Introduction:Basic information about CAS 860-79-7|Cyclovirobuxine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Cyclovirobuxine |
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| CAS Number | 860-79-7 | Molecular Weight | 402.656 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 495.7±10.0 °C at 760 mmHg |
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| Molecular Formula | C26H46N2O | Melting Point | / |
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| MSDS | / | Flash Point | 34.1±9.6 °C |
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Names
| Name | Cyclovirobuxin D |
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| Synonym | More Synonyms |
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Cyclovirobuxine BiologicalActivity
| Description | Cyclovirobuxine D (CVB-D) is the main active component of the traditional Chinese medicine Buxus microphylla. Cyclovirobuxine D induces autophagy and attenuates the phosphorylation of Akt and mTOR[1]. Cyclovirobuxine D inhibits cell proliferation of gastric cancer cells through suppression of cell cycle progression and inducement of mitochondria-mediated apoptosis[2]. Cyclovirobuxine D is beneficial for heart failure induced by myocardial infarction[3]. |
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| Related Catalog | Signaling Pathways >>PI3K/Akt/mTOR >>mTORSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>PI3K/Akt/mTOR >>Akt |
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| In Vitro | Cyclovirobuxine D (0-240 µM ;24-72 hours) shows a concentration- and time-dependent reduced cell viability after CVB-D treatment, only 10% MGC-803 cells and 20% MKN28 cells are alive at 72 h after treatment with 240 µM[2]. Cyclovirobuxine D (0-120 µM; 48 hours) arrests the cell cycle of gastric cancer cells at S phase in a concentration-dependent manner[2]. Cyclovirobuxine D (0-120 µM; 48 hours) leads to apoptosis in gastric cancer cells in a concentration-dependent manner, especially early stage apoptosis.Cyclovirobuxine D (0-120 µM; 48 hours) causes apoptosis via up-regulation of the apoptosis- related proteins, cleaved Caspase-3 and ratio of Bax/Bcl-2, in gastric cancer cells[2]. Cell Viability Assay[2] Cell Line: MGC-803 and MKN28 cells Concentration: 0, 30, 60, 120 and 240 µM Incubation Time: 24, 48, 72 hours Result: Reduced Cell Viability and Colony Formation Ability of Gastric Cancer Cells Cell Cycle Analysis[2] Cell Line: MGC-803 and MKN28 cells Concentration: 0, 30, 60, and 120 µM Incubation Time: 48 hours Result: Arrested cell cycle progressions of MGC-803 and MKN28 cells. Apoptosis Analysis[2] Cell Line: MGC-803 and MKN28 cells Concentration: 0, 30, 60, and 120 µM Incubation Time: 48 hours Result: Induced apoptosis of MGC-803 and MKN28 cells. Western Blot Analysis[2] Cell Line: MGC-803 and MKN28 cells Concentration: 0, 30, 60, and 120 µM Incubation Time: 48 hours Result: Up-regulated cleaved Caspase-3 and Bax and decreased the expression of Bcl-2 expression. |
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| References | [1]. Lu J, et al. Cyclovirobuxine D induces autophagy-associated cell death via the Akt/mTOR pathway in MCF-7 human breast cancer cells. J Pharmacol Sci. 2014;125(1):74-82. Epub 2014 Apr 24. [2]. Wu J, et al. Cyclovirobuxine D Inhibits Cell Proliferation and Induces Mitochondria-Mediated Apoptosis in Human Gastric Cancer Cells. Molecules. 2015 Nov 19;20(11):20659-68. [3]. Yu B, et al. Beneficial effect of Cyclovirobuxine D on heart failure rats following myocardial infarction. Fitoterapia. 2011 Sep;82(6):868-77. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 495.7±10.0 °C at 760 mmHg |
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| Molecular Formula | C26H46N2O |
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| Molecular Weight | 402.656 |
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| Flash Point | 34.1±9.6 °C |
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| Exact Mass | 402.361023 |
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| PSA | 44.29000 |
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| LogP | 4.86 |
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| Vapour Pressure | 0.0±2.9 mmHg at 25°C |
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| Index of Refraction | 1.551 |
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| InChIKey | GMNAPBAUIVITMI-ABNIRSKTSA-N |
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| SMILES | CNC(C)C1C(O)CC2(C)C3CCC4C(C)(C)C(NC)CCC45CC35CCC12C |
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| Storage condition | 2-8C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- GZ0590030
- CHEMICAL NAME :
- 9,19-Cyclo-5-alpha,9-beta-pregnan-16-alpha-ol, 4,4,14-trimethyl-3-beta,20-alpha-bis (methylamino)-
- CAS REGISTRY NUMBER :
- 860-79-7
- LAST UPDATED :
- 199007
- DATA ITEMS CITED :
- 3
- MOLECULAR FORMULA :
- C26-H46-N2-O
- MOLECULAR WEIGHT :
- 402.74
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 293 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 3,101,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 9200 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 3,101,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 8900 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 3,101,1982
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Synonyms
| MFCD00468040 |
| 9,19-Cyclopregnan-16-ol, 4,4,14-trimethyl-3,20-bis(methylamino)-, (3β,5α,9β,16α,20S)- |
| bebuxine |
| cyclovirobuxind |
| cyclovirobuxinum D |
| cyclobuxine D |
| (3β,5α,9β,16α,20S)-4,4,14-Trimethyl-3,20-bis(methylamino)-9,19-cyclopregnan-16-ol |
| cvb-d |
| Cyclovirobuxine-D |
| CYCLOVIROBUXINE |