(E)-Capsaicin - CAS 404-86-4
Not Intended for Therapeutic Use. For research use only.
Category:
Inhibitor
Product Name:
(E)-Capsaicin
Catalog Number:
404-86-4
Synonyms:
Capsaicinoids; Capsaicin; (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide;
CAS Number:
404-86-4
Description:
Capsaicin, the major pungent ingredient found in hot red chili peppers of the genus Capsicum, suppresses the growth of several malignant cell lines.
Molecular Weight:
305.42
Molecular Formula:
C18H27NO3
Quantity:
Milligrams-Grams
Quality Standard:
Enterprise Standard/CP
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
CC(C)C=CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
InChI:
1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
InChIKey:
YKPUWZUDDOIDPM-SOFGYWHQSA-N
Targets:
TRP Channel
Current Developer:
Alopecia Areata
Chemical Structure
CAS 404-86-4 (E)-Capsaicin

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Reference Reading


1.Tolerability of Capsaicinoids from Capsicum Extract in a Beadlet Form: A Pilot Study.
Deshpande J1, Jeyakodi S2, Juturu V3. J Toxicol. 2016;2016:6584649. doi: 10.1155/2016/6584649. Epub 2016 Mar 15.
A single center, open-label, dose-finding adaptive study was conducted in twelve healthy overweight female subjects. The study was to evaluate the safety and tolerability of the capsaicinoids (CAPs) from Capsicum extract in a beadlet form compared to placebo in a healthy overweight population. The investigational product capsaicinoids (CAPs) from Capsicum extract in a beadlet form (Capsimax®) a proprietary encapsulated form of Capsicum extract in beadlet form supplemented at 2 mg, 4 mg, 6 mg, 8 mg and 10 mg of CAPs. An ascending dose protocol evaluated a total dose of 10 mg daily given in five divided doses (2 mg, 4 mg, 6 mg, 8 mg and 10 mg of CAPs). Each dose was given for a week. Safety and tolerability were assessed. Primary outcomes were tolerability assessments and reports of adverse events. Tolerability assessments were observed on skin color and any changes in skin, bowel movement, digestion, mouth or throat, hair color or changes in hair color, urination includes frequency and burning sensations, breathing, any changes in their health.
2.Capsaicinoids: a spicy solution to the management of obesity?
Tremblay A1,2, Arguin H1, Panahi S1. Int J Obes (Lond). 2015 Dec 21. doi: 10.1038/ijo.2015.253. [Epub ahead of print]
Capsaicin is the molecule that is responsible for the pungency of hot peppers. It stimulates the sympathoadrenal system that mediates the thermogenic and anorexigenic effects of capsaicinoids. Capsaicinoids have been found to accentuate the impact of caloric restriction on body weight loss. Some studies have also shown that capsinoids, the non-pungent analogs of capsaicinoids, increase energy expenditure. Capsaicin supplementation attenuates or even prevents the increase in hunger and decrease in fullness as well as the decrease in energy expenditure and fat oxidation, which normally result from energy restriction. These effects may postpone the occurrence of resistance to lose fat during a weight loss program and facilitate the maintenance of body weight in a postobese state. Evidence also highlights the plausibility of an indirect effect of capsaicin on energy balance via its analgesic effects, which may improve sleep and ultimately facilitate the regulation of energy balance.
3.Quantitative determination of major capsaicinoids in serum by ELISA and time-resolved fluorescent immunoassay based on monoclonal antibodies.
Yang Q1, Zhu J1, Ma F2, Li P3, Zhang L4, Zhang W5, Ding X6, Zhang Q7. Biosens Bioelectron. 2016 Jul 15;81:229-35. doi: 10.1016/j.bios.2016.02.074. Epub 2016 Mar 2.
To monitor capsaicinoids in serum on-site, three new monoclonal antibodies (mAbs) were firstly proposed using a conjugate of 4-[(4-hydroxy-3-methoxybenzyl) amino]-4-oxobutanoic acid as the immunogen. Among them, the YQQD8 mAb showed the highest sensitivity and cross-reactivity to major capsaicinoids, such as capsaicin, dihydrocapsaicin and N-vanillylnonanamide. A competitive indirect enzyme-linked immunosorbent assay (icELISA) and a time-resolved fluorescent immunochromatographic assay (TRFICA) were established based on this mAb. The linear range was 1.1-27.0ngmL(-1) for icELISA and 1.9-62.5ngmL(-1) for TRFICA and the limit of detection (LOD) of TRFICA was 1.5ngmL(-1). To decrease the interference of sample components and increase accuracy, serum samples were diluted four times before assays. As a result, the linear range of serum samples was 4.6-107.9ngmL(-1) for icELISA and 7.6-250.0ngmL(-1) for TRFICA. Both icELISA and TRFICA showed good recoveries (91.
4.ToF-SIMS imaging of capsaicinoids in Scotch Bonnet peppers (Capsicum chinense).
Tyler BJ1, Peterson RE2, Lee TG3, Draude F2, Pelster A2, Arlinghaus HF2. Biointerphases. 2016 Jun 13;11(2):02A327. doi: 10.1116/1.4945326.
Peppers (Capsicum spp.) are well known for their ability to cause an intense burning sensation when eaten. This organoleptic response is triggered by capsaicin and its analogs, collectively called capsaicinoids. In addition to the global popularity of peppers as a spice, there is a growing interest in the use of capsaicinoids to treat a variety of human ailments, including arthritis, chronic pain, digestive problems, and cancer. The cellular localization of capsaicinoid biosynthesis and accumulation has previously been studied by fluorescence microscopy and electron microscopy, both of which require immunostaining. In this work, ToF-SIMS has been used to image the distribution of capsaicinoids in the interlocular septum and placenta of Capsicum chinense (Scotch Bonnet peppers). A unique cryo-ToF-SIMS instrument has been used to prepare and analyze the samples with minimal sample preparation. Samples were frozen in liquid propane, cryosectioned in vacuum, and analyzed without exposure to ambient pressure.