CHEBI:131407 - (24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide

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ChEBI Name (24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide
ChEBI ID CHEBI:131407
ChEBI ASCII Name (24R)-24-[(alpha-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide
Definition A hydroxy fatty amide ascaroside obtained by obtained by formal condensation of the 24-hydroxy group of (24R)-24-hydroxy-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide 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 C34H65NO7
Net Charge 0
Average Mass 599.884
Monoisotopic Mass 599.47610
InChI InChI=1S/C34H65NO7/c1-27(41-34-32(39)26-31(38)29(3)42-34)22-20-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-21-23-30(37)28(2)33(40)35-24-25-36/h27-29,31-32,34,36,38-39H,4-26H2,1-3H3,(H,35,40)/t27-,28?,29+,31-,32-,34-/m1/s1
InChIKey FHBFJTFDDVJYOL-DRYIZXPVSA-N
SMILES [C@@H]1([C@@H](C[C@H]([C@@H](O1)C)O)O)O[C@@H](CCCCCCCCCCCCCCCCCCCCC(C(C(=O)NCCO)C)=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 (24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide (CHEBI:131407) has role Caenorhabditis elegans metabolite (CHEBI:78804)
(24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide (CHEBI:131407) is a N-acylethanolamine (CHEBI:52640)
(24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide (CHEBI:131407) is a hydroxy fatty amide ascaroside (CHEBI:131400)
(24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide (CHEBI:131407) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
(24R)-24-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide
Synonym Source
(24R)-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-methyl-3-oxopentacosanoic acid ethanolamide ChEBI
Registry Number Type Source
23412667 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
23163760 PubMed citation Europe PMC
Last Modified
02 March 2016