducing end. It is an intermediate in the keratan sulfate degradation pathway. C34H58N2O35S3 CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](COS(O)(=O)=O)[C@@H](O[C@@H]4O[C@H](COS(O)(=O)=O)[C@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@@H](COS(O)(=O)=O)O[C@H]1O[C@@H]1[C@@H](O)C(O)O[C@H](CO)[C@@H]1O CHEBI:63846 InChI=1S/C34H58N2O35S3/c1-8(39)35-15-21(45)27(14(7-62-74(57,58)59)66-31(15)70-28-18(42)10(3-37)63-30(50)24(28)48)69-34-25(49)29(19(43)11(4-38)64-34)71-32-16(36-9(2)40)20(44)26(13(67-32)6-61-73(54,55)56)68-33-23(47)22(46)17(41)12(65-33)5-60-72(51,52)53/h10-34,37-38,41-50H,3-7H2,1-2H3,(H,35,39)(H,36,40)(H,51,52,53)(H,54,55,56)(H,57,58,59)/t10-,11-,12-,13-,14-,15-,16-,17+,18+,19+,20-,21-,22+,23-,24-,25-,26-,27-,28+,29+,30?,31+,32+,33+,34+/m1/s1 InChIKey=IPSMOUOOQLUTHC-OVYIXGPZSA-N KEGG GLYCAN:G13031 beta-D-Gal6S-(1->4)-beta-D-GlcNAc6S-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc6S-(1->3)-D-Gal chebi_ontology (24S)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al 3alpha,7alpha,24(S)-trihydroxy-5beta-cholestan-27-al 3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al with S-configuration at C-24. C27H46O4 CHEBI:63848 InChI=1S/C27H46O4/c1-16(5-8-23(30)17(2)15-28)20-6-7-21-25-22(10-12-27(20,21)4)26(3)11-9-19(29)13-18(26)14-24(25)31/h15-25,29-31H,5-14H2,1-4H3/t16-,17?,18+,19-,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1 InChIKey=GDUNLMLXJUYQIN-MNABXBHASA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)C=O chebi_ontology (24S)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-al (24S)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-al 3alpha,7alpha,12alpha,24(S)-tetrahydroxy-5beta-cholestan-27-al 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-al with S-configuration at C-24. C27H46O5 CHEBI:63849 InChI=1S/C27H46O5/c1-15(5-8-22(30)16(2)14-28)19-6-7-20-25-21(13-24(32)27(19,20)4)26(3)10-9-18(29)11-17(26)12-23(25)31/h14-25,29-32H,5-13H2,1-4H3/t15-,16?,17+,18-,19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 InChIKey=MZWYIFQIBJLCBI-CJKJGBPISA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CC[C@H](O)C(C)C=O chebi_ontology beta-D-Galp-(1->4)-beta-D-GlcpNAc6S-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc6S-(1->3)-D-Galp An amino pentasaccharide comprised of two N-acetylated glucosamine residues sulfated on O-6, and three galactosyl residues, of which one is at the reducing end and another is at the non-reducing end. It is an intermediate in the keratan sulfate degradation pathway. C34H58N2O31S2 CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](COS(O)(=O)=O)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@@H](COS(O)=O)O[C@H]1O[C@@H]1[C@@H](O)C(O)O[C@H](CO)[C@@H]1O CHEBI:63850 Gal-GlcNAc(S)-Gal-GlcNAc(S)-Gal InChI=1S/C34H58N2O31S2/c1-8(40)35-15-20(45)26(13(6-57-68(52)53)62-31(15)66-28-18(43)11(4-38)59-30(51)24(28)49)65-34-25(50)29(19(44)12(5-39)61-34)67-32-16(36-9(2)41)21(46)27(14(63-32)7-58-69(54,55)56)64-33-23(48)22(47)17(42)10(3-37)60-33/h10-34,37-39,42-51H,3-7H2,1-2H3,(H,35,40)(H,36,41)(H,52,53)(H,54,55,56)/t10-,11-,12-,13-,14-,15-,16-,17+,18+,19+,20-,21-,22+,23-,24-,25-,26-,27-,28+,29+,30?,31+,32+,33+,34+/m1/s1 InChIKey=DMEDGGLTJHWJBH-OVYIXGPZSA-N KEGG GLYCAN:G13032 beta-D-Gal6S-(1->4)-beta-D-GlcNAc6S-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc6S-(1->3)-D-Gal beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfino-beta-D-glucopyranosyl-(1->3)-D-galactopyranose chebi_ontology beta-D-GlcpNAc6S-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc6S-(1->3)-D-Galp 2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-D-galactopyranose An amino tetrasaccharide comprised of two N-acetylated glucosamine residues sulfated on O-6, of which one is at the non-reducing end, and two galactosyl residues, of which one is at the reducing end. It is an intermediate in the keratan sulfate degradation pathway. C28H48N2O27S2 CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COS(O)(=O)=O)O[C@H]1O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2COS(O)(=O)=O)O[C@@H]2[C@@H](O)C(O)O[C@H](CO)[C@@H]2O)[C@@H]1O CHEBI:63851 GlcNAc(S)-Gal-GlcNAc(S)-Gal InChI=1S/C28H48N2O27S2/c1-7(33)29-13-18(38)15(35)11(5-49-58(43,44)45)53-26(13)57-24-17(37)10(4-32)52-28(21(24)41)55-22-12(6-50-59(46,47)48)54-27(14(19(22)39)30-8(2)34)56-23-16(36)9(3-31)51-25(42)20(23)40/h9-28,31-32,35-42H,3-6H2,1-2H3,(H,29,33)(H,30,34)(H,43,44,45)(H,46,47,48)/t9-,10-,11-,12-,13-,14-,15-,16+,17+,18-,19-,20-,21-,22-,23+,24+,25?,26+,27+,28+/m1/s1 InChIKey=YQKNCCREYRQTLA-DXEUWILZSA-N KEGG GLYCAN:G06780 beta-D-GlcNAc6S-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc6S-(1->3)-D-Gal chebi_ontology beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc6S-(1->3)-D-Galp 2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-D-galactopyranose An amino tetrasaccharide comprised of two N-acetylated glucosamine residues, of which one is sulfated on O-6, and two galactosyl residues, of which one is at the reducing end. It is an intermediate in the keratan sulfate degradation pathway. C28H48N2O24S CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2COS(O)(=O)=O)O[C@@H]2[C@@H](O)C(O)O[C@H](CO)[C@@H]2O)[C@@H]1O CHEBI:63852 GlcNAc-Gal-GlcNAc(S)-Gal InChI=1S/C28H48N2O24S/c1-7(34)29-13-18(39)15(36)9(3-31)49-26(13)54-24-17(38)11(5-33)50-28(21(24)42)52-22-12(6-47-55(44,45)46)51-27(14(19(22)40)30-8(2)35)53-23-16(37)10(4-32)48-25(43)20(23)41/h9-28,31-33,36-43H,3-6H2,1-2H3,(H,29,34)(H,30,35)(H,44,45,46)/t9-,10-,11-,12-,13-,14-,15-,16+,17+,18-,19-,20-,21-,22-,23+,24+,25?,26+,27+,28+/m1/s1 InChIKey=SGOGTNUMDHPCFF-DXEUWILZSA-N KEGG GLYCAN:G13033 beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc6S-(1->3)-D-Gal chebi_ontology beta-D-Galp-(1->4)-beta-D-GlcpNAc6S-(1->3)-D-Galp An amino trisaccharide comprised of an N-acetylated glucosamine residue, sulfated on O-6, between two galactosyl residues. It is an intermediate in the keratan sulfate degradation pathway. C20H35NO19S CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](COS(O)(=O)=O)O[C@H]1O[C@@H]1[C@@H](O)C(O)O[C@H](CO)[C@@H]1O CHEBI:63853 Gal-GlcNAc(S)-Gal InChI=1S/C20H35NO19S/c1-5(24)21-9-12(27)16(39-20-14(29)13(28)10(25)6(2-22)37-20)8(4-35-41(32,33)34)38-19(9)40-17-11(26)7(3-23)36-18(31)15(17)30/h6-20,22-23,25-31H,2-4H2,1H3,(H,21,24)(H,32,33,34)/t6-,7-,8-,9-,10+,11+,12-,13+,14-,15-,16-,17+,18?,19+,20+/m1/s1 InChIKey=VFAZNUKPHBTWMU-DYAHILLTSA-N KEGG GLYCAN:G08421 beta-D-Gal-(1->4)-beta-D-GlcNAc6S-(1->3)-D-Gal