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CHEBI:79152 - oscr#30

ChEBI IDCHEBI:79152
ChEBI Nameoscr#30
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 17-hydroxyheptadecanoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified20 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC23H44O6
Net Charge0
Average Mass416.599
Monoisotopic Mass416.31379
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C23H44O6/c1-19-20(24)18-21(25)23(29-19)28-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-22(26)27/h19-21,23-25H,2-18H2,1H3,(H,26,27)/t19-,20+,21+,23+/m0/s1
InChIKeyCESZWWHNRSDDNY-ZZLPTCMGSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in acox-1(ok2257), maoc-1(hj13), daf-22(ok693), 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#30 (CHEBI:79152) has functional parent 17-hydroxymargaric acid (CHEBI:79177)
oscr#30 (CHEBI:79152) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#30 (CHEBI:79152) is a monocarboxylic acid (CHEBI:25384)
oscr#30 (CHEBI:79152) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#30 (CHEBI:79152) is conjugate acid of oscr#30(1−) (CHEBI:140026)
Incoming Relation(s)
bhos#30 (CHEBI:79265) has functional parent oscr#30 (CHEBI:79152)
oscr#30-CoA (CHEBI:140027) has functional parent oscr#30 (CHEBI:79152)
oscr#30(1−) (CHEBI:140026) is conjugate base of oscr#30 (CHEBI:79152)
IUPAC Name 
17-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptadecanoic acid
Synonym  Source
17-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acidSMID
Manual XrefsDatabases
oscr%2330SMID
Registry NumbersSources
Reaxys:22233466Reaxys
CAS:1355684-09-1SMID
Citations