2-[(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

• ChemBase ID: 129717
• Molecular Formular: C26H45NO6S
• Molecular Mass: 499.7036
• Monoisotopic Mass: 499.29675917
• SMILES: C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2[C@H](C[C@H]2[C@@]1(CC[C@H](C2)O)C)O)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)C[C@@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCCS(=O)(=O)O)C)C)O)C
• InChI: InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22+,24+,25+,26-/m1/s1
• InChIKey: BHTRKEVKTKCXOH-LBSADWJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-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: tauroursodeoxycholic acid
• Synonyms: tauroursodeoxycholate SodiuM (tauroursodeoxycholic acid) (TUDCA); TUDCA; 3α,7β-Dihydroxy-5β-cholanoyltaurine; UR 906; Ursodeoxycholyltaurine; Tauroursodeoxycholic acid; 3α,7β-Dihydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide; Tauroursodeoxycholic acid sodium salt; Sodium tauroursodeoxycholate; 牛磺熊去氧胆酸

Database IDs

• CAS Number: 14605-22-2
• MDL Number: MFCD00065451
• PubChem SID: 162224006; 24899875
• PubChem CID: 9848818
• CHEMBL: 272427
• Chemspider ID: 8024531
• Wikipedia Title: Tauroursodeoxycholic_acid

CALCULATED PROPERTIES

• Acid pKa: -0.80047154
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.22602828
• LogD (pH = 7.4): -0.2260686
• Log P: 1.096802
• Molar Refractivity: 130.679 cm^3
• Polarizability: 52.81067 Å^3
• Polar Surface Area: 123.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Critical Micelle Concentration: 4
• Hydrophilic Lipophilic Balance: 20.1

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%
• Description: anionic