beta-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-6-O-sulfo-beta-D-glucopyranosyl-(1->3)-D-galactopyranose chebi_ontology 4,8-dimethylnonanoyl-CoA 4,8-dimethylnonanoyl-Coenzyme A A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4,8-dimethylnonanoic acid. C32H56N7O17P3S CC(C)CCCC(C)CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63856 InChI=1S/C32H56N7O17P3S/c1-19(2)7-6-8-20(3)9-10-23(41)60-14-13-34-22(40)11-12-35-30(44)27(43)32(4,5)16-53-59(50,51)56-58(48,49)52-15-21-26(55-57(45,46)47)25(42)31(54-21)39-18-38-24-28(33)36-17-37-29(24)39/h17-21,25-27,31,42-43H,6-16H2,1-5H3,(H,34,40)(H,35,44)(H,48,49)(H,50,51)(H2,33,36,37)(H2,45,46,47)/t20?,21-,25-,26-,27+,31-/m1/s1 InChIKey=YGNKJFPEXQCWDB-ANHZDMDASA-N chebi_ontology 6-hydroxypaclitaxel (2alpha,5beta,6alpha,7beta,10beta,13alpha)-4,10-diacetoxy-13-{[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy}-1,6,7-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate 6-hydroxytaxol 6alpha-hydroxypaclitaxel 6alpha-hydroxytaxol A taxane diterpenoid that consists of paclitaxel bearing an additional hydroxy substituent at the 6alpha-position. C47H51NO15 CHEBI:63859 ChemIDplus:153212-75-0 InChI=1S/C47H51NO15/c1-24-30(61-43(57)33(51)32(27-16-10-7-11-17-27)48-41(55)28-18-12-8-13-19-28)22-47(58)40(62-42(56)29-20-14-9-15-21-29)36-45(6,38(54)35(60-25(2)49)31(24)44(47,4)5)37(53)34(52)39-46(36,23-59-39)63-26(3)50/h7-21,30,32-37,39-40,51-53,58H,22-23H2,1-6H3,(H,48,55)/t30-,32-,33+,34-,35+,36-,37-,39+,40-,45-,46+,47+/m0/s1 InChIKey=NDCWHEDPSFRTDA-FJMWQILYSA-N Reaxys:8105272 [H][C@]12[C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C([C@@H](OC(C)=O)C(=O)[C@]1(C)[C@@H](O)[C@H](O)[C@H]1OC[C@@]21OC(C)=O)C3(C)C chebi_ontology (S)-nicotinium N-alpha-D-glucosiduronate (S)-1-alpha-D-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)pyridinium inner salt 1-(alpha-D-glucopyranuronosyl)-3-[(2S)-1-methylpyrrolidin-2-yl]pyridinium 3,4,5-trihydroxy-6-[5-(1-methylpyrrolidin-2-yl)pyridin-1-yl]-oxane-2-carboxylate An N-glycosylpyridine that is the N-alpha-D-glucosiduronyl derivative of (S)-nicotine. C16H22N2O6 CHEBI:63860 ChemIDplus:152306-59-7 CiteXplore:11201307 CiteXplore:11846386 CiteXplore:15265511 CiteXplore:21497036 CiteXplore:7902257 HMDB:HMDB01272 InChI=1S/C16H22N2O6/c1-17-6-3-5-10(17)9-4-2-7-18(8-9)15-13(21)11(19)12(20)14(24-15)16(22)23/h2,4,7-8,10-15,19-21H,3,5-6H2,1H3/t10-,11-,12-,13+,14-,15-/m0/s1 InChIKey=SAWAIULJDYFLPD-SOAFEQHCSA-N Nicotine glucuronide [H][C@]1(CCCN1C)c1ccc[n+](c1)[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C([O-])=O chebi_ontology nicotine N-glucuronide 2-methylthioethanol 1-Hydroxy-2-(methylthio)-ethane 2-(Methylthio)ethanol 2-(methylsulfanyl)ethanol 2-Hydroxyethyl methyl sulfide 2-Methylmercaptoethanol A primary alcohol that is the S-methyl derivative of mercaptoethanol. C3H8OS CHEBI:63861 CSCCO ChemIDplus:5271-38-5 CiteXplore:6976954 Hydroxyethyl methyl sulfide InChI=1S/C3H8OS/c1-5-3-2-4/h4H,2-3H2,1H3 InChIKey=WBBPRCNXBQTYLF-UHFFFAOYSA-N Methyl 2-hydroxyethyl sulfide Methylthioethanol NIST Chemistry WebBook:5271-38-5 Reaxys:1731081 S-Methylmercaptoethanol beta-(methylthio)ethanol beta-hydroxyethyl methyl sulfide beta-methylmercaptoethanol chebi_ontology beta-D-GalpNAc4S-(1->4)-beta-D-GlcpA-(1->3)-beta-D-Galp-(1->3)-beta-D-Galp-(1->4)-beta-D-Xylp 2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranose 2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranose An amino pentasaccharide comprising an N-acetylated galactosamine residue, sulfated on O-4, a glucuronic acid residue and two galactose residues, linked to a xylose residue at the reducing end. It is an intermediate in the chondroitin sulfate degradation pathway. C31H51NO29S CC(=O)N[C@@H]1[C@@H](O)[C@@H](OS(O)(=O)=O)[C@@H](CO)O[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@@H](O)[C@@H](CO)O[C@@H](O[C@@H]4CO[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)O[C@@H]1C(O)=O CHEBI:63868 GalNAc(4-S)-GlcA-Gal-Gal-Xyl InChI=1S/C31H51NO29S/c1-6(36)32-11-15(40)21(61-62(49,50)51)9(4-35)55-28(11)59-24-16(41)18(43)29(60-25(24)26(46)47)57-23-14(39)8(3-34)54-31(20(23)45)58-22-13(38)7(2-33)53-30(19(22)44)56-10-5-52-27(48)17(42)12(10)37/h7-25,27-31,33-35,37-45,48H,2-5H2,1H3,(H,32,36)(H,46,47)(H,49,50,51)/t7-,8-,9-,10-,11-,12+,13+,14+,15-,16-,17-,18-,19-,20-,21+,22+,23+,24+,25+,27-,28+,29-,30+,31+/m1/s1 InChIKey=ZNBOJJOEYJISSS-JSLCZPDWSA-N beta-D-GalNAc4S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl chebi_ontology beta-D-IdopA-(1->3)-beta-D-GalpNAc4S-(1->4)-beta-D-GlcpA-(1->3)-beta-D-Galp-(1->3)-beta-D-Galp-(1->4)-beta-D-Xylp (beta-D-idopyranosyluronic acid)-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-(beta-D-glucopyranosyluronic acid)-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranose An amino hexasaccharide comprising an iduronic acid residue, an acetylated galactosamine residue, sulfated on O-4, a glucuronic acid residue, and two galactose residues, linked to a xylose residue at the reducing end. It is an intermediate in the dermatan sulfate degradation pathway. C37H59NO35S CC(=O)N[C@H]1[C@@H](O[C@H](CO)[C@H](OS(O)(=O)=O)[C@@H]1O[C@@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1O)C(O)=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@@H](O)[C@@H](CO)O[C@@H](O[C@@H]4CO[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)O[C@@H]1C(O)=O CHEBI:63873 IdoA-GalNAc(4S)-GlcA-Gal-Gal-Xyl InChI=1S/C37H59NO35S/c1-6(42)38-11-24(67-34-19(50)15(46)16(47)28(71-34)30(54)55)23(73-74(59,60)61)9(4-41)65-33(11)70-27-17(48)20(51)35(72-29(27)31(56)57)68-26-14(45)8(3-40)64-37(22(26)53)69-25-13(44)7(2-39)63-36(21(25)52)66-10-5-62-32(58)18(49)12(10)43/h7-29,32-37,39-41,43-53,58H,2-5H2,1H3,(H,38,42)(H,54,55)(H,56,57)(H,59,60,61)/t7-,8-,9-,10-,11-,12+,13+,14+,15-,16-,17-,18-,19+,20-,21-,22-,23+,24-,25+,26+,27+,28+,29+,32-,33+,34-,35-,36+,37+/m1/s1 InChIKey=JQNKZLWLZZKAFE-NUBKIDDFSA-N beta-D-IdoA-(1->3)-beta-D-GalNAc4S-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl beta-D-idopyranuronosyl-(1->3)-2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranuronosyl-(1->3)-beta-D-galactopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-beta-D-xylopyranose chebi_ontology O-(4,8-dimethylnonanoyl)carnitine 3-[(4,8-dimethylnonanoyl)oxy]-4-(trimethylammonio)butanoate 3-[(4,8-dimethylnonanoyl)oxy]-4-(trimethylazaniumyl)butanoate 4,8-dimethylnonanoylcarnitine An O-acylcarnitine compound having 4,8-dimethylnonanoyl as the acyl substituent. C18H35NO4 CC(C)CCCC(C)CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C CHEBI:63874 