Methyl cis,cis-11,14-eicosadienoate

Base Information

• Chemical Name: Methyl cis,cis-11,14-eicosadienoate
• CAS No.: 61012-46-2
• Molecular Formula: C21H38O2
• Molecular Weight: 322.532
• Hs Code.: 2916190090
• European Community (EC) Number: 627-037-0
• DSSTox Substance ID: DTXSID00424020
• Mol file: 61012-46-2.mol

Synonyms:61012-46-2;Methyl cis,cis-11,14-eicosadienoate;methyl (11Z,14Z)-icosa-11,14-dienoate;METHYL CIS CIS-11 14-EICOSADIENOATE;11(Z),14(Z)-eicosadienoic acid methyl ester;cis-11,14-Eicosadienoic acid-methyl ester;cis-11,14-Eicosadienoic acid methyl ester;DTXSID00424020;CHEBI:144355;GWJCFAOQCNNFAM-NQLNTKRDSA-N;methyl Z,Z 11,14-eicosadieneoate;AKOS040756372;(all Z)-Methyl 11,14-eicosadienoate;cis-11,14-Eicosadienoic acid, methyl ester;11,14-Eicosadienoic acid, methyl ester, (Z,Z);cis-11,14-Eicosadienoic acid methyl ester, >=98% (GC);Methyl cis,cis-11,14-eicosadienoate, analytical standard

Chemical Property of Methyl cis,cis-11,14-eicosadienoate

Chemical Property:

• Vapor Pressure: 1.69E-06mmHg at 25°C
• Refractive Index: 1.465
• Boiling Point: 396.6°C at 760 mmHg
• Flash Point: 91.5°C
• PSA: 26.30000
• Density: 0.881g/cm³
• LogP: 6.75310
• Storage Temp.: −20°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 322.287180451
• Heavy Atom Count: 23
• Complexity: 305

Purity/Quality:

≥98% ^*data from raw suppliers

Methyl cis,cis-11,14-eicosadienoate analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCCCC(=O)OC
• Description: 11(Z),14(Z)-Eicosadienoic acid methyl ester is a more lipid soluble form of the ω-6 C20-2 fatty acid 11(Z),14(Z)-eicosadienoic acid , a naturally occurring PUFA. 11(Z),14(Z)-Eicosadienoic acid competitively inhibits inosine 5’-monophosphate dehydrogenase (Ki = 3.1 μM) and inhibits the binding of LTB4 to its receptor on neutrophils (Ki = 3.0 μM). Also, serum levels of eicosadienoic acids negatively correlate with degree of sleep disturbance. Eicosadienoic acids are converted by desaturases, in vivo, to eicosatrienoic acids, which are potent vasodilators.

Technology Process of Methyl cis,cis-11,14-eicosadienoate

There total 4 articles about Methyl cis,cis-11,14-eicosadienoate 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:

methanol (67-56-1) + fish oil → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl linoleate (16326-32-2) + all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester (2566-90-7,875288-77-0) + (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 cis-tetracos-15-enate (2733-88-2) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + myristoleic acid methyl ester (56219-06-8) + methyl (13Z,16Z)-docosadienoate (61012-47-3) + (11Z,14Z)-11,14-icosadienoic acid methyl ester (61012-46-2) + cis-10-heptadecenoic acid methyl ester (369657-02-3,75190-82-8)

Guidance literature:

fish oil; 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;

Reference yield:

methanol (67-56-1) + fish oil → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl linoleate (16326-32-2) + all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester (2566-90-7,875288-77-0) + (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 cis-tetracos-15-enate (2733-88-2) + methyl n-dodecanoate (111-82-0) + methyl tridecanoate (1731-88-0) + methyl myristoate (124-10-7) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + myristoleic acid methyl ester (56219-06-8) + methyl (13Z,16Z)-docosadienoate (61012-47-3) + (11Z,14Z)-11,14-icosadienoic acid methyl ester (61012-46-2) + cis-10-heptadecenoic acid methyl ester (369657-02-3,75190-82-8)

Guidance literature:

fish oil; 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;

Reference yield:

methanol (67-56-1) + fish oil + sodium methylate (124-41-4) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl linoleate (16326-32-2) + all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester (2566-90-7,875288-77-0) + (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 cis-tetracos-15-enate (2733-88-2) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + myristoleic acid methyl ester (56219-06-8) + methyl (13Z,16Z)-docosadienoate (61012-47-3) + (11Z,14Z)-11,14-icosadienoic acid methyl ester (61012-46-2) + cis-10-heptadecenoic acid methyl ester (369657-02-3,75190-82-8)

Guidance literature:

at 55 ℃; for 1.5h; Product distribution / selectivity;

upstream raw materials:

methanol

sodium methylate

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