Vinblastine

Vinblastine
Clinical data
Trade names	Velban, Velbe, others
Other names	vincaleukoblastine
AHFS/Drugs.com	Monograph
MedlinePlus	a682848
License data	US DailyMed: Vinblastine;
Pregnancy; category	AU: D;
Routes of; administration	intravenous
ATC code	L01CA01 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; UK: POM (Prescription only); US: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	n/a
Metabolism	Liver (CYP3A4-mediated)
Elimination half-life	24.8 hours (terminal)
Excretion	Biliary and kidney
Identifiers
	IUPAC name dimethyl (2β,3β,4β,5α,12β,19α)-15-[(5S,9S)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol- 9-yl]-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3,4-dicarboxylate;
CAS Number	865-21-4 ;
PubChem CID	241903;
DrugBank	DB00570 ;
ChemSpider	211446 ;
UNII	5V9KLZ54CY;
KEGG	D08675 ;
ChEBI	CHEBI:27375 ;
ChEMBL	ChEMBL159 ;
NIAID ChemDB	002673;
CompTox Dashboard (EPA)	DTXSID8021430 ;
ECHA InfoCard	100.011.577
Chemical and physical data
Formula	C46H58N4O9
Molar mass	810.989 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [H][C@]89CN(CCc1c([nH]c2ccccc12)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@@]5([H])[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]7(CC)C=CCN6CC[C@]45[C@@]67[H])C8)C[C@](O)(CC)C9;
	InChI InChI=1S/C46H58N4O9/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/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1 ; Key:JXLYSJRDGCGARV-XQKSVPLYSA-N ;
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Vinblastine (VBL), sold under the brand name Velban among others, is a chemotherapy medication, typically used with other medications, to treat a number of types of cancer. This includes Hodgkin's lymphoma, non-small-cell lung cancer, bladder cancer, brain cancer, melanoma, and testicular cancer. It is given by injection into a vein.

Most people experience some side effects. Commonly it causes a change in sensation, constipation, weakness, loss of appetite, and headaches. Severe side effects include low blood cell counts and shortness of breath. It should not be given to people who have a current bacterial infection. Use during pregnancy will likely harm the baby. Vinblastine works by blocking cell division.

Vinblastine was isolated in 1958. An example of a natural herbal remedy that has since been developed into a conventional medicine, vinblastine was originally obtained from the Madagascar periwinkle. It is on the World Health Organization's List of Essential Medicines.

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