(3aR,8aR,9aR)-3-({[2-(5-hydroxy-1H-indol-3-yl)ethyl]amino}methyl)-8a-methyl-5-methylidene-dodecahydronaphtho[2,3-b]furan-2-one

• ChemBase ID: 195911
• Molecular Formular: C25H32N2O3
• Molecular Mass: 408.53318
• Monoisotopic Mass: 408.24129289
• SMILES: C1(=O)C([C@@H]2[C@H](O1)C[C@@]1(C(C2)C(=C)CCC1)C)CNCCc1c2c([nH]c1)ccc(c2)O
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CNCCc1c[nH]c3c1cc(O)cc3)CC1[C@](C2)(C)CCCC1=C
• InChI: InChI=1S/C25H32N2O3/c1-15-4-3-8-25(2)12-23-19(11-21(15)25)20(24(29)30-23)14-26-9-7-16-13-27-22-6-5-17(28)10-18(16)22/h5-6,10,13,19-21,23,26-28H,1,3-4,7-9,11-12,14H2,2H3/t19-,20?,21?,23-,25-/m1/s1
• InChIKey: SYOZIQWKUALTLK-SVHQLCFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,8aR,9aR)-3-({[2-(5-hydroxy-1H-indol-3-yl)ethyl]amino}methyl)-8a-methyl-5-methylidene-dodecahydronaphtho[2,3-b]furan-2-one
• IUPAC Traditional name: (3aR,8aR,9aR)-3-({[2-(5-hydroxy-1H-indol-3-yl)ethyl]amino}methyl)-8a-methyl-5-methylidene-octahydro-3H-naphtho[2,3-b]furan-2-one

Database IDs

• PubChem SID: 164251821
• PubChem CID: 16398679

CALCULATED PROPERTIES

• Acid pKa: 9.352897
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.86509275
• LogD (pH = 7.4): 1.735648
• Log P: 3.317779
• Molar Refractivity: 117.0358 cm^3
• Polarizability: 47.239635 Å^3
• Polar Surface Area: 74.35 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds