CHEBI:79159 - oscr#37

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ChEBI Name oscr#37
ChEBI ID CHEBI:79159
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H50O6
Net Charge 0
Average Mass 470.68230
Monoisotopic Mass 470.36074
InChI InChI=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
InChIKey YMUPCHCSOKFFDA-SFLGVXOSSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in maoc-1(hj13) 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#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 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 acid SMID
Manual Xref Database
oscr%2337 SMID
View more database links
Registry Numbers Types Sources
1355682-45-9 CAS Registry Number SMID
22233508 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
19 February 2018