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Merck

V8388

Vincristine sulfate

meets USP testing specifications

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C46H56N4O10 · H2SO4
CAS 번호:
Molecular Weight:
923.04
UNSPSC Code:
12352210
NACRES:
NA.21
PubChem Substance ID:
EC Number:
218-190-0
Beilstein/REAXYS Number:
3924631
MDL number:
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InChI key

AQTQHPDCURKLKT-PNYVAJAMSA-N

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

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

agency

USP/NF, meets USP testing specifications

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

Quality Level

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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.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

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

저장 등급

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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