1,3-dihydroxypropan-2-yl (9Z)-octadec-9-enoate

• ChemBase ID: 175849
• Molecular Formular: C21H40O4
• Molecular Mass: 356.5399
• Monoisotopic Mass: 356.29265976
• SMILES: C(=C\CCCCCCCC(=O)OC(CO)CO)\CCCCCCCC
• 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/b10-9-
• InChIKey: UPWGQKDVAURUGE-KTKRTIGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dihydroxypropan-2-yl (9Z)-octadec-9-enoate
• IUPAC Traditional name: 2-oleoylglycerol
• Synonyms: (9Z)-9-Octadecenoic Acid 2-Hydroxy-1-(hydroxymethyl)ethyl Ester; 2-Monoolein; 2-Monooleoylglycerol; 2-Oleoyl Glycerol Ether; 2-Oleoylglycerol; Glycerol 2-Monooleate; β-Monoolein; 2-Oleoyl Glycerol (80%)

Database IDs

• CAS Number: 3443-84-3
• PubChem SID: 164231759
• PubChem CID: 5319879

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

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Colourless Oil

Safety Information

• Storage Condition: -86?C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O528020

A metabolite of 2-acylglycerol used as biomarker. Contain up to 20% 1-isomer.

REFERENCES

• Owen, M., et al.: Biochem. J., 323, 17 (1997)
• Waterman, I., et al.: J. Lipid Res., 43, 1555 (1997)
• Chon, S., et al.: J. Biol. Chem., 282, 33346 (1997)