CAS 25775-90-0|(Z)-Capsaicin

Introduction:Basic information about CAS 25775-90-0|(Z)-Capsaicin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(Z)-Capsaicin
CAS Number25775-90-0Molecular Weight305.412
Density1.0±0.1 g/cm3Boiling Point511.5±50.0 °C at 760 mmHg
Molecular FormulaC18H27NO3Melting Point/
MSDS/Flash Point263.1±30.1 °C

Names

Name(Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
SynonymMore Synonyms

(Z)-Capsaicin BiologicalActivity

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 CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>Neurological Disease
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.

Chemical & Physical Properties

Density1.0±0.1 g/cm3
Boiling Point511.5±50.0 °C at 760 mmHg
Molecular FormulaC18H27NO3
Molecular Weight305.412
Flash Point263.1±30.1 °C
Exact Mass305.199097
PSA58.56000
LogP3.33
Vapour Pressure0.0±1.4 mmHg at 25°C
Index of Refraction1.524
InChIKeyYKPUWZUDDOIDPM-VURMDHGXSA-N
SMILESCOc1cc(CNC(=O)CCCCC=CC(C)C)ccc1O

Toxicological Information

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

Safety Information

HS Code2924299090

Customs

HS Code2924299090
Summary2924299090. 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%

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
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