zucapsaicin   Click here for help

GtoPdb Ligand ID: 11576

Synonyms: Civanex® | Zuacta®
Approved drug
zucapsaicin is an approved drug (Canada (2010))
Compound class: Synthetic organic
Comment: Zucapsaicin is the cis-isomer of capsaicin. It is a TRPV1 agonist [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 58.56
Molecular weight 305.2
XLogP 4.32
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(CNC(=O)CCCC/C=C\C(C)C)ccc1O
Isomeric SMILES COc1cc(CNC(=O)CCCC/C=C\C(C)C)ccc1O
InChI InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6-
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPV1 Hs Activator Activation 7.6 pEC50 - 1
pEC50 7.6 (EC50 2.82x10-8 M) [1]
Description: Agonist activity at human TRPV1, determined as increase in [45]Ca2+ uptake in CHO cells expressing the ion channel