CHEBI:79154 - oscr#32

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ChEBI Name oscr#32
ChEBI ID CHEBI:79154
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 18-hydroxyoctadecanoic acid (18-hydroxystearic 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 C24H46O6
Net Charge 0
Average Mass 430.61840
Monoisotopic Mass 430.32944
InChI InChI=1S/C24H46O6/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/h20-22,24-26H,2-19H2,1H3,(H,27,28)/t20-,21+,22+,24+/m0/s1
InChIKey IBSHVVRARSKTDE-JVNMPXIPSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in 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#32 (CHEBI:79154) has functional parent 18-hydroxyoctadecanoic acid (CHEBI:79182)
oscr#32 (CHEBI:79154) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#32 (CHEBI:79154) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#32 (CHEBI:79154) is a monocarboxylic acid (CHEBI:25384)
oscr#32 (CHEBI:79154) is conjugate acid of oscr#32(1−) (CHEBI:140032)
Incoming bhos#32 (CHEBI:79266) has functional parent oscr#32 (CHEBI:79154)
oscr#32-CoA (CHEBI:140033) has functional parent oscr#32 (CHEBI:79154)
oscr#32(1−) (CHEBI:140032) is conjugate base of oscr#32 (CHEBI:79154)
IUPAC Name
18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]octadecanoic acid
Synonyms Sources
18-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octadecanoic acid SMID
18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]stearic acid ChEBI
Manual Xref Database
oscr%2332%0D SMID
View more database links
Registry Numbers Types Sources
1355682-35-7 CAS Registry Number SMID
22233478 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
20 February 2018