(3aS,4aR,9aR)-4-hydroxy-3-({[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl](methyl)amino}methyl)-4a,5-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,9H,9aH-naphtho[2,3-b]furan-2-one

• ChemBase ID: 188518
• Molecular Formular: C25H35NO4
• Molecular Mass: 413.5497
• Monoisotopic Mass: 413.25660861
• SMILES: C1([C@H]2C([C@]3(C(=CCCC3C)C[C@H]2OC1=O)C)O)CN([C@H]([C@H](c1ccccc1)O)C)C
• Canonical SMILES: CN([C@H]([C@H](c1ccccc1)O)C)CC1C(=O)O[C@H]2[C@@H]1C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C25H35NO4/c1-15-9-8-12-18-13-20-21(23(28)25(15,18)3)19(24(29)30-20)14-26(4)16(2)22(27)17-10-6-5-7-11-17/h5-7,10-12,15-16,19-23,27-28H,8-9,13-14H2,1-4H3/t15?,16-,19?,20+,21+,22+,23?,25+/m0/s1
• InChIKey: SYTZVGPWDLPTPO-SUQCTRSVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4aR,9aR)-4-hydroxy-3-({[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl](methyl)amino}methyl)-4a,5-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,9H,9aH-naphtho[2,3-b]furan-2-one
• IUPAC Traditional name: (3aS,4aR,9aR)-4-hydroxy-3-({[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl](methyl)amino}methyl)-4a,5-dimethyl-3H,3aH,4H,5H,6H,7H,9H,9aH-naphtho[2,3-b]furan-2-one

Database IDs

• PubChem SID: 164244428
• PubChem CID: 16397117

CALCULATED PROPERTIES

• Acid pKa: 13.743215
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.197869
• LogD (pH = 7.4): 1.4668909
• Log P: 2.9078212
• Molar Refractivity: 117.3786 cm^3
• Polarizability: 46.41539 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds