RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135872
RefMet name	Bilirubin
Systematic name	3-(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
Synonyms	PubChem Synonyms
Exact mass	584.263486 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C33H36N4O6	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37047 (Download molfile/View MW Metabolite Database details)
InChI	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)13-26-1 6(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-
InChIKey	BPYKTIZUTYGOLE-IFADSCNNSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C=CC1=C(C)C(=O)N/C/1=C\c1c(C)c(CCC(=O)O)c(Cc2c(CCC(=O)O)c(C)c(/C=C\3/C(=C(C=C)C(=O)N3)C)[nH]2)[nH]1 Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organoheterocyclic compounds
Main Class	Bilirubins
Sub Class	Bilirubins
Distribution of Bilirubin in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Bilirubin
External Links
Pubchem CID	5280352
ChEBI ID	16990
KEGG ID	C00486
HMDB ID	HMDB0000054
Chemspider ID	4444055
MetaCyc ID	BILIRUBIN
EPA CompTox	DTXCID20210821
Spectral data for Bilirubin standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Bilirubin

Rxn ID	KEGG Reaction	Enzyme
R02389	2 UDP-glucuronate + Bilirubin <=> 2 UDP + Bilirubin beta-diglucuronide	UDPglucuronate beta-D-glucuronosyltransferase(acceptor-unspecific)
R02391	Bilirubin + NAD+ <=> Biliverdin + NADH + H+	Bilirubin:NAD+ oxidoreductase
R02393	Bilirubin + NADP+ <=> Biliverdin + NADPH + H+	Bilirubin:NADP+ oxidoreductase
R12481	Bilirubin + Oxidised coenzyme F420-(gamma-Glu)n <=> Biliverdin + Reduced coenzyme F420-(gamma-Glu)n	Bilirubin + Oxidised coenzyme F420-(gamma-Glu)n <=> Biliverdin + Reduced coenzyme F420-(gamma-Glu)n

Table of KEGG human pathways containing Bilirubin

Pathway ID	Human Pathway	# of reactions
hsa01100	Metabolic pathways	3
hsa00860	Porphyrin metabolism	2
hsa00860	Porphyrin and chlorophyll metabolism	1