CHEBI:79269 - bhos#38

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ChEBI Name bhos#38
ChEBI ID CHEBI:79269
Definition An ω-hydroxy fatty acid ascaroside that is oscr#38 in which the pro-R hydrogen β to the carboxy group is replaced by a hydroxy group. 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 C27H52O7
Net Charge 0
Average Mass 488.69760
Monoisotopic Mass 488.37130
InChI InChI=1S/C27H52O7/c1-22-24(29)21-25(30)27(34-22)33-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-23(28)20-26(31)32/h22-25,27-30H,2-21H2,1H3,(H,31,32)/t22-,23+,24+,25+,27+/m0/s1
InChIKey YWCSAWTVTUALQW-JTCWXIJDSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in dhs-28(hj8), daf-22(ok693), and 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 bhos#38 (CHEBI:79269) has functional parent (3R)-3,21-dihydroxyhenicosanoic acid (CHEBI:79294)
bhos#38 (CHEBI:79269) has functional parent oscr#38 (CHEBI:79160)
bhos#38 (CHEBI:79269) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#38 (CHEBI:79269) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#38 (CHEBI:79269) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#38 (CHEBI:79269) is a monocarboxylic acid (CHEBI:25384)
bhos#38 (CHEBI:79269) is conjugate acid of bhos#38(1-) (CHEBI:139820)
Incoming bhos#38(1-) (CHEBI:139820) is conjugate base of bhos#38 (CHEBI:79269)
IUPAC Name
(3R)-21-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyhenicosanoic acid
Synonym Source
3R-hydroxy-21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosanoic acid SMID
Manual Xref Database
bhos%2338 SMID
View more database links
Registry Numbers Types Sources
1355682-91-5 CAS Registry Number SMID
22233526 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014