1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

• ChemBase ID: 172325
• Molecular Formular: C57H94O6
• Molecular Mass: 875.35266
• Monoisotopic Mass: 874.70504073
• SMILES: C(C(OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• InChI: InChI=1S/C57H94O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h7,9-10,12,16-21,25-30,54H,4-6,8,11,13-15,22-24,31-53H2,1-3H3/b10-7-,12-9-,19-16-,20-17-,21-18-,28-25-,29-26-,30-27-
• InChIKey: IMPMCCKWZKDAGE-DJOODRDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• IUPAC Traditional name: 1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• Synonyms: (all-Z)9,12,15-Octadecatrienoic Acid 1-[[(1Oxo-9,12-octadecadienyl)oxy]methyl]-1,2-ethanediyl Ester; 1,2-Dilinolenoyl-3-linoleoylglycerol; (9Z,9'Z,12Z,12'Z,15Z,15'Z)-9,12,15-Octadecatrienoic Acid 1-[[(1Oxo-9,12-octadecadienyl)oxy]methyl]-1,2-ethanediyl Ester; rac-1-Linoleoyl-2,3-dilinolenoylglycerol

Database IDs

• CAS Number: 79925-48-7
• PubChem SID: 164228235
• PubChem CID: 25241098

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 18.696186
• LogD (pH = 7.4): 18.696186
• Log P: 18.696186
• Molar Refractivity: 277.8291 cm^3
• Polarizability: 106.16118 Å^3
• Polar Surface Area: 78.9 Å^2
• Rotatable Bonds: 48
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - L467980

Polyunsaturaded fatty acid, present during barley malting.

REFERENCES

• Ketterer, M. et al.: BioEng. 8, 50 (1992)