Dihydrocapsaicin

Dihydrocapsaicin Basic information
Product Name:Dihydrocapsaicin
Synonyms:CAPSAICINE;CAPSAICIN, NATURAL;(E)-8-METHYL-NON-6-ENOIC ACID 4-HYDROXY-3-METHOXY-BENZYLAMIDE;(E)-CAPSAICIN;(E)-N-([4-HYDROXY-3-METHOXYPHENYL]METHYL)8-METHYL-6-NONEAMIDE;FEMA 3404;FEMA 2787;N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6E-NONENAMIDE
CAS:19408-84-5
MF:C18H29NO3
MW:307.43
EINECS:606-308-7
Product Categories:chemical reagent;pharmaceutical intermediate;Amines;Aromatics;Drug Analogues;phytochemical;Miscellaneous Natural Products;Intermediates & Fine Chemicals;Pharmaceuticals;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;API;Elisa Kit-plant ELISA Kit
Mol File:19408-84-5.mol
Dihydrocapsaicin Structure
Dihydrocapsaicin Chemical Properties
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
pka9.76±0.20(Predicted)
form White to off-white solid.
BRN 2815150
InChIKeyXJQPQKLURWNAAH-UHFFFAOYSA-N
LogP3.556 (est)
CAS DataBase Reference19408-84-5(CAS DataBase Reference)
EPA Substance Registry SystemDihydrocapsaicin (19408-84-5)
Safety Information
Hazard Codes T
Risk Statements 25-37/38-41-42/43-36/37/38
Safety Statements 22-26-28-36/39-45-36/37/39
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS RA8530000
10-21
HazardClass 6.1(a)
PackingGroup II
HS Code 29399990
MSDS Information
ProviderLanguage
SigmaAldrich English
Dihydrocapsaicin Usage And Synthesis
DescriptionDihydrocapsaicin 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 PropertiesWhite Solid
UsesDihydrocapsaicin 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.
UsesCapsaicin (C175680) analog. A VR1 vaniloid receptor agonist.
DefinitionChEBI: Dihydrocapsaicin is a capsaicinoid.
General DescriptionDihydrocapsaicin belongs to the capsaicinoid group of compounds which are responsible for the pungency of capsicum fruits.
Biochem/physiol ActionsVR1 vanilloid receptor agonist.
Dihydrocapsaicin Preparation Products And Raw materials
Methylparaben Sodium phosphate dibasic dodecahydrate Bensulfuron methyl Parathion-methyl Phenylacetone Dipotassium hydrogen phosphate trihydrate Anisole (Trifluoromethoxy)benzene Ammonium dihydrogen phosphate Aluminum dihydrogen phosphate p-Anisidine Thiophanate-methyl p-Anisaldehyde DIHYDROCAPSAICIN(P) Methyl acrylate Methyl acetate Methyl bromide METSULFURON METHYL Capsaicine

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