Molecule: bilirubin(2-)

A dicarboxylic acid dianion obtained by deprotonation of the two carboxy groups of bilirubin; major species at pH 7.3.
Synonyms for bilirubin(2-) :
2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoate
bilirubin IXalpha
bilirubin dianion
Molecular Formula: C33H34N4O6
Molecular wt: 582.64630 g/mole
Charge: -2
SMILES: CC1=C(C=C)\C(NC1=O)=C\c1[nH]c(Cc2[nH]c(\C=C3NC(=O)C(C=C)=C/3C)c(C)c2CCC([O-])=O)c(CCC([O-])=O)c1C
InChIKey: BPYKTIZUTYGOLE-IFADSCNNSA-L
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b26-13-,27-14-
CHEBI:57977
Sample reactions for this molecule:
UGT1A4 transfers GlcA from UDP-GlcA to BIL to form BMG
UGT1A4 transfers GlcA from UDP-GlcA to BIL to form BMG
BIL translocates from the cytosol to the ER lumen
BIL translocates from the cytosol to the ER lumen
BLVRA:Zn2+, BLVRB reduce BV to BIL
BLVRA:Zn2+, BLVRB reduce BV to BIL
Defective UGT1A4 does not transfer GlcA from UDP-GlcA to BIL
Defective UGT1A1 does not transfer GlcA from UDP-GlcA to BIL
Defective SLCO1B1 does not transport BIL from extracellular region (blood) to cytosol (hepatocyte)
Defective SLCO1B3 does not transport BIL from extracellular region (blood) to cytosol (hepatocyte)