(3S,3aS,5aR,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2H,3H,3aH,4H,5H,5aH,6H,9H,9aH,9bH-naphtho[1,2-b]furan-2,6-dione

• ChemBase ID: 119336
• Molecular Formular: C15H20O4
• Molecular Mass: 264.3169
• Monoisotopic Mass: 264.13615912
• SMILES: [C@H]12[C@@H]3[C@](C(=O)C=C[C@]3(O)C)(CC[C@H]2[C@@H](C(=O)O1)C)C
• Canonical SMILES: C[C@@H]1C(=O)O[C@H]2[C@H]1CC[C@@]1([C@@H]2[C@](C)(O)C=CC1=O)C
• InChI: InChI=1S/C15H20O4/c1-8-9-4-6-14(2)10(16)5-7-15(3,18)12(14)11(9)19-13(8)17/h5,7-9,11-12,18H,4,6H2,1-3H3/t8-,9-,11-,12+,14-,15+/m0/s1
• InChIKey: NGPDZEACIWDCKX-WUDKWMPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3aS,5aR,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2H,3H,3aH,4H,5H,5aH,6H,9H,9aH,9bH-naphtho[1,2-b]furan-2,6-dione
• IUPAC Traditional name: barrelin
• Synonyms: (3S,3aS,5aR,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-3a,4,5,5a,9,9a-hexahydronaphtho[1,2-b]furan-2,6(3H,9bH)-dione

Database IDs

• PubChem SID: 162107962
• PubChem CID: 94253

CALCULATED PROPERTIES

• Log P: 1.7767636
• Molar Refractivity: 69.8323 cm^3
• Polarizability: 27.41733 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 14.252762
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7767636
• LogD (pH = 7.4): 1.7767634