5-Hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside

Basic Information

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CAS Number

491-74-7

Molecular Formula

C24H26O13

Molecular Weight

522.46 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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

208 ºC

Boiling Point

833.5℃ at 760 mmHg

SMILES

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O=C1C(C2=CC(OC)=C(OC)C(O)=C2)=COC3=C1C(O)=C(OC)C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C3

InChI

InChI=1S/C24H26O13/c1-32-13-5-9(4-11(26)22(13)33-2)10-8-35-12-6-14(23(34-3)19(29)16(12)17(10)27)36-24-21(31)20(30)18(28)15(7-25)37-24/h4-6,8,15,18,20-21,24-26,28-31H,7H2,1-3H3/t15-,18-,20+,21-,24-/m1/s1

InChIKey

LNQCUTNLHUQZLR-OZJWLQQPSA-N

LogP

0.07569999999999988

Topological Polar Surface Area

197.73999999999998 Å²

Hydrogen Bond Donor/Acceptor

6 / 13

Complexity

823

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

iridin
Buddleoside
Lridin
5-hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Irigenin 7-glucoside
Irigenin 7-beta-D-glucopyranoside
Spectrum_000619
SpecPlus_000143
Spectrum3_000192
Spectrum2_000198
6NTS007OHQ
C24H26O13
Spectrum5_000279
Spectrum4_001510
SPECTRUM200793
KBioSS_001099
KBioGR_002179
BSPBio_001743
DivK1c_006239
SPBio_000155
KBio2_006235
KBio3_001243
KBio2_001099
KBio1_001183
KBio2_003667
5-hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymeth
Iridin
Irigenin 7-O-β-D-glucopyranoside,Irigenin 7-glucoside,Irigenin 7-β-D-glucopyranoside

MDL Number

MFCD28166495

FAQ

What are the physical and chemical properties of 5-Hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside (CAS: 491-74-7)?

The compound is a crystalline solid with a molecular weight of approximately 543.56 g/mol. It has a low solubility in water but is soluble in polar organic solvents such as methanol and ethanol. Chemically, it is relatively stable but can react with strong bases. It exhibits good reactivity towards nucleophilic substitution and condensation reactions.

How is 5-Hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside (CAS: 491-74-7) typically synthesized?

This compound can be synthesized through a multistep process involving coupling reactions, glycosylation, and derivatization. Commonly, a chromone derivative is first prepared, which is then glycosylated using a sugar donor in the presence of a suitable catalyst to form the desired glucopyranoside. The reaction yields around 70-80% of the target compound.

What industries use 5-Hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside (CAS: 491-74-7)?

This compound is primarily used in the pharmaceutical industry for the development of new drug candidates due to its unique chemical structure. It also has potential applications in the field of natural product synthesis and as a precursor in the production of bioactive compounds.

What precautions should be taken when handling 5-Hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside (CAS: 491-74-7)?

When handling this compound, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a laboratory coat. Work in a well-ventilated fume hood to avoid inhalation of any vapors. Store the compound in a cool, dry place away from direct sunlight and ensure it is properly labeled. Always refer to the safety data sheet (SDS) for additional handling and disposal information.