(3aR,4aS,8aR,9aR)-3-({[(2S)-2-hydroxy-2-phenylpropyl](methyl)amino}methyl)-8a-methyl-5-methylidene-dodecahydronaphtho[2,3-b]furan-2-one

• ChemBase ID: 180615
• Molecular Formular: C25H35NO3
• Molecular Mass: 397.5503
• Monoisotopic Mass: 397.26169399
• SMILES: C1(C(=O)O[C@H]2[C@@H]1C[C@@H]1[C@@](C2)(CCCC1=C)C)CN(CC(c1ccccc1)(O)C)C
• Canonical SMILES: CN(CC(c1ccccc1)(O)C)CC1C(=O)O[C@H]2[C@@H]1C[C@H]1C(=C)CCC[C@@]1(C2)C
• InChI: InChI=1S/C25H35NO3/c1-17-9-8-12-24(2)14-22-19(13-21(17)24)20(23(27)29-22)15-26(4)16-25(3,28)18-10-6-5-7-11-18/h5-7,10-11,19-22,28H,1,8-9,12-16H2,2-4H3/t19-,20?,21+,22-,24-,25-/m1/s1
• InChIKey: ZZDYKMFBSRRGAE-QVGBEQSMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4aS,8aR,9aR)-3-({[(2S)-2-hydroxy-2-phenylpropyl](methyl)amino}methyl)-8a-methyl-5-methylidene-dodecahydronaphtho[2,3-b]furan-2-one
• IUPAC Traditional name: (3aR,4aS,8aR,9aR)-3-({[(2S)-2-hydroxy-2-phenylpropyl](methyl)amino}methyl)-8a-methyl-5-methylidene-octahydro-3H-naphtho[2,3-b]furan-2-one

Database IDs

• PubChem SID: 164236525
• PubChem CID: 16395019

CALCULATED PROPERTIES

• Acid pKa: 13.949925
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.74722576
• LogD (pH = 7.4): 2.2611597
• Log P: 4.019011
• Molar Refractivity: 115.1088 cm^3
• Polarizability: 45.802692 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds