3-Stearoyl-sn-glycerol

Base Information

• Chemical Name: 3-Stearoyl-sn-glycerol
• CAS No.: 14811-92-8
• Molecular Formula: C21H42 O4
• Molecular Weight: 358.562
• Hs Code.: 2915709000
• European Community (EC) Number: 238-880-5
• DSSTox Substance ID: DTXSID701314441
• Nikkaji Number: J227.199K
• Wikidata: Q27145390
• Mol file: 14811-92-8.mol

Synonyms:3-Stearoyl-sn-glycerol;14811-92-8;[(2R)-2,3-dihydroxypropyl] octadecanoate;(R)-2,3-Dihydroxypropyl stearate;Octadecanoic acid, (2R)-2,3-dihydroxypropyl ester;(2R)-2,3-dihydroxypropyl octadecanoate;starbld0019123;SCHEMBL2734288;CHEBI:75553;VBICKXHEKHSIBG-HXUWFJFHSA-N;DTXSID701314441;Q27145390

Chemical Property of 3-Stearoyl-sn-glycerol

Chemical Property:

• Melting Point: 72-73 °C
• Boiling Point: 476.9°Cat760mmHg
• PKA: 13.16±0.20(Predicted)
• Flash Point: 151.9°C
• PSA: 66.76000
• Density: 0.958g/cm³
• LogP: 5.14430
• Storage Temp.: −20°C
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 20
• Exact Mass: 358.30830982
• Heavy Atom Count: 25
• Complexity: 281

Purity/Quality:

98%Min ^*data from raw suppliers

3-STEAROYL-SN-GLYCEROL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](CO)O
• Uses: 3-Stearoyl-sn-glycerol shows phospholipase A2 inhibitory activities. It is also used to synthesize phosphatidylinositol 3,4,5-trisphosphate [PtdIns(3,4,5)P3] and its diastereoisomers.

Technology Process of 3-Stearoyl-sn-glycerol

There total 9 articles about 3-Stearoyl-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%

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate (10567-18-7,32852-69-0,111425-86-6,136656-03-6) → (R)-2,3-dihydroxypropyl stearate (14811-92-8,342394-34-7)

Guidance literature:

With amberlyst 15; In methanol; dichloromethane; for 2h; Inert atmosphere; Reflux;

DOI:10.1039/c1ob06500a

Reference yield:

→ (R)-2,3-dihydroxypropyl stearate (14811-92-8,342394-34-7)

Guidance literature:

With diethyl ether; at 0 ℃; zuerst konz., dann mit verd. HCl;

DOI:10.1007/BF01526587

Reference yield:

(R)-1-O-Stearoyl-2,3-O-(xanthen-9-ylidene)glycerol (374591-68-1) → (R)-2,3-dihydroxypropyl stearate (14811-92-8,342394-34-7)

Guidance literature:

(R)-1-O-Stearoyl-2,3-O-(xanthen-9-ylidene)glycerol; With dichloro-acetic acid; pyrrole; In dichloromethane; at 20 ℃; for 0.25h;

With iron(III) chloride; In diethyl ether; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1039/b102923c

upstream raw materials:

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate

(R)-1-O-Stearoyl-2,3-O-(xanthen-9-ylidene)glycerol

stearic acid

Stearoyl chloride

Downstream raw materials:

1,2-dipalmitoyl-3-stearoyl glycerol

L-(-)-α-Stearoyl-α'-trityl-glycerin

(S)-2,3-dihydroxypropyl n-octadecanoate

1-O-(9-Phenylxanthen-9-yl)-3-O-stearoyl-sn-glycerol