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CHEBI:79138 - oscr#16

ChEBI IDCHEBI:79138
ChEBI Nameoscr#16
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 10-hydroxydecanoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified2 March 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC16H30O6
Net Charge0
Average Mass318.410
Monoisotopic Mass318.20424
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C16H30O6/c1-12-13(17)11-14(18)16(22-12)21-10-8-6-4-2-3-5-7-9-15(19)20/h12-14,16-18H,2-11H2,1H3,(H,19,20)/t12-,13+,14+,16+/m0/s1
InChIKeyKRXDKQWKJIZPMU-DSJMHWKBSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8), 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#16 (CHEBI:79138) has functional parent 10-hydroxycapric acid (CHEBI:17409)
oscr#16 (CHEBI:79138) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#16 (CHEBI:79138) is a monocarboxylic acid (CHEBI:25384)
oscr#16 (CHEBI:79138) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#16 (CHEBI:79138) is conjugate acid of oscr#16(1−) (CHEBI:139981)
Incoming Relation(s)
bhos#16 (CHEBI:79258) has functional parent oscr#16 (CHEBI:79138)
oscr#16-CoA (CHEBI:139982) has functional parent oscr#16 (CHEBI:79138)
oscr#16(1−) (CHEBI:139981) is conjugate base of oscr#16 (CHEBI:79138)
IUPAC Name 
10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]decanoic acid
Synonym  Source
10-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acidSMID
Manual XrefsDatabases
oscr%2316SMID
Registry NumbersSources
Reaxys:22233404Reaxys
CAS:1355682-05-1SMID
Citations