Rutaecarpine
Rutaecarpine structure
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Common Name | Rutaecarpine | ||
|---|---|---|---|---|
| CAS Number | 84-26-4 | Molecular Weight | 287.315 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 550.1±60.0 °C at 760 mmHg | |
| Molecular Formula | C18H13N3O | Melting Point | 259.5 - 260ºC | |
| MSDS | Chinese USA | Flash Point | 286.5±32.9 °C | |
Use of RutaecarpineRutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Rutaecarpine |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. |
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| Related Catalog | |
| Target |
COX-2:0.28 μM (IC50, in BMMC) COX-1:8.7 μM (IC50, in BMMC) |
| In Vitro | Rutaecarpine has shown a variety of intriguing biological properties such as anti-thrombotic, anticancer, anti-inflammatory and analgesic, anti-obesity and thermoregulatory, vasorelaxing activity, as well as effects on the cardiovascular and endocrine systems[2]. Rutaecarpine inhibits COX-2 and COX-1 dependent phases of PGD2 generation in BMMC in a concentration-dependent manner with an IC50 of 0.28 μM and 8.7 μM, respectively. It inhibits COX-2-dependent conversion of exogenous arachidonic acid to PGE2 in a dose-dependent manner by the COX-2-transfected HEK293 cells[1]. |
| In Vivo | Rutaecarpine showed in vivo anti-inflammatory activity on rat l-carrageenan induced paw edema by intraperitoneal administration[1]. Rutaecarpine significantly decreases the number of antibody-forming cells and causes weight decrease in spleen in a dose-dependent manner. In addition, rutaecarpine administered mice exhibit reduced splenic cellularity, decreased numbers of total T cells, CD4+ cells, CD8+ cells, and B cells in spleen. IL-2, interferon and IL-10 mRNA expressions are suppressed significantly by rutaecarpine treatment. The number of CD4+IL-2+ cells is reduced significantly following administration of mice with rutaecarpine[3]. |
| Cell Assay | Rutaecarpine is dissolved in DMSO and diluted with appropriate medium before use. COX-1 and COX-2 cDNA-transfected HEK293 cells are prepared. For measuring inhibitory activity on COX-1 and COX-2 by rutaecarpine, cells in 1 mL of culture medium are seeded into each well of 24-well. After culture for 4 days, the supernatants are removed and 250 mL of fresh medium is added to the cells with or without rutaecarpine. After preincubation for 5 h at 37°C, the cells are further incubated at 37°C for 30 min with 50 mM arachidonic acid. All reactions are stopped by centrifugation at 120 g at 4°C for 5 min. Concentrations of PGE2 in the supernatant are measured[1]. |
| Animal Admin | Rats: Rutaecarpine is dissolved in 0.1% carboxymethyl cellulose and diluted with appropriate medium before use. Male Splague-Dawley (SD) rats (180-220 g) are used in the study. Rutaecarpine administered intraperitoneally and, 1 h later, l-carrageenan solution is injected to right hind paw of rats. Paw volumes are measured using plethysmometer 5 h after l-carrageenan injection[1]. Mice: For the antibody response to SRBCs, rutaecarpine is administered at a single dose of 10 mg/kg, 20 mg/kg, 40 mg/kg or 80 mg/kg in 10 mL of 1% povidone solution intravenously. Control animals are given 1% povidone solution at 10 mL/kg. Specific pathogen-free female BALB/c mice are used in the study[3]. |
| References |
[2]. Lee SH, et al. Progress in the studies on rutaecarpine. Molecules. 2008 Feb 6;13(2):272-300. |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 550.1±60.0 °C at 760 mmHg |
| Melting Point | 259.5 - 260ºC |
| Molecular Formula | C18H13N3O |
| Molecular Weight | 287.315 |
| Flash Point | 286.5±32.9 °C |
| Exact Mass | 287.105865 |
| PSA | 50.68000 |
| LogP | 2.03 |
| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
| Index of Refraction | 1.792 |
| InChIKey | ACVGWSKVRYFWRP-UHFFFAOYSA-N |
| SMILES | O=c1c2ccccc2nc2n1CCc1c-2[nH]c2ccccc12 |
| Storage condition | 2-8°C |
| Water Solubility | DMSO: 18 mg/mL clear yellow solution, soluble |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
|---|---|
| Hazard Codes | T:Toxic; |
| Risk Phrases | R25 |
| Safety Phrases | S45 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| Packaging Group | III |
| Hazard Class | 6.1 |
| HS Code | 2933990090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 5 | |
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| DownStream 3 | |
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CAS#:118-92-3![3-[2-(2-bromo-1H-indol-3-yl)ethyl]quinazolin-4-one Structure](https://image.chemsrc.com/caspic/136/807354-69-4.png)
CAS#:807354-69-4
CAS#:1477-50-5
CAS#:55786-24-8This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Pharmacological effects of rutaecarpine as a cardiovascular protective agent.
Molecules 15(3) , 1873-81, (2010) Many studies indicate that traditional Chinese herbs are beneficial in the prevention and treatment of cardiovascular diseases. Evodia rutaecarpa ('Wu-Chu-Yu') remains the most popular and multi-purpo... |
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Transdermal behaviors comparisons among Evodia rutaecarpa extracts with different purity of evodiamine and rutaecarpine and the effect of topical formulation in vivo.
Fitoterapia 83(5) , 954-60, (2012) Evodiamine (EVO) and rutaecapine (RUT), the major active components from Evodia rutaecarpa extract (EE), are recognized as a depended analgesic agent. This study was designed to investigate the effect... |
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Effects of rutaecarpine on the metabolism and urinary excretion of caffeine in rats.
Arch. Pharm. Res. 34(1) , 119-25, (2011) Although rutaecarpine, an alkaloid originally isolated from the unripe fruit of Evodia rutaecarpa, has been reported to reduce the systemic exposure of caffeine, the mechanism of this phenomenon is un... |
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.
| ruteacarpine |
| Rutecarpine |
| MFCD00210551 |
| RUTECARPINE 95+ |
| 8,13-Dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one |
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 Rutaecarpine? |
| A: CAS number of Rutaecarpine is 84-26-4. |
| Q: What is the LogP of Rutaecarpine? |
| A: LogP of Rutaecarpine is 2.03. |
| Q: What is the polar surface area (PSA) of Rutaecarpine? |
| A: Polar surface area (PSA) of Rutaecarpine is 50.68000. |
| Q: What is the molecular formula of Rutaecarpine? |
| A: Molecular formula of Rutaecarpine is C18H13N3O. |
| Q: How is the water solubility of Rutaecarpine? |
| A: Water solubility of Rutaecarpine: DMSO: 18 mg/mL clear yellow solution, soluble. |
| Q: What is the safety information for Rutaecarpine? |
| A: Safety information for Rutaecarpine: S45. |
| Q: What is the boiling point of Rutaecarpine? |
| A: Boiling point of Rutaecarpine is 550.1±60.0 °C at 760 mmHg. |
| Q: What are the storage conditions for Rutaecarpine? |
| A: Storage conditions for Rutaecarpine: 2-8°C. |
| Q: What are the uses of Rutaecarpine? |
| A: Main uses of Rutaecarpine: Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. |
| Q: What English synonyms does Rutaecarpine have? |
| A: English synonyms of Rutaecarpine: ruteacarpine, Rutecarpine, MFCD00210551, RUTECARPINE 95+, 8,13-Dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one. |
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 |
| Henan Tianfu Chemical Co., Ltd. |