Formononetin Chemical Properties

Melting point:

256-260 °C

Boiling point:

331.43°C (rough estimate)

Density 

1.1529 (rough estimate)

vapor pressure 

0Pa at 25℃

refractive index 

1.4350 (estimate)

storage temp. 

2-8°C

solubility 

Soluble in DMSO (up to 100 mg/ml).

form 

Powder

pka

6.99±0.20(Predicted)

color 

White to light beige

λmax

300nm(EtOH)(lit.)

Merck 

14,4244

BRN 

237979

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.

InChIKey

HKQYGTCOTHHOMP-UHFFFAOYSA-N

LogP

1.7 at 25℃

CAS DataBase Reference

485-72-3(CAS DataBase Reference)

EPA Substance Registry System

4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-methoxyphenyl)- (485-72-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-36

WGK Germany 

3

RTECS 

DJ3100114

HS Code 

29329990

MSDS

• Language:English Provider:7-Hydroxy-3-(4-methoxyphenyl)chromone
• Language:English Provider:ACROS

Formononetin Usage And Synthesis

Description

Formononetin (485-72-3) is a naturally occurring isoflavone isolated from Astragalus and other plants. Increases adipocyte thermogenesis by modulating PPARγ activity.1?Activates AMP-activated protein kinase/β-catenin signaling to inhibit adipogenesis.2?Accelerates wound repair by increasing expression of Egr-1 transcription factor.3?Potential cancer chemopreventive and chemotherapeutic.4?Provides neuroprotection against traumatic brain injury by inhibition of neuroinflammation in a rat model.5

Chemical Properties

off-white powder

Uses

An isoflavone found in a variety of plants. When metabolized in the rumen this compound transforms into a potent estrogen.

Uses

Formononetin is an isoflavone found as one of the main plant estrogens in animal feed. When metabolized in the rumen this compound transforms into a potent estrogen.

Uses

Formononetin is an isoflavonoid phytoestrogenic compound found in soy-based foods and is the precursor of daidzein . It acts as an agonist of the aryl hydrocarbon receptor with an EC50 value of 0.13 μM. Formononetin has been reported to possess antitumor and antiviral activity.

Definition

ChEBI: Formononetin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4'. It has a role as a phytoestrogen and a plant metabolite. It is a member of 7-hydroxyisoflavones and a member of 4'-methoxyisoflavones. It is functionally related to a daidzein. It is a conjugate acid of a formononetin(1-).

General Description

Formononetin belongs to the isoflavones class of polyphenols.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Isoflavone found in red clover. Effective against Giardia lamblia infection, at least partially by inducing detachment of trophozoites from intestinal mucosa.

References

[1] TAO NIE. The natural compound, formononetin, extracted from Astragalus membranaceus increases adipocyte thermogenesis by modulating PPARγ activity[J]. British Journal of Pharmacology, 2018, 175 9: 1439-1450. DOI:10.1111/bph.14139
[2] JYOTI GAUTAM. Formononetin, an isoflavone, activates AMP-activated protein kinase/β-catenin signalling to inhibit adipogenesis and rescues C57BL/6 mice from high-fat diet-induced obesity and bone loss.[J]. British Journal of Nutrition, 2017, 117 5: 645-661. DOI:10.1017/s0007114517000149
[3] JEONG-EUN HUH . Formononetin accelerates wound repair by the regulation of early growth response factor-1 transcription factor through the phosphorylation of the ERK and p38 MAPK pathways[J]. International immunopharmacology, 2011, 11 1: Pages 46-54. DOI:10.1016/j.intimp.2010.10.003
[4] SAMANTHA KAH LING ONG. Focus on Formononetin: Anticancer Potential and Molecular Targets.[J]. Cancers, 2019. DOI:10.3390/cancers11050611
[5] ZHENGZHAO LI . Neuroprotective effect of formononetin against TBI in rats via suppressing inflammatory reaction in cortical neurons[J]. Biomedicine & Pharmacotherapy, 2018, 106: Pages 349-354. DOI:10.1016/j.biopha.2018.06.041

Formononetin(485-72-3)Related Product Information

• METHYL THIOPHENE-2-CARBOXYLATE
• Methylparaben
• 4-Methoxyphenylacetone
• Bensulfuron methyl
• (Trifluoromethoxy)benzene
• DIPHENYLCYCLOPROPENONE
• CHROMONE
• 4'-Hydroxyacetophenone
• Methyl acrylate
• 2'-Hydroxyacetophenone
• CHLOROPHOSPHONAZO III
• Breviscapinun
• Kresoxim-methyl
• Thiophanate-methyl
• Methyl
• 4',7-Dimethoxyisoflavone
• 4',6,7-Trimethoxyisoflavone
• 5,7-Dihydrox -4'-methoxyisoflavone