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Documentos Principais

V8388

Sigma-Aldrich

Vincristine sulfate

meets USP testing specifications

Sinônimo(s):

Vincristine sulfate salt, 22-Oxovincaleukoblastine sulfate salt, Leurocristine sulfate salt, VCR

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About This Item

Fórmula empírica (Notação de Hill):
C46H56N4O10 · H2SO4
Número CAS:
Peso molecular:
923.04
Beilstein:
3924631
Número CE:
Número MDL:
Código UNSPSC:
12352210
ID de substância PubChem:
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Nível de qualidade

solubilidade

ethanol: slightly soluble
methanol: soluble
water: freely soluble

espectro de atividade do antibiótico

neoplastics

aplicação(ões)

pharmaceutical (small molecule)

Modo de ação

protein synthesis | interferes

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

AQTQHPDCURKLKT-PNYVAJAMSA-N

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Descrição geral

Vincristine sulfate is an alkaloid present in Cantharanthus roseus.

Aplicação

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).

Ações bioquímicas/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.

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 2 Oral - Muta. 2 - Repr. 2

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

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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