(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 172334
• Molecular Formular: C37H68O5
• Molecular Mass: 592.93282
• Monoisotopic Mass: 592.50667528
• SMILES: C([C@@H](O)COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O
• InChI: InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,35,38H,3-10,12,14-16,19-34H2,1-2H3/b13-11-,18-17-
• InChIKey: ZKYDYRLDJZZKEU-BCTRXSSUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic Acid 2-Hydroxy-3-[(1-oxohexadecyl)oxy]propyl Ester; 3-Palmito-1-linolein; 1-Linoleoyl-3-palmitoyl-rac-glycerol

Database IDs

• CAS Number: 99032-71-0
• PubChem SID: 164228244
• PubChem CID: 71749813

CALCULATED PROPERTIES

• Acid pKa: 13.631222
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 12.168387
• LogD (pH = 7.4): 12.168387
• Log P: 12.168387
• Molar Refractivity: 179.1341 cm^3
• Polarizability: 70.55854 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Low Melting Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L468150

Fatty acid ester with glycerol from banana fruit residues as source of valuable phytosterols.

REFERENCES

• Banskota, A., ET AL.: Biol. Pharm. Bull., 23, 456 (2000)
• Luo, H., ET AL.: J. Nat. Prod., 68, 94 (2000)
• Oliveira, L., et al.: J. Agric. Food Chem., 54, 2598 (2000)
• Oliveira, L., et al.: Ind. Crops Prod., 26, 163 (2000)