InChI=1S/C18H35NO4/c1-14(2)8-7-9-15(3)10-11-18(22)23-16(12-17(20)21)13-19(4,5)6/h14-16H,7-13H2,1-6H3 InChIKey=DDTDJDZHDFMZED-UHFFFAOYSA-N chebi_ontology 3,16-dihydroxypalmitate 3,16-dihydroxyhexadecanoate 3,16-dihydroxypalmitate(1-) A hydroxy fatty acid anion that is the conjugate base of 3,16-dihydroxypalmitic acid, arising from deprotonation of the carboxy group; major species at pH 7.3. C16H31O4 CHEBI:63904 InChI=1S/C16H32O4/c17-13-11-9-7-5-3-1-2-4-6-8-10-12-15(18)14-16(19)20/h15,17-18H,1-14H2,(H,19,20)/p-1 InChIKey=ZGYXOTYZKRXDBF-UHFFFAOYSA-M OCCCCCCCCCCCCCC(O)CC([O-])=O chebi_ontology 3-methyleneindolenine 3-methylene-3H-indole An indole that consists of 3H-indole bearing a methylene substituent at position 3. C9H7N C=C1C=Nc2ccccc12 CHEBI:63905 ChemIDplus:40642-83-9 HMDB:HMDB11664 InChI=1S/C9H7N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6H,1H2 InChIKey=BCNUXXXHEIUHJB-UHFFFAOYSA-N Reaxys:5860533 chebi_ontology 5-methyltetrahydrofolyl polyglutamate macromolecule CHEBI:63907 InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/t16-,17-,18-,19-/m0/s1 InChIKey=HVRNKDVLFAVCJF-VJANTYMQSA-N chebi_ontology 4-methylpentan-1-ol 2-Methyl-5-pentanol 4-Methyl-1-pentanol 4-Methylpentanol 4-methylpentan-1-ol A primary alcohol that is pentan-1-ol bearing an additional methyl substituent at position 4. C6H14O CC(C)CCCO CHEBI:63910 ChemIDplus:1320-98-5 ChemIDplus:1731303 ChemIDplus:626-89-1 CiteXplore:1616394 InChI=1S/C6H14O/c1-6(2)4-3-5-7/h6-7H,3-5H2,1-2H3 InChIKey=PCWGTDULNUVNBN-UHFFFAOYSA-N Isohexanol Isohexyl alcohol NIST Chemistry WebBook:626-89-1 Reaxys:1731303 chebi_ontology iso-Hexanol (24S)-1alpha,24,25-trihydroxyvitamin D3 (1S,3R,5Z,7E,24S)-9,10-secocholesta-5,7,10-triene-1,3,24,25-tetrol (24S)-1alpha,24,25-trihydroxycholecalciferol (5Z,7E)-(1S,3R,24S)-9,10-seco-5,7,10(19)-cholestatriene-1,3,24,25-tetrol A hydroxycalciol that consists of vitamin D3 (calciol) bearing additional hydroxy substituents at positions 1, 24 and 25 (with 1S,24S-configuration). C27H44O4 CHEBI:63911 InChI=1S/C27H44O4/c1-17(8-13-25(30)26(3,4)31)22-11-12-23-19(7-6-14-27(22,23)5)9-10-20-15-21(28)16-24(29)18(20)2/h9-10,17,21-25,28-31H,2,6-8,11-16H2,1,3-5H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,25+,27-/m1/s1 InChIKey=WFZKUWGUJVKMHC-NABJBPAWSA-N LIPID MAPS:LMST03020294 Reaxys:6443063 [H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)[C@H](C)CC[C@H](O)C(C)(C)O chebi_ontology 19-hydroxyprostaglandin H2 (5Z)-7-{(1R,4S,5R,6R)-6-[(1E,3S)-3,7-dihydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl}hept-5-enoic acid (5Z,13E,15S)-9alpha,11alpha-epidioxy-15,19-dihydroxyprosta-5,13-dienoic acid A prostaglandin H that consists of prostaglandin H2 bearing an additijonal hydroxy substituent at position 19. C20H32O6 CC(O)CCC[C@H](O)\C=C\[C@H]1[C@H]2C[C@H](OO2)[C@@H]1C\C=C/CCCC(O)=O CHEBI:63912 InChI=1S/C20H32O6/c1-14(21)7-6-8-15(22)11-12-17-16(18-13-19(17)26-25-18)9-4-2-3-5-10-20(23)24/h2,4,11-12,14-19,21-22H,3,5-10,13H2,1H3,(H,23,24)/b4-2-,12-11+/t14?,15-,16+,17+,18-,19+/m0/s1 InChIKey=MTVPUJQVDLAVML-AHYYGCRPSA-N chebi_ontology 3-hydroxypristanoyl-CoA 3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[(3-oxo-3-{[2-(3-hydroxy-2,6,10,14-tetramethylpentadecanoylsulfanyl)ethyl]amino}propyl)amino]butyl} dihydrogen diphosphate) 3-hydroxy-2,6,10,14-tetramethylpentadecanoyl-CoA 3-hydroxy-2,6,10,14-tetramethylpentadecanoyl-coenzyme A 3-hydroxypristanoyl-coenzyme A A multi-methyl-branched fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxypristanic acid. C40H72N7O18P3S CC(C)CCCC(C)CCCC(C)CCC(O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:63914 InChI=1S/C40H72N7O18P3S/c1-24(2)10-8-11-25(3)12-9-13-26(4)14-15-28(48)27(5)39(53)69-19-18-42-30(49)16-17-43-37(52)34(51)40(6,7)21-62-68(59,60)65-67(57,58)61-20-29-33(64-66(54,55)56)32(50)38(63-29)47-23-46-31-35(41)44-22-45-36(31)47/h22-29,32-34,38,48,50-51H,8-21H2,1-7H3,(H,42,49)(H,43,52)(H,57,58)(H,59,60)(H2,41,44,45)(H2,54,55,56)/t25?,26?,27?,28?,29-,32-,33-,34+,38-/m1/s1 InChIKey=OQWHTSXXBMVROE-VDRJVRINSA-N chebi_ontology macrocyclic lactone Any lactone in which the cyclic carboxylic ester group forms a part of a cyclic macromolecule. CHEBI:50333 CHEBI:63944 chebi_ontology macrocyclic lactones 14,15-DHET (+/-)14,15-DiHETrE (5Z,8Z,11Z)-14,15-dihydroxyeicosa-5,8,11-trienoic acid (5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid 14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoic acid 14,15-dihydroxyeicosatrienoic acid A DHET obtained by formal dihydroxylation across the 14,15-double bond of arachidonic acid. C20H34O4 CCCCCC(O)C(O)C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:63966 HMDB:77667-09-5 HMDB:HMDB02265 InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)/b6-4-,9-7-,13-10- InChIKey=SYAWGTIVOGUZMM-ILYOTBPNSA-N KEGG COMPOUND:C14775 LIPID MAPS:LMFA03050010 Reaxys:9871271 chebi_ontology 11,12-DHET (+/-)11,12-DiHETrE (5Z,8Z,14Z)-11,12-Dihydroxyeicosa-5,8,14-trienoic acid (5Z,8Z,14Z)-11,12-Dihydroxyicosa-5,8,14-trienoic acid (5Z,8Z,14Z)-11,12-dihydroxyicosa-5,8,14-trienoic acid 11,12-DHET 11,12-DiHETrE 11,12-Dihydroxyeicosatrienoic acid 11,12-dihydroxy-5Z,8Z,14Z-eicosatrienoic acid A DHET obtained by formal dihydroxylation across the 11,12-double bond of arachidonic acid. C20H34O4 CCCCC\C=C/CC(O)C(O)C\C=C/C\C=C/CCCC(O)=O CHEBI:34129 CHEBI:63969 HMDB:192461-95-3 HMDB:HMDB02314 InChI=1S/C20H34O4/c1-2-3-4-5-9-12-15-18(21)19(22)16-13-10-7-6-8-11-14-17-20(23)24/h6,8-10,12-13,18-19,21-22H,2-5,7,11,14-17H2,1H3,(H,23,24)/b8-6-,12-9-,13-10- InChIKey=LRPPQRCHCPFBPE-KROJNAHFSA-N KEGG COMPOUND:C14774 LIPID MAPS:LMFA03050008 Reaxys:9871006 chebi_ontology 8,9-DHET (+/-)8,9-DiHETrE (5Z,11Z,14Z)-8,9-Dihydroxyeicosa-5,11,14-trienoic acid (5Z,11Z,14Z)-8,9-Dihydroxyicosa-5,11,14-trienoic acid (5Z,11Z,14Z)-8,9-dihydroxyicosa-5,11,14-trienoic acid 8,9-DHET 8,9-DiHETrE 8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoic acid 8,9-dihydroxy-5Z,11Z,14Z-icosatrienoic acid 8,9-dihydroxyeicosatrienoic acid A DHET obtained by formal dihydroxylation across the 8,9-double bond of arachidonic acid. C20H34O4 CCCCC\C=C/C\C=C/CC(O)C(O)C\C=C/CCCC(O)=O CHEBI:34489 CHEBI:63970 HMDB:192461-96-4 HMDB:HMDB02311 InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-12-15-18(21)19(22)16-13-10-11-14-17-20(23)24/h6-7,9-10,12-13,18-19,21-22H,2-5,8,11,14-17H2,1H3,(H,23,24)/b7-6-,12-9-,13-10- InChIKey=DCJBINATHQHPKO-TYAUOURKSA-N KEGG COMPOUND:C14773 LIPID MAPS:LMFA03050006 Reaxys:9871378 chebi_ontology 5,6-DHET (+/-)5,6-DiHETrE (8Z,11Z,14Z)-5,6-Dihydroxyeicosa-8,11,14-trienoic acid (8Z,11Z,14Z)-5,6-Dihydroxyicosa-8,11,14-trienoic acid (8Z,11Z,14Z)-5,6-dihydroxyicosa-8,11,14-trienoic acid 5,6-DHET 5,6-DiHETrE 5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoic acid 5,6-dihydroxy-8Z,11Z,14Z-icosatrienoic acid A DHET obtained by formal dihydroxylation across the 5,6-double bond of arachidonic acid. C20H34O4 CCCCC\C=C/C\C=C/C\C=C/CC(O)C(O)CCCC(O)=O CHEBI:34449 CHEBI:63974 CiteXplore:9694933 HMDB:213382-49-1 HMDB:HMDB02343 InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19(22)16-14-17-20(23)24/h6-7,9-10,12-13,18-19,21-22H,2-5,8,11,14-17H2,1H3,(H,23,24)/b7-6-,10-9-,13-12- InChIKey=GFNYAPAJUNPMGH-QNEBEIHSSA-N KEGG COMPOUND:C14772 LIPID MAPS:LMFA03050004 Reaxys:8580625 chebi_ontology 15-deoxy-Delta(12,14)-prostaglandin A2 (5Z,12Z,14E)-9-oxoprosta-5,10,12,14-tetraen-1-oic acid 15-deoxy-PGA2 15-deoxy-delta-12,14-PGA2 15-deoxyprostaglandin A2 15d-PGA2 15d-prostaglandin A2 9-oxo-5Z,10,12Z,14E-prostatetraenoic acid A prostaglandin A derivative that is prostaglandin A2 lacking the 15-hydroxy group and having C=C double bonds at positions 12(13) and 14(15). C20H28O3 CCCCC\C=C\C=C1\C=CC(=O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:63975 InChI=1S/C20H28O3/c1-2-3-4-5-6-9-12-17-15-16-19(21)18(17)13-10-7-8-11-14-20(22)23/h6-7,9-10,12,15-16,18H,2-5,8,11,13-14H2,1H3,(H,22,23)/b9-6+,10-7-,17-12-/t18-/m1/s1 InChIKey=BHHHGDAJJMEHST-NBIYZLHXSA-N LIPID MAPS:LMFA03010172 Reaxys:2661205 chebi_ontology 13,14-dihydro-15-keto-PGF2alpha (5Z,9alpha,11alpha)-9,11-dihydroxy-15-oxoprost-5-en-1-oic acid 13,14-Dihydro-15-keto-pgf2alpha 13,14-Dihydro-15-ketoprostaglandin F2alpha 13,14-dihydro-15-keto-Prostaglandin F2a 15-Keto-13,14-dihydro-pgf2alpha 15-Keto-13,14-dihydroprostaglandin F2-alpha 15-Keto-13,14-dihydroprostaglandin F2alpha 9S,11S-dihydroxy-15-oxo-5Z-prostenoic acid A prostaglandin Falpha obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin F2alpha. C20H34O5 CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:63976 ChemIDplus:27376-76-7 CiteXplore:20961606 CiteXplore:21228218 CiteXplore:21615801 CiteXplore:21653895 CiteXplore:21741578 CiteXplore:21924479 CiteXplore:21940119 CiteXplore:22192399 Dhk-pgf2alpha HMDB:HMDB04685 InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,18+,19-/m1/s1 InChIKey=VKTIONYPMSCHQI-XAGFEHLVSA-N LIPID MAPS:LMFA03010027 PGFM Patent:US5397797 Reaxys:6227023 chebi_ontology dhk-PGF2alpha 12S-HHTrE (5Z,8E,10E,12S)-12-hydroxyheptadeca-5,8,10-trienoic acid 12-HHTrE 12S-HHT 12S-hydroxy-5Z,8E,10E-heptadecatrienoic acid A polyunsaturated fatty acid that consists of (5Z,8E,10E)heptadeca-5,8,10-trienoic acid bearing an additional 12S-hydroxy substituent. C17H28O3 CCCCC[C@H](O)\C=C\C=C\C\C=C/CCCC(O)=O CHEBI:63977 InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)/b7-5-,8-6+,14-11+/t16-/m0/s1 InChIKey=KUKJHGXXZWHSBG-WBGSEQOASA-N LIPID MAPS:LMFA03050002 Reaxys:8340574 chebi_ontology 20-oxoleukotriene B4 (5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxy-20-oxoicosa-6,8,10,14-tetraenoic acid 20-Aldehyde leukotriene B4 20-OXO-LTB4 20cho-LTB4 A leukotriene that is leukotriene B4 bearing an additional oxo substituent at position 20. C20H30O5 CHEBI:63979 ChemIDplus:115609-68-2 CiteXplore:2155662 CiteXplore:2549038 CiteXplore:2836406 InChI=1S/C20H30O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17-19,22-23H,1-2,6,10-12,15-16H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1 InChIKey=LVLQYGYNBVIONY-PSPARDEHSA-N Leukotriene B4-20-aldehyde Ltb4-20-aldehyde O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/[C@H](O)C\C=C/CCCCC=O chebi_ontology 18-hydroxy-18-oxo-dinorleukotriene B4 (4Z,7R,8E,10E,12Z,14S)-7,14-dihydroxyoctadeca-4,8,10,12-tetraenedioic acid 18-COOH dinor LTB4 18-Carboxy-19,20-dinorleukotriene B4 18-Cooh-19,20-ltb4 18-carboxy dinor LTB4 18-carboxy-dinorleukotriene B4 18-hydroxy-18-oxo-19,20-dinorleukotriene B4 An octadecatetraenedioic acid obtained by oxidative degradation of leukotriene B4, a process that results in the removal of C19 and C20 with concomitant dioxygenation of C18. C18H26O6 CHEBI:63980 ChemIDplus:102674-12-4 CiteXplore:3007501 InChI=1S/C18H26O6/c19-15(11-6-3-7-13-17(21)22)9-4-1-2-5-10-16(20)12-8-14-18(23)24/h1-6,9-10,15-16,19-20H,7-8,11-14H2,(H,21,22)(H,23,24)/b2-1+,6-3-,9-4+,10-5-/t15-,16+/m0/s1 InChIKey=XWRIIHRGMKHPHN-USRRKILKSA-N O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/[C@H](O)C\C=C/CCC(O)=O Reaxys:8356778 chebi_ontology Delta(6)-trans-leukotriene B4 (5S,6E,8E,10E,12R,14Z)-5,12-dihydroxyeicosa-6,8,10,14-tetraenoic acid (5S,6E,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid (6E,5S,12R)-Leukotriene B4 5(S),12(R)-Dihydroxy-6,8,10,14-(trans,trans,trans,cis)-eicosatetraenoic acid 5S,12R-dihydroxy-6E,8E,10E,14Z-eicosatetraenoic acid 5S,12R-dihydroxy-6E,8E,10E,14Z-icosatetraenoic acid 6-trans-LTB4 6-trans-leukotriene B4 A leukotriene that is the 6-trans-isomer of leukotriene B4. C20H32O4 CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C\[C@@H](O)CCCC(O)=O CHEBI:63981 CiteXplore:6207822 Delta(6)-trans-LT B4 HMDB:71652-82-9 HMDB:HMDB05087 InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11+/t18-,19-/m1/s1 InChIKey=VNYSSYRCGWBHLG-UKNWISKWSA-N LIPID MAPS:LMFA03020013 Reaxys:4235310 chebi_ontology Delta(6)-trans-12-epi-leukotriene B4 (5S,6E,8E,10E,12S,14Z)-5,12-dihydroxyeicosa-6,8,10,14-tetraenoic acid (5S,6E,8E,10E,12S,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid 12-epi-Delta(6)-trans-leukotriene B4 5(S),12(S)-Dihydroxy-6,8,10,14-(trans,trans,trans,cis)-eicosatetraenoic acid 5S,12S-dihydroxy-6E,8E,10E,14Z-eicosatetraenoic acid 5S,12S-dihydroxy-6E,8E,10E,14Z-icosatetraenoic acid 6-trans-12-epi-LTB4 6-trans-12-epi-Leukotriene B4 A leukotriene that is the 6-trans,12S-isomer of leukotriene B4. C20H32O4 CCCCC\C=C/C[C@H](O)\C=C\C=C\C=C\[C@@H](O)CCCC(O)=O CHEBI:63982 HMDB:71548-19-1 HMDB:HMDB05088 InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11+/t18-,19+/m0/s1 InChIKey=VNYSSYRCGWBHLG-CTOJTRLNSA-N LIPID MAPS:LMFA03020014 Reaxys:4696047 chebi_ontology eoxin A4 (2alpha(5Z,8Z,10E,12E),3beta)-13-(3-pentyloxiranyl)-5,8,10,12-tridecatetraenoic acid (5Z,8Z,10E,12E)-13-[(2S,3S)-3-pentyloxiran-2-yl]trideca-5,8,10,12-tetraenoic acid 14,15-LTA4 14,15-Oxido-5,8,10,12-eicosatetraenoic acid 14S,15S-epoxy-5Z,8Z,10E,12E-eicosatetraenoic acid An oxylipin that is the (14S,15S)-epoxy derivative of (5Z,8Z,10E,12E)-icosa-5,8,10,12-tetraenoic acid. C20H30O3 