1-Oleoyl-2-acetyl-sn-glycerol

Base Information

• Chemical Name: 1-Oleoyl-2-acetyl-sn-glycerol
• CAS No.: 86390-77-4
• Molecular Formula: C₂₃H₄₂O₅
• Molecular Weight: 398.583
• Nikkaji Number: J312.732J
• ChEMBL ID: CHEMBL1591456
• Mol file: 86390-77-4.mol

Synonyms:1-O-octadecenoyl-2-O-acetylglycerol;1-oleoyl-2-acetyl-glycerol;1-oleoyl-2-acetyl-sn-glycerol;1-oleoyl-2-acetylglycerol;1-oleyl-2-acetylglycerol;oleoylacetylglycerol;oleyl acetyl glycerol

Chemical Property of 1-Oleoyl-2-acetyl-sn-glycerol

Chemical Property:

• Appearance/Colour: Colorless oil or waxy solid
• Vapor Pressure: 1.18E-11mmHg at 25°C
• Boiling Point: 490 °C at 760 mmHg
• PKA: 13.89±0.10(Predicted)
• Flash Point: 152.3 °C
• PSA: 72.83000
• Density: 0.98 g/cm³
• LogP: 5.49110
• Storage Temp.: −20°C
• Solubility.: ethanol: 20 mg/mL
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 21
• Exact Mass: 398.30322444
• Heavy Atom Count: 28
• Complexity: 406

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Oleoyl-2-acetyl-sn-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)OC(=O)C
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)C
• Uses: Activator of phospholipid-dependent protein kinase C; and stimulator of secretion and aggregation in blood platelets Activator of phospholipid-dependent protein kinase C; and stimulator of secretion and aggregation in blood platelets.x 18:1-2:0 DG (1-oleoyl-2-acetyl-sn-glycerol) has been used as a diacyl glycerol (DAG) analog to test its impact on DAG-sensitive channels in thalamocortical (TC) neurons. It may be used as an internal standard for retention time calibration in ultra-high performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-QTOF MS)?for blood sample lipid quantification. It may also be used as a protein kinase C (PKC) activator in adrenal glands.

Technology Process of 1-Oleoyl-2-acetyl-sn-glycerol

There total 4 articles about 1-Oleoyl-2-acetyl-sn-glycerol 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%

1-oleoyl-2-acetyl-3-trichloroacetyl-sn-glycerol (868368-11-0) → 1-oleoyl-2-acetyl-sn-glycerol (86390-77-4,92282-11-6)

Guidance literature:

With pyridine; methanol; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2005.08.015

Reference yield:

1-oleoyl-2-acetyl-3-O-tert-butyldimethylsilyl-sn-glycerol (868368-09-6) → 1-oleoyl-2-acetyl-sn-glycerol (86390-77-4,92282-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Et₃N*3HF / 2 h / 80 °C

2: 100 percent / pyridine; MeOH / tetrahydrofuran / 3 h / 20 °C

With pyridine; methanol; triethylamine tris(hydrogen fluoride); In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.08.015

Reference yield:

1-oleoyl-2-acetyl-3-O-triisopropylsilyl-sn-glycerol (868368-10-9) → 1-oleoyl-2-acetyl-sn-glycerol (86390-77-4,92282-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N*3HF / 2 h / 80 °C

2: 100 percent / pyridine; MeOH / tetrahydrofuran / 3 h / 20 °C

With pyridine; methanol; triethylamine tris(hydrogen fluoride); In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.08.015

upstream raw materials:

1-oleoyl-2-acetyl-3-trichloroacetyl-sn-glycerol

1-oleoyl-2-acetyl-3-O-tert-butyldimethylsilyl-sn-glycerol

1-oleoyl-2-acetyl-3-O-triisopropylsilyl-sn-glycerol

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