Identification | More | [Name]
Formononetin | [CAS]
485-72-3 | [Synonyms]
7-HYDROXY-3-(4'-METHOXYPHENYL)-4H-BENZOPYRAN-4-ONE 7-HYDROXY-3-(4-METHOXYPHENYL)CHROMEN-4-ONE 7-HYDROXY-3-(4-METHOXYPHENYL)CHROMONE 7-HYDROXY-4'-METHOXYISOFLAVANONE 7-HYDROXY-4'-METHOXYISOFLAVONE 7-HYDROXY-4'-METHOXYUSIFLAVONE AKOS BBS-00006073 BIOCHANIN B DADEIN 4'-METHYL ETHER FORMONONETIN FORMONONETOL NEOCHANIN 7-hydroxy-3-(4-methoxyphenyl)-4-benzopyrone Formononetin by synthesis FORMONONETIN 99% BiocaninB Formononetine FORMONETIN FORMONONETIN hplc 7-Hydroxy-3-(4-methoxyphenyl)chromone, 7-Hydroxy-3-(4-methoxyphenyl)chromone | [EINECS(EC#)]
207-623-9 | [Molecular Formula]
C15H10O4 | [MDL Number]
MFCD00016948 | [Molecular Weight]
254.24 | [MOL File]
485-72-3.mol |
Chemical Properties | Back Directory | [Appearance]
off-white powder | [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.) | [Detection Methods]
HPLC,NMR | [Merck ]
13,4268 | [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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [RTECS ]
DJ3100114 | [HS Code ]
29329990 |
Hazard Information | Back Directory | [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. | [Uses]
phytoestrogen | [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]
Notclassified | [Biochem/physiol Actions]
Isoflavone found in red clover. Effective against Giardia lamblia infection, at least partially by inducing detachment of trophozoites from intestinal mucosa. | [storage]
Store at -20°C | [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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