M1022

Dihydrocapsaicin

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

• Synonym(e): 6,7-Dihydrocapsaicin, 8-Methyl-nonansäure-vanillylamid, N-[(4-Hydroxy-3-methoxy-phenyl)-methyl]-8-methyl-nonenamid
• Empirische Formel (Hill-System): C₁₈H₂₉NO₃
• CAS-Nummer: 19408-84-5
• Molekulargewicht: 307.43
• Beilstein: 2815150
• MDL-Nummer: MFCD00057794
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24278532
• NACRES: NA.77

Eigenschaften

• Produktbezeichnung: Dihydrocapsaicin, from Capsicum sp., ≥85%
• Biologische Quelle: Capsicum sp.
• Assay: ≥85%
• Lagertemp.: 2-8°C
• SMILES String: 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)
• InChIKey: XJQPQKLURWNAAH-UHFFFAOYSA-N
• Angaben zum Gen: human ... TRPV1(7442) ; rat ... Trpv4(66026)

Beschreibung

Anwendung

Dihydrocapsaicin has been used:

• as a standard to analyze the level of dihydrocapsaicin in endogenous An2 and capsaicin synthase silenced fruits[1]
• as an external standard to determine the variability in capsaicinoid content in different landraces of capsicum[2]
• in the activation or ablation of capsaicin-sensitive primary afferents (CSPA) fibres[3]

Biochem./physiol. Wirkung

Dihydrocapsaicin/8-methyl-N-vanillylnonanamide; N-[−4-hydroxy-3-methoxybenzyl] 8-methylnonanamide (DHC) is an active component of capsaicinoids in chili peppers.[4] DHC is capable of reducing body temperature. Hence it is considered as a pharmaceutical-induced hypothermia (PIH) candidate to treat cardiac arrest (CA) patients.[5] 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.[4]

VR1 vanilloid receptor agonist.

Verlinkung

Capsaicin-Analog

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H300,H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges