1-Palmitoyl-2-oleoylglycerol

Base Information

• Chemical Name: 1-Palmitoyl-2-oleoylglycerol
• CAS No.: 3123-73-7
• Molecular Formula: C37H70 O5
• Molecular Weight: 594.96
• Hs Code.: 2916150000
• UNII: TX2844DJ8C
• DSSTox Substance ID: DTXSID101309430
• Mol file: 3123-73-7.mol

Synonyms:1-(1-14C)palmitoyl-2-oleoyl-sn-glycerol;1-(14C)POG;1-palmitoyl-2-(1-14C)oleoyl-sn-glycerol;1-palmitoyl-2-oleoyl-sn-glycerol;1-palmitoyl-2-oleoyl-sn-glycerol, (S)-isomer;1-palmitoyl-2-oleoylglycerol;2-(14C)POG

Chemical Property of 1-Palmitoyl-2-oleoylglycerol

Chemical Property:

• Vapor Pressure: 1.59E-19mmHg at 25°C
• Melting Point: 31-32 °C
• Boiling Point: 647.9°Cat760mmHg
• PKA: 13.69±0.10(Predicted)
• Flash Point: 181.3°C
• PSA: 72.83000
• Density: 0.932g/cm³
• LogP: 10.95250
• XLogP3: 14.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 35
• Exact Mass: 594.52232533
• Heavy Atom Count: 42
• Complexity: 603

Purity/Quality:

98%Min ^*data from raw suppliers

1-Palmitoyl-2-oleoyl-rac-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC/C=C\CCCCCCCC
• Uses: 1-Palmitoyl-2-oleoyl-rac-glycerol is a monounsaturated diacylglycerol used to increase the activity of the ARF1 GTPase-activating protein on membrane-bound ARF1GTP.

Technology Process of 1-Palmitoyl-2-oleoylglycerol

There total 13 articles about 1-Palmitoyl-2-oleoylglycerol 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:

ethanol (64-17-5) + 2-Oleodipalmitin (2190-25-2) → oleic acid ethyl ester (111-62-6) + hexadecanoic acid ethyl ester (628-97-7) + hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester (502-52-3) + 1-palmitoyl-2-oleoyl-rac-glycerol (3123-73-7)

Guidance literature:

With immobilized EL₁ lipase; In water; tert-butyl alcohol; at 30 ℃; for 4.16667h;

DOI:10.1002/anie.200502461

Reference yield:

trioleoylglycerol (122-32-7) → 1-palmitoyl-2-oleoyl-rac-glycerol (3123-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CaCl₂; pancreas lipase type II (EC 3.1.1.3); Tris buffer / Difco bile salt No_.3 / H₂O / 0.75 h / 40 °C / pH 8.0

2: pyridine / CHCl₃ / 72 h / 20 °C

With pyridine; pancreas lipase type II (EC 3.1.1.3); Tris buffer; calcium chloride; Difco bile salt No_.3; In chloroform; water;

DOI:10.1023/A:1026425407150

Reference yield:

2-Oleoylglycerol (3443-84-3,13822-11-2,116435-34-8) + n-hexadecanoyl chloride (112-67-4) → 2-hydroxy-3-(palmitoyloxy)propyl oleate (3343-30-4) + 1-palmitoyl-2-oleoyl-rac-glycerol (3123-73-7)

Guidance literature:

With pyridine; In chloroform; at 20 ℃; for 72h;

DOI:10.1023/A:1026425407150

upstream raw materials:

DL-β-(9,10-Dibromstearoyl)-α-palmitoyl-glycerin

2-Oleoylglycerol

n-hexadecanoyl chloride

ethanol

Downstream raw materials:

1-palmitoyl-2-oleoyl-3-stearoylglycerol

Refernces

• 1、 Reyes-Duarte, Dolores,Polaina, Julio,Lopez-Cortes, Nieves,Alcalde, Miguel,Plou, Francisco J.,Elborough, Kieran,Ballesteros, Antonio,Timmis, Kenneth N.,Golyshin, Peter N.,Ferrer, Manuel. "Conversion of a carboxylesterase into a triacylglycerol lipase by a random mutation". . p. 7553 - 7557. Retrieved 2007/10/03.