methyl (1'S,3S,4'aS,5'aS,10'aS)-6-methoxy-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: 304291
• Molecular Formular: C22H26N2O5
• Molecular Mass: 398.45224
• Monoisotopic Mass: 398.18417194
• SMILES: c1c(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
• Canonical SMILES: COc1ccc2c(c1)NC(=O)[C@]12CCN2[C@H]1C[C@H]1[C@@H](C2)[C@H](C)OC=C1C(=O)OC
• InChI: InChI=1S/C22H26N2O5/c1-12-15-10-24-7-6-22(17-5-4-13(27-2)8-18(17)23-21(22)26)19(24)9-14(15)16(11-29-12)20(25)28-3/h4-5,8,11-12,14-15,19H,6-7,9-10H2,1-3H3,(H,23,26)/t12-,14-,15-,19-,22-/m0/s1
• InChIKey: SRKHGHLMEDVZRX-IHGKUHQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1'S,3S,4'aS,5'aS,10'aS)-6-methoxy-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)-6-methoxy-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: Caboxine A

Database IDs

• CAS Number: 53851-13-1

CALCULATED PROPERTIES

• Acid pKa: 12.862302
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.9438357
• LogD (pH = 7.4): -1.4908578
• Log P: 1.5472542
• Molar Refractivity: 107.8556 cm^3
• Polarizability: 41.518932 Å^3
• Polar Surface Area: 77.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder