ChemicalBook Product Catalog Natural Products Flavonoids Formononetin

Formononetin

Product NameFormononetin
CAS485-72-3
MFC16H12O4
MW268.26
EINECS207-623-9
MOL File485-72-3.mol

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.
Major Application	food and beverages
Cosmetics Ingredients Functions	SKIN PROTECTING ANTIOXIDANT SKIN CONDITIONING - MISCELLANEOUS
InChI	1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3
InChIKey	HKQYGTCOTHHOMP-UHFFFAOYSA-N
SMILES	COc1ccc(cc1)C2=COc3cc(O)ccc3C2=O
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
Storage Class	11 - Combustible Solids

MSDS

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

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

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

An isoflavone found in a variety of plants. 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

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

Formononetin Supplier

Formononetin manufacturers

Related Product Information