rhapontigenin

Description

Product Name: rhapontigenin
CAS No.: 500-65-2
Chemical Name: rhapontigenin
Synonyms: Protigenin;rhapontigenin;3-benzenediol;Rhapontigenin-RM;Rhapontigenin >rhapontigenin USP/EP/BP;-5-(3-Hydroxy-4-methoxystyryl);COc2ccc(/C=C/c1cc(O)cc(O)c1)cc2O;(E)-4'-Methoxy-3,3',5-stilbenetriol;3,3',5-Trihydroxy-4'-methoxy-trans-stilbene
CBNumber: CB01309681
Molecular Formula: C15H14O4
Formula Weight: 258.27
MOL File: 500-65-2.mol

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rhapontigenin Property

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
InChI: 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+
InChIKey: PHMHDRYYFAYWEG-NSCUHMNNSA-N
SMILES: C1(O)=CC(/C=C/C2=CC=C(OC)C(O)=C2)=CC(O)=C1
CAS DataBase Reference: 500-65-2

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Safety

HS Code: 2914.50.3000

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical

Product number: R0089
Product name: Rhapontigenin
Purity: >98.0%(GC)
Packaging: 100mg
Price: $295
Updated: 2025/07/31

Cayman Chemical

Product number: 13293
Product name: Rhapontigenin
Purity: ≥98%
Packaging: 1mg
Price: $89
Updated: 2024/03/01

Cayman Chemical

Product number: 13293
Product name: Rhapontigenin
Purity: ≥98%
Packaging: 5mg
Price: $395
Updated: 2024/03/01

Cayman Chemical

Product number: 13293
Product name: Rhapontigenin
Purity: ≥98%
Packaging: 10mg
Price: $700
Updated: 2024/03/01

Cayman Chemical

Product number: 13293
Product name: Rhapontigenin
Purity: ≥98%
Packaging: 25mg
Price: $1528
Updated: 2024/03/01

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rhapontigenin Chemical Properties,Usage,Production

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).

Chemical Properties

Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Rheum officinale.

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.

in vivo

Rhapontigenin (intraperitoneal injection; 25mg/kg) shows significant protection from death due to pulmonary thrombosis in mice, those samples are orally administered 90 min before tail vein injection of epinephrine and collagen^[3].

Animal Model:	ICR mice^[3]
Dosage:	25mg/kg
Administration:	25mg/kg; intraperitoneal injection
Result:	Showed anti-thrombosis activity with 60% protection.

IC 50

CYP1A1: 400 nM (IC₅₀)

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.

rhapontigenin Preparation Products And Raw materials

Raw materials

Preparation Products

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rhapontigenin Suppliers

China 189 India 2 Japan 1 United States 12 USA 1 Global 205

Chengdu Bioanseis Phytochemicals Co., Ltd.

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Shanghai Boyle Chemical Co., Ltd.

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J & K SCIENTIFIC LTD.

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TCI (Shanghai) Development Co., Ltd.

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Energy Chemical

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Dalian Meilun Biotech Co., Ltd.

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View Lastest Price from rhapontigenin manufacturers

BINBO BIOLOGICAL CO.,LTD

Product: Rhapontigenin 500-65-2
Price: US $0.00/kg
Min. Order: 1kg
Purity: >98%
Supply Ability: 1000 kg
Release date: 2024-04-25

PNP Biotech Co. Ltd

Product: Rhapontigenin 500-65-2
Price: US $0.00/kg
Min. Order: 25kg
Purity: 98%
Supply Ability: Inquiry
Release date: 2022-10-25

Shanghai Standard Technology Co., Ltd.

Product: Rhapontigenin 500-65-2
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-03-26

500-65-2, rhapontigeninRelated Search:

RHAPONTIN 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE chebulagic acid Hydroxytyrosol 10-Gingerol Hydroxytyrosol Acetate Chebulic Acid α-Naphthoflavone (E)-3-Hydroxy-4',5-dimethoxystilbene Acetyl-trans-resveratrol PICEATANNOL Oxyresveratrol 3'-Hydroxypterostilbene Vitexin isorhapontigenin Aloe emodin Emodin-3-methyl ether Emodin

3-benzenediol

5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1

5-[(1E)-2-(3-HYDROXY-4-METHOXYPHENYL)ETHENYL]-1;3-BENZENEDIOL

5-[2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

rhapontigenin

(E)-5-[2-(3-Hydroxy-4-methoxyphenyl)ethenyl]-1,3-benzenediol

3,3',5-Trihydroxy-4'-methoxy-trans-stilbene trans-1-(3,5-Dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)ethylene

(E)-4'-Methoxy-3,3',5-stilbenetriol

(E)-5-(3-Hydroxy-4-Methoxystyryl)benzene-1,3-diol

-5-(3-Hydroxy-4-methoxystyryl)

Rhapontigenin &gt

Protigenin

1,3-Benzenediol,5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-

3,3',5-Trihydroxy-4'-methoxy-trans-stilbene

trans-1-(3,5-Dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)ethylene

rhapontigenin USP/EP/BP

COc2ccc(/C=C/c1cc(O)cc(O)c1)cc2O

Rhapontigenin-RM

500-65-2