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bilirubin (CHEBI:16990)

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ChEBI Name bilirubin
ChEBI ID CHEBI:16990
Definition A member of the class of biladienes that is a linear tetrapyrrole, product of heme degradation. It is produced in the reticuloendothelial system by the reduction of biliverdin and transported to the liver as a complex with serum albumin.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3099, CHEBI:13898, CHEBI:22870
Supplier Information
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Formula Source
C33H36N4O6 KEGG COMPOUND
Net Charge 0
Average Mass 584.66230
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)13-26-16(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-
InChIKey
BPYKTIZUTYGOLE-IFADSCNNSA-N
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
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing bilirubin (CHEBI:16990) has role antioxidant (CHEBI:22586)
bilirubin (CHEBI:16990) has role human metabolite (CHEBI:77746)
bilirubin (CHEBI:16990) is a biladienes (CHEBI:36735)
bilirubin (CHEBI:16990) is a dicarboxylic acid (CHEBI:35692)
bilirubin (CHEBI:16990) is conjugate acid of bilirubin(2−) (CHEBI:57977)
Incoming bilirubin(2−) (CHEBI:57977) is conjugate base of bilirubin (CHEBI:16990)
IUPAC Name
bilirubin
Synonyms Sources
1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid ChemIDplus
2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid ChemIDplus
2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid IUPAC
8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione JCBN
Bilirubin KEGG COMPOUND
bilirubin IXα ChEBI
Database Links Databases
Bilirubin Wikipedia
BILIRUBIN MetaCyc
C00029828 KNApSAcK
C00486 KEGG COMPOUND
HMDB00054 HMDB
View more database links
Registry Numbers Types Sources
411033 Gmelin Registry Number Gmelin
635-65-4 CAS Registry Number ChemIDplus
74376 Beilstein Registry Number Beilstein
74376 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12799017 PubMed citation CiteXplore
18442622 PubMed citation CiteXplore
23763371 PubMed citation CiteXplore
9587403 PubMed citation CiteXplore
General Comment
2014-06-19 Species Info: Homo sapiens; Tax id: NCBI: 9606; Citation: MED:18442622
 
Last Modified
28 July 2014

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