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About This Item
Empirical Formula (Hill Notation):
C18H19NO4
CAS Number:
Molecular Weight:
313.35
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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+
SMILES string
COc1cc(\C=C\C(=O)NCCc2ccc(O)cc2)ccc1O
InChI key
NPNNKDMSXVRADT-WEVVVXLNSA-N
form
solid
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
Related Categories
General description
Natural product derived from plant source.
Biochem/physiol Actions
Moupinamide, also known as N-feruloyltyramine, alfrutamide, is an inhibitor of COX 1 and COX 2 and has potential antioxidant properties.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
D L Moreira et al.
Phytochemical analysis : PCA, 12(4), 223-225 (2001-11-16)
A simple method for the resolution and subsequent quantitative determination of liriodenine and moupinamide in Mollinedia species was developed using reversed-phase HPLC based on an octadecyl silane-packed column eluted with gradients of methanol and water.
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.
S D Sarker et al.
Phytochemical analysis : PCA, 12(1), 23-27 (2001-11-14)
Gradient enhanced nuclear Overhauser effect spectroscopy (GOESY) has been applied in the structural elucidation of five plant secondary metabolites: eucalyptin, arctigenin, 5-geranyloxy-7-methoxycoumarin, 2,6-dihydroxy-4-methoxyisovalerophenone and N-feruloyltyramine. The importance and sensitivity of this technique in structure elucidation of plant secondary metabolites are
Ping Geng et al.
Analytical and bioanalytical chemistry, 409(10), 2591-2600 (2017-02-06)
Due to the complexity and variation of the chemical constituents in authentic black cohosh (Actaea racemosa) and its potential adulterant species, an accurate and feasible method for black cohosh authentication is not easy. A high-resolution accurate mass (HRAM) LC-MS fingerprinting
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