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Formononetin

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Formononetin Basic information

Product Name:
Formononetin
Synonyms:
  • Formononetin (50 mg)
  • red clover extract_formononetin
  • Flavosil
  • ForMonentin
  • Myconate
  • NSC 93360
  • ForMononetin (ForMononetol)
  • ForMoononetin
CAS:
485-72-3
MF:
C16H12O4
MW:
268.26
EINECS:
207-623-9
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • natural product
  • Iso-Flavones
  • The group of Astralosides
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Inhibitors
Mol File:
485-72-3.mol
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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).
pka
6.99±0.20(Predicted)
form 
Powder
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)
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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

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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) 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

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