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Key Documents

V1377

Sigma-Aldrich

Vinblastine sulfate salt

≥97% (HPLC), powder, plant alkaloid

Sinônimo(s):

VLB, Vincaleukoblastine sulfate salt

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About This Item

Fórmula empírica (Notação de Hill):
C46H58N4O9 · H2SO4
Número CAS:
Peso molecular:
909.05
Beilstein:
3659812
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

product name

Vinblastine sulfate salt, ≥97% (HPLC)

Nível de qualidade

Ensaio

≥97% (HPLC)

forma

(powder or amorphous or crystalline powder)

cor

white to light yellow

pf

267 °C (dec.) (lit.)

absorção

14 at 270 nm in 0.1 M phosphate buffer at 1 mM
16.2 at 259 nm in ethanol at 1 mM
53.7 at 214 nm in ethanol at 1 mM

espectro de atividade do antibiótico

neoplastics

Modo de ação

DNA synthesis | interferes

originador

Eli Lilly

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

OS(O)(=O)=O.[H][C@@]12CN(CCc3c([nH]c4ccccc34)[C@@](C1)(C(=O)OC)c5cc6c(cc5OC)N(C)[C@@]7([H])[C@](O)([C@H](OC(C)=O)[C@]8(CC)C=CCN9CC[C@]67[C@]89[H])C(=O)OC)C[C@](O)(CC)C2

InChI

1S/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1

chave InChI

KDQAABAKXDWYSZ-PNYVAJAMSA-N

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Aplicação

Vinblastine sulfate salt has been used:
  • as a microtubule depolymerizing drug for the synchronization of human cell lines in G2/M phase
  • as a multidrug resistance screening substrate in human colon cancer cell line (HCT116) cell line
  • as an antimicrotubule agent in sub perineural glia of Drosophila brain

Ações bioquímicas/fisiológicas

Plant alkaloid that inhibits microtubule assembly by binding tubulin and inducing self-association in spiral aggregates in a reaction that appears to be regulated by the C-terminus of β-tubulin and is enhanced by GDP and GTP. Depolymerizes microtubules. Arrests the cell cycle in G2/M-phase by blocking mitotic spindle formation. Triggers Raf-1 activation, phosphorylation of bcl-2-family proteins, induction of p53 expression, and apoptosis in several tumor cell lines. Substrate of Pgp and CYP3A4.

Características e benefícios

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogramas

Health hazardExclamation mark

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Acute Tox. 4 Oral - Muta. 2 - Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3


Certificados de análise (COA)

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DrugTargetSeqR: a genomics-and CRISPR-Cas9-based method to analyze drug targets
Kasap C, et al.
Nature chemical biology, 10(8), 626-626 (2014)
X R Zhou-Pan et al.
Cancer research, 53(21), 5121-5126 (1993-11-01)
Vinblastine biotransformation was investigated by using a human liver microsomes library. The drug was converted into one major metabolite (M) upon incubation with the microsomes. A large interindividual variation in vinblastine metabolism was observed among the samples tested, with a
Use of drugs to study role of microtubule assembly dynamics in living cells.
M A Jordan et al.
Methods in enzymology, 298, 252-276 (1998-09-30)
Phosphorylation of mixed lineage leukemia 5 by CDC2 affects its cellular distribution and is required for mitotic entry
Liu J, et al.
The Journal of Biological Chemistry, 285(27), 20904-20914 (2010)
Mariann Molnár et al.
Scientific reports, 9(1), 14284-14284 (2019-10-05)
In the last decade, avian gene preservation research has focused on the use of the early precursors of the reproductive cells, the primordial germ cells (PGCs). This is because avian PGCs have a unique migration route through the vascular system

Artigos

We presents an article on ABC Transporters and Cancer Drug Resistance

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