oxiran-2-ylmethyl hexadecanoate

• ChemBase ID: 169752
• Molecular Formular: C19H36O3
• Molecular Mass: 312.48734
• Monoisotopic Mass: 312.26644501
• SMILES: C(C(=O)OCC1OC1)CCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=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
• InChIKey: KYVUJPJYTYQNGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl hexadecanoate
• IUPAC Traditional name: oxiran-2-ylmethyl hexadecanoate
• Synonyms: Hexadecanoic Acid 2-Oxiranylmethyl Ester; Palmitic Acid 2,3-Epoxypropyl Ester; (+/-)-Glycidyl Palmitate; Glycidyl Hexadecanoate; NSC 406558; Palmitic Acid Glycidyl Ester; Glycidyl Palmitate

Database IDs

• CAS Number: 7501-44-2
• PubChem SID: 162263884
• PubChem CID: 347736

CALCULATED PROPERTIES

• H Acceptors: 2
• 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

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 41-42°C

Safety Information

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

DETAILS

Toronto Research Chemicals - 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)