5-Hydroxyeicosapentaenoic acid

Base Information

Chemical Name:5-Hydroxyeicosapentaenoic acid
CAS No.:83952-40-3
Molecular Formula:C₂₀H₃₀O₃
Molecular Weight:318.456
Hs Code.:2918199090
DSSTox Substance ID:DTXSID001258761
Nikkaji Number:J1.287.337I
Wikidata:Q27140155
Metabolomics Workbench ID:2730
Mol file:83952-40-3.mol

Synonyms:5-HEPE;5-hydroxy-6,8,11,14,17-eicosapentaenoic acid;5-hydroxyeicosapentaenoic acid

Suppliers and Price of 5-Hydroxyeicosapentaenoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
(±)5-HEPE ≥97%
250μg
$ 336.00

Cayman Chemical
(±)5-HEPE ≥97%
100μg
$ 143.00

Cayman Chemical
(±)5-HEPE ≥97%
50μg
$ 76.00

Cayman Chemical
(±)5-HEPE ≥97%
25μg
$ 42.00

Total 5 raw suppliers

Chemical Property of 5-Hydroxyeicosapentaenoic acid

Chemical Property:

Vapor Pressure:1.42E-11mmHg at 25°C
Boiling Point:488 °C at 760 mmHg
PKA:4.67±0.10(Predicted)
Flash Point:263.1 °C
PSA：57.53000
Density:0.997 g/cm³
LogP:4.96350
XLogP3:4.6
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:

99% ^*data from raw suppliers

(±)5-HEPE ≥97% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC=CCC=CCC=CCC=CC=CC(CCCC(=O)O)O
Isomeric SMILES:CC/C=C\C/C=C\C/C=C\C/C=C\C=C\C(CCCC(=O)O)O
Description (±)5-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 5(S)-HEPE and 5(R)-HEPE. The biological activity of (±)5-HEPE is likely mediated by one of the individual isomers, most commonly the 5(S) isomer in mammalian systems. EPA can be metabolized to 5-HEPE in human and bovine neutrophils, and human eosinophils, which is further metabolized to 5-oxoEPE and LTB5. The 5-series metabolites of EPA, namely 5-HEPE, 5-oxoEPE, and LTB5, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.

Technology Process of 5-Hydroxyeicosapentaenoic acid

There total 3 articles about 5-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: 85.0%

: 375387-75-0
6-((1E,3Z,6Z,9Z,12Z)-pentadeca-1,3,6,9,12-pentaen-1-yl)tetrahydro-2H-pyran-2-one

: 83952-40-3,92008-51-0
5-HEPE

Guidance literature:: With potassium hydroxide; In ethanol; at 24 ℃; for 16h;
DOI:10.1016/j.chemphyslip.2004.02.006

Reference yield: 85.0%

: 83952-40-3,92008-51-0
5-HEPE

Guidance literature:

Reference yield:

: 234087-56-0
6-[(3Z,6Z,9Z,12Z)-1-iodopentadeca-3,6,9,12-tetraen-1-yl]-tetrahydro-2H-pyran-2-one

: 83952-40-3,92008-51-0
5-HEPE

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / benzene / 12 h / 24 °C

2: 85 percent / aq. KOH / ethanol / 16 h / 24 °C

With potassium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; benzene;
DOI:10.1016/j.chemphyslip.2004.02.006