Chemistry:Bilirubin diglucuronide

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Bilirubin diglucuronide
Bilirubin diglucuronide.svg
Names
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)
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)
ChemSpider
MeSH bilirubin+diglucuronide
UNII
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).
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Infobox references
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]

See also

  • Bilirubin mono-glucuronide

References

  1. 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. 
  2. 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.