1,3-dihydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 172324
• Molecular Formular: C21H38O4
• Molecular Mass: 354.52402
• Monoisotopic Mass: 354.2770097
• SMILES: C(CO)(OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)CO
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC(CO)CO
• InChI: InChI=1S/C21H38O4/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/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-
• InChIKey: IEPGNWMPIFDNSD-HZJYTTRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dihydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: 1,3-dihydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic Acid 2-Hydroxy-1-(hydroxymethyl)ethyl Ester; 2-Linoleoylglycerol; 2-Monolinolein; 2-Monolinoleoylglycerol; β-Monolinolein; 2-Linoleoyl-rac-glycerol

Database IDs

• CAS Number: 3443-82-1
• PubChem SID: 164228234
• PubChem CID: 5365676

CALCULATED PROPERTIES

• Acid pKa: 14.278373
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.247334
• LogD (pH = 7.4): 5.247334
• Log P: 5.247334
• Molar Refractivity: 105.5427 cm^3
• Polarizability: 40.927094 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMF; DMSO; Ethyl Acetate; Methanol,
• Apperance: Colourless to Pale Yellow Oil

Safety Information

• Storage Condition: -86°C Freezer
• Storage Warning: Temperature Sensitive

DETAILS

Toronto Research Chemicals - L467960

A fatty acid monoglycerides in vegetable oils with medium unsaturation.

REFERENCES

• Compton, D., et al.: J. Pharmacol. Exp. Ther., 277, 586 (1996)
• Devane, W., et al.: Science, 258, 1946 (1996)