(1R,10S,12S,13S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraen-13-ium-13-olate

• ChemBase ID: 305961
• Molecular Formular: C20H22N2O2
• Molecular Mass: 322.40088
• Monoisotopic Mass: 322.16812795
• SMILES: c1ccc2c(c1)[C@@]13C(=N2)[C@H]2C[C@H]4[C@@]1(C[N@@+]([C@@H]([C@H]4CO2)C3)([O-])C)C=C
• Canonical SMILES: C=C[C@]12C[N@@+]([O-])(C)[C@H]3[C@@H]4[C@H]1C[C@H](C1=Nc5c([C@]21C3)cccc5)OC4
• InChI: InChI=1S/C20H22N2O2/c1-3-19-11-22(2,23)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-24-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17+,19-,20-,22-/m0/s1
• InChIKey: OISZCFMVBRTVHR-LVKRODJJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,10S,12S,13S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.0^2,^1^0.0^4,^9.0^1^0,^1^5.0^1^2,^1^7]icosa-2,4,6,8-tetraen-13-ium-13-olate
• IUPAC Traditional name: (1R,10S,12S,13S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.0^2,^1^0.0^4,^9.0^1^0,^1^5.0^1^2,^1^7]icosa-2,4,6,8-tetraen-13-ium-13-olate
• Synonyms: Koumine N-oxide

Database IDs

• CAS Number: 113900-75-7

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.5427138
• LogD (pH = 7.4): 1.6001848
• Log P: 1.6009676
• Molar Refractivity: 94.3599 cm^3
• Polarizability: 35.27636 Å^3
• Polar Surface Area: 44.65 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder