CAS Number84-26-4
Synonymsruteacarpine; Rutecarpine; MFCD00210551; RUTECARPINE 95+; 8,13-Dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one
Molecular FormulaC18H13N3O
Molecular Weight287.32
Purity>98 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point550.1±60.0 °C at 760 mmHg
Melting Point259.5 - 260ºC
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 84-26-4 |
| Catalog No. | 2A-9017410 |
| Chinese Name | 吴茱萸次碱 |
| Synonyms | ruteacarpine; Rutecarpine; MFCD00210551; RUTECARPINE 95+; 8,13-Dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one |
| Molecular Formula | C18H13N3O |
| Molecular Weight | 287.32 |
| Purity | >98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 550.1±60.0 °C at 760 mmHg |
| Melting Point | 259.5 - 260ºC |
| Appearance | solid |
| Water Solubility | DMSO: 18 mg/mL clear yellow solution, soluble |
| Storage Condition | 2-8°C |
| Packaging | III |
| Application | Rutaecarpine, an alkaloid from Sophora japonica, is a COX-2 inhibitor with an IC50 value of 0.28 μM. |
| HTC | 2933990090 |
| PubChem ID | 24278677 |
| MDL Number | MFCD00210551 |
| SMILES | O=C1N2CCc3c([nH]c4ccccc34)C2=Nc5ccccc15 |
| InChI | 1S/C18H13N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-8,19H,9-10H2 |
| InChI Key | ACVGWSKVRYFWRP-UHFFFAOYSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1 |
| MSDS | msds/17410_1_84_26_4.pdf |
| Bioactivity | Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. Related Catalog Natural Products >> Alkaloid Research Areas >> Inflammation/Immunology 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 [1]. Moon TC, et al. A new class of COX-2 inhibitor, rutaecarpine from Evodia rutaecarpa. Inflamm Res. 1999 Dec;48(12):621-5. [2]. Lee SH, et al. Progress in the studies on rutaecarpine. Molecules. 2008 Feb 6;13(2):272-300. [3]. Jeon TW, et al. Immunosuppressive effects of rutaecarpine in female BALB/c mice.Toxicol Lett. 2006 Jul 1;164(2):155-66. Chemical & Physical Properties 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 |
| Use of | Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. Properties Articles27 Name Rutaecarpine Synonym More Synonyms Rutaecarpine Biological Activity Description Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. Related Catalog Natural Products >> Alkaloid Research Areas >> Inflammation/Immunology COX-2:0.28 μM (IC50, in BMMC) COX-1:8.7 μM (IC50, in BMMC) References [1]. Moon TC, et al. A new class of COX-2 inhibitor, rutaecarpine from Evodia rutaecarpa. Inflamm Res. 1999 Dec;48(12):621-5. [2]. Lee SH, et al. Progress in the studies on rutaecarpine. Molecules. 2008 Feb 6;13(2):272-300. [3]. Jeon TW, et al. Immunosuppressive effects of rutaecarpine in female BALB/c mice.Toxicol Lett. 2006 Jul 1;164(2):155-66. Chemical & Physical Properties Molecular Formula C18H13N3O Exact Mass 287.105865 PSA 50.68000 Index of Refraction 1.792 InChIKey ACVGWSKVRYFWRP-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 97.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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