M1022

Dihydrocapsaicin

from Capsicum sp., ≥85% (HPLC), powder, VR1 vanilloid receptor agonist

• Synonyme(s) : 6,7-Dihydrocapsaicin, 8-Methyl-N-vanillylnonanamide, N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide
• Formule empirique (notation de Hill): C₁₈H₂₉NO₃
• Numéro CAS: 19408-84-5
• Poids moléculaire : 307.43
• Numéro Beilstein : 2815150
• Numéro MDL: MFCD00057794
• Code UNSPSC : 12352200
• ID de substance PubChem : 24278532
• Nomenclature NACRES : NA.77

Propriétés

• product name: Dihydrocapsaicin, from Capsicum sp., ≥85%
• Source biologique: Capsicum sp.
• Niveau de qualité: 200
• Pureté: ≥85%
• Température de stockage: 2-8°C
• Chaîne SMILES: COc1cc(CNC(=O)CCCCCCC(C)C)ccc1O
• InChI: 1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
• Clé InChI: XJQPQKLURWNAAH-UHFFFAOYSA-N
• Informations sur le gène: human ... TRPV1(7442) ; rat ... Trpv4(66026)

Description

Application

Dihydrocapsaicin has been used:

• as a standard to analyze the level of dihydrocapsaicin in endogenous An2 and capsaicin synthase silenced fruits
• as an external standard to determine the variability in capsaicinoid content in different landraces of capsicum
• in the activation or ablation of capsaicin-sensitive primary afferents (CSPA) fibres

Actions biochimiques/physiologiques

Dihydrocapsaicin/8-methyl-N-vanillylnonanamide; N-[−4-hydroxy-3-methoxybenzyl] 8-methylnonanamide (DHC) is an active component of capsaicinoids in chili peppers. DHC is capable of reducing body temperature. Hence it is considered as a pharmaceutical-induced hypothermia (PIH) candidate to treat cardiac arrest (CA) patients. It may possess anti-cancer, anti-inflammation, antioxidant, anti-obesity properties. DHC might help in the reduction of oxidative stress and inflammation in ischemia and reperfusion (I/R) injury. DHC can repress nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) signaling pathway.

VR1 vanilloid receptor agonist.

Liaison

Capsaicin analog.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H300,H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges