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Key Documents

V8879

Sigma-Aldrich

Vincristine sulfate salt

95.0-105.0% (HPLC), powder or crystals

Sinonimo/i:

22-Oxovincaleukoblastine sulfate salt, Leurocristine sulfate salt, VCR

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About This Item

Formula empirica (notazione di Hill):
C46H56N4O10 · H2SO4
Numero CAS:
Peso molecolare:
923.04
Beilstein:
3924631
Numero CE:
Numero MDL:
Codice UNSPSC:
51111767
ID PubChem:
NACRES:
NA.85

Origine biologica

Streptomyces roseosporus

Livello qualitativo

Saggio

95.0-105.0% (HPLC)

Forma fisica

powder or crystals

Condizioni di stoccaggio

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

Colore

white to light yellow

Spettro attività antibiotica

neoplastics

Modalità d’azione

protein synthesis | interferes

Temperatura di conservazione

−20°C

Stringa SMILE

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
AQTQHPDCURKLKT-PNYVAJAMSA-N

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Applicazioni

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) .

Azioni biochim/fisiol

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.

Risultati analitici

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

Altre note

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

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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To explore the possibility of stathmin as an effective therapeutic target and to evaluate the synergistic combination of stathmin RNAi and the antimicrotubule agents paclitaxel and vincristine to retinoblastoma Y79 cells. RNAi-mediated specific inhibition of stathmin expression in Y79 cells
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