oxiran-2-ylmethyl (9Z)-(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-13C18)octadec-9-enoate

• ChemBase ID: 169751
• Molecular Formular: C21H38O3
• Molecular Mass: 356.39240708
• Monoisotopic Mass: 356.34248216
• SMILES: [13C](=O)(OCC1OC1)[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2]/[13CH]=[13CH]\[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH3]
• Canonical SMILES: [13CH3][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2]/[13CH]=[13CH]\[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13C](=O)OCC1OC1
• InChI: InChI=1S/C21H38O3/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/h9-10,20H,2-8,11-19H2,1H3/b10-9-/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1,21+1
• InChIKey: VWYIWOYBERNXLX-WFFIRQTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl (9Z)-(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-^1^3C₁₈)octadec-9-enoate
• IUPAC Traditional name: oxiran-2-ylmethyl (9Z)-(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-^1^3C₁₈)octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic Acid-13C18 2-Oxiranylmethyl Ester; Oleic Acid-13C18 2,3-Epoxypropyl Ester; NSC 13542-13C18; Oleic Acid-13C18 Glycidyl Ester; Glycidyl Oleate-13C18

Database IDs

• PubChem SID: 162263883
• PubChem CID: 71317142

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.770959
• LogD (pH = 7.4): 6.770959
• Log P: 6.770959
• Molar Refractivity: 100.916 cm^3
• Polarizability: 39.898647 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Clear Colorless Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G615933

Labelled Glycidyl Oleate. Used for preparation of Lysophosphatidic acid analogs as agonists of the edg2 lysophosphatidic acid receptor.

REFERENCES

• Lee, M., et al.: J. Biol. Chem., 271, 11272 (1996)
• Macrae, A., et al.: Mol. Brain Res., 42, 245 (1996)
• Hopper, D., et al.: J. Med. Chem., 42, 963 (1996)