sodium 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]acetate hydrate

• ChemBase ID: 149863
• Molecular Formular: C26H44NNaO7
• Molecular Mass: 505.61983
• Monoisotopic Mass: 505.30154703
• SMILES: C[C@H](CCC(=O)NCC(=O)[O-])[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]1[C@H]2[C@@H](C[C@H]2[C@@]1(CC[C@H](C2)O)C)O)O)C.O.[Na+]
• 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.O.[Na+]
• InChI: InChI=1S/C26H43NO6.Na.H2O/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);;1H2/q;+1;/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;;/m1../s1
• InChIKey: YWROUPFMHKARON-HJRQWJHVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamido]acetate hydrate
• IUPAC Traditional name: sodium glycocholate hydrate
• Synonyms: 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid N-(carboxymethyl)amide sodium salt; N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)glycine sodium salt; N-Cholylglycine sodium salt; Glycocholic acid sodium salt hydrate; Sodium glycocholate hydrate; 甘氨胆酸 钠盐 水合物

Database IDs

• CAS Number: 338950-81-5
• EC Number: 212-730-9
• MDL Number: MFCD09037360
• Beilstein Number: 3854517
• PubChem SID: 162244025
• PubChem CID: 23702132

CALCULATED PROPERTIES

• Acid pKa: 3.773337
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.35080916
• LogD (pH = 7.4): -1.8972445
• Log P: 1.3772112
• Molar Refractivity: 134.4299 cm^3
• Polarizability: 49.213394 Å^3
• Polar Surface Area: 129.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 210-215 °C (subl.)(lit.)
• Optical Rotation: [α]20/D +28.0±1°, c = 2% in H2O (dry matter); [α]20/D +30°, c = 1 in H2O
• Critical Micelle Concentration: 7 mM(20-25°C)
• Aggregation Number of Micelle: 2

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (calc. based on dry substance, NT); 97%
• Description: anionic
• Impurities: ≤1% cholic acid (TLC)
• Cation Traces: Ca: ≤100 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤5000 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Loss on Drying: ≤10% loss on drying
• Mol. Weight: micellar avg mol wt 1000
• Linear Formula: C26H42NO6Na · xH2O

DETAILS

Sigma Aldrich - 360449

Packaging
500 mg in glass bottle

Sigma Aldrich - 50545

Other Notes
Enhances permeability of dextran derivatives through nasal mucosa of rabbits1