oxiran-2-ylmethyl (1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16-13C16)hexadecanoate

• ChemBase ID: 169754
• Molecular Formular: C19H36O3
• Molecular Mass: 328.36981741
• Monoisotopic Mass: 328.32012242
• SMILES: O([13C](=O)[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH3])CC1CO1
• Canonical SMILES: [13CH3][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13C](=O)OCC1CO1
• InChI: InChI=1S/C19H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(20)22-17-18-16-21-18/h18H,2-17H2,1H3/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+1,19+1
• InChIKey: KYVUJPJYTYQNGJ-HOFWLTFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl (1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16-^1^3C₁₆)hexadecanoate
• IUPAC Traditional name: oxiran-2-ylmethyl (1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16-^1^3C₁₆)hexadecanoate
• Synonyms: Hexadecanoic Acid 2-Oxiranylmethyl Ester-13C16; Palmitic Acid 2,3-Epoxypropyl Ester-13C16; (+/-)-Glycidyl Palmitate-13C16; Glycidyl Hexadecanoate-13C16; NSC 406558-13C16; Palmitic Acid Glycidyl Ester-13C16; Glycidyl Palmitate-13C16

Database IDs

• PubChem SID: 162263886
• PubChem CID: 71317144

CALCULATED PROPERTIES

• H Donor: 0
• LogD (pH = 5.5): 6.2437434
• LogD (pH = 7.4): 6.2437434
• Log P: 6.2437434
• Molar Refractivity: 90.5974 cm^3
• Polarizability: 36.45132 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false
• H Acceptors: 2

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 39-41°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G615953

Labelled Glycidyl Palmitate (G615950). Used for preparation of lysophosphatidic acids which inhibit apoptosis.

REFERENCES

• Mills, G.B., et al.: Nat. Rev. Cancer., 3, 582 (2003)
• Zhang, C., et al.: J. Exp. Med., 199, 763 (2003)
• Lee, C.W., J. Biol. Chem., 281 (2003)