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Merck

V8879

Sigma-Aldrich

Vincristin -sulfat (Salz)

95.0-105.0% (HPLC), powder or crystals

Synonym(e):

22-Oxo-vincaleukoblastin -sulfat (Salz), Leurocristin -sulfat (Salz), VCR

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About This Item

Empirische Formel (Hill-System):
C46H56N4O10 · H2SO4
CAS-Nummer:
Molekulargewicht:
923.04
Beilstein:
3924631
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51111767
PubChem Substanz-ID:
NACRES:
NA.85

Biologische Quelle

Streptomyces roseosporus

Qualitätsniveau

Assay

95.0-105.0% (HPLC)

Form

powder or crystals

Lagerbedingungen

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

Farbe

white to light yellow

Wirkungsspektrum von Antibiotika

neoplastics

Wirkungsweise

protein synthesis | interferes

Lagertemp.

−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

InChIKey

AQTQHPDCURKLKT-PNYVAJAMSA-N

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Anwendung

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) .

Biochem./physiol. Wirkung

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.

Hinweis zur Analyse

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

Sonstige Hinweise

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

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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