CHEBI:131409 - (26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide

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ChEBI Name (26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide
ChEBI ID CHEBI:131409
ChEBI ASCII Name (26R)-26-[(alpha-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide
Definition A hydroxy fatty amide ascaroside obtained by obtained by formal condensation of the 26-hydroxy group of (26R)-26-hydroxy-N-(2-hydroxyethyl)-3-oxoheptacosanamide 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 C35H67NO7
Net Charge 0
Average Mass 613.910
Monoisotopic Mass 613.49175
InChI InChI=1S/C35H67NO7/c1-29(42-35-33(40)28-32(39)30(2)43-35)23-21-19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-22-24-31(38)27-34(41)36-25-26-37/h29-30,32-33,35,37,39-40H,3-28H2,1-2H3,(H,36,41)/t29-,30+,32-,33-,35-/m1/s1
InChIKey SAJBVZCNRGUWRN-MSYGGCQVSA-N
SMILES [C@@H]1([C@@H](C[C@H]([C@@H](O1)C)O)O)O[C@@H](CCCCCCCCCCCCCCCCCCCCCCC(CC(=O)NCCO)=O)C
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 amide ascaroside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide (CHEBI:131409) has role Caenorhabditis elegans metabolite (CHEBI:78804)
(26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide (CHEBI:131409) is a N-acylethanolamine (CHEBI:52640)
(26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide (CHEBI:131409) is a hydroxy fatty amide ascaroside (CHEBI:131400)
(26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide (CHEBI:131409) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
(26R)-26-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide
Synonym Source
(26R)-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-3-oxoheptacosanoic acid ethanolamide ChEBI
Registry Number Type Source
23412668 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
23163760 PubMed citation Europe PMC
Last Modified
02 March 2016