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CHEBI:79139 - oscr#17

ChEBI IDCHEBI:79139
ChEBI Nameoscr#17
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-11-hydroxyundec-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified1 March 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC17H30O6
Net Charge0
Average Mass330.421
Monoisotopic Mass330.20424
SMILESC[C@@H]1O[C@@H](OCCCCCCCC/C=C/C(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C17H30O6/c1-13-14(18)12-15(19)17(23-13)22-11-9-7-5-3-2-4-6-8-10-16(20)21/h8,10,13-15,17-19H,2-7,9,11-12H2,1H3,(H,20,21)/b10-8+/t13-,14+,15+,17+/m0/s1
InChIKeyFDWVWTCEWSMDGI-DSKDDBFVSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8) 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)
oscr#17 (CHEBI:79139) has functional parent (2E)-11-hydroxyundec-2-enoic acid (CHEBI:79123)
oscr#17 (CHEBI:79139) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#17 (CHEBI:79139) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#17 (CHEBI:79139) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#17 (CHEBI:79139) is conjugate acid of oscr#17(1−) (CHEBI:139984)
Incoming Relation(s)
icos#17 (CHEBI:79120) has functional parent oscr#17 (CHEBI:79139)
oscr#17-CoA (CHEBI:139985) has functional parent oscr#17 (CHEBI:79139)
oscr#17(1−) (CHEBI:139984) is conjugate base of oscr#17 (CHEBI:79139)
IUPAC Name 
(2E)-11-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]undec-2-enoic acid
Synonym  Source
11-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-undecenoic acidSMID
Manual XrefsDatabases
oscr%2317SMID
Registry NumbersSources
Reaxys:22233408Reaxys
CAS:1355682-05-1SMID
Citations