<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4071</id>
  <title>T3D4017</title>
  <common-name>Vinblastine</common-name>
  <description>Vinblastine is only found in individuals that have used or taken this drug. It is an antitumor alkaloid isolated from Vinca rosea. (Merck, 11th ed.)The antitumor activity of vinblastine is thought to be due primarily to inhibition of mitosis at metaphase through its interaction with tubulin. Vinblastine binds to the microtubular proteins of the mitotic spindle, leading to crystallization of the microtubule and mitotic arrest or cell death.</description>
  <cas>865-21-4</cas>
  <pubchem-id>241903</pubchem-id>
  <chemical-formula>C46H58N4O9</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>267°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>Negligible</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>The antitumor activity of vinblastine is thought to be due primarily to inhibition of mitosis at metaphase through its interaction with tubulin. Vinblastine binds to the microtubular proteins of the mitotic spindle, leading to crystallization of the microtubule and mitotic arrest or cell death.</mechanism-of-toxicity>
  <metabolism>Hepatic. Metabolism of vinblastine has been shown to be mediated by hepatic cytochrome P450 3A isoenzymes.
Route of Elimination: The major route of excretion may be through the biliary system.
Half Life: Triphasic: 35 min, 53 min, and 19 hours</metabolism>
  <toxicity>Oral, mouse: LD&lt;sub&gt;50&lt;/sub&gt; = 423 mg/kg; Oral, rat: LD&lt;sub&gt;50&lt;/sub&gt; = 305 mg/kg.</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For treatment of breast cancer, testicular cancer, lymphomas, neuroblastoma, Hodgkin's and non-Hodgkin's lymphomas, mycosis fungoides, histiocytosis, and Kaposi's sarcoma.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T04:49:15Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:42:39Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Vinblastine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C07201</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>27375</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00570</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@]12N(C)C3=C(C=C(C(OC)=C3)[C@]3(C[C@@H]4CN(C[C@](O)(CC)C4)CCC4=C3NC3=CC=CC=C43)C(=O)OC)[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@]2(O)C(=O)OC)[C@@]13[H]</moldb-smiles>
  <moldb-formula>C46H58N4O9</moldb-formula>
  <moldb-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</moldb-inchi>
  <moldb-inchikey>JXLYSJRDGCGARV-XQKSVPLYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">810.9741</moldb-average-mass>
  <moldb-mono-mass type="decimal">810.420379474</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.7</logp>
  <hmdb-id>HMDB14710</hmdb-id>
  <chembl-id>CHEMBL159</chembl-id>
  <chemspider-id>12773</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Pierre Potier, Pierre Mangeney, Nicole Langlois, Yves Langlois, &amp;#8220;Process for the synthesis of vinblastine and leurosidine.&amp;#8221; U.S. Patent US4305875, issued October, 1977.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002977</chemdb-id>
  <dsstox-id>DTXSID8021430</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00003095</susdat-id>
  <iupac>methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5(10),6,8-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-2,4,6,13-tetraene-10-carboxylate</iupac>
  <moldb-polar-surface-area>154.1</moldb-polar-surface-area>
  <moldb-refractivity>222.42060000000004</moldb-refractivity>
  <moldb-polarizability>87.29735795966627</moldb-polarizability>
  <moldb-rotatable-bond-count>10</moldb-rotatable-bond-count>
  <moldb-acceptor-count>9</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>10.869524000991364</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>8.861449486805551</moldb-pka-strongest-basic>
  <moldb-physiological-charge>2</moldb-physiological-charge>
  <moldb-number-of-rings>9</moldb-number-of-rings>
  <moldb-alogps-logp>4.22</moldb-alogps-logp>
  <moldb-alogps-logs>-4.68</moldb-alogps-logs>
  <moldb-alogps-solubility>1.69e-02 g/l</moldb-alogps-solubility>
</compound>
