EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:79159 - oscr#37

ChEBI IDCHEBI:79159
ChEBI Nameoscr#37
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-21-hydroxyhenicos-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified19 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H50O6
Net Charge0
Average Mass470.691
Monoisotopic Mass470.36074
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC/C=C/C(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C27H50O6/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/h18,20,23-25,27-29H,2-17,19,21-22H2,1H3,(H,30,31)/b20-18+/t23-,24+,25+,27+/m0/s1
InChIKeyYMUPCHCSOKFFDA-SFLGVXOSSA-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#37 (CHEBI:79159) has functional parent (2E)-21-hydroxyhenicos-2-enoic acid (CHEBI:79194)
oscr#37 (CHEBI:79159) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#37 (CHEBI:79159) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#37 (CHEBI:79159) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#37 (CHEBI:79159) is conjugate acid of oscr#37(1−) (CHEBI:140047)
Incoming Relation(s)
oscr#37-CoA (CHEBI:140048) has functional parent oscr#37 (CHEBI:79159)
oscr#37(1−) (CHEBI:140047) is conjugate base of oscr#37 (CHEBI:79159)
IUPAC Name 
(2E)-21-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]henicos-2-enoic acid
Synonym  Source
21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-henicosenoic acidSMID
Manual XrefsDatabases
oscr%2337SMID
Registry NumbersSources
Reaxys:22233508Reaxys
CAS:1355682-45-9SMID
Citations