Vinblastine Sulfate

• CAT Number: A001147
• CAS Number: 143-67-9
• Molecular Formula: C46H58N4O9S.H2SO4
• Molecular Weight: 909.05
• Purity: ≥95%
• Target: Autophagy
• Solubility: >28.9mg/mL in DMSO
• Storage: 3 years -20C powder
• IUPAC Name: methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid
• InChI: 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/h10-14,16,21-22,28,37-3
• InChIKey: KDQAABAKXDWYSZ-JKDPCDLQSA-N
• SMILES: CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O

Vinblastine Sulfate (CAS 143-67-9) is a sulfate salt of vinblastine. Vinblastine is a natural alkaloid isolated from the plant Vinca rosea Linn. Vinblastine binds to tubulin and inhibits microtubule formation, resulting in disruption of mitotic spindle assembly and arrest of tumor cells in the M phase of the cell cycle. This agent may also interfere with amino acid, cyclic AMP, and glutathione metabolism; calmodulin-dependent Ca++ -transport ATPase activity; cellular respiration; and nucleic acid and lipid biosynthesis.Sulfate

Reference

1:Optimization of the preparation process of vinblastine sulfate (VBLS)-loaded folate-conjugated bovine serum albumin (BSA) nanoparticles for tumor-targeted drug delivery using response surface methodology (RSM). Zu Y, Zhang Y, Zhao X, Zhang Q, Liu Y, Jiang R.Int J Nanomedicine. 2009;4:321-33. Epub 2009 Dec 29. PMID: 20054435 Free PMC Article
2:Polyoxyethylene 40 stearate modulates multidrug resistance and enhances antitumor activity of vinblastine sulfate. Luo L, Xu X, Shi B, Wu J, Hu Y.AAPS J. 2007 Oct 5;9(3):E329-35. doi: 10.1208/aapsj0903039. PMID: 18170979 Free PMC Article
3:Effect of vinblastine sulfate on gamma-radiation-induced DNA single-strand breaks in murine tissues. Rajagopalan R, Ranjan SK, Nair CK.Mutat Res. 2003 Apr 20;536(1-2):15-25. PMID: 12694742
4:A molecular basis explanation of the dynamic and thermal effects of vinblastine sulfate upon dipalmitoylphosphatidylcholine bilayer membranes. Maswadeh H, Demetzos C, Daliani I, Kyrikou I, Mavromoustakos T, Tsortos A, Nounesis G.Biochim Biophys Acta. 2002 Dec 23;1567(1-2):49-55. PMID: 12488037 Free Article
5:Analysis of micronuclei induced in mouse early spermatids by mitomycin C, vinblastine sulfate or etoposide using fluorescence in situ hybridization. Kallio M, Lähdetie J.Mutagenesis. 1993 Nov;8(6):561-7. PMID: 8133786
6:Effect of taxol on vinblastine sulfate-induced crystallization of tubulin. Ohta S, Krishan A, Nishio K, Ohmori T, Kunikane H, Inomata M, Takahashi T, Saijo N.Anticancer Res. 1993 Jul-Aug;13(4):873-7. PMID: 7688938
7:Investigation of aneuploidy induction in mouse oocytes following exposure to vinblastine-sulfate, pyrimethamine, diethylstilbestrol diphosphate, or chloral hydrate. Mailhes JB, Aardema MJ, Marchetti F.Environ Mol Mutagen. 1993;22(2):107-14. PMID: 8359152
8:Phase II trial of five day intravenous infusion vinblastine sulfate in patients with diffuse malignant mesothelioma: a Southwest Oncology Group study. Cowan JD, Green S, Lucas J, Weick JK, Balcerzak SP, Rivkin SE, Coltman CA, Baker LH.Invest New Drugs. 1988 Sep;6(3):247-8. No abstract available. PMID: 3192391
9:Stability of vinblastine sulfate when exposed to light. Black J, Buechter DD, Thurston DE.Drug Intell Clin Pharm. 1988 Jul-Aug;22(7-8):634-6. No abstract available. PMID: 3416757
10:Studies on the stability of vinblastine sulfate in aqueous solution. Black J, Buechter DD, Chinn JW, Gard J, Thurston DE.J Pharm Sci. 1988 Jul;77(7):630-4. PMID: 3171952