CCCCC[C@@H]1O[C@H]1\C=C\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:63983 ChemIDplus:81918-96-9 EXA4 InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-10,13,16,18-19H,2-3,5,11-12,14-15,17H2,1H3,(H,21,22)/b6-4-,9-7-,10-8+,16-13+/t18-,19-/m0/s1 InChIKey=URDQSJSEGRMOIT-FDMWOPBLSA-N LIPID MAPS:LMFA03020037 Reaxys:4530302 chebi_ontology eoxin C4 14,15-LTC4 14,15-Leukotriene C4 15S-hydroxy,14R-(S-glutathionyl)-5Z,8Z,10E,12E-eicosatetraenoic acid A leukotriene that is the 14R-(S-glutathionyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid. C30H47N3O9S CCCCC[C@H](O)[C@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)\C=C\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:63984 CiteXplore:18184802 CiteXplore:19438588 EXC4 InChI=1S/C30H47N3O9S/c1-2-3-12-15-24(34)25(16-13-10-8-6-4-5-7-9-11-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h4,6-10,13,16,22-25,34H,2-3,5,11-12,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b6-4-,9-7-,10-8+,16-13+/t22-,23-,24-,25+/m0/s1 InChIKey=OBQVBASHEWLKCQ-PKBWNXTMSA-N L-gamma-glutamyl-S-[(6S,7R,8E,10E,12Z,15Z)-19-carboxy-6-hydroxynonadeca-8,10,12,15-tetraen-7-yl]-L-cysteinylglycine LIPID MAPS:LMFA03020031 Patent:US2009247634 Patent:WO2008001079 Reaxys:19521975 chebi_ontology eoxin D4 14,15-LTD4 14,15-Leukotriene D4 15S-hydroxy,14R-(S-cysteinylglycinyl)-5Z,8Z,10E,12E-eicosatetraenoic acid A leukotriene that is the 14R-(S-cysteinylglycyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid. C25H40N2O6S CCCCC[C@H](O)[C@H](SC[C@H](N)C(=O)NCC(O)=O)\C=C\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:63985 EXD4 InChI=1S/C25H40N2O6S/c1-2-3-12-15-21(28)22(34-19-20(26)25(33)27-18-24(31)32)16-13-10-8-6-4-5-7-9-11-14-17-23(29)30/h4,6-10,13,16,20-22,28H,2-3,5,11-12,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b6-4-,9-7-,10-8+,16-13+/t20-,21-,22+/m0/s1 InChIKey=BUTLPEVGZIRJOA-SPCGXPCUSA-N LIPID MAPS:LMFA03020032 Patent:US2009247634 Patent:WO2008001079 Reaxys:5662543 S-[(6S,7R,8E,10E,12Z,15Z)-19-carboxy-6-hydroxynonadeca-8,10,12,15-tetraen-7-yl]-L-cysteinylglycine chebi_ontology eoxin E4 (5Z,8Z,10E,12E,14R,15S)-14-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-15-hydroxyicosa-5,8,10,12-tetraenoic acid 14,15-LTE4 14,15-Leukotriene E4 15S-hydroxy,14R-(S-cysteinyl)-5Z,8Z,10E,12E-eicosatetraenoic acid A leukotriene that is the 14R-(S-cysteinyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid. C23H37NO5S CCCCC[C@H](O)[C@H](SC[C@H](N)C(O)=O)\C=C\C=C\C=C/C\C=C/CCCC(O)=O CHEBI:63986 EXE4 InChI=1S/C23H37NO5S/c1-2-3-12-15-20(25)21(30-18-19(24)23(28)29)16-13-10-8-6-4-5-7-9-11-14-17-22(26)27/h4,6-10,13,16,19-21,25H,2-3,5,11-12,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b6-4-,9-7-,10-8+,16-13+/t19-,20-,21+/m0/s1 InChIKey=JLJNENVYAVKECZ-HRXVJLLUSA-N LIPID MAPS:LMFA03020033 Patent:US2009247634 Patent:WO2008001079 Reaxys:19521974 S-[(6S,7R,8E,10E,12Z,15Z)-19-carboxy-6-hydroxynonadeca-8,10,12,15-tetraen-7-yl]-L-cysteine chebi_ontology 15(R)-HETE (5Z,8Z,11Z,13E,15R)-15-hydroxyicosa-5,8,11,13-tetraenoic acid 15R-HETE 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid An optically active form of 15-HETE having 15(R)-configuration. C20H32O3 CCCCC[C@@H](O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:63989 InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m1/s1 InChIKey=JSFATNQSLKRBCI-UDQWCNDOSA-N LIPID MAPS:LMFA03060030 Reaxys:6484814 chebi_ontology 6-epi-lipoxin A4 (5S,6S,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid 15-epi-LXA4 5S,6S,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid 5S,6S-Lipoxin A4 A C20 hydroxy fatty acid having (5S)-, (6S)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds. C20H32O5 CCCCC[C@H](O)\C=C\C=C/C=C/C=C/[C@H](O)[C@@H](O)CCCC(O)=O CHEBI:63990 InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18-,19-/m0/s1 InChIKey=IXAQOQZEOGMIQS-UZDWIPAXSA-N LIPID MAPS:LMFA03040003 Reaxys:4698642 chebi_ontology epi-LXA4 epi-lipoxin A4 15-epi-lipoxin B4 (5S,6E,8Z,10E,12E,14R,15R)-5,14,15-trihydroxyicosa-6,8,10,12-tetraenoic acid 15-epi-LXB4 5S,14R,15R-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid A C20 hydroxy fatty acid having (5S)-, (14R)- and (15R)-hydroxy groups as well as (6E)- (8Z)-, (10E)- and (12E)-double bonds. C20H32O5 CCCCC[C@@H](O)[C@H](O)\C=C\C=C\C=C/C=C/[C@@H](O)CCCC(O)=O CHEBI:63991 ChEBI:LMFA03040007 InChI=1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/b6-4-,7-5+,12-9+,15-10+/t17-,18-,19-/m1/s1 InChIKey=UXVRTOKOJOMENI-SKYGSKSRSA-N Reaxys:11480080 chebi_ontology epi-LXB4 epi-Lipoxin B4 15-oxolipoxin A4 (5S,6R,7E,9E,11Z,13E)-5,6-dihydroxy-15-oxoicosa-7,9,11,13-tetraenoic acid 15-keto-LXA4 15-keto-Lipoxin A4 15-oxo-5S,6R-dihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid 15-oxo-LXA4 A C20 hydroxy fatty acid having (5S)- and (6R)- -hydroxy groups as well as a 15-oxo group and (7E)- (9E)-, (11Z)- and (13E)-double bonds. C20H30O5 CCCCCC(=O)\C=C\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O CHEBI:63992 InChI=1S/C20H30O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,18-19,22-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t18-,19+/m1/s1 InChIKey=KMQGFEBCBYXSPZ-OABWHSJTSA-N LIPID MAPS:LMFA03040009 chebi_ontology 13,14-dihydro-15-oxolipoxin A4 (5S,6R,7E,9E,11Z)-5,6-dihydroxy-15-oxoicosa-7,9,11-trienoic acid 13,14-dihydro-15-keto-LXA4 13,14-dihydro-15-keto-Lipoxin A4 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid A C20 hydroxy fatty acid obtained by formal hydrogenation across the 13,-14-double bond of 15-oxolipoxin A4. C20H32O5 CCCCCC(=O)CC\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O CHEBI:63993 InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,10,14,18-19,22-23H,2-3,8-9,11-13,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,14-10+/t18-,19+/m1/s1 InChIKey=FPRPRBFSKMFXRV-JWVNNVTNSA-N LIPID MAPS:LMFA03040008 chebi_ontology dhk-LXA4 16-HETE (5Z,8Z,11Z,14Z)-16-hydroxyeicosa-5,8,11,14-tetraenoic acid (5Z,8Z,11Z,14Z)-16-hydroxyicosa-5,8,11,14-tetraenoic acid (all-cis)-16-hydroxy-5,8,11,14-eicosatetraenoic acid (all-cis)-16-hydroxy-5,8,11,14-icosatetraenoic acid 16-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid A HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 16. C20H32O3 CCCCC(O)\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:63994 ChemIDplus:128914-46-5 InChI=1S/C20H32O3/c1-2-3-16-19(21)17-14-12-10-8-6-4-5-7-9-11-13-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14- InChIKey=JEKNPVYFNMZRJG-UFINWASNSA-N Reaxys:9285734 chebi_ontology 17-HETE (5Z,8Z,11Z,14Z)-17-hydroxyeicosa-5,8,11,14-tetraenoic acid (5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoic acid (all-cis)-17-hydroxy-5,8,11,14-eicosatetraenoic acid (all-cis)-17-hydroxy-5,8,11,14-icosatetraenoic acid 17-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid A HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 17. C20H32O3 CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:63995 ChemIDplus:128914-47-6 InChI=1S/C20H32O3/c1-2-16-19(21)17-14-12-10-8-6-4-3-5-7-9-11-13-15-18-20(22)23/h3,5-6,8-9,11-12,14,19,21H,2,4,7,10,13,15-18H2,1H3,(H,22,23)/b5-3-,8-6-,11-9-,14-12- InChIKey=OPPIPPRXLIDJKN-JPURVOHMSA-N LIPID MAPS:LMFA03060091 chebi_ontology 19-HETE (5Z,8Z,11Z,14Z)-19-hydroxy-5,8,11,14-eicosatetraenoic acid (5Z,8Z,11Z,14Z)-19-hydroxy-5,8,11,14-icosatetraenoic acid (all-cis)-19-hydroxy-5,8,11,14-eicosatetraenoic acid (all-cis)-19-hydroxy-5,8,11,14-icosatetraenoic acid 19-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid 19-hydroxy-5Z,8Z,11Z,14Z-icosatetraenoic acid 19-hydroxyarachidonic acid A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 19. C20H32O3 CC(O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:63998 ChemIDplus:79551-85-2 InChI=1S/C20H32O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,9-12,19,21H,2,7-8,13-18H2,1H3,(H,22,23)/b5-3-,6-4-,11-9-,12-10- InChIKey=XFUXZHQUWPFWPR-TWVHMNNTSA-N Reaxys:3059697 chebi_ontology 15-deoxy-Delta(12,14)-prostaglandin D2 (5Z,9alpha,12Z,14E)-9-hydroxyprosta-5,10,12,14-tetraen-1-oic acid 15-deoxy-delta-12,14-PGD2 15-deoxy-delta-12,14-prostaglandin D2 15d-PGD2 9S-hydroxy-11-oxo-5Z,12E,14E-prostatrienoic acid A prostaglandin D derivative that is prostaglandin D2 lacking the 15-hydroxy group and having C=C double bonds at positions 12(13) and 14(15). C20H30O3 CCCCC\C=C\C=C1\C=C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:63999 InChI=1S/C20H30O3/c1-2-3-4-5-6-9-12-17-15-16-19(21)18(17)13-10-7-8-11-14-20(22)23/h6-7,9-10,12,15-16,18-19,21H,2-5,8,11,13-14H2,1H3,(H,22,23)/b9-6+,10-7-,17-12-/t18-,19+/m1/s1 InChIKey=WPAYHTRLEHKDHP-UBEAGDKLSA-N LIPID MAPS:LMFA03010051 chebi_ontology DHET An icosanoid obtained by formal dihydroxylation across one of the double bonds of arachidonic acid. CHEBI:64005 DiHETrE chebi_ontology dihydroxyeicosatrienoic acid EET An icosanoid obtained by formal epoxidation of one of the double bonds of arachidonic acid. CHEBI:64007 CiteXplore:14636671 CiteXplore:16473964 CiteXplore:21704394 CiteXplore:22100745 CiteXplore:22116511 CiteXplore:22182836 CiteXplore:22182838 CiteXplore:22223859 CiteXplore:22245571 CiteXplore:22280237 CiteXplore:22298653 CiteXplore:22303912 Wikipedia:Epoxyeicosatrienoic_acid chebi_ontology epoxyeicosatrienoic acid epoxyeicosatrienoic acids epoxyicosatrienoic acid epoxyicosatrienoic acids octadecatetraenedioic acid A C18 alpha,omega-dicarboxylic acid having four double bonds at unspecified positions in the chain. CHEBI:64013 chebi_ontology octadecatetraenedioic acids 2,4-diaminobutyric acid 2,4-diaminobutanoic acid A diamino acid that is butyric acid in which a hydrogen at position 2 and a hydrogen at position 4 are replaced by amino groups. C4H10N2O2 CHEBI:64307 ChemIDplus:305-62-4 Dbu InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8) InChIKey=OGNSCSPNOLGXSM-UHFFFAOYSA-N NCCC(N)C(O)=O Reaxys:1721676 alpha,gamma-diaminobutanoic acid alpha,gamma-diaminobutyric acid chebi_ontology aralkylamino compound An organic amino compound in which an aminoalkyl group is linked to an arene. CHEBI:64365 aralkylamino compounds chebi_ontology C21-steroid hormone A steroid compound with a structure based on a 21-carbon (pregnane) skeleton that acts as a hormone. C21-steroid hormones CHEBI:64600 chebi_ontology diphosphoinositol polyphosphate An inositol phosphate that is inositol substituted by one or more diphosphate groups and with multiple monophosphate groups attached. CHEBI:64604 PP-InsPn chebi_ontology diphospho-myo-inositol polyphosphate inositol pyrophosphate inositol pyrophosphate polyphosphate phosphagen Any of a group of guanidine or amidine phosphates that function as storage depots for high-energy phosphate in muscle with the purpose of regenerating ATP from ADP during muscular contraction. CHEBI:64618 Wikipedia:Phosphagen chebi_ontology one-carbon compound An organic molecular entity containing a single carbon atom (C1). CHEBI:64708 chebi_ontology one-carbon compounds lipoxin A nonclassic icosanoid and signalling molecule that has four conjugated double bonds and is derived from arachidonic acid. CHEBI:6497 CiteXplore:11478982 CiteXplore:12239238 CiteXplore:16125378 LIPID MAPS:LMFA0304 LX chebi_ontology lipoxins 3-hydroxyhexacosanoyl-CoA 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(3-hydroxyhexacosanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3-hydroxyhexacosanoyl-coenzyme A A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyhexacosanoic acid. C47H86N7O18P3S CCCCCCCCCCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:64972 InChI=1S/C47H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-36,40-42,46,55,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/t35?,36-,40-,41-,42+,46-/m1/s1 InChIKey=GBMJOTOUUWGTIA-HSPCTEKSSA-N chebi_ontology 2,3-trans-enoyl CoA An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 2,3-trans-enoic acid. C24H37N7O17P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)\C=C\[*] CHEBI:65104 chebi_ontology polysaccharide derivative A carbohydrate derivative that is any derivative of a polysaccharide. CHEBI:65212 chebi_ontology polysaccharide derivatives triciribine 5-methyl-1-(beta-D-ribofuranosyl)-1,5-dihydro-1,4,5,6,8-pentaazaacenaphthylen-3-amine A nucleoside analogue in which the nucleobase portion is a 1,4,5,6,8-pentaazaacenaphthylene ring system substituted with an amino group at position 3, and a methyl group at position 5 and is bound to the beta-D-ribofuranosyl moiety by an N(1)-glycosidic linkage. C13H16N6O4 CHEBI:65310 ChemIDplus:35943-35-2 CiteXplore:22075556 CiteXplore:22728437 CiteXplore:22773664 Cn1nc(N)c2cn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c3ncnc1c23 InChI=1S/C13H16N6O4/c1-18-11-7-5(10(14)17-18)2-19(12(7)16-4-15-11)13-9(22)8(21)6(3-20)23-13/h2,4,6,8-9,13,20-22H,3H2,1H3,(H2,14,17)/t6-,8-,9-,13-/m1/s1 InChIKey=HOGVTUZUJGHKPL-HTVVRFAVSA-N NIST Chemistry WebBook:35943-35-2 Reaxys:1171593 TCN chebi_ontology alvespimycin (4E,6Z,8S,9S,10E,12R,13S,14S,16R)-19-{[2-(dimethylamino)ethyl]amino}-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin 17-DMAG