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
V1377
Vinblastine sulfate salt
≥97% (HPLC), powder, plant alkaloid
Synonym(s):
VLB, Vincaleukoblastine sulfate salt
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1 MG
$43.50
5 MG
$131.00
10 MG
$175.00
25 MG
$480.00
50 MG
$769.00
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
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Product Name
Vinblastine sulfate salt, 96-102% (HPLC)
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
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 key
KDQAABAKXDWYSZ-PNYVAJAMSA-N
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
Quality Level
Gene Information
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Related Categories
1 of 4
This Item | V4890 | V8879 | 1713004 |
|---|---|---|---|
| form (powder or amorphous or crystalline powder) | form powder | form powder or crystals | form - |
| assay ≥97% (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 |
| originator Eli Lilly | originator Eli Lilly | originator - | originator - |
| color white to light yellow | color off-white to light yellow | color white to light yellow | color - |
Application
Vinblastine sulfate salt has been used:
- as a microtubule depolymerizing drug for the synchronization of human cell lines in G2/M phase[1]
- as a multidrug resistance screening substrate in human colon cancer cell line (HCT116) cell line[2]
- as an antimicrotubule agent in sub perineural glia of Drosophila brain[3]
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Muta. 2 - Repr. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
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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)
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)
Noelle S Williams et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(7), 2074-2079 (2007-02-09)
Blocking cell division through the inhibition of mitosis is one of the most successful clinical strategies for the treatment of cancer. Taxanes and vinca alkaloids are in widespread use and have demonstrated substantive therapeutic efficacy. Both classes of compounds bind
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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What is the composition of vinblastine sulfate salt. I mean what is the ratio of vinblastine: salt in this powder
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