Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside

Basic Information

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CAS Number

53171-28-1

Molecular Formula

C28H24O16

Molecular Weight

616.48 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

Physical State

Powder

Solubility

Methanol; Ethanol

SMILES

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C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O

InChI

InChI=1S/C28H24O16/c29-11-6-14(32)19-17(7-11)42-25(9-1-2-12(30)13(31)3-9)26(22(19)37)44-28-24(39)23(38)21(36)18(43-28)8-41-27(40)10-4-15(33)20(35)16(34)5-10/h1-7,18,21,23-24,28-36,38-39H,8H2/t18-,21+,23+,24-,28+/m1/s1

InChIKey

FMQQLXJREAGPHS-OJWSHTDTSA-N

LogP

0.44260000000000016

Topological Polar Surface Area

277.27000000000004 Å²

Hydrogen Bond Donor/Acceptor

10 / 16

Complexity

1070

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

quercetin 3-O-(6''-O-galloyl-beta-galactoside)
Quercetine-3beta-D (6'' O-galloyl-galactoside)
Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside
Hyperin 6''-gallate
Quercetin 3-(6-O-galloylgalactoside)
Quercetin 3-O-(6-O-galloyl)-beta-D-galactopyranoside
MEGxp0_000271
Quercetin-3-O-beta-(6''-galloylgalactoside)
Benzoic acid, 3,4,5-trihydroxy-, 6'-ester with 2-(3,4-dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl 6-O-(3,4,5-trihyd
Quercetin 3-O-(6''-galloyl)-β-D-galactopyranoside
Quercetin 3-O-β-galactoside-6-gallate,Quercetin 3-β-galactoside-6''-gallate
56508-10-2
DA-77283
E88756
AKOS030532815
PD164919
[(2R,3R,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
A-D-galactopyranoside
((2R,3R,4S,5R,6S)-6-((2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3,4,5-trihydroxybenzoate
HY-N7024
MS-30744
Quercetin 3-O-(6''-galloyl)-
DTXSID90971957
CS-0101591
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl 6-O-(3,4,5-trihydroxybenzoyl)hexopyranoside
53171-28-1
Quercetin 3-O-(6''-galloyl)-??-D-galactopyranoside
ACon1_001088
[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

FAQ

What are the physical and chemical properties of Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside (CAS: 53171-28-1)?

Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside is a yellow crystalline compound with a molecular weight of approximately 658.45 g/mol. It is slightly soluble in water but insoluble in organic solvents. It exhibits good stability under acidic conditions but can be affected by strong bases. This compound is known for its antioxidant and anti-inflammatory properties.

How is Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside (CAS: 53171-28-1) typically synthesized?

Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside is synthesized via algal glycosylation of quercetin using 6′-galloyl-β-D-glucose as the glycosyl donor. This process is catalyzed by enzymes like galactosyltransferases and results in a yield of around 80%. The reaction is typically conducted under mild conditions to ensure high selectivity.

What industries use Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside (CAS: 53171-28-1)?

Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside is utilized in the pharmaceutical industry for its potential anti-inflammatory and antioxidant effects. It is also used in the food industry as a natural coloring agent and in the cosmetic sector for its skin-protective properties. Additionally, it has applications in the development of sensors and semiconductors due to its optical properties.

What precautions should be taken when handling Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside (CAS: 53171-28-1)?

When handling Quercetin 3-O-(6''-galloyl)-beta-D-galactopyranoside, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Store the compound in a cool, dry place away from direct sunlight. Spills should be cleaned up promptly using appropriate safety protocols. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage information.