A 19-membered macrocyle comprising geldanamycin with its 17-methoxy substituent replaced by a 2-(N,N-dimethyl)ethylamino group. C32H48N4O8 CHEBI:65324 CO[C@H]1C[C@H](C)CC2=C(NCCN(C)C)C(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@@H](C)[C@@H]1O)C2=O ChemIDplus:467214-20-6 CiteXplore:21278242 CiteXplore:21718076 DrugBank:DB03080 InChI=1S/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9-,19-10+,21-16+/t18-,20-,25+,26+,28+,30+/m1/s1 InChIKey=KUFRQPKVAWMTJO-UEMAMXQXSA-N PDBeChem:KOS Wikipedia:17-Dimethylaminoethylamino-17-demethoxygeldanamycin chebi_ontology pictrelisib 2-(1H-indazol-4-yl)-6-{[4-(methylsulfonyl)piperazin-1-yl]methyl}-4-(morpholin-4-yl)thieno[3,2-d]pyrimidine A sulfonamide composed of indazole, morpholine, and methylsulfonyl-substituted piperazine rings bound to a thienopyrimidine ring. C23H27N7O3S2 CHEBI:65326 CS(=O)(=O)N1CCN(CC1)Cc1cc2nc(nc(N3CCOCC3)c2s1)-c1cccc2[nH]ncc12 ChemIDplus:957054-30-7 CiteXplore:20361045 CiteXplore:22556157 GDC0941 InChI=1S/C23H27N7O3S2/c1-35(31,32)30-7-5-28(6-8-30)15-16-13-20-21(34-16)23(29-9-11-33-12-10-29)26-22(25-20)17-3-2-4-19-18(17)14-24-27-19/h2-4,13-14H,5-12,15H2,1H3,(H,24,27) InChIKey=LHNIIDJUOCFXAP-UHFFFAOYSA-N KEGG DRUG:D10189 PDBeChem:GD9 Reaxys:15630067 chebi_ontology LY294002 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one 2-(morpholin-4-yl)-8-phenyl-4H-chromen-4-one A chromone substituted with a phenyl group at position 8 and a morpholine group at position 2. C19H17NO3 CHEBI:65329 ChemIDplus:154447-36-6 DrugBank:DB02656 InChI=1S/C19H17NO3/c21-17-13-18(20-9-11-22-12-10-20)23-19-15(7-4-8-16(17)19)14-5-2-1-3-6-14/h1-8,13H,9-12H2 InChIKey=CZQHHVNHHHRRDU-UHFFFAOYSA-N KEGG COMPOUND:C15195 LY 294002 O=c1cc(oc2c(cccc12)-c1ccccc1)N1CCOCC1 PDBeChem:LY2 Reaxys:8156139 chebi_ontology PX-866 (1E,4S,4aR,5R,6aS,9aR)-1-{[di(prop-2-en-1-yl)amino]methylidene}-11-hydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,7,10-trioxo-1,2,4,4a,5,6,6a,7,8,9,9a,10-dodecahydroindeno[4,5-h]isochromen-5-yl acetate An organic heterotetracyclic compound that is obtained from wortmanin via aminolysis of its furan ring by diallyl amine. C29H35NO8 CHEBI:65345 InChI=1S/C29H35NO8/c1-7-11-30(12-8-2)14-17-23-26(34)25(33)22-18-9-10-20(32)28(18,4)13-19(37-16(3)31)24(22)29(23,5)21(15-36-6)38-27(17)35/h7-8,14,18-19,21,34H,1-2,9-13,15H2,3-6H3/b17-14+/t18-,19+,21+,28-,29-/m0/s1 InChIKey=QIUASFSNWYMDFS-NILGECQDSA-N Reaxys:12534000 [H][C@@]12CCC(=O)[C@@]1(C)C[C@@H](OC(C)=O)C1=C2C(=O)C(O)=C2\C(=C/N(CC=C)CC=C)C(=O)O[C@H](COC)[C@]12C chebi_ontology malic acid 2-Hydroxybutanedioic acid 2-Hydroxyethane-1,2-dicarboxylic acid 2-Hydroxysuccinic acid 2-hydroxybutanedioic acid A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group. Aepfelsaeure Beilstein:1723539 C4H6O5 CHEBI:6650 ChemIDplus:6915-15-7 CiteXplore:15767321 CiteXplore:17190852 CiteXplore:17439666 CiteXplore:17896933 CiteXplore:19743855 CiteXplore:22411507 DL-Malic acid E296 Gmelin:3325 H2mal HMDB:HMDB00744 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9) InChIKey=BJEPYKJPYRNKOW-UHFFFAOYSA-N KEGG COMPOUND:C00711 KEGG DRUG:D04843 Malic acid MetaCyc:RS-Malate NIST Chemistry WebBook:6915-15-7 OC(CC(O)=O)C(O)=O Reaxys:1723539 Wikipedia:Malic_acid alpha-hydroxysuccinic acid apple acid chebi_ontology hydroxybutanedioic acid hydroxysuccinic acid C4-dicarboxylic acid Any dicarboxylic acid that contains four carbon atoms. C4-dicarboxylic acids CHEBI:66873 chebi_ontology endocannabinoid A class of cannabinoids present in mammalian biological fluids and tissues that activate cannabinoid receptors. CHEBI:67197 Patent:US2012165388 chebi_ontology endocannabinoids azole Any monocyclic heteroarene consisting of a mancude five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen. CHEBI:68452 Wikipedia:Azole azoles chebi_ontology pyrimidine deoxyribonucleoside A deoxyribonucleoside containing a pyrimidine base. CHEBI:68472 MetaCyc:Pyrimidine-Deoxyribonucleosides chebi_ontology pyrimidine deoxyribonucleosides lysophosphatidylserine An acylglycerophosphoserine resulting from partial hydrolysis of a phosphatidylserine, which removes one of the fatty acid groups. The structure is depicted in the image where R(1) = acyl, R(2) = H or where R(1) = H, R(2) = acyl. C6H12NO8PR2 CHEBI:68510 N[C@@H](COP(O)(=O)OC[C@@H](CO[*])O[*])C(O)=O chebi_ontology monoacylglycerophosphoserine 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate 2-(acetylamino)-2-deoxy-D-glucopyranose 1-(dihydrogen phosphate) 2-acetamido-2-deoxy-1-O-phosphono-D-glucopyranose 2-acetamido-2-deoxy-D-glucopyranose 1-(dihydrogen phosphate) A N-acetyl-D-glucosamine 1-phosphate that has formula C8H16NO9P. Beilstein:8433854 C8H16NO9P CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O CHEBI:7125 ChemIDplus:6866-69-9 InChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 InChIKey=FZLJPEPAYPUMMR-RTRLPJTCSA-N KEGG COMPOUND:C04256 N-Acetyl-D-glucosamine 1-phosphate N-acetylglucosamine-1-phosphate chebi_ontology N'-acetylisoniazid (N)1-Acetylisoniazid 1-Acetyl-2-isonicotinoylhydrazine A carbohydrazide resulting from the formal condensation of the carboxy group of isonicotinic acid with hydrazine and subsequent acetylation of the monosubstituted nitrogen atom. Acetyl isoniazid Acetylisoniazid C8H9N3O2 CC(=O)NNC(=O)c1ccncc1 CHEBI:7207 ChemIDplus:1078-38-2 CiteXplore:12503812 InChI=1S/C8H9N3O2/c1-6(12)10-11-8(13)7-2-4-9-5-3-7/h2-5H,1H3,(H,10,12)(H,11,13) InChIKey=CVBGNAKQQUWBQV-UHFFFAOYSA-N KEGG COMPOUND:1078-38-2 KEGG COMPOUND:C07585 N'-acetylpyridine-4-carbohydrazide N-Acetylisoniazid N-Acetylisonicotinylhydrazide N-acetyl-N'-isonicotinoylhydrazine Reaxys:154108 chebi_ontology omeprazole 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole A sulfoxide having 3-methoxybenzimidazol-3-yl and 4-methoxy-3,5-dimethylpyridin-2-ylmethyl groups attached to the sulfur. Antra Audazol Beilstein:3628192 Belmazol C17H19N3O3S CHEBI:7772 COc1ccc2[nH]c(nc2c1)S(=O)Cc1ncc(C)c(OC)c1C Ceprandal ChemIDplus:73590-58-6 CiteXplore:11060758 CiteXplore:11208500 CiteXplore:11210716 CiteXplore:11304936 CiteXplore:11321383 CiteXplore:11395292 CiteXplore:11404722 CiteXplore:11459434 CiteXplore:11568514 CiteXplore:11700946 CiteXplore:11774962 CiteXplore:11807212 CiteXplore:11851112 CiteXplore:11903739 CiteXplore:11962536 CiteXplore:12072663 CiteXplore:12135028 CiteXplore:12235248 CiteXplore:12495367 CiteXplore:12683615 CiteXplore:13680386 CiteXplore:14616415 CiteXplore:14708212 CiteXplore:14725575 CiteXplore:15004262 CiteXplore:15125696 