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V1377

Vinblastine sulfate salt

≥97% (HPLC), powder, plant alkaloid

Synonym(s):

VLB, Vincaleukoblastine sulfate salt

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About This Item

Empirical Formula (Hill Notation):
C46H58N4O9 · H2SO4
CAS Number:
Molecular Weight:
909.05
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
205-606-0
MDL number:
Beilstein/REAXYS Number:
3659812
Assay:
96-102% (HPLC)
Form:
powder
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Product Name

Vinblastine sulfate salt, 96-102% (HPLC)

Quality Segment

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

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.

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Show Differences

1 of 1

This Item
V4890V88791713004
form

powder

form

powder

form

powder or crystals

form

-

assay

96-102% (HPLC)

assay

≥95% (HPLC)

assay

95.0-105.0% (HPLC)

assay

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

color

white to light yellow

color

off-white to light yellow

color

white to light yellow

color

-

mp

267 °C (dec.) (lit.)

mp

-

mp

-

mp

267 °C (dec.) (lit.)


pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3



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Questions

  1. What is the composition of vinblastine sulfate salt. I mean what is the ratio of vinblastine: salt in this powder

    1 answer
    1. The minimum purity of this Vinblastine Sulfate product is 96%. The exact purity is lot specific and reported on the product Certificate of Analysis. Maximum limits allowable are also set for several residual solvents and related substances. Total impurities may not exceed 3%. The H2SO4 makes up 10.7% of the purified compound based on the molecular formula: C46H58N4O9 · H2SO4. Please see the link below to access a sample or lot specific Certificate:
      https://www.sigmaaldrich.com/product/sigma/v1377#product-documentation

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