Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-05-29 19:30:25 UTC
HMDB IDHMDB01106
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Aminopropionaldehyde
Description3-Aminopropanal is a reactive aldehyde that mediates progressive neuronal necrosis and glial apoptosis. (PMID 11943872 ). Increased activity of polyamine oxidase catabolizes polyamines (such as spermine, spermidine and putrescine) to produce 3-aminopropanal. (PMID 15246852 ).
Structure
Thumb
Synonyms
  1. 3-Aminopropanal
  2. 3-Aminopropionaldehyde
  3. beta-Aminopropion aldehyde
Chemical FormulaC3H7NO
Average Molecular Weight73.0938
Monoisotopic Molecular Weight73.052763851
IUPAC Name3-aminopropanal
Traditional IUPAC Name3-aminopropanal
CAS Registry Number352-92-1
SMILES
NCCC=O
InChI Identifier
InChI=1S/C3H7NO/c4-2-1-3-5/h3H,1-2,4H2
InChI KeyPCXDJQZLDDHMGX-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlkylamines
Sub ClassN/A
Other Descriptors
  • Aldehydes
  • propanals(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 solubility444 g/LALOGPS
logP-1.2ALOGPS
logP-1.1ChemAxon
logS0.78ALOGPS
pKa (strongest acidic)14.19ChemAxon
pKa (strongest basic)9.68ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area43.09ChemAxon
rotatable bond count2ChemAxon
refractivity19.78ChemAxon
polarizability7.71ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Beta-Alanine MetabolismSMP00007map00410
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 IDFDB022427
KNApSAcK IDNot Available
Chemspider ID74
KEGG Compound IDC05665
BioCyc ID3-AMINO-PROPANAL
BiGG ID46232
Wikipedia LinkNot Available
NuGOwiki LinkHMDB01106
Metagene LinkHMDB01106
METLIN ID6007
PubChem Compound75
PDB IDNot Available
ChEBI ID18090
References
Synthesis ReferenceBott, Kaspar. Amidomethylation of trichloroethylene and acetylene: syntheses of N-protected a-chloro-b-alanines and b-aminopropanals. Journal of the Chemical Society [Section] D: Chemical Communications (1969), (22), 1304.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ivanova S, Batliwalla F, Mocco J, Kiss S, Huang J, Mack W, Coon A, Eaton JW, Al-Abed Y, Gregersen PK, Shohami E, Connolly ES Jr, Tracey KJ: Neuroprotection in cerebral ischemia by neutralization of 3-aminopropanal. Proc Natl Acad Sci U S A. 2002 Apr 16;99(8):5579-84. Epub 2002 Apr 9. Pubmed: 11943872
  2. Yu Z, Li W, Hillman J, Brunk UT: Human neuroblastoma (SH-SY5Y) cells are highly sensitive to the lysosomotropic aldehyde 3-aminopropanal. Brain Res. 2004 Aug 6;1016(2):163-9. Pubmed: 15246852

Enzymes

Gene Name:
ALDH9A1
Uniprot ID:
P49189
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH3A1
Uniprot ID:
P30838
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH7A1
Uniprot ID:
P49419
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH1A3
Uniprot ID:
P47895
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH2
Uniprot ID:
P05091
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH3A2
Uniprot ID:
P51648
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH1B1
Uniprot ID:
P30837
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
AOC3
Uniprot ID:
Q16853
Reactions
1,3-Diaminopropane + Oxygen + Water unknown 3-Aminopropionaldehyde + Ammonia + Hydrogen peroxidedetails
Gene Name:
AOC2
Uniprot ID:
O75106
Reactions
1,3-Diaminopropane + Oxygen + Water unknown 3-Aminopropionaldehyde + Ammonia + Hydrogen peroxidedetails
Gene Name:
ALDH3B2
Uniprot ID:
P48448
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
ALDH3B1
Uniprot ID:
P43353
Reactions
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Iondetails
Gene Name:
SMOX
Uniprot ID:
Q9NWM0
Reactions
Spermine + Oxygen + Water unknown Spermidine + 3-Aminopropionaldehyde + Hydrogen peroxidedetails