RefMet Compound Details

MW structure37047 (View MW Metabolite Database details)
RefMet nameBilirubin
Systematic name3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
Canonical SMILESCC1=C(C=C)C(=O)N/C/1=C\c1[nH]c(Cc2[nH]c(/C=C3\NC(=O)C(C)=C\3C=C)c(C)c2CCC(O)=O)c(CCC(O)=O)c1C
Exact mass584.2635View other entries in RefMet with this exact mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC33H36N4O6View other entries in RefMet with this formula
InChIInChI=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)/b26-13-,27-14-
InChIKeyBPYKTIZUTYGOLE-IFADSCNNSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassOrganoheterocyclic compounds
Main ClassTetrapyrroles
Sub classTetrapyrroles
Pubchem CID5280352

Table of KEGG reactions in human pathways involving Bilirubin

Rxn IDKEGG ReactionEnzyme
R02393 Bilirubin + NADP+ <=> Biliverdin + NADPH + H+Bilirubin:NADP+ oxidoreductase
R12481 Bilirubin + Oxidised coenzyme F420-(gamma-Glu)n <=> Biliverdin + Reduced coenzyme F420-(gamma-Glu)nBilirubin + Oxidised coenzyme F420-(gamma-Glu)n <=> Biliverdin + Reduced coenzyme F420-(gamma-Glu)n
R02389 2 UDP-glucuronate + Bilirubin <=> 2 UDP + Bilirubin beta-diglucuronideUDPglucuronate beta-D-glucuronosyltransferase(acceptor-unspecific)
R02391 Bilirubin + NAD+ <=> Biliverdin + NADH + H+Bilirubin:NAD+ oxidoreductase

Table of KEGG human pathways containing Bilirubin

Pathway IDHuman Pathway# of reactions
hsa00860 Porphyrin and chlorophyll metabolism 1
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