2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

• ChemBase ID: 129716
• Molecular Formular: C26H45NO5S
• Molecular Mass: 483.7042
• Monoisotopic Mass: 483.30184455
• SMILES: C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCCS(=O)(=O)O)C)C)C
• InChI: InChI=1S/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1
• InChIKey: QBYUNVOYXHFVKC-GBURMNQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid
• IUPAC Traditional name: taurolithocholic acid
• Synonyms: Taurolithocholic acid

Database IDs

• CAS Number: 516-90-5
• PubChem SID: 162224005
• PubChem CID: 439763; 10595
• Wikipedia Title: Taurolithocholic_acid

CALCULATED PROPERTIES

• Acid pKa: -0.8428335
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.0827354
• LogD (pH = 7.4): 1.0826962
• Log P: 2.192058
• Molar Refractivity: 129.0865 cm^3
• Polarizability: 52.16474 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true