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SMB00196

Sigma-Aldrich

Moupinamide

≥95% (LC/MS-ELSD)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H19NO4
CAS Number:
66648-43-9
Molecular Weight:
313.35
MDL number:
MFCD17214811
UNSPSC Code:
12352205
PubChem Substance ID:
329824859
NACRES:
NA.25

assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

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+

InChI key

NPNNKDMSXVRADT-WEVVVXLNSA-N

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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.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Fahimeh Moradi-Afrapoli et al.
Natural product communications, 7(6), 753-755 (2012-07-24)
A methanolic extract from aerial parts of Polygonum hyrcanicum (Polygonaceae) showed high activity against Trypanosoma brucei rhodesiense (IC50 = 3.7 microg/mL). Bioassay-guided fractionation of the extract resulted in isolation of cinnamoylphenethyl amides, including N-trans-caffeoyltyramine (1), N-trans-p-coumaroyltyramine (7), and N-trans-feruloyltyramine (8)
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
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
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