CYP1B1 is mainly an extrahepatic enzyme which oxidatively metabolizes both endogenous (steroids; eicosanoids) and exogenous xenobiotics such aspolyaromatic hydrocarbons. TMS is a potent and selective inhibitor of CYP1B1, with an IC50 of 6 nM.1 It is 50-fold selective for the inhibition of CYP1B1 versus CYP1A1, making it a useful tool to differentiate between various CYP450 families.1 In cultured human colon cancer cells, TMS induces apoptosis and inhibits cell growth with an IC50 of 0.8 µg/ml.2
1
Kim, S., Ko, H., Park, J.E., et al. Design, synthesis, and discovery of novel trans-stilbene analogues as potent and selective human cytochrome P450 1B1 inhibitors. J Med Chem45160-164(2002).
2
Nam, K.A., Kim, S., Heo, Y.H., et al. Resveratrol analog, 3,5,2',4'-tetramethoxy-trans-stilbene, potentiates the inhibition of cell growth and induces apoptosis in human cancer cells. Arch Pharm Res24(5)441-445(2001).
Room temperature
in continental US; may vary elsewhere
SMILES
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COC1=CC(/C=C/C2=C(OC)C=C(OC)C=C2)=CC(OC)=C1
Background Reading
Nam, K.A., Kim, S., Heo, Y.H., et al. Resveratrol analog, 3,5,2',4'-tetramethoxy-trans-stilbene, potentiates the inhibition of cell growth and induces apoptosis in human cancer cells. Arch Pharm Res24(5)441-445(2001).
Kim, S., Ko, H., Park, J.E., et al. Design, synthesis, and discovery of novel trans-stilbene analogues as potent and selective human cytochrome P450 1B1 inhibitors. J Med Chem45160-164(2002).
TMS is available in the following screening
library: