Top Suppliers:I want be here
Related CAS#:
500-65-2 65877-43-2
94356-22-6 1006894-94-5
1643872-50-7 1038918-70-5
1356386-13-4 301221-65-8
1802334-54-8 1416627-02-5
1889329-69-4 1802414-74-9
1802414-73-8

500-65-2

500-65-2 structure
500-65-2 structure
  • Name: Rhapontigenin
  • Chemical Name: Rhapontigenin
  • CAS Number: 500-65-2
  • Molecular Formula: C15H14O4
  • Molecular Weight: 258.269
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease Cytochrome P450
  • Create Date: 2018-06-19 19:03:06
  • Modify Date: 2025-08-21 07:06:18
  • 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].
Name Rhapontigenin
Synonyms trans-1-(3,5-Dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)ethylene
5-[(E)-2-(3-Hydroxy-4-methoxyphenyl)vinyl]-1,3-benzenediol
rhapontigenin
5-[(E)-2-(3-Hydroxy-4-methoxyphenyl)vinyl]benzene-1,3-diol
(E)-5-(3-Hydroxy-4-methoxystyryl)benzene-1,3-diol
1,3-Benzenediol, 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-
3,3',5-Trihydroxy-4'-methoxy-trans-stilbene
5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol
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].
Related Catalog
Target

CYP1A1:400 nM (IC50)

In Vitro Rhapontigenin (0-250 μM; 24 hours) demonstrates concentration-dependent anti-cancer activity with an IC50 115μM in HEP G2 cells[1]. Rhapontigenin (20 μM; 20 hours) pre-treatment decreases TGF-β triggered increased snail expression in diverse cancer cells[2]. Rhapontigenin (0-20 μM; 6 hours) inhibits TGF-β-induced expression of N-cadherin, vimentin, and CA9 in a dose-dependent manner[2]. Rhapontigenin inhibits ADP- and collagen-induced platelet aggregation with IC50 values of 4 and 70 μg/ml, respectively[3]. Rhapontigenin demonstrates a strong inhibitory activity on the 13-hexosaminidase release induced by DNP-BSA, it exhibits IC50 value of 0.03 mM in RBL 2H3 cells[3]. Western Blot Analysis[2] Cell Line: HeLa, A549,769-P cells Concentration: 0 μM; 2.5 μM; 5 μM; 10 μM; 20 μM Incubation Time: 6 hours Result: Induced ubiquitination and degradation of HIF-1α.
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.
References

[1]. Roupe KA, 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.

[2]. Yeh YH, et al. Rhapontigenin inhibits TGF-β-mediated epithelial‑mesenchymal transition via the PI3K/AKT/mTOR pathway and is not associated with HIF-1α degradation.Oncol Rep. 2016 May;35(5):2887-95.

[3]. Park EK, et al. Antithrombotic and antiallergic activities of rhaponticin from Rhei Rhizoma are activated by human intestinal bacteria.Arch Pharm Res. 2002 Aug;25(4):528-33.
Density 1.3±0.1 g/cm3
Boiling Point 503.6±38.0 °C at 760 mmHg
Melting Point 186-187ºC
Molecular Formula C15H14O4
Molecular Weight 258.269
Flash Point 258.4±26.8 °C
Exact Mass 258.089203
PSA 69.92000
LogP 2.82
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.722
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.

Chemsrc provides CAS#:500-65-2 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 500-65-2 | Chemsrc address: https://www.chemsrc.com/en/baike/79106.html

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved