Bilirubin diglucuronide
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 449924799
| ImageFile=Bilirubin diglucuronide.svg
| ImageSize=300px
| IUPACName=(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)
| SystematicName=(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
| OtherNames=
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=17459-92-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 9L71584RCM
| PubChem=5280817
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4573640
| SMILES = Cc1c(c([nH]c1/C=C/2\C(=C(C(=O)N2)C=C)C)Cc3c(c(c([nH]3)/C=C/4\C(=C(C(=O)N4)C)C=C)C)CCC(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)CCC(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
| InChI = 1/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13+,27-14+/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1
| InChIKey = SCJLWMXOOYZBTH-SDXZDYKGBT
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13+,27-14+/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = SCJLWMXOOYZBTH-SDXZDYKGSA-N
| MeSHName=bilirubin+diglucuronide
}}
|Section2={{Chembox Properties
| Formula=C45H52N4O18
| MolarMass=936.911 g/mol
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
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|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
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}}
Bilirubin di-glucuronide is a conjugated form of bilirubin formed in bilirubin metabolism.{{Cite journal |pmid = 6796486|year = 1981|last1 = Chowdhury|first1 = J. R.|title = Bilirubin mono- and diglucuronide formation by human liver in vitro: Assay by high-pressure liquid chromatography|journal = Hepatology|volume = 1|issue = 6|pages = 622–7|last2 = Chowdhury|first2 = N. R.|last3 = Wu|first3 = G.|last4 = Shouval|first4 = R.|last5 = Arias|first5 = I. M.|doi = 10.1002/hep.1840010610}} 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.{{Cite journal
| last = Lengyel | first = G. | title = Modulation of sinusoidal and canalicular elimination of bilirubin-glucuronides by rifampicin and other cholestatic drugs in a sandwich culture of rat hepatocytes
| journal = Hepatology Research | volume = 38 | issue = 3 | pages = 300–309 | publisher = Wiley
| date = 2007-08-29 | doi = 10.1111/j.1872-034X.2007.00255.x| pmid = 17760873 |display-authors=etal}}