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Human Metabolome Database Version 2.5

 

Showing metabocard for 4-Imidazolone-5-propionic acid (HMDB01014)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:58:26
Accession Number HMDB01014
Secondary Accession Numbers Not Available
Common Name 4-Imidazolone-5-propionic acid
Description 4-Imidazolone-5-propanoate is a metabolite of histidine metabolism. It is produced from urocanic acid by the enzyme urocanate hydratase [EC:4.2.1.49]. 4-Imidazolone-5-propionic acid can spontaneously decay to 4-oxoglutaramate or formylisoglutamine. It is also converted to N-forminimo-L-glutamate by the enzyme imidazolonepropionase [EC:3.5.2.7].
Synonyms
  1. 4,5-dihydro-4-oxo-5-imidazolepropanoate
  2. 4,5-dihydro-5-oxo-1h-imidazole-4-propanoate
  3. 4,5-dihydro-5-oxo-1h-imidazole-4-propanoic acid
  4. 4-imidazolone-5-propanoate
  5. 4-imidazolone-5-propionate
  6. 4-imidazolone-5-propionic acid
  7. imidazol-4-one-5-propionate
  8. imidazol-4-one-5-propionic acid
  9. imidazolone propionate
  10. imidazolone propionic acid
  11. imidazolonepropanoate
  12. (S)-3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate
  13. (S)-3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoic acid
  14. 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoic acid
  15. 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoate
  16. 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoic acid
  17. 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate
  18. 4,5-dihydro-4-oxo-5-imidazolepropanoic acid
  19. 4-imidazolone-5-propanoic acid
  20. imidazolonepropanoic acid
Chemical IUPAC Name 3-(5-oxo-1,4-dihydroimidazol-4-yl)propanoic acid
Chemical Formula C6H8N2O3
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Amino acids and Amino Acid conjugates
Class
  • Amino Acids
Sub Class
  • NA
Family
  • Mammalian Metabolite
Species
  • carboxylic acid
  • secondary carboxylic acid amide
  • lactam
  • heterocyclic compound
Biofunction
  • Protein synthesis, amino acid biosynthesis
Application
—
Source
  • Endogenous
Average Molecular Weight 156.139
Monoisotopic Molecular Weight 156.053497
Isomeric SMILES OC(=O)CCC1N=CNC1=O
Canonical SMILES OC(=O)CCC1N=CNC1=O
KEGG Compound ID C03680 Link Image
BioCyc ID 4-IMIDAZOLONE-5-PROPIONATE Link Image
BiGG ID 42318 Link Image
Wikipedia Link 4-imidazolone-5-propionic acid Link Image
NuGOwiki Link HMDB01014 Link Image
Metagene Link HMDB01014 Link Image
METLIN ID 319 Link Image
PubChem Compound 128 Link Image
