(6S)-6-methyloxan-2-one

• ChemBase ID: 169958
• Molecular Formular: C6H10O2
• Molecular Mass: 114.1424
• Monoisotopic Mass: 114.06807956
• SMILES: C1CC[C@@H](OC1=O)C
• Canonical SMILES: C[C@H]1CCCC(=O)O1
• InChI: InChI=1S/C6H10O2/c1-5-3-2-4-6(7)8-5/h5H,2-4H2,1H3/t5-/m0/s1
• InChIKey: RZTOWFMDBDPERY-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-6-methyloxan-2-one
• IUPAC Traditional name: (6S)-6-methyloxan-2-one
• Synonyms: (S)-; (-)-(S)-5-Hexanolide; (-)-δ-Hexalactone; (S)-6-Methyltetrahydropyran-2-one; (S)-Dihydroparasorbic Acid; (S)-Tetrahydro-6-methyl-2H-pyran-2-one; (S)-δ-Hexalactone; (S)-5-Hexanolide

Database IDs

• CAS Number: 16320-13-1
• PubChem SID: 162264090
• PubChem CID: 7269384

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.010695
• LogD (pH = 7.4): 1.010695
• Log P: 1.010695
• Molar Refractivity: 29.3279 cm^3
• Polarizability: 11.834835 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H294410

(S)-5-Hexanolide is the (S)-enatiomer of the 5-Hexanolide. (S)-5-Hexanolide is less common than the (R)-enantiomer, which is the preferably occuring genuine lactone found in dairy products. (S)-5-Hexanolide is used in the preparation of biologically activ

REFERENCES

• Lehmann, D. et al.: Zeitsch. Leben.-Untersuch. Forsch., 201, 55 (1995)
• Cohen, T. et al.: Tetrahedron, 53, 9487 (1995)