Accéder au contenu
Merck
Toutes les photos(3)

Key Documents

View All Documentation

M1022

Sigma-Aldrich

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

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(3)

About This Item

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

product name

Dihydrocapsaicin, from Capsicum sp., ≥85%

Source biologique

Capsicum sp.

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)

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300,H315,H319,H335

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Slide 1 of 6

1 of 6

Capsaicin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1450

Capsaicin

Capsaicin An active constituent of cayenne pepper with excitatory and desensitizing effects on a subset of primary afferent sensory neurons.

Sigma-Aldrich

211275

Capsaicin

Capsaicin European Pharmacopoeia (EP) Reference Standard

Y0000671

Capsaicin

Capsaicin United States Pharmacopeia (USP) Reference Standard

USP

1091108

Capsaicin

N-Vanillylnonanamide phyproof® Reference Substance

PHL89820

N-Vanillylnonanamide

Capsaicin phyproof® Reference Substance

PHL89520

Capsaicin

Y J Surh et al.
Life sciences, 56(16), PL305-PL311 (1995-03-10)
A new metabolic oxidation pathway of capsaicin (N-[(4-hydroxy-3-methoxyphenyl)-methyl]-8-methyl-(E)-6 -nonenamide), a major pungent and pharmacologically active principle of hot peppers, was investigated. Incubation of capsaicin with phenobarbital-induced rat liver postmitochondrial supernatant enriched with NADPH-generating system produced N-(4,5-dihydroxy-3-methoxybenzyl)-(E)-6 -nonenylamide and a more
Dihydrocapsaicin Attenuates Blood Brain Barrier and Cerebral Damage in Focal Cerebral Ischemia/Reperfusion via Oxidative Stress and Inflammatory
Janyou A, et al.
Scientific Reports, 7 (2017)
Dihydrocapsaicin-induced Hypothermia after Asphyxial Cardiac Arrest in Rats
He J, et al.
Conference proceedings : Annual International Conference of the IEEE Engineering in Medicine and Biology Society, 2016, 1858-1858 (2016)
Harnessing anthocyanin-rich fruit: a visible reporter for tracing virus-induced gene silencing in pepper fruit
Kim J, et al.
Plant methods, 13(1), 1-10 (2017)
Variability in capsaicinoid content in different landraces of Capsicum cultivated in north-eastern India
Islam Md A, et al.
Sci. Hortic., 183, 66-71 (2015)
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique