<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4157</id>
  <title>T3D4103</title>
  <common-name>Nantenine</common-name>
  <description>Nantenine is an alkaloid found in the plant Nandina domestica as well as some Corydalis species. It is an antagonist at both the alpha-1 adrenergic receptor and the 5-HT2A serotonin receptor, and blocks both the behavioural and physiological effects of MDMA in animals. </description>
  <cas>2565-01-7</cas>
  <pubchem-id>197001</pubchem-id>
  <chemical-formula>C20H21NO4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></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>Nantenine is an antagonist at both the α1 adrenergic receptor and the 5-HT2A serotonin receptor, and blocks both the behavioural and physiological effects of MDMA in animals (Wikipedia). Nantenine is reported to have 5-HT2A antagonist properties (A15342).</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Nantenine is an alkaloid found in the plant Nandina domestica as well as some Corydalis species.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-08-29T05:09:22Z</created-at>
  <updated-at type="dateTime">2026-04-06T02:20:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Nantenine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C19985</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>[H][C@]12CC3=CC4=C(OCO4)C=C3C3=C1C(CCN2C)=CC(OC)=C3OC</moldb-smiles>
  <moldb-formula>C20H21NO4</moldb-formula>
  <moldb-inchi>InChI=1S/C20H21NO4/c1-21-5-4-11-7-17(22-2)20(23-3)19-13-9-16-15(24-10-25-16)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1</moldb-inchi>
  <moldb-inchikey>WSVWKHTVFGTTKJ-AWEZNQCLSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">339.385</moldb-average-mass>
  <moldb-mono-mass type="decimal">339.147058165</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL179440</chembl-id>
  <chemspider-id>170619</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>CHEM003063</chemdb-id>
  <dsstox-id>DTXSID70180343</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00094771</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>40.160000000000004</moldb-polar-surface-area>
  <moldb-refractivity>94.71959999999999</moldb-refractivity>
  <moldb-polarizability>36.938439715997085</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>5</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>7.069079153864139</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>5</moldb-number-of-rings>
  <moldb-alogps-logp>2.77</moldb-alogps-logp>
  <moldb-alogps-logs>-3.63</moldb-alogps-logs>
  <moldb-alogps-solubility>7.87e-02 g/l</moldb-alogps-solubility>
</compound>
