A phytoestrogen
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Bavachin

Item No. 11685

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
CAS Number
19879-32-4
Synonyms
  • Corylifolin
Molecular Formula
C20H20O4
Formula Weight
324.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mLDMF:PBS (pH 7.2)(1:3): 0.25 mg/mLDMSO: 30 mg/mLEthanol: 20 mg/mL
λmax
221, 236, 278, 322 nm
SMILES
OC1=CC(O[C@H](C2=CC=C(O)C=C2)CC3=O)=C3C=C1C/C=C(C)/C
InChi Code
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
InChi Key
OAUREGNZECGNQS-IBGZPJMESA-N
Origin
Plant/Psoralea corylifolia
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product 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).1,2 Through this action, bavachin stimulates osteoblast proliferation and differentiation and prevents bone loss following ovariectomy in rats.3,4 Bavachin less potently inhibits acyl-coenzyme A:cholesterol acyltransferase (IC50 = 86 µM).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xin, D., Wang, H., Yang, J., et al. Phytoestrogens from Psoralea corylifolia reveal estrogen receptor-subtype selectivity. Phytomedicine 17(2), 126-131 (2010).

    2. Park, J., Kim, D.H., Ahn, H.-N., et al. Activation of estrogen receptor by bavachin from Psoralea corylifolia. Biomol. Ther. (Seoul) 20(2), 183-188 (2012).

    3. Li, W.D., Yan, C.P., Wu, Y., et al. Osteoblasts proliferation and differentiation stimulating activities of the main components of Fructus Psoraleae corylifoliae. Phytomedicine 21(4), 400-405 (2014).

    4. Weng, Z.B., Gao, Q.Q., Wang, F., et al. Positive skeletal effect of two ingredients of Psoralea corylifolia L. on estrogen deficiency-induced osteoporosis and the possible mechanisms of action. Mol. Cell. Endocrinol. 417, 103-113 (2015).

    5. Choi, J.H., Rho, M.C., Lee, S.W., et al. Bavachin and isobavachalcone, acyl-coenzyme A: Cholesterol acyltransferase inhibitors from Psoralea corylifolia. Arch. Pharm. Res. 31(11), 1419-1423 (2008).