N-Vanillylnonanamide
| Code | Size | Price |
|---|
| CDX-N0181-G010 | 10 g | £126.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +20°C Long Term: +4°C
Documents
Further Information
Alternate Names/Synonyms:
Nonivamide; N-(4-Hydroxy-3-methoxybenzyl)nonanamide; Nonanoic acid vanillylamide; Nonylvanylamide; NSC 172795; Pelargonic Acid Vanillylamide; Pseudocapsaicin; N-Vanillylpelargonamide
Appearance:
White to off-white powder.
CAS:
2444-46-4
Class:
9
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315-H317-H319-H335
InChi:
InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)
InChiKey:
RGOVYLWUIBMPGK-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 2444-46-4. Formula: C17H27NO3. MW: 293.41. Nonivamide is a transient receptor potential vanilloid type 1 (TRPV1) agonist and an analog of capsaicin, with anti-inflammatory, antiobesity and antifouling properties. Nonivamide has anti-inflammatory potential by inhibiting LPS-induced activation of the MAPK pathway. Nonivamide enhanced hyperthermia-induced apoptosis via a mitochondrial-caspase dependent pathway, and might be useful as cancer treatment enhancer. Nonivamide has also shown to be effective antiobesity agent by reducing energy intake, enhancing energy metabolism, decreasing serum triacylglycerol content and inhibiting adipogenesis via activation of the transient receptor potential cation channel subfamily V member 1 (TRPV1). Formulations containing nonivamide have been used in pepper spray weaponry for riot control.
MDL:
MFCD00017286
Molecular Formula:
C17H27NO3
Molecular Weight:
293.41
Package Type:
Vial
PG:
III
Precautions:
P261-P280-P305 + P351 + P338
Product Description:
Nonivamide is a transient receptor potential vanilloid type 1 (TRPV1) agonist and an analog of capsaicin, with anti-inflammatory, antiobesity and antifouling properties. Nonivamide has anti-inflammatory potential by inhibiting LPS-induced activation of the MAPK pathway. Nonivamide enhanced hyperthermia-induced apoptosis via a mitochondrial-caspase dependent pathway, and might be useful as cancer treatment enhancer. Nonivamide has also shown to be effective antiobesity agent by reducing energy intake, enhancing energy metabolism, decreasing serum triacylglycerol content and inhibiting adipogenesis via activation of the transient receptor potential cation channel subfamily V member 1 (TRPV1). Formulations containing nonivamide have been used in pepper spray weaponry for riot control.
Purity:
>97% (HPLC)
Signal Word:
Danger
SMILES:
OC1=C(OC)C=C(CNC(CCCCCCCC)=O)C=C1
Solubility Chemicals:
Soluble in DMSO (10mg/ml), DMF (10mg/ml), ethanol (30mg/ml) or methanol (100mg/ml).
Transportation:
Excepted Quantity
UN Nummer:
3335
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.
References
(1) G. Skofitsch, et al. Arzneimittelforschung 34, 154 (1984) | (2) H.L. Constant & G.A. Cordell; J. Nat. Prod. 59, 425 (1996) | (3) C.A. Reilly, et al.; J. Forensic Sci. 46, 502 (2001) | (4) F. Villa, e al.; Biotechnol. Lett. 31, 1407 (2009) | (5) K.C. Thomas, et al.; J. Pharmacol. Exp. Ther. 337, 400 (2011) | (6) B. Rohm, et al.; Mol. Nutr. Food Res. 57, 2008 (2013) | (7) B. Rohm, et al.; J. Cell Biochem. 116, 1153 (2015) | (8) J. Walker, et al.; Mol. Nutr. Food Res. 61, 1600474 (2017) | (9) C.M. Hochkogler, et al.; Mol. Nutr. Food Res. 61, 1600731 (2017) | (10) L. Sun, et al.; Free Radic. Biol. Med. 120, 147 (2018)