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

ChEBI IDCHEBI:131407
ChEBI Name(24R)-24-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide
Stars
ASCII Name(24R)-24-[(alpha-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide
DefinitionA 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.
Last Modified2 March 2016
SubmitterSteve
DownloadsMolfile
FormulaC34H65NO7
Net Charge0
Average Mass599.894
Monoisotopic Mass599.47610
SMILESCC(C(=O)CCCCCCCCCCCCCCCCCCCC[C@@H](C)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O)C(=O)NCCO
InChIInChI=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
InChIKeyFHBFJTFDDVJYOL-DRYIZXPVSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (23163760)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
(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 ethanolamideChEBI
Registry NumbersSources
Reaxys:23412667Reaxys
Citations