M7765

1-Oleoyl-rac-glycerol

≥99%

• Synonym(s): MG(18:1(9Z)/0:0/0:0)[rac], 1-(cis-9-Octadecenoyl)-rac-glycerol, rac-Glycerol 1-monooleate, DL-α-Monoolein, Glyceryl cis-9-octadecenoate, Monoolein
• Linear Formula: CH₃(CH₂)₇CH=CH(CH₂)₇COOCH₂CHOHCH₂OH
• CAS Number: 111-03-5
• Molecular Weight: 356.54
• Beilstein/REAXYS Number: 1728976
• EC Number: 203-827-7
• MDL number: MFCD00042735
• UNSPSC Code: 12352211
• PubChem Substance ID: 24897178
• NACRES: NA.25

Properties

• biological source: synthetic (organic)
• description: non-ionic
• assay: ≥99%
• form: powder
• mp: 35 °C
• functional group: ester
• lipid type: neutral glycerides
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: O=C(CCCCCCC/C=C\CCCCCCCC)OCC(O)CO
• InChI: 1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
• InChI key: RZRNAYUHWVFMIP-KTKRTIGZSA-N

Description

General description

1-Oleoyl-rac-glycerol is a monoglyceride, obtained from natural oils and fats. It contains two alcohol groups that are reactive. It is soluble in chloroform and hexane. It can be crystallized from hexane.

Application

1-Oleoyl-rac-glycerol has been used:

• to mix with the sample by two-syringe method, to achieve lipidic cubic phase in crystallization technique
• as a substrate for monoglyceride (MG) lipase assay
• in the preparation of MG solution for the measurement of in vitro MG hydrolase activity

Biochem/physiol Actions

1-Oleoyl-rac-glycerol shows both inhibition and anti-inhibition action on the lipoprotein lipase mediated triglyceride hydrolysis.

Monoolein (1-Oleoyl-rac-glycerol) is used in the development of monoolein-based nanoparticulate liquid dispersions as possible vehicles for drug delivery.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: 309.2 °F - closed cup
• flash_point_c: 154.0 °C - closed cup
• ppe: Eyeshields, Gloves, type N95 (US)