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]acetic acid hydrate

• ChemBase ID: 155407
• Molecular Formular: C26H45NO7
• Molecular Mass: 483.638
• Monoisotopic Mass: 483.31960279
• 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
• 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
• InChI: InChI=1S/C26H43NO6.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/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;/m1./s1
• InChIKey: WDKPRHOCWKLQPK-ZUHYDKSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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]acetic acid hydrate
• IUPAC Traditional name: glycocholic acid hydrate
• Synonyms: 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid N-(carboxymethyl)amide; Cholylglycine; N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)-glycine; Glycocholic acid hydrate; 甘氨胆酸 水合物

Database IDs

• CAS Number: 1192657-83-2
• EC Number: 207-494-9
• MDL Number: MFCD06408004
• Beilstein Number: 2955826
• PubChem SID: 162249545; 24895107
• PubChem CID: 24856164

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

• Solubility: methanol: soluble0.1 g/mL, clear, colorless
• Optical Rotation: [α]20/D +31±2°, c = 1% in ethanol
• Critical Micelle Concentration: 7.1
• Aggregation Number of Micelle: 2.1

Safety Information

• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: ≥97% (TLC); ≥98.0% (calc. based on dry substance, T)
• Salt Data: H2O
• Description: anionic
• Impurities: ~2 mol water
• Biological Source: synthetic
• Mol. Weight: average mol wt 1000
• Empirical Formula (Hill Notation): C26H43NO6 · xH2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - G2878

Biochem/physiol Actions
Bile Acid