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CHEBI:79267 - bhos#34

ChEBI IDCHEBI:79267
ChEBI Namebhos#34
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#34 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.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC25H48O7
Net Charge0
Average Mass460.652
Monoisotopic Mass460.34000
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C25H48O7/c1-20-22(27)19-23(28)25(32-20)31-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-21(26)18-24(29)30/h20-23,25-28H,2-19H2,1H3,(H,29,30)/t20-,21+,22+,23+,25+/m0/s1
InChIKeyHRSIKXSIYLWWRZ-BKXWLNCVSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8), daf-22(ok693), and maoc-1(hj13) mutant worms.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
bhos#34 (CHEBI:79267) has functional parent (3R)-3,19-dihydroxynonadecanoic acid (CHEBI:79291)
bhos#34 (CHEBI:79267) has functional parent oscr#34 (CHEBI:79156)
bhos#34 (CHEBI:79267) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#34 (CHEBI:79267) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#34 (CHEBI:79267) is a monocarboxylic acid (CHEBI:25384)
bhos#34 (CHEBI:79267) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#34 (CHEBI:79267) is conjugate acid of bhos#34(1-) (CHEBI:139814)
Incoming Relation(s)
bhos#34(1-) (CHEBI:139814) is conjugate base of bhos#34 (CHEBI:79267)
IUPAC Name 
(3R)-19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxynonadecanoic acid
Synonym  Source
3R-hydroxy-19-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonadecanoic acidSMID
Manual XrefsDatabases
bhos%2334SMID
Registry NumbersSources
Reaxys:22233512Reaxys
CAS:1355682-87-9SMID
Citations