CiteXplore:15586641 CiteXplore:15598025 CiteXplore:15684503 CiteXplore:15707461 CiteXplore:15774534 CiteXplore:16080278 CiteXplore:16129922 CiteXplore:16259581 CiteXplore:16276979 CiteXplore:16380990 CiteXplore:16386527 CiteXplore:16397810 CiteXplore:16440530 CiteXplore:16998872 CiteXplore:17049542 CiteXplore:17384694 CiteXplore:17532167 CiteXplore:18294333 CiteXplore:18366242 CiteXplore:18416943 CiteXplore:18448060 CiteXplore:18498918 CiteXplore:18520598 CiteXplore:18571645 CiteXplore:18616070 CiteXplore:18793272 CiteXplore:18818790 CiteXplore:19150046 CiteXplore:19166730 CiteXplore:19176055 CiteXplore:19236757 CiteXplore:19327607 CiteXplore:19383986 CiteXplore:19434360 CiteXplore:19470853 CiteXplore:19517893 CiteXplore:19746659 CiteXplore:19796313 CiteXplore:19801857 CiteXplore:19937171 Danlox Desec DrugBank:DB00338 Elgam Emeproton Gasec Gastrimut InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20) InChIKey=SUBDBMMJDZJVOS-UHFFFAOYSA-N Indurgan Inhibitron KEGG COMPOUND:C07324 KEGG DRUG:D00455 Losec OMEP OMP OMZ Olit Omapren Omebeta Patent:EP5129 Patent:US4255431 Patent:US5693818 Prazidec Procelac Reaxys:3628192 Sanamidol Ulceral Ulcesep Ultop Wikipedia:Omeprazole chebi_ontology omeprazol omeprazole omeprazolum pantothenic acid 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid Beilstein:1727062 C9H17NO5 CC(C)(CO)C(O)C(=O)NCCC(O)=O CHEBI:7916 ChemIDplus:599-54-2 DrugBank:DB01783 InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13) InChIKey=GHOKWGTUZJEAQD-UHFFFAOYSA-N KEGG COMPOUND:C00864 KEGG DRUG:D07413 N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alanine Pantothenic acid Reaxys:1727062 The amide formed from pantoic acid and beta-alanine. Wikipedia:Pantothenic_acid chebi_ontology porphyrin 21H,23H-Porphin 21H,23H-porphine A tetrapyrrole fundamental parent that has formula C20H14N4. Beilstein:1222991 Beilstein:36080 Beilstein:622855 C20H14N4 CHEBI:8337 ChemIDplus:101-60-0 CiteXplore:22735334 Gmelin:205920 HMDB:HMDB00839 InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21,24H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12- InChIKey=RKCAIXNGYQCCAL-CEVVSZFKSA-N KEGG COMPOUND:101-60-0 KEGG COMPOUND:C05113 NIST Chemistry WebBook:101-60-0 Porphyrin Reaxys:1160988 Wikipedia:Porphyrin c1cc2cc3ccc(cc4ccc(cc5ccc(cc1n2)[nH]5)n4)[nH]3 chebi_ontology porphine porphyrin procainamide 4-Aminobenzamide substituted on the amide N by a 2-(diethylamino)ethyl group. It is a pharmaceutical antiarrhythmic agent used for the medical treatment of cardiac arrhythmias. 4-amino-N-[2-(diethylamino)ethyl]benzamide Beilstein:2214285 Biocoryl C13H21N3O CCN(CC)CCNC(=O)c1ccc(N)cc1 CHEBI:8428 ChemIDplus:51-06-9 CiteXplore:2494958 DrugBank:DB01035 InChI=1S/C13H21N3O/c1-3-16(4-2)10-9-15-13(17)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3,(H,15,17) InChIKey=REQCZEXYDRLIBE-UHFFFAOYSA-N KEGG COMPOUND:C07401 Procainamide Wikipedia:Procainamide chebi_ontology p-Amino-N-(2-diethylaminoethyl)benzamide p-Aminobenzoic diethylaminoethylamide procainamida procainamide procainamidum salicyluric acid (2-hydroxybenzamido)acetic acid An N-acylglycine in which the acyl group is specified as 2-hydroxybenzoyl. C9H9NO4 CHEBI:9008 ChemIDplus:487-54-7 CiteXplore:1686904 CiteXplore:2079643 CiteXplore:22770225 CiteXplore:2605706 CiteXplore:2630630 CiteXplore:3216284 CiteXplore:3385604 CiteXplore:3805574 CiteXplore:6101164 CiteXplore:7074905 CiteXplore:947617 HMDB:HMDB00840 InChI=1S/C9H9NO4/c11-7-4-2-1-3-6(7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13) InChIKey=ONJSZLXSECQROL-UHFFFAOYSA-N KEGG COMPOUND:487-54-7 KEGG COMPOUND:C07588 N-(2-Hydroxybenzoyl)-glycine N-(2-hydroxybenzoyl)glycine N-Salicyloylglycine OC(=O)CNC(=O)c1ccccc1O Reaxys:2213833 Salicyloylglycine Salicylurate Salicyluric acid Wikipedia:Salicyluric_acid chebi_ontology o-Hydroxyhippuric acid single-stranded DNA C10H19O14P3R2(C5H8O5PR)n CHEBI:9160 KEGG COMPOUND:C00271 Single-stranded DNA chebi_ontology skatole 3-Methylindole 3-methyl-1H-indole 3-methyl-4,5-benzopyrrole A methylindole that has formula C9H9N. Beilstein:111296 C9H9N CHEBI:9171 Cc1c[nH]c2ccccc12 ChemIDplus:83-34-1 Gmelin:396961 InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3 InChIKey=ZFRKQXVRDFCRJG-UHFFFAOYSA-N KEGG COMPOUND:83-34-1 KEGG COMPOUND:C08313 NIST Chemistry WebBook:83-34-1 Skatol Skatole beta-methylindole chebi_ontology magnesium distearate 2C18H35O2.Mg A magnesium salt that has formula C36H70MgO4. Beilstein:3919702 C36H70MgO4 CHEBI:9254 ChemIDplus:557-04-0 Gmelin:777020 InChI=1S/2C18H36O2.Mg/c2*1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h2*2-17H2,1H3,(H,19,20);/q;;+2/p-2 InChIKey=HQKMJHAJHXVSDF-UHFFFAOYSA-L KEGG COMPOUND:557-04-0 KEGG COMPOUND:C13966 Magnesium stearate [Mg++].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O chebi_ontology magnesium dioctadecanoate magnesium distearate magnesium octadecanoate taurochenodeoxycholate 2-[(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]ethanesulfonate Beilstein:3919127 C26H44NO6S CHEBI:57802 CHEBI:9407 InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/p-1/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-/m1/s1 InChIKey=BHTRKEVKTKCXOH-BJLOMENOSA-M KEGG COMPOUND:C05465 Taurochenodeoxycholate The conjugate base of taurochenodeoxycholic acid arising from deprotonation of the sulfonate OH group; major species at pH 7.3. [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCCS([O-])(=O)=O chebi_ontology taurochenodeoxycholate taurochenodeoxycholate anion taurochenodeoxycholate(1-) thiamine(1+) diphosphate 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(diphosphooxy)ethyl]-4-methyl-1,3-thiazol-3-ium Beilstein:3577792 C12H19N4O7P2S CHEBI:9532 Cationic form of thiamine diphosphate. Cc1ncc(C[n+]2csc(CCOP(O)(=O)OP(O)(O)=O)c2C)c(N)n1 InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p+1 InChIKey=AYEKOFBPNLCAJY-UHFFFAOYSA-O KEGG COMPOUND:154-87-0 KEGG COMPOUND:C00068 TPP ThPP Thiamin diphosphate Thiamin pyrophosphate Thiamine diphosphate chebi_ontology thiamine(1+) triphosphate 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(triphosphooxy)ethyl]-4-methyl-1,3-thiazol-3-ium A thiamine phosphate having an O-triphosphate moiety. Beilstein:3808304 C12H20N4O10P3S CHEBI:9534 Cc1ncc(C[n+]2csc(CCOP(O)(=O)OP(O)(=O)OP(O)(O)=O)c2C)c(N)n1 InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)/p+1 InChIKey=IWLROWZYZPNOFC-UHFFFAOYSA-O KEGG COMPOUND:3475-65-8 KEGG COMPOUND:C03028 Thiamin triphosphate Thiamine triphosphate chebi_ontology