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CHEBI:79131 - oscr#3

ChEBI IDCHEBI:79131
ChEBI Nameoscr#3
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-9-hydroxynon-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified19 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H26O6
Net Charge0
Average Mass302.367
Monoisotopic Mass302.17294
SMILESC[C@@H]1O[C@@H](OCCCCCC/C=C/C(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C15H26O6/c1-11-12(16)10-13(17)15(21-11)20-9-7-5-3-2-4-6-8-14(18)19/h6,8,11-13,15-17H,2-5,7,9-10H2,1H3,(H,18,19)/b8-6+/t11-,12+,13+,15+/m0/s1
InChIKeyCYRZSEWKKCHVSI-XHDDSBKUSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in maoc-1(hj13) and acox-1(ok2257) 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#3 (CHEBI:79131) has functional parent (2E)-9-hydroxynon-2-enoic acid (CHEBI:79115)
oscr#3 (CHEBI:79131) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#3 (CHEBI:79131) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#3 (CHEBI:79131) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#3 (CHEBI:79131) is conjugate acid of oscr#3(1−) (CHEBI:140025)
Incoming Relation(s)
icos#3 (CHEBI:79114) has functional parent oscr#3 (CHEBI:79131)
oscr#3-CoA (CHEBI:140053) has functional parent oscr#3 (CHEBI:79131)
oscr#3(1−) (CHEBI:140025) is conjugate base of oscr#3 (CHEBI:79131)
IUPAC Name 
(2E)-9-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]non-2-enoic acid
Synonym  Source
9-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonenoic acidSMID
Manual XrefsDatabases
oscr%233SMID
Registry NumbersSources
Reaxys:22233396Reaxys
CAS:1355682-01-7SMID
Citations