dihydroxy(2H5)propyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 172322
• Molecular Formular: C21H38O4
• Molecular Mass: 354.52402
• Monoisotopic Mass: 354.2770097
• SMILES: OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)O
• InChI: InChI=1S/C21H38O4/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/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-
• InChIKey: WECGLUPZRHILCT-HZJYTTRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dihydroxy(^2H₅)propyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: dihydroxy(^2H₅)propyl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic Acid 2,3-Dihydroxypropyl Ester-d5; 1-Glyceryl Linoleate-d5; 1-Linoleylglycerol-d5; 1-Monolinolein-d5; 1-Monolinoleoyl-rac-glycerol-d5; Glycerol 1-Monolinolate-d5; Oleinate 288-d5; α-Glyceryl linoleate-d5; α-Monolinolein-d5; 1-Linoleoyl-rac-glycerol

Database IDs

• PubChem SID: 164228232
• PubChem CID: 71749806

CALCULATED PROPERTIES

• Acid pKa: 13.619246
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.247334
• LogD (pH = 7.4): 5.2473335
• 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

DETAILS

Toronto Research Chemicals - L467952

Labelled 1-Linoleyl glyceride, a free-living amoeba control agent; also a biomarker of metabolic responses to hepatotoxicants and carcinogens.

REFERENCES

• Isidorov, V., et al.: Anal. Sci., 21, 1483 (2005)
• Isidorov, V., et al.: Food Chem., 115, 1056 (2005)