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N-trans-Sinapoyltyramine

CAS# 200125-11-7

N-trans-Sinapoyltyramine

2D Structure

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Quality Control of N-trans-Sinapoyltyramine

3D structure

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N-trans-Sinapoyltyramine

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Chemical Properties of N-trans-Sinapoyltyramine

Cas No. 200125-11-7 SDF Download SDF
PubChem ID 25245053 Appearance Powder
Formula C19H21NO5 M.Wt 343.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms trans-N-sinapoyltyramine
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
SMILES COC1=CC(=CC(=C1O)OC)C=CC(=O)NCCC2=CC=C(C=C2)O
Standard InChIKey IEDBNTAKVGBZEP-VMPITWQZSA-N
Standard InChI InChI=1S/C19H21NO5/c1-24-16-11-14(12-17(25-2)19(16)23)5-8-18(22)20-10-9-13-3-6-15(21)7-4-13/h3-8,11-12,21,23H,9-10H2,1-2H3,(H,20,22)/b8-5+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of N-trans-Sinapoyltyramine

The roots of Litsea hypophaea

Protocol of N-trans-Sinapoyltyramine

Structure Identification
Zhongguo Zhong Yao Za Zhi. 2018 Jan;43(1):109-113.

Phenylpropanoid amides from whole plants of Corydalis edulis.[Pubmed: 29552819 ]


METHODS AND RESULTS:
Ten phenylpropanoid amides were isolated from the whole plants of Corydalis edulis Maxim. by various of column chromatographies including silica gel, Sephadex LH-20, and ODS. Their structures were identified on the basis of physicochemical properties, MS, NMR, and IR spectroscopic data. These compounds were identified as N-trans-sinapoyl-3-methoxytyramine-4'-O-β-glucoside(1), N-trans-sinapoyl-3-methoxytyramine(2), N-trans-Sinapoyltyramine(3), N-trans-p-coumaroyltyramine(4), N-trans-sinapoyl-7-hydroxytyramine(5), N-cis-feruloyltyramine(6), N-cis-p-coumaroyltyramine(7), N-trans-feruloyltyramine(8), N-trans-feruloyl-3-methoxytyramine(9), and N-trans-feruloyl-7-hydroxytyramine(10).
CONCLUSIONS:
Compound 1 is a new compound. Compounds 2-7 are obtained from the plants of Papaveraceae for the first time, while compounds 8-10 are firstly isolated from C. edulis.

N-trans-Sinapoyltyramine Dilution Calculator

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Preparing Stock Solutions of N-trans-Sinapoyltyramine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9121 mL 14.5603 mL 29.1206 mL 58.2411 mL 72.8014 mL
5 mM 0.5824 mL 2.9121 mL 5.8241 mL 11.6482 mL 14.5603 mL
10 mM 0.2912 mL 1.456 mL 2.9121 mL 5.8241 mL 7.2801 mL
50 mM 0.0582 mL 0.2912 mL 0.5824 mL 1.1648 mL 1.456 mL
100 mM 0.0291 mL 0.1456 mL 0.2912 mL 0.5824 mL 0.728 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on N-trans-Sinapoyltyramine

Cytotoxic constituents from Isotrema tadungense.[Pubmed:32212861]

J Asian Nat Prod Res. 2020 Mar 26:1-7.

In our search for cytotoxic constituents from Vietnamese plants, the methanolic extract of Isotrema tadungense was found to exhibit significant cytotoxic effect. Subsequent phytochemical investigation of ethyl acetate fractions of this plant led to isolation of 11 compounds including one new arylbenzofuran rhamnoside namely aristolochiaside (1), two aristololactams (2 and 3), three lignanamides (4-6) and five phenolic amides (7-11). Their structures were elucidated by 1 D and 2 D NMR and HR-QTOF-MS experiments. Among the isolated compounds, aristolochiaside (1), aristolactam AIIIa (2) and N-trans-Sinapoyltyramine (10) exhibited strong and selective cytotoxicity on the HeLa human cancer cell line with IC50 values of 7.59 +/- 1.03, 8.51 +/- 1.73 and 9.77 +/- 1.25 muM, respectively.

[Phenylpropanoid amides from whole plants of Corydalis edulis].[Pubmed:29552819]

Zhongguo Zhong Yao Za Zhi. 2018 Jan;43(1):109-113.

Ten phenylpropanoid amides were isolated from the whole plants of Corydalis edulis Maxim. by various of column chromatographies including silica gel, Sephadex LH-20, and ODS. Their structures were identified on the basis of physicochemical properties, MS, NMR, and IR spectroscopic data. These compounds were identified as N-trans-sinapoyl-3-methoxytyramine-4'-O-beta-glucoside(1), N-trans-sinapoyl-3-methoxytyramine(2), N-trans-Sinapoyltyramine(3), N-trans-p-coumaroyltyramine(4), N-trans-sinapoyl-7-hydroxytyramine(5), N-cis-feruloyltyramine(6), N-cis-p-coumaroyltyramine(7), N-trans-feruloyltyramine(8), N-trans-feruloyl-3-methoxytyramine(9), and N-trans-feruloyl-7-hydroxytyramine(10). Compound 1 is a new compound. Compounds 2-7 are obtained from the plants of Papaveraceae for the first time, while compounds 8-10 are firstly isolated from C. edulis.

Phenolics, acyl galactopyranosyl glycerol, and lignan amides from Tetragonia tetragonioides (Pall.) Kuntze.[Pubmed:30263405]

Food Sci Biotechnol. 2016 Oct 31;25(5):1275-1281.

Eleven antioxidative compounds, including five lignin amides, were isolated from the aerial part of Tetragonia tetragonioides (New Zealand spinach) using 1,1-diphenyl-2-picrylhydrazyl radicalscavenging assay-guided purification. The structures were determined by nuclear magnetic resonance and electrospray ionization-mass spectroscopy. These compounds were identified as methyl linoleate (1), methyl coumarate (2), methyl ferulate (3), 1-O-stearoyl-3-O-beta-D-galactopyranosyl-sn-glycerol (4), 1-O-caffeoyl-beta-D-glucopyranoside (5), N-trans-caffeoyltyramine (6), cannabisin B (7), cannabisin A (8), Ntrans-feruloyltyramine (9), N-cis-feruloyltyramine (10), and N-trans-Sinapoyltyramine (11). Compounds 1, 2, 4, 5, and 8-11 were isolated for the first time from this plant.

[Amides from Peperomia tetraphylla].[Pubmed:20450045]

Zhongguo Zhong Yao Za Zhi. 2010 Feb;35(4):468-9.

OBJECTIVE: To investigate the chemical constituents of Peperomia tetraphylla. METHOD: The constituents of EtOAc-soluble portion were isolated and purified by chromatography. Their structures were identified by spectral features. RESULT: Six amides were isolated and identified as, aristololactam All (1), aristololactam B II (2), N-trans-feruloyltyramine (3), N-trans-Sinapoyltyramine (4), N-trans-feruloylmethoxytyramine (5), N-p-coumaroyltyramine (6). CONCLUSION: All compounds were isolated from this plant for the first time.

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