Specifications
- Purity
- ≥97% (HPLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (10 mg/ml), DMF (10 mg/ml), ethanol (30 mg/ml), methanol (100 mg/ml)
Available from stock
N-Vanillylnonanamide
- SKU
- N0181
Category: Lipids, Fatty Acids
- Synonyms
- Nonivamide , N-(4-Hydroxy-3-methoxybenzyl)nonanamide , Nonanoic acid vanillylamide , Nonylvanylamide , NSC 172795 , Pelargonic Acid Vanillylamide , Pseudocapsaicin , N-Vanillylpelargonamide
- 2444-46-4
- CAS-Number
- C17H27NO3
- Molecular Formula
- 293.41
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Hazard statements
- H315-H317-H319-H335
- Precautionary statements
- P261-P280-P305 + P351 + P338
- GHS Symbol
- GHS07
- Signal word
- Warning
- RIDADR
- UN3335
- Transportation
- Not dangerous goods
- 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.
- Smiles
- OC1=C(OC)C=C(CNC(CCCCCCCC)=O)C=C1
- InChi Key
- RGOVYLWUIBMPGK-UHFFFAOYSA-N
- 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)
- 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)
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.
Additional information
| Synonyms | Nonivamide, N-(4-Hydroxy-3-methoxybenzyl)nonanamide, Nonanoic acid vanillylamide, Nonylvanylamide, NSC 172795, Pelargonic Acid Vanillylamide, Pseudocapsaicin, N-Vanillylpelargonamide |
|---|---|
| Purity | ≥97% (HPLC) |
| Appearance | White to off-white powder |
| CAS-Number | 2444-46-4 |
| Molecular Formula | C17H27NO3 |
| Molecular Weight | 293.41 |
| Identity | 1H-NMR |
| Solvents | DMSO (10 mg/ml), DMF (10 mg/ml), ethanol (30 mg/ml), methanol (100 mg/ml) |
| Smiles | OC1=C(OC)C=C(CNC(CCCCCCCC)=O)C=C1 |
| InChi Key | RGOVYLWUIBMPGK-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Hazard statements | H315-H317-H319-H335 |
| Precautionary statements | P261-P280-P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| RIDADR | UN3335 |
| Transportation | Not dangerous goods |
| 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) |
| 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) |
| Quantity | 10 g, Bulk |
