3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-beta-D-glucopyranoside (CHEBI:68338)

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ChEBI Name	3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-β-D-glucopyranoside

ChEBI ID	CHEBI:68338

ChEBI ASCII Name	3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-beta-D-glucopyranoside

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H22O9

Net Charge

Average Mass

346.32980

Monoisotopic Mass

346.12638

InChI

InChI=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

InChIKey

RWIINOLFQCPJMH-VVSAWPALSA-N

SMILES

COc1cc(CO)cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Metabolite of Species	Details
Acacia mearnsii (NCBI:txid139012)	Found in bark (BTO:0001301). Spray-dried aqueous extract of bark See: PubMed
Acer saccharum (NCBI:txid4024)	Found in bark (BTO:0001301). The air-dried powder of the bark was extracted by maceration with methanol See: PubMed

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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 β-D-glucoside (CHEBI:22798) 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)

IUPAC Name

4-(hydroxymethyl)-2,6-dimethoxyphenyl β-D-glucopyranoside

Registry Number	Type	Source
1401009	Reaxys Registry Number	Reaxys

Last Modified

02 September 2013