<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4678</id>
  <title>T3D4624</title>
  <common-name>3-Amino-1,4-dimethyl-5H-pyrido [4,3-b]indole</common-name>
  <description>3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) is one of the potent food-born dietary carcinogens derived mainly from burnt meat products. The activation of heterocyclic amines, including Trp-P-1, to reactive metabolites is a critical step to exhibit its carcinogenic effects ( Chun et al., 2000, Shiotani et al., 2001 and Kato, 1986). At the initial phase in the carcinogenic process, an exocyclic amino group of Trp-P-1 is metabolically activated to hydroxyamino derivatives by cytochrome P450 to form DNA adducts, which are considered as a main cause of DNA damage during the carcinogenic process in vitro and in vivo ( Shiotani and Ashida, 2004, Inami and Mochizuki, 2002 and Hatanaka et al., 2001). On the other hand, Trp-P-1 can also directly interact with DNA and induces chromosomal aberrations ( Shiotani and Ashida, 2004), suggesting that Trp-P-1 can cause DNA damage without metabolic activation to the N-hydroxyl form. DNA damage triggers not only mutation and carcinogenesis but also apoptosis ( Hashimoto et al., 2004 and Shiotani and Ashida, 2004), indeed 2-acetamidofluorane, a chemical carcinogen with a Trp-P-1-related structure, shows a cytotoxic effect on hepatocytes ( Ashida et al., 1998) and induced apoptosis in the rat liver in vivo.</description>
  <cas>62450-06-0</cas>
  <pubchem-id>5284474</pubchem-id>
  <chemical-formula>C13H13N3</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>252 - 262 °C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity></mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-09-08T02:38:09Z</created-at>
  <updated-at type="dateTime">2016-11-09T01:09:10Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C19306</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id></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>CC1=C2C(NC3=CC=CC=C23)=C(C)C(N)=N1</moldb-smiles>
  <moldb-formula>C13H13N3</moldb-formula>
  <moldb-inchi>InChI=1S/C13H13N3/c1-7-12-11(8(2)15-13(7)14)9-5-3-4-6-10(9)16-12/h3-6,16H,1-2H3,(H2,14,15)</moldb-inchi>
  <moldb-inchikey>LVTKHGUGBGNBPL-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">211.2624</moldb-average-mass>
  <moldb-mono-mass type="decimal">211.110947431</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id>HMDB29746</hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id>4447538</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 nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003584</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>1,4-dimethyl-5H-pyrido[4,3-b]indol-3-amine</iupac>
</compound>
