oxiran-2-ylmethyl octadecanoate

• ChemBase ID: 169756
• Molecular Formular: C21H40O3
• Molecular Mass: 340.5405
• Monoisotopic Mass: 340.29774514
• SMILES: C(OC(=O)CCCCCCCCCCCCCCCCC)C1OC1
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC1OC1
• InChI: InChI=1S/C21H40O3/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/h20H,2-19H2,1H3
• InChIKey: OUQGOXCIUOCDNN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethyl octadecanoate
• IUPAC Traditional name: oxiran-2-ylmethyl octadecanoate
• Synonyms: Octadecanoic Acid 2-Oxiranylmethyl Ester; Stearic Acid, 2,3-Epoxypropyl Ester; Glycidol Stearate; Glycidyl Octadecanoate; NSC 404228; Stearic Acid Glycidyl Ester; Glycidyl Stearate

Database IDs

• CAS Number: 7460-84-6
• PubChem SID: 162263888
• PubChem CID: 62642

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.1328807
• LogD (pH = 7.4): 7.1328807
• Log P: 7.1328807
• Molar Refractivity: 99.7994 cm^3
• Polarizability: 40.137787 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 45-46°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G615985

Acid-hydrolyzable ester derivatives as low calorie fat mimetics. It is used in frying oil, margarine, ice cream, milk substitutes and bakery. Carcinogenic substance.

REFERENCES

• Swern, D., et al.: Cancer Res., 30, 1037 (1970)
• Miyamoto, M., et al.: Macromolecules, 30, 6067 (1970)