oxiran-2-ylmethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate

• ChemBase ID: 169736
• Molecular Formular: C25H36O3
• Molecular Mass: 384.55154
• Monoisotopic Mass: 384.26644501
• SMILES: C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)C(=O)OCC1OC1
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OCC1CO1
• InChI: InChI=1S/C25H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(26)28-23-24-22-27-24/h3-4,6-7,9-10,12-13,15-16,18-19,24H,2,5,8,11,14,17,20-23H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
• InChIKey: WCAMNUSLHFXIBO-KUBAVDMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate
• IUPAC Traditional name: oxiran-2-ylmethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate
• Synonyms: (all-Z)-4,7,10,13,16,19-Docosahexaenoic Acid Glycidyl Ester; DHA Glycidyl Ester; Glycidyl Docosahexaenoate

Database IDs

• PubChem SID: 162263868
• PubChem CID: 71317132

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.7396255
• LogD (pH = 7.4): 6.7396255
• Log P: 6.7396255
• Molar Refractivity: 124.903 cm^3
• Polarizability: 46.092434 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Colorless Oil

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - G615600

A monoacylglycerol used in the preparation of triacylglycerols acylated with n-3 polyunsaturated fatty acids for nutritional applications.

REFERENCES

• Innis, S.M., et al.: Lipids, 29, 541 (1994)
• Das, U., et al.: Nutrition, 19, 988 (1994)