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 hydrate

• ChemBase ID: 131849
• Molecular Formular: C26H45NO6
• Molecular Mass: 467.6386
• Monoisotopic Mass: 467.32468817
• 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.O
• 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.O
• InChI: InChI=1S/C26H43NO5.H2O/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);1H2/t15-,16-,17-,18+,19-,20+,21+,22+,25+,26-;/m1./s1
• InChIKey: DLOTUJUSJVIXDW-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 hydrate
• IUPAC Traditional name: glycodeoxycholic acid hydrate
• Synonyms: 3α,12α-Dihydroxy-5β-cholanoic acid N-(carboxymethyl)amide; Glycodesoxycholic acid; N-(3α,12α-Dihydroxy-24-oxocholan-24-yl)glycine; Glycodeoxycholic acid monohydrate

Database IDs

• CAS Number: 360-65-6
• MDL Number: MFCD00150922
• Beilstein Number: 2954947
• PubChem SID: 24895246; 162226126
• PubChem CID: 16219427

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

Safety Information

• RTECS: MB9670000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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)
• Salt Data: H2O
• Description: anionic
• Classification: Rare Genuine Natural Compounds

DETAILS

Sigma Aldrich - G6132

Biochem/physiol Actions
Induces apoptosis in hepatocytes; may induce DNA cleavage.