4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione

• ChemBase ID: 179768
• Molecular Formular: C15H23NO4
• Molecular Mass: 281.34742
• Monoisotopic Mass: 281.16270822
• SMILES: [C@H]1(C(=O)[C@@H](C[C@@H](C1)C)C)[C@@H](CC1CC(=O)NC(=O)C1)O
• Canonical SMILES: C[C@H]1C[C@@H](C)C(=O)[C@H](C1)[C@@H](CC1CC(=O)NC(=O)C1)O
• InChI: InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9+,11+,12+/m0/s1
• InChIKey: YPHMISFOHDHNIV-LUTQBAROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
• IUPAC Traditional name: 4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
• Synonyms: Isocycloheximide

Database IDs

• CAS Number: 6746-42-5
• PubChem SID: 164235678
• PubChem CID: 6604199

CALCULATED PROPERTIES

• Acid pKa: 11.799869
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.90476495
• LogD (pH = 7.4): 0.904748
• Log P: 0.9047651
• Molar Refractivity: 73.0893 cm^3
• Polarizability: 28.922503 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Inhibitor of ribosome functions 1 1580

Product Information

• Biological Source: Isol. from Streptomyces griseus
• Application(s): Active against Saccharomyces pastorianus; Antifungal agent

REFERENCES

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