Compound
(4Z,15Z)-bilirubin IXalpha
A dicarboxylic acid dianion obtained by deprotonation of the two carboxy groups of bilirubin; major species at pH 7.3.
Definition from ChEBI (CHEBI:57977), read 2026-09-23. CC BY 4.0.
Structure
No depiction stored
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- Class
- Organic compound, anion
- Formula
- C33H34N4O6
- Mass
- 582.657 g/mol
- Charge
- -2
- InChIKey
- BPYKTIZUTYGOLE-IFADSCNNSA-L
- SMILES
- C=CC1=C(C)/C(=C/c2nc(Cc3nc(/C=C4NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
2 entities
2 entities reached.
0 reported hops2 assembled from the scaffold
What the reference databases state
Statements
8 statements
8 statements · 1 reference database · Subject: (4Z,15Z)-bilirubin IXalpha · Sources: Rhea
- (4Z,15Z)-bilirubin IXalpha is converted to biliverdin IXalphaCompoundRhea RHEA:15793Inferred only
- biliverdin IXalpha is converted to (4Z,15Z)-bilirubin IXalphaCompoundRhea RHEA:15797Inferred only
- biliverdin IXalpha is converted to (4Z,15Z)-bilirubin IXalphaCompoundRhea RHEA:15793Inferred only
- (4Z,15Z)-bilirubin IXalpha is converted to biliverdin IXalphaCompoundRhea RHEA:15797Inferred only
- (4Z,15Z)-bilirubin IXalpha is metabolised by UGT1A1ProteinRhea RHEA:75099Inferred only
- (4Z,15Z)-bilirubin IXalpha is metabolised by UGT1A1ProteinRhea RHEA:79067Inferred only
- (4Z,15Z)-bilirubin IXalpha is a substrate of BLVRAProteinRhea RHEA:15797Inferred only
- (4Z,15Z)-bilirubin IXalpha is a substrate of BLVRAProteinRhea RHEA:15793Inferred only
Reactions
10 reactions
(4Z,15Z)-bilirubin IXalpha+NADP(3-)biliverdin IXalpha+NADPH(4-)+hydron
Catalysed by BLVRA
Reaction pageRight to leftBalance undeterminable
Rhea RHEA:15793CC BY 4.0Reference data
(4Z,15Z)-bilirubin IXalpha+NAD(1-)biliverdin IXalpha+NADH(2-)+hydron
Catalysed by BLVRA
Reaction pageRight to leftBalance undeterminable
Rhea RHEA:15797CC BY 4.0Reference data
2CHEBI:57767CHEBI:58471+(4Z,15Z)-bilirubin IXalpha
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:16885CC BY 4.0Reference data
2(4Z,15Z)-bilirubin IXalpha+dioxygen2biliverdin IXalpha+2water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:20980CC BY 4.0Reference data
(4Z,15Z)-bilirubin IXalpha+oxidized coenzyme F420-(gamma-L-Glu)(n)+hydronbiliverdin IXalpha+reduced coenzyme F420-(gamma-L-Glu)(n)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:56092CC BY 4.0Reference data
(4Z,15Z)-bilirubin IXalpha+UDP-alpha-D-glucuronate(4Z,15Z)-bilirubin IXalpha C12-beta-D-glucuronoside+UDP
Catalysed by UGT1A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:75099CC BY 4.0Reference data
CHEBI:228218+4A(4Z,15Z)-bilirubin IXalpha+4AH2
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:79055CC BY 4.0Reference data
(4Z,15Z)-bilirubin IXalpha+UDP-alpha-D-glucuronate(4Z,15Z)-bilirubin IXalpha C8-beta-D-glucuronoside+UDP
Catalysed by UGT1A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:79067CC BY 4.0Reference data
(4Z,15Z)-bilirubin IXalpha C8-beta-D-glucuronoside+water(4Z,15Z)-bilirubin IXalpha+D-glucuronate+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:79247CC BY 4.0Reference data
(4Z,15Z)-bilirubin IXalpha C12-beta-D-glucuronoside+water(4Z,15Z)-bilirubin IXalpha+D-glucuronate+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:79251CC BY 4.0Reference data
Other names
2 names
Resolves to: (4Z,15Z)-bilirubin IXalpha
- Also called
- 2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoatebilirubin dianion