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CHEBI:79160 - oscr#38

ChEBI IDCHEBI:79160
ChEBI Nameoscr#38
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 21-hydroxyhenicosanoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified19 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H52O6
Net Charge0
Average Mass472.707
Monoisotopic Mass472.37639
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCCC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C27H52O6/c1-23-24(28)22-25(29)27(33-23)32-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-26(30)31/h23-25,27-29H,2-22H2,1H3,(H,30,31)/t23-,24+,25+,27+/m0/s1
InChIKeyQTWKPFXARCNFRK-AMBDWCSGSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in 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#38 (CHEBI:79160) has functional parent 21-hydroxyhenicosanoic acid (CHEBI:79195)
oscr#38 (CHEBI:79160) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#38 (CHEBI:79160) is a monocarboxylic acid (CHEBI:25384)
oscr#38 (CHEBI:79160) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#38 (CHEBI:79160) is conjugate acid of oscr#38(1−) (CHEBI:140050)
Incoming Relation(s)
bhos#38 (CHEBI:79269) has functional parent oscr#38 (CHEBI:79160)
oscr#38-CoA (CHEBI:140051) has functional parent oscr#38 (CHEBI:79160)
oscr#38(1−) (CHEBI:140050) is conjugate base of oscr#38 (CHEBI:79160)
IUPAC Name 
21-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]henicosanoic acid
Synonyms  Source
21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heneicosanoic acidChEBI
21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosanoic acidSMID
21-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heneicosanoic acidChEBI
Manual XrefsDatabases
oscr%2338SMID
Registry NumbersSources
Reaxys:22233516Reaxys
CAS:1355682-47-1SMID
Citations