4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-11,16-dihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one

• ChemBase ID: 949
• Molecular Formular: C47H74O19
• Molecular Mass: 943.07906
• Monoisotopic Mass: 942.48243015
• SMILES: [C@@H]1(C[C@@H]([C@@H]([C@H](O1)C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)O)O[C@@H]1[C@H](O[C@H](C[C@@H]1O)O[C@H]1[C@H](C[C@H](O[C@@H]2C[C@@H]3[C@@]([C@@H]4[C@H]([C@@]5([C@@]([C@@H](C4)O)(C)[C@H](CC5)C4=CC(=O)OC4)O)CC3)(CC2)C)O[C@@H]1C)O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C47H74O19/c1-20-41(64-36-16-30(50)42(21(2)60-36)65-37-17-31(51)43(22(3)61-37)66-44-40(56)39(55)38(54)32(18-48)63-44)29(49)15-35(59-20)62-25-8-10-45(4)24(13-25)6-7-27-28(45)14-33(52)46(5)26(9-11-47(27,46)57)23-12-34(53)58-19-23/h12,20-22,24-33,35-44,48-52,54-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33-,35+,36+,37+,38-,39+,40-,41-,42-,43-,44+,45+,46+,47+/m1/s1
• InChIKey: OBATZBGFDSVCJD-LALPQLPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-11,16-dihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one; 4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-11,16-dihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: deslanoside
• Brand Name: Cedilanid-d; Deacetyllanatoside C
• Synonyms: Deslanoside

Database IDs

• CAS Number: 17598-65-1
• PubChem SID: 160964412
• PubChem CID: 28620
• CHEBI ID: 31468
• ATC CODE: C01AA07
• CHEMBL: 1614
• Chemspider ID: 26618
• DrugBank ID: DB01078
• KEGG ID: D01240
• Unique Ingredient Identifier: YGY317RK75
• Wikipedia Title: Deslanoside

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.1511126
• H Acceptors: 18
• H Donor: 9
• LogD (pH = 5.5): 0.5862651
• LogD (pH = 7.4): 0.15365963
• Log P: 0.59584504
• Molar Refractivity: 225.6461 cm^3
• Polarizability: 92.749565 Å^3
• Polar Surface Area: 282.21 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.49
• LOG S: -3.3
• Solubility (Water): 4.68e-01 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.2

DETAILS

DrugBank - DB01078

• Drug Groups: approved
• Description: Deacetyllanatoside C. A cardiotonic glycoside from the leaves of Digitalis lanata. [PubChem]
• Indication: For the treatment and management of Congestive cardiac insufficiency, arrhythmias and heart failure.
• Pharmacology: Deslanoside is a cardiac glycoside used to treat congestive heart failure and supraventricular arrhythmias due to reentry mechanisms, and to control ventricular rate in the treatment of chronic atrial fibrillation.
• Toxicity: Symptoms of overdose include ventricular tachycardia, ventricular fibrillation, progressive bradyarrhythmias, or heart block.
• Affected Organisms: Humans and other mammals
• Absorption: Little absorption from the gastrointestinal tract (40%).
• Half Life: 36 hours
• Protein Binding: 20%
• External Links: Wikipedia