CHEBI:79142 - oscr#20

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ChEBI Name oscr#20
ChEBI ID CHEBI:79142
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 12-hydroxydodecanoic 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 C18H34O6
Net Charge 0
Average Mass 346.45900
Monoisotopic Mass 346.23554
InChI InChI=1S/C18H34O6/c1-14-15(19)13-16(20)18(24-14)23-12-10-8-6-4-2-3-5-7-9-11-17(21)22/h14-16,18-20H,2-13H2,1H3,(H,21,22)/t14-,15+,16+,18+/m0/s1
InChIKey HTPFVTWQRWJPNG-BVIKNXMNSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in acox-1(ok2257), maoc-1(hj13), daf-22(ok693), 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#20 (CHEBI:79142) has functional parent 12-hydroxylauric acid (CHEBI:39567)
oscr#20 (CHEBI:79142) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#20 (CHEBI:79142) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#20 (CHEBI:79142) is a monocarboxylic acid (CHEBI:25384)
oscr#20 (CHEBI:79142) is conjugate acid of oscr#20(1−) (CHEBI:139995)
Incoming bhos#20 (CHEBI:79260) has functional parent oscr#20 (CHEBI:79142)
oscr#20-CoA (CHEBI:139996) has functional parent oscr#20 (CHEBI:79142)
oscr#20(1−) (CHEBI:139995) is conjugate base of oscr#20 (CHEBI:79142)
IUPAC Name
12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]dodecanoic acid
Synonyms Sources
12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoic acid SMID
12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]lauric acid ChEBI
Manual Xref Database
oscr%2320 SMID
View more database links
Registry Numbers Types Sources
1355682-13-1 CAS Registry Number SMID
22233416 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
01 March 2018