1,3-Dioctanoylglycerol

Base Information

• Chemical Name: 1,3-Dioctanoylglycerol
• CAS No.: 1429-66-9
• Molecular Formula: C19H36 O5
• Molecular Weight: 344.492
• Hs Code.: 2915900090
• UNII: NEW0U7C3IV
• DSSTox Substance ID: DTXSID40892062
• Nikkaji Number: J118.319B
• Wikidata: Q27284832
• Mol file: 1429-66-9.mol

Synonyms:1,3-DCG;1,3-dicaprylin;1,3-dicapryloylglycerol;1,3-dioctanoylglycerol;1,3-DOGL

Chemical Property of 1,3-Dioctanoylglycerol

Chemical Property:

• Melting Point: <4 °C
• Boiling Point: 439.9°Cat760mmHg
• PKA: 12?+-.0.20(Predicted)
• Flash Point: 141.5°C
• PSA: 72.83000
• Density: 0.992g/cm³
• LogP: 4.15470
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 18
• Exact Mass: 344.25627424
• Heavy Atom Count: 24
• Complexity: 287

Purity/Quality:

99%, ^*data from raw suppliers

1,3-DioctanoylGlycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)OCC(COC(=O)CCCCCCC)O
• Description: 1,3-Dioctanoyl glycerol is a diacylglycerol that contains octanoic acid at the sn-1 and sn-3 positions.
• Uses: 1,3-Dioctanoyl Glycerol is an cell permeable lipid used as probe for triacylglycerol metabolism study.

Technology Process of 1,3-Dioctanoylglycerol

There total 13 articles about 1,3-Dioctanoylglycerol 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: 93.0%

vinyl octanoate (818-44-0) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → monocaprylin (19670-49-6,502-54-5) + 1,3-dicaprylin (1429-66-9)

Guidance literature:

lipase from Candida Antarctica type B, immobilized; at 0 ℃; Product distribution / selectivity; Enzymatic reaction;

Reference yield: 93.0%

vinyl octanoate (818-44-0) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,3-dicaprylin (1429-66-9)

Guidance literature:

With lipase B from Candida antarctica; at 0 ℃;

DOI:10.1007/s11746-004-0873-z

Reference yield: 86.0%

2-oxopropane-1,3-diyl dioctanoate (59925-18-7) → 1,3-dicaprylin (1429-66-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; benzene; at 0 - 5 ℃;

DOI:10.1016/j.ejps.2005.01.018

upstream raw materials:

Octanoic acid

glycerol

1,3-Dichloro-2-propanol

vinyl octanoate

Downstream raw materials:

2-O-(4,5-dimethoxy-2-nitrobenzyl)-methoxycarbonyl-1,3-O-dioctanoyl-sn-glycerol

Octanoic acid 2-{2-[1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetoxy}-3-octanoyloxy-propyl ester

Refernces

• 1、 Halldorsson, Arnar,Magnusson, Carlos D,Haraldsson, Gudmundur G. "Chemoenzymatic synthesis of structured triacylglycerols". . p. 7675 - 7677. Retrieved 2001.
• 2、 Wongsakul, Sirirung,H-Kittikun, Aran,Bornscheuer, Uwe T.. "Lipase-Catalyzed Synthesis of Structured Triacylglycerides from 1,3-Diacylglycerides". . p. 151 - 155. Retrieved 2004.
• 3、 -. "LIPID PRODRUGS OF NEUROSTEROIDS". Paragraph 00545; 00547. . Retrieved 2021/08/13.
• 4、 -. "LIPID PRODRUGS OF BTK INHIBITORS AND USES THEREOF". Paragraph 00405; 00615; 00617. . Retrieved 2020/09/12.