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CHEBI:16990 - bilirubin IXα

ChEBI IDCHEBI:16990
ChEBI Namebilirubin IXα
Stars
ASCII Namebilirubin IXalpha
DefinitionA 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.
Secondary ChEBI IDsCHEBI:3099, CHEBI:13898, CHEBI:22870
Last Modified6 June 2022
DownloadsMolfile
FormulaC33H36N4O6
Net Charge0
Average Mass584.673
Monoisotopic Mass584.26348
SMILESC=CC1=C(C)/C(=C/c2nc(Cc3nc(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O)c(CCC(=O)O)c2C)NC1=O
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-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (18442622)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Roles:
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 (Brønsted base).
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acidChemIDplus
2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acidChemIDplus
2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acidIUPAC
8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dioneJCBN
BilirubinKEGG COMPOUND
bilirubin-IXαChEBI
Manual XrefsDatabases
BilirubinWikipedia
BILIRUBINMetaCyc
BLRPDBeChem
C00029828KNApSAcK
C00486KEGG COMPOUND
HMDB0000054HMDB
Registry NumbersSources
Gmelin:411033Gmelin
Reaxys:74376Reaxys
CAS:635-65-4ChemIDplus
CAS:635-65-4KEGG COMPOUND
Citations