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安全信息

V1377

Sigma-Aldrich

Vinblastine sulfate salt

≥97% (HPLC), powder, plant alkaloid

别名:

VLB, Vincaleukoblastine sulfate salt

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About This Item

经验公式（希尔记法）:
C46H58N4O9 · H2SO4
CAS号:
143-67-9
分子量:
909.05
Beilstein:
3659812
EC 号:
205-606-0
MDL编号:
MFCD00082457
UNSPSC代码:
12352200
PubChem化学物质编号:
24278771
NACRES:
NA.77

产品名称

Vinblastine sulfate salt, ≥97% (HPLC)

质量水平

200

方案

≥97% (HPLC)

表单

(powder or amorphous or crystalline powder)

颜色

white to light yellow

mp

267 °C (dec.) (lit.)

吸附

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

抗生素抗菌谱

neoplastics

作用机制

DNA synthesis | interferes

创始人

Eli Lilly

储存温度

2-8°C

SMILES字符串

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

基因信息

human ... TBCC(6903) , TUBA1A(7846) , TUBA1B(10376) , TUBA1C(84790) , TUBA3C(7278) , TUBA3E(112714) , TUBA4A(7277) , TUBB(203068) , TUBB1(81027) , TUBB2A(7280) , TUBB2B(347733) , TUBB3(10381) , TUBB4A(10382) , TUBB4B(10383) , TUBB6(84617) , TUBB8(347688)

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应用

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

生化/生理作用

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.

特点和优势

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.

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Warning

危险声明

H302,H341,H361fd

危险分类

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000375921
0000360823
0000327731
0000327729
0000327730

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访问文档库

DrugTargetSeqR: a genomics-and CRISPR-Cas9-based method to analyze drug targets
Kasap C, et al.
Nature chemical biology, 10(8), 626-626 (2014)
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)
Evolutionary conservation of vertebrate blood-brain barrier chemoprotective mechanisms in Drosophila
Mayer F, et al.
The Journal of Neuroscience, 29(11), 3538-3550 (2009)
M V Blagosklonny et al.
Cancer research, 57(1), 130-135 (1997-01-01)
Recent studies have shown that paclitaxel leads to activation of Raf-1 kinase and have suggested that this activation is essential for bcl-2 phosphorylation and apoptosis. In the present study, we demonstrate that, in addition to paclitaxel, other agents that interact
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