Methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

Base Information

• Chemical Name: Methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate
• CAS No.: 108698-02-8
• Molecular Formula: C23H36 O2
• Molecular Weight: 344.538
• Hs Code.: 29161900
• UNII: 4IS54O89XP
• DSSTox Substance ID: DTXSID70336242
• Nikkaji Number: J1.120.306J
• Wikidata: Q27896902
• Mol file: 108698-02-8.mol

Synonyms:108698-02-8;cis-7,10,13,16,19-Docosapentaenoic acid methyl ester;Methyl all-cis-7,10,13,16,19-docosapentaenoate;methyl docosapentaenoate;METHYL (7Z,10Z,13Z,16Z,19Z)-DOCOSA-7,10,13,16,19-PENTAENOATE;4IS54O89XP;UNII-4IS54O89XP;Methyl (7Z,10Z,13Z,16Z,19Z)-7,10,13,16,19-docosapentaenoate;7,10,13,16,19-Docosapentaenoic acid, methyl ester, (all-Z)-;Methyl 7,10,13,16,19-docosapentaenoate, (7Z,10Z,13Z,16Z,19Z)-;7,10,13,16,19-Docosapentaenoic acid, methyl ester, (7Z,10Z,13Z,16Z,19Z)-;Methyl 7,10,13,16,19-docosapentaenoate;Methylclupanodonat;(All-Z)-7,10,13,16,19-Docosapentaenoic Acid Methyl Ester;SCHEMBL12696518;DTXSID70336242;MFCD00674894;AS-82255;HY-115437;CS-0086450;NS00096697;cis-7,10,13,16,19-Docosapentaenoic methyl ester;Q27896902;METHYL DOCOSAPENTAENOATE (7c,10c,13c,16c,19c);all-cis-7,10,13,16,19-Docosapentaenoic acid methyl ester;(7Z,10Z,13Z,16Z,19Z)-methyl 7,10,13,16,19-docosapentaenoate;Methyl all-cis-7,10,13,16,19-docosapentaenoate, >=97%, liquid;Methyl all-cis-7,10,13,16,19-docosapentaenoate, analytical standard;7,10,13,16,19-Docosapentaenoicacid,methyl ester,(7Z,10Z,13Z,16Z,19Z)-

Chemical Property of Methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

Chemical Property:

• Vapor Pressure: 1.25E-07mmHg at 25°C
• Refractive Index: 1.4933 (589.3 nm 15℃)
• Boiling Point: 215℃ (15 Torr)
• Flash Point: -1 °C
• PSA: 26.30000
• Density: 0.907g/cm³
• LogP: 6.86130
• Storage Temp.: −20°C
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 344.271530387
• Heavy Atom Count: 25
• Complexity: 439

Purity/Quality:

99% ^*data from raw suppliers

(All-Z)-7,10,13,16,19-DocosapentaenoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,N
• Hazard Codes: F,Xn,N
• Statements: 11-38-50/53-65-67
• Safety Statements: 60-61-62-16-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCC=CCCCCCC(=O)OC
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)OC
• Uses: (All-Z)-7,10,13,16,19-Docosapentaenoic Acid Methyl Ester is used in analytical studies to evaluate the retention behavior of polyunsaturated fatty acid methyl esters on porous graphitic carbon via liquid chromatography. This analog is a methyl derivative of all-cis-7,10,13,16,19-Docosapentaenoic Acid (D494460) which is a fatty acid that is derived from fish oils which potently inhibits platelet aggregation.

Technology Process of Methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

There total 14 articles about Methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate 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: 98.0%

methyl (2E,7Z,10Z,13Z,16Z,19Z)-docosa-2,7,10,13,16,19-hexaenoate (875288-80-5) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8)

Guidance literature:

With magnesium; In methanol; at 40 ℃; for 3h;

DOI:10.1055/s-0037-1611939

Reference yield: 62.0%

C23H36O2 → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.009

Reference yield:

methanol (67-56-1) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl linoleate (16326-32-2) + methyl arachidonate (2566-89-4) + (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) + Methyl oleate (112-62-9) + Methyl linoleate (112-63-0) + (11Z)-11-icosenoic acid methyl ester (2390-09-2,3946-08-5) + methyl linolenate (301-00-8) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + pentadecanoic acid methyl ester (7132-64-1) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + behenic acid methyl ester (929-77-1) + all-cis-8,11,14-eicosatrienoic acid methyl ester (21061-10-9) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester (13487-42-8) + myristoleic acid methyl ester (56219-06-8) + cis,trans-9,11-methyloctadecadienoate (35042-75-2)

Guidance literature:

With potassium hydroxide; water; In methanol; at 55 ℃; for 1.5h;

methanol; With sulfuric acid; In water; at 20 - 55 ℃; for 1.5h; Product distribution / selectivity;

upstream raw materials:

2-((6Z,9Z,12Z,15Z,18Z)-Henicosa-6,9,12,15,18-pentaenyl)-4,4-dimethyl-4,5-dihydro-oxazole

methanol

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester

(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaen-1-ol

Downstream raw materials:

docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid

Refernces

• 1、 -. "COMPOUND, COMPOSITION AND USES THEREOF". . . Retrieved 2017/05/10.
• 2、 -. "DIRECT METHOD AND REAGENT KITS FOR FATTY ACID ESTER SYNTHESIS". Page/Page column 18; 20-21; 27. . Retrieved 2008/12/07.