CHEBI:79137 - oscr#15

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ChEBI Name oscr#15
ChEBI ID CHEBI:79137
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-10-hydroxydec-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 C16H28O6
Net Charge 0
Average Mass 316.38990
Monoisotopic Mass 316.18859
InChI InChI=1S/C16H28O6/c1-12-13(17)11-14(18)16(22-12)21-10-8-6-4-2-3-5-7-9-15(19)20/h7,9,12-14,16-18H,2-6,8,10-11H2,1H3,(H,19,20)/b9-7+/t12-,13+,14+,16+/m0/s1
InChIKey LNUSDHULQVPZFO-RYJVCDSQSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCC\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) 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#15 (CHEBI:79137) has functional parent (E)-10-hydroxydec-2-enoic acid (CHEBI:78668)
oscr#15 (CHEBI:79137) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#15 (CHEBI:79137) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#15 (CHEBI:79137) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#15 (CHEBI:79137) is conjugate acid of oscr#15(1−) (CHEBI:139978)
Incoming icos#15 (CHEBI:79118) has functional parent oscr#15 (CHEBI:79137)
oscr#15-CoA (CHEBI:139979) has functional parent oscr#15 (CHEBI:79137)
oscr#15(1−) (CHEBI:139978) is conjugate base of oscr#15 (CHEBI:79137)
IUPAC Name
(2E)-10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]dec-2-enoic acid
Synonym Source
10-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-decenoic acid SMID
Manual Xref Database
oscr%2315 SMID
View more database links
Registry Numbers Types Sources
1355682-03-9 CAS Registry Number SMID
22233400 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
02 March 2018