(2S,3S,4S,5R,6S)-6-{[(3R)-3-[(1S,2S,5S,7R,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyl(4,4,5,6-2H4)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]butanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 175732
• Molecular Formular: C29H46O10
• Molecular Mass: 554.66954
• Monoisotopic Mass: 554.30909767
• SMILES: C1C[C@H](C[C@@H]2[C@]1([C@@H]1[C@@H]([C@H](C2)O)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](CC(=O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)C(=O)O)C)C)C)O
• 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](CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)C)C)O)C
• InChI: InChI=1S/C29H46O10/c1-13(10-20(32)38-27-24(35)22(33)23(34)25(39-27)26(36)37)16-4-5-17-21-18(7-9-29(16,17)3)28(2)8-6-15(30)11-14(28)12-19(21)31/h13-19,21-25,27,30-31,33-35H,4-12H2,1-3H3,(H,36,37)/t13-,14+,15-,16-,17+,18+,19+,21+,22+,23+,24-,25+,27-,28+,29-/m1/s1
• InChIKey: IRFCJQUCPZDRDA-JQEIASQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-{[(3R)-3-[(1S,2S,5S,7R,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyl(4,4,5,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]butanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-{[(3R)-3-[(1S,2S,5S,7R,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyl(4,4,5,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]butanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (3α,5β,7β)-3,7-Dihydroxy-24-norcholan-23-oic Acid-d5 1-O-Acyl-β-D-glucuronide; 24-Nor Ursodeoxycholic Acid-d5 1-O-Acyl-β-D-glucuronide; 24-Nor Ursodeoxycholic Acid-d5 (major) Acyl-β-D-glucuronide

Database IDs

• PubChem SID: 164231642
• PubChem CID: 71751258

CALCULATED PROPERTIES

• Acid pKa: 3.3315814
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.8319572
• LogD (pH = 7.4): -2.0982945
• Log P: 1.3209434
• Molar Refractivity: 136.9714 cm^3
• Polarizability: 55.7283 Å^3
• Polar Surface Area: 173.98 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 174-178°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N865312

Labelled 24-Norursodeoxycholic Acid (N865300) metabolite.