Biochanin A - Moligand™, 10mM in DMSO , CAS No.491-80-5

CAS: 491-80-5 Cat. No.: B408800 Peso molecular: 284.26 Beilstein Registry Number: 278107 Número EC: 207-744-7

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

4-Methylgenistein | 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Biochanin A Biochanin A (4-Methylgenistein), an O-methylated isoflavone from Trifolium pratense, inhibits protein tyrosine kinase (PTK) of epidermal growth factor receptor with IC50 values of 91.5 μM.
In vitro

Biochanin A has been reported to inhibit protein tyrosine kinase (PTK) of epidermal growth factor receptor with IC50 values of 91.5 μM Biochanin A inhibits the hydrolysis of 0.5 μM anandamide by mouse, rat and human fatty acid amide hydrolase (FAAH) with IC50 values of 1.8, 1.4 and 2.4 μM respectively. Biochanin A inhibits both serum and EGF-stimulated growth of LNCaP and DU-145 cells (IC50 values from 8.0 to 27 micrograms/ml for serum and 4.3 to 15 micrograms/ml for EGF), but has no significant effect of the EGF receptor tyrosine autophosphorylation.

In vivo

LD50: Mice 63mg/kg (i.p.)
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Sinónimos

4-Methylgenistein | 4H-1-Benzopyran-4-one, 5, 7-dihydroxy-3-(4-methoxyphenyl)-

Especificaciones y pureza

Moligand™, 10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Biochanin A (4-Methylgenistein), an O-methylated isoflavone from Trifolium pratense, inhibits protein tyrosine kinase (PTK) of epidermal growth factor receptor with IC50 values of 91.5 μM.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Nombres e identificadores

• Isómeros SMILES: COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O
• WGK Alemania: 3
• Peso molecular: 284.26
• Beilstein: 278107
• Reaxy-Rn: 278107
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=278107&ln=

Objetivos asociados (humanos)

CA12 Tclin Carbonic anhydrase 12 (1 Activities)

Discover Target: CA12

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA7 Tclin Carbonic anhydrase 7 (1 Activities)

Discover Target: CA7

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP19A1 Tclin Aromatase (1 Activities)

Discover Target: CYP19A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Propiedades químicas y físicas

• Punto de fusión (°C): 212-216°C

Referencias

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7. Hongjin Tang, Lin Huang, Dongsheng Zhao, Chunyong Sun, Ping Song.  (2020)  Interaction mechanism of flavonoids on bovine serum albumin: Insights from molecular property-binding affinity relationship.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:32480277] [10.1016/j.saa.2020.118519]

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9. Xiafen Xu, Xinhui Li, Xianrui Liang.  (2017)  Application of ultra-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry in identification of three isoflavone glycosides and their corresponding metabolites.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  32  (3): (262-268).  [PMID:29222826] [10.1002/rcm.8038]

10. Shuzhen Yang, Jie Zhou, Dongmei Li, Chunyu Shang, Litao Peng, Siyi Pan.  (2016)  The structure-antifungal activity relationship of 5,7-dihydroxyflavonoids against Penicillium italicum.  FOOD CHEMISTRY,      [PMID:28159264] [10.1016/j.foodchem.2016.12.001]

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13. You Zhou, You Wu, Rui Zhu.  (2025)  KLF6 enhances ferroptosis in S-AKI through the NCOA4/ACSL4/LPCAT3 axis.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:40811945] [10.1016/j.intimp.2025.115376]

14. Li Xigong, Fu Jing, Guan Ming, Shi Haifei, Pan Wenming, Lou Xianfeng.  (2023)  Biochanin A attenuates spinal cord injury in rats during early stages by inhibiting oxidative stress and inflammasome activation.  Neural Regeneration Research,  19  (9): (2050).  [PMID:38227535] [10.4103/1673-5374.390953]

15. Junying Xu, Xuejing Yang, Jiadong Pan, Honghong Fan, Jie Mei, Dong Hua.  (2022)  Biochanin A Suppresses Tumor Progression and PD-L1 Expression via Inhibiting ZEB1 Expression in Colorectal Cancer.  Journal of Oncology,      [PMID:35242187] [10.1155/2022/3224373]

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