methanesulfonic acid (3R,5r,7S)-10-oxo-8-azatricyclo[5.3.1.03,8]undecan-5-yl 1H-indole-3-carboxylate hydrate

• ChemBase ID: 154920
• Molecular Formular: C20H26N2O7S
• Molecular Mass: 438.49464
• Monoisotopic Mass: 438.14607218
• SMILES: CS(=O)(=O)O.c1ccc2c(c1)c(c[nH]2)C(=O)O[C@@H]1C[C@@H]2CC3C[C@H](C1)N2CC3=O.O
• Canonical SMILES: CS(=O)(=O)O.O=C1CN2[C@@H]3CC1C[C@H]2C[C@H](C3)OC(=O)c1c[nH]c2c1cccc2.O
• InChI: InChI=1S/C19H20N2O3.CH4O3S.H2O/c22-18-10-21-12-5-11(18)6-13(21)8-14(7-12)24-19(23)16-9-20-17-4-2-1-3-15(16)17;1-5(2,3)4;/h1-4,9,11-14,20H,5-8,10H2;1H3,(H,2,3,4);1H2/t11?,12-,13+,14+
• InChIKey: QTFFGPOXNNGTGZ-BHSFMSKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methanesulfonic acid (3R,5r,7S)-10-oxo-8-azatricyclo[5.3.1.0^3,^8]undecan-5-yl 1H-indole-3-carboxylate hydrate
• IUPAC Traditional name: methanesulfonic acid (3R,5r,7S)-10-oxo-8-azatricyclo[5.3.1.0^3,^8]undecan-5-yl 1H-indole-3-carboxylate hydrate
• Synonyms: Anzemet hydrate; Dolasetron methanesulfonate hydrate; Dolasetron mesylate hydrate

Database IDs

• CAS Number: 115956-13-3(anhydrous)
• PubChem SID: 162249058
• PubChem CID: 6918119

CALCULATED PROPERTIES

• Acid pKa: 12.182263
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.923664
• LogD (pH = 7.4): 2.3176217
• Log P: 2.3258903
• Molar Refractivity: 89.3352 cm^3
• Polarizability: 35.947193 Å^3
• Polar Surface Area: 62.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >30 mg/mL
• Apperance: white to off-white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H20N2O3 · CH4O3S · xH2O

DETAILS

Sigma Aldrich - D9571

Biochem/physiol Actions
Dolasetron mesylate hydrate is a highly specific and selective serotonin 5-HT3 receptor antagonist, not shown to have activity at other known serotonin receptors and with low affinity for dopamine receptors.