Formononetin CAS 485-72-3

Introduction:Basic information about Formononetin CAS 485-72-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors;The group of Astralosides;Iso-Flavones
Mol File:485-72-3.mol

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).
pka6.99±0.20(Predicted)
form Powder
color White to light beige
λmax300nm(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 Applicationfood and beverages
Cosmetics Ingredients FunctionsSKIN PROTECTING
ANTIOXIDANT
SKIN CONDITIONING - MISCELLANEOUS
InChI1S/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
InChIKeyHKQYGTCOTHHOMP-UHFFFAOYSA-N
SMILESCOc1ccc(cc1)C2=COc3cc(O)ccc3C2=O
LogP1.7 at 25℃
CAS DataBase Reference485-72-3(CAS DataBase Reference)
EPA Substance Registry System4H-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 Class11 - Combustible Solids

Formononetin Usage And Synthesis

DescriptionFormononetin (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 Propertiesoff-white powder
UsesAn isoflavone found in a variety of plants. When metabolized in the rumen this compound transforms into a potent estrogen.
UsesFormononetin 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.
UsesFormononetin 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.
DefinitionChEBI: 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 DescriptionFormononetin belongs to the isoflavones class of polyphenols.
Flammability and ExplosibilityNot classified
Biochem/physiol ActionsIsoflavone 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 Preparation Products And Raw materials

Raw materials3-(4-methoxyphenyl)-7-phenylmethoxychromen-4-one-->1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone-->2-Bromo-4'-methoxyacetophenone
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