49960

1-Oleoyl-rac-glycerol

technical, ~40% (TLC)

• Synonym(s): 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: 1728976
• EC Number: 203-827-7
• MDL number: MFCD00042735
• UNSPSC Code: 12352100
• PubChem Substance ID: 57651231
• NACRES: NA.22

Properties

• description: non-ionic
• grade: technical
• concentration: ~40% (TLC)
• impurities: 15-40% diglyceride; 15-40% triglyceride
• 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 commonly known as monoolein (MO). It is an amphiphilic molecule that is made up of a glycerol backbone and a hydrocarbon chain.

Application

• Bovine Serum Albumin (BSA) Encapsulated in DODAB: MO (1: 2) Liposomes for Targeted Drug Delivery: Development and Characterization: This study focuses on developing liposomes consisting of Dioctadecyldimethylammonium Bromide (DODAB) and 1-oleoyl-rac-glycerol for targeted drug delivery (A VAN DIJCK, 2014).
• An Innovative Nanocarrier for Neuroprotection: Investigates the therapeutic benefits of encapsulating curcumin in stealth nanocarriers of DODAB and 1-oleoyl-rac-glycerol (MO) (1: 2) (T Soares, No Date Provided).
• Supporting Information Light-responsive Molecular Release from Cubosomes using Swell-Squeeze Lattice Control: Discusses molecular release mechanisms in structures containing 1-oleoyl-rac-glycerol (BE Jones et al., No Date Provided).
• The Potential of Macroporous Silica—Nanocrystalline Cellulose Combination for Formulating Dry Emulsion Systems with Improved Flow Properties: A DoE Study: Details the formulation of dry emulsion systems incorporating 1-oleoyl-rac-glycerol for improved pharmaceutical applications (M Pohlen, L Pirker, R Dreu, 2021).
• The Metabolomic Bioenergetic Signature of Opa1-Disrupted Mouse Embryonic Fibroblasts Highlights Aspartate Deficiency: Includes an analysis of metabolic changes, noting the role of 1-oleoyl-rac-glycerol among other compounds (C Bocca et al., 2018).

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 309.2 °F - closed cup
• Flash Point(C): 154.0 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves