FSL0411
- Structure
- InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
- InChIKey=WUADCCWRTIWANL-UHFFFAOYSA-N
- Synonyms
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- 491-80-5
- 5,7-Dihydroxy-4'-methoxyisoflavone
- Biochanin a
- Genistein 4'-methyl ether
- Olmelin
- Pratensol
- Origin
- Trifolium pratense
- Biological activities
- No general activity
- Therapeutic
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Anticancer
- Target
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No specific molecular target (several molecular targets such as aromatase were reported)
- Assay information
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Inhibition of aromatase (IC50: 12.5 μM)
Antiproliferation activity (IC50 [μg/ml]): MCF-7 (7.0), ECV304 (35)
Antiparasitic activity (EC50 [μg/ml]): Trypanosoma cruzi (18.3), Leishmania chagasi (18.9)
- References
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Lin VC, Ding HY, Tsai PC, Wu JY, Lu YH, Chang TS
In vitro and in vivo melanogenesis inhibition by biochanin A from Trifolium pratense.
Biosci Biotechnol Biochem, 75(5): 914-918 (2011) 21597196 doi: 10.1271/bbb.100878
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Sartorelli P, Carvalho CS, Reimão JQ, Ferreira MJ, Tempone AG
Antiparasitic activity of biochanin A, an isolated isoflavone from fruits of Cassia fistula (Leguminosae).
Parasitol Res, 104(2): 311-314 (2009) 18810492 doi: 10.1007/s00436-008-1193-z
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Wang Y, Man Gho W, Chan FL, Chen S, Leung LK
The red clover (Trifolium pratense) isoflavone biochanin A inhibits aromatase activity and expression.
Br J Nutr, 99(2): 303-310 (2008) 17761019 doi: 10.1017/S0007114507811974
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Ying C, Hsu JT, Shieh SC
Growth inhibition of human endothelial cells by the phyto-oestrogen biochanin A, a metabolite of genistein.
Br J Nutr, 85(5): 615-620 (2001) 11348577
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Peterson TG, Coward L, Kirk M, Falany CN, Barnes S
The role of metabolism in mammary epithelial cell growth inhibition by the isoflavones genistein and biochanin A.
Carcinogenesis, 17(9): 1861-1869 (1996) 8824507