1391-73-7

Basic information

• Product Name: gingerol
• Synonyms: C007845;5-hydroxy-1-(4-hydroxy-3-Methoxyphenyl)decan-3-one;(+)-[6]-GINGEROL (S)-5-HYDROXY-1-(4-HYDROXY-3-METHOXYPHENYL)-3-DECANO
• CAS NO: 1391-73-7
• Molecular Formula: C17H26O4
• Molecular Weight: 294.388
• Mol File: 1391-73-7.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 454.5°C at 760 mmHg
• Flash Point: 159.7°C
• Appearance: /
• Density: 1.083g/cm³
• Vapor Pressure: 4.72E-09mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: gingerol(CAS DataBase Reference)
• NIST Chemistry Reference: gingerol(1391-73-7)
• EPA Substance Registry System: gingerol(1391-73-7)

Safety Data

• Hazardous Substances Data: 1391-73-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-17(21-2)16(20)11-13/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3

Upstream product

• 23513-13-5 [6]-shogaol 
• 1135-23-5 3-(4-hydroxy-3-methoxyphenyl)propionic acid 
• 39886-80-1 1-(4-benzyloxy-3-methoxyphenyl)-5-hydroxydecan-3-one 
• 72724-00-6 1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene 
• 57371-44-5 3-<4-(benzyloxy)-3-methoxyphenyl>propan-1-ol 
• 1186501-32-5 (S,E)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dec-1-en-3-one 
• 35192-73-5 (S)-4-hydroxy-1-nonene 
• 144735-54-6 1-ethynyl-4-(benzyloxy)-3-methoxybenzene 
• 676456-67-0 (3S)-3-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}octanal 
• 23513-14-6 (+/-)-[6]-gingerol 
• 66-25-1 hexanal 
• 39886-78-7 4-[4-(benzyloxy)-3-methoxyphenyl]butan-2-one 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 56024-44-3 methyl 3-(4-hydroxy-3-methoxyphenyl)propanoate 

Downstream Products

• 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 
• 61871-71-4 1-(4-hydroxy-3-methoxyphenyl)decane-3,5-dione 
• 2380-78-1 homovanillyl alcohol 

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Relevant articles and documents

Synthesis of natural gingerol

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Discovery and Characterization of Pure RhlR Antagonists against Pseudomonas aeruginosa Infections

Pseudomonas aeruginosa (P. aeruginosa) is an opportunistic human pathogen that forms biofilms and produces virulence factors via quorum sensing (QS). Blocking the QS system in P. aeruginosa is an excellent strategy to reduce biofilm formation and the production of virulence factors. RhlR plays an essential role in the QS system of P. aeruginosa. We synthesized 55 analogues based on the chemical structure of 4-gingerol and evaluated their RhlR inhibitory activities using the cell-based reporter strain assay. Comprehensive structure-activity relationship studies identified the alkynyl ketone 30 as the most potent RhlR antagonist. This compound displayed selective RhlR antagonism over LasR and PqsR, strong inhibition of biofilm formation, and reduced production of virulence factors in P. aeruginosa. Furthermore, the survival rate of Tenebrio molitor larvae treated with 30 in vivo greatly improved. Therefore, compound 30, a pure RhlR antagonist, can be utilized for developing QS-modulating molecules in the control of P. aeruginosa infections.

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.

6-gingerol derivative and its preparation and application

A 6-gingerol derivative and its preparation and application are provided. That derivative has the following structure. The derivative of the present invention has antitumor activity and inhibit effect on tumor cells. In addition, the chemical properties o