EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

CAS Number: 205687-01-0Picture of molecule3D/inchi
FDA UNII: PX8I7HG5I3
Nikkaji Web:J969.320C
XlogP3-AA:4.20 (est)
Molecular Weight:306.40202000
Formula:C18 H26 O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents, food additives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Capsiate
Carbosynth
For experimental / research use only.
Capsiate
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents, food additives
Recommendation for capsiate usage levels up to:
 not for fragrance use.
 
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :9839519
National Institute of Allergy and Infectious Diseases:Data
(4-hydroxy-3-methoxyphenyl)methyl (E)-8-methylnon-6-enoate
Chemidplus:0205687010
 
References:
 (4-hydroxy-3-methoxyphenyl)methyl (E)-8-methylnon-6-enoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):9839519
Pubchem (sid):135331264
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
KEGG (GenomeNet):C20203
HMDB (The Human Metabolome Database):HMDB34780
FooDB:FDB013333
FDA Listing of Food Additive Status:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 chili peppers
Search Trop Picture
 
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)-
 

Articles:

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
 
Notes:
Constit. of fruits of Capsicum annuum
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