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CHEBI:79262 - bhos#24

ChEBI IDCHEBI:79262
ChEBI Namebhos#24
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#24 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
FormulaC20H38O7
Net Charge0
Average Mass390.517
Monoisotopic Mass390.26175
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C20H38O7/c1-15-17(22)14-18(23)20(27-15)26-12-10-8-6-4-2-3-5-7-9-11-16(21)13-19(24)25/h15-18,20-23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,18+,20+/m0/s1
InChIKeyOEUPNEHVNNGMKN-VAVNGKDRSA-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#24 (CHEBI:79262) has functional parent (3R)-3,14-dihydroxymyristic acid (CHEBI:79281)
bhos#24 (CHEBI:79262) has functional parent oscr#24 (CHEBI:79146)
bhos#24 (CHEBI:79262) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#24 (CHEBI:79262) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#24 (CHEBI:79262) is a monocarboxylic acid (CHEBI:25384)
bhos#24 (CHEBI:79262) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#24 (CHEBI:79262) is conjugate acid of bhos#24(1-) (CHEBI:139799)
Incoming Relation(s)
ibho#24 (CHEBI:79375) has functional parent bhos#24 (CHEBI:79262)
bhos#24(1-) (CHEBI:139799) is conjugate base of bhos#24 (CHEBI:79262)
IUPAC Name 
(3R)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytetradecanoic acid
Synonyms  Source
3R-hydroxy-14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoic acidSMID
(3R)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxymyristic acidChEBI
3R-hydroxy-14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-myristic acidChEBI
Manual XrefsDatabases
bhos%2324%0DSMID
Registry NumbersSources
Reaxys:22233446Reaxys
CAS:1355682-80-2SMID
Citations