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5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-benzopyrone, also known as Irigenin, is a hydroxyisoflavone with hydroxy groups at positions 5, 7, and 3' and methoxy groups at positions 6, 4', and 5' respectively. It is a naturally occurring compound with potential applications in various fields due to its unique chemical structure and properties.

548-76-5

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548-76-5 Usage

Uses

Used in Pharmaceutical Industry:
Irigenin is used as an α-glucosidase inhibitor for the treatment of diabetes. It helps in regulating blood sugar levels by inhibiting the enzyme α-glucosidase, which is responsible for breaking down complex carbohydrates into simpler sugars that can be absorbed by the body.
Used in Anticancer Applications:
Irigenin is used as a lead compound to overcome Fibronectin EDA-induced metastatic progression in lung carcinoma cells. It has the potential to modulate various oncological signaling pathways, thereby inhibiting tumor growth and progression. Its synergistic effects when combined with conventional chemotherapeutic drugs can enhance chemo-sensitivity and efficacy in resistant cases.
Used in Drug Delivery Systems:
In the field of drug delivery, Irigenin can be employed to improve the delivery, bioavailability, and therapeutic outcomes of various drugs. Its unique chemical structure allows for the development of novel drug delivery systems, such as organic and metallic nanoparticles, which can act as carriers for Irigenin and other therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 548-76-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 8 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 548-76:
(5*5)+(4*4)+(3*8)+(2*7)+(1*6)=85
85 % 10 = 5
So 548-76-5 is a valid CAS Registry Number.
InChI:InChI=1/C18H16O8/c1-23-13-5-8(4-10(19)17(13)24-2)9-7-26-12-6-11(20)18(25-3)16(22)14(12)15(9)21/h4-7,19-20,22H,1-3H3

548-76-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name irigenin

1.2 Other means of identification

Product number -
Other names 5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:548-76-5 SDS

548-76-5Synthetic route

iridyne

iridyne

irigenin
548-76-5

irigenin

Conditions
ConditionsYield
With ethanol; sulfuric acid; water im Rohr;
irigenin
548-76-5

irigenin

ethyl iodide
75-03-6

ethyl iodide

7-ethoxy-5-hydroxy-3-(3-hydroxy-4,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one

7-ethoxy-5-hydroxy-3-(3-hydroxy-4,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one

Conditions
ConditionsYield
With potassium carbonate; acetone
irigenin
548-76-5

irigenin

water
7732-18-5

water

KOH-solution

KOH-solution

A

formic acid
64-18-6

formic acid

B

Iretol
487-71-8

Iretol

C

(3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid
99339-45-4

(3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid

Conditions
ConditionsYield
im geschlossenen Gefaess;
irigenin
548-76-5

irigenin

methyl iodide
74-88-4

methyl iodide

alkaline solution

alkaline solution

irigenin-7.3'-dimethyl ether

irigenin-7.3'-dimethyl ether

irigenin
548-76-5

irigenin

hydrogen iodide
10034-85-2

hydrogen iodide

irigenol

irigenol

Conditions
ConditionsYield
at 130℃;
irigenin
548-76-5

irigenin

2,3-dihydroirigenin
121928-03-8

2,3-dihydroirigenin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃;0.7 mg
irigenin
548-76-5

irigenin

7-ethoxy-5,6-dimethoxy-3-(3,4,5-trimethoxy-phenyl)-chromen-4-one
5851-56-9

7-ethoxy-5,6-dimethoxy-3-(3,4,5-trimethoxy-phenyl)-chromen-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetone; potassium carbonate
2: acetone; potassium carbonate
View Scheme

548-76-5Upstream product

548-76-5Relevant academic research and scientific papers

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