CHEBI:16990 - bilirubin IXα

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ChEBI Name bilirubin IXα
ChEBI ID CHEBI:16990
ChEBI ASCII Name bilirubin IXalpha
Definition A member of the class of biladienes that is a linear tetrapyrrole with the dipyrrole units being of both exovinyl and endovinyl type. A 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
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Formula C33H36N4O6
Net Charge 0
Average Mass 584.66230
Monoisotopic Mass 584.263
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
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bilirubin IXα (CHEBI:16990) has part 24G7 epitope (CHEBI:142163)
bilirubin IXα (CHEBI:16990) has role antioxidant (CHEBI:22586)
bilirubin IXα (CHEBI:16990) has role human metabolite (CHEBI:77746)
bilirubin IXα (CHEBI:16990) has role mouse metabolite (CHEBI:75771)
bilirubin IXα (CHEBI:16990) is a biladienes (CHEBI:36735)
bilirubin IXα (CHEBI:16990) is a dicarboxylic acid (CHEBI:35692)
bilirubin IXα (CHEBI:16990) is conjugate acid of bilirubin(2−) (CHEBI:57977)
Incoming bilirubin(2−) (CHEBI:57977) is conjugate base of bilirubin IXα (CHEBI:16990)
IUPAC Names
3,18-diethenyl-2,7,13,17-tetramethyl-1,19-dioxo-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid
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(Z,Z) ChEBI
bilirubin-IXα ChEBI
Manual Xrefs Databases
Bilirubin Wikipedia
BILIRUBIN MetaCyc
C00029828 KNApSAcK
C00486 KEGG COMPOUND
HMDB0000054 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 Europe PMC
18442622 PubMed citation Europe PMC
23763371 PubMed citation Europe PMC
8605219 PubMed citation Europe PMC
9587403 PubMed citation Europe PMC
Last Modified
10 September 2018