(4S)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoic acid

• ChemBase ID: 172064
• Molecular Formular: C24H38O5
• Molecular Mass: 406.55552
• Monoisotopic Mass: 406.27192432
• SMILES: C1[C@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](C(=O)C2)[C@H]2[C@]([C@H](C1)O)([C@H](CC2)[C@H](CCC(=O)O)C)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC(=O)[C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@H](CCC(=O)O)C)C)C
• InChI: InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-18,20,22,25,27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15+,16+,17-,18-,20-,22-,23-,24+/m0/s1
• InChIKey: RHCPKKNRWFXMAT-KTSLIBEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• IUPAC Traditional name: (4S)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• Synonyms: (3α,5α,12α)-3,12-dihydroxy-7-oxo-cholan-24-oic Acid; 3α,12α-Dihydroxy-7-oxo-5α-cholan-24-oic Acid; 3α,12α-Dihydroxy-7-oxo-5α-cholanoic Acid; 7-Keto-3α,12α-dihydroxy-5α-cholanic Acid

Database IDs

• PubChem SID: 164227974
• PubChem CID: 71749677

CALCULATED PROPERTIES

• Acid pKa: 4.4379554
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.7713295
• LogD (pH = 7.4): 0.00954584
• Log P: 2.8680086
• Molar Refractivity: 109.8641 cm^3
• Polarizability: 43.86015 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true