TCDD   

GtoPdb Ligand ID: 9642

Synonyms: 2,3,7,8-Tetrachlorodibenzo-p-dioxin | Dioxin
Compound class: Synthetic organic
Comment: 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), one of the most potent non-genotoxic tumor-promoting substances known. TCDD toxicity is primarily mediated through the aryl hydrocarbon receptor (AhR) where it acts as a high-affinity ligand.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 18.46
Molecular weight 319.9
XLogP 5.18
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES Clc1cc2Oc3cc(Cl)c(cc3Oc2cc1Cl)Cl
Isomeric SMILES Clc1cc2Oc3cc(Cl)c(cc3Oc2cc1Cl)Cl
InChI InChI=1S/C12H4Cl4O2/c13-5-1-9-10(2-6(5)14)18-12-4-8(16)7(15)3-11(12)17-9/h1-4H
InChI Key HGUFODBRKLSHSI-UHFFFAOYSA-N
Selectivity at other protein targets
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Aryl hydrocarbon receptor Hs None Binding - - -