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CHEBI:79269 - bhos#38

ChEBI IDCHEBI:79269
ChEBI Namebhos#38
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#38 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
FormulaC27H52O7
Net Charge0
Average Mass488.706
Monoisotopic Mass488.37130
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C27H52O7/c1-22-24(29)21-25(30)27(34-22)33-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-23(28)20-26(31)32/h22-25,27-30H,2-21H2,1H3,(H,31,32)/t22-,23+,24+,25+,27+/m0/s1
InChIKeyYWCSAWTVTUALQW-JTCWXIJDSA-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#38 (CHEBI:79269) has functional parent (3R)-3,21-dihydroxyhenicosanoic acid (CHEBI:79294)
bhos#38 (CHEBI:79269) has functional parent oscr#38 (CHEBI:79160)
bhos#38 (CHEBI:79269) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#38 (CHEBI:79269) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#38 (CHEBI:79269) is a monocarboxylic acid (CHEBI:25384)
bhos#38 (CHEBI:79269) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#38 (CHEBI:79269) is conjugate acid of bhos#38(1-) (CHEBI:139820)
Incoming Relation(s)
bhos#38(1-) (CHEBI:139820) is conjugate base of bhos#38 (CHEBI:79269)
IUPAC Name 
(3R)-21-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyhenicosanoic acid
Synonym  Source
3R-hydroxy-21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosanoic acidSMID
Manual XrefsDatabases
bhos%2338SMID
Registry NumbersSources
Reaxys:22233526Reaxys
CAS:1355682-91-5SMID
Citations