(Z)-Capsaicin

Modify Date: 2026-07-03 10:38:34

(Z)-Capsaicin structure	Common Name	(Z)-Capsaicin
	CAS Number	25775-90-0	Molecular Weight	305.412
	Density	1.0±0.1 g/cm3	Boiling Point	511.5±50.0 °C at 760 mmHg
	Molecular Formula	C₁₈H₂₇NO₃	Melting Point	N/A
	MSDS	N/A	Flash Point	263.1±30.1 °C

Use of (Z)-Capsaicin

(Z)-Capsaicin is the cis isomer of capsaicin, acts as an orally active TRPV1 agonist, and is used in the research of neuropathic pain.

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

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

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

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	Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel Research 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.

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

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
InChIKey	YKPUWZUDDOIDPM-VURMDHGXSA-N
SMILES	COc1cc(CNC(=O)CCCCC=CC(C)C)ccc1O

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

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

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

HS Code	2924299090

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

vanillylamin

CAS#:1196-92-5

N/A

CAS#:31467-61-5

~68%

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Janusz, John M.; Buckwalter, Brian L.; Young, Patricia A.; LaHann, Thomas R.; Farmer, Ralph W.; et al. Journal of Medicinal Chemistry, 1993 , vol. 36, # 18 p. 2595 - 2604

CIS 8-METHYLNON...

CAS#:31467-60-4

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Medicinal Chemistry, , vol. 36, # 18 p. 2595 - 2604

(5-Carboxypenty...

CAS#:50889-29-7

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Organic Chemistry, , vol. 54, p. 3477 - 3478

Vanillin

CAS#:121-33-5

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Organic Chemistry, , vol. 54, p. 3477 - 3478

6-Hexanolactone

CAS#:502-44-3

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Organic Chemistry, , vol. 53, # 5 p. 1064 - 1071

Methyl 6-oxohex...

CAS#:6654-36-0

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Organic Chemistry, , vol. 53, # 5 p. 1064 - 1071

6-hydroxyhexano...

CAS#:4547-43-7

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Organic Chemistry, , vol. 53, # 5 p. 1064 - 1071

methyl 8-methyl...

CAS#:112375-42-5

(Z)-Capsaicin

CAS#:25775-90-0

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Literature: Journal of Organic Chemistry, , vol. 53, # 5 p. 1064 - 1071

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor 8
CAS#:1196-92-5 vanillylamin CAS#:31467-60-4 CIS 8-METHYLNON... CAS#:50889-29-7 (5-Carboxypenty... CAS#:121-33-5 Vanillin
CAS#:502-44-3 6-Hexanolactone CAS#:6654-36-0 Methyl 6-oxohex... CAS#:4547-43-7 6-hydroxyhexano... CAS#:112375-42-5 methyl 8-methyl...
DownStream 1
CAS#:19408-84-5 Dihydrocapsaicin

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

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%

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS

Name: Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident pro...
Source: NCGC
Target: N/A
External Id: SERCaMPGLuc-p1-antagonist

Name: qHTS Assay for Inhibitors of the Phosphatase Activity of Eya2
Source: NCGC
Target: eyes absent homolog 2 isoform a [Homo sapiens]
External Id: EYA2477

Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay

Name: Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020);...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL4296184

Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1100

Name: Acute toxicity after intraperitoneal dose at 50 mg/kg in mice
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL743393

Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1101

Name: Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); ...
Source: ChEMBL
Target: Klebsiella pneumoniae
External Id: CHEMBL4296186

Name: Primary cell-based high-throughput screening for identification of compounds that all...
Source: Johns Hopkins Ion Channel Center
Target: MAS-related GPR member X1 [Homo sapiens]
External Id: JHICC_MrgX1_AlloAgonist_Primary

Total 62, Current Page 1 of 7

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

(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

(Z)-CAPSAICIN

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the InChIKey of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: InChIKey of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is YKPUWZUDDOIDPM-VURMDHGXSA-N.

Q: What is the SMILES notation of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: SMILES notation of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is COc1cc(CNC(=O)CCCCC=CC(C)C)ccc1O.

Q: What is the polar surface area (PSA) of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: Polar surface area (PSA) of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is 58.56000.

Q: What are the upstream materials of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: Related upstream materials(CAS) of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide: 1196-92-5;31467-60-4;50889-29-7;121-33-5;502-44-3;6654-36-0;4547-43-7;112375-42-5.

Q: What is the CAS number of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: CAS number of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is 25775-90-0.

Q: What is the English name of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: The English name of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide.

Q: What is the LogP of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: LogP of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is 3.33.

Q: What are the downstream products of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: Related downstream products(CAS) of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide: 19408-84-5.

Q: What is the molecular formula of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: Molecular formula of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is C18H27NO3.

Q: What is the molecular weight of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide?

A: Molecular weight of (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide is 305.412.

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd

Dayang Chem (Hangzhou) Co., Ltd.

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: (Z)-Capsaicin
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: (Z)-N-(4-HYDROXY-3-METHOXYBENZYL)-8-METHYLNON-6-ENAMIDE
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

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Price: ￥660/10 mM * 1 mL in DMSO

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(Z)-Capsaicin

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