BAVACHIN
BAVACHIN Basic information
- Product Name:
- BAVACHIN
- Synonyms:
-
- BAVACHIN
- (S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
- (2S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
- 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
- 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-, (2S)-
- Bavachin from Psoralea coryfolia, >=97% (HPLC)
- (2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
- (S)-7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chroman-4-one
- CAS:
- 19879-32-4
- MF:
- C20H20O4
- MW:
- 324.37
- Mol File:
- 19879-32-4.mol
BAVACHIN Chemical Properties
- Boiling point:
- 558.3±50.0 °C(Predicted)
- Density
- 1.244
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- ≤20mg/ml in ethanol;30mg/ml in DMSO;50mg/ml in dimethyl formamide
- form
- crystalline solid
- pka
- 8.27±0.40(Predicted)
- color
- White
- CAS DataBase Reference
- 19879-32-4
BAVACHIN Usage And Synthesis
Description
Bavachin is a flavonoid first isolated from seeds of P. corylifolia. It is a phytoestrogen that activates the estrogen receptors ERα and ERβ (EC50s = 320 and 680 nM, respectively). Through this action, bavachin stimulates osteoblast proliferation and differentiation and prevents bone loss following ovariectomy in rats. Bavachin less potently inhibits acyl-coenzyme A:cholesterol acyltransferase (IC50 = 86 μM).
Uses
Bavachin has therapeutic potential for type 2 diabetes by activating insulin signaling pathways. Also, it has anabolic and potent anticatabolic biological effects on chondrocytes. Strong inhibitor of human UDP-glucuronosyltransferase (UGT1A1)
target
NF-kB | p65 | IkB | VEGFR | IL Receptor | AP-1 | AMPK | PPAR | GLUT | Akt | IKK | Estrogen receptor α | Estrogen receptor β
References
[1] choi j h, rho m c, lee s w, et al. bavachin and isobavachalcone, acyl-coenzyme a: cholesterol acyltransferase inhibitors from psoralea corylifolia[j]. archives of pharmacal research, 2008, 31(11): 1419-1423.
[2] park j, kim d h, ahn h n, et al. activation of estrogen receptor by bavachin from psoralea corylifolia[j]. biomolecules & therapeutics, 2012, 20(2): 183-188.
[3] lee h, li h, noh m, et al. bavachin from psoralea corylifolia improves insulin-dependent glucose uptake through insulin signaling and ampk activation in 3t3-l1 adipocytes[j]. international journal of molecular sciences, 2016, 17(4): 527.
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BAVACHIN(19879-32-4)Related Product Information
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- BAVACHININ A
- Bavachalcone