(1aR,7R,7aR)-7a-acetyl-7-hydroxy-1aH,2H,7H,7aH-naphtho[2,3-b]oxiren-2-one

• ChemBase ID: 82192
• Molecular Formular: C12H10O4
• Molecular Mass: 218.2054
• Monoisotopic Mass: 218.0579088
• SMILES: O1[C@]2([C@@H]1C(=O)c1ccccc1[C@H]2O)C(=O)C
• Canonical SMILES: CC(=O)[C@]12O[C@H]1C(=O)c1c([C@H]2O)cccc1
• InChI: InChI=1S/C12H10O4/c1-6(13)12-10(15)8-5-3-2-4-7(8)9(14)11(12)16-12/h2-5,10-11,15H,1H3/t10-,11+,12-/m1/s1
• InChIKey: OHSZXHVSCISPPX-GRYCIOLGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1aR,7R,7aR)-7a-acetyl-7-hydroxy-1aH,2H,7H,7aH-naphtho[2,3-b]oxiren-2-one
• IUPAC Traditional name: (1aR,7R,7aR)-7a-acetyl-7-hydroxy-1aH,7H-naphtho[2,3-b]oxiren-2-one
• Synonyms: 7a-acetyl-7-hydroxy-7,7a-dihydronaphtho[2,3-b]oxiren-2(1aH)-one

Database IDs

• MDL Number: MFCD01570284
• PubChem SID: 162069311
• PubChem CID: 2778215

CALCULATED PROPERTIES

• Acid pKa: 10.643947
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.61361545
• LogD (pH = 7.4): 0.61337113
• Log P: 0.61361855
• Molar Refractivity: 54.5533 cm^3
• Polarizability: 21.397104 Å^3
• Polar Surface Area: 66.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true