PubChem Substance 4340050 Link Image
ChEBI ID 27384 Link Image
CAS Registry Number 17340-16-8
InChI Identifier InChI=1/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11)
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 10.4 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity -1.13 [Predicted by ALOGPS]; -1.2 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
Show Peaklist
Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm (Predicted from LogP)
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Associated Disorders Not Available
OMIM ID Not Available
Pathways
Name SMPDB Link KEGG Link
Histidine Metabolism SMP00044 Link Image map00340 Link Image
General References
  1. Niederwieser A, Matasovic A, Steinmann B, Baerlocher K, Kempken B: Hydantoin-5-propionic aciduria in folic acid nondependent formiminoglutamic aciduria observed in two siblings. Pediatr Res. 1976 Apr;10(4):215-9. [PubMed Link Image]
  2. Wikipedia Link Image
Metabolic Enzymes
  1. Probable urocanate hydratase
  2. cDNA FLJ78072, highly similar to Homo sapiens amidohydrolase domain containing 1, mRNA (Amidohydrolase domain containing 1, isoform CRA_a)
Enzyme 1 [top]
Enzyme 1 ID 6202
Enzyme 1 Name Probable urocanate hydratase
Enzyme 1 Synonyms
  1. Urocanase
  2. Imidazolonepropionate hydrolase
Enzyme 1 Gene Name UROC1
Enzyme 1 Protein Sequence >Probable urocanate hydratase 
MSSLQALCSGLPLRPLPENRGRQAGVPHAPVRTPSLSPVEKQLALRNALRYFPPDVQELL
APEFAQELQLYGHIYMYRFCPDIEMRAYPIEQYPCQTKVAAAIMHMIMNNLDPAVAQFPQ
ELVTYGGNGQVFSNWAQFWLTMFYLSKMTEEQTLVMYSGHPLGLFPSSRSAPRLVITNGM
VIPNYSSRTEYEKLFALGVTMYGQMTAGSYCYIGPQGIVHGTVLTVLNAARRYLGIEDLA
GKVFVTSGLGGMSGAQAKAAVIVGCIGVIAEVDKAALEKRHRQGWLMEVTDSLDRCIQRL
REARKKKEVLSLGYHGNVVALWERLVHELDTTGECLVDLGSDQTSCHNPFNGGYYPVQLS
FTEAQSLMASNPAVFKDLVQESLRRQVSAINRLAEEKFFFWDYGNAFLLEAQRAGADVEK
KGAGRTEFRYPSYVQHIMGDIFSQGFGPFRWVCTSGDPQDLAVTDELATSVLEEAIADGV
KVSVKLQYMDNIRWIREAARHRLVVGSQARILYSDQKGRVAIAVAINQAIACRRIKAPVV
LSRDHHDVSGTDSPFRETSNIYDGSAFCADMAVQNFVGDACRGATWVALHNGGGVGWGEV
INGGFGLVLDGTPEAEGRARLMLSWDVSNGVARRCWSGNQKAYEIICQTMQENSTLVVTL
PHKVEDERVLQQALQL
Enzyme 1 Number of Residues 676
Enzyme 1 Molecular Weight 74831
Enzyme 1 Theoretical pI 6.78
Enzyme 1 GO Classification
Function
  • carbon-oxygen lyase activity
  • catalytic activity
  • hydro-lyase activity
  • lyase activity
  • urocanate hydratase activity
Process
  • amino acid and derivative metabolism
  • amino acid metabolism
  • cellular metabolism
  • histidine catabolism
  • histidine family amino acid metabolism
  • histidine metabolism
