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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

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOCH2CHOHCH2OH
CAS Number:
111-03-5
Molecular Weight:
356.54
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57651231
EC Number:
203-827-7
Beilstein/REAXYS Number:
1728976
MDL number:
MFCD00042735
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description

non-ionic

Quality Level

100

grade

technical

concentration

~40% (TLC)

impurities

15-40% diglyceride, 15-40% triglyceride

functional group

ester, hydroxyl

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

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).

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Storage Class

10 - Combustible liquids

flash_point_f

309.2 °F - closed cup

flash_point_c

154.0 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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