107257-18-1

Basic information

• Product Name: 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
• Synonyms: CAS号:107257-18-1分子式:C21H34O4分子量:350EINECS号:相关类别:Mol文件:107257-18-1.mol 5-羟基-1-(4-羟基-3-甲氧基苯基)-3-十四酮 性质沸点500℃
• CAS NO: 107257-18-1
• Molecular Formula: C₂₁H₃₄O₄
• Molecular Weight: 350
• Mol File: 107257-18-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 500℃
• Flash Point: 166℃
• Appearance: /
• Density: 1.037
• PKA: 10.02±0.20(Predicted)
• CAS DataBase Reference: 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone(107257-18-1)
• EPA Substance Registry System: 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone(107257-18-1)

Safety Data

• Hazardous Substances Data: 107257-18-1(Hazardous Substances Data)

Usage

Group components

Contains a 1-(4-hydroxy-3-methoxyphenyl) group and a tetradecanone group

Source

Found in Paeonia lactiflora, a traditional Chinese herbal medicine

Pharmacological properties

Anti-inflammatory, antioxidant, neuroprotective, hepatoprotective

Therapeutic potential

Studied in experimental models of Alzheimer's, Parkinson's, and liver injury

Importance

Interesting compound for further research and potential therapeutic applications

Upstream product

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Downstream Products

• 104186-05-2 trans-10-shogaol 
• 36752-54-2 [10]-shogaol 
• 23513-15-7 10-gingerol 
• 1212158-11-6 (R)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one 

Relevant articles and documents

An Improved Route to the Preparation of 6-, 8-, 10-Gingerols

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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.

Structure-Activity Relationships of 6- and 8-Gingerol Analogs as Anti-Biofilm Agents

Pseudomonas aeruginosa is a causative agent of chronic infections in immunocompromised patients. Disruption of quorum sensing circuits is an attractive strategy for treating diseases associated with P. aeruginosa infection. In this study, we designed and synthesized a series of gingerol analogs targeting LasR, a master regulator of quorum sensing networks in P. aeruginosa. Structure-activity relationship studies showed that a hydrogen-bonding interaction in the head section, stereochemistry and rotational rigidity in the middle section, and optimal alkyl chain length in the tail section are important factors for the enhancement of LasR-binding affinity and for the inhibition of biofilm formation. The most potent compound 41, an analog of (R)-8-gingerol with restricted rotation, showed stronger LasR-binding affinity and inhibition of biofilm formation than the known LasR antagonist (S)-6-gingerol. This new LasR antagonist can be used as an early lead compound for the development of anti-biofilm agents to treat P. aeruginosa infections.