1,3-dihydroxypropan-2-yl octadec-9-enoate

• ChemBase ID: 125287
• Molecular Formular: C21H40O4
• Molecular Mass: 356.5399
• Monoisotopic Mass: 356.29265976
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC(CO)CO
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC(CO)CO
• InChI: InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3
• InChIKey: UPWGQKDVAURUGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dihydroxypropan-2-yl octadec-9-enoate
• IUPAC Traditional name: 2-oleoylglycerol
• Synonyms: 2-Monoolein; 2-Oleoylglycerol; 2-Oleoylglycerol

Database IDs

• CAS Number: 3443-84-3
• MDL Number: MFCD00171536
• PubChem SID: 24896769; 162219637
• PubChem CID: 5319879; 6259704
• Chemspider ID: 4478086
• Unique Ingredient Identifier: 9A2389K694
• Wikipedia Title: 2-Oleoylglycerol

CALCULATED PROPERTIES

• Acid pKa: 14.278373
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.6092553
• LogD (pH = 7.4): 5.6092553
• Log P: 5.609256
• Molar Refractivity: 104.4261 cm^3
• Polarizability: 41.16768 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: >113 °C; >113.0 °C; >235.4 °F
• Density: 0.958 g/cm^3

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (TLC)
• Empirical Formula (Hill Notation): C21H40O4

DETAILS

Sigma Aldrich - M2787

Packaging
Packaged under Argon.
Biochem/physiol Actions
2-Monoolein (2-Oleoylglycerol) is used as a GPR119 agonist than regulates GLP-1 release. 2-Monoolein may be used to differentiate and study the kinetics of monoacylglycerol lipase(s).