(2S,3R,5S)-2-[(1S)-1-[(3S)-3-hydroxy-10,11b-dimethyl-1H,2H,3H,4H,6H,6aH,6bH,7H,8H,11aH,11bH-cyclohexa[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol

• ChemBase ID: 166653
• Molecular Formular: C27H41NO2
• Molecular Mass: 411.61994
• Monoisotopic Mass: 411.31372956
• SMILES: [C@H]1(CC2=CCC3C(C2(CC1)C)C=C1C3CCC(=C1C)[C@@H]([C@H]1[C@@H](C[C@@H](CN1)C)O)C)O
• Canonical SMILES: C[C@@H]1CN[C@H]([C@@H](C1)O)[C@H](C1=C(C)C2=CC3C(C2CC1)CC=C1C3(C)CC[C@@H](C1)O)C
• InChI: InChI=1S/C27H41NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,13,15,17,19,21-22,24-26,28-30H,6-12,14H2,1-4H3/t15-,17-,19-,21?,22?,24?,25+,26-,27?/m0/s1
• InChIKey: MNUNKCHZNVYRDJ-XJSWYDRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,5S)-2-[(1S)-1-[(3S)-3-hydroxy-10,11b-dimethyl-1H,2H,3H,4H,6H,6aH,6bH,7H,8H,11aH,11bH-cyclohexa[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol
• IUPAC Traditional name: (2S,3R,5S)-2-[(1S)-1-[(3S)-3-hydroxy-10,11b-dimethyl-1H,2H,3H,4H,6H,6aH,6bH,7H,8H,11aH-cyclohexa[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol
• Synonyms: Despiro-11-Deoxyjervine; 17-[1-(3-Hydroxy-5-methyl-2-piperidyl)ethyl]-10,17a-dimethyl-D-homo-C-norgona-5,11(13),17-trien-3β-ol; Despiro Cyclopamine

Database IDs

• CAS Number: 4243-43-0
• PubChem SID: 162260786
• PubChem CID: 45038911

CALCULATED PROPERTIES

• Acid pKa: 14.574652
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.119257964
• LogD (pH = 7.4): 0.6689784
• Log P: 3.3469267
• Molar Refractivity: 125.0999 cm^3
• Polarizability: 48.87801 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol,
• Apperance: White Crystalline Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D297250

An analogue of Cyclopamine, a sonic hedgehog inhibitor.