C1147

Cinobufotalin

• Sinônimo(s): 14,15β-Epoxy-3β,5α,16β-trihydroxy-5β,20(22)-bufadienolide 16-acetate, 5β,20(22)-Bufadienolide-14,15β-epoxy-3β,5α,16β-triol 16-acetate
• Fórmula empírica (Notação de Hill): C₂₆H₃₄O₇
• Número CAS: 1108-68-5
• Peso molecular: 458.54
• Número MDL: MFCD28396383
• Código UNSPSC: 12352200
• ID de substância PubChem: 24892362
• NACRES: NA.77

Propriedades

• forma: solid
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: C[C@@]12[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]35O[C@@H]5[C@H](OC(C)=O)[C@@H]4C6=COC(C=C6)=O)(O)C[C@@H](O)CC1
• 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
• chave InChI: KBKUJJFDSHBPPA-ZNCGZLKOSA-N

Descrição

Descrição geral

Cinobufotalin is a cardiotonic steroid or bufotalin. It is mainly obtained from the skin secretion of the giant toad.

Aplicação

Cinobufotalin has been used:

• as a standard to bound them with the Fab fragment of an anti-digoxin antibody (Digibind) to rapidly detect its presence in blood by the fluorescence polarization immunoassay for digitoxin
• to treat human cancer cell lines/MCF-7 cells to examine the steroid receptor coactivator-3 (SRC-3) protein concentrations and evaluate its efficacy as SRC small-molecule inhibitors (SMIs)
• as a standard to calibrate the high-performance liquid chromatography (HPLC) and calculate the total quantity of bufadienolides present in the nuchal gland fluid of Rhabdophis tigrinus

Ações bioquímicas/fisiológicas

Cinobufotalin, a diuretic, and a hemostatic agent can stimulate cytotoxic effect in cultured lung cancer cells. It can suppress the development of A549 cells in vivo. Cinobufotalin possesses antitumor activity and enhanced chemotherapeutic effect. It can inhibit the vascular endothelial growth factor and epidermal growth factor receptor expression to prevent the development and metastasis of the tumor. It may be beneficial to advance gastric cancer (GC) patients. This safe auxiliary antitumor agent can reduce the adverse events related to chemotherapy.

Informações de segurança

• Pictogramas: GHS06
• Palavra indicadora: Danger
• Frases de perigo: H300 + H310 + H330
• Declarações de precaução: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Classificações de perigo: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral
• Código de classe de armazenamento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de risco de água (WGK): WGK 3
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges