2-[(1R,3aR,5aR,6R,9aS)-6-(pent-2-en-4-yn-1-yl)-dodecahydropyrrolo[1,2-a]quinolin-1-yl]ethan-1-ol

• ChemBase ID: 127546
• Molecular Formular: C19H29NO
• Molecular Mass: 287.43966
• Monoisotopic Mass: 287.22491455
• SMILES: C#C/C=C/C[C@@H]1[C@H]2CC[C@H]3N([C@H](CC3)CCO)[C@H]2CCC1
• Canonical SMILES: OCC[C@H]1CC[C@@H]2N1[C@H]1CCC[C@@H]([C@H]1CC2)C/C=C/C#C
• InChI: InChI=1S/C19H29NO/c1-2-3-4-6-15-7-5-8-19-18(15)12-11-16-9-10-17(13-14-21)20(16)19/h1,3-4,15-19,21H,5-14H2/t15-,16-,17+,18+,19-/m0/s1
• InChIKey: IQTIQAXNJBRKRG-QTMHVTGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,3aR,5aR,6R,9aS)-6-(pent-2-en-4-yn-1-yl)-dodecahydropyrrolo[1,2-a]quinolin-1-yl]ethan-1-ol
• IUPAC Traditional name: 2-[(1R,3aR,5aR,6R,9aS)-6-(pent-2-en-4-yn-1-yl)-dodecahydropyrrolo[1,2-a]quinolin-1-yl]ethanol
• Synonyms: Histrionicotoxin D; HTX D; Gephyrotoxin

Database IDs

• CAS Number: 55893-12-4
• PubChem SID: 162221865
• PubChem CID: 20054923; 6437870
• Chemspider ID: 4942391
• Wikipedia Title: Gephyrotoxin

CALCULATED PROPERTIES

• Acid pKa: 15.924179
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.3841637
• LogD (pH = 7.4): -0.35576236
• Log P: 3.1168554
• Molar Refractivity: 88.9132 cm^3
• Polarizability: 34.364727 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true