RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet IDRM0135935
RefMet nameUrocanic acid
Systematic name(2E)-3-(1H-imidazol-4-yl)prop-2-enoic acid
SynonymsPubChem Synonyms
Exact mass138.042928 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC6H6N2O2View other entries in RefMet with this formula
Molecular descriptors
Molfile37193 (Download molfile/View MW Metabolite Database details)
InChIInChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+
InChIKeyLOIYMIARKYCTBW-OWOJBTEDSA-NView other enantiomers/diastereomers of this metabolite in RefMet
SMILESC(=C\C(=O)O)/c1c[nH]cn1
Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super ClassAlkaloids
Main ClassHistidine alkaloids
Sub ClassImidazole alkaloids
Distribution of Urocanic acid in NMDR studies
SpeciesPlot Species distribution
Sample sourcePlot Sample source(tissue) distribution
StudiesNMDR Studies reporting Urocanic acid
External Links
Pubchem CID736715
ChEBI ID30817
KEGG IDC00785
HMDB IDHMDB0000301
Chemspider ID643824
MetaCyc IDUROCANATE
EPA CompToxDTXCID10809662
NPAtlas DBNP010452
Spectral data for Urocanic acid standards
BMRB ID(NMR)View NMR spectra
NP-MRD ID(NMR)View NMR spectra
MassBank(EU)View MS spectra
Structural annotation level
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Urocanic acid

Rxn IDKEGG ReactionEnzyme
R01168 L-Histidine <=> Urocanate + AmmoniaL-histidine ammonia-lyase (urocanate-forming)
R02914 4-Imidazolone-5-propanoate <=> Urocanate + H2O4,5-Dihydro-4-oxo-5-imidazolepropanoate hydro-lyase

Table of KEGG human pathways containing Urocanic acid

Pathway IDHuman Pathway# of reactions
hsa00340 Histidine metabolism 2
  logo