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

• ChemBase ID: 197140
• Molecular Formular: C28H41NO4
• Molecular Mass: 455.62944
• Monoisotopic Mass: 455.3035588
• SMILES: C1(C(=O)O[C@H]2[C@@H]1CC1([C@@](C2)(CCC[C@]1(OC)C)C)O)CN1CCC(Cc2ccccc2)CC1
• Canonical SMILES: CO[C@]1(C)CCC[C@]2(C1(O)C[C@H]1[C@@H](C2)OC(=O)C1CN1CCC(CC1)Cc1ccccc1)C
• InChI: InChI=1S/C28H41NO4/c1-26-12-7-13-27(2,32-3)28(26,31)17-22-23(25(30)33-24(22)18-26)19-29-14-10-21(11-15-29)16-20-8-5-4-6-9-20/h4-6,8-9,21-24,31H,7,10-19H2,1-3H3/t22-,23?,24-,26-,27-,28?/m1/s1
• InChIKey: RANIWTSWBUYXQL-ROXPNDKHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164253050
• PubChem CID: 16398917

CALCULATED PROPERTIES

• Polarizability: 51.45465 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 13.354028
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7408426
• LogD (pH = 7.4): 2.0709083
• Log P: 4.1101804
• Molar Refractivity: 129.235 cm^3

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds