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-
1. Ann J, Kim HS, Thorat SA, Kim H, Ha HJ, Choi K, Kim YH, Kim M, Hwang SW, Pearce LV et al.. (2020)
Discovery of Nonpungent Transient Receptor Potential Vanilloid 1 (TRPV1) Agonist as Strong Topical Analgesic.
J Med Chem, 63 (1): 418-424. [PMID:31702924]
2. Sałat K, Jakubowska A, Kulig K. (2014)
Zucapsaicin for the treatment of neuropathic pain.
Expert Opin Investig Drugs, 23 (10): 1433-40. [PMID:25171227]