2-[(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl(4,4,6,6-2H4)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]acetic acid

• ChemBase ID: 136478
• Molecular Formular: C26H43NO6
• Molecular Mass: 465.62272
• Monoisotopic Mass: 465.3090381
• SMILES: C1C[C@@]2([C@H]3C[C@@H]([C@]4([C@H]([C@@H]3[C@@H](C[C@@H]2C[C@@H]1O)O)CC[C@@H]4[C@H](C)CCC(=O)NCC(=O)O)C)O)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCC(=O)O)C)C)O)C
• InChI: InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1
• InChIKey: RFDAIACWWDREDC-FRVQLJSFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl(4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamido]acetic acid
• IUPAC Traditional name: [(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl(4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamido]acetic acid
• Synonyms: 3α,7α,12α-Trihydroxy-5β-cholan-24-oic-2,2,4,4-d4 acid N-(carboxymethyl)amide; N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)-glycine-2,2,4,4-d4; Cholylglycine-2,2,4,4-d4; Glycocholic-2,2,4,4-d4 acid

Database IDs

• MDL Number: MFCD01861560
• PubChem SID: 162230748
• PubChem CID: 71309846

CALCULATED PROPERTIES

• Acid pKa: 3.773337
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.35080916
• LogD (pH = 7.4): -1.8972445
• Log P: 1.3772112
• Molar Refractivity: 123.5928 cm^3
• Polarizability: 49.32588 Å^3
• Polar Surface Area: 127.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 165-168 °C(lit.)
• Mass Shift: M+4

Safety Information

• German water hazard class: 3
• Risk Statements: 50
• Safety Statements: 61

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 469.57 by atom % calculation
• Empirical Formula (Hill Notation): C26D4H39NO6

DETAILS

Sigma Aldrich - 739723

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.