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CHEBI:68338 - 3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside

ChEBI IDCHEBI:68338
ChEBI Name3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside
Stars
ASCII Name3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-beta-D-glucopyranoside
DefinitionA monosaccharide derivative that consists of 4-(hydroxymethyl)-2,6-dimethoxyphenol attached to a β-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Isolated from Acacia mearnsii it exhibits cytotoxic activity.
Last Modified2 September 2013
DownloadsMolfile
FormulaC15H22O9
Net Charge0
Average Mass346.332
Monoisotopic Mass346.12638
SMILESCOc1cc(CO)cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C15H22O9/c1-21-8-3-7(5-16)4-9(22-2)14(8)24-15-13(20)12(19)11(18)10(6-17)23-15/h3-4,10-13,15-20H,5-6H2,1-2H3/t10-,11-,12+,13-,15+/m1/s1
InChIKeyRWIINOLFQCPJMH-VVSAWPALSA-N
Species of MetaboliteComponentSourceComments
Acacia mearnsii (ncbitaxon:139012) bark (BTO:0001301) PubMed (21192716) Spray-dried aqueous extract of bark
Acer saccharum (ncbitaxon:4024) bark (BTO:0001301) PubMed (22032697) The air-dried powder of the bark was extracted by maceration with methanol
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) has role antineoplastic agent (CHEBI:35610)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) has role metabolite (CHEBI:25212)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) is a aromatic ether (CHEBI:35618)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) is a benzyl alcohols (CHEBI:22743)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) is a monosaccharide derivative (CHEBI:63367)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) is a primary alcohol (CHEBI:15734)
3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside (CHEBI:68338) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
4-(hydroxymethyl)-2,6-dimethoxyphenyl β-D-glucopyranoside
Registry NumbersSources
Reaxys:1401009Reaxys
Citations