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205687-01-0,MFCD28401009
Catalog No.:AA00C4J3

205687-01-0 | (E)-4-Hydroxy-3-methoxybenzyl 8-methylnon-6-enoate

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10mg
≥85% (mixture of isomers)
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$276.00   $193.00
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25mg
≥85% (mixture of isomers)
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$652.00   $456.00
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50mg
≥85% (mixture of isomers)
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00C4J3
Chemical Name:
(E)-4-Hydroxy-3-methoxybenzyl 8-methylnon-6-enoate
CAS Number:
205687-01-0
Molecular Formula:
C18H26O4
Molecular Weight:
306.3966
MDL Number:
MFCD28401009
SMILES:
COc1cc(COC(=O)CCCC/C=C/C(C)C)ccc1O
Properties
Computed Properties
 
Complexity:
338  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
10  
XLogP3:
4.2  

Downstream Synthesis Route

[1]CurrentPatentAssignee:AJINOMOTOCOMPANYINC-WO2006/88239,2006,A1Locationinpatent:Page/Pagecolumn40-41

[2]Appendino,Giovanni;Minassi,Alberto;Daddario,Nives;Bianchi,Federica;Tron,GianCesare[OrganicLetters,2002,vol.4,#22,p.3839-3841]

Literature

Title: Activation of transient receptor potential A1 by a non-pungent capsaicin-like compound, capsiate.

Journal: British journal of pharmacology 20120301

Title: The effects of capsaicin and capsiate on energy balance: critical review and meta-analyses of studies in humans.

Journal: Chemical senses 20120201

Title: Beneficial effects of capsiate on ethanol-induced mucosal injury in rats are related to stimulation of calcitonin gene-related Peptide release.

Journal: Planta medica 20120101

Title: Capsiate, a non-pungent capsaicin analog, reduces body fat without weight rebound like swimming exercise in mice.

Journal: Biomedical research (Tokyo, Japan) 20110801

Title: Studies on the metabolism and toxicology of emerging capsinoids.

Journal: Expert opinion on drug metabolism & toxicology 20110501

Title: Intragastric administration of capsiate, a transient receptor potential channel agonist, triggers thermogenic sympathetic responses.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20110301

Title: Chemical and pharmacological aspects of capsaicin.

Journal: Molecules (Basel, Switzerland) 20110128

Title: Evaluation of the antioxidant activity of capsiate analogues in polar, nonpolar, and micellar media.

Journal: Journal of agricultural and food chemistry 20110126

Title: Capsinoids, non-pungent capsaicin analogs, reduce body fat accumulation without weight rebound unlike dietary restriction in mice.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Capsiate inhibits ultraviolet B-induced skin inflammation by inhibiting Src family kinases and epidermal growth factor receptor signaling.

Journal: Free radical biology & medicine 20100501

Title: Studies of the toxicological potential of capsinoids, XI: pharmacokinetic and tissue distribution study of 14C-dihydrocapsiate and metabolites in rats.

Journal: International journal of toxicology 20100301

Title: Studies of the toxicological potential of capsinoids, XII: pharmacokinetic study of capsinoid-containing CH-19 Sweet extract in rats.

Journal: International journal of toxicology 20100301

Title: Studies of the toxicological potential of capsinoids, XIII: inhibitory effects of capsaicin and capsinoids on cytochrome P450 3A4 in human liver microsomes.

Journal: International journal of toxicology 20100301

Title: Studies of the toxicological potential of capsinoids XIV: a 26-week gavage toxicity study of dihydrocapsiate in rats.

Journal: International journal of toxicology 20100301

Title: Effect of capsinoids on energy metabolism in human subjects.

Journal: The British journal of nutrition 20100101

Title: Effects of capsiate on the triggering of the swallowing reflex in elderly patients with aspiration pneumonia.

Journal: Geriatrics & gerontology international 20100101

Title: Capsiate administration results in an uncoupling protein-3 downregulation, an enhanced muscle oxidative capacity and a decreased abdominal fat content in vivo.

Journal: International journal of obesity (2005) 20091201

Title: Determination of capsinoids by HPLC-DAD in capsicum species.

Journal: Journal of agricultural and food chemistry 20090513

Title: Protective effect of vanilloids against tert-butyl hydroperoxide-induced oxidative stress in vero cells culture.

Journal: Journal of agricultural and food chemistry 20080528

Title: Capsiate, a nonpungent capsaicin-like compound, inhibits angiogenesis and vascular permeability via a direct inhibition of Src kinase activity.

Journal: Cancer research 20080101

Title: Studies of the toxicological potential of capsinoids: V. Genotoxicity studies of dihydrocapsiate.

Journal: International journal of toxicology 20080101

Title: Studies of the toxicological potential of capsinoids: VI. Single-dose toxicity study and micronucleus test of commercial-grade dihydrocapsiate.

Journal: International journal of toxicology 20080101

Title: Studies of the toxicological potential of capsinoids: VII. A 13-week toxicity study of dihydrocapsiate in rats.

Journal: International journal of toxicology 20080101

Title: Studies of the toxicological potential of capsinoids: VIII. A 13-week toxicity study of commercial-grade dihydrocapsiate in rats.

Journal: International journal of toxicology 20080101

Title: Studies of the toxicological potential of capsinoids: IX. Teratology studies of dihydrocapsiate in rats and rabbits.

Journal: International journal of toxicology 20080101

Title: Enzymatic synthesis of capsaicin analogs and their effect on the T-type Ca2+ channels.

Journal: Biochemical and biophysical research communications 20070504

Title: Downregulation of uncoupling protein-3 in vivo is linked to changes in muscle mitochondrial energy metabolism as a result of capsiate administration.

Journal: American journal of physiology. Endocrinology and metabolism 20070501

Title: Capsiate, a nonpungent capsaicin analog, increases endurance swimming capacity of mice by stimulation of vanilloid receptors.

Journal: Bioscience, biotechnology, and biochemistry 20060401

Title: Protective effect of capsinoid on lipid peroxidation in rat tissues induced by Fe-NTA.

Journal: Free radical research 20051101

Title: Effects of capsinoid on serum and liver lipids in hyperlipidemic rats.

Journal: Journal of nutritional science and vitaminology 20041001

Title: Upregulation of uncoupling proteins by oral administration of capsiate, a nonpungent capsaicin analog.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20031201

Title: TRPV1 activation and induction of nociceptive response by a non-pungent capsaicin-like compound, capsiate.

Journal: Neuropharmacology 20030601

Title: Involvement of reactive oxygen species in capsaicinoid-induced apoptosis in transformed cells.

Journal: Free radical research 20030601

Title: Non-pungent capsaicinoids from sweet pepper synthesis and evaluation of the chemopreventive and anticancer potential.

Journal: European journal of nutrition 20030101

Title: Antioxidant activity of capsinoids.

Journal: Journal of agricultural and food chemistry 20021204

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Tags:205687-01-0 Molecular Formula|205687-01-0 MDL|205687-01-0 SMILES|205687-01-0 (E)-4-Hydroxy-3-methoxybenzyl 8-methylnon-6-enoate