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HomeProduct name listFormononetin

Formononetin

Synonym(s):Formonetin;Formononetol;7-Hydroxy-3-(4?-methoxyphenyl)-4H-benzopyran-4-one;7-Hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one;7-Hydroxy-3-(4-methoxyphenyl)chromone

  • CAS NO.:485-72-3
  • Empirical Formula: C16H12O4
  • Molecular Weight: 268.26
  • MDL number: MFCD00016948
  • EINECS: 207-623-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 15:18:15
Formononetin Structural

What is Formononetin?

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

The Uses of Formononetin

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.

The Uses of Formononetin

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

The Uses of Formononetin

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.

What are the applications of Application

Formononetin is A phytoestrogenic isoflavone found in soy

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) Nie?et al.?(2018),?The natural compound, formononetin, extracted from Astragalus membranaceus increases adipocyte thermogenesis by modulating PPARγ activity; Br. J. Pharmacol.,?175?1439 2) Gautam?et al.?(2017),?Formononetin, an isoflavone, activates AMO-activated protein kinase/?β-catenin signaling to inhibit adipogenesis and rescues C57BL/6 mice from high-fat diet-induced obesity and bone loss; Br. J. Nutrit.,?117?645 3) Huh?et al. (2011),?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; Int. Immunopharmacol.,?11?46 4) Ong?et al.?(2019),?Focus on Formononetin: Anticancer Potential and Molecular Targets; Cancers (Basel),?11?E611 5) Li?et al.?(2018),?Neuroprotective effect of formononetin against TBI in rats via suppressing inflammatory reaction in cortical neurons; Biomed. Pharmacother.,?106?349

Properties of Formononetin

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.
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 for Formononetin

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Formononetin

InChIKey HKQYGTCOTHHOMP-UHFFFAOYSA-N

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