47752

Formononetin

≥99.0% (TLC)

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₆H₁₂O₄
• CAS Number: 485-72-3
• Molecular Weight: 268.26
• Beilstein/REAXYS Number: 237979
• EC Number: 207-623-9
• MDL number: MFCD00016948
• UNSPSC Code: 12352200
• PubChem Substance ID: 57651100
• NACRES: NA.47

Properties

• assay: ≥99.0% (TLC)
• form: solid
• mp: 257-261 °C
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: COc1ccc(cc1)C2=COc3cc(O)ccc3C2=O
• 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

Description

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).

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.

Isoflavone found in red clover. Effective against Giardia lamblia infection, at least partially by inducing detachment of trophozoites from intestinal mucosa.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves