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

ChEBI IDCHEBI:131409
ChEBI Name(26R)-26-[(α-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide
Stars
ASCII Name(26R)-26-[(alpha-L-ascarosyl)oxy]-N-(2-hydroxyethyl)-3-oxoheptacosanamide
DefinitionA 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.
Last Modified2 March 2016
SubmitterSteve
DownloadsMolfile
FormulaC35H67NO7
Net Charge0
Average Mass613.921
Monoisotopic Mass613.49175
SMILESC[C@H](CCCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)NCCO)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=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
InChIKeySAJBVZCNRGUWRN-MSYGGCQVSA-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)
(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 ethanolamideChEBI
Registry NumbersSources
Reaxys:23412668Reaxys
Citations