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Human Metabolome Database Version 2.5

 

Showing metabocard for 2-Aminomuconic acid semialdehyde (HMDB01280)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:58:41
Accession Number HMDB01280
Secondary Accession Numbers Not Available
Common Name 2-Aminomuconic acid semialdehyde
Description 2-aminomuconic semialdehyde is an intermediate in the oxidative metabolism of tryptophan in mammals, and takes place via the kynurenine pathway, which is also used for NAD biosynthesis in all eukaryotic organisms. 2-Aminomuconic semialdehyde is reported to be unstable and spontaneously converted to picolinic acid (regarded as metabolically inert and is excreted in the urine as a glycine conjugate), and enzymatically converted to 2-aminomuconic acid through the action of 2-aminomuconic semialdehyde dehydrogenase. (PMID: 10510494, 16267312, 14275129)
Synonyms
  1. 2-Aminomuconate 6-semialdehyde
  2. 2-aminomuconate semialdehyde
  3. 2-aminomuconic semialdehyde
Chemical IUPAC Name 2-amino-6-oxo-hexa-2,4-dienoic acid
Chemical Formula C6H7NO3
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
  • aldehyde
  • enamine
  • carboxylic acid
  • alkene
Biofunction
  • Component of Tryptophan metabolism
Application
—
Source
  • Endogenous
Average Molecular Weight 141.125
Monoisotopic Molecular Weight 141.042587
Isomeric SMILES NC(=CC=C/C=O)C(O)=O
Canonical SMILES NC(=CC=CC=O)C(O)=O
KEGG Compound ID C03824 Link Image
BioCyc ID 2-AMINOMUCONATE_SEMIALDEHYDE Link Image
BiGG ID 1445635 Link Image
Wikipedia Link Not Available
NuGOwiki Link HMDB01280 Link Image
Metagene Link HMDB01280 Link Image
METLIN ID 6133 Link Image
PubChem Compound 30 Link Image
PubChem Substance 1937 Link Image
ChEBI ID 15745 Link Image
CAS Registry Number 245128-91-0
InChI Identifier InChI=1/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 5.90 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity -0.14 [Predicted by ALOGPS]; -2.7 [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
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm
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
Tryptophan Metabolism SMP00063 Link Image map00380 Link Image
General References Not Available
Metabolic Enzymes
  1. 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase
Enzyme 1 [top]
Enzyme 1 ID 5493
Enzyme 1 Name 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase
Enzyme 1 Synonyms Not Available
Enzyme 1 Gene Name ACMSD
Enzyme 1 Protein Sequence >2-amino-3-carboxymuconate-6-semialdehyde decarboxylase 
MKIDIHSHILPKEWPDLKKRFGYGGWVQLQHHSKGEAKLLKDGKVFRVVRENCWDPEVRI
REMDQKGVTVQALSTVPVMFSYWAKPEDTLNLCQLLNNDLASTVVSYPRRFVGLGTLPMQ
APELAVKEMERCVKELGFPGVQIGTHVNEWDLNAQELFPVYAAAERLKCSLFVHPWDMQM
DGRMAKYWLPWLVGMPAETTIAICSMIMGGVFEKFPKLKVCFAHGGGAFPFTVGRISHGF
SMRPDLCAQDNPMNPKKYLGSFYTDALVHDPLSLKLLTDVIGKDKVILGTDYPFPLGELE
PGKLIESMEEFDEETKNKLKAGNALAFLGLERKQFE
Enzyme 1 Number of Residues 336
Enzyme 1 Molecular Weight 38036
Enzyme 1 Theoretical pI 6.99
