Rhapontigenin
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Rhapontigenin
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CAS No:
500-65-2
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Formula:
C15H14O4
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Chemical Name:
Rhapontigenin
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Synonyms:
1,3-Benzenediol,5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-;3,3′,5-Stilbenetriol,4′-methoxy-,(E)-;1,3-Benzenediol,5-[2-(3-hydroxy-4-methoxyphenyl)ethenyl]-,(E)-;5-[(1E)-2-(3-Hydroxy-4-methoxyphenyl)ethenyl]-1,3-benzenediol;Pontigenin;Prontigenin;Protigenin;Rhapontigenin;Rhapontin genin;Rhapontin aglycone;29700-24-1
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CAS No:
Description
Rhapontigenin is a natural analog of resveratrol with anticancer, antioxidant, antifungal and antibacterial activities. Rhapontigenin is amechanism-based, potent and selective cytochrome P450 1A1 inactivator (IC50 = 400 nM). Rhapontigenin exhibits 400-fold and 23-fold selectivity for P450 1A1 over P450 1A2 and P450 1B1, respectively[1].
Rhapontigenin is a stilbenoid.
Characteristics
69.9
2.82
White, off grey crystal powder
1.3±0.1 g/cm3
180-181 °C @ Solvent: Acetic acid
503.6±38.0 °C at 760 mmHg
258.4±26.8 °C
1.722
Rhapontigenin Use and Manufacturing
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]
Computed Properties
Molecular Weight:258.27
XLogP3:3.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:258.08920892
Monoisotopic Mass:258.08920892
Topological Polar Surface Area:69.9
Heavy Atom Count:19
Complexity:295
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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