CHEBI:79145 - oscr#23

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name oscr#23
ChEBI ID CHEBI:79145
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-14-hydroxytetradec-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB7383339, eMolecules:482145, eMolecules:29536225, eMolecules:29535203, Selleckchem:cholesterol, ZINC000003875383
Download Molfile XML SDF
Formula C20H36O6
Net Charge 0
Average Mass 372.49620
Monoisotopic Mass 372.25119
InChI InChI=1S/C20H36O6/c1-16-17(21)15-18(22)20(26-16)25-14-12-10-8-6-4-2-3-5-7-9-11-13-19(23)24/h11,13,16-18,20-22H,2-10,12,14-15H2,1H3,(H,23,24)/b13-11+/t16-,17+,18+,20+/m0/s1
InChIKey DIYWZICECWKTIT-XKCSVMQCSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in maoc-1(hj13) and dhs-28(hj8) mutant worms. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Caenorhabditis elegans metabolite
A nematode metabolite produced by Caenorhabditis elegans.
semiochemical
A molecular messenger released by an organism that affects the behaviour within or between species.
(via hydroxy fatty acid ascaroside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oscr#23 (CHEBI:79145) has functional parent (2E)-14-hydroxytetradec-2-enoic acid (CHEBI:79167)
oscr#23 (CHEBI:79145) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#23 (CHEBI:79145) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#23 (CHEBI:79145) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#23 (CHEBI:79145) is conjugate acid of oscr#23(1−) (CHEBI:140004)
Incoming oscr#23-CoA (CHEBI:140005) has functional parent oscr#23 (CHEBI:79145)
oscr#23(1−) (CHEBI:140004) is conjugate base of oscr#23 (CHEBI:79145)
IUPAC Name
(2E)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]tetradec-2-enoic acid
Synonym Source
14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-tetradecenoic acid SMID
Manual Xref Database
oscr%2323 SMID
View more database links
Registry Numbers Types Sources
1355682-20-0 CAS Registry Number SMID
22233434 Reaxys Registry Number Reaxys
Citation Type Source
22239548 PubMed citation Europe PMC
Last Modified
23 February 2018