benzyl (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-carboxylate

• ChemBase ID: 175733
• Molecular Formular: C36H52O10
• Molecular Mass: 644.79208
• Monoisotopic Mass: 644.35604786
• 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)OCc1ccccc1)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)OCc2ccccc2)[C@H]([C@@H]([C@H]1O)O)O)C)C)O)C
• InChI: InChI=1S/C36H52O10/c1-19(15-27(39)45-34-31(42)29(40)30(41)32(46-34)33(43)44-18-20-7-5-4-6-8-20)23-9-10-24-28-25(12-14-36(23,24)3)35(2)13-11-22(37)16-21(35)17-26(28)38/h4-8,19,21-26,28-32,34,37-38,40-42H,9-18H2,1-3H3/t19-,21+,22-,23-,24+,25+,26+,28+,29+,30+,31-,32+,34-,35+,36-/m1/s1
• InChIKey: IQCYTMXGHMQIDI-CGCBCLMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (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-carboxylate
• IUPAC Traditional name: benzyl (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-carboxylate
• Synonyms: 24-Nor Ursodeoxycholic Acid-d5 1-O-Acyl-β-D-glucuronide Benzyl Ester; 24-Nor Ursodeoxycholic Acid-d5 (major) Acyl-β-D-glucuronide Benzyl Ester; (3α,5β,7β)-3,7-Dihydroxy-24-norcholan-23-oic Acid-d5 1-O-Acyl-β-D-glucuronide Benzyl Ester

Database IDs

• PubChem SID: 164231643
• PubChem CID: 71751259

CALCULATED PROPERTIES

• Acid pKa: 12.1620035
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 3.1913102
• LogD (pH = 7.4): 3.191303
• Log P: 3.1913104
• Molar Refractivity: 166.3531 cm^3
• Polarizability: 67.324 Å^3
• Polar Surface Area: 162.98 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid

Safety Information

• Storage Condition: Refrigerator, under inert atmosphere

DETAILS

Toronto Research Chemicals - N865317

Labelled 24-Norursodeoxycholic Acid (N865300) metabolite.