SMB00196
Moupinamide
Synonym(s):
Feruloyltyramine, N-Feruloyltyramine, N-trans-Feruloyltyramine, Alfrutamide
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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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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
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)
Kyungjin Lee et al.
Plant foods for human nutrition (Dordrecht, Netherlands), 63(2), 53-57 (2008-01-24)
Serotonin N-hydroxycinnamoyltransferase (SHT) is a key enzyme in the synthesis of feruloylserotonin (FS) and 4-coumaroylserotonin (CS). These serotonin derivatives show strong antioxidant activity, making them valuable for both nutritional and pharmacological use in humans. Ectopic expression of SHT under the
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
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.
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