CHEBI:131396 - (2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide

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ChEBI Name (2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide
ChEBI ID CHEBI:131396
ChEBI ASCII Name (2E,24R)-24-[(alpha-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide
Definition A hydroxy fatty amide ascaroside obtained by obtained by formal condensation of the 24-hydroxy group of (2E,24R)-24-hydroxy-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide 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 C34H65NO6
Net Charge 0
Average Mass 583.884
Monoisotopic Mass 583.48119
InChI InChI=1S/C34H65NO6/c1-28(33(39)35-25-26-36)23-21-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-22-24-29(2)40-34-32(38)27-31(37)30(3)41-34/h23,29-32,34,36-38H,4-22,24-27H2,1-3H3,(H,35,39)/b28-23+/t29-,30+,31-,32-,34-/m1/s1
InChIKey XONAGBHTCVDMMT-HGZOCMNVSA-N
SMILES O([C@H]1[C@@H](C[C@H]([C@@H](O1)C)O)O)[C@@H](CCCCCCCCCCCCCCCCCCCC/C=C(/C(=O)NCCO)\C)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 (2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide (CHEBI:131396) has role Caenorhabditis elegans metabolite (CHEBI:78804)
(2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide (CHEBI:131396) is a N-acylethanolamine (CHEBI:52640)
(2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide (CHEBI:131396) is a enamide (CHEBI:51751)
(2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide (CHEBI:131396) is a hydroxy fatty amide ascaroside (CHEBI:131400)
(2E,24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide (CHEBI:131396) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
(2E,24R)-24-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide
Synonym Source
(24R)-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-methyl-2E-pentacosenoic acid ethanolamide ChEBI
Registry Number Type Source
23412669 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
23163760 PubMed citation Europe PMC
Last Modified
07 March 2018