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

• ChemBase ID: 172063
• Molecular Formular: C24H38O5
• Molecular Mass: 406.55552
• Monoisotopic Mass: 406.27192432
• SMILES: C1C(=O)C[C@H]2[C@](C1)([C@@H]1[C@@H]([C@@H](C2)O)[C@H]2[C@]([C@H](C1)O)([C@H](CC2)[C@H](CCC(=O)O)C)C)C
• Canonical SMILES: OC(=O)CC[C@@H]([C@H]1CC[C@@H]2[C@]1(C)[C@@H](O)C[C@H]1[C@H]2[C@H](O)C[C@@H]2[C@]1(C)CCC(=O)C2)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/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16+,17-,18-,19+,20-,22-,23-,24+/m0/s1
• InChIKey: OEKUSRBIIZNLHZ-PYYHIDBSSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 16265-24-0
• PubChem SID: 164227973
• PubChem CID: 71749676

CALCULATED PROPERTIES

• Acid pKa: 4.475012
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6271746
• LogD (pH = 7.4): -0.1390902
• Log P: 2.6899953
• Molar Refractivity: 109.7612 cm^3
• Polarizability: 43.86015 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 218-221°C

Safety Information

• Storage Condition: -20°C Freezer