CAS Number470-37-1
Synonyms(3β,5β,15β,16β)-16-Acetoxy-3-hydroxy-14,15-epoxybufa-20,22-dienolide; cinobufagine; CINOBUFAGIN(P); UNII:T9PSN4R8IR; 5β-Bufa-20,22-dienolide, 14,15β-epoxy-3β,16β-dihydroxy-, 16-acetate; MFCD00056825; RARECHEM BK HC T302; Cinobufagin; (3β,5β,15β,16β)-16-(acetyloxy)-3-hydroxy-14,15-epoxybufa-20,22-dienolide
Molecular FormulaC26H34O6
Molecular Weight442.54
Purity≥95.0 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point595.4±50.0 °C at 760 mmHg
Melting Point222-223ºC
AppearanceSolid;White to Light yellow powder to crystal
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 470-37-1 |
| Catalog No. | 2A-9009809 |
| Chinese Name | 华蟾毒精 |
| Synonyms | (3β,5β,15β,16β)-16-Acetoxy-3-hydroxy-14,15-epoxybufa-20,22-dienolide; cinobufagine; CINOBUFAGIN(P); UNII:T9PSN4R8IR; 5β-Bufa-20,22-dienolide, 14,15β-epoxy-3β,16β-dihydroxy-, 16-acetate; MFCD00056825; RARECHEM BK HC T302; Cinobufagin; (3β,5β,15β,16β)-16-(acetyloxy)-3-hydroxy-14,15-epoxybufa-20,22-dienolide |
| Molecular Formula | C26H34O6 |
| Molecular Weight | 442.54 |
| Purity | ≥95.0 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 595.4±50.0 °C at 760 mmHg |
| Melting Point | 222-223ºC |
| Appearance | Solid;White to Light yellow powder to crystal |
| Storage Condition | Store sealed at 2-8°C, placed in a ventilated, dry |
| Packaging | II |
| Application | Cinobufagin is a natural compound that has anti-tumor effects and has been widely studied clinically, especially in liver cancer. |
| HTC | 3001200090 |
| MDL Number | MFCD00056825 |
| SMILES | C[C@]([C@@H](C(C=C1)=COC1=O)[C@H]2OC(C)=O)(CC[C@@]3([H])[C@@]4([H])CC[C@@]5([H])[C@@]3(CC[C@H](O)C5)C)[C@@]64[C@@H]2O6 |
| InChI | 1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1 |
| InChI Key | SCULJPGYOQQXTK-OLRINKBESA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1(a) |
| MSDS | msds/9809_1_470_37_1.pdf |
| Bioactivity | Cinobufagin, a kind of Chinese materia medica with antitumor effect, is widely used in clinical practice, especially in anti-liver cancer.IC50 value:Target:In vitro: Cinobufagin inhibited proliferation of cancer cells at doses of 0.1, 1, or 10 μM after 2-4 days of culture. Cytotoxicity of cinobufagin on the DU145 and LNCaP cells was dose-dependent. Cinobufagin increased [Ca2+]i and apoptosis in cancer cells after a 24-hr culture as well as caspase 3 activities in DU145 and PC3 cells and caspase 9 activities in LNCaP cells [1]. Cinobufagin suppresses cell proliferation and causees apoptosis in prostate cancer cells via a sequence of apoptotic modulators, including Bax, cytochrome c and caspases [2].In vivo: Related Catalog Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Steroids Research Areas >> Cancer References [1]. Zhang G, et al. Cinobufagin inhibits tumor growth by inducing intrinsic apoptosis through AKT signaling pathway in human nonsmall cell lung cancer cells. Oncotarget. 2016 Mar 3. [2]. Yu Y, et al. Immunomodulatory Effects of Cinobufagin on Murine Lymphocytes and Macrophages. Evid Based Complement Alternat Med. 2015;2015:835263. [3]. Baek SH, et al. Cinobufagin exerts anti-proliferative and pro-apoptotic effects through the modulation ROS-mediated MAPKs signaling pathway. Immunopharmacol Immunotoxicol. 