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CHEBI:79154 - oscr#32

ChEBI IDCHEBI:79154
ChEBI Nameoscr#32
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 18-hydroxyoctadecanoic acid (18-hydroxystearic acid) with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified20 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC24H46O6
Net Charge0
Average Mass430.626
Monoisotopic Mass430.32944
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C24H46O6/c1-20-21(25)19-22(26)24(30-20)29-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-23(27)28/h20-22,24-26H,2-19H2,1H3,(H,27,28)/t20-,21+,22+,24+/m0/s1
InChIKeyIBSHVVRARSKTDE-JVNMPXIPSA-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#32 (CHEBI:79154) has functional parent 18-hydroxyoctadecanoic acid (CHEBI:79182)
oscr#32 (CHEBI:79154) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#32 (CHEBI:79154) is a monocarboxylic acid (CHEBI:25384)
oscr#32 (CHEBI:79154) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#32 (CHEBI:79154) is conjugate acid of oscr#32(1−) (CHEBI:140032)
Incoming Relation(s)
bhos#32 (CHEBI:79266) has functional parent oscr#32 (CHEBI:79154)
oscr#32-CoA (CHEBI:140033) has functional parent oscr#32 (CHEBI:79154)
oscr#32(1−) (CHEBI:140032) is conjugate base of oscr#32 (CHEBI:79154)
IUPAC Name 
18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]octadecanoic acid
Synonyms  Source
18-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octadecanoic acidSMID
18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]stearic acidChEBI
Manual XrefsDatabases
oscr%2332%0DSMID
Registry NumbersSources
Reaxys:22233478Reaxys
CAS:1355682-35-7SMID
Citations