(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid; (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol

• ChemBase ID: 157720
• Molecular Formular: C26H36N2O9
• Molecular Mass: 520.57204
• Monoisotopic Mass: 520.24208074
• SMILES: COc1ccc2c(c1)c(ccn2)[C@@H]([C@H]1C[C@@H]2CCN1C[C@@H]2C=C)O.C([C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O.COc1ccc2c(c1)c(ccn2)[C@@H]([C@H]1C[C@@H]2CCN1C[C@@H]2C=C)O
• InChI: InChI=1S/C20H24N2O2.C6H12O7/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;7-1-2(8)3(9)4(10)5(11)6(12)13/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;2-5,7-11H,1H2,(H,12,13)/t13-,14-,19+,20-;2-,3-,4+,5-/m01/s1
• InChIKey: XHKUDCCTVQUHJQ-LCYSNFERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid; (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• IUPAC Traditional name: quinidine gluconate
• Synonyms: Quinidine gluconate salt; 喹尼丁 葡糖酸盐

Database IDs

• CAS Number: 7054-25-3
• EC Number: 230-333-9
• MDL Number: MFCD00067566
• PubChem SID: 162251857; 24899333
• PubChem CID: 94328

CALCULATED PROPERTIES

• Acid pKa: 13.892048
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7213722
• LogD (pH = 7.4): 0.863951
• Log P: 2.513464
• Molar Refractivity: 94.6936 cm^3
• Polarizability: 38.350784 Å^3
• Polar Surface Area: 45.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: LZ5250000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Impurities: ≤20% Dihydroquinidine (according to USP specifications., actual content given on label)
• Empirical Formula (Hill Notation): C20H24N2O2 · C6H12O7

DETAILS

Sigma Aldrich - Q5001

Biochem/physiol Actions
Class IA antiarrhythmic; potassium channel blocker.