(2R,4R,7R)-4-(methanesulfinylmethyl)-6-propyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene

• ChemBase ID: 176369
• Molecular Formular: C19H26N2OS
• Molecular Mass: 330.48754
• Monoisotopic Mass: 330.17658446
• SMILES: c1ccc2c3c1[C@@H]1[C@@H](Cc3c[nH]2)N(C[C@@H](C1)CS(=O)C)CCC
• Canonical SMILES: CCCN1C[C@H](CS(=O)C)C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3
• InChI: InChI=1S/C19H26N2OS/c1-3-7-21-11-13(12-23(2)22)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3/t13-,16-,18-,23?/m1/s1
• InChIKey: WOIHSNDTPKFAJW-LNWQLOGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,7R)-4-(methanesulfinylmethyl)-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene
• IUPAC Traditional name: (2R,4R,7R)-4-(methanesulfinylmethyl)-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene
• Synonyms: (8β)-8-[(Methylsulfinyl)methyl]-6-propylergoline; Pergolide Sulfoxide

Database IDs

• CAS Number: 72822-01-6
• PubChem SID: 164232279
• PubChem CID: 10381998

CALCULATED PROPERTIES

• Acid pKa: 17.350418
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.83625996
• LogD (pH = 7.4): 0.9370194
• Log P: 1.8498119
• Molar Refractivity: 98.7734 cm^3
• Polarizability: 39.35258 Å^3
• Polar Surface Area: 36.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White to Beige Solid
• Melting Point: 175-177°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P287220

A metabolite of Pergolide, a dopaminergic agonist that also decrease plasma prolactin concentrations. An antiparkinsonian agent.