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Merck

06863

Sigma-Aldrich

Glycoursodeoxycholic acid

≥96.0% (TLC)

Sinónimos:

N-(3α,7β-Dihydroxy-5β-cholan-24-oyl)glycine, N-[(3α,5β,7β)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine, GUDCA, Glycylursodeoxycholic acid, Ursodeoxycholylglycine

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About This Item

Fórmula empírica (notación de Hill):
C26H43NO5
Número de CAS:
Peso molecular:
449.62
Número MDL:
Código UNSPSC:
12161900
ID de la sustancia en PubChem:
NACRES:
NA.25

origen biológico

synthetic

Análisis

≥96.0% (TLC)

formulario

powder

grupo funcional

carboxylic acid

cadena SMILES

[H][C@@]12[C@]([C@](CC[C@@H](O)C3)(C)[C@]3([H])C[C@@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCC(NCC(O)=O)=O

InChI

1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1

Clave InChI

GHCZAUBVMUEKKP-XROMFQGDSA-N

Aplicación


  • Glycoursodeoxycholic Acid Alleviates Arterial Thrombosis via Suppressing Diacylglycerol Kinases Activity in Platelet.: Highlights the therapeutic potential of Glycoursodeoxycholic acid in alleviating arterial thrombosis by inhibiting diacylglycerol kinase activity in platelets (Yang et al., 2024).

Acciones bioquímicas o fisiológicas

Secondary bile acid derived from acyl glycine. Glycoursodeoxycholic Acid (GUDCA) is reported to have cytoprotective and anti-inflammatory effects.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

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Sandra L Silva et al.
Neuropharmacology, 62(7), 2398-2408 (2012-03-01)
Neuronal oxidative damage and cell death by unconjugated bilirubin (UCB) showed to be mediated by overstimulation of glutamate receptors and nitric oxide (NO) production, which was abrogated by the bile acid glycoursodeoxycholic acid (GUDCA). Microglia, a crucial mediator of CNS
Jingyu Yan et al.
Scientific reports, 7(1), 4211-4211 (2017-06-25)
Cholestasis is a clinical disorder defined as an impairment of bile flow, and that leads to toxic bile acid (BA) accumulation in hepatocytes. Here, we investigated the hepatoprotective effect of Yinchenhaotang (YCHT), a well-known formulae for the treatment of jaundice
Kazuya Maeda et al.
Molecular pharmaceutics, 3(1), 70-77 (2006-05-12)
Ursodeoxycholate (UDCA) is widely used for the treatment of cholestatic liver disease. After oral administration, UDCA is absorbed, taken up efficiently by hepatocytes, and conjugated mainly with glycine to form glycoursodeoxycholate (GUDC) or partly with taurine to form tauroursodeoxycholate (TUDC)
A Roda et al.
The Journal of biological chemistry, 258(10), 6362-6370 (1983-05-25)
The relationship between chemical structure and the concentration at which self-association occurs in water or in 0.15 M Na+ ion was examined for more than 50 bile salts and bile salt analogues varying in substituents on the steroid nucleus or
A Roda et al.
Pharmaceutical research, 11(5), 642-647 (1994-05-01)
A new enteric-coated formulation of sodium ursodeoxycholate was prepared and administered to man. The barrier film disintegrates and releases the drug only at pH > or = 5.5. The sodium salt of glycoursodeoxycholate was also prepared and encapsulated like ursodeoxycholate.

Protocolos

Investigate bile acid roles in gut hormone profiles and glycemic control, vital for clinical labs exploring potential mechanisms.

Contenido relacionado

Bile Acids (BA) are synthesized in the liver and play important roles in cholesterol homeostasis, absorption of vitamins and lipids, and various key metabolic processes.

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