14,15-Epoxy-5,8,11-eicosatrienoic acid

Base Information

Chemical Name:14,15-Epoxy-5,8,11-eicosatrienoic acid
CAS No.:81276-03-1
Molecular Formula:C₂₀H₃₂O₃
Molecular Weight:320.472
Hs Code.:
European Community (EC) Number:631-283-4,633-687-6
DSSTox Substance ID:DTXSID60868608
Wikidata:Q105124559
Mol file:81276-03-1.mol

Synonyms:14,15-EET;14,15-epoxy-5,8,11-eicosatrienoic acid;14,15-epoxy-5,8,11-eicosatrienoic acid, (2alpha(5Z,8Z,11Z),3alpha)-isomer;14,15-epoxyeicosatrienoic acid;14,15-oxido-5,8,11-eicosatrienoic acid

Suppliers and Price of 14,15-Epoxy-5,8,11-eicosatrienoic 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

Usbiological
14,15-Epoxyeicosatrienoic Acid
50g
$ 333.00

American Custom Chemicals Corporation
(+/-)14,15-EPOXYEICOSA-5Z,8Z,11Z-TRIENOIC ACID 95.00%
5MG
$ 496.86

Total 5 raw suppliers

Chemical Property of 14,15-Epoxy-5,8,11-eicosatrienoic acid

Chemical Property:

Vapor Pressure:6.48E-10mmHg at 25°C
Boiling Point:464.5°Cat760mmHg
PKA:4.78±0.10(Predicted)
Flash Point:155.7°C
PSA：49.83000
Density:0.983g/cm³
LogP:5.42790
Storage Temp.:−20°C
XLogP3:5.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:320.23514488
Heavy Atom Count:23
Complexity:396

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

14,15-Epoxyeicosatrienoic Acid ^*data from reagent suppliers

Safty Information:

Pictogram(s): F,Xi
Hazard Codes:F,Xi
Statements: 11-36/37/38
Safety Statements: 16-26-36-7

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC1C(O1)CC=CCC=CCC=CCCCC(=O)O
Uses Epoxyeicosatrienoic Acid (EET) has antihypertensive and anti-inflammatory properties and play a role in the maintenance of renal vascular function. N,?N''-?dicyclohexylurea (DCU) increased release of 14,15-EET when the cells were stimulated with a calcium ionophore.Also, it is derived from Arachidonic Acid >97% (A765000), which is an essential fatty acid and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and Arachidonic Acid is also a constituent of animal phosphatides.

Technology Process of 14,15-Epoxy-5,8,11-eicosatrienoic acid

There total 58 articles about 14,15-Epoxy-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: 100.0%

: 506-32-1,236743-58-1
all cis 5,8,11,14-eicosatetraenoic acid

: 197508-62-6,81276-03-1
cis-14,15-epoxyeicosatrienoic acid

Guidance literature:: With human recombinant cytochrome P₄₅₀ 2E₁; stereoselective reaction; Enzymatic reaction;
DOI:10.1194/jlr.M003061

Reference yield:

: 21290-17-5
Peroxyarachidonsaeure

: 506-32-1,236743-58-1
all cis 5,8,11,14-eicosatetraenoic acid

: 81276-03-1
(±)-14,15-epoxyeicosa-cis-5,8,11-trienoic acid

Guidance literature:: at 20 ℃; Overall yield = 90 %; Overall yield = 127 mg; regioselective reaction;
DOI:10.1080/00397911.2014.956369

Reference yield:

: 53847-30-6
2-arachidonoyl glycerol

: 506-32-1,236743-58-1
all cis 5,8,11,14-eicosatetraenoic acid

: 2-11,12-EG

: 2-14,15-EG

: 184488-43-5,81246-84-6,87173-80-6
4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trienyl]oxiran-2-yl}butanoic acid

: 184488-44-6,81246-85-7
8,9-epoxyeicosa-5(Z),11(Z),14(Z)-trienoic acid

: 197508-62-6,81276-03-1
cis-14,15-epoxyeicosatrienoic acid

: 200960-01-6,81276-02-0,87173-81-7
11,12-cis-epoxyeicosatrienoic acid

Guidance literature:: With cytochrome P₄₅₀ reductase; Human CYP₂J₂ epoxygenase; NADPH; In aq. phosphate buffer; at 37 ℃; for 0.0833333h; pH=7.4; Kinetics; Enzymatic reaction;
DOI:10.1124/jpet.114.216598