2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 131814
• Molecular Formular: C39H68O5
• Molecular Mass: 616.95422
• Monoisotopic Mass: 616.50667528
• SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O
• InChI: InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37,40H,3-10,15-16,21-36H2,1-2H3/b13-11-,14-12-,19-17-,20-18-
• InChIKey: LYPGMYIQHDZFFD-MAZCIEHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: 2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: 1,3-Di-([cis,cis]-9,12-octadecadienoyl)-rac-glycerol; 1,3-Dilinolein; 1,3-Dilinoleoyl-rac-glycerol; (Z,Z)-9,12-Octadecadienoic Acid 2-Hydroxy-1,3-propanediyl Ester; α,α'-Dilinolein; 1,3-Dilinoleoyl-rac-glycerol; 1,3-Glyceryl Dilinoleate

Database IDs

• CAS Number: 15818-46-9
• MDL Number: MFCD00056310
• PubChem SID: 162226091
• PubChem CID: 45934042

CALCULATED PROPERTIES

• Acid pKa: 13.631222
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 12.333682
• LogD (pH = 7.4): 12.333681
• Log P: 12.333682
• Molar Refractivity: 190.5693 cm^3
• Polarizability: 73.772354 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Toronto Research Chemicals - G601520

Derivative of α-Glucosidase inhibitory phosphatidic acids in wheat germ.

REFERENCES

• Liu, L. et al.: Food Chem. 126, 553 (2011)