Molecular structure of Nonivamide, CAS Number: 2444-46-4
Nonivamide (CAS 2444-46-4)
See product citations (6)
Alternate Names:
Nonylic vanillamide; Pelargonic acid vanillylamide; Pseudocapsaicin
Application:
Nonivamide is a capscaicin analog and less potent agonist of the TRPV1
CAS Number:
2444-46-4
Purity:
≥96%
Molecular Weight:
293.40
Molecular Formula:
C17H27NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Nonivamide is a naturally occuring analog of Capsaicin (sc-3577) isolated from peppers, described to produce effects similar to Capsaicin as an agonist of the VR1 (TRPV1 receptor. Nonivamide is demonstrated to stimulate afferent neurons with about half the potency of Capsaicin. Agonism of the VR1 (TRPV1) receptor by Nonivamide was demonstrated to induce the release of Ca2+ from the endoplasmic reticulum (ER) of human lung cells, producing ER stress and cell death.
Nonivamide (CAS 2444-46-4) References:
- The effect of the base on the kinetics of action of the capsaicinoid nonivamide: evaluation with a hyperemic test. | Stücker, M., et al. 1999. Skin Pharmacol Appl Skin Physiol. 12: 289-98. PMID: 10461099
- Determination of capsaicin, dihydrocapsaicin, and nonivamide in self-defense weapons by liquid chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry. | Reilly, CA., et al. 2001. J Chromatogr A. 912: 259-67. PMID: 11330795
- Quantitative analysis of capsaicinoids in fresh peppers, oleoresin capsicum and pepper spray products. | Reilly, CA., et al. 2001. J Forensic Sci. 46: 502-9. PMID: 11372985
- Determination of capsaicin, nonivamide, and dihydrocapsaicin in blood and tissue by liquid chromatography-tandem mass spectrometry. | Reilly, CA., et al. 2002. J Anal Toxicol. 26: 313-9. PMID: 12220011
- Improved dorsal random-pattern skin flap survival in rats with a topically applied combination of nonivamide and nicoboxil. | Huemer, GM., et al. 2003. Plast Reconstr Surg. 111: 1207-11. PMID: 12621192
- Transient receptor potential vanilloid 1 agonists cause endoplasmic reticulum stress and cell death in human lung cells. | Thomas, KC., et al. 2007. J Pharmacol Exp Ther. 321: 830-8. PMID: 17332266
- New film forming emulsions containing Eudragit® NE and/or RS 30D for sustained dermal delivery of nonivamide. | Lunter, DJ. and Daniels, R. 2012. Eur J Pharm Biopharm. 82: 291-8. PMID: 22750130
- Nonivamide, a capsaicin analog, increases dopamine and serotonin release in SH-SY5Y cells via a TRPV1-independent pathway. | Rohm, B., et al. 2013. Mol Nutr Food Res. 57: 2008-18. PMID: 23929722
- Capsaicin, nonivamide and trans-pellitorine decrease free fatty acid uptake without TRPV1 activation and increase acetyl-coenzyme A synthetase activity in Caco-2 cells. | Rohm, B., et al. 2015. Food Funct. 6: 173-85. PMID: 25422952
- Nonivamide enhances miRNA let-7d expression and decreases adipogenesis PPARγ expression in 3T3-L1 cells. | Rohm, B., et al. 2015. J Cell Biochem. 116: 1153-63. PMID: 25704235
- Nonivamide, a capsaicin analogue, exhibits anti-inflammatory properties in peripheral blood mononuclear cells and U-937 macrophages. | Walker, J., et al. 2017. Mol Nutr Food Res. 61: PMID: 27666931
- Capsaicin and nonivamide similarly modulate outcome measures of mitochondrial energy metabolism in HepG2 and 3T3-L1 cells. | Hochkogler, CM., et al. 2018. Food Funct. 9: 1123-1132. PMID: 29362767
- Comparison of nonivamide and capsaicin with regard to their pharmacokinetics and effects on sensory neurons. | Skofitsch, G., et al. 1984. Arzneimittelforschung. 34: 154-6. PMID: 6202305
- The effects of a series of capsaicin analogues on nociception and body temperature in the rat. | Hayes, AG., et al. 1984. Life Sci. 34: 1241-8. PMID: 6708727
- A possible role of nitric oxide formation in the vasodilatation of rabbit ear artery induced by a topically applied Capsaicin analogue. | Suzuki, T., et al. 1998. J Vet Med Sci. 60: 691-7. PMID: 9673939
Nonivamide (2444-46-4) Modulation Targets
Activator of:
VR1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Nonivamide, 25 mg | sc-202735 | 25 mg | $20.00 | |||
Nonivamide, 100 mg | sc-202735A | 100 mg | $77.00 |