1-Palmitoyl-2-oleoyl-sn-glycerol

Base Information

• Chemical Name: 1-Palmitoyl-2-oleoyl-sn-glycerol
• CAS No.: 29541-66-0
• Molecular Formula: C₃₇H₇₀O₅
• Molecular Weight: 594.96
• UNII: FU2FI047ZI
• Metabolomics Workbench ID: 5792
• Wikidata: Q27145332
• Mol file: 29541-66-0.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-oleoyl-sn-glycerol

Chemical Property:

• 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:

99% ^*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:

• Chemical Classes: Lipids -> Ambiguous Lipids
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C\CCCCCCCC
• Uses: 1-Palmitoyl-2-oleoyl-sn-glycerol can be used in methods to enhance radiotherapy using ferroptosis inducers as radiosensitizers for identifying and treating a subject with a cancer that is resistant to radiotherapy.

Technology Process of 1-Palmitoyl-2-oleoyl-sn-glycerol

There total 13 articles about 1-Palmitoyl-2-oleoyl-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: 96.0%

1-O-palmitoyl-2-[(9z)-octadenoyl]-3-benzylglycerol (1487-52-1) → 1-O-palmitoyl-2-[(9z)-octadenoyl]-glycerol (29541-66-0)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 - -40 ℃;

DOI:10.1248/cpb.47.1659

Reference yield:

2-O-oleoyl-1-O-palmitoyl-3-O-phosphoryl-sn-glycerol (10015-87-9,62600-81-1,86747-33-3) → 1-O-palmitoyl-2-[(9z)-octadenoyl]-glycerol (29541-66-0)

Guidance literature:

With water; phosphatidate phosphatase;

DOI:10.1021/ja00021a043

Reference yield:

1-palmitoyl-2-lyso-sn-glycero-3-phosphatidic acid (7220-34-0) → 1-O-palmitoyl-2-[(9z)-octadenoyl]-glycerol (29541-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaCl, Tris buffer / 1-acyl-sn-glycerol-3-phosphate acyltransferase

2: H₂O / phosphatidate phosphatase

With Tris buffer; water; sodium chloride;

DOI:10.1021/ja00021a043

upstream raw materials:

2-O-oleoyl-1-O-palmitoyl-3-O-phosphoryl-sn-glycerol

1-O-palmitoyl-2-[(9z)-octadenoyl]-3-benzylglycerol

1-O-palmitoyl-2-[(9z)-octadenoyl]-3-[methyl α-(2,4-dinitrophenyl)acetate]glycerol

cis-Octadecenoic acid

Downstream raw materials:

2-oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine

C₄₇H₇₉NO₁₁

Refernces

• 1、 Xia, Jie,Hui, Yong-Zheng. "Synthesis of a small library of mixed-acid phospholipids from D-mannitol as a homochiral starting material". . p. 1659 - 1663. Retrieved 2007/10/03.
• 2、 -. "Process for preparing 1,2-diacyl-sn-glycerols". . . Retrieved 2008/06/13.