We Offer Worldwide Shipping
Login Wishlist

Biochanin A

$93

  • Brand : BIOFRON

  • Catalogue Number : BF-B2008

  • Specification : 98%

  • CAS number : 491-80-5

  • Formula : C16H12O5

  • Molecular Weight : 284.26

  • PUBCHEM ID : 5280373

  • Volume : 20mg

In stock

Quantity
Checkout Bulk Order?

Catalogue Number

BF-B2008

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

284.26

Appearance

White crystalline powder

Botanical Source

Pueraria montana var. lobata,Trifolium pratense,Caesalpinia sappan,Cyperus rotundus,Cicer arietinum

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O

Synonyms

Biochanin A/Genistein 4'-Methyl Ether/5,7-Dihydroxy-4'-methoxyisoflavone/Genistein 4′-methyl ether/5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one/5,7-Dihydrox -4'-methoxyisoflavone/5,7-dihydroxy-4'-methoxy-Isoflavone (8CI)/5,7-Dihydroxy-4′-methoxyisoflavone/5,7-Dihydrox-4'-methoxyisoflavone/olmelin/5,7-dihydroxy-4'-methoxy-Isoflavone/4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)-/5,7-dihydroxy-3-(4-methoxyphenyl)-4-chromenone

IUPAC Name

5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one

Density

1.4±0.1 g/cm3

Solubility

Methanol

Flash Point

198.3±23.6 °C

Boiling Point

518.6±50.0 °C at 760 mmHg

Melting Point

210-213 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:491-80-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31859817

Abstract

PURPOSE:
Myocardial ischemia/reperfusion (Ml/R) injury is a leading cause of damage in cardiac tissues, with high rates of mortality and disability. Biochanin A (BCA) is a main constituent of Trifolium pratense L. This study was intended to explore the effect of BCA on Ml/R injury and explore the potential mechanism.

METHODS:
In vivo MI/R injury was established by transient coronary ligation in Sprague-Dawley rats. Triphenyltetrazolium chloride staining (TTC) was used to measure myocardial infarct size. ELISA assay was employed to evaluate the levels of myocardial enzyme and inflammatory cytokines. Western blot assay was conducted to detect related protein levels in myocardial tissues.

RESULTS:
BCA significantly ameliorated myocardial infarction area, reduced the release of myocardial enzyme levels including aspartate transaminase (AST), creatine kinase (CK-MB) and lactic dehydrogenase (LDH). It also decreased the production of inflammatory cytokines (IL-1β, IL-18, IL-6 and TNF-α) in serum of Ml/R rats. Further mechanism studies demonstrated that BCA inhibited inflammatory reaction through blocking TLR4/NF-kB/NLRP3 signaling pathway.

CONCLUSION:
The present study is the first evidence demonstrating that BCA attenuated Ml/R injury through suppressing TLR4/NF-kB/NLRP3 signaling pathway-mediated anti-inflammation pathway.

Title

Biochanin A attenuates myocardial ischemia/reperfusion injury through the TLR4/NF-κB/NLRP3 signaling pathway.

Author

Bai Y1, Li Z2, Liu W1, Gao D1, Liu M3, Zhang P4.

Publish date

2019 Dec 20

PMID

31630515

Abstract

Biochanin A is a dietary isoflavone with multiple biological functions. Owing to a lack of comprehensive studies of biochanin A metabolism, this study was designed to further clarify the processes involved in biochanin A metabolism. In this study, ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (UHPLC-Q-TOF-MS/MS) was utilized to characterize the metabolism of biochanin A in vivo and in vitro. As a result, 43 metabolites in rats, 22 metabolites in liver microsomes, and 18 metabolites in intestinal flora were elucidated, and 5 metabolites were identified by comparison with standards. Oxidation, demethylation, hydrogenation, internal hydrolysis, conjugation (e.g., glucuronidation, sulfonation, glucose conjugation, methylation, and acetylation), and their composite reactions were determined to be major processes involved in biochanin A biotransformation. The results contribute to a better understanding of the pharmacological mechanism of biochanin A and provide a basis for comprehension of the safety and toxicity of biochanin A.

KEYWORDS

UHPLC-Q-TOF-MS/MS; biochanin A; in vivo and in vitro; metabolism

Title

Comprehensive Study of the in Vivo and in Vitro Metabolism of Dietary Isoflavone Biochanin A Based on UHPLC-Q-TOF-MS/MS.

Author

Yin J1, Zhang X2, Zhang Y2, Ma Y3, Li L1, Li D2, Zhang L1, Zhang Z2.

Publish date

2019 Nov 13

PMID

31629309

Abstract

Isoformononetin (methoxy isoflavone) is a potent osteogenic isoflavone abundantly present in Butea monosperma, Pisum sativum, Mung bean, Machaerium villosum, Medicago sativa, and Glycine max. In the current study, an LC-ESI-MS/MS method for the simultaneous evaluation of isoformononetin (IFN), daidzein (DZN) and equol (EQL) was developed and validated in rat plasma using biochanin A as an internal standard. IFN, DZN, and EQL separation was achieved by using acetonitrile and acetic acid (0.1%) in the ratio of 90:10 (% v/v) as mobile phase under isocratic conditions at a flow rate of 0.6 mL/min on Atlantis C18 (4.6 × 250 mm, 5.0 μm) column. The achieved method was linear within the concentration range of 0.5-500 ng/mL. The method was effectively applied to investigate the permeability, protein binding estimation and pharmacokinetics studies of IFN in rats. The PAMPA permeability of IFN was found to be high at pH 4.0 and 7.0. The protein binding was found to be about 91% of IFN. The oral bioavailability of IFN was found to be poor (21.6%). IFN was found to have a moderate clearance (2.9 L/h/kg) and a large apparent volume of distribution (12.1 L/kg). The plasma half-life (t1/2) and maximum attainable concentration (Cmax) of IFN at systemic circulation was found to be 1.9 ± 0.6 h and 269.3 ± 0.4 after oral administration.

Copyright © 2019. Published by Elsevier B.V.

KEYWORDS

Bioavailability; Isoflavone; Isoformononetin; Permeability; Pharmacokinetics

Title

LC-ESI-MS/MS method for the simultaneous determination of isoformononetin, daidzein, and equol in rat plasma: Application to a preclinical pharmacokinetic study.

Author

Raju KSR1, Rashid M2, Gundeti M2, Taneja I3, Malik MY2, Singh SK4, Chaturvedi S4, Challagundla M2, Singh SP5, Gayen JR2, Wahajuddin M6.

Publish date

2019 Oct 15


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.