2015 Jun;37(3):265-73. [4]. Jiun-Yih Yeh, et al. Effects of bufalin and cinobufagin on the proliferation of androgen dependent and independent prostate cancer cells. The ProstateVolume 54, Issue 2, pages 112-124, 1 February 2003 [5]. Yu CH, et al. Apoptotic signaling in bufalin- and cinobufagin-treated androgen-dependent and -independent human prostate cancer cells. Cancer Science, 2008, 99 (12): 2467-2476 [6]. Peng Bei, et al. Progress in study on basic and clinical application in treating liver cancer by Cinobufagin Injection. Drug Evaluation Research, 2011-01 Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 595.4±50.0 °C at 760 mmHg Melting Point 222-223ºC Molecular Formula C26H34O6 Molecular Weight 442.545 Flash Point 199.4±23.6 °C Exact Mass 442.235535 PSA 89.27000 LogP 2.43 Vapour Pressure 0.0±3.8 mmHg at 25°C Index of Refraction 1.595 InChIKey SCULJPGYOQQXTK-OLRINKBESA-N SMILES CC(=O)OC1C(c2ccc(=O)oc2)C2(C)CCC3C(CCC4CC(O)CCC43C)C23OC13 Storage condition 2-8°C |
| Use of | Properties Articles27 Name Cinobufagin Synonym More Synonyms Cinobufagin Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Steroids Research Areas >> Cancer References [1]. Zhang G, et al. Cinobufagin inhibits tumor growth by inducing intrinsic apoptosis through AKT signaling pathway in human nonsmall cell lung cancer cells. Oncotarget. 2016 Mar 3. [2]. Yu Y, et al. Immunomodulatory Effects of Cinobufagin on Murine Lymphocytes and Macrophages. Evid Based Complement Alternat Med. 2015;2015:835263. [3]. Baek SH, et al. Cinobufagin exerts anti-proliferative and pro-apoptotic effects through the modulation ROS-mediated MAPKs signaling pathway. Immunopharmacol Immunotoxicol. 2015 Jun;37(3):265-73. [4]. Jiun-Yih Yeh, et al. Effects of bufalin and cinobufagin on the proliferation of androgen dependent and independent prostate cancer cells. The ProstateVolume 54, Issue 2, pages 112-124, 1 February 2003 [5]. Yu CH, et al. Apoptotic signaling in bufalin- and cinobufagin-treated androgen-dependent and -independent human prostate cancer cells. Cancer Science, 2008, 99 (12): 2467-2476 [6]. Peng Bei, et al. Progress in study on basic and clinical application in treating liver cancer by Cinobufagin Injection. Drug Evaluation Research, 2011-01 Chemical & Physical Properties Molecular Formula C26H34O6 Exact Mass 442.235535 PSA 89.27000 Index of Refraction 1.595 InChIKey SCULJPGYOQQXTK-OLRINKBESA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Cinobufagin venom toad) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Cinobufagin venom toad) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Cinobufagin venom toad) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Dangerous Regulations for land transport: I International Dangerous Regulations for sea transport: I International Dangerous Regulations for air transport: I 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| Cimigenol | 3779-59-7 | 2A-9009798 |
| Cinalukast | 128312-51-6 | 2A-9009799 |
| Cinecromen | 62380-23-8 | 2A-9009801 |
| Cinfenine | 54141-87-6 | 2A-9009807 |
| Cinnoxicam | 87234-24-0 | 2A-9009808 |
| Cinosulfuron | 94593-91-6 | 2A-9009810 |
| Cinoxacin | 28657-80-9 | 2A-9009811 |
| Cinperene | 104-28-9 | 2A-9009813 |
| Cipamfylline | 132210-43-6 | 2A-9009815 |
| Ciprafamide | 35452-73-4 | 2A-9009816 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS