Rhapontigenin (CAS 500-65-2) | Cayman Chemical
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Rhapontigenin

Item № 13293
CAS № 500-65-2
Purity ≥98%
product image
                (CAS 500-65-2)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $72.00 0.00
     5 mg $324.00 0.00
     10 mg $576.00 0.00
     25 mg $1,260.00 0.00

Pricing updated 2018-11-19. Prices are subject to change without notice.

Description

Rhapontigenin is a natural analog of resveratrol with antioxidant and anti-cancer activity. It is a mechanism-based, selective inactivator of cytochrome P450 1A1 (IC50 = 400 nM), an aryl hydrocarbon hydroxylase which activates polycyclic aromatic hydrocarbons that act as procarcinogens.1 At higher concentrations, rhapontigenin inhibits the proliferation of HepG2 and HL-60R cancer cell lines (IC50 = 48 μM).2,3

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Technical Information
Formal Name
5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1,3-benzenediol
CAS Number
500-65-2
Molecular Formula
C15H14O4
Formula Weight
258.3
Purity
≥98%
Formulation
A crystalline solid
λmax
222, 326 nm
SMILES
COc1ccc(/C=C\c2cc(O)cc(O)c2)cc1O
InChI Code
InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
InChI Key
PHMHDRYYFAYWEG-NSCUHMNNSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Chun, Y.J., Ryu, S.Y., Jeong, T.C., et al. Mechanism-based inhibition of human cytochrome P450 1A1 by rhapontigenin Drug Metabolism and Disposition 29(4), 389-393 (2001).

2. Roupe, K.A., Helms, G.L., Halls, S.C., et al. Preparative enzymatic synthesis and HPLC analysis of rhapontigenin: Applications to metabolism, pharmacokinetics and anti-cancer studies Journal of Pharmacy & Pharmaceutical Sciences 8(3), 374-386 (2005).

3. Roberti, M., Pizzirani, D., Simoni, D., et al. Synthesis and biological evaluation of resveratrol and analogues as apoptosis-inducing agents Journal of Medicinal Chemistry 46, 3546-3554 (2003).

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