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CHEBI:79306 - glas#24

ChEBI IDCHEBI:79306
ChEBI Nameglas#24
Stars
DefinitionAn ascarosyloxycarboxylic acid β-D-glucopyranosyl ester resulting from the formal esterification of the carboxy group of ascr#24 with the anomeric hydroxy group of β-D-glucopyranose. It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC26H48O11
Net Charge0
Average Mass536.659
Monoisotopic Mass536.31966
SMILESC[C@H](CCCCCCCCCCCC(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=1S/C26H48O11/c1-16(34-25-19(29)14-18(28)17(2)35-25)12-10-8-6-4-3-5-7-9-11-13-21(30)37-26-24(33)23(32)22(31)20(15-27)36-26/h16-20,22-29,31-33H,3-15H2,1-2H3/t16-,17+,18-,19-,20-,22-,23+,24-,25-,26+/m1/s1
InChIKeyZZMOUVIMWCRXAF-UXOPZYHUSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in acox-1(ok2257) mutant worms.
Roles Classification
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)
glas#24 (CHEBI:79306) has functional parent ascr#24 (CHEBI:78962)
glas#24 (CHEBI:79306) has role Caenorhabditis elegans metabolite (CHEBI:78804)
glas#24 (CHEBI:79306) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
glas#24 (CHEBI:79306) is a ascarosyloxycarboxylic acid β-D-glucopyranosyl ester (CHEBI:79198)
IUPAC Name 
1-O-{(13R)-13-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]tetradecanoyl}-β-D-glucopyranose
Synonym  Source
β-D-glucos-1''-yl-13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoateSMID
Manual XrefsDatabases
glas%2324SMID
Registry NumbersSources
Reaxys:22233533Reaxys
CAS:1355683-63-4SMID
Citations