7,10,13,16,19-Docosapentaenoic acid

Base Information

• Chemical Name: 7,10,13,16,19-Docosapentaenoic acid
• CAS No.: 2234-74-4
• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.511
• Nikkaji Number: J424.702G,J603.804B
• Metabolomics Workbench ID: 609
• Mol file: 2234-74-4.mol

Synonyms:(all-Z)-7, 10, 13, 16, 19-docosapentaenoic acid;4,7,10,13,16-Docosapentaenoic acid;7,10,13,16,19-docosapentaenoic acid;7,10,13,16,19-docosapentaenoic acid, (7Z,10Z,13Z,16Z,19Z)-;7,10,13,16,19-docosapentaenoic acid, (all-Z)-isomer;7,10,13,16,19-docosapentaenoic acid, (Z,Z,Z,Z,E)-isomer;7,10,13,16,19-docosapentaenoic acid, lithium salt;7,10,13,16,19-docosapentaenoic acid, lithium salt, (all-Z)-isomer;cis-7,10,13,16,19-docosapentaenoic acid;clupanodonic acid;docosa-4,7,10,13,16-pentaenoic acid;docosa-4,7,10,13,16-pentaenoic acid 5-(14)C-labeled cpd, (all-Z)-isomer;docosa-4,7,10,13,16-pentaenoic acid, (all-Z)-isomer;docosapentaenoic acid;docosapentaenoic acid (C22:5 N3);docosapentaenoic acid (C22:5 N6);docosapentaenoic acid, (all Z)-isomer;osbond acid

Chemical Property of 7,10,13,16,19-Docosapentaenoic acid

Chemical Property:

• Vapor Pressure: 4.69E-09mmHg at 25°C
• Boiling Point: 442.2°C at 760 mmHg
• Flash Point: 338.9°C
• PSA: 37.30000
• Density: 0.932g/cm³
• LogP: 6.77290
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 330.255880323
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCC=CCCCCCC(=O)O
• Isomeric SMILES: CC/C=C/C/C=C/C/C=C/C/C=C/C/C=C/CCCCCC(=O)O

Technology Process of 7,10,13,16,19-Docosapentaenoic acid

There total 17 articles about 7,10,13,16,19-Docosapentaenoic acid 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: 99.0%

methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) → docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid (2234-74-4,124020-08-2,24880-45-3)

Guidance literature:

With water; potassium hydroxide; In methanol; at 50 ℃; for 5h;

Reference yield: 80.0%

(7Z,10Z,13Z,16Z,19Z)-ethyl docosa-7,10,13,16,19-pentaenoate (119818-40-5) + (R)-3-amino-1,2-propanediol (66211-46-9,98923-21-8) → docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid (2234-74-4,124020-08-2,24880-45-3) + C25H41NO3

Guidance literature:

With Novozym 435 lipase on resin; In acetone; at 35 ℃; for 8h; Green chemistry; Enzymatic reaction;

DOI:10.1016/j.bmcl.2014.10.084

Reference yield: 70.0%

(S)-3-Amino-1,2-propanediol (61278-21-5,98923-21-8) + (7Z,10Z,13Z,16Z,19Z)-ethyl docosa-7,10,13,16,19-pentaenoate (119818-40-5) → docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid (2234-74-4,124020-08-2,24880-45-3) + C25H41NO3

Guidance literature:

With Novozym 435 lipase on resin; In acetone; at 35 ℃; for 8h; Green chemistry; Enzymatic reaction;

DOI:10.1016/j.bmcl.2014.10.084

upstream raw materials:

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

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

(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:

C₂₈H₄₄O₄

(7Z,10Z,13Z,16Z,19Z)-N-(2-hydroxyethyl)docosa-7,10,13,16,19-pentaenamide

Refernces

• 1、 -. "COMPOUND, COMPOSITION AND USES THEREOF". Page/Page column 58. . Retrieved 2017/05/10.
• 2、 Jakobsen, Martin Gjerde,Vik, Anders,Hansen, Trond Vidar. "Concise syntheses of three ω-3 polyunsaturated fatty acids". supporting information. p. 5837 - 5839. Retrieved 2013/01/13.