3-(hexadecanoyloxy)-2-hydroxypropyl (9Z)-octadec-9-enoate

• ChemBase ID: 175860
• Molecular Formular: C37H70O5
• Molecular Mass: 594.9487
• Monoisotopic Mass: 594.52232534
• SMILES: C(CCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCC)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)O
• InChI: InChI=1S/C37H70O5/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/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-
• InChIKey: NBBXPULYBQASLG-ZCXUNETKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(hexadecanoyloxy)-2-hydroxypropyl (9Z)-octadec-9-enoate
• IUPAC Traditional name: 3-(hexadecanoyloxy)-2-hydroxypropyl (9Z)-octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic Acid 2-Hydroxy-2-[(1-oxohexadecyl)oxy]propyl Ester; 1-Palmitoyl-3-olein; rac 1-Oleoyl-3-palmitoylglycerol

Database IDs

• CAS Number: 3343-30-4
• PubChem SID: 164231770
• PubChem CID: 24802447

CALCULATED PROPERTIES

• Acid pKa: 13.631222
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 12.53031
• LogD (pH = 7.4): 12.53031
• Log P: 12.53031
• Molar Refractivity: 178.0175 cm^3
• Polarizability: 70.7969 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 35
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 39-41°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O532750

Diacylglycerol fatty acid ester.

REFERENCES

• Torres, C., et al.: Enzyme Microb. Technol., 32, 49 (2003)
• Villeneuve, P., et al.: Food Chem., 100, 1443 (2003)