Biochanin A: Difference between revisions
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biochanin A is preventive rather than curative |
Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: {{cascite}} StdInChI StdInChIKey. |
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| InChI = 1/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 |
| InChI = 1/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 |
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| InChIKey = WUADCCWRTIWANL-UHFFFAOYAM |
| InChIKey = WUADCCWRTIWANL-UHFFFAOYAM |
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| StdInChI = 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 |
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| StdInChIKey = WUADCCWRTIWANL-UHFFFAOYSA-N |
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| CASNo = 491-80-5 |
| CASNo = 491-80-5 |
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| PubChem = 5280373 |
| PubChem = 5280373 |
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Revision as of 11:40, 12 November 2010
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| Names | |
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| IUPAC name
5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one
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| Other names
Biochanin
4'-Methylgenistein olmelin Biochanine A Biochanin-A Genistein 4-methyl ether 5,7-Dihydroxy-4'-methoxyisoflavone | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.007.041 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C16H12O5 | |
| Molar mass | 284.26 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biochanin A is an O-methylated isoflavone. It is a natural organic compound in the class of phytochemicals known as flavonoids. Biochanin A can be found in red clover [1] in soy, in alfalfa sprouts, in peanuts, in chickpea (Cicer arietinum) and in other legumes.
Biochanin A is classified as a phytoestrogen and has putative benefits in dietary cancer prophylaxis.
Metabolism
The enzyme biochanin-A reductase uses dihydrobiochanin A and NADP+ to produce biochanin A, NADPH, and H+.
The enzyme isoflavone-7-O-beta-glucoside 6"-O-malonyltransferase uses malonyl-CoA and biochanin A 7-O-beta-D-glucoside to produce CoA and biochanin A 7-O-(6-O-malonyl-beta-D-glucoside).