6-nonenoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester, (E)-

CAS: 205687-01-0 C18 H26 O4 MW: 306.40202000

Identification

Namecapsiate
CAS Number205687-01-0
FDA UNIIPX8I7HG5I3
Molecular FormulaC18 H26 O4
Molecular Weight306.40202000
Nikkaji NumberJ969.320C

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 421.27 °C. @ 760.00 mm Hg (est)
Flash Point 289.00 °F. TCC ( 142.90 °C. ) (est)
logP (o/w) 4.515 (est)
Soluble in water, 0.5314 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents, food additives
Recommendation for capsiate usage levels up tonot for fragrance use.

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Potential Uses

None Found

Natural Occurrence

chili peppers

Synonyms

4- hydroxy-3-methoxybenzyl (6E)-8-methyl-6-nonenoate (4- hydroxy-3-methoxyphenyl)methyl (E)-8-methylnon-6-enoate 6- nonenoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester, (E)- PubMed: A single intake of capsiate improves mechanical performance and bioenergetics efficiency in contracting mouse skeletal muscle. PubMed: Different TRPV1-mediated brain responses to intragastric infusion of capsaicin and capsiate. PubMed: Thermal taste and anti-aspiration drugs: a novel drug discovery against pneumonia. PubMed: Inhibition by capsaicin and its related vanilloids of compound action potentials in frog sciatic nerves. PubMed: Capsiate improves glucose metabolism by improving insulin sensitivity better than capsaicin in diabetic rats. PubMed: Stimulation of calcitonin gene-related peptide release through targeting capsaicin receptor: a potential strategy for gastric mucosal protection. PubMed: The effects of capsaicin and capsiate on energy balance: critical review and meta-analyses of studies in humans. PubMed: Beneficial effects of capsiate on ethanol-induced mucosal injury in rats are related to stimulation of calcitonin gene-related Peptide release. PubMed: Activation of transient receptor potential A1 by a non-pungent capsaicin-like compound, capsiate. PubMed: Capsiate, a non-pungent capsaicin analog, reduces body fat without weight rebound like swimming exercise in mice. PubMed: Studies on the metabolism and toxicology of emerging capsinoids. PubMed: Chemical and pharmacological aspects of capsaicin. PubMed: Capsinoids, non-pungent capsaicin analogs, reduce body fat accumulation without weight rebound unlike dietary restriction in mice. PubMed: Evaluation of the antioxidant activity of capsiate analogues in polar, nonpolar, and micellar media. PubMed: Intragastric administration of capsiate, a transient receptor potential channel agonist, triggers thermogenic sympathetic responses. PubMed: Recent advances in the study on capsaicinoids and capsinoids. PubMed: One-procedure synthesis of capsiate from capsaicin by lipase-catalyzed dynamic transacylation. PubMed: Studies of the toxicological potential of capsinoids XIV: a 26-week gavage toxicity study of dihydrocapsiate in rats. PubMed: Studies of the toxicological potential of capsinoids, XIII: inhibitory effects of capsaicin and capsinoids on cytochrome P450 3A4 in human liver microsomes. PubMed: Studies of the toxicological potential of capsinoids, XII: pharmacokinetic study of capsinoid-containing CH-19 Sweet extract in rats. PubMed: Studies of the toxicological potential of capsinoids, XI: pharmacokinetic and tissue distribution study of 14C-dihydrocapsiate and metabolites in rats. PubMed: Application of Hansch's model to capsaicinoids and capsinoids: a study using the quantitative structure-activity relationship. A novel method for the synthesis of capsinoids. PubMed: Assessment of the biological similarity of three capsaicin analogs (Capsinoids) found in non-pungent chili pepper (CH-19 Sweet) fruits. PubMed: Capsiate inhibits ultraviolet B-induced skin inflammation by inhibiting Src family kinases and epidermal growth factor receptor signaling. PubMed: Effects of capsiate on the triggering of the swallowing reflex in elderly patients with aspiration pneumonia. PubMed: Capsiate administration results in an uncoupling protein-3 downregulation, an enhanced muscle oxidative capacity and a decreased abdominal fat content in vivo. PubMed: Effect of capsinoids on energy metabolism in human subjects. PubMed: Determination of capsinoids by HPLC-DAD in capsicum species. PubMed: Studies of the toxicological potential of capsinoids: IX. Teratology studies of dihydrocapsiate in rats and rabbits. PubMed: Studies of the toxicological potential of capsinoids: VIII. A 13-week toxicity study of commercial-grade dihydrocapsiate in rats. PubMed: Studies of the toxicological potential of capsinoids: VII. A 13-week toxicity study of dihydrocapsiate in rats. PubMed: Studies of the toxicological potential of capsinoids: VI. Single-dose toxicity study and micronucleus test of commercial-grade dihydrocapsiate. PubMed: Studies of the toxicological potential of capsinoids: V. Genotoxicity studies of dihydrocapsiate. PubMed: Protective effect of vanilloids against tert-butyl hydroperoxide-induced oxidative stress in vero cells culture. PubMed: Capsiate, a nonpungent capsaicin-like compound, inhibits angiogenesis and vascular permeability via a direct inhibition of Src kinase activity. PubMed: Cough reflex and oral chemesthesis induced by capsaicin and capsiate in healthy never-smokers. PubMed: Enzymatic synthesis of capsaicin analogs and their effect on the T-type Ca2+ channels. PubMed: Effect of topical application of capsaicin and its related compounds on dermal insulin-like growth factor-I levels in mice and on facial skin elasticity in humans. PubMed: Downregulation of uncoupling protein-3 in vivo is linked to changes in muscle mitochondrial energy metabolism as a result of capsiate administration. PubMed: Capsiate, a nonpungent capsaicin analog, increases endurance swimming capacity of mice by stimulation of vanilloid receptors. PubMed: Protective effect of capsinoid on lipid peroxidation in rat tissues induced by Fe-NTA. PubMed: Effects of capsinoid on serum and liver lipids in hyperlipidemic rats. PubMed: Upregulation of uncoupling proteins by oral administration of capsiate, a nonpungent capsaicin analog. PubMed: Involvement of reactive oxygen species in capsaicinoid-induced apoptosis in transformed cells. PubMed: TRPV1 activation and induction of nociceptive response by a non-pungent capsaicin-like compound, capsiate. PubMed: Non-pungent capsaicinoids from sweet pepper synthesis and evaluation of the chemopreventive and anticancer potential. PubMed: Antioxidant activity of capsinoids. PubMed: Immunosuppressive activity of capsaicinoids: capsiate derived from sweet peppers inhibits NF-kappaB activation and is a potent antiinflammatory compound in vivo. PubMed: Enzymatic synthesis of a capsinoid by the acylation of vanillyl alcohol with fatty acid derivatives catalyzed by lipases. PubMed: Administration of capsiate, a non-pungent capsaicin analog, promotes energy metabolism and suppresses body fat accumulation in mice. PubMed: CH-19 sweet, nonpungent cultivar of red pepper, increased body temperature in mice with vanilloid receptors stimulation by capsiate. PubMed: CH-19 sweet, a non-pungent cultivar of red pepper, increased body temperature and oxygen consumption in humans. PubMed: Nordihydrocapsiate, a new capsinoid from the fruits of a nonpungent pepper, capsicum annuum