15-Hydroxy-5,8,11-eicosatrienoic acid

Base Information

• Chemical Name: 15-Hydroxy-5,8,11-eicosatrienoic acid
• CAS No.: 139328-88-4
• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.488
• Mol file: 139328-88-4.mol

Synonyms:15-HEIA;15-hydroxy-5,8,11-eicosatrienoic acid

Chemical Property of 15-Hydroxy-5,8,11-eicosatrienoic acid

Chemical Property:

• Vapor Pressure: 4.13E-11mmHg at 25°C
• Boiling Point: 477.2°Cat760mmHg
• Flash Point: 256.5°C
• PSA: 57.53000
• Density: 0.971g/cm³
• LogP: 5.41150
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 322.25079494
• Heavy Atom Count: 23
• Complexity: 356

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(CCC=CCC=CCC=CCCCC(=O)O)O
• Isomeric SMILES: CCCCCC(CC/C=C\C/C=C\C/C=C\CCCC(=O)O)O

Technology Process of 15-Hydroxy-5,8,11-eicosatrienoic acid

There total 2 articles about 15-Hydroxy-5,8,11-eicosatrienoic 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:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 12-hydroxy-cis-5,cis-8,cis-14-eicosatrienoic acid + C20H34O3 (139328-88-4) + C20H34O3

Guidance literature:

With ethylenediaminetetraacetic acid; L-dipalmitoylphosphatidylcholine; F₃₅₉W/A₄₂₄I/N₄₂₅M/A₆₀₃I human ALOX₅ mutant; ATP; calcium chloride; In aq. phosphate buffer; at 20 ℃; for 0.0833333h; Enzymatic reaction;

DOI:10.1021/acschembio.9b00674

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 12-hydroxy-cis-5,cis-8,cis-14-eicosatrienoic acid + 15-hydroxy-cis-5,cis-8,cis-11-eicosatrienoic acid (139328-88-4)

Guidance literature:

With fatty acid hydratase from Lactobacillus acidophilus mutant FA-HY₁; flavin adenine dinucleotide; In aq. phosphate buffer; at 37 ℃; for 16h; pH=6; Reagent/catalyst; regioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1002/cbic.201900389

upstream raw materials:

all cis 5,8,11,14-eicosatetraenoic acid

Refernces

• 1、 Eser, Bekir Engin,Poborsky, Michal,Dai, Rongrong,Kishino, Shigenobu,Ljubic, Anita,Takeuchi, Michiki,Jacobsen, Charlotte,Ogawa, Jun,Kristensen, Peter,Guo, Zheng. "Rational Engineering of Hydratase from Lactobacillus acidophilus Reveals Critical Residues Directing Substrate Specificity and Regioselectivity". . p. 550 - 563. Retrieved 2019/11/25.