Substance
ID:453
Names and Identifiers
Brand Name
VelbeVinblastinVinblastina [Dcit]VincaleucoblastineVinblastinum [INN-Latin]VincaleukoblastineVelbanVincaleucoblastinVincoblastineRozevinVinblastine SulfateNincaluicolflastine
IUPAC Traditional name
vincaleukoblastine
Synonyms
Vinblastine
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[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
Properties
Physical Property
Hydrophobicity(logP)
3.9
Solubility
Negligible
Molecule Details
Drug Groups
approved
Description
Antitumor alkaloid isolated from Vinca rosea. (Merck, 11th ed.)
Indication
For treatment of breast cancer, testicular cancer, lymphomas, neuroblastoma, Hodgkin's and non-Hodgkin's lymphomas, mycosis fungoides, histiocytosis, and Kaposi's sarcoma.
Pharmacology
Vinblastine is a vinca alkaloid antineoplastic agent. The vinca alkaloids are structurally similar compounds comprised of 2 multiringed units: vindoline and catharanthine. The vinca alkaloids have become clinically useful since the discovery of their antitumour properties in 1959. Initially, extracts of the periwinkle plant (Catharanthus roseus) were investigated because of putative hypoglycemic properties, but were noted to cause marrow suppression in rats and antileukemic effects in vitro. Vinblastine has some immunosuppressant effect. The vinca alkaloids are considered to be cell cycle phase-specific.
Toxicity
Oral, mouse: LD50 = 423 mg/kg; Oral, rat: LD50 = 305 mg/kg.
Affected Organisms
Humans and other mammals
Biotransformation
Hepatic. Metabolism of vinblastine has been shown to be mediated by hepatic cytochrome P450 3A isoenzymes.
Half Life
Triphasic: 35 min, 53 min, and 19 hours
Protein Binding
98-99%
Elimination
The major route of excretion may be through the biliary system.
References
•
Starling D: Two ultrastructurally distinct tubulin paracrystals induced in sea-urchin eggs by vinblastine sulphate. J Cell Sci. 1976 Jan;20(1):79-89.
[Pubmed]
External Links
Molecular Spectra
No Data Available
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References
• Starling D: Two ultrastructurally distinct tubulin paracrystals induced in sea-urchin eggs by vinblastine sulphate. J Cell Sci. 1976 Jan;20(1):79-89. Pubmed