Dihydrocapsaicin

Synonym(s):N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide;6,7-Dihydrocapsaicin;8-Methyl-N-vanillylnonanamide;Dihydrocapsaicin

CAS NO.：19408-84-5
Empirical Formula: C18H29NO3
Molecular Weight: 307.43
MDL number: MFCD00057794
EINECS: 606-308-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-13 18:13:23

What is Dihydrocapsaicin?

Description

Dihydrocapsaicin is a terpene alkaloid that has been found in Capsicum and has diverse biological activities. It is active against E. faecalis, B. subtilis, S. aureus, P. aeruginosa, K. pneumoniae, E. coli, and C. albicans (MICs = 0.6-10 μg/ml). Dihydrocapsaicin scavenges DPPH and ABTS radicals in cell-free assays. It increases LC3-II, a marker of autophagy, and catalase levels and reduces reactive oxygen species (ROS) production in normal WI38 lung fibroblasts and H1299, but not A549 or H460, lung cancer cells when used at a concentration of 200 μM. Dihydrocapsaicin is an agonist of transient receptor potential vanilloid 1 (TRPV1) and inhibits NETosis induced by phorbol 12-myristate 13-acetate (TPA; ) in isolated human neutrophils. It induces cortical and systemic hypothermia and reduces infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO) when administered at a dose of 0.5 mg/kg, i.p.

Chemical properties

White Solid

The Uses of Dihydrocapsaicin

Dihydrocapsaicin has been used as a reference standard for the identification of dihydrocapsaicin in blood and tissue samples by high performance liquid chromatography (HPLC) combined with tandem mass spectrometry (MS) and in tomato-based salsas by enzyme immunoassay (EIA) and LC with fluorescent detection.
It may be used as a reference standard for the determination of dihydrocapsaicin in Capsicum fruit samples by HPLC equipped with a Surveyor photodiode array (PDA) detector and in rat plasma by HPLC-triple quadrupole MS with electrospray ionization (ESI) in selected reaction monitoring (SRM) mode.

The Uses of Dihydrocapsaicin

Capsaicin (C175680) analog. A VR1 vaniloid receptor agonist.

What are the applications of Application

Dihydrocapsaicin is antioxidants and free radical scavengers

Definition

ChEBI: Dihydrocapsaicin is a capsaicinoid.

General Description

Dihydrocapsaicin belongs to the capsaicinoid group of compounds which are responsible for the pungency of capsicum fruits.

Biochem/physiol Actions

VR1 vanilloid receptor agonist.

Properties of Dihydrocapsaicin

Melting point:	62-65 °C(lit.)
Boiling point:	497.4±35.0 °C(Predicted)
Density	1.026±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,2-8°C
solubility	H₂O: insoluble
form	White to off-white solid.
pka	9.76±0.20(Predicted)
color	White to off-white
BRN	2815150
CAS DataBase Reference	19408-84-5(CAS DataBase Reference)
EPA Substance Registry System	Dihydrocapsaicin (19408-84-5)

Safety information for Dihydrocapsaicin

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H301:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.