CHEBI:79270 - bhos#40

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ChEBI Name bhos#40
ChEBI ID CHEBI:79270
Definition An ω-hydroxy fatty acid ascaroside that derived from reaction of the ω-hydroxy group of (3R)-3,22-dihydroxybehenic acid [(3R)-3,22-dihydroxydocosanoic acid] with α-ascarylopyranose. It is a metabolite of the nematode Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C28H54O7
Net Charge 0
Average Mass 502.72420
Monoisotopic Mass 502.38695
InChI InChI=1S/C28H54O7/c1-23-25(30)22-26(31)28(35-23)34-20-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-24(29)21-27(32)33/h23-26,28-31H,2-22H2,1H3,(H,32,33)/t23-,24+,25+,26+,28+/m0/s1
InChIKey JFATZVZKPLWHAI-HWRPZNHGSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCC[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#40 (CHEBI:79270) has functional parent (3R)-3,22-dihydroxybehenic acid (CHEBI:79298)
bhos#40 (CHEBI:79270) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#40 (CHEBI:79270) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#40 (CHEBI:79270) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#40 (CHEBI:79270) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3R)-22-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydocosanoic acid
Synonym Source
3R-hydroxy-22-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-docosanoic acid SMID
Manual Xref Database
bhos%2340 SMID
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Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014