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CHEBI:79256 - bhos#10

ChEBI IDCHEBI:79256
ChEBI Namebhos#10
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#10 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
FormulaC15H28O7
Net Charge0
Average Mass320.382
Monoisotopic Mass320.18350
SMILESC[C@@H]1O[C@@H](OCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C15H28O7/c1-10-12(17)9-13(18)15(22-10)21-7-5-3-2-4-6-11(16)8-14(19)20/h10-13,15-18H,2-9H2,1H3,(H,19,20)/t10-,11+,12+,13+,15+/m0/s1
InChIKeyDGLIIKDKPYKHDK-KMCWBVRRSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8) 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#10 (CHEBI:79256) has functional parent (3R)-3,9-dihydroxynonanoic acid (CHEBI:79257)
bhos#10 (CHEBI:79256) has functional parent oscr#10 (CHEBI:79134)
bhos#10 (CHEBI:79256) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#10 (CHEBI:79256) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#10 (CHEBI:79256) is a monocarboxylic acid (CHEBI:25384)
bhos#10 (CHEBI:79256) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#10 (CHEBI:79256) is conjugate acid of bhos#10(1-) (CHEBI:139774)
Incoming Relation(s)
ibho#10 (CHEBI:79370) has functional parent bhos#10 (CHEBI:79256)
bhos#10(1-) (CHEBI:139774) is conjugate base of bhos#10 (CHEBI:79256)
IUPAC Name 
(3R)-9-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxynonanoic acid
Synonym  Source
3R-hydroxy-9-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acidSMID
Manual XrefsDatabases
bhos%2310%0DSMID
Registry NumbersSources
Reaxys:22233402Reaxys
CAS:1355682-72-2SMID
Citations