(3aR,5R,8aR,9aR)-4a-hydroxy-3-{[4-(hydroxydiphenylmethyl)piperazin-1-yl]methyl}-5-methoxy-5,8a-dimethyl-dodecahydronaphtho[2,3-b]furan-2-one

• ChemBase ID: 193490
• Molecular Formular: C33H44N2O5
• Molecular Mass: 548.71286
• Monoisotopic Mass: 548.32502252
• SMILES: C1(C(=O)O[C@H]2[C@@H]1CC1([C@@](C2)(CCC[C@]1(OC)C)C)O)CN1CCN(C(c2ccccc2)(c2ccccc2)O)CC1
• Canonical SMILES: CO[C@]1(C)CCC[C@]2(C1(O)C[C@H]1[C@@H](C2)OC(=O)C1CN1CCN(CC1)C(c1ccccc1)(c1ccccc1)O)C
• InChI: InChI=1S/C33H44N2O5/c1-30-15-10-16-31(2,39-3)32(30,37)21-26-27(29(36)40-28(26)22-30)23-34-17-19-35(20-18-34)33(38,24-11-6-4-7-12-24)25-13-8-5-9-14-25/h4-9,11-14,26-28,37-38H,10,15-23H2,1-3H3/t26-,27?,28-,30-,31-,32?/m1/s1
• InChIKey: OJGQVUNCDWSLLG-IZQOOWEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5R,8aR,9aR)-4a-hydroxy-3-{[4-(hydroxydiphenylmethyl)piperazin-1-yl]methyl}-5-methoxy-5,8a-dimethyl-dodecahydronaphtho[2,3-b]furan-2-one
• IUPAC Traditional name: (3aR,5R,8aR,9aR)-4a-hydroxy-3-{[4-(hydroxydiphenylmethyl)piperazin-1-yl]methyl}-5-methoxy-5,8a-dimethyl-octahydronaphtho[2,3-b]furan-2-one

Database IDs

• PubChem SID: 164249400
• PubChem CID: 16398113

CALCULATED PROPERTIES

• Acid pKa: 11.833899
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.1848257
• LogD (pH = 7.4): 3.9358418
• Log P: 4.560571
• Molar Refractivity: 154.2612 cm^3
• Polarizability: 61.414673 Å^3
• Polar Surface Area: 82.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds