(1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-en-14-ium-14-olate

• ChemBase ID: 304552
• Molecular Formular: C18H23NO6
• Molecular Mass: 349.37832
• Monoisotopic Mass: 349.15253746
• SMILES: C\1(=C/C)/C(=O)O[C@H]2[C@H]3C(=CC[N+]3(CC2)[O-])COC(=O)[C@@](C(=C)C1)(O)C
• Canonical SMILES: C/C=C\1/CC(=C)[C@@](C)(O)C(=O)OCC2=CC[N+]3([C@H]2[C@H](OC1=O)CC3)[O-]
• InChI: InChI=1S/C18H23NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-,19?/m1/s1
• InChIKey: COHUFMBRBUPZPA-TUSLHEEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0^1^4,^1^7]heptadec-11-en-14-ium-14-olate
• IUPAC Traditional name: (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0^1^4,^1^7]heptadec-11-en-14-ium-14-olate
• Synonyms: Seneciphylline N-oxide

Database IDs

• CAS Number: 38710-26-8

CALCULATED PROPERTIES

• Acid pKa: 12.037768
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.24963534
• LogD (pH = 7.4): 0.24978334
• Log P: 0.24979535
• Molar Refractivity: 91.152 cm^3
• Polarizability: 34.864296 Å^3
• Polar Surface Area: 95.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder