Tetradecyl 3,4,5-trihydroxybenzoate

Base Information

• Chemical Name: Tetradecyl 3,4,5-trihydroxybenzoate
• CAS No.: 18244-73-0
• Molecular Formula: C21H34 O5
• Molecular Weight: 366.498
• Hs Code.: 2918290000
• European Community (EC) Number: 242-118-7
• UNII: 88H62MZX2P
• DSSTox Substance ID: DTXSID70171296
• Nikkaji Number: J169.176G
• Wikidata: Q27269932
• ChEMBL ID: CHEMBL494182
• Mol file: 18244-73-0.mol

Synonyms:Tetradecyl 3,4,5-trihydroxybenzoate;myristyl gallate;18244-73-0;tetradecyl gallate;EINECS 242-118-7;UNII-88H62MZX2P;88H62MZX2P;Myristyl-3,4,5-trihydroxybenzoate;Benzoic acid, 3,4,5-trihydroxy-, tetradecyl ester;Gallic acid tetradecyl ester;SCHEMBL221375;CHEMBL494182;DTXSID70171296;FT-0729323;3,4,5-TRIHYDROXYBENZOIC ACID TETRADECYL ESTER;Q27269932

Chemical Property of Tetradecyl 3,4,5-trihydroxybenzoate

Chemical Property:

• Vapor Pressure: 2.31E-12mmHg at 25°C
• Boiling Point: 542.1°Cat760mmHg
• Flash Point: 182.6°C
• PSA: 86.99000
• Density: 1.086g/cm³
• LogP: 5.66130
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 15
• Exact Mass: 366.24062418
• Heavy Atom Count: 26
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

MyristylGallate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
• Uses: Myristyl Gallate has been studied for antimetastatic activity and low systemic toxicity in a melanoma mouse model.

Technology Process of Tetradecyl 3,4,5-trihydroxybenzoate

There total 3 articles about Tetradecyl 3,4,5-trihydroxybenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

1-Tetradecanol (112-72-1) + 3,4,5-trihydroxybenzoic acid (149-91-7) → tetradecyl 3,4,5-trihydroxybenzoate (18244-73-0)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; at 160 ℃;

Reference yield: 41.2%

→ tetradecyl 3,4,5-trihydroxybenzoate (18244-73-0)

Guidance literature:

With sulfuric acid; for 12h; Reflux;

Reference yield:

→ tetradecyl 3,4,5-trihydroxybenzoate (18244-73-0)

Guidance literature:

With palladium on activated charcoal; ethanol; Hydrogenation;

DOI:10.1021/ja01207a043

upstream raw materials:

1-Tetradecanol

3,4,5-trihydroxybenzoic acid

Refernces

• 1、 Cheng, Kui,Wang, Xiaohui,Zhang, Shuting,Yin, Hang. "Discovery of small-molecule inhibitors of the TLR1/TLR2 complex". supporting information. p. 12246 - 12249. Retrieved 2013/02/23.
• 2、 Luo, Yan,Sun, Kaiyue,Li, Lin,Gao, Lijuan,Wang, Guangfa,Qu, Yuan,Xiang, Lan,Chen, Ling,Hu, Yongzhou,Qi, Jianhua. "Structure-activity relationships of neuritogenic gentiside derivatives". body text. p. 1986 - 1989. Retrieved 2012/07/13.