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CHEBI:79156 - oscr#34

ChEBI IDCHEBI:79156
ChEBI Nameoscr#34
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 19-hydroxynonadecanoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified20 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC25H48O6
Net Charge0
Average Mass444.653
Monoisotopic Mass444.34509
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C25H48O6/c1-21-22(26)20-23(27)25(31-21)30-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-24(28)29/h21-23,25-27H,2-20H2,1H3,(H,28,29)/t21-,22+,23+,25+/m0/s1
InChIKeyDUCJPMRHUUCBAA-XJTUCQONSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in maoc-1(hj13), daf-22(ok693), acox-1(ok2257) and 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)
oscr#34 (CHEBI:79156) has functional parent 19-hydroxynonadecanoic acid (CHEBI:79179)
oscr#34 (CHEBI:79156) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#34 (CHEBI:79156) is a monocarboxylic acid (CHEBI:25384)
oscr#34 (CHEBI:79156) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#34 (CHEBI:79156) is conjugate acid of oscr#34(1−) (CHEBI:140038)
Incoming Relation(s)
bhos#34 (CHEBI:79267) has functional parent oscr#34 (CHEBI:79156)
oscr#34-CoA (CHEBI:140039) has functional parent oscr#34 (CHEBI:79156)
oscr#34(1−) (CHEBI:140038) is conjugate base of oscr#34 (CHEBI:79156)
IUPAC Name 
19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]nonadecanoic acid
Synonym  Source
19-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonadecanoic acidSMID
Manual XrefsDatabases
oscr%2334SMID
Registry NumbersSources
Reaxys:22233487Reaxys
CAS:1355682-39-1SMID
Citations