Human Metabolome Database Version 3.5

Showing metabocard for 3-Aminopropionaldehyde (HMDB01106)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-05-29 13:30:25 -0600
HMDB ID HMDB01106
Secondary Accession Numbers None
Metabolite Identification
Common Name 3-Aminopropionaldehyde
Description 3-Aminopropanal is a reactive aