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

• 39886-80-1 1-(4-benzyloxy-3-methoxyphenyl)-5-hydroxydecan-3-one 
• 56700-87-9 4-(3-methoxy-4-trimethylsilyloxyphenyl)butan-2-one 
• 66-25-1 hexanal 
• 91815-20-2 4-{2-[2-(2-Hydroxy-heptyl)-[1,3]dioxolan-2-yl]-ethyl}-2-methoxy-phenol 
• 60101-00-0 2-Methoxy-1-trimethylsilanyloxy-4-(3-trimethylsilanyloxy-but-3-enyl)-benzene 
• 122-48-5 4-(4-hydroxy-3-methoxyphenyl)-2-butanone 
• 23513-13-5 [6]-shogaol 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 107487-01-4 (5-Pentyl-4,5-dihydro-isoxazol-3-ylmethyl)-phosphonic acid diethyl ester 
• 115495-60-8 3-[(E)-2-(4-Benzyloxy-3-methoxy-phenyl)-vinyl]-5-pentyl-4,5-dihydro-isoxazole 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 1135-23-5 3-(4-hydroxy-3-methoxyphenyl)propionic acid 
• 91827-17-7 {2-[2-(4-Hydroxy-3-methoxy-phenyl)-ethyl]-[1,3]dioxolan-2-yl}-acetaldehyde 
• 91827-15-5 5-(4-Hydroxy-3-methoxy-phenyl)-3-oxo-pentanenitrile 

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

Related news

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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.

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.

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