oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

• ChemBase ID: 169743
• Molecular Formular: C21H34O3
• Molecular Mass: 334.49286
• Monoisotopic Mass: 334.25079495
• SMILES: C(=O)(OCC1OC1)CCCCCCC/C=C\C/C=C\C/C=C\CC
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC1CO1
• InChI: InChI=1S/C21H34O3/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/h3-4,6-7,9-10,20H,2,5,8,11-19H2,1H3/b4-3-,7-6-,10-9-
• InChIKey: SGFJJNBUMXQSMU-PDBXOOCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• IUPAC Traditional name: oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• Synonyms: (9Z,12Z,15Z)-9,12,15-Octadecatrienoic Acid 2-Oxiranylmethyl Ester; Linolenic Acid Glycidyl Ester; Glycidyl Linolenate

Database IDs

• CAS Number: 51554-07-5
• PubChem SID: 162263875
• PubChem CID: 23624907

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.047116
• LogD (pH = 7.4): 6.047116
• Log P: 6.047116
• Molar Refractivity: 103.1492 cm^3
• Polarizability: 39.421677 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G615710

An inhibitor of monoacylglycerol lipase and fatty acid amide hydrolase.

REFERENCES

• Karlsson, M., et al.: J. Biol. Chem., 272, 27218 (1997)
• de Lago, E., et al.: Biochem. Pharmacol., 70, 446 (1997)
• Romero, F., et al.: J. Med. Chem., 50, 1058 (1997)