CAS Number1108-68-5
Synonyms14,15b-Epoxy-3b,5a,16b-trihydroxy-5b,20(22)-bufadienolide 16-acetate; (3b,5b,15b,16b)-16-(Acetyloxy)-14,15-epoxy-3,5-dihydroxybufa-20,22-dienolide; MFCD00055946; 5beta-Hydroxycinobufagin; cinobufotalin venom toad; Cinobufotlin; 14,15-Epoxy-14H-cyclopenta[a]phenanthrene,bufa-20,22-dienolide deriv.; Cinobufotalin; CINOBUFOTALIN(RG); cinobufatolin; (3β,5β,15β,16β)-16-Acetoxy-3,5-dihydroxy-14,15-epoxybufa-20,22-dienolide; 14,15b-Epoxy-3b,5,16b-trihydroxy-5b-bufa-20,22-dienolide 16-Acetate
Molecular FormulaC26H34O7
Molecular Weight458.544
Purity99%
Density1.3±0.1 g/cm3
Boiling Point627.3±55.0 °C at 760 mmHg
Melting Point259 - 262ºC
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1108-68-5 |
| Catalog No. | 2A-9007414 |
| Chinese Name | 华蟾毒它灵 |
| Synonyms | 14,15b-Epoxy-3b,5a,16b-trihydroxy-5b,20(22)-bufadienolide 16-acetate; (3b,5b,15b,16b)-16-(Acetyloxy)-14,15-epoxy-3,5-dihydroxybufa-20,22-dienolide; MFCD00055946; 5beta-Hydroxycinobufagin; cinobufotalin venom toad; Cinobufotlin; 14,15-Epoxy-14H-cyclopenta[a]phenanthrene,bufa-20,22-dienolide deriv.; Cinobufotalin; CINOBUFOTALIN(RG); cinobufatolin; (3β,5β,15β,16β)-16-Acetoxy-3,5-dihydroxy-14,15-epoxybufa-20,22-dienolide; 14,15b-Epoxy-3b,5,16b-trihydroxy-5b-bufa-20,22-dienolide 16-Acetate |
| Molecular Formula | C26H34O7 |
| Molecular Weight | 458.544 |
| Purity | 99 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 627.3±55.0 °C at 760 mmHg |
| Melting Point | 259 - 262ºC |
| Storage Condition | Store airtight at 2-8°C |
| Packaging | II |
| Application | Cinobufotalin is a bufadiene isolated from toad venom and has been reported to have anti-cancer activity. |
| HTC | 3002.90.5150 |
| UN(IATA) | UN 2811 |
| SMILES | CC(=O)OC1C(c2ccc(=O)oc2)C2(C)CCC3C(CCC4(O)CC(O)CCC34C)C23OC13 |
| InChI | InChI=1S/C26H34O7/c1-14(27)32-21-20(15-4-5-19(29)31-13-15)24(3)10-7-17-18(26(24)22(21)33-26)8-11-25(30)12-16(28)6-9-23(17,25)2/h4-5,13,16-18,20-22,28,30H,6-12H2,1-3H3/t16-,17-,18+,20-,21+,22+,23+,24+,25-,26+/m0/s1 |
| InChI Key | KBKUJJFDSHBPPA-ZNCGZLKOSA-N |
| Hazard Symbols | 6.1(a) |
| Risk Codes | R26/27/28 |
| Safety Description | S22;S36/37/39;S45 |
| MSDS | msds/7414_2_1108_68_5.pdf |
| Bioactivity | Cinobufotalin is one of the bufadienolides prepared from toad venom; has anticancer activity.IC50 value:Target:in vitro: Cinobufotalin(CB) caused significant DNA fragmentation, decrease of MMP, and an increase in the intracellular Ca(2+) ion and ROS production. In addition, CB induced upregulation of Fas protein, proteolytic activation of cytochrome c, caspase-2, -3, -8 and -9 together with the activation of Bid and Bax [1]. cinobufotalin displayed considerable cytotoxicity against lung cancer cells (A549, H460 and HTB-58 lines) without inducing significant cell apoptosis. cinobufotalin mainly induces Cyp-D-dependent non-apoptotic death in cultured lung cancer cells [2]. cinobufotalin (at nmol/L) significantly inhibited HCC cell growth and survival while inducing considerable cell apoptosis. Further, cinobufotalin inhibited sphingosine kinase 1 (SphK1) activity and induced pro-apoptotic ceramide production. cinobufotalin inactivated Akt-S6K1 signaling in HepG2 cells, which was again inhibited by ceramide synthase-1 shRNA-depletion [3].in vivo: Using a mice xenograft model, we found that cinobufotalin inhibited A549 lung cancer cell growth in vivo [2]. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Alkaloid Research Areas >> Cancer References [1]. Kai S, et al. Pre-clinical evaluation of cinobufotalin as a potential anti-lung cancer agent. Biochem Biophys Res Commun. 2014 Sep 26;452(3):768-74. [2]. Cheng L, et al. Ceramide production mediates cinobufotalin-induced growth inhibition and apoptosis in cultured hepatocellular carcinoma cells. Tumour Biol. 2015 Feb 28. [3]. Emam H, et al. Apoptotic cell death by the novel natural compound, cinobufotalin. Chem Biol Interact. 2012 Sep 30;199(3):154-60. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 627.3±55.0 °C at 760 mmHg Melting Point 259 - 262ºC Molecular Formula C26H34O7 Molecular Weight 458.544 Flash Point 210.7±25.0 °C Exact Mass 458.230438 PSA 109.50000 LogP 0.79 Vapour Pressure 0.0±4.2 mmHg at 25°C Index of Refraction 1.612 InChIKey KBKUJJFDSHBPPA-ZNCGZLKOSA-N SMILES CC(=O)OC1C(c2ccc(=O)oc2)C2(C)CCC3C(CCC4(O)CC(O)CCC34C)C23OC13 Storage condition 2-8°C |
| Use of | Properties Articles15 Name Cinobufotalin Synonym More Synonyms Cinobufotalin Biological Activity Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Alkaloid Research Areas >> Cancer References [1]. Kai S, et al. Pre-clinical evaluation of cinobufotalin as a potential anti-lung cancer agent. Biochem Biophys Res Commun. 2014 Sep 26;452(3):768-74. [2]. Cheng L, et al. Ceramide production mediates cinobufotalin-induced growth inhibition and apoptosis in cultured hepatocellular carcinoma cells. Tumour Biol. 2015 Feb 28. [3]. Emam H, et al. Apoptotic cell death by the novel natural compound, cinobufotalin. Chem Biol Interact. 2012 Sep 30;199(3):154-60. Chemical & Physical Properties Molecular Formula C26H34O7 Exact Mass 458.230438 PSA 109.50000 Index of Refraction 1.612 InChIKey KBKUJJFDSHBPPA-ZNCGZLKOSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Cinobufotalin) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Cinobufotalin) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Cinobufotalin) 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 Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available The company is not responsible for any damage caused by any operation or contact with the above products. For more terms of use, see invoice or package The reverse side of the mounting strip. |
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