oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 169745
• Molecular Formular: C21H36O3
• Molecular Mass: 336.50874
• Monoisotopic Mass: 336.26644501
• SMILES: C(=C\C/C=C\CCCCCCCC(=O)OCC1OC1)\CCCCC
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC1CO1
• InChI: InChI=1S/C21H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(22)24-19-20-18-23-20/h6-7,9-10,20H,2-5,8,11-19H2,1H3/b7-6-,10-9-
• InChIKey: LOGTZDQTPQYKEN-HZJYTTRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic Acid 2-Oxiranylmethyl Ester; Linoleic Acid 2,3-Epoxypropyl Ester; 2,3-Epoxypropyl Linoleate; Linoleic Acid Glycidyl Ester; Glycidyl Linoleate

Database IDs

• CAS Number: 24305-63-3
• PubChem SID: 162263877
• PubChem CID: 23624908

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.4090376
• LogD (pH = 7.4): 6.4090376
• Log P: 6.4090376
• Molar Refractivity: 102.0326 cm^3
• Polarizability: 39.65994 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: Colorless to Pale Yellow Solid

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G615720

Potential inhibitor of Monoacylglycerol Lipase.

REFERENCES

• Cisneros, J., et al.: J. Med. Chem., 50, 5012 (2007)