6''-O-Acetylglycitin

HCID 10228095CAS 134859-96-4
Substructure searchFind similar structures

Basic information

Standard SMILES
COc1cc2c(=O)c(-c3ccc(O)cc3)coc2cc1O[C@@H]1O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]1O
InChIKey
DUBPGEJGGVZKDD-PFKOEMKTSA-N
Molecular formula
C24H24O11
Average molar mass
488.4 g/mol
Monoisotopic mass
488.13186159

Overview

Glycitein 7-(6-O-acetyl-beta-D-glucoside) is a glycosyloxyisoflavone that is glycitin carrying an acetyl substituent at position 6 on the glucose moiety. It has a role as a plant metabolite. It is a beta-D-glucoside, a hydroxyisoflavone, a methoxyisoflavone, an acetate ester, an O-acyl carbohydrate, a monosaccharide derivative and a glycosyloxyisoflavone. It is functionally related to a glycitin.

Names & identifiers

Preferred name
6''-O-Acetylglycitin
IUPAC
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
English name
6''-O-ACETYLGLYCITIN
Molecular formula
C24H24O11
Molecular weight
488.44

Names & synonyms

6''-O-ACETYLGLYCITIN134859-96-4AcetylglycitinGlycitin 6''-O-Acetate1PDF3A7UIEGlycitein 7-(6-O-acetyl-beta-D-glucopyranoside)3-(4-Hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside[(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl acetate((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl)oxy)oxan-2-yl)methyl acetate((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl)oxyoxan-2-yl)methyl acetateRefChem:1073522
Show more names
6''-O-ACETYLGLYCITIN USP/EP/BPGlycitein 7-(6-O-acetylglucoside)Glycitin 6′′-O-Acetate, CAS 134859-96-44'-Hydroxy-6-methoxy-7-[(6-O-acetyl-β-D-glucopyranosyl)oxy]isoflavone3-(4-Hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-β-D-glucopyranoside7-(6-O-Acetyl-β-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
Acetyl glycitin (constituent of soy isoflavones)6-O-AcetylglycitinGlycitein 6''-O-AcetylglucosideUNII-1PDF3A7UIEAcetyl glycitin (constituent of soy isoflavones) [DSC]CHEBI:1333483-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-beta-D-glucopyranosideQ27252719

Database identifiers

CAS
134859-96-4
PubChem CID
10228095
DTXSID
DTXSID70928782
ChEBI
CHEBI:133348
UNII
1PDF3A7UIE
Nikkaji
J394.241D

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
161 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
11
Rotatable bonds
7
Heavy atoms
35

Experimental & physicochemical properties

Melting Point155 - 157 °C
Physical DescriptionSolid

Physicochemical properties

Boiling point
741.6 · 741.6±60.0 °C(Predicted)
Density
1.49 · 1.490±0.06 g/cm3(Predicted)
pka
9.62 · 9.62±0.30(Predicted)
form
Solid
color
White to off-white
LogP
0.953 · 0.953 (est)

Safety & regulation

Hazard information

Regulatory Information · 1 item

4H-1-Benzopyran-4-one, 7-(6-O-acetyl-.beta.-D-glucopyranosyl)oxy-3-(4-hydroxyphenyl)-6-methoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Applications

UsesA metabolite of isoflavone derivatives. A derivative of Glycitein (G635410). Inhibitor.

Suppliers50 total

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
上海纯优生物科技有限公司18302135232 18302135232 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Glycitein 7-(6-O-acetyl-beta-D-glucoside) is a glycosyloxyisoflavone that is glycitin carrying an acetyl substituent at position 6 on the glucose moiety. It has a role as a plant metabolite. It is an acetate ester, a glycosyloxyisoflavone, a hydroxyisoflavone, a methoxyisoflavone, a monosaccharide derivative, a beta-D-glucoside and an O-acyl carbohydrate. It is functionally related to a glycitin.

Related reactions

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Linked notes

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