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CHEBI:79197 - glas#1

ChEBI IDCHEBI:79197
ChEBI Nameglas#1
Stars
DefinitionAn ascarosyloxycarboxylic acid β-D-glucopyranosyl ester resulting from the formal esterification of the carboxy group of ascr#1 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
FormulaC19H34O11
Net Charge0
Average Mass438.470
Monoisotopic Mass438.21011
SMILESC[C@H](CCCCC(=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/C19H34O11/c1-9(27-18-12(22)7-11(21)10(2)28-18)5-3-4-6-14(23)30-19-17(26)16(25)15(24)13(8-20)29-19/h9-13,15-22,24-26H,3-8H2,1-2H3/t9-,10+,11-,12-,13-,15-,16+,17-,18-,19+/m1/s1
InChIKeyMVQVASRYTUDSCI-POLQEPQQSA-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#1 (CHEBI:79197) has functional parent ascr#1 (CHEBI:78786)
glas#1 (CHEBI:79197) has role Caenorhabditis elegans metabolite (CHEBI:78804)
glas#1 (CHEBI:79197) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
glas#1 (CHEBI:79197) is a ascarosyloxycarboxylic acid β-D-glucopyranosyl ester (CHEBI:79198)
IUPAC Name 
1-O-{(6R)-6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptanoyl}-β-D-glucopyranose
Synonyms  Source
β-D-glucos-1''-yl-6R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptanoateSMID
ascr#1 β-D-glucopyranosyl esterChEBI
(6R)-6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptanoic acid β-D-glucopyranosyl esterChEBI
β-D-glucopyranosyl (6R)-6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptanoateChEBI
β-D-glucopyranos-1-yl (6R)-6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptanoateChEBI
ascr#1 β-D-glucopyranos-1-yl esterChEBI
Manual XrefsDatabases
glas%231SMID
Registry NumbersSources
Reaxys:22233476Reaxys
Citations