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Merck

V8879

Sigma-Aldrich

Vincristine sulfate salt

95.0-105.0% (HPLC), powder or crystals

Sinónimos:

22-Oxovincaleukoblastine sulfate salt, Leurocristine sulfate salt, VCR

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About This Item

Fórmula empírica (notación de Hill):
C46H56N4O10 · H2SO4
Número de CAS:
Peso molecular:
923.04
Beilstein:
3924631
Número CE:
Número MDL:
Código UNSPSC:
51111767
ID de la sustancia en PubChem:
NACRES:
NA.85

origen biológico

Streptomyces roseosporus

Nivel de calidad

Ensayo

95.0-105.0% (HPLC)

Formulario

powder or crystals

condiciones de almacenamiento

(Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.)

color

white to light yellow

espectro de actividad antibiótica

neoplastics

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

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Aplicación

Vincristine is an antitumor alkaloid isolated from Vinca Rosea. It is used to treat acute leukaemia, malignant lymphoma, Hodgkin′s disease, acute erythraemia, acute panmyelosis, breast cancer, Kaposi′s sarcoma and testicular cancer. Vincristine is widely used in cancer research. It is used to study multi-drug resistance. It is used to inhibit cell cycle progression at M-phase and to inhibit monoamine oxidase (MAO) .

Acciones bioquímicas o fisiológicas

Vincristine is a plant alkaloid that inhibits microtubule assembly by binding tubulin and inducing coiled spiral aggregate formation. It arrests cell cycle in G2/M-phase by blocking mitotic spindle formation. Vincristine triggers Raf-1 activation, phosphorylation of bcl-2-family proteins, induction of p53 expression, and apoptosis in several tumor cell lines. It inhibits VEGF production in leukemia cell lines. It is a substrate for Pgp and CYP3A4. MRP1 transports vincristine in an ATP- and GSH-dependent manner. Vincristine has some immunosuppressant effect. Vincristine may also interfere with amino acid, cyclic AMP, and glutathione metabolism, calmodulin-dependent Ca2+-transport, cellular respiration, and nucleic acid and lipid biosynthesis.

Nota de análisis

Freely soluble in water, Soluble in methanol, slightly soluble in ethanol

Otras notas

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Pictogramas

Skull and crossbonesHealth hazard

Palabra de señalización

Danger

Frases de peligro

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


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