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CHEBI:79141 - oscr#19

ChEBI IDCHEBI:79141
ChEBI Nameoscr#19
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-12-hydroxydodec-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified1 March 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H32O6
Net Charge0
Average Mass344.448
Monoisotopic Mass344.21989
SMILESC[C@@H]1O[C@@H](OCCCCCCCCC/C=C/C(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C18H32O6/c1-14-15(19)13-16(20)18(24-14)23-12-10-8-6-4-2-3-5-7-9-11-17(21)22/h9,11,14-16,18-20H,2-8,10,12-13H2,1H3,(H,21,22)/b11-9+/t14-,15+,16+,18+/m0/s1
InChIKeyCBFGNQUTSUMTTO-XIWSQWRSSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in maoc-1(hj13) 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#19 (CHEBI:79141) has functional parent (2E)-12-hydroxydodec-2-enoic acid (CHEBI:79164)
oscr#19 (CHEBI:79141) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#19 (CHEBI:79141) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#19 (CHEBI:79141) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#19 (CHEBI:79141) is conjugate acid of oscr#19(1−) (CHEBI:139990)
Incoming Relation(s)
oscr#19-CoA (CHEBI:139991) has functional parent oscr#19 (CHEBI:79141)
oscr#19(1−) (CHEBI:139990) is conjugate base of oscr#19 (CHEBI:79141)
IUPAC Name 
(2E)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]dodec-2-enoic acid
Synonym  Source
12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-dodecenoic acidSMID
Manual XrefsDatabases
oscr%2319SMID
Registry NumbersSources
Reaxys:22233414Reaxys
CAS:1355682-11-9SMID
Citations