<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4616</id>
  <title>T3D4562</title>
  <common-name>Heroin</common-name>
  <description>A narcotic analgesic that may be habit-forming. It is a controlled substance (opium derivative) listed in the U.S. Code of Federal Regulations, Title 21 Parts 329.1, 1308.11 (1987). Sale is forbidden in the United States by Federal statute. (Merck Index, 11th ed) Internationally, heroin is controlled under Schedules I and IV of the Single Convention on Narcotic Drugs. It is illegal to manufacture, possess, or sell heroin in the United States and the UK. However, under the name diamorphine, heroin is a legal prescription drug in the United Kingdom.</description>
  <cas>561-27-3</cas>
  <pubchem-id>5462328</pubchem-id>
  <chemical-formula>C21H23NO5</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>173 °C</melting-point>
  <boiling-point>272-274 °C at 1.20E+01 mm Hg</boiling-point>
  <density nil="true"/>
  <solubility>600 mg/L (at 25 °C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Bioavailability is less than 35%.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Heroin is a mu-opioid agonist. It acts on endogenous mu-opioid receptors that are spread in discrete packets throughout the brain, spinal cord and gut in almost all mammals. Heroin, along with other opioids, are agonists to four endogenous neurotransmitters. They are beta-endorphin, dynorphin, leu-enkephalin, and met-enkephalin. The body responds to heroin in the brain by reducing (and sometimes stopping) production of the endogenous opioids when heroin is present. Endorphins are regularly released in the brain and nerves, attenuating pain. Their other functions are still obscure, but are probably related to the effects produced by heroin besides analgesia (antitussin, anti-diarrheal). </mechanism-of-toxicity>
  <metabolism>Hepatic.Route of Elimination: 90% renal as glucuronides, rest biliaryHalf Life: &lt;10 minutes</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used in the treatment of acute pain, myocardial infarction, acute pulmonary oedema, and chronic pain.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-30T21:04:37Z</created-at>
  <updated-at type="dateTime">2026-05-14T17:01:51Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Heroin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C06534</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>27808</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB01452</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>[H][C@@]12OC3=C(OC(C)=O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2OC(C)=O</moldb-smiles>
  <moldb-formula>C21H23NO5</moldb-formula>
  <moldb-inchi>InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1</moldb-inchi>
  <moldb-inchikey>GVGLGOZIDCSQPN-PVHGPHFFSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">369.411</moldb-average-mass>
  <moldb-mono-mass type="decimal">369.157622851</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.58</logp>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL459324</chembl-id>
  <chemspider-id>4575379</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>CHEM003522</chemdb-id>
  <dsstox-id>DTXSID6046761</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>(1S,5R,13R,14S,17R)-10-(acetyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate</iupac>
  <moldb-polar-surface-area>65.07000000000001</moldb-polar-surface-area>
  <moldb-refractivity>98.42540000000002</moldb-refractivity>
  <moldb-polarizability>37.89614763232642</moldb-polarizability>
  <moldb-rotatable-bond-count>4</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>9.09925519553095</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>5</moldb-number-of-rings>
  <moldb-alogps-logp>2.30</moldb-alogps-logp>
  <moldb-alogps-logs>-3.14</moldb-alogps-logs>
  <moldb-alogps-solubility>2.66e-01 g/l</moldb-alogps-solubility>
</compound>
