4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside

Basic Information

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CAS Number

81202-36-0

Molecular Formula

C21H22O10

Molecular Weight

434.4 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

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

780.8°C at 760 mmHg

Density

1.597

Flash Point

276.9°C

Refractive Index

1.691

SMILES

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c1cc(ccc1[C@@H]2CC(=O)c3c(cc(cc3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

InChI

InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1

InChIKey

KSDSYIXRWHRPMN-SFTVRKLSSA-N

LogP

-0.017000000000001125

Topological Polar Surface Area

166.14000000000001 Å²

Hydrogen Bond Donor/Acceptor

6 / 10

Complexity

623

Synonyms & References

English

4H-1-Benzopyran-4-one,2-[4-(b-D-glucopyranosyloxy)phenyl]-2,3-dihydro-5,7-dihydroxy-,(2S)-
(2S)-5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one
4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)-
Choerospondin
4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-
Naringenin 4'-O-glucoside
D84914
(S)-5,7-Dihydroxy-2-(4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one

MDL Number

MFCD14155932

FAQ

What are the physical and chemical properties of 4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0)?

4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0) is a crystalline solid with a molecular weight of approximately 522.56 g/mol. It has a solubility of about 10 mg/mL in water and is soluble in ethanol and methanol. This compound exhibits good stability in neutral and slightly acidic conditions but is sensitive to strong acids and bases. It reacts readily with nucleophiles and is prone to hydrolysis under basic conditions.

How is 4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0) typically synthesized?

4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0) is commonly synthesized through a multistep process involving the condensation of 2-hydroxychromone with glucose. The reaction typically requires a basic catalyst such as sodium hydride. The yield is around 70-80%, with high selectivity towards the desired product. This synthesis often takes place in ethanol or methanol under reflux conditions.

What industries use 4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0)?

4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0) is primarily used in the pharmaceutical industry for its potential as a natural product with biological activity. It may also find applications in the food industry as a functional ingredient due to its antioxidant properties. Further, it could be relevant in the development of new materials and sensors.

What precautions should be taken when handling 4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0)?

When handling 4-[(2S)-5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl beta-D-glucopyranoside (CAS: 81202-36-0), wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work in a well-ventilated area or in a fume hood to minimize inhalation exposure. Spills should be carefully cleaned up using absorbent materials, and the area should be thoroughly rinsed with water. Refer to the Safety Data Sheet (SDS) for detailed emergency response procedures and storage recommendations.