  • metabolism
  • physiological process
Component
—
Enzyme 1 General Function Amino acid transport and metabolism
Enzyme 1 Specific Function 3-(5-oxo-4,5-dihydro-3H-imidazol-4- yl)propanoate = urocanate + H(2)O
Enzyme 1 Pathways
Enzyme 1 Reactions
  • 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate = urocanate + H2O
Enzyme 1 Pfam Domain Function
Enzyme 1 Signals
  • None
Enzyme 1 Transmembrane Regions
  • None
Enzyme 1 Essentiality Not Available
Enzyme 1 GenBank ID Protein 16550697 Link Image
Enzyme 1 UniProtKB/Swiss-Prot ID Q96N76 Link Image
Enzyme 1 UniProtKB/Swiss-Prot Entry Name HUTU_HUMAN Link Image
Enzyme 1 PDB ID Not Available
Enzyme 1 Cellular Location Not Available
Enzyme 1 Gene Sequence >2031 bp 
ATGTCTAGCCTCCAGGCGCTGTGCTCTGGCCTGCCCCTGCGGCCCCTCCCAGAGAACCGG
GGACGCCAGGCTGGGGTGCCCCATGCCCCTGTCAGGACCCCCAGCCTCAGCCCTGTGGAG
AAACAGCTGGCGCTGAGGAACGCCCTGCGCTACTTCCCCCCGGATGTCCAGGAGCTGCTG
GCCCCAGAGTTTGCCCAGGAGCTGCAACTGTACGGACACATCTACATGTACCGGTTTTGC
CCCGACATTGAAATGAGGGCCTACCCGATTGAGCAGTACCCCTGCCAGACGAAAGTGGCT
GCCGCCATCATGCACATGATTATGAACAACCTGGATCCTGCCGTGGCCCAGTTTCCCCAG
GAGCTGGTGACCTATGGAGGAAATGGGCAGGTGTTCAGCAACTGGGCTCAGTTCTGGCTG
ACCATGTTCTACTTGTCGAAGATGACAGAGGAGCAGACTTTGGTCATGTACAGTGGGCAC
CCACTTGGCCTCTTTCCCAGCAGCCGCAGTGCCCCACGGCTCGTCATCACCAATGGGATG
GTCATTCCCAACTACTCCTCCCGGACGGAGTATGAGAAGCTCTTTGCCTTGGGGGTTACA
ATGTACGGCCAGATGACAGCAGGTAGCTACTGCTACATCGGTCCCCAGGGAATCGTTCAT
GGCACTGTGCTCACCGTGTTGAATGCTGCACGTCGGTACCTGGGCATCGAGGACTTGGCT
GGGAAGGTCTTTGTCACCTCTGGGCTCGGCGGAATGAGTGGGGCTCAGGCCAAGGCCGCA
GTCATCGTGGGGTGCATCGGTGTGATAGCAGAGGTGGATAAAGCAGCCCTTGAGAAACGC
CACAGGCAGGGCTGGCTGATGGAAGTGACTGACAGCTTGGACCGCTGCATCCAGAGGCTC
AGGGAAGCAAGGAAAAAAAAGGAGGTGCTCAGCCTTGGTTACCATGGCAACGTGGTGGCT
CTTTGGGAGCGCCTGGTCCACGAATTGGACACGACGGGGGAGTGCTTGGTGGACCTGGGG
TCAGATCAGACATCCTGCCACAACCCGTTCAATGGCGGCTACTACCCTGTGCAGCTCAGC
TTCACGGAGGCCCAGAGCCTCATGGCCTCCAACCCTGCTGTGTTCAAGGACCTGGTCCAG
GAAAGCCTGAGGAGGCAAGTCTCAGCCATCAACAGGTTGGCCGAGGAGAAGTTCTTCTTC
TGGGACTACGGCAATGCCTTCCTCTTGGAGGCCCAGAGAGCAGGAGCGGATGTGGAGAAG
AAAGGTGCTGGCAGGACAGAGTTCCGCTACCCTTCCTATGTGCAGCACATCATGGGGGAC
ATATTCTCCCAGGGATTTGGGCCTTTCCGCTGGGTGTGCACATCGGGGGACCCCCAGGAC
CTGGCGGTCACAGACGAACTGGCCACATCTGTGCTGGAGGAAGCCATTGCTGATGGAGTG
AAGGTGTCTGTGAAGCTGCAGTACATGGACAACATCCGCTGGATCCGGGAGGCCGCCAGG
CACCGGCTGGTGGTGGGCTCCCAGGCAAGGATCTTGTACTCAGACCAGAAGGGCCGCGTG
GCCATCGCTGTGGCCATTAACCAGGCCATCGCCTGCAGGAGGATCAAGGCGCCGGTGGTC
CTGAGCCGAGATCACCATGACGTGAGCGGCACCGACAGCCCCTTTAGGGAGACCTCCAAC
ATTTACGACGGCTCTGCCTTCTGTGCAGACATGGCTGTGCAGAACTTCGTGGGAGATGCC
TGTCGCGGAGCCACCTGGGTCGCCCTTCACAACGGAGGGGGCGTGGGCTGGGGTGAGGTG
