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Grossamide K

Monoamine oxidase inhibitor CAS# N/A

Grossamide K

2D Structure

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Grossamide K

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Chemical Properties of Grossamide K

Cas No. N/A SDF Download SDF
PubChem ID 101204054 Appearance Powder
Formula C28H29NO7 M.Wt 491.54
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in DMSO
Chemical Name (E)-3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
SMILES COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)C=CC(=O)NCCC4=CC=C(C=C4)O
Standard InChIKey ICUAPJINGJGHPQ-KMPIGTRJSA-N
Standard InChI InChI=1S/C28H29NO7/c1-34-24-15-19(6-9-23(24)32)27-22(16-30)21-13-18(14-25(35-2)28(21)36-27)5-10-26(33)29-12-11-17-3-7-20(31)8-4-17/h3-10,13-15,22,27,30-32H,11-12,16H2,1-2H3,(H,29,33)/b10-5+/t22-,27+/m1/s1
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 Grossamide K

The herbs of Cannabis sativa L.

Biological Activity of Grossamide K

Description1. Grossamide K exerts a particularly strong anti-melanogenic activity on the cells without high cell toxicity.

Grossamide K Dilution Calculator

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Grossamide K Molarity Calculator

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Preparing Stock Solutions of Grossamide K

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0344 mL 10.1721 mL 20.3442 mL 40.6884 mL 50.8606 mL
5 mM 0.4069 mL 2.0344 mL 4.0688 mL 8.1377 mL 10.1721 mL
10 mM 0.2034 mL 1.0172 mL 2.0344 mL 4.0688 mL 5.0861 mL
50 mM 0.0407 mL 0.2034 mL 0.4069 mL 0.8138 mL 1.0172 mL
100 mM 0.0203 mL 0.1017 mL 0.2034 mL 0.4069 mL 0.5086 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 Grossamide K

Lignans from the tuber-barks of Colocasia antiquorum var. esculenta and their antimelanogenic Activity.[Pubmed:20359228]

J Agric Food Chem. 2010 Apr 28;58(8):4779-85.

Colocasia antiquorum var. esculenta , a variant of C. antiquorum , commonly known as "Imperial Taro", is an edible vegetable in many tropical and subtropical regions of the world. This study with the aim of evaluating the potential of C. antiquorum var. esculenta as a functional food with a depigmenting effect resulted in the identification of a new sesquilignan, named colocasinol A (1), and a new acyclic phenylpropane lignanamide, named cis-Grossamide K (2), together with 10 known compounds (3-12). The identification and structural elucidation of these compounds were based on 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data analysis as well as high-resolution fast atom bombardment mass spectrometry (FABMS) and electron impact mass spectrometry (EIMS). Quantitation of the melanin contents and cell viability in murine melanocyte melan-a cells was used to assess the antimelanogenic activities of the isolated compounds. Among them, cis-Grossamide K (2), isoamericanol A (3), americanol A (4), 2-hydroxy-3,2'-dimethoxy-4'-(2,3-epoxy-1-hydroxypropyl)-5-(3-hydroxy-1-propenyl)b iphenyl (5), and (-)-pinoresinol (6) showed inhibitory effects on melanin production. Compounds 2, 5, and 6 exerted a particularly strong antimelanogenic activity on the cells without high cell toxicity (IC(50) = 54.24, 53.49, and 56.26 microM, and LD(50) = 163.60, 110.23, and >500 microM, respectively).

Lignanamides and other phenolic constituents from the bark of kenaf (Hibiscus cannabinus).[Pubmed:11738411]

Phytochemistry. 2001 Dec;58(8):1219-23.

Two new acyclic phenylpropane lignanamides, Grossamide K and erythro-canabisine H, and the naphthol glucoside 2,5-dimethyl-3-O-beta-D-glucopyranosylnaphthol, along with six known compounds were isolated from the acetone extract of bark of Hibiscus cannabinus. All structures were established by spectroscopic methods including 2D NMR techniques, which allowed the correction of certain previously reported 13C NMR assignments of grossamide.

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