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

• ChemBase ID: 193289
• Molecular Formular: C25H36N2O6
• Molecular Mass: 460.56314
• Monoisotopic Mass: 460.25733688
• SMILES: C1(C(=O)O[C@H]2[C@@H]1CC1([C@@](C2)(CCC[C@]1(OC)C)C)O)CN1CCN(C(=O)c2occc2)CC1
• Canonical SMILES: CO[C@]1(C)CCC[C@]2(C1(O)C[C@H]1[C@@H](C2)OC(=O)C1CN1CCN(CC1)C(=O)c1ccco1)C
• InChI: InChI=1S/C25H36N2O6/c1-23-7-5-8-24(2,31-3)25(23,30)14-17-18(22(29)33-20(17)15-23)16-26-9-11-27(12-10-26)21(28)19-6-4-13-32-19/h4,6,13,17-18,20,30H,5,7-12,14-16H2,1-3H3/t17-,18?,20-,23-,24-,25?/m1/s1
• InChIKey: CBIBKNBSAQKIMT-UGVQKNLPSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164249199
• PubChem CID: 16398051

CALCULATED PROPERTIES

• Acid pKa: 13.353973
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.009391883
• LogD (pH = 7.4): 1.2733063
• Log P: 1.3828576
• Molar Refractivity: 121.2311 cm^3
• Polarizability: 47.618225 Å^3
• Polar Surface Area: 92.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds