V8388

Vincristine sulfate

meets USP testing specifications

• Sinónimos: Vincristine sulfate salt, 22-Oxovincaleukoblastine sulfate salt, Leurocristine sulfate salt, VCR
• Fórmula empírica (notación de Hill): C₄₆H₅₆N₄O₁₀ · H₂SO₄
• Número de CAS: 2068-78-2
• Peso molecular: 923.04
• Beilstein: 3924631
• Número CE: 218-190-0
• Número MDL: MFCD00084729
• Código UNSPSC: 12352210
• ID de la sustancia en PubChem: 24900771
• NACRES: NA.21

Propiedades

• Agency: USP/NF; meets USP testing specifications
• Nivel de calidad: 200
• solubilidad: ethanol: slightly soluble; methanol: soluble; water: freely soluble
• espectro de actividad antibiótica: neoplastics
• aplicaciones: pharmaceutical (small molecule)
• Modo de acción: protein synthesis | interferes
• temp. de almacenamiento: −20°C
• cadena SMILES: OS(O)(=O)=O.CC[C@]1(O)CC2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C=O)C7[C@](O)([C@H](OC(C)=O)[C@]8(CC)C=CCN9CC[C@]67C89)C(=O)OC)C1
• InChI: 1S/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1
• Clave InChI: AQTQHPDCURKLKT-PNYVAJAMSA-N

Descripción

Descripción general

Vincristine sulfate is an alkaloid present in Cantharanthus roseus.

Aplicación

Vincristine sulfate has been used:

• as a positive control in potato disc anti-tumor bioassay
• as a standard cytotoxic agent
• to treat cells for manipulation of the microtubule network

Widely used in cancer research. In studies on multi-drug resistance. Used to inhibit cell cycle progression at M-phase. Used to inhibit monoamine oxidase (MAO).

Acciones bioquímicas o fisiológicas

Vincristine sulfate possesses antitumor action targeting cell cycle. It prevents the action of tubulin by inhibiting microtubule polymerization. It also causes cell death and blocks metaphase in mitosis by preventing chromosome segregation. Vincristine sulfate inhibits angiogenesis mediated by factors such as vasculature endothelial growth factor. It decreases vascularization in tumors and normal tissues.

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H300,H341,H361fd
• Consejos de prudencia: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Clasificaciones de peligro: Acute Tox. 2 Oral - Muta. 2 - Repr. 2
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)