| Identification | Back Directory | [Name]
N-[(3a,5b)-3-hydroxy-24-oxocholan-24-yl]-(9CI) Glycine | [CAS]
474-74-8 | [Synonyms]
Lithocholylglycine
Glycolithocholic-d4 Acid
Ursodeoxycholic Impurity 13
Urosodeoxycholic Acid Impurity 13
Lithocholic acid glycine conjugate
Glycolithocholic Acid MaxSpec? Standard
N-[(3α,5β)-3-Ηydroxy-24-oxocholan-24-yl]glycine
Glycine, N-[(3a,5b)-3-hydroxy-24-oxocholan-24-yl]-
Glycine, N-[(3α,5β)-3-hydroxy-24-oxocholan-24-yl]-
N-[(3a,5b)-3-hydroxy-24-oxocholan-24-yl]-(9CI) Glycine | [EINECS(EC#)]
207-494-9 | [Molecular Formula]
C26H43NO4 | [MDL Number]
MFCD00067140 | [MOL File]
474-74-8.mol | [Molecular Weight]
433.63 |
| Chemical Properties | Back Directory | [Melting point ]
212-214 °C | [Boiling point ]
546.95°C (rough estimate) | [density ]
1.0738 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly, Heated), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
3.58±0.10(Predicted) | [color ]
White to Off-White | [InChIKey]
XBSQTYHEGZTYJE-LNYAHCOINA-N | [SMILES]
C[C@]12CC[C@]3([H])[C@]4(CC[C@@H](O)C[C@@]4([H])CC[C@@]3([H])[C@]1([H])CC[C@]2([H])[C@H](C)CCC(=O)NCC(=O)O)C |&1:1,4,6,9,12,16,18,22,24,r| |
| Hazard Information | Back Directory | [Description]
Glycolithocholic acid is a glycine-conjugated form of the secondary bile acid lithocholic acid . It is increased in the liver of mice fed a diet supplemented with ursodeoxycholic acid . Glycolithocholic acid levels are decreased in the plasma following subcutaneous administration of PEG-obestatin(Cys10, Cys13), a modified peptide hormone, in lean or diet-induced obese mice. Serum glycolithocholic acid levels increase with age in children. | [Uses]
A metabolite in human hepatic bile. | [Uses]
A metabolite in human hepatic bile. A lithocholic acid analog that inhibit sialyltransferase. | [Definition]
ChEBI: The glycine conjugate of lithocholic acid. | [in vivo]
The concentrations of Glycolithocholic acid in ulcerative colitis (UC) patients were significantly lower than those in healthy controls (HCs)[2]. | [IC 50]
Microbial Metabolite | [References]
[1] P. LEFEBVRE. Role of bile acids and bile acid receptors in metabolic regulation.[J]. Physiological reviews, 2009, 89 1 1: 147-191. DOI: 10.1152/physrev.00010.2008
[2] YOUCAI ZHANG Curtis D K. Effects of feeding bile acids and a bile acid sequestrant on hepatic bile acid composition in mice.[J]. Journal of Lipid Research, 2010, 51 11: 3230-3242. DOI: 10.1194/jlr.m007641
[3] ELAINE COWAN. Treatment of lean and diet-induced obesity (DIO) mice with a novel stable obestatin analogue alters plasma metabolite levels as detected by untargeted LC-MS metabolomics.[J]. Metabolomics, 2016, 12: 124. DOI: 10.1007/s11306-016-1063-0
[4] RICHARD D SEMBA. Environmental Enteric Dysfunction Is Associated With Altered Bile Acid Metabolism.[J]. Journal of Pediatric Gastroenterology and Nutrition, 2017, 64 4: 536-540. DOI: 10.1097/mpg.0000000000001313 |
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