1-Stearoyl-sn-glycerol

Base Information

• Chemical Name: 1-Stearoyl-sn-glycerol
• CAS No.: 22610-61-3
• Molecular Formula: C21H42O4
• Molecular Weight: 358.562
• DSSTox Substance ID: DTXSID201309576
• Nikkaji Number: J281.501J
• Wikidata: Q27145388
• Mol file: 22610-61-3.mol

Synonyms:1-Stearoyl-sn-glycerol;22610-61-3;1-stearoyl-glycerol;(2S)-2,3-dihydroxypropyl octadecanoate;[(2S)-2,3-dihydroxypropyl] octadecanoate;(S)-2,3-Dihydroxypropyl stearate;(S)-1-monostearin;CTK0J6251;MG 18:0;3XQ;starbld0013003;1-octadecanoyl-sn-glycerol;1-O-Octadecanoyl-sn-glycerol;SCHEMBL4386555;sn-1-octadecanoyl-monoglyceride;CHEBI:75550;(S)-(+)-1-O-stearoylglycerol;DTXSID201309576;AKOS030254772;PD132441;MAG(18:0/0:0);MG(18:0/0:0);J-014782;MG(18:0/0:0/0:0);MG (18:0/0:0/0:0);Q27145388

Chemical Property of 1-Stearoyl-sn-glycerol

Chemical Property:

• Melting Point: 78.2-79.3 °C
• Boiling Point: 476.9±25.0 °C(Predicted)
• PKA: 13.16±0.20(Predicted)
• PSA: 66.76000
• Density: 0.958±0.06 g/cm3(Predicted)
• LogP: 5.14430
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), THF (Slightly)
• 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

1-Stearoyl-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)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO)O
• Uses: 1-O-Octadecanoyl-sn-glycerol is a monoacylglycerol (MAG) based saturated fatty acid derivative.

Technology Process of 1-Stearoyl-sn-glycerol

There total 16 articles about 1-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: 90.0%

(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate (111425-86-6) → (S)-2,3-dihydroxypropyl n-octadecanoate (22610-61-3,342394-34-7)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

DOI:10.1039/c9ob02302j

Reference yield: 74.0%

(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate (111425-86-6) → glycerol monostearate (621-61-4,75656-13-2) + (S)-2,3-dihydroxypropyl n-octadecanoate (22610-61-3,342394-34-7)

Guidance literature:

With triethyl borate; 2,2,2-trifluoroethanol; trifluoroacetic acid; for 5.5h; Ambient temperature;

DOI:10.1016/S0040-4039(97)00395-X

Reference yield: 70.0%

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate (10567-18-7,32852-69-0,111425-86-6,136656-03-6) → (S)-2,3-dihydroxypropyl n-octadecanoate (22610-61-3,342394-34-7)

Guidance literature:

With acetic acid; In water; at 50 ℃; for 2h;

DOI:10.1039/d0sc06219g

upstream raw materials:

(R)-2,3-dihydroxypropyl stearate

(S)-1-stearoyl-2-O-benzyl-sn-glycerol

allyl alcohol

stearic acid

Downstream raw materials:

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

3-O-(4,4'-dimethoxytrityl)-1-O-stearoyl-sn-glycerol

2-O-arachidonoyl-3-O-(4,4-dimethoxytrityl)-1-O-stearoyl-sn-glycerol

(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid (S)-1-octadecanoyloxymethyl-2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl ester