Enzyme 1 GO Classification
Function
  • aminocarboxymuconate-semialdehyde decarboxylase activity
  • carbon-carbon lyase activity
  • carboxy-lyase activity
  • catalytic activity
  • lyase activity
Process
  • metabolism
  • physiological process
Component
—
Enzyme 1 General Function Not Available
Enzyme 1 Specific Function Converts alpha-amino-beta-carboxymuconate-epsilon- semialdehyde (ACMS) to alpha-aminomuconate semialdehyde (AMS). ACMS can be converted non-enzymatically to quinolate, a potent endogenous excitotoxin of neuronal cells which is implicated in the pathogenesis of various neurodegenerative disorders. In the presence of ACMSD, ACMS is converted to AMS, a benign catabolite
Enzyme 1 Pathways
Enzyme 1 Reactions
  • 2-amino-3-(3-oxoprop-2-enyl)-but-2-enedioate = 2-aminomuconate semialdehyde + CO2
Enzyme 1 Pfam Domain Function
Enzyme 1 Signals
  • None
Enzyme 1 Transmembrane Regions
  • 187-209
Enzyme 1 Essentiality Not Available
Enzyme 1 GenBank ID Protein 19911227 Link Image
Enzyme 1 UniProtKB/Swiss-Prot ID Q8TDX5 Link Image
Enzyme 1 UniProtKB/Swiss-Prot Entry Name ACMSD_HUMAN Link Image
Enzyme 1 PDB ID Not Available
Enzyme 1 Cellular Location Not Available
Enzyme 1 Gene Sequence >1011 bp 
ATGAAAATTGACATCCATAGTCATATTCTACCAAAAGAATGGCCAGATCTAAAAAAGAGG
TTTGGCTACGGAGGCTGGGTGCAGCTCCAACACCACAGCAAGGGAGAAGCAAAGTTGTTG
AAAGATGGGAAAGTCTTCAGAGTGGTGCGAGAGAATTGCTGGGATCCAGAAGTTCGTATT
AGAGAAATGGACCAAAAAGGAGTAACAGTGCAAGCCCTTTCCACAGTTCCTGTCATGTTT
AGCTACTGGGCCAAACCTGAGGACACTTTAAACCTGTGCCAGCTTTTAAACAACGACCTT
GCCAGCACCGTTGTGAGCTACCCCAGGAGGTTCGTGGGTCTGGGGACGTTGCCCATGCAG
GCCCCTGAGCTGGCGGTCAAGGAGATGGAGCGCTGTGTGAAAGAGCTGGGCTTTCCCGGG
GTCCAAATTGGCACCCACGTCAACGAGTGGGACCTGAACGCGCAGGAGCTCTTTCCTGTC
TATGCGGCAGCCGAAAGGCTGAAGTGTTCCCTGTTCGTGCATCCCTGGGACATGCAGATG
GATGGACGAATGGCCAAATACTGGCTCCCTTGGCTTGTAGGAATGCCAGCAGAGACCACC
ATAGCCATTTGCTCCATGATCATGGGTGGAGTATTTGAGAAGTTTCCCAAACTGAAAGTG
TGTTTCGCACATGGTGGTGGTGCCTTCCCCTTCACAGTGGGAAGAATCTCCCATGGATTC
AGCATGCGCCCAGATCTGTGTGCCCAGGACAACCCCATGAACCCGAAGAAATACCTTGGT
TCCTTTTACACAGATGCTTTGGTTCATGATCCTCTGTCCCTCAAGCTGTTAACAGATGTC
ATAGGAAAGGATAAAGTCATTTTGGGAACCGATTACCCCTTTCCACTAGGTGAGCTGGAA
CCTGGGAAACTAATAGAGTCCATGGAAGAATTTGATGAAGAAACAAAGAATAAACTCAAA
GCCGGCAATGCCCTGGCATTTTTGGGTCTTGAGAGAAAACAATTTGAATGA
Enzyme 1 GenBank Gene ID AB071418 Link Image
Enzyme 1 GeneCard ID ACMSD Link Image
Enzyme 1 GenAtlas ID ACMSD Link Image
Enzyme 1 HGNC ID HGNC:19288 Link Image
Enzyme 1 Chromosome Location Not Available
Enzyme 1 Locus Not Available
Enzyme 1 SNPs SNPJam Report Link Image
Enzyme 1 General References
  1. Fukuoka S, Ishiguro K, Yanagihara K, Tanabe A, Egashira Y, Sanada H, Shibata K: Identification and expression of a cDNA encoding human alpha-amino-beta-carboxymuconate-epsilon-semialdehyde decarboxylase (ACMSD). A key enzyme for the tryptophan-niacine pathway and "quinolinate hypothesis". J Biol Chem. 2002 Sep 20;277(38):35162-7. Epub 2002 Jul 24. [PubMed Link Image]
Enzyme 1 Metabolite References Not Available