CHEBI:79158 - oscr#36

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name oscr#36
ChEBI ID CHEBI:79158
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 20-hydroxyicosanoic acid (20-hydroxyarachidic acid) with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H50O6
Net Charge 0
Average Mass 458.67160
Monoisotopic Mass 458.36074
InChI InChI=1S/C26H50O6/c1-22-23(27)21-24(28)26(32-22)31-20-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-25(29)30/h22-24,26-28H,2-21H2,1H3,(H,29,30)/t22-,23+,24+,26+/m0/s1
InChIKey NALXHMIWEUPQCH-POMLREGLSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in maoc-1(hj13), daf-22(ok693), and dhs-28(hj8) mutant worms. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
(via hydroxy fatty acid ascaroside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oscr#36 (CHEBI:79158) has functional parent 20-hydroxyicosanoic acid (CHEBI:79190)
oscr#36 (CHEBI:79158) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#36 (CHEBI:79158) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#36 (CHEBI:79158) is a monocarboxylic acid (CHEBI:25384)
oscr#36 (CHEBI:79158) is conjugate acid of oscr#36(1−) (CHEBI:140044)
Incoming bhos#36 (CHEBI:79268) has functional parent oscr#36 (CHEBI:79158)
oscr#36-CoA (CHEBI:140045) has functional parent oscr#36 (CHEBI:79158)
oscr#36(1−) (CHEBI:140044) is conjugate base of oscr#36 (CHEBI:79158)
IUPAC Name
20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]icosanoic acid
Synonyms Sources
20-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-icosanoic acid SMID
20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]eicosanoic acid ChEBI
Manual Xref Database
oscr%2336 SMID
View more database links
Registry Numbers Types Sources
1355682-43-7 CAS Registry Number SMID
22233507 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
19 February 2018