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cis-Capsaicin

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Category Herpes simplex Virus (HSV)
CAS 25775-90-0
Description Zucapsaicin, also referred to cis-Capsaicin, is a prototype vanilloid receptor agonist used to treat osteoarthritis of the knee and other neuropathic pain.
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Product Information

Synonyms (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide; BRN 4261852; cis-Capsaicin; Civamide; Zucapsaicin, trade name Civanex
IUPAC Name (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
Molecular Weight 305.42
Molecular Formula C18H27NO3
Canonical SMILES CC(C)C=CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
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-
InChIKey YKPUWZUDDOIDPM-VURMDHGXSA-N
Boiling Point 85-86°C0.003 mm Hg(lit.),378°C at 760 mmHg
Melting Point 71.5-74.5
Flash Point 107.1°C
Purity 98%
Density 0.89 g/cm3
Solubility In vitro:
10 mM in DMSO
Appearance Solid powder
Application Capsaicin analogue (C175680). It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.
Storage 4°C, protect from light
* In solvent :
-80°C, 6 months
-20°C, 1 month (protect from light)
Complexity 341
Exact Mass 305.19909372
Index Of Refraction 1.463
In Vitro (Z)-Capsaicin is the cis isomer of capsaicin, acting as a TRPV1 agonist. (Z)-Capsaicin may also blocks the neruonal calcium channel.
In Vivo (Z)-Capsaicin (Zucapsaicin) significantly attenuates nociceptive behavior after oral administration in rats. (Z)-Capsaicin is also tolerated in the primary or recurrent experimental genital herpes simplex virus infection in guinea pigs.
PSA 26.30000
Target TRPV1 receptor
XLogP3-AA 3.6

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