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

InChI

InChI=1S/C20H20O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-10,19,21-22H,4,11H2,1-2H3/t19-/m0/s1

InChIKey

OAUREGNZECGNQS-IBGZPJMESA-N

SMILES

[C@H]1(C2=CC=C(O)C=C2)OC2=CC(O)=C(C/C=C(/C)\C)C=C2C(=O)C1

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).

Chemical Properties

Pale yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the fruit of Psoralea corylifolia Linn.

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.

BAVACHIN(19879-32-4)Related Product Information

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