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CHEBI:79263 - bhos#26

ChEBI IDCHEBI:79263
ChEBI Namebhos#26
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#26 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
FormulaC21H40O7
Net Charge0
Average Mass404.544
Monoisotopic Mass404.27740
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C21H40O7/c1-16-18(23)15-19(24)21(28-16)27-13-11-9-7-5-3-2-4-6-8-10-12-17(22)14-20(25)26/h16-19,21-24H,2-15H2,1H3,(H,25,26)/t16-,17+,18+,19+,21+/m0/s1
InChIKeyCQOIGQHIJMHXGX-HMPZBHLVSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8) 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#26 (CHEBI:79263) has functional parent (3R)-3,15-dihydroxypentadecanoic acid (CHEBI:79282)
bhos#26 (CHEBI:79263) has functional parent oscr#26 (CHEBI:79148)
bhos#26 (CHEBI:79263) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#26 (CHEBI:79263) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#26 (CHEBI:79263) is a monocarboxylic acid (CHEBI:25384)
bhos#26 (CHEBI:79263) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#26 (CHEBI:79263) is conjugate acid of bhos#26(1-) (CHEBI:139802)
Incoming Relation(s)
ibho#26 (CHEBI:79376) has functional parent bhos#26 (CHEBI:79263)
bhos#26(1-) (CHEBI:139802) is conjugate base of bhos#26 (CHEBI:79263)
IUPAC Name 
(3R)-15-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxypentadecanoic acid
Synonym  Source
3R-hydroxy-15-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentadecanoic acidSMID
Manual XrefsDatabases
bhos%2326%0DSMID
Registry NumbersSources
Reaxys:22233465Reaxys
CAS:1355681-23-0SMID
Citations