rhapontigenin Chemical Properties

Melting point:

189.0 to 193.0 °C

Boiling point:

503.6±38.0 °C(Predicted)

Density 

1.345±0.06 g/cm3(Predicted)

storage temp. 

4°C, protect from light

solubility 

≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide

form 

powder to crystal

pka

9.17±0.10(Predicted)

color 

White to Light yellow

CAS DataBase Reference

500-65-2

Safety Information

HS Code 

2914.50.3000

rhapontigenin Usage And Synthesis

Description

Rhapontigenin is a natural analog of resveratrol and an inhibitor of CYP1A1.

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. At higher concentrations, rhapontigenin inhibits the proliferation of HepG2 and HL-60R cancer cell lines (IC₅₀ = 48 μM).

Uses

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. At higher concentrations, rhapontigenin inhibits the proliferation of HepG2 and HL-60R cancer cell lines (IC50 = 48 μM).[Cayman Chemical]

Uses

Rhapontigenin is a natural analog of resveratrol and an inhibitor of CYP1A1.

Definition

ChEBI: Rhapontigenin is a stilbenoid.

References

[1]. chun yj, ryu sy, jeong tc, et al. mechanism-based inhibition of human cytochrome p450 1a1 by rhapontigenin. drug metab dispos. 2001 apr;29(4 pt 1):389-93.
[2]. roberti m1, pizzirani d, simoni d, et al. synthesis and biological evaluation of resveratrol and analogues as apoptosis-inducing agents. j med chem. 2003 jul 31;46(16):3546-54.
[3]. roupe ka1, helms gl, halls sc, et al. preparative enzymatic synthesis and hplc analysis of rhapontigenin: applications to metabolism, pharmacokinetics and anti-cancer studies. j pharm pharm sci. 2005 aug 22;8(3):374-86.

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