2,3-Dipalmito-1-olein

Base Information

• Chemical Name: 2,3-Dipalmito-1-olein
• CAS No.: 1867-91-0
• Molecular Formula: C53 H100 O6
• Molecular Weight: 833.373
• UNII: RJG5P4898D
• DSSTox Substance ID: DTXSID601301267
• Wikidata: Q27288147
• Mol file: 1867-91-0.mol

Synonyms:1,2-dipalmitoyl-3-oleoylglycerol

Chemical Property of 2,3-Dipalmito-1-olein

Chemical Property:

• Melting Point: 33-35°C
• PSA: 78.90000
• LogP: 16.98470
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Hexanes (Slightly)
• XLogP3: 22.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 51
• Exact Mass: 832.75199091
• Heavy Atom Count: 59
• Complexity: 916

Purity/Quality:

98%,99%, ^*data from raw suppliers

rac 1-Oleoyl-2,3-dipalmitoyl glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC
• Description: 1,2-Dipalmitoyl-3-oleoyl-rac-glycerol is a triacylglycerol that contains palmitic acid at the sn-1 and sn-2 positions and oleic acid (Item Nos. 90260 | 24659) at the sn-3 position. It has been found in Apiaceae seed oils, lard, and tallow, as well as palm oil, olein, and stearin. 1,2-Dipalmitoyl-3-oleoyl-rac-glycerol has been used as a substrate to determine the regioselectivity and substrate specificity of lipases from Geotrichum species.
• Uses: Acylglycerols and fatty acids in olive oil from pulp, seed, and whole fruit. Acylglycerols and fatty acids in olive oil from pulp, seed, and whole fruit

Technology Process of 2,3-Dipalmito-1-olein

There total 9 articles about 2,3-Dipalmito-1-olein 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: 94.1%

1-monooleoyl glycerol (111-03-5,2716-53-2,30836-40-9,34487-30-4,69483-90-5,99297-71-9,129784-87-8,33978-07-3,925-14-4) + n-hexadecanoyl chloride (112-67-4) → 1,2-dipalmitoyl-3-oleoyl-rac-glycerol (1867-91-0,37179-82-1)

Guidance literature:

With pyridine; at 60 ℃;

DOI:10.1023/A:1016285801824

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + glyceroltripalmitate (555-44-2) → trioleoylglycerol (122-32-7) + 1,2-dipalmitoyl-3-oleoyl-rac-glycerol (1867-91-0,37179-82-1) + 1,2-dioleoyl-3-palmitoylglycerol (2190-30-9,65390-75-2) + 1,3-dioleoyl-2-palmitoylglycerol (1716-07-0)

Guidance literature:

With Lipase IM 60; In hexane; at 50 ℃; for 24h; Further Variations:; Temperatures; Product distribution;

DOI:10.1007/s11746-006-0935-2

Reference yield:

1-monooleoyl glycerol (111-03-5,2716-53-2,30836-40-9,34487-30-4,69483-90-5,99297-71-9,129784-87-8,33978-07-3,925-14-4) + 1-hexadecylcarboxylic acid (57-10-3) → 1,2-dipalmitoyl-3-oleoyl-rac-glycerol (1867-91-0,37179-82-1)

Guidance literature:

With (1S)-10-camphorsulfonic acid; at 160 - 180 ℃; im Vakuum;

upstream raw materials:

1-monooleoyl glycerol

1-hexadecylcarboxylic acid

n-hexadecanoyl chloride

(Z)-9-octadecenoyl chloride

Downstream raw materials:

sn-1,2-dipalmitoyl-3-oleoylglycerol

1-oleoyl-2,3-dipalmitoyl-sn-glycerol

Refernces

• 1、 Lisa, Miroslav,Velinska, Hana,Holcapek, Michal. "Regioisomeric characterization of triacylglycerols using silver-ion HPLC/MS and randomization synthesis of standards". experimental part. p. 3903 - 3910. Retrieved 2010/03/23.
• 2、 Onodera, Junko,Matsuyama, Shigeru,Suzuki, Takahisa,Fujii, Koichi. "Host-recognizing kairomones for parasitic wasp, Anisopteromalus calandrae, from larvae of azuki bean weevil, Callosobruchus chinensis.". . p. 1209 - 1220. Retrieved 2007/10/03.