7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside

Basic Information

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CAS Number

524-30-1

Molecular Formula

C16H18O10

Molecular Weight

370.31 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Basic Physical Properties

Physical State

Powder

Melting Point

205-208°C

Boiling Point

722.2℃ at 760 mmHg

Flash Point

267.1±26.4 °C

Solubility

Methanol; Ethanol

Refractive Index

1.5376 (estimate)

SMILES

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COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O)O

InChI

InChI=1S/C16H18O10/c1-23-7-4-6-2-3-9(18)25-14(6)15(11(7)20)26-16-13(22)12(21)10(19)8(5-17)24-16/h2-4,8,10,12-13,16-17,19-22H,5H2,1H3/t8-,10-,12+,13-,16+/m1/s1

InChIKey

CRSFLLTWRCYNNX-QBNNUVSCSA-N

LogP

-1.3141000000000003

Topological Polar Surface Area

159.05 Å²

Hydrogen Bond Donor/Acceptor

5 / 10

Complexity

539

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Storage Conditions

2-8℃

Synonyms & References

English

MFCD00010093
7-Hydroxy-6-methoxy-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-chromen-2-one
Fraxin, analytical standard
MEGxp0_000484
EINECS 208-355-5
FRAXETOL 8-GLUCOSIDE
7-hydroxy-6-methoxy-8-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-2H-chromen-2-one
fraxetin-8-O-beta-D-glucoside
InChI=1/C16H18O10/c1-23-7-4-6-2-3-9(18)25-14(6)15(11(7)20)26-16-13(22)12(21)10(19)8(5-17)24-16/h2-4,8,10,12-13,16-17,19-22H,5H2,1H3/t8-,10-,12+,13-,16+/m1/s
8-(beta-D-Glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
Fraxin
2H-1-Benzopyran-2-one, 8-(.beta.-D-glucopyranosyloxy)-7-hydroxy-6-methoxy-
CHEBI:5170
CRSFLLTWRCYNNX-QBNNUVSCSA-N
EX-A8002Y
CCG-268292
524-30-1
SCHEMBL1227439
7-hydroxy-6-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-2-one
Q1452081
8-(beta-d-glucopyranosyloxy)-7-hydroxy-6-methoxycoumarin
Fraxoside
UNII-V7M270Y072
HMS2225L24
s9296
AC-34583
FRAXETIN 8-.BETA.-D-GLUCOPYRANOSIDE
NS00032506
HY-N0579
fraxetin-8-O-beta-D-glucopyranoside
BDBM50428429

MDL Number

MFCD00149582

FAQ

What is 7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1)?

7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1) is a flavonoid glycoside with the molecular formula C15H14O8. It contains a chromone ring substituted with hydroxyl, methoxy, and glucose groups, making it a natural compound found in plants. Known for its antioxidant properties, it is commonly used in pharmaceutical and research contexts. Its chemical structure includes a beta-D-glucopyranoside moiety linked to a chromen-8-yl scaffold, contributing to its bioactivity and solubility characteristics.

What are the main uses of 7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1)?

7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1) is primarily used in pharmaceuticals for its antioxidant and anti-inflammatory properties. It serves as a precursor in drug development and is studied for potential therapeutic applications. In the food industry, it may function as a natural additive or flavoring agent. Additionally, it is utilized in research for analyzing plant-derived compounds and their biological effects, such as radical scavenging and enzyme inhibition.

Is 7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1) safe?

7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1) is generally considered safe when handled properly, but it requires caution. Its toxicity profile is low in typical usage scenarios, though direct contact or ingestion should be avoided. Safety standards recommend using personal protective equipment (PPE) like gloves and goggles during handling. Proper storage is essential to maintain stability and prevent degradation, which could affect safety. Always follow guidelines from regulatory bodies like OSHA for safe use.

How should 7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1) be stored?

7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl beta-D-glucopyranoside (CAS: 524-30-1) should be stored in a cool, dry, and dark place to maintain stability. It is best kept at 2-8°C in airtight containers to prevent moisture absorption. Avoid exposure to light and heat, as these can degrade the compound. Use a desiccant to ensure low humidity, and store in glass or plastic containers with secure lids to preserve its chemical integrity and potency.