2,3-Dihydroxypropyl tetradecanoate

Base Information

• Chemical Name: 2,3-Dihydroxypropyl tetradecanoate
• CAS No.: 589-68-4
• Deprecated CAS: 1330-67-2
• Molecular Formula: C17H34 O4
• Molecular Weight: 302.455
• Hs Code.: 2915900090
• European Community (EC) Number: 248-329-0
• NSC Number: 404225
• UNII: SMJ2192F1R
• DSSTox Substance ID: DTXSID0042454
• Nikkaji Number: J104.106A
• Wikidata: Q60998700
• Metabolomics Workbench ID: 136184
• ChEMBL ID: CHEMBL463092
• Mol file: 589-68-4.mol

Synonyms:1-monomyristin;1-monomyristin, (+-)-isomer

Chemical Property of 2,3-Dihydroxypropyl tetradecanoate

Chemical Property:

• Melting Point: 68-70 °C
• Refractive Index: 1.473
• Boiling Point: 424.8 °C at 760 mmHg
• PKA: 13.16±0.20(Predicted)
• Flash Point: 141.3 °C
• PSA: 66.76000
• Density: 0.981 g/cm³
• LogP: 3.58390
• Storage Temp.: −20°C
• Solubility.: very faint turbidity in Methanol
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 302.24570956
• Heavy Atom Count: 21
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

1-Monomyristin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCC(CO)O
• Description: 1-Monomyristin is a 1-monoglyceride with tetradecanoyl (myristoyl) as the acyl group. 1-Monomyristin has a role as a Caenorhabditis elegans metabolite. 1-Monomyristin is a 1-monoglyceride and a tetradecanoate ester. 1-Monomyristin, extracted from Serenoa repens, inhibits the hydrolysis of 2-oleoylglycerol (IC50=32 μM) and fatty acid amide hydrolase (FAAH) activity (IC50=18 μM). 1-Monomyristin shows antibacterial activity against Staphylococcus aureus and Aggregatibacter actinomycetemcomitans and also antifungal activity against Candida albicans.
• Uses: α-Monomyristin, is used for the preparation of nonionic surfactant micelles. It is also a 1-monoglyceride of myristic acid, has antibacterial activity against several Gram-positive bacterial strains.

Technology Process of 2,3-Dihydroxypropyl tetradecanoate

There total 19 articles about 2,3-Dihydroxypropyl tetradecanoate 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: 100.0%

(2,2-dimethyl-1,3-dioxolane-4-yl)methyl myristate (56630-71-8) → 1-monoglyceride myristic acid (589-68-4,75685-84-6)

Guidance literature:

With Amberlyst-15; In ethanol; at 20 ℃; for 30h;

DOI:10.3390/molecules23123141

Reference yield: 90.0%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + n-tetradecanoic acid (544-63-8) → 1-monoglyceride myristic acid (589-68-4,75685-84-6)

Guidance literature:

With triethylamine; at 143 - 145 ℃; for 9h;

DOI:10.1007/s11746-007-1091-z

Reference yield: 76.0%

allyl tetradecanoate (45236-96-2) → 1-monoglyceride myristic acid (589-68-4,75685-84-6)

Guidance literature:

With cethyltrimethylammonium permanganate; In dichloromethane; for 5h; Ambient temperature;

upstream raw materials:

potassium myristate

3-monochloro-1,2-propanediol

allyl tetradecanoate

(2,2-dimethyl-1,3-dioxolane-4-yl)methyl myristate

Downstream raw materials:

1-Palmitoyl-3-myristoyl-glycerin

2-phenyl-4-tetradecanoyloxymethyl-[1,3,2]dioxaborolane

Refernces

• 1、 -. "High-selectivity synthesis method of long-chain fatty acid monoglyceride". Paragraph 0027; 0030. . Retrieved 2019/02/27.
• 2、 Joshi, Alaumy,Shaikh, Minhaj,Singh, Shubham,Rajendran, Abinaya,Mhetre, Amol,Kamat, Siddhesh S.. "Biochemical characterization of the PHARC-associated serine hydrolase ABHD12 reveals its preference for very-long-chain lipids". . p. 16953 - 16963. Retrieved 2018/11/21.