2-Monoolein

Base Information

• Chemical Name: 2-Monoolein
• CAS No.: 3443-84-3
• Molecular Formula: C₂₁H₄₀O₄
• Molecular Weight: 356.546
• UNII: 9A2389K694
• DSSTox Substance ID: DTXSID8058661
• Wikipedia: 2-Oleoylglycerol
• Wikidata: Q2813830
• Pharos Ligand ID: FNNULWSBKQD4
• Metabolomics Workbench ID: 5774
• ChEMBL ID: CHEMBL3182200
• Mol file: 3443-84-3.mol

Synonyms:2-OG lipid;2-oleoylglycerol;2-oleyl glycerol ether

Chemical Property of 2-Monoolein

Chemical Property:

• Melting Point: 23-23.5 °C
• Boiling Point: 485.4±35.0 °C(Predicted)
• PKA: 13.54±0.10(Predicted)
• Flash Point: 113 °C
• PSA: 66.76000
• Density: 0.9963 g/cm3
• LogP: 4.92030
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 356.29265975
• Heavy Atom Count: 25
• Complexity: 311

Purity/Quality:

98%Min ^*data from raw suppliers

2-Oleoyl Glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OC(CO)CO
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC(CO)CO
• Uses: A metabolite of 2-acylglycerol Contain up to 20% 1-isomer. A metabolite of 2-acylglycerol used as biomarker. Contain up to 20% 1-isomer.

Technology Process of 2-Monoolein

There total 11 articles about 2-Monoolein 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:

Methyl oleate (112-62-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2-Oleoylglycerol (3443-84-3,13822-11-2,116435-34-8) + 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) + 1,3-diolein (2465-32-9,98168-52-6) + 1,2-dioleoylglycerol (2442-61-7,3738-74-7,22202-42-2,24529-88-2,26540-69-2,33735-55-6,38738-56-6,98719-67-6)

Guidance literature:

With magnesium oxide; at 209.84 - 229.84 ℃; for 8h; under 760.051 Torr; Concentration; Temperature; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.jcat.2015.01.001

Reference yield:

(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate (33001-45-5,34487-29-1,69483-89-2,115268-49-0,150447-02-2) → 2-Oleoylglycerol (3443-84-3,13822-11-2,116435-34-8) + 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)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1055/s-2004-825616

Reference yield:

Methyl oleate (112-62-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → trioleoylglycerol (122-32-7) + 2-Oleoylglycerol (3443-84-3,13822-11-2,116435-34-8) + 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) + 1,3-diolein (2465-32-9,98168-52-6) + 1,2-dioleoylglycerol (2442-61-7,3738-74-7,22202-42-2,24529-88-2,26540-69-2,33735-55-6,38738-56-6,98719-67-6)

Guidance literature:

With lithium doped magnesium oxide; at 219.84 ℃; under 760.051 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.apcata.2011.03.051

upstream raw materials:

1-monooleoyl glycerol

trioleoylglycerol

(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate

cis-Octadecenoic acid

Downstream raw materials:

1,3-distearoyl-2-oleoylglycerol

1-O-palmitoyl-2-O-palmitoleoylglycerol

1-palmitoyl-2-oleoyl-rac-glycerol

2-oleoylglycerol 1,3-bis<7-(3-amino-2,4,6-triiodophenyl)heptanoate>