4-hydroxy-4-methyloxane-2,6-dione

• ChemBase ID: 170894
• Molecular Formular: C6H8O4
• Molecular Mass: 144.12532
• Monoisotopic Mass: 144.04225874
• SMILES: C1C(CC(=O)OC1=O)(O)C
• Canonical SMILES: O=C1OC(=O)CC(C1)(C)O
• InChI: InChI=1S/C6H8O4/c1-6(9)2-4(7)10-5(8)3-6/h9H,2-3H2,1H3
• InChIKey: UWOCHZAKVUAJQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-4-methyloxane-2,6-dione
• IUPAC Traditional name: 4-hydroxy-4-methyloxane-2,6-dione
• Synonyms: 3-Hydroxy-3-methylpentane-1,5-dioic Anhydride; Dihydro-4-hydroxy-4-methyl-2H-pyran-2,6(3H)-dione; Dicrotalic Anhydride; 3-Hydroxy-3-methylglutaric Anhydride

Database IDs

• CAS Number: 34695-32-4
• PubChem SID: 164226804
• PubChem CID: 5239430

CALCULATED PROPERTIES

• Acid pKa: 14.518726
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.6140692
• LogD (pH = 7.4): -0.6140693
• Log P: -0.6140692
• Molar Refractivity: 30.9323 cm^3
• Polarizability: 12.6708555 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White to yellow Solid
• Melting Point: 97-99°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H948265

A 3-Alkyl-3-hydroxyglutaric acid; a new class of hypocholesterolemic HMG CoA reductase inhibitors.

REFERENCES

• Baran, J.S., et al.: J. Med. Chem., 28, 597 (1985)