<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2830</id>
  <title>T3D2788</title>
  <common-name>Streptozocin</common-name>
  <description>Streptozocin is only found in individuals that have used or taken this drug.It is an antibiotic that is produced by Stretomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals. [PubChem]Although its mechanism of action is not completely clear, streptozocin is known to inhibit DNA synthesis, interfere with biochemical reactions of NAD and NADH, and inhibit some enzymes involved in gluconeogenesis. Its activity appears to occur as a result of formation of methylcarbonium ions, which alkylate or bind with many intracellular molecular structures including nucleic acids. Its cytotoxic action is probably due to cross-linking of strands of DNA, resulting in inhibition of DNA synthesis.</description>
  <cas>18883-66-4</cas>
  <pubchem-id>29327</pubchem-id>
  <chemical-formula>C8H15N3O7</chemical-formula>
  <weight>265.091000</weight>
  <appearance>White powder.</appearance>
  <melting-point>115°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>5070 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Intravenous.
Poor oral absorption (17-25%).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Streptozotocin is a naturally occurring chemical that is particularly toxic to the insulin-producing beta cells of the pancreas. It is used in medical research to produce an animal model for Type 1 diabetes in large dose as well as Type 2 diabetes with multiple low doses.  Streptozotocin is similar enough to glucose to be transported into the cell by the glucose transport protein GLUT2, but is not recognized by the other glucose transporters. This explains its relative toxicity to beta cells, since these cells have relatively high levels of GLUT2. Streptozotocin is a glucosamine-nitrosourea (i.e. alkylating) compound. As with other alkylating agents in the nitrosourea class, it is toxic to cells by causing damage to the DNA, though other mechanisms may also contribute.</mechanism-of-toxicity>
  <metabolism>Primarily hepatic
Route of Elimination: As much as 20% of the drug (or metabolites containing an N-nitrosourea group) is metabolized and/or excreted by the kidney.
Half Life: 5-15 minutes</metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>For the treatment of malignant neoplasms of pancreas (metastatic islet cell carcinoma).</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Antibiotic resistance</health-effects>
  <symptoms>Symptoms of overdose include nausea and vomiting, anorexia, myelosuppression; and nephrotoxicity.</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-07-21T20:26:53Z</created-at>
  <updated-at type="dateTime">2026-03-31T20:20:40Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Streptozocin</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07313</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>9288</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Streptozocin</stitch-id>
  <drugbank-id>DB00428</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O</moldb-smiles>
  <moldb-formula>C8H15N3O7</moldb-formula>
  <moldb-inchi>InChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1</moldb-inchi>
  <moldb-inchikey>ZSJLQEPLLKMAKR-GKHCUFPYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">265.2206</moldb-average-mass>
  <moldb-mono-mass type="decimal">265.090999849</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>-1.45</logp>
  <hmdb-id>HMDB14572</hmdb-id>
  <chembl-id>CHEMBL1651906</chembl-id>
  <chemspider-id>27273</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"/>
  <chemdb-id>CHEM002193</chemdb-id>
  <dsstox-id>DTXSID2021282</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>3-methyl-3-nitroso-1-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea</iupac>
</compound>
