CHEBI:79144 - oscr#22

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ChEBI Name oscr#22
ChEBI ID CHEBI:79144
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 13-hydroxytridecanoic 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 C19H36O6
Net Charge 0
Average Mass 360.48550
Monoisotopic Mass 360.25119
InChI InChI=1S/C19H36O6/c1-15-16(20)14-17(21)19(25-15)24-13-11-9-7-5-3-2-4-6-8-10-12-18(22)23/h15-17,19-21H,2-14H2,1H3,(H,22,23)/t15-,16+,17+,19+/m0/s1
InChIKey BMAOWSPJJLOKGM-DODZYUBVSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) and 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#22 (CHEBI:79144) has functional parent 13-hydroxytridecanoic acid (CHEBI:79166)
oscr#22 (CHEBI:79144) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#22 (CHEBI:79144) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#22 (CHEBI:79144) is a monocarboxylic acid (CHEBI:25384)
oscr#22 (CHEBI:79144) is conjugate acid of oscr#22(1−) (CHEBI:140001)
Incoming bhos#22 (CHEBI:79261) has functional parent oscr#22 (CHEBI:79144)
oscr#22-CoA (CHEBI:140002) has functional parent oscr#22 (CHEBI:79144)
oscr#22(1−) (CHEBI:140001) is conjugate base of oscr#22 (CHEBI:79144)
IUPAC Name
13-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]tridecanoic acid
Synonym Source
13-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tridecanoic acid SMID
Manual Xref Database
oscr%2322%0D SMID
View more database links
Registry Numbers Types Sources
1355682-18-6 CAS Registry Number SMID
22233426 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
23 February 2018