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

• ChemBase ID: 196014
• Molecular Formular: C27H40N2O5
• Molecular Mass: 472.6169
• Monoisotopic Mass: 472.29372239
• SMILES: C1(C(=O)O[C@H]2[C@@H]1CC1([C@@](C2)(CCC[C@]1(OC)C)C)O)CN1CCN(c2cc(OC)ccc2)CC1
• Canonical SMILES: COc1cccc(c1)N1CCN(CC1)CC1C(=O)O[C@H]2[C@@H]1CC1(O)[C@](C2)(C)CCC[C@@]1(C)OC
• InChI: InChI=1S/C27H40N2O5/c1-25-9-6-10-26(2,33-4)27(25,31)16-21-22(24(30)34-23(21)17-25)18-28-11-13-29(14-12-28)19-7-5-8-20(15-19)32-3/h5,7-8,15,21-23,31H,6,9-14,16-18H2,1-4H3/t21-,22?,23-,25-,26-,27?/m1/s1
• InChIKey: HWGAGESRKNXOOM-MAZMTHABSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164251924
• PubChem CID: 16398701

CALCULATED PROPERTIES

• Acid pKa: 13.353975
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.49071237
• LogD (pH = 7.4): 2.2567372
• Log P: 2.974991
• Molar Refractivity: 130.8602 cm^3
• Polarizability: 51.515034 Å^3
• Polar Surface Area: 71.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds