2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]acetic acid sodium

• ChemBase ID: 133371
• Molecular Formular: C26H43NNaO5
• Molecular Mass: 472.61309
• Monoisotopic Mass: 472.30389276
• 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]2CC[C@H]2[C@@]1(CC[C@H](C2)O)C)O)C.[Na]
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[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)C.[Na]
• InChI: InChI=1S/C26H43NO5.Na/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3;/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32);/t15-,16-,17-,18+,19-,20+,21+,22+,25+,26-;/m1./s1
• InChIKey: IIYSTUUVIASHBG-YEUHZSMFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamido]acetic acid sodium
• IUPAC Traditional name: glycodeoxycholic acid sodium
• Synonyms: 3α,12α-Dihydroxy-5β-cholan-24-oic acid N-(carboxymethyl)amide; Glycodeoxycholic acid sodium salt; Glycodesoxycholic acid; N-(3α,12α-Dihydroxy-24-oxocholan-24-yl)glycine; Sodium glycodeoxycholate

Database IDs

• CAS Number: 16409-34-0
• EC Number: 240-455-4
• MDL Number: MFCD00036742
• PubChem SID: 24895386; 162227648
• PubChem CID: 6335826

CALCULATED PROPERTIES

• Acid pKa: 3.7733188
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.95795584
• LogD (pH = 7.4): -0.58847976
• Log P: 2.685976
• Molar Refractivity: 122.0003 cm^3
• Polarizability: 48.680336 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M, clear, colorless

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97% (TLC)
• Description: anionic
• Impurities: ≤0.001% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.005%; Cu: ≤0.0005%; Fe: ≤0.001%; K: ≤0.005%; Mg: ≤0.001%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Antion Traces: chloride (Cl-): ≤1%; sulfate (SO42-): ≤0.05%

DETAILS

Sigma Aldrich - G9910

Biochem/physiol Actions
Induces apoptosis in hepatocytes; may induce DNA cleavage.
Other Notes
Bile Salt