<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4736</id>
  <title>T3D4681</title>
  <common-name>Carmustine</common-name>
  <description>Carmustine is a cell-cycle phase nonspecific alkylating antineoplastic agent. It is used in the treatment of brain tumors and various other malignant neoplasms. This substance may reasonably be anticipated to be a carcinogen according to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985).</description>
  <cas>154-93-8</cas>
  <pubchem-id>2578</pubchem-id>
  <chemical-formula>C5H9Cl2N3O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>31°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>4000 mg/L (at 25°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Carmustine causes cross-links in DNA and RNA, leading to the inhibition of DNA synthesis, RNA production and RNA translation (protein synthesis). Carmustine also binds to and modifies (carbamoylates) glutathione reductase. This leads to cell death.</mechanism-of-toxicity>
  <metabolism>Hepatic and rapid with active metabolites. Metabolites may persist in the plasma for several days.Route of Elimination: Approximately 60% to 70% of a total dose is excreted in the urine in 96 hours and about 10% as respiratory CO2.Half Life: 15-30 minutes</metabolism>
  <toxicity>The oral LD&lt;sub&gt;50&lt;/sub&gt;s in rat and mouse are 20 mg/kg and 45 mg/kg, respectively. </toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>2A, probably carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>For the treatment of brain tumors, multiple myeloma, Hodgkin's disease and Non-Hodgkin's lymphomas.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T02:04:43Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:55Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Carmustine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C06873</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>3423</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00262</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>OC(=NCCCl)N(CCCl)N=O</moldb-smiles>
  <moldb-formula>C5H9Cl2N3O2</moldb-formula>
  <moldb-inchi>InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11)</moldb-inchi>
  <moldb-inchikey>InChIKey=DLGOEMSEDOSKAD-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">214.05</moldb-average-mass>
  <moldb-mono-mass type="decimal">213.007181961</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.53</logp>
  <hmdb-id>HMDB14407</hmdb-id>
  <chembl-id>CHEMBL513</chembl-id>
  <chemspider-id>2480</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></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
