(4S)-4,9-dihydroxy-2,2-dimethyl-2H,3H,4H,5H,10H-naphtho[2,3-b]pyran-5,10-dione

• ChemBase ID: 305211
• Molecular Formular: C15H14O5
• Molecular Mass: 274.26866
• Monoisotopic Mass: 274.08412355
• SMILES: c1cc(c2c(c1)C(=O)C1=C(C2=O)OC(C[C@@H]1O)(C)C)O
• Canonical SMILES: O[C@H]1CC(C)(C)OC2=C1C(=O)c1c(C2=O)c(O)ccc1
• InChI: InChI=1S/C15H14O5/c1-15(2)6-9(17)11-12(18)7-4-3-5-8(16)10(7)13(19)14(11)20-15/h3-5,9,16-17H,6H2,1-2H3/t9-/m0/s1
• InChIKey: KGIQEUTUJPXAKQ-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4,9-dihydroxy-2,2-dimethyl-2H,3H,4H,5H,10H-naphtho[2,3-b]pyran-5,10-dione
• IUPAC Traditional name: (4S)-4,9-dihydroxy-2,2-dimethyl-3H,4H-naphtho[2,3-b]pyran-5,10-dione
• Synonyms: 4,9-Dihydroxy-alpha-lapachone

Database IDs

• CAS Number: 56473-67-7

CALCULATED PROPERTIES

• Acid pKa: 8.063017
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1938785
• LogD (pH = 7.4): 1.1104306
• Log P: 1.1950552
• Molar Refractivity: 72.6381 cm^3
• Polarizability: 27.27472 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow powder