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?? ??:
491-80-5
???:
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???(??):
?????????
???:
5,7-Dihydrox -4'-methoxyisoflavone
???(??):
BIOCHANIN A;BIOCHANIN;BIOCHANIN A (AHP);OlMelin;Pratensol;Bilchanin A;Biochani,Olmelin;5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one;5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one;NSC 123538
CBNumber:
CB8474490
???:
C16H12O5
??? ??:
284.26
MOL ??:
491-80-5.mol
MSDS ??:
SDS

????????? ??

???
210-213 °C(lit.)
?? ?
340-355 °C(Press: 0.5 Torr)
??
1.420±0.06 g/cm3(Predicted)
?? ??
2-8°C
???
???: 10mg/mL, ??, ??
?? ?? (pKa)
6.50±0.20(Predicted)
??? ??
??
??
???? ?????
???
?(25°C?? <1mg/ml), ?????, ???, DMSO(25°C?? 57mg/ml) ? ???(25°C?? 9mg/ml)? ?????.
?? ??(λmax)
263nm(EtOH)(lit.)
BRN
278107
LogP
3.341 (est)
CAS ??????
491-80-5(CAS DataBase Reference)
EPA
4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)- (491-80-5)
??
  • ?? ? ?? ??
????? 22-24/25
WGK ?? 3
RTECS ?? DJ3002500
F ?????? 10
TSCA Yes
HS ?? 29329990
????(GHS):
?? ?:
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
??????:
NFPA 704
1
0 0

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Biochanin A is a natural isoflavone with diverse biological actions, most notably as a phytoestrogen. It can affect hormone levels by inhibiting 5α-reductase and 17β-hydroxysteroid dehydrogenase or altering aromatase (CYP19A1) activity. Also known as 4’-methyl genistein, biochanin A can be metabolized in vivo to genistein , another phytoestrogen with diverse effects. Biochanin A also intersects with signaling through peroxisome proliferator-activated receptors (PPARs), as it activates PPARγ (EC50 = 19 μM) and has also been shown to activate a PPARα promoter. Moreover, it increases the expression of the PPARγ coactivator PGC-1α, promoting mitochondrial biogenesis. Biochanin A also inhibits fatty acid amide hydrolase (IC50 = 2.4 μM) and acts as an agonist of the aryl hydrocarbon receptor (EC50 = 0.25 μM).

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Off-White Solid

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An isoflavone with anticancer proliferation, differentiation and chemopreventitive properties. Inhibits metabolic activation of benzo[a]pyrene

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Biochanin A (BCA) is synthesized in vitro from phloroglucinol. A series of steps involving Friedel?Crafts reaction results in an intermediate product 1-(2,4,6-trihydroxyphenyl)-2-(4 methoxyphenyl) ethanone, which post cyclization leads to BCA. It is catabolized to isoflavone genistein post ingestion.

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