Capsaicin

SIGMA/21750 - from Capsicum sp., ≥50% (HPLC)

Synonym: 8-Methyl-N-vanillyl-trans-6-nonenamide

CAS Number: 404-86-4
Empirical Formula (Hill Notation): C₁₈H₂₇NO₃
Molecular Weight: 305.41
EC Number: 206-969-8
MDL Number: MFCD00017259
Linear Formula: (CH₃)₂CHCH=CH(CH₂)₄CONHCH₂C₆H₃-4-(OH)-3-(OCH₃)
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-21750-100MG-F	100 mg	$0.00 1/EA CALL FOR PRICEAdd To Favorites	Add To Favorites
45-21750-1G-F	1 g	$0.00 1/EA CALL FOR PRICEAdd To Favorites	Add To Favorites

application(s)	metabolomics vitamins, nutraceuticals, and natural products
biological source	Capsicum sp.
concentration	≥50% (HPLC)
form	powder
impurities	~35% dihydrocapsaicin
InChI	1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
InChI key	YKPUWZUDDOIDPM-SOFGYWHQSA-N
mp	62-65 °C (lit.)
	62-66 °C
Quality Level	100
SMILES string	COc1cc(CNC(=O)CCCCC=CC(C)C)ccc1O
solubility	H₂O: insoluble
storage temp.	2-8°C

Application:	Capsaicin has been used in the development and pharmaceutical production of a gastrointestinal mucosal protective drug.
Biochem/physiol Actions:	Capsaicin shows its activity by binding to vanilloid receptors and eliciting a nociceptive response. It shows an analgesic effect in neuropathic and musculoskeletal disorders. Capsaicin is also used in the management of bladder detrusor hyperreflexia.
Biochem/physiol Actions:	Prototype vanilloid receptor agonist. Neurotoxin; activates sensory neurons that give rise to unmyelinated C-fibers, many of which contain substance P. Topical application desensitizes the sensory nerve endings giving a paradoxical antinociceptive effect; systemic administration can be neurotoxic to capsaicin-sensitive cells, especially in newborn animals. Active component of chili peppers.
General description:	Capsaicin occurs as the active ingredient of hot/red pepper and was first obtained by Thresh in 1846. It is a lipophilic vanilloid compound responsible for the acrid taste of hot peppers.
Packaging:	1, 5 g in glass bottle
Packaging:	100 mg in glass bottle

Symbol	GHS05,GHS06,GHS08
Signal word	Danger
Hazard statements	H300 - H315 - H317 - H318 - H334 - H335
Precautionary statements	P280 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338 + P310
Hazard Codes	T
Risk Statements	25-36/37/38-42/43
Safety Statements	22-26-28-36/39-45
RIDADR	UN 1544PSN1 6.1 / PGIII
WGK Germany	WGK 3
Flash Point(F)	235.4 °F - closed cup
Flash Point(C)	113 °C - closed cup

mp	62-65 °C (lit.); 62-66 °C
Storage Temp.	2-8°C
UNSPSC	12352200