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V1377

Vinblastine sulfate salt

Name: Vinblastine sulfate salt
Brand: SIGMA

≥97% (HPLC), powder, plant alkaloid

别名:

VLB, Vincaleukoblastine sulfate salt

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关于此项目

经验公式（希尔记法）:

C₄₆H₅₈N₄O₉ · H₂SO₄

化学文摘社编号:

143-67-9

分子量:

909.05

NACRES:

NA.77

PubChem Substance ID:

24278771

UNSPSC Code:

12352200

EC Number:

205-606-0

MDL number:

MFCD00082457

Beilstein/REAXYS Number:

3659812

Assay:

96-102% (HPLC)

Form:

powder

Quality level:

200

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属性

产品名称

Vinblastine sulfate salt, 96-102% (HPLC)

Quality Level

200

assay

96-102% (HPLC)

form

powder

color

white to light yellow

mp

267 °C (dec.) (lit.)

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

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

Gene Information

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)

说明

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.