1-Stearoyl-2-linoleoyl-sn-glycerol

Base Information

• Chemical Name: 1-Stearoyl-2-linoleoyl-sn-glycerol
• CAS No.: 34487-26-8
• Molecular Formula: C39H72 O5
• Molecular Weight: 620.998
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID501131538
• Nikkaji Number: J161.401K
• Wikidata: Q27088818
• Metabolomics Workbench ID: 5836
• ChEMBL ID: CHEMBL1734767
• Mol file: 34487-26-8.mol

Synonyms:1,2-sn-SLDG;1-stearoyl-2-linoleoyl-sn-glycerol

Chemical Property of 1-Stearoyl-2-linoleoyl-sn-glycerol

Chemical Property:

• Boiling Point: 670.2°Cat760mmHg
• Flash Point: 186.1°C
• PSA: 72.83000
• Density: 0.934g/cm³
• LogP: 11.50870
• XLogP3: 14.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 36
• Exact Mass: 620.53797539
• Heavy Atom Count: 44
• Complexity: 671

Purity/Quality:

99.3% ^*data from raw suppliers

1-Stearoyl-2-linoleoyl-sn-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCC=CCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Uses: 1-Stearoyl-2-linoleoyl-sn-glycerol is used in the study of the influence of platelet-derived growth factor (PDGF) on diacylglycerol phosphorylation in Swiss 3T3 cells. It is also a possible protein kinase C activator.

Technology Process of 1-Stearoyl-2-linoleoyl-sn-glycerol

There total 1 articles about 1-Stearoyl-2-linoleoyl-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: 30.0%

phosphatidylsphingosine → 1-stearoyl-2-linoleoyl-sn-glycerol (34487-26-8) + Sphingosine-1-phosphate (26993-30-6,26993-39-5)

Guidance literature:

With phosphate buffer; phospholipase C; 2,6-di-tert-butyl-4-methyl-phenol; In diethyl ether; at 30 ℃; for 4h;

DOI:10.1039/a804770g

Reference yield: 56.0%

1-stearoyl-2-linoleoyl-sn-glycerol (34487-26-8) + nitroveratryloxycarbonyl chloride (42855-00-5) → C49H81NO11 (1446427-94-6)

Guidance literature:

1-stearoyl-2-linoleoyl-sn-glycerol; With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.05h; Inert atmosphere;

nitroveratryloxycarbonyl chloride; In dichloromethane; at 20 ℃; for 18h; Darkness; Inert atmosphere;

DOI:10.1002/anie.201301716

Reference yield:

1-stearoyl-2-linoleoyl-sn-glycerol (34487-26-8) → distearoylphosphatidylcholine (816-94-4,18603-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) POCl₃, CHCl₃, (ii) /BRN= 3563126/, Py, quinoline

2: H₂ / PtO₂

With hydrogen; platinum(IV) oxide;

Downstream raw materials:

trimethyl (2-{[(2R)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-3-(octadecanoyloxy)propylphosphonato]oxy}ethyl)azanium

distearoylphosphatidylcholine

C₄₉H₈₁NO₁₁

Refernces