(4R)-4-[(1S,2R,5R,7R,10S,11S,14R,15R)-5-hydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid

• ChemBase ID: 103115
• Molecular Formular: C24H38O4
• Molecular Mass: 390.55612
• Monoisotopic Mass: 390.2770097
• SMILES: O=C1C[C@H]2[C@@H]3CC[C@@H]([C@@]3(C)CC[C@@H]2[C@]2(CC[C@@H](O)C[C@@H]12)C)[C@H](C)CCC(=O)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)C(=O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
• InChI: InChI=1S/C24H38O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,23-,24-/m1/s1
• InChIKey: JWZBXKZZDYMDCJ-IJPFKRJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(1S,2R,5R,7R,10S,11S,14R,15R)-5-hydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid
• IUPAC Traditional name: (4R)-4-[(1S,2R,5R,7R,10S,11S,14R,15R)-5-hydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid
• Synonyms: 3α-Hydroxy-6-oxo-5β-cholan-24-oic acid; 6-Ketolithocholic acid; 5β-CHOLANIC ACID-3α-OL-6-ONE

Database IDs

• CAS Number: 2393-61-5
• PubChem SID: 162090189
• PubChem CID: 164960

CALCULATED PROPERTIES

• Acid pKa: 4.831011
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.346105
• LogD (pH = 7.4): 1.5737985
• Log P: 4.0988197
• Molar Refractivity: 108.3486 cm^3
• Polarizability: 43.223473 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true