ATCAACGGGGGATTCGGCCTCGTGCTGGACGGTACCCCGGAGGCCGAGGGGAGAGCCAGG
CTGATGCTCAGCTGGGATGTCTCCAATGGTGTGGCCCGGCGCTGCTGGTCAGGGAACCAG
AAGGCCTATGAGATCATCTGCCAGACCATGCAGGAGAACAGCACCTTGGTGGTGACACTG
CCTCACAAGGTGGAGGACGAGCGGGTGCTCCAGCAGGCCCTGCAGCTCTGA
Enzyme 1 GenBank Gene ID AK055862 Link Image
Enzyme 1 GeneCard ID UROC1 Link Image
Enzyme 1 GenAtlas ID UROC1 Link Image
Enzyme 1 HGNC ID HGNC:26444 Link Image
Enzyme 1 Chromosome Location 3
Enzyme 1 Locus 3q21.2-q21.3
Enzyme 1 SNPs SNPJam Report Link Image
Enzyme 1 General References Not Available
Enzyme 1 Metabolite References Not Available
Enzyme 2 [top]
Enzyme 2 ID 15840
Enzyme 2 Name cDNA FLJ78072, highly similar to Homo sapiens amidohydrolase domain containing 1, mRNA (Amidohydrolase domain containing 1, isoform CRA_a)
Enzyme 2 Synonyms Not Available
Enzyme 2 Gene Name AMDHD1
Enzyme 2 Protein Sequence >cDNA FLJ78072, highly similar to Homo sapiens amidohydrolase domain containing 1, mRNA (Amidohydrolase domain containing 1, isoform CRA_a) 
MAGGHSLLLENAQQVVLVCARGERFLARDALRSLAVLEGASLVVGKDGFIKAIGPADVIQ
RQFSGETFEEIIDCSGKCILPGLVDAHTHPVWAGERVHEFAMKLAGATYMEIHQAGGGIH
FTVERTRQATEEELFRSLQQRLQCMMRAGTTLVECKSGYGLDLETELKMLRVIERARREL
DIGISATYCGAHSVPKGKTATEAADDIINNHLPKLKELGRNGEIHVDNIDVFCEKGVFDL
DSTRRILQRGKDIGLQINFHGDELHPMKAAELGAELGAQAISHLEEVSDEGIVAMATARC
SAILLPTTAYMLRLKQPRARKMLDEGVIVALGSDFNPNAYCFSMPMVMHLACVNMRMSMP
EALAAATINAAYALGKSHTHGSLEVGKQGDLIIINSSRWEHLIYQFGGHHELIEYVIAKG
KLIYKT
Enzyme 2 Number of Residues 426
Enzyme 2 Molecular Weight 46714
Enzyme 2 Theoretical pI 6.60
Enzyme 2 GO Classification Not Available
Enzyme 2 General Function Secondary metabolites biosynthesis, transport and catabolism
Enzyme 2 Specific Function Not Available
Enzyme 2 Pathways Not Available
Enzyme 2 Reactions Not Available
Enzyme 2 Pfam Domain Function Not Available
Enzyme 2 Signals
  • None
Enzyme 2 Transmembrane Regions
  • None
Enzyme 2 Essentiality Not Available
Enzyme 2 GenBank ID Protein Not Available
Enzyme 2 UniProtKB/Swiss-Prot ID A8K463 Link Image
Enzyme 2 UniProtKB/Swiss-Prot Entry Name A8K463_HUMAN Link Image
Enzyme 2 PDB ID Not Available
Enzyme 2 Cellular Location Not Available
Enzyme 2 Gene Sequence Not Available
Enzyme 2 GenBank Gene ID AK290828 Link Image
Enzyme 2 GeneCard ID A8K463 Link Image
Enzyme 2 GenAtlas ID Not Available
Enzyme 2 HGNC ID Not Available
Enzyme 2 Chromosome Location 12
Enzyme 2 Locus 12q23.1
Enzyme 2 SNPs SNPJam Report Link Image
Enzyme 2 General References Not Available
Enzyme 2 Metabolite References Not Available