(2R)-2-[(3S,4R)-4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propanal

• ChemBase ID: 175996
• Molecular Formular: C14H22O3
• Molecular Mass: 238.32268
• Monoisotopic Mass: 238.15689456
• SMILES: [C@@H]1([C@@H](C(=O)C(CC1)[C@H](C=O)C)CCC(=O)C)C
• Canonical SMILES: O=C[C@@H](C1CC[C@H]([C@@H](C1=O)CCC(=O)C)C)C
• InChI: InChI=1S/C14H22O3/c1-9-4-6-13(10(2)8-15)14(17)12(9)7-5-11(3)16/h8-10,12-13H,4-7H2,1-3H3/t9-,10+,12+,13?/m1/s1
• InChIKey: RTBJZMMNKXQFDB-AFEADNKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(3S,4R)-4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propanal
• IUPAC Traditional name: (2R)-2-[(3S,4R)-4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propanal
• Synonyms: (2S,3R,6RS)-α,4-Dimethyl-2-oxo-3-(3-oxobutyl)cyclohexaneacetaldehyde; (2S,3R,6RS)-2-(3-Oxobutyl)-3-methyl-6-[(R)-2-propanal]cyclohexanone

Database IDs

• PubChem SID: 164231906
• PubChem CID: 71751369

CALCULATED PROPERTIES

• Acid pKa: 13.258493
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.268404
• LogD (pH = 7.4): 2.2684033
• Log P: 2.268404
• Molar Refractivity: 66.279 cm^3
• Polarizability: 26.009153 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O848480

Artemether (A777400) impurity.

REFERENCES

• Pandey, A., et al.: J. Biol. Chem., 274, 19383 (1999)
• Kremsner, P., et al.: Lancet, 364, 285 (1999)