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Biochanin

Biochanin structure

CAS No:
491-80-5
Formula:
C16H12O5
Chemical Name:
Biochanin
Synonyms:
4H-1-Benzopyran-4-one,5,7-dihydroxy-3-(4-methoxyphenyl)-;Biochanin A;Isoflavone,5,7-dihydroxy-4′-methoxy-;5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one;5,7-Dihydroxy-4′-methoxyisoflavone;Genistein 4-methyl ether;4′-Methylgenistein;(-)-5,7-Dihydroxy-4′-methoxyisoflavone;Biochanin;Olmelin;Genistein 4′-methyl ether;NSC 123538
Categories:
Cosmetic Ingredient > Skin Conditioning

Description

Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively.

Solid

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-).|Biochanin A is under investigation in clinical trial NCT02174666 (Isoflavone Treatment for Postmenopausal Osteopenia.).

Biochanin Basic Attributes

Molecular Weight：

284.26

Exact Mass：

284.26

BRN：

278107

EC Number：

207-744-7

UNII：

U13J6U390T

NSC Number：

123538

DSSTox ID：

DTXSID1022394

HScode：

2932999099

Characteristics

PSA：

79.90000

XLogP3：

3.14

Appearance：

Powder

Density：

1.4±0.1 g/cm3

Melting Point：

189-191 °C

Boiling Point：

340-355 °C @ Press: 0.5 Torr

Flash Point：

198.3±23.6 °C

Refractive Index：

1.669

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).acetone: 10 mg/mL, clear, brown

Storage Conditions：

0-6°C

Vapor Pressure：

2.25E-11mmHg at 25°C

Collision Cross Section：

170.41 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|160.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|169.8 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

22-24/25

RTECS Number：

DJ3002500

Drug Information

MeSH：

Compounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS. (See all compounds classified as Phytoestrogens.)|Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)

Metabolism/Metabolites：

Biochanin a has known human metabolites that include Genistein.

MeSH Entry Terms：

biochanin A

Biochanin Use and Manufacturing

Uses

It has an estrogen-like effect, can inhibit the rise of cholesterol, and also has anti-fungal and anti-tumor effects. It has a two-way regulation effect on hormone levels in the human body. It also has anti-cancer, antispasmodic and hypolipidemic effects.

Manufacturing Info：

4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)-: INACTIVE

Use Classification：

Polyketides [PK] -> Flavonoids [PK12] -> Isoflavonoids [PK1205]

Computed Properties

Molecular Weight:284.26
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:284.06847348
Monoisotopic Mass:284.06847348
Topological Polar Surface Area:76
Heavy Atom Count:21
Complexity:424
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Biochanin

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
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Biochanin

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