39886-76-5

Basic information

• Product Name: 6-GINGEROL,(+/-)
• Synonyms: rac-[6]-Gingerol
• CAS NO: 39886-76-5
• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.388
• Product Categories: Aromatics, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 39886-76-5.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 453.0±35.0 °C(Predicted)
• Appearance: /
• Density: 1.083±0.06 g/cm3(Predicted)
• PKA: 10.02±0.20(Predicted)
• CAS DataBase Reference: 6-GINGEROL,(+/-)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-GINGEROL,(+/-)(39886-76-5)
• EPA Substance Registry System: 6-GINGEROL,(+/-)(39886-76-5)

Safety Data

• Hazardous Substances Data: 39886-76-5(Hazardous Substances Data)

Usage

Uses

rac-[6]-Gingerol is the racemic mixture of [6]-Gingerol (the active constituent of fresh ginger) and its enantiomer. rac-[6]-Gingerol shows antihepatotoxic effects as well as suppression of spontaneous Ca2+ spikes and isometric contraction.

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Downstream Products

• 23513-13-5 [6]-shogaol 
• 1360109-90-5 (4R,6S)-4-(4-(benzyloxy)-3-methoxyphenethyl)-2,2-dimethyl-6-pentyl-1,3-dioxane 
• 1360109-92-7 (3R,5S)-1-(4-(benzyloxy)-3-methoxyphenyl)decane-3,5-diol 
• 1360109-93-8 (3R,5S)-1-(4-(benzyloxy)-3-methoxyphenyl)decane-3,5-diyl diacetate 
• 863780-90-9 (3R,5S)-1-(3,4-dimethoxyphenyl)decane-3,5-diyl diacetate 
• 39886-85-6 (3S,5S)-3,5-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)decane 
• 154905-69-8 (3R,5S)-1-(4-hydroxy-3-methoxyphenyl)decane-3,5-diol 
• 53254-51-6 (3R,5S)-1-(4-hydroxy-3-methoxyphenyl)decane-3,5-diyl diacetate 
• 555-66-8 [6]-shogaol 
• 39886-76-5 [6]-gingerol 
• 72749-01-0 (R)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one 
• 2380-78-1 homovanillyl alcohol 
• 61871-71-4 1-(4-hydroxy-3-methoxyphenyl)decane-3,5-dione 
• 39886-85-6 1-(4-hydroxy-3-methoxyphenyl)decane-3,5-diol 

Relevant articles and documents

MnO2as a terminal oxidant in Wacker oxidation of homoallyl alcohols and terminal olefins

Efficient and mild reaction conditions for Wacker-type oxidation of terminal olefins of less explored homoallyl alcohols to β-hydroxy-methyl ketones have been developed by using a Pd(ii) catalyst and MnO2 as a co-oxidant. The method involves mild reaction conditions and shows good functional group compatibility along with high regio- and chemoselectivity. While our earlier system of PdCl2/CrO3/HCl produced α,β-unsaturated ketones from homoallyl alcohols, the present method provided orthogonally the β-hydroxy-methyl ketones. No overoxidation or elimination of benzylic and/or β-hydroxy groups was observed. The method could be extended to the oxidation of simple terminal olefins as well, to methyl ketones, displaying its versatility. An application to the regioselective synthesis of gingerol is demonstrated.

GINGEROL DERIVATIVE HAVING INHIBITORY ACTIVITY AGAINST BIOFILM FORMATION AND PHARMACEUTICAL COMPOSITION COMPRISING SAME AS EFFECTIVE INGREDIENT FOR PREVENTING OR TREATING BIOFILM-CAUSED INFECTION SYMPTOM

The present invention relates to a gingerol derivative having inhibitory activity against biofilm formation and a pharmaceutical composition for preventing or treating infections caused by biofilms including the gingerol derivative as an active ingredient. The gingerol derivative of the present invention exhibits significantly improved binding affinity for LasR and inhibitory activity against biofilm formation. Therefore, the gingerol derivative of the present invention can act on various membrane surfaces where biofilms tend to form and can effectively inhibit the formation of the corresponding biofilms. In addition, the use of the pharmaceutical composition according to the present invention can fundamentally prevent or treat a variety of infections caused by biofilms due to the presence of the gingerol derivative in the pharmaceutical composition.

METHOD FOR PREPARING HIGHLY ENANTIO-ENRICHED GINGEROLS

Disclosed is a method for preparing a chiral Gingerol compound. To prepare the chiral Gingerol compound, a racemic Gingerol compound is treated with kinetic resolution in the presence of a chiral catalyst compound and an alkali metal fluoride so a chiral Gingerol compound with high optical purity can be prepared. An oligo ethylene glycol-derived compound including an oligo ethylene glycol functional group, a basic part, and a hydroxy functional group of a binol derivative, an acidic part, can be used as a chiral catalyst compound.COPYRIGHT KIPO 2020