| Identification | Back Directory | [Name]
Glycohyocholic acid | [CAS]
32747-08-3 | [Synonyms]
Glycohyocholic acid
Glycohyocholic acid (GHCA)
N-(24-Oxo-3α,6α,7α-trihydroxy-5β-cholan-24-yl)glycine
N-(3α,6α,7α-Trihydroxy-24-oxo-5β-cholan-24-yl)glycine
Glycine, N-[(3α,5β,6α,7α)-3,6,7-trihydroxy-24-oxocholan-24-yl]-
2-[[(4R)-4-[(3R,5R,6R,7S,8S,9S,10R,13R,14S,17R)-3,6,7-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid | [Molecular Formula]
C26H43NO6 | [MOL File]
32747-08-3.mol | [Molecular Weight]
465.63 |
| Chemical Properties | Back Directory | [Boiling point ]
673.4±55.0 °C(Predicted) | [density ]
1.213±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 20 mg/ml | [form ]
A crystalline solid | [pka]
3.58±0.10(Predicted) | [color ]
Off-white to light yellow | [InChIKey]
ZQYUKJFJPJDMMR-ZDWCHQGWSA-N | [SMILES]
[H][C@@]12[C@]([C@](CC[C@@H](O)C3)(C)[C@]3([H])[C@@H](O)[C@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCC(NCC(O)=O)=O |
| Hazard Information | Back Directory | [Description]
Glycohyocholic acid (GHCA) is a glycine-conjugated form of the primary bile acid hyocholic acid . GHCA is upregulated 6.6-fold in the serum of patients with cirrhosis induced by hepatitis C virus (HCV) compared to healthy controls. Plasma levels of GHCA increase in patients who are no longer diabetic following gastric bypass surgery. | [Uses]
Glycohyocholic Acid is a bile salt. | [Definition]
ChEBI: Glycohyocholic acid is a bile acid glycine conjugate having hyocholic acid as the bile acid component. It has a role as a human metabolite. It is functionally related to a hyocholic acid. It is a conjugate acid of a glycohyocholate. | [References]
[1] LINING GUO. Plasma metabolomic profiles enhance precision medicine for volunteers of normal health.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2015: E4901-10. DOI: 10.1073/pnas.1508425112
[2] ASEM I. FITIAN. Integrated metabolomic profiling of hepatocellular carcinoma in hepatitis C cirrhosis through GC/MS and UPLC/MS-MS[J]. Liver International, 2014, 34 9: 1428-1444. DOI: 10.1111/liv.12541
[3] HAOYONG YU. Chenodeoxycholic Acid as a Potential Prognostic Marker for Roux-en-Y Gastric Bypass in Chinese Obese Patients.[J]. Journal of Clinical Endocrinology & Metabolism, 2015, 100 11: 4222-4230. DOI: 10.1210/jc.2015-2884 |
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