CHEBI:79153 - oscr#31

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ChEBI Name oscr#31
ChEBI ID CHEBI:79153
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-18-hydroxyoctadec-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
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Formula C24H44O6
Net Charge 0
Average Mass 428.60260
Monoisotopic Mass 428.31379
InChI InChI=1S/C24H44O6/c1-20-21(25)19-22(26)24(30-20)29-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-23(27)28/h15,17,20-22,24-26H,2-14,16,18-19H2,1H3,(H,27,28)/b17-15+/t20-,21+,22+,24+/m0/s1
InChIKey VXOVWFJOWNESCS-PGYXGQNHSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC\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#31 (CHEBI:79153) has functional parent (2E)-18-hydroxyoctadec-2-enoic acid (CHEBI:79178)
oscr#31 (CHEBI:79153) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#31 (CHEBI:79153) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#31 (CHEBI:79153) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#31 (CHEBI:79153) is conjugate acid of oscr#31(1−) (CHEBI:140029)
Incoming oscr#31-CoA (CHEBI:140030) has functional parent oscr#31 (CHEBI:79153)
oscr#31(1−) (CHEBI:140029) is conjugate base of oscr#31 (CHEBI:79153)
IUPAC Name
(2E)-18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]octadec-2-enoic acid
Synonym Source
18-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-octadecenoic acid SMID
Manual Xref Database
oscr%2331 SMID
View more database links
Registry Numbers Types Sources
1355682-33-5 CAS Registry Number SMID
22233467 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
20 February 2018