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meso-Hannokinol

CAS# 79055-11-1

meso-Hannokinol

2D Structure

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3D structure

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meso-Hannokinol

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Chemical Properties of meso-Hannokinol

Cas No. 79055-11-1 SDF Download SDF
PubChem ID 25763835 Appearance Powder
Formula C19H24O4 M.Wt 316.4
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,5S)-1,7-bis(4-hydroxyphenyl)heptane-3,5-diol
SMILES C1=CC(=CC=C1CCC(CC(CCC2=CC=C(C=C2)O)O)O)O
Standard InChIKey GZVIQGVWSNEONZ-KDURUIRLSA-N
Standard InChI InChI=1S/C19H24O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,18-23H,5-6,11-13H2/t18-,19+
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 meso-Hannokinol

The fruit of Amomum tsao-ko

Biological Activity of meso-Hannokinol

Description1. meso-Hannokinol and (+)-hannokinol can significantly inhibit lipopolysaccharide-induced nitric oxide production in BV2 microglial cells at concentrations ranging from 1 uM to 100 uM.
TargetsNO    

meso-Hannokinol Dilution Calculator

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Preparing Stock Solutions of meso-Hannokinol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1606 mL 15.8028 mL 31.6056 mL 63.2111 mL 79.0139 mL
5 mM 0.6321 mL 3.1606 mL 6.3211 mL 12.6422 mL 15.8028 mL
10 mM 0.3161 mL 1.5803 mL 3.1606 mL 6.3211 mL 7.9014 mL
50 mM 0.0632 mL 0.3161 mL 0.6321 mL 1.2642 mL 1.5803 mL
100 mM 0.0316 mL 0.158 mL 0.3161 mL 0.6321 mL 0.7901 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 meso-Hannokinol

Bioactivity evaluation of ingredients identified from the fruits of Amomum tsaoko Crevost et Lemaire, a Chinese spice.[Pubmed:24915829]

Food Funct. 2014 Aug;5(8):1747-54.

In this work, a phytochemical investigation was conducted on Amomum tsaoko Crevost et Lemaire, a traditional Chinese spice. Based on spectroscopic methods including MS, (1)H-NMR, (13)C-NMR, DEPT135 and HMQC spectroscopy, eight main chemical compositions, sitosterol, daucosterol, meso-Hannokinol, quercetin, epicatechin, quercetin-7-O-beta-glucoside, quercetin-3-O-beta-glucoside, and catechol, were isolated and identified from A. tsaoko, among which quercetin, quercetin-7-O-beta-glucoside and quercetin-3-O-beta-glucoside were first found in A. tsaoko. Their bioactivities were evaluated by the inhibitory effect on NO production in LPS-stimulated macrophage RAW 264.7 cells, the protective effect on H2O2-induced apoptosis of PC-12 cells and the DPPH radical scavenging assay. Epicatechin exhibited excellent anti-inflammatory properties; its inhibition rate was up to 63.65% at a concentration of 100 mug mL(-1). In addition, quercetin showed the strongest neuroprotective effect of PC-12 cells induced by H2O2, and the cell viability was up to 78.9% at a concentration of 50 mug mL(-1). Quercetin also exhibited excellent DPPH radical-scavenging activity at a concentration of 100 mug mL(-1) (DPPH radical inhibition rate > 80%), which was very close to Vc at the same concentration. It is concluded that, in A. tsaoko, different ingredients have their own health functions.

Inhibitory constituents of lipopolysaccharide-induced nitric oxide production in BV2 microglia isolated from Amomum tsao-ko.[Pubmed:18523923]

Planta Med. 2008 Jun;74(8):867-9.

A methanolic extract of the fruits of AMOMUM TSAO-KO (Zingiberaceae) significantly attenuated nitric oxide production in lipopolysaccharide-simulated BV2 microglia. Two new bicyclic nonanes characterized as 6,7-dihydroxy-indan-4-carbaldehyde ( 1) and 6-hydroxy-indan-4-carbaldehyde ( 2) were isolated with the eleven known compounds 6,7-dihydroxy-3,7-dimethyloct-2-enoic acid ( 3), tsaokoin ( 4), isotsaokoin ( 5), 8-oxogeraniol ( 6), P-menth-1-ene-5,6-diol ( 7), 3alpha-hydroxycarvotagenone ( 8), tsaokoarylone ( 9), 1,7-bis(4-hydroxy-3-methoxyphenyl)-4,6-heptadien-3one ( 10), (+)-hannokinol ( 11), meso-Hannokinol ( 12) and hannokinin ( 13), from the fruits of A. TSAO-KO using bioactivity-guided fractionation. All thirteen compounds significantly inhibited lipopolysaccharide-induced nitric oxide production in BV2 microglial cells at concentrations ranging from 1 microM to 100 microM.

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