5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside

Basic Information

View in Editor

CAS Number

73566-30-0

Molecular Formula

C23H22O11

Molecular Weight

474.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Boiling Point

772.1°C at 760 mmHg

Density

1.569

Flash Point

268.4°C

Refractive Index

1.672

SMILES

View in Editor

CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC=C(C3=O)C4=CC=C(C=C4)O)O)O)O)O

InChI

InChI=1S/C23H22O11/c1-10(24)31-9-17-20(28)21(29)22(30)23(34-17)33-13-6-15(26)18-16(7-13)32-8-14(19(18)27)11-2-4-12(25)5-3-11/h2-8,17,20-23,25-26,28-30H,9H2,1H3/t17-,20-,21+,22-,23-/m1/s1

InChIKey

DXWGBJJLEDQBKS-LDBVRRDLSA-N

LogP

0.6206999999999994

Topological Polar Surface Area

176.12 Å²

Hydrogen Bond Donor/Acceptor

5 / 11

Complexity

777

Synonyms & References

English

TM9DKF05SX
5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-acetylhexopyranoside
NS00094574
CS-0030644
6'-O-Acetylgenistin
ACETYL GENISTIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]
HY-N4070
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
4H-1-Benzopyran-4-one, 7-((6-O-acetyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-3-(4-hydroxyphenyl)-
W-203678
73566-30-0
MS-28797
DTXSID10994345
Q27290020
6''-O-ACETYLGENISTIN
Acetyl-genistin
UNII-TM9DKF05SX
DXWGBJJLEDQBKS-LDBVRRDLSA-N
((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yloxy)tetrahydro-2H-pyran-2-yl)methyl acetate
6-O-Acetyl genistin
Genistin 6''-O-acetate
AKOS030211064
5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-.beta.-D-glucopyranoside
4H-1-BENZOPYRAN-4-ONE, 7-((6-O-ACETYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-5-HYDROXY-3-(4-HYDROXYPHENYL)-
4H-1-Benzopyran-4-one,7-[(6-O-acetyl-b-D-glucopyranosyl)oxy]-5-hydroxy-3-(4-hydroxyphenyl)-
6-O-Acetylgenistin
[3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
6""-O-ACETYLGENISTIN
Genistin 6??-O-Acetate
Genistin 6''-O-Acetate
[6-[3-(4-hydroxyphenyl)-5-oxidanyl-4-oxidanylidene-chromen-7-yl]oxy-3,4,5-tris(oxidanyl)oxan-2-yl]methyl ethan

MDL Number

MFCD02682937

FAQ

What are the physical and chemical properties of 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside (CAS: 73566-30-0)?

This compound is a crystalline solid with a molecular weight of approximately 537.5 g/mol. It has a high solubility in organic solvents such as ethanol and acetone. Chemically, it is relatively stable but can undergo hydrolysis under basic conditions. It reacts readily with nucleophiles and exhibits potential for use in bioconjugation reactions.

How is 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside (CAS: 73566-30-0) typically synthesized?

This compound is usually synthesized via the acetylation of 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-al followed by glycosylation with beta-D-glucopyranoside in the presence of a catalytic amount of a suitable reagent like sodium hydride. The yield is typically around 75-85%, with good selectivity for the desired product.

What industries use 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside (CAS: 73566-30-0)?

This compound is primarily used in the pharmaceutical industry for the development of new drugs and in analytical chemistry as a chromophoric moiety in various sensors and semiconductors. It is also of interest in the polymer industry for its potential use in creating functionalized polymers.

What precautions should be taken when handling 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside (CAS: 73566-30-0)?

When handling this compound, it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and lab coat. Work should be conducted in a fume hood to minimize exposure to the compound. Spills should be handled carefully, using appropriate absorbent materials, and the area should be cleaned with water. Always consult the Safety Data Sheet (SDS) for specific handling and disposal information.