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

• ChemBase ID: 183677
• Molecular Formular: C24H33NO4
• Molecular Mass: 399.52312
• Monoisotopic Mass: 399.24095854
• SMILES: C1(C(=O)O[C@H]2[C@@H]1C[C@@H]1[C@@](C2)(CCCC1=C)C)CN(CC(c1cc(O)ccc1)O)C
• Canonical SMILES: CN(CC(c1cccc(c1)O)O)CC1C(=O)O[C@H]2[C@@H]1C[C@H]1C(=C)CCC[C@@]1(C2)C
• InChI: InChI=1S/C24H33NO4/c1-15-6-5-9-24(2)12-22-18(11-20(15)24)19(23(28)29-22)13-25(3)14-21(27)16-7-4-8-17(26)10-16/h4,7-8,10,18-22,26-27H,1,5-6,9,11-14H2,2-3H3/t18-,19?,20+,21?,22-,24-/m1/s1
• InChIKey: VUCLZXQOYVRHRE-FQUXWOMESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164239587
• PubChem CID: 16395770

CALCULATED PROPERTIES

• Acid pKa: 9.470846
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.34811303
• LogD (pH = 7.4): 2.0191674
• Log P: 3.0687275
• Molar Refractivity: 112.4515 cm^3
• Polarizability: 44.55759 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