Nonivamide CAS: 2444-46-4
MF: C17H27NO3
MW: 293.40
A capscaicin analog and less potent agonist of the TRPV1.

Nonivamide (CAS 2444-46-4)

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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 (including water content).
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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.


References

1. Skofitsch, G., et al. 1984. Arzneimittelforschung. 34: 154-156. PMID: 6202305
2. Hayes, A.G., et al. 1984. Life Sci. 34: 1241-1248. PMID: 6708727
3. Suzuki, T., et al. 1998. J. Vet. Med. Sci. 60: 691-697. PMID: 9673939
4. Stücker, M., et al. 1999. Skin Pharmacol. Appl. Skin Physiol. 12: 289-298. PMID: 10461099
5. Reilly, C.A., et al. 2001. J. Forensic Sci. 46: 502-509. PMID: 11372985
6. Thomas, K.C., et al. 2007. J. Pharmacol. Exp. Ther. 321: 830-838. PMID: 17332266

Physical State :
Solid
Solubility :
Soluble in water (slightly), methanol (100 mg/ml), DMSO, 100% ethanol, and chloroform.
Storage :
Store at 4° C
Melting Point :
57° C
Boiling Point :
~492.7° C at 760 mmHg (Predicted)
Density :
~1.10 g/cm3 at 25° C
Refractive Index :
n20D 1.51 (Predicted)
IC50 :
Vanilloid receptor: EC5050 = 223 nM (rat); guinea pig: EC5050 = 400 nM; rat: EC5050 = 550 nM
Ki Data :
Vanilloid receptor: Ki= 1.22 µM (rat)
pK Values :
pKa: 9.77 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
RA5955000
PubChem CID :
MDL Number :
MFCD00017286
EC Number :
219-484-1
Beilstein Registry :
2144300
SMILES :
CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

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Certificate of Analysis

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Nonivamide (CAS 2444-46-4)  Product Citations

See how others have used Nonivamide (CAS 2444-46-4). Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 22261727  Rani, MP. et al. 2012. J. Sci. Food Agric. 92: 1948-55.

PMID: # 32414691  J Pharmacol Sci. 188-198.

Citations 1 to 2 of 2 total
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