CHEBI:15454 - (3S)-3-carboxy-3-hydroxypropanoyl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (3S)-3-carboxy-3-hydroxypropanoyl-CoA
ChEBI ID CHEBI:15454
ChEBI ASCII Name (3S)-3-carboxy-3-hydroxypropanoyl-CoA
Definition A 3-hydroxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the 3-carboxy group of (3S)-3-carboxy-3-hydroxypropanoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:18565, CHEBI:10886, CHEBI:207, CHEBI:14572
Supplier Information
Download Molfile XML SDF
Formula C25H40N7O20P3S
Net Charge 0
Average Mass 883.60756
Monoisotopic Mass 883.12617
InChI InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/t12-,13+,17+,18+,19-,23+/m0/s1
InChIKey HJQWLHMLMCDAEL-ZTGLTYRUSA-N
SMILES 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)C(O)=O
Roles Classification
Chemical Role(s): acyl donor
Any donor that can transfer acyl groups between molecular entities.
(via acyl-CoA )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454) has functional parent (S)-malic acid (CHEBI:30797)
(3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454) has functional parent butyryl-CoA (CHEBI:15517)
(3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454) is a (S)-3-hydroxyacyl-CoA (CHEBI:15455)
(3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454) is conjugate acid of (3S)-3-carboxy-3-hydroxypropanoyl-CoA(5−) (CHEBI:57317)
Incoming (3S)-3-carboxy-3-hydroxypropanoyl-CoA(5−) (CHEBI:57317) is conjugate base of (3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(3S)-3-carboxy-3-hydroxypropanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Synonyms Sources
(3S)-3-Carboxy-3-hydroxypropanoyl-CoA KEGG COMPOUND
(3S)-3-carboxy-3-hydroxypropanoyl-coenzyme A ChEBI
(3S)-3-Carboxy-3-hydroxypropionyl-CoA KEGG COMPOUND
(3S)-3-carboxy-3-hydroxypropionyl-coenzyme A ChEBI
L-Malyl-CoA KEGG COMPOUND
Malyl-CoA KEGG COMPOUND
Manual Xref Database
C04348 KEGG COMPOUND
View more database links
Citations Waiting for Citations Types Sources
11418572 PubMed citation Europe PMC
18083850 PubMed citation Europe PMC
20047909 PubMed citation Europe PMC
6381479 PubMed citation Europe PMC
8354269 PubMed citation Europe PMC
Last Modified
04 August 2014