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Formononetin

SIGMA/47752 - ≥99.0% (TLC)

Synonym: 7-Hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 7-Hydroxy-3-(4-methoxyphenyl)chromone; 7-Hydroxy-4′-methoxyisoflavone; Biochanin B; Daidzein 4′-methyl ether; Formonetin; Formononetol

CAS Number: 485-72-3
Empirical Formula (Hill Notation): C16H12O4
Molecular Weight: 268.26
EC Number: 207-623-9
MDL Number: MFCD00016948
Linear Formula: C16H12O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-47752-5MG-F 5 mg
$133.00
1/EA
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45-47752-25MG-F 25 mg
$489.00
1/EA
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application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥99.0% (TLC)
form solid
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
InChI key HKQYGTCOTHHOMP-UHFFFAOYSA-N
mp 257-261 °C
Quality Level 100 
SMILES string COc1ccc(cc1)C2=COc3cc(O)ccc3C2=O
Application: Formononetin has been used:
• as a reference standard to study export of multiple metabolites from Crocus sativus stigma extracts using liquid chromatography-photodiode array-high resolution mass spectrometry (LC-PDA-HRMS)
• as phytoestrogen-mimetic isoflavones to test its antioxidant effects in a biomimetic environment using chemiluminescence method
• as an authentic standard to test the isoflavones content level in both wild type and transgenic Medicago truncatula plant using high-performance liquid chromatography (HPLC)
• to test its effects as a potential Aryl hydrocarbon receptor (AhR)-agonist on the restoration of skin barrier proteins for Atopic dermatitis (AD) treatment using different keratinocyte cell lines and human skin equivalent (HSE) model

Biochem/physiol Actions: Formononetin elicits antioxidant, anti-inflammatory, anti-hyperlipidemic, and cardioprotective effects. It displays antidiabetic properties known to be effective against diabetic nephropathy in type 2 diabetes mellitus. Formononetin is a well-known anti-cancer and chemotherapeutic agent that is used in cancer therapy. It also displays antimicrobial, neuroprotective, and anti-hypertensive properties.
Biochem/physiol Actions: Isoflavone found in red clover. Effective against Giardia lamblia infection, at least partially by inducing detachment of trophozoites from intestinal mucosa.
General description: Formononetin is an O-methylated isoflavone, a phytoestrogen. It can be found in many legumes, different species of clovers primarily in Trifolium pratense L. (red clovers), and one of the main flavonoids found in Astragalus membranaceus (Huangqi).
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥99.0% (TLC)
mp 257-261 °C
UNSPSC 12352200

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