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5,7-Dihydrox -4'-methoxyisoflavone

5,7-Dihydrox -4'-methoxyisoflavone structure

CAS No.: 491-80-5

Chemical Name:: 5,7-Dihydrox -4'-methoxyisoflavone

Synonyms: BIOCHANIN A;BIOCHANIN;BIOCHANIN A (AHP);OlMelin;Pratensol;Bilchanin A;Biochani,Olmelin;5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one;5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one;NSC 123538

CBNumber:: CB8474490

Molecular Formula:: C16H12O5

Molecular Weight:: 284.26

MDL Number:: MFCD00006839

MOL File:: 491-80-5.mol

MSDS File:: SDS

Last updated:2023-05-25 18:01:20

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5,7-Dihydrox -4'-methoxyisoflavone Properties

Melting point	210-213 °C(lit.)
Boiling point	340-355 °C(Press: 0.5 Torr)
Density	1.420±0.06 g/cm3(Predicted)
storage temp.	2-8°C
solubility	acetone: 10 mg/mL, clear, brown
pka	6.50±0.20(Predicted)
form	Powder
color	Off-White to Beige
Water Solubility	Soluble in water (<1 mg/ml at 25°C), chloroform, methanol, DMSO (57 mg/ml at 25°C), and ethanol (9 mg/ml at 25°C).
λmax	263nm(EtOH)(lit.)
BRN	278107
LogP	3.341 (est)
CAS DataBase Reference	491-80-5(CAS DataBase Reference)
EWG's Food Scores	1
NCI Dictionary of Cancer Terms	biochanin A
FDA UNII	U13J6U390T
EPA Substance Registry System	4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)- (491-80-5)

SAFETY

Risk and Safety Statements

Safety Statements

22-24/25

WGK Germany

RTECS

DJ3002500

TSCA

Yes

HS Code

29329990

NFPA 704

	1
0		0

5,7-Dihydrox -4'-methoxyisoflavone price More Price(43)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PHL80012	Biochanin A phyproof? Reference Substance	491-80-5	25MG	$259	2024-03-01	Buy
Sigma-Aldrich	92142	Biochanin A analytical standard	491-80-5	50mg	$183	2024-03-01	Buy
Sigma-Aldrich	1071381	Biochanin A United States Pharmacopeia (USP) Reference Standard	491-80-5	20mg	$344	2024-03-01	Buy
TCI Chemical	B4098	Biochanin A >98.0%(HPLC)(T)	491-80-5	1g	$217	2024-03-01	Buy
TCI Chemical	B4098	Biochanin A >98.0%(HPLC)(T)	491-80-5	5g	$728	2024-03-01	Buy

Product number	Packaging	Price	Buy
PHL80012	25MG	$259	Buy
92142	50mg	$183	Buy
1071381	20mg	$344	Buy
B4098	1g	$217	Buy
B4098	5g	$728	Buy

5,7-Dihydrox -4'-methoxyisoflavone Chemical Properties,Uses,Production

Description

Biochanin A is a natural isoflavone with diverse biological actions, most notably as a phytoestrogen. It can affect hormone levels by inhibiting 5α-reductase and 17β-hydroxysteroid dehydrogenase or altering aromatase (CYP19A1) activity. Also known as 4’-methyl genistein, biochanin A can be metabolized in vivo to genistein , another phytoestrogen with diverse effects. Biochanin A also intersects with signaling through peroxisome proliferator-activated receptors (PPARs), as it activates PPARγ (EC₅₀ = 19 μM) and has also been shown to activate a PPARα promoter. Moreover, it increases the expression of the PPARγ coactivator PGC-1α, promoting mitochondrial biogenesis. Biochanin A also inhibits fatty acid amide hydrolase (IC₅₀ = 2.4 μM) and acts as an agonist of the aryl hydrocarbon receptor (EC₅₀ = 0.25 μM).

Chemical Properties

Off-White Solid

Uses

It has putative benefits in dietary cancer prophylaxis. It has also been found to inhibit fatty acid amide hydrolase and to act as agonist of PPARgamma, nuclear receptor that is current pharmacological target for the treatment of diabetes type 2. It acts as an antineoplastic agent. It is a selective agonist at ER-β estrogen receptors, and may have chemopreventive efficacy against breast cancer. In line with its low activity at ER-α estrogen receptors, it is essentially devoid of uterotrophic activity. Biochanin A is also a ligand for the aryl hydrocarbon receptor (AhR). It reduces arterial resistance and enhances microcirculation perhaps via effects on potassium and/or calcium ion channels. Induction of sulfotransferases for xenobiotic detoxification has been proposed as a mechanism of its cancer preventive effects. It is a nitric oxide synthase inhibitor and apoptosis inducer

Uses

phytoestrogen

Uses

An isoflavone with anticancer proliferation, differentiation and chemopreventitive properties. Inhibits metabolic activation of benzo[a]pyrene

Definition

ChEBI: Biochanin A is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4'. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis. It has a role as a phytoestrogen, a plant metabolite, an EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor, a tyrosine kinase inhibitor and an antineoplastic agent. It is a member of 7-hydroxyisoflavones and a member of 4'-methoxyisoflavones. It is a conjugate acid of a biochanin A(1-).

General Description

Biochanin A (BCA) is synthesized in vitro from phloroglucinol. A series of steps involving Friedel?Crafts reaction results in an intermediate product 1-(2,4,6-trihydroxyphenyl)-2-(4 methoxyphenyl) ethanone, which post cyclization leads to BCA. It is catabolized to isoflavone genistein post ingestion.

