<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3126</id>
  <title>T3D3084</title>
  <common-name>Resiniferatoxin</common-name>
  <description>Resiniferatoxin (RTX) is a plant toxin and ultrapotent capsaicin analog that occurs in various species of plants, such as resin spurge (Euphorbia resinifera). It evokes a powerful irritant effect followed by desensitization and analgesia. (L1244)</description>
  <cas>57444-62-9</cas>
  <pubchem-id>104826</pubchem-id>
  <chemical-formula>C37H40O9</chemical-formula>
  <weight>628.7081</weight>
  <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>Oral (ingestion) (L1817) ; dermal (L1817)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Resiniferatoxin activates the vanilloid receptor in a subpopulation of primary afferent sensory neurons involved in nociception (the transmission of physiological pain). RTX causes a novel ion channel in the plasma membrane of sensory neurons, the transient receptor potential vanilloid 1, to become permeable to cations, most particularly the calcium cation. This evokes a powerful irritant effect followed by desensitization and analgesia. (L1244)</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Resiniferatoxin (RTX) is a plant toxin and ultrapotent capsaicin analog that occurs in various species of plants, such as resin spurge (Euphorbia resinifera). (L1244) Investigated for use/treatment in interstitial cystitis and urinary incontinence.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Resiniferatoxin is a neurotoxin that targets afferent sensory neurons involved in nociception. It evokes a powerful irritant effect followed by desensitization and analgesia. (L1244)</health-effects>
  <symptoms>Resiniferatoxin evokes a powerful irritant effect followed by desensitization and analgesia. (L1244)</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-07-23T18:26:08Z</created-at>
  <updated-at type="dateTime">2026-05-14T18:21:06Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Resiniferatoxin</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C09179</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Resiniferatoxin</stitch-id>
  <drugbank-id>DB06515</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@]12OC3(CC4=CC=CC=C4)O[C@]1(C[C@@H](C)[C@]1(O3)[C@]3([H])C=C(C)C(=O)[C@@]3(O)CC(COC(=O)CC3=CC(OC)=C(O)C=C3)=C[C@@]21[H])C(C)=C</moldb-smiles>
  <moldb-formula>C37H40O9</moldb-formula>
  <moldb-inchi>InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30-,33-,34-,35-,36?,37-/m1/s1</moldb-inchi>
  <moldb-inchikey>DSDNAKHZNJAGHN-IHCAYWNCSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">628.7081</moldb-average-mass>
  <moldb-mono-mass type="decimal">628.267232878</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL448382</chembl-id>
  <chemspider-id>94623</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>CHEM002421</chemdb-id>
  <dsstox-id>DTXSID00894764</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00018632</susdat-id>
  <iupac>[(1R,2R,6R,10S,11R,15R,17R)-13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-methoxyphenyl)acetate</iupac>
  <moldb-polar-surface-area>120.75000000000003</moldb-polar-surface-area>
  <moldb-refractivity>170.10499999999996</moldb-refractivity>
  <moldb-polarizability>67.2521068318189</moldb-polarizability>
  <moldb-rotatable-bond-count>9</moldb-rotatable-bond-count>
  <moldb-acceptor-count>8</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>9.93540161024193</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-3.8507489946897175</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>7</moldb-number-of-rings>
  <moldb-alogps-logp>4.40</moldb-alogps-logp>
  <moldb-alogps-logs>-5.88</moldb-alogps-logs>
  <moldb-alogps-solubility>8.20e-04 g/l</moldb-alogps-solubility>
</compound>
