ChemicalBook--->CAS DataBase List--->19879-32-4

19879-32-4

19879-32-4 Structure

19879-32-4 Structure
IdentificationBack Directory
[Name]

BAVACHIN
[CAS]

19879-32-4
[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
[Molecular Formula]

C20H20O4
[MDL Number]

MFCD11617359
[MOL File]

19879-32-4.mol
[Molecular Weight]

324.37
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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
[storage]

Store at -20°C
[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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