4-Maleylacetoacetate (BioCAD00000004432)

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Metabolite Card

Formula: C8H8O6 (200.0321)
SMILES: OC(=O)CC(=O)CC(=O)\C=C/C(O)=O

Synonyms [en]

4-Maleylacetoacetate; (2Z)-4,6-Dioxooct-2-enedioic acid; 4-Maleylacetoacetic acid; Maleylacetoacetic acid; 4,6-dioxo-2Z-octenedioic acid; (2Z)-4,6-Dioxo-2-octenedioic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4-Maleylacetoacetate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004432). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Maleylacetoacetic acid, also known as 4-maleylacetoacetate, is an intermediate in the metabolism of tyrosine. Homogentisate 1,2-dioxygenase (HGD) is the enzyme which catalyzes the conversion of homogentisate into 4-maleylacetoacetate. HGD is involved in the catabolism of aromatic rings, more specifically in the breakdown of the amino acids tyrosine and phenylalanine.

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 5698-52-2
  • PubChem: 5280393
  • ChEBI: ChEBI:17105
  • ChEBI: ChEBI:47904
  • HMDB: HMDB0001268
  • HMDB: HMDB0002052
  • LipidMaps: LMFA01170114
  • KEGG: C01036
  • Wikipedia: 4-Maleylacetoacetic_acid
  • RefMet: RM0153117
  • Metlin: METLIN_45932

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02519 1.13.11.5 homogentisate:oxygen 1,2-oxidoreductase (decyclizing)
KEGG:R03181 5.2.1.2 4-maleylacetoacetate cis-trans-isomerase
Rhea:RHEA:14818 5.2.1.2 4-maleylacetoacetate => 4-fumarylacetoacetate
Rhea:RHEA:14819 5.2.1.2 4-fumarylacetoacetate => 4-maleylacetoacetate
Rhea:RHEA:14820 5.2.1.2 4-maleylacetoacetate <=> 4-fumarylacetoacetate
Rhea:RHEA:15450 1.13.11.5 homogentisate + O2 => 4-maleylacetoacetate + H+
Rhea:RHEA:15451 1.13.11.5 4-maleylacetoacetate + H+ => homogentisate + O2
Rhea:RHEA:15452 1.13.11.5 homogentisate + O2 <=> 4-maleylacetoacetate + H+
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP3604 Biochemical pathways: part I
PathBank:SMP0120674 Alkaptonuria
PathBank:SMP0120782 Dopamine beta-Hydroxylase Deficiency
PathBank:SMP0120540 Phenylketonuria
PathBank:SMP0000369 Tyrosinemia Type 2 (or Richner-Hanhart Syndrome)
PathBank:SMP0000190 Hawkinsinuria
PathBank:SMP0002457 Tyrosine Metabolism
PathBank:SMP0087450 Tyrosine Metabolism
PathBank:SMP0120729 Tyrosinemia Type I
PathBank:SMP0120733 Tyrosinemia Type 2 (or Richner-Hanhart Syndrome)
PathBank:SMP0120817 Monoamine Oxidase-A Deficiency (MAO-A)
PathBank:SMP0120491 Hawkinsinuria
PathBank:SMP0120511 Tyrosinemia Type 3 (TYRO3)
PathBank:SMP0000206 Phenylketonuria
PathBank:SMP0000169 Alkaptonuria
PathBank:SMP0000429 Disulfiram Action Pathway
PathBank:SMP0087313 Phenylalanine and Tyrosine Metabolism
PathBank:SMP0063684 Tyrosine Metabolism
PathBank:SMP0120760 Phenylketonuria
PathBank:SMP0120453 Alkaptonuria
View All Pathways