4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one octahydrate

• ChemBase ID: 312905
• Molecular Formular: C29H60O20
• Molecular Mass: 728.7747
• Monoisotopic Mass: 728.36779432
• SMILES: [C@]12([C@@H]3[C@H]([C@@]4([C@](C[C@H]3O)([C@H](CC4)C3=CC(=O)OC3)C)O)CC[C@@]1(C[C@H](C[C@H]2O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)CO.O.O.O.O.O.O.O.O
• Canonical SMILES: OC[C@@]12[C@H](O)C[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1[C@H](O)C[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O.O.O.O.O.O.O.O.O
• InChI: InChI=1S/C29H44O12.8H2O/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31;;;;;;;;/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3;8*1H2/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-;;;;;;;;/m0......../s1
• InChIKey: TYBARJRCFHUHSN-DMJRSANLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one octahydrate
• IUPAC Traditional name: ouabain octahydrate
• Synonyms: Ouabain

Database IDs

• CAS Number: 11018-89-6

CALCULATED PROPERTIES

• Acid pKa: 7.181447
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -2.7907462
• LogD (pH = 7.4): -3.204898
• Log P: -2.781806
• Molar Refractivity: 140.8338 cm^3
• Polarizability: 56.89489 Å^3
• Polar Surface Area: 206.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Sodium Channel

Product Information

• Salt Data: Free Base