Preferred Name

bilirubin IXalpha

Synonyms

bilirubin

2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid

bilirubin(Z,Z)

3,18-diethenyl-2,7,13,17-tetramethyl-1,19-dioxo-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid

8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione

1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid

Bilirubin

bilirubin-IXalpha

2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid

Definitions

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.

ID

http://purl.obolibrary.org/obo/CHEBI_16990

charge

0

database_cross_reference

PMID:12799017

PMID:23763371

PMID:18442622

HMDB:HMDB0000054

KNApSAcK:C00029828

Wikipedia:Bilirubin

KEGG:C00486

PMID:9587403

PMID:8605219

CAS:635-65-4

MetaCyc:BILIRUBIN

Gmelin:411033

Reaxys:74376

Beilstein:74376

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.

formula

C33H36N4O6

has part

http://purl.obolibrary.org/obo/CHEBI_142163

has_alternative_id

CHEBI:22870

CHEBI:13898

CHEBI:3099

has_exact_synonym

bilirubin

3,18-diethenyl-2,7,13,17-tetramethyl-1,19-dioxo-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid

has_obo_namespace

chebi_ontology

has_related_synonym

2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid

bilirubin(Z,Z)

8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione

1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid

Bilirubin

bilirubin-IXalpha

2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid

id

CHEBI:16990

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

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

label

bilirubin IXalpha

bilirubin

mass

584.66230

monoisotopicmass

584.263

notation

CHEBI:16990

prefixIRI

CHEBI:16990

prefLabel

bilirubin IXalpha

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

subClassOf

http://purl.obolibrary.org/obo/GOCHE_22586

http://purl.obolibrary.org/obo/GOCHE_75771

http://purl.obolibrary.org/obo/CHEBI_35692

http://purl.obolibrary.org/obo/GOCHE_77746

http://purl.obolibrary.org/obo/CHEBI_36735

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