<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2520</id>
  <title>T3D2479</title>
  <common-name>Vindesine</common-name>
  <description>Vindesine is only found in individuals that have used or taken this drug. It is a vinblastine derivative with antineoplastic activity against cancer. Major side effects are myelosuppression and neurotoxicity. Vindesine is used extensively in chemotherapy protocols (antineoplastic combined chemotherapy protocols). Vindesine acts by causing the arrest of cells in metaphase mitosis through its inhibition tubulin mitotic funcitoning. The drug is cell-cycle specific for the S phase.</description>
  <cas>53643-48-4</cas>
  <pubchem-id>40839</pubchem-id>
  <chemical-formula>C43H55N5O7</chemical-formula>
  <weight>753.410150</weight>
  <appearance>Crystal from ethanol-methanol (T50).</appearance>
  <melting-point>230-232°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>7.00e-02 g/L</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Ingestion, inhalation (T36, A566).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Vindesine acts by causing the arrest of cells in metaphase mitosis through its inhibition tubulin mitotic funcitoning. The drug is cell-cycle specific for the S phase.</mechanism-of-toxicity>
  <metabolism>Hepatic
Half Life: 24 hours.</metabolism>
  <toxicity>LD50: 4 mg/kg (Mouse)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Vindesine is used in chemotherapy to treat many different types of cancer, including leukaemia, lymphoma, melanoma, breast cancer, and lung cancer (L1022).</use-source>
  <min-risk-level nil="true"/>
  <health-effects>The bone marrow depressant effects of vindesine may result in an increased incidence of microbial infection, delayed healing, and gingival bleeding (A609).</health-effects>
  <symptoms></symptoms>
  <treatment>Activated charcoal binds most toxic agents and can decrease their systemic absorption if administered soon after ingestion. Immediate dilution with milk or water may be of benefit in caustic or irritant chemical ingestions. If the exposure occurred through inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. in case of acute lung injury,  Maintain ventilation and oxygenation and evaluate with frequent arterial blood gas or pulse oximetry monitoring.  Following eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. In case of dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. Treat dermal irritation or burns with standard topical therapy. Patients developing dermal hypersensitivity reactions may require treatment with systemic or topical corticosteroids or antihistamines. (T36)</treatment>
  <created-at type="dateTime">2009-07-03T22:04:02Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:34Z</updated-at>
  <interacting-proteins>Cytochrome P450 3A4 (CYP3A4) (A308)</interacting-proteins>
  <wikipedia>Vindesine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>36373</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Vindesine</stitch-id>
  <drugbank-id>DB00309</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins>Cytochrome P450 1A2 (P05177) 
(A308)</metabolizing-proteins>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@](CC)([C@@]13[H])[C@@]([H])(O)[C@]2(O)C(O)=N)[C@]1(C[C@]2([H])CN(C[C@](O)(CC)C2)CCC2=C1NC1=CC=CC=C21)C(=O)OC</moldb-smiles>
  <moldb-formula>C43H55N5O7</moldb-formula>
  <moldb-inchi>InChI=1S/C43H55N5O7/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50)/t25-,34+,35-,36-,39+,40-,41-,42+,43+/m1/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=HHJUWIANJFBDHT-KOTLKJBCSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">753.9261</moldb-average-mass>
  <moldb-mono-mass type="decimal">753.410149139</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>2.9</logp>
  <hmdb-id>HMDB14454</hmdb-id>
  <chembl-id>CHEMBL219146</chembl-id>
  <chemspider-id>37302</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;Stanislaw Rolski, &amp;#8220;Method of preparing vindesine sulfate.&amp;#8221; U.S. Patent US4259242, issued September, 1965.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
