Imidazole-4-acetate (BioCAD00000012367)

blood cerebrospinal fluid (csf) feces urine placenta

Metabolite Card

Formula: C5H6N2O2 (126.0429)
SMILES: OC(=O)CC1=CN=CN1

Synonyms [en]

imidazoleacetic acid; Imidazole-4-acetate; 4-Imidazoleacetate; imidazol-4-ylacetic acid; imidazole-4-acetic acid; 4(5)-Imidazoleacetate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Imidazole-4-acetate. 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: BioCAD00000012367). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Imidazol-4-ylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-4-yl group. It has a role as a mouse metabolite. It is a monocarboxylic acid and a member of imidazoles. It derives from an acetic acid. It is a conjugate acid of an imidazol-4-ylacetate. It is a tautomer of an imidazol-5-ylacetic acid and a 2H-imidazol-4-ylacetic acid. Imidazoleacetic acid, also known as 4(5)-imidazoleacetate or IAA, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Imidazoleacetic acid exists in all living organisms, ranging from bacteria to humans. imidazoleacetic acid can be biosynthesized from imidazole-4-acetaldehyde through its interaction with the enzyme aldehyde dehydrogenase, mitochondrial. In humans, imidazoleacetic acid is involved in histidine metabolism. Outside of the human body, Imidazoleacetic acid has been detected, but not quantified in several different foods, such as chinese cinnamons, jostaberries, vanilla, butternut squash, and red rices. Imidazoleacetic acid is a potentially toxic compound. Imidazoleacetic acid is a metabolite product of Histamine metabolism.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 3251-69-2
  • CAS Registry Number: 645-65-8
  • PubChem: 96215
  • ChEBI: ChEBI:16974
  • ChEBI: ChEBI:70804
  • HMDB: HMDB0002024
  • HMDB: HMDB02024
  • KEGG: C02835
  • BioCyc: 4-IMIDAZOLEACETATE
  • NCBI MeSH: imidazoleacetic acid
  • RefMet: RM0009104
  • MoNA: BAF_UVA_POS000354
  • MoNA: BAF_UVA_POS000355
  • MoNA: BAF_UVA_POS001553
  • MoNA: BAF_UVA_POS001554
  • MoNA: CCMSLIB00000578275
  • MoNA: CCMSLIB00005464081
  • MoNA: CCMSLIB00005720471
  • MoNA: EMBL-MCF_spec129382
  • MoNA: EMBL-MCF_spec129383
  • MoNA: EMBL-MCF_spec129421
  • MoNA: EMBL-MCF_spec61043
  • MoNA: HMDB0002024_c_ms_1241
  • MoNA: HMDB0002024_c_ms_1319
  • MoNA: HMDB0002024_ms_ms_1950
  • MoNA: HMDB0002024_ms_ms_1951
  • MoNA: HMDB0002024_ms_ms_1952
  • MoNA: KO003182
  • MoNA: KO003183
  • MoNA: KO003184
  • MoNA: KO003185
  • MoNA: KO003186
  • MoNA: MoNA002082
  • MoNA: MoNA002083
  • MoNA: MoNA002085
  • MoNA: MoNA016726
  • MoNA: MoNA017910
  • MoNA: MoNA017911
  • MoNA: MoNA024027
  • MoNA: MoNA032240
  • MoNA: MoNA032241
  • MoNA: MoNA032243
  • MoNA: MoNA034217
  • MoNA: MoNA034218
  • MoNA: MoNA034219
  • MoNA: MoNA036148
  • MoNA: MoNA036150
  • MoNA: MoNA036151
  • MoNA: MoNA037219
  • MoNA: MoNA037934
  • MoNA: MoNA038597
  • MoNA: MoNA_0006942
  • MoNA: MoNA_0006943
  • MoNA: MoNA_0006944
  • MoNA: MoNA_0006945
  • MoNA: MoNA_0006946
  • MoNA: MoNA_0006947
  • MoNA: MoNA_0008663
  • MoNA: MoNA_0008664
  • MoNA: MoNA_0008665
  • MoNA: MoNA_0008666
  • MoNA: MoNA_0008667
  • MoNA: MoNA_0008668
  • MoNA: MoNA_0008931
  • MoNA: MoNA_0009336
  • MoNA: MoNA_0009337
  • MoNA: MoNA_0009338
  • Metlin: METLIN_6445
  • Coconut NaturalProduct: CNP0253943.0
  • Coconut NaturalProduct: CNP0530503.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04065 1.2.1.3 imidazole acetaldehyde:NAD+ oxidoreductase
KEGG:R04066 1.14.13.5 imidazole-4-acetate,NADH:oxygen oxidoreductase (5-hydroxylating)
KEGG:R04068 6.3.4.8 imidazole-4-acetate:5-phosphoribosyl-diphosphate ligase (ADP- and pyrophosphate- forming)
BioCyc:6.3.4.8-RXN 6.3.4.8 PRPP + 4-IMIDAZOLEACETATE + ATP + WATER --> Pi + PPI + 1-5-PHOSPHORIBOSYLIMIDAZOLE-4-ACETATE + ADP + PROTON
BioCyc:IMIDAZOLEACETATE-4-MONOOXYGENASE-RXN 1.14.13.5 4-IMIDAZOLEACETATE + NADH + OXYGEN-MOLECULE --> 5-HYDROXY-4-IMIDAZOLEACETATE + NAD + WATER
BioCyc:RXN-10089 1.2.1.3 imidazole acetaldehyde reductase
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