TG(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))

Base Information

• Chemical Name: TG(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
• CAS No.: 99660-94-3
• Molecular Formula: C63H92 O6
• Molecular Weight: 945.42
• UNII: 5LR57X3Q3M
• DSSTox Substance ID: DTXSID1042655
• Nikkaji Number: J476.730F
• Wikidata: Q76397671
• Metabolomics Workbench ID: 8393
• Mol file: 99660-94-3.mol

Synonyms:1,2,3-trieicosapentaenoyl glycerol;EPA-TG

Chemical Property of TG(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))

Chemical Property:

• Boiling Point: 860.9°Cat760mmHg
• Flash Point: 315.8°C
• PSA: 78.90000
• Density: 0.961g/cm³
• LogP: 17.74970
• XLogP3: 17.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 47
• Exact Mass: 944.68939065
• Heavy Atom Count: 69
• Complexity: 1610

Purity/Quality:

99% ^*data from raw suppliers

Glycerol Trieicosapentaenoyl ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of TG(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))

There total 3 articles about TG(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) 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: 60.1%

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → triglyceride of eicosapentaenoic acid (99660-94-3) + (5Z,8Z,11Z,14Z,17Z)-2,3-dihydroxypropyl eicosa-5,8,11,14,17-pentaenoate (140670-39-9) + 1,3-dieicosapentaenoylglycerol (140670-41-3)

Guidance literature:

With molecular sieve; at 60 ℃; for 72h; Yields of byproduct given; lipaze from Rhizomucor miehei;

DOI:10.1007/BF02541362

Reference yield:

tributyrin (60-01-5) + eicosapentaenoic acid ethyl ester (86227-47-6,84494-70-2) → butanoic acid ethyl ester (105-54-4) + triglyceride of eicosapentaenoic acid (99660-94-3)

Guidance literature:

at 65 ℃; for 72h; under 0.01 - 0.1 Torr; 10percent dosage immobilized nonregiospecific yeast lipase from Candida antarctica;

DOI:10.1016/S0040-4039(00)73862-7

Reference yield:

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → triglyceride of eicosapentaenoic acid (99660-94-3) + (5Z,8Z,11Z,14Z,17Z)-2,3-dihydroxypropyl eicosa-5,8,11,14,17-pentaenoate (140670-39-9) + 1,3-dieicosapentaenoylglycerol (140670-41-3) + 1,2-di(icosapentaenoyl)glyceride

Guidance literature:

With lipase from Candida antarctica; at 65 ℃; under 0.01 - 0.1 Torr; Product distribution; various time, various esters;

DOI:10.1016/0040-4020(94)00983-2

upstream raw materials:

tributyrin

eicosapentaenoic acid ethyl ester

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

glycerol

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