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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

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About This Item

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

100

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

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD9471
BCCD1797
BCBN8776V
BCBL7275V
BCBJ2704V

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Articles

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Tao Sun et al.
Acta pharmacologica Sinica, 32(8), 1009-1018 (2011-08-06)
To investigate the mechanisms underlying the vasorelaxant effect of formononetin, an O-methylated isoflavone, in isolated arteries, and its antihypertensive activity in vivo. Arterial rings of superior mesenteric arteries, renal arteries, cerebral basilar arteries, coronary arteries and abdominal aortas were prepared
Feng Xu et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(6), 913-924 (2006-03-02)
To profile absorption of Astragali Radix decoction and identify its orally absorbable constituents and their metabolites, four complementary in silico, in vitro, and in vivo methods, i.e., a computational chemistry prediction method, a Caco-2 cell monolayer model experiment, an improved
Abdul Malik Tyagi et al.
Menopause (New York, N.Y.), 19(8), 856-863 (2012-07-12)
Formononetin (Formo) prevents ovariectomy (Ovx)-induced bone loss in rats. However, there are no reports on the curative effects of Formo. The objective of this study was to investigate the ability of Formo in restoring trabecular microarchitecture and promoting new bone
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Global Trade Item Number

SKUGTIN
47752-25MG-F04061832404431
47752-5MG-F04061832373089