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25775-90-0

25775-90-0 structure
25775-90-0 structure
  • Name: (Z)-Capsaicin
  • Chemical Name: (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
  • CAS Number: 25775-90-0
  • Molecular Formula: C18H27NO3
  • Molecular Weight: 305.412
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel TRP Channel
  • Create Date: 2018-06-15 21:26:54
  • Modify Date: 2025-08-20 14:14:34
  • (Z)-Capsaicin is the cis isomer of capsaicin, acts as an orally active TRPV1 agonist, and is used in the research of neuropathic pain.
Name (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
Synonyms (6Z)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
cis-8-methyl-N-vanillyl-6-nonenamide
(6Z)-N-(4-Hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide
(Z)-8-Methyl-N-vanillyl-6-noneamide
cis-capsaicin
Civanex
Zucapsaicin
Civamide
(Z)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
(Z)-N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide
6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (6Z)-
(Z)-CAPSAICIN
Description (Z)-Capsaicin is the cis isomer of capsaicin, acts as an orally active TRPV1 agonist, and is used in the research of neuropathic pain.
Related Catalog
Target

TRPV1 receptor[1]

In Vitro (Z)-Capsaicin is the cis isomer of capsaicin, acting as a TRPV1 agonist. (Z)-Capsaicin may also blocks the neruonal calcium channel[1].
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[1].
References

[1]. Bourne N, et al. Civamide (cis-capsaicin) for treatment of primary or recurrent experimental genital herpes. Antimicrob Agents Chemother. 1999 Nov;43(11):2685-8.
Density 1.0±0.1 g/cm3
Boiling Point 511.5±50.0 °C at 760 mmHg
Molecular Formula C18H27NO3
Molecular Weight 305.412
Flash Point 263.1±30.1 °C
Exact Mass 305.199097
PSA 58.56000
LogP 3.33
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.524

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RA8540000
CHEMICAL NAME :
6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (Z)-
CAS REGISTRY NUMBER :
25775-90-0
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C18-H27-N-O3
MOLECULAR WEIGHT :
305.46

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 36,2595,1993
HS Code 2924299090
HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%
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