Chemistry:Bilirubin diglucuronide
From HandWiki
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| Names | |
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| IUPAC name
(2,17-Diethenyl-3,7,13,18-tetramethyl-1,19-dioxo-10,19,21,22,23,24-hexahydro-1H-biline-8,12-diyl)bis(1-oxopropane-3,1-diyl) di(β-D-glucopyranosiduronic acid)
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| Systematic IUPAC name
(12S,13R,14S,15S,16S,132S,133R,134S,135S,136S)-65-[(Z)-(3-Ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-85-[(Z)-(4-ethenyl-3-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-13,14,15,133,134,135-hexahydroxy-64,84-dimethyl-3,11-dioxo-61H,81H-2,12-dioxa-6(3,2),8(2,3)-dipyrrola-1,13(2)-bis(oxana)tridecaphane-16,136-dicarboxylic acid | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| MeSH | bilirubin+diglucuronide |
PubChem CID
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| Properties | |
| C45H52N4O18 | |
| Molar mass | 936.911 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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Tracking categories (test):
Bilirubin di-glucuronide is a conjugated form of bilirubin formed in bilirubin metabolism.[1] The hydrophilic character of bilirubin diglucuronide enables it to be water-soluble. It is pumped across the hepatic canalicular membrane into the bile by the transporter MRP2.[2]
Bilirubin molecular species play an important role in early diagnosis, prognosis and prevention of liver diseases.[3] Measuring the levels of unconjugated bilirubin, monoglucuronide and diglucuronide is done by using a high performance liquid chromotography method to determine bilirubin fractions in blood of patients.[4] Unconjugated bilirubin has to convert to water soluble monoglucuronide and diglucuronide so the levels of these show a correlation between them and inflammation in liver disease.[3]
See also
- Bilirubin mono-glucuronide
References
- ↑ Chowdhury, J. R.; Chowdhury, N. R.; Wu, G.; Shouval, R.; Arias, I. M. (1981). "Bilirubin mono- and diglucuronide formation by human liver in vitro: Assay by high-pressure liquid chromatography". Hepatology 1 (6): 622–7. doi:10.1002/hep.1840010610. PMID 6796486.
- ↑ Lengyel, G. (2007-08-29). "Modulation of sinusoidal and canalicular elimination of bilirubin-glucuronides by rifampicin and other cholestatic drugs in a sandwich culture of rat hepatocytes". Hepatology Research (Wiley) 38 (3): 300–309. doi:10.1111/j.1872-034X.2007.00255.x. PMID 17760873.
- ↑ 3.0 3.1 Castillo-Castañeda, Stephany M.; Cordova-Gallardo, Jacqueline; Rivera-Espinosa, Liliana; Chavez-Pacheco, Juan L.; Ramírez-Mejía, Mariana M.; Méndez-Sánchez, Nahum (2024-07-26). "Bilirubin Molecular Species Play an Important Role in the Pathophysiology of Acute-on-Chronic Liver Failure" (in en). International Journal of Molecular Sciences 25 (15): 8181. doi:10.3390/ijms25158181. ISSN 1422-0067. PMID 39125751.
- ↑ Nielsen, Morten Hjuler; Mørk, Morten; Madsen, Poul; Brock, Axel (2023-02-01). "A simplified HPLC-based method for measuring unconjugated bilirubin, bilirubin-monoglucuronide, bilirubin-diglucuronide, and delta-bilirubin in plasma with increased conjugated bilirubin" (in en). Scandinavian Journal of Clinical and Laboratory Investigation 83 (1): 64–67. doi:10.1080/00365513.2022.2155989. ISSN 0036-5513. PMID 36534490. https://www.tandfonline.com/doi/full/10.1080/00365513.2022.2155989.
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