12-Hydroxyeicosapentaenoic acid

Base Information

• Chemical Name: 12-Hydroxyeicosapentaenoic acid
• CAS No.: 81187-21-5
• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.456
• UNII: 5N395S00KL
• DSSTox Substance ID: DTXSID301345707
• Nikkaji Number: J1.308.616H
• Wikidata: Q27140043
• Metabolomics Workbench ID: 2734
• Mol file: 81187-21-5.mol

Synonyms:12-HEP;12-hydroxy-5,8,10,14,17-eicospentaenoic acid;12-hydroxy-5,8,10,14,17-eicospentaenoic acid, (E,Z,Z,Z,Z)-isomer;12-hydroxyeicosapentaenoic acid

Chemical Property of 12-Hydroxyeicosapentaenoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 4.96350
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 318.21949481
• Heavy Atom Count: 23
• Complexity: 428

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

(+/-)12-HEPE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC(C=CC=CCC=CCCCC(=O)O)O
• Isomeric SMILES: CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O)O
• Uses: (+/-)12-HEPE is a compound which inhibits platelet aggregation.

Technology Process of 12-Hydroxyeicosapentaenoic acid

There total 1 articles about 12-Hydroxyeicosapentaenoic 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-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) → 12-hydroxyeicosapentaenoic acid (109430-12-8,81187-21-5)

Guidance literature:

With Myxococcus xanthus lipoxygenase; In aq. buffer; at 30 ℃; for 0.05h; pH=8.5; regiospecific reaction; Enzymatic reaction;

DOI:10.1016/j.bbalip.2018.04.014

upstream raw materials:

all cis-5,8,11,14,17-eicosapentaenoic acid