<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4362</id>
  <title>T3D4308</title>
  <common-name>Indole</common-name>
  <description>Indole is an aromatic heterocyclic organic compound. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. It can be produced by bacteria as a degradation product of the amino acid tryptophan. It occurs naturally in human feces and has an intense fecal smell. At very low concentrations, however, it has a flowery smell, and is a constituent of many flower scents (such as orange blossoms) and perfumes. Natural jasmine oil, used in the perfume industry, contains around 2.5% of indole. Indole also occurs in coal tar. The participation of the nitrogen lone electron pair in the aromatic ring means that indole is not a base, and it does not behave like a simple amine.</description>
  <cas>120-72-9</cas>
  <pubchem-id>798</pubchem-id>
  <chemical-formula>C8H7N</chemical-formula>
  <weight>117.15</weight>
  <appearance>White powder.</appearance>
  <melting-point>52.5°C</melting-point>
  <boiling-point>253°C (487.4°F)</boiling-point>
  <density nil="true"/>
  <solubility>3.56 mg/mL</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:17:59Z</created-at>
  <updated-at type="dateTime">2026-05-14T18:08:53Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Indole</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00463</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16881</chebi-id>
  <biocyc-id>INDOLE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB04532</drugbank-id>
  <pdb-id>IND</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>N1C=CC2=C1C=CC=C2</moldb-smiles>
  <moldb-formula>C8H7N</moldb-formula>
  <moldb-inchi>InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H</moldb-inchi>
  <moldb-inchikey>SIKJAQJRHWYJAI-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">117.1479</moldb-average-mass>
  <moldb-mono-mass type="decimal">117.057849229</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>2.14</logp>
  <hmdb-id>HMDB00738</hmdb-id>
  <chembl-id>CHEMBL15844</chembl-id>
  <chemspider-id>776</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;Ernst Schefczik, &amp;#8220;Preparation of indole derivatives.&amp;#8221; U.S. Patent US4611064, issued June, 1900.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003268</chemdb-id>
  <dsstox-id>DTXSID0020737</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00010849</susdat-id>
  <iupac>1H-indole</iupac>
  <moldb-polar-surface-area>15.79</moldb-polar-surface-area>
  <moldb-refractivity>37.1445</moldb-refractivity>
  <moldb-polarizability>12.81574628396194</moldb-polarizability>
  <moldb-rotatable-bond-count>0</moldb-rotatable-bond-count>
  <moldb-acceptor-count>0</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>16.437037050201045</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic nil="true"/>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>2.29</moldb-alogps-logp>
  <moldb-alogps-logs>-1.34</moldb-alogps-logs>
  <moldb-alogps-solubility>5.31e+00 g/l</moldb-alogps-solubility>
</compound>
