5-Hydroxyisourate (BioCAD00000004844)

plant natural products

Metabolite Card

Formula: C5H4N4O4 (184.0233)
SMILES: O[C@@]12NC(=O)NC1=NC(=O)NC2=O

Synonyms [en]

5-Hydroxyisourate; 5-Hydroxyisouric acid; UNII-DU6PJ7L9BX; 5-hydroxy-3,7-dihydropurine-2,6,8-trione; 5H-PURINE-2,5,6,8-TETROL; 5-hydroxy-5,7-dihydro-1H-purine-2,6,8(9H)-trione

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Hydroxyisourate. 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: BioCAD00000004844). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Hydroxyisourate (CAS: 6960-30-1) belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. 5-Hydroxyisourate is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Hydroxyisourate exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 5-hydroxyisourate has been detected, but not quantified in, several different foods, such as soybeans, common thymes, poppies, blackcurrants, black elderberries, and rapes. This could make 5-hydroxyisourate a potential biomarker for the consumption of these foods. 5-Hydroxyisourate is the product of the oxidation of uric acid by urate oxidase.

Cytoplasm Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 151359-24-9
  • CAS Registry Number: 6960-30-1
  • PubChem: 101957720
  • PubChem: 250388
  • ChEBI: ChEBI:18072
  • HMDB: HMDB0030097
  • KEGG: C11821
  • NCBI MeSH: 5-hydroxyisourate
  • Wikipedia: 5-Hydroxyisourate
  • RefMet: RM0136627
  • Metlin: METLIN_63393
  • Coconut NaturalProduct: CNP0085562.0
  • Coconut NaturalProduct: CNP0502929.0
  • Coconut NaturalProduct: CNP0547515.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02106 1.7.3.3 urate:oxygen oxidoreductase
KEGG:R06063 C11821 + C00080 + C00001<=>C02348 + C00011
KEGG:R06064 C11821 + C00080 + C00001<=>C02350 + C00011
KEGG:R06601 3.5.2.17 5-hydroxyisourate amidohydrolase
KEGG:R09514 1.14.13.113 urate,NADH:oxygen oxidoreductase (5-hydroxyisourate forming)
Rhea:RHEA:21369 1.7.3.3 urate + O2 + H2O => 5-hydroxyisourate + H2O2
Rhea:RHEA:21370 1.7.3.3 5-hydroxyisourate + H2O2 => urate + O2 + H2O
Rhea:RHEA:21371 1.7.3.3 urate + O2 + H2O <=> 5-hydroxyisourate + H2O2
Rhea:RHEA:23737 3.5.2.17 5-hydroxyisourate + H2O => 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + H+
Rhea:RHEA:23738 3.5.2.17 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + H+ => 5-hydroxyisourate + H2O
Rhea:RHEA:23739 3.5.2.17 5-hydroxyisourate + H2O <=> 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + H+
Rhea:RHEA:27330 1.14.13.113 urate + NADH + O2 + H+ => 5-hydroxyisourate + NAD+ + H2O
Rhea:RHEA:27331 1.14.13.113 5-hydroxyisourate + NAD+ + H2O => urate + NADH + O2 + H+
Rhea:RHEA:27332 1.14.13.113 urate + NADH + O2 + H+ <=> 5-hydroxyisourate + NAD+ + H2O
Rhea:RHEA:51533 urate + NADPH + O2 + H+ => 5-hydroxyisourate + NADP+ + H2O
Rhea:RHEA:51534 5-hydroxyisourate + NADP+ + H2O => urate + NADPH + O2 + H+
Rhea:RHEA:51535 urate + NADPH + O2 + H+ <=> 5-hydroxyisourate + NADP+ + H2O
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Organism Source

Taxonomy Source

  1. Citrullus lanatus [ncbi taxid: 3654]
  2. Homo sapiens [ncbi taxid: 9606]
  3. Mus musculus [ncbi taxid: 10090]
  4. Glycine max [ncbi taxid: 3847]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5691 urate conversion to allantoin I
BioCyc:META_PWY-7394 urate conversion to allantoin II
BioCyc:AURANTIMONAS_PWY-5691 urate conversion to allantoin I
BioCyc:BSUB_URSIN-PWY ureide biosynthesis
BioCyc:META_P165-PWY superpathway of purines degradation in plants
BioCyc:META_URSIN-PWY ureide biosynthesis
BioCyc:META_PWY-7849 urate conversion to allantoin III
BioCyc:BSUB_PWY-5691 urate conversion to allantoin I
PlantCyc:SPENNELLII_PWY-5691 urate conversion to allantoin I
PlantCyc:SUNFLOWER_PWY-5691 urate conversion to allantoin I
PlantCyc:SWITCHGRASS_PWY-5691 urate conversion to allantoin I
PlantCyc:WHEATA_PWY-5691 urate conversion to allantoin I
PlantCyc:BARLEY_PWY-5691 urate conversion to allantoin I
PlantCyc:WHEATD_PWY-5691 urate conversion to allantoin I
PlantCyc:BSTRICTA_PWY-5691 urate conversion to allantoin I
PlantCyc:CACUMINATA_PWY-5691 urate conversion to allantoin I
PlantCyc:CARNATION_PWY-5691 urate conversion to allantoin I
PlantCyc:RUBBERTREE_PWY-5691 urate conversion to allantoin I
PlantCyc:CGRANDIFLORA_PWY-5691 urate conversion to allantoin I
PlantCyc:CHINESECABBAGE_PWY-5691 urate conversion to allantoin I
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