methyl (1'S,3S,4'aS,5'aS,10'aS)-5,6-dimethoxy-1'-methyl-2-oxo-1,1',2,4'a,5',5'a,7',8',10',10'a-decahydrospiro[indole-3,6'-pyrano[3,4-f]indolizine]-4'-carboxylate

• ChemBase ID: 304281
• Molecular Formular: C23H28N2O6
• Molecular Mass: 428.47822
• Monoisotopic Mass: 428.19473663
• SMILES: c1(c(cc2c(c1)[C@@]1(C(=O)N2)CCN2[C@H]1C[C@H]1[C@@H](C2)[C@@H](OC=C1C(=O)OC)C)OC)OC
• Canonical SMILES: COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@@H]1N(C2)CC[C@]21C(=O)Nc1c2cc(OC)c(c1)OC)C
• InChI: InChI=1S/C23H28N2O6/c1-12-14-10-25-6-5-23(20(25)7-13(14)15(11-31-12)21(26)30-4)16-8-18(28-2)19(29-3)9-17(16)24-22(23)27/h8-9,11-14,20H,5-7,10H2,1-4H3,(H,24,27)/t12-,13-,14-,20-,23-/m0/s1
• InChIKey: QIZNWMMOECVGAP-XRWSZIPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1'S,3S,4'aS,5'aS,10'aS)-5,6-dimethoxy-1'-methyl-2-oxo-1,1',2,4'a,5',5'a,7',8',10',10'a-decahydrospiro[indole-3,6'-pyrano[3,4-f]indolizine]-4'-carboxylate
• IUPAC Traditional name: methyl (1'S,3S,4'aS,5'aS,10'aS)-5,6-dimethoxy-1'-methyl-2-oxo-1',4'a,5',5'a,7',8',10',10'a-octahydro-1H-spiro[indole-3,6'-pyrano[3,4-f]indolizine]-4'-carboxylate
• Synonyms: Isocarapanaubine

Database IDs

• CAS Number: 17391-09-2

CALCULATED PROPERTIES

• Acid pKa: 13.2587185
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -2.0924447
• LogD (pH = 7.4): -1.4473495
• Log P: 1.3895829
• Molar Refractivity: 114.3188 cm^3
• Polarizability: 44.058193 Å^3
• Polar Surface Area: 86.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil