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Merck

V1377

Sigma-Aldrich

Vinblastine sulfate salt

≥97% (HPLC), powder, plant alkaloid

Sinónimos:

VLB, Vincaleukoblastine sulfate salt

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About This Item

Fórmula empírica (notación de Hill):
C46H58N4O9 · H2SO4
Número de CAS:
Peso molecular:
909.05
Beilstein/REAXYS Number:
3659812
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Vinblastine sulfate salt, ≥97% (HPLC)

Quality Level

assay

≥97% (HPLC)

form

(powder or amorphous or crystalline powder)

color

white to light yellow

mp

267 °C (dec.) (lit.)

absorption

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

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

originator

Eli Lilly

storage temp.

2-8°C

SMILES string

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

InChI key

KDQAABAKXDWYSZ-PNYVAJAMSA-N

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Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


Certificados de análisis (COA)

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