Biochem/physiol Actions

Biochanin A is an isoflavone phytoestrogen found in red clover (Trifolium pratense) that is a selective agonist at ER-β estrogen receptors, and may have chemopreventive efficacy against breast cancer. In line with its low activity at ER-α estrogen receptors, it is essentially devoid of uterotrophic activity. Biochanin A is also a ligand for the aryl hydrocarbon receptor (AhR). It reduces arterial resistance and enhances microcirculation perhaps via effects on potassium and/or calcium ion channels. Induction of sulfotransferases for xenobiotic detoxification has been proposed as a mechanism of its cancer preventive effects.

5,7-Dihydrox -4'-methoxyisoflavone synthesis

Synthesis of 5,7-Dihydrox -4'-methoxyisoflavone from 2,4,6-TRIHYDROXYBENZALDEHYDE and 2-Bromo-4'-methoxyacetophenone

5,7-Dihydrox -4'-methoxyisoflavone Preparation Products And Raw materials

Raw materials

1-(2,4,6-Trihydroxyphenyl)-2-(4-methoxyphenyl)ethanone 2,4,6-TRIHYDROXYBENZALDEHYDE 2-Bromo-4'-methoxyacetophenone

Preparation Products

D(+)-Glucose 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)-6-(3-methyl-2-buten-1-yl)-

5,7-Dihydrox -4'-methoxyisoflavone Suppliers

Global( 362)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-66670886	info@dakenam.com	China	15928	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Nanjing Finetech Chemical Co., Ltd.	025-85710122 17714198479	sales@fine-chemtech.com	CHINA	885	55
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Shaanxi Yikanglong Biotechnology Co., Ltd.	17791478691	yklbiotech@163.com	CHINA	296	58
Chengdu Biopurify Phytochemicals Ltd.	+8618080483897	sales@biopurify.com	China	3424	58
Nanjing Dolon Biotechnology Co.,Ltd.	18905173768	sales@dolonchem.com	CHINA	2972	58

Supplier	Advantage
Capot Chemical Co.,Ltd.	60
Shanghai Daken Advanced Materials Co.,Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
Nanjing Finetech Chemical Co., Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Shaanxi Yikanglong Biotechnology Co., Ltd.	58
Chengdu Biopurify Phytochemicals Ltd.	58
Nanjing Dolon Biotechnology Co.,Ltd.	58

View Lastest Price from 5,7-Dihydrox -4'-methoxyisoflavone manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-03-28	5,7-Dihydrox -4'-methoxyisoflavone 491-80-5	US $0.00 / kg	25kg	HPLC>99%	Inquiry	PNP Biotech Co. Ltd
2023-02-24	Biochanin A 491-80-5	US $0.00 / mg	5mg	≥98%(HPLC)	10 g	Shanghai Standard Technology Co., Ltd.
2023-02-13	biochanin A 491-80-5	US $120.00 / kg	1kg	99%	80MT	Hebei baicao biology science and technology co., ltd

5,7-Dihydrox -4'-methoxyisoflavone
491-80-5
US $0.00 / kg
HPLC>99%
PNP Biotech Co. Ltd

Biochanin A
491-80-5
US $0.00 / mg
≥98%(HPLC)
Shanghai Standard Technology Co., Ltd.

biochanin A
491-80-5
US $120.00 / kg
99%
Hebei baicao biology science and technology co., ltd

5,7-Dihydrox -4'-methoxyisoflavone Spectrum

5,7-Dihydrox -4'-methoxyisoflavone(491-80-5)MS 5,7-Dihydrox -4'-methoxyisoflavone(491-80-5)¹HNMR 5,7-Dihydrox -4'-methoxyisoflavone(491-80-5)IR1 5,7-Dihydrox -4'-methoxyisoflavone(491-80-5)IR2

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5,7-DIHYDROXY-4''-METHOXYISOFLAVONE, 98% BIOCHANIN A 5,7-Dihydrox -4'-methoxyisoflavone Biochanin A, (5,7-Dihydroxy-4’-methoxyisoflavone) Biochanin A，Genistein 4'-methyl ether，5,7-Dihydrox -4'-methoxyisoflavone 3-(4-Methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one 4'-Methylgenistein NSC 123538 Biochanin A (4-Methylgenistein) Biochanin A,5,7-Dihydroxy-4′-methoxyisoflavone, Genistein 4′-methyl ether 5,7-dihydroxy-3-(4-methoxyphenyl)-4h-1-benzopyran-4-on 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-1-Benzopyran-4-one APIGENIN 4-METHYL ETHER 5,7-DIHYDROXY-4'-METHOXYISOFLAVONE 5,7-DIHYDROXY-4-METHOXYISOFLAVONE 5,7-dihydroxy-3-p-methoxyphenyl-4H-chromen-4-one 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)- 5,7-Dihydroxy-4'-methoxyisoflavone Genistein 4'-methyl ether 5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one 5,7-Dihydrox -4'-methoxyisoflavone 491-80-5 7-hydroxy-3-(4-methoxyphenyl)-4-oxo-1-benzopyran-5-olate Biochanin A > Genistein Methyl Ether Chickpea bud A 5,7-Dihydroxy-4'-methoxyisoflavone (Biochanin A) TIANFUCHEM--High purity 491-80-5 5,7-Dihydrox -4'-methoxyisoflavone Biochani,Olmelin 5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one BIOCHANIN A (AHP) BIOCHANIN 5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one Bilchanin A OlMelin Pratensol BIOCHANIN A Genistein 4′-methyl ether Chickpea sproutin A Chickpea A 5,7- Dihydroxy - 4'- methoxy Isoflovone (or) Biochanin-A Chickpea sprout extract Biochanin A 98%min Chickpea dentin A 491-80-5 Chromatography Food & Beverage Standards Food Residue Analysis Analytical Standards Analytical Chromatography Product Catalog BioChemical Cancer Research Anti-proliferative Agents Chemopreventive Agents chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Iso-Flavones Inhibitors