Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-05-29 19:30:20 UTC
HMDB IDHMDB01080
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Aminobutyraldehyde
Description4-Aminobutyraldehyde is a metabolite of putrescine. It is a substrate of human liver aldehyde dehydrogenase (EC 1.2.1.3) cytoplasmic (E1) and mitochondrial (E2) isozymes (PMID 3324802 ).
Structure
Thumb
Synonyms
  1. 4-Amino-butanal
  2. 4-Amino-butyraldehyde
  3. 4-Aminobutanal
  4. 4-Aminobutyraldehyde
  5. gamma-Aminobutyraldehyde
Chemical FormulaC4H9NO
Average Molecular Weight87.1204
Monoisotopic Molecular Weight87.068413915
IUPAC Name4-aminobutanal
Traditional IUPAC Name4-aminobutanal
CAS Registry Number4390-05-0
SMILES
NCCCC=O
InChI Identifier
InChI=1S/C4H9NO/c5-3-1-2-4-6/h4H,1-3,5H2
InChI KeyDZQLQEYLEYWJIB-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlkylamines
Sub ClassN/A
Other Descriptors
  • Aldehydes
  • aminobutanal(ChEBI)
Substituents
  • N/A
Direct ParentAlkylamines
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility259 g/LALOGPS
logP-0.73ALOGPS
logP-0.78ChemAxon
logS0.47ALOGPS
pKa (strongest acidic)14.83ChemAxon
pKa (strongest basic)9.79ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area43.09ChemAxon
rotatable bond count3ChemAxon
refractivity24.53ChemAxon
polarizability9.72ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid LocationsNot Available
Tissue Location
  • Liver
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022412
KNApSAcK IDNot Available
Chemspider ID115
KEGG Compound IDC00555
BioCyc ID4-AMINO-BUTYRALDEHYDE
BiGG ID35337
Wikipedia LinkNot Available
NuGOwiki LinkHMDB01080
Metagene LinkHMDB01080
METLIN ID3225
PubChem Compound118
PDB IDNot Available
ChEBI ID17769
References
Synthesis ReferenceAsakura, Tadashi; Takada, Koji; Ikeda, Yoshitaka; Matsuda, Makoto. Preparation of 4-aminobutyraldehyde and its properties on ion exchange chromatography. Jikeikai Medical Journal (1988), 35(1), 23-31.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kikonyogo A, Pietruszko R: Aldehyde dehydrogenase from adult human brain that dehydrogenates gamma-aminobutyraldehyde: purification, characterization, cloning and distribution. Biochem J. 1996 May 15;316 ( Pt 1):317-24. Pubmed: 8645224
  2. Kurys G, Shah PC, Kikonygo A, Reed D, Ambroziak W, Pietruszko R: Human aldehyde dehydrogenase. cDNA cloning and primary structure of the enzyme that catalyzes dehydrogenation of 4-aminobutyraldehyde. Eur J Biochem. 1993 Dec 1;218(2):311-20. Pubmed: 8269919
  3. McPherson JD, Wasmuth JJ, Kurys G, Pietruszko R: Human aldehyde dehydrogenase: chromosomal assignment of the gene for the isozyme that metabolizes gamma-aminobutyraldehyde. Hum Genet. 1994 Feb;93(2):211-2. Pubmed: 8112751
  4. Ambroziak W, Kurys G, Pietruszko R: Aldehyde dehydrogenase (EC 1.2.1.3): comparison of subcellular localization of the third isozyme that dehydrogenates gamma-aminobutyraldehyde in rat, guinea pig and human liver. Comp Biochem Physiol B. 1991;100(2):321-7. Pubmed: 1799975
  5. Ambroziak W, Pietruszko R: Human aldehyde dehydrogenase: metabolism of putrescine and histamine. Alcohol Clin Exp Res. 1987 Dec;11(6):528-32. Pubmed: 3324802

Enzymes

Gene Name:
ALDH9A1
Uniprot ID:
P49189
Reactions
4-Aminobutyraldehyde + NAD + Water unknown Gamma-Aminobutyric acid + NADHdetails
4-Aminobutyraldehyde + NADP + Water unknown Gamma-Aminobutyric acid + NADPH + Hydrogen Iondetails
4-Aminobutyraldehyde + NAD + Water unknown Gamma-Aminobutyric acid + NADH + Hydrogen Iondetails
Gene Name:
ALDH7A1
Uniprot ID:
P49419
Reactions
4-Aminobutyraldehyde + NADP + Water unknown Gamma-Aminobutyric acid + NADPH + Hydrogen Iondetails
4-Aminobutyraldehyde + NAD + Water unknown Gamma-Aminobutyric acid + NADH + Hydrogen Iondetails
Gene Name:
ALDH2
Uniprot ID:
P05091
Reactions
4-Aminobutyraldehyde + NADP + Water unknown Gamma-Aminobutyric acid + NADPH + Hydrogen Iondetails
4-Aminobutyraldehyde + NAD + Water unknown Gamma-Aminobutyric acid + NADH + Hydrogen Iondetails
Gene Name:
ALDH3A2
Uniprot ID:
P51648
Reactions
4-Aminobutyraldehyde + NADP + Water unknown Gamma-Aminobutyric acid + NADPH + Hydrogen Iondetails
4-Aminobutyraldehyde + NAD + Water unknown Gamma-Aminobutyric acid + NADH + Hydrogen Iondetails
Gene Name:
ALDH1B1
Uniprot ID:
P30837
Reactions
4-Aminobutyraldehyde + NADP + Water unknown Gamma-Aminobutyric acid + NADPH + Hydrogen Iondetails
4-Aminobutyraldehyde + NAD + Water unknown Gamma-Aminobutyric acid + NADH + Hydrogen Iondetails
Gene Name:
ABP1
Uniprot ID:
P19801
Reactions
Putrescine + Oxygen + Water unknown 4-Aminobutyraldehyde + Ammonia + Hydrogen peroxidedetails