Rhapontigenin
Rhapontigenin structure
|
Common Name | Rhapontigenin | ||
|---|---|---|---|---|
| CAS Number | 500-65-2 | Molecular Weight | 258.269 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 503.6±38.0 °C at 760 mmHg | |
| Molecular Formula | C15H14O4 | Melting Point | 186-187ºC | |
| MSDS | N/A | Flash Point | 258.4±26.8 °C | |
Use of RhapontigeninRhapontigenin 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]. |
Summary: Rhapontigenin, Chinese name: 丹叶大黄素, CAS number: 500-65-2, molecular formula: C15H14O4, molecular weight: 258.269. Appearance: white or pale gray crystalline powder,熔点: 186-187°C, density: 1.3±0.1 g/cm³. For research-use only, not for medical or clinical usage.
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Rhapontigenin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 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 |
| 3,3',5-Trihydroxy-4'-methoxy-trans-stilbene |
| 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the CAS number of Rhapontigenin? |
| A: CAS number of Rhapontigenin is 500-65-2. |
| Q: What English synonyms does Rhapontigenin have? |
| A: English synonyms of Rhapontigenin: 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, 3,3',5-Trihydroxy-4'-methoxy-trans-stilbene, 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol. |
| Q: What is the English name of Rhapontigenin? |
| A: The English name of Rhapontigenin is Rhapontigenin. |
| Q: What is the melting point of Rhapontigenin? |
| A: Melting point of Rhapontigenin is 186-187ºC. |
| Q: What are the uses of Rhapontigenin? |
| A: Main uses of Rhapontigenin: 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]. |
| Q: What is the molecular weight of Rhapontigenin? |
| A: Molecular weight of Rhapontigenin is 258.269. |
| Q: What is the molecular formula of Rhapontigenin? |
| A: Molecular formula of Rhapontigenin is C15H14O4. |
| Q: What is the boiling point of Rhapontigenin? |
| A: Boiling point of Rhapontigenin is 503.6±38.0 °C at 760 mmHg. |
| Q: What is the polar surface area (PSA) of Rhapontigenin? |
| A: Polar surface area (PSA) of Rhapontigenin is 69.92000. |
| Q: What is the LogP of Rhapontigenin? |
| A: LogP of Rhapontigenin is 2.82. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |
| naturewill |