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/REAXYS Number: 3924631
• EC Number: 218-190-0
• MDL number: MFCD00084729
• UNSPSC Code: 12352210
• PubChem Substance ID: 24900771
• NACRES: NA.21

Propiedades

• agency: USP/NF; meets USP testing specifications
• Quality Level: 200
• solubility: ethanol: slightly soluble; methanol: soluble; water: freely soluble
• antibiotic activity spectrum: neoplastics
• application(s): pharmaceutical (small molecule)
• mode of action: protein synthesis | interferes
• storage temp.: −20°C
• SMILES string: 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
• InChI key: AQTQHPDCURKLKT-PNYVAJAMSA-N

Descripción

General description

Vincristine sulfate is an alkaloid present in Cantharanthus roseus.

Application

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).

Biochem/physiol Actions

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

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300,H341,H361fd
• pcodes: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Hazard Classifications: Acute Tox. 2 Oral - Muta. 2 - Repr. 2
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)