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SMB00196

Sigma-Aldrich

Moupinamide

≥95% (LC/MS-ELSD)

Synonyme(s) :

Feruloyltyramine, N-Feruloyltyramine, N-trans-Feruloyltyramine, Alfrutamide

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About This Item

Formule empirique (notation de Hill):
C18H19NO4
Numéro CAS:
66648-43-9
Poids moléculaire :
313.35
Numéro MDL:
MFCD17214811
Code UNSPSC :
12352205
ID de substance PubChem :
329824859
Nomenclature NACRES :
NA.25

Pureté

≥95% (LC/MS-ELSD)

Forme

solid

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

Chaîne SMILES 

COc1cc(\C=C\C(=O)NCCc2ccc(O)cc2)ccc1O

InChI

1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+

Clé InChI

NPNNKDMSXVRADT-WEVVVXLNSA-N

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Description générale

Natural product derived from plant source.

Actions biochimiques/physiologiques

Moupinamide, also known as N-feruloyltyramine, alfrutamide, is an inhibitor of COX 1 and COX 2 and has potential antioxidant properties.

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H410

Conseils de prudence

P273 - P391 - P501

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Mai Efdi et al.
Bioorganic & medicinal chemistry, 15(11), 3667-3671 (2007-04-03)
Four compounds were isolated from Enicosanthum membranifolium. The structures of the compounds were confirmed by spectroscopic data. Their structures were determined as N-trans-feruloyltyramine, R-(-)-mellein, clerodermic acid, and salicifoline chloride as a quaternary alkaloid compound. The structures of R-(-)-mellein and salicifoline
Mai Efdi et al.
Biological & pharmaceutical bulletin, 30(10), 1972-1974 (2007-10-06)
In this study, we examined the effect of N-trans-feruloyltyramine (FA) on melanogenesis in mouse B16 melanoma cells. Melanogenesis was inhibited by FA in a dose-dependent manner. FA exhibited a greater potency than kojic acid as a standard inhibitor of melanogenesis.
Russell R King et al.
Phytochemistry, 66(20), 2468-2473 (2005-09-03)
Four feruloyl amides, N-trans-feruloyloctopamine (1), N-cis-feruloyloctopamine (2), N-trans-feruloyltyramine (3), N-cis-feruloyltyramine (4), a cross-linked N-trans-feruloyltyramine dimer (5), and a cross-linked N-cis-feruloyltyramine dimer (6) were isolated from potato common scab lesions. The compounds were purified by TLC and characterized by a combination
Jae B Park
Journal of agricultural and food chemistry, 57(19), 8868-8872 (2009-10-08)
Garlic (Allium sativum) is a medicinal and culinary plant reported to have several positive health effects on cardiovascular diseases, particularly via suppressing platelet activation. Therefore, active compounds inhibiting platelet activation were isolated from garlic extract using a P-selectin expression suppressing
Russell R King et al.
Phytochemistry, 71(17-18), 2187-2189 (2010-10-30)
(1)H NMR analysis established that a potential suberin intermediate isolated from potato common scab lesions contained three O-methyl groups, a phenylcoumaran-type linkage and a conjugated trans double bond. Mass spectral data determined its molecular formula as indicative of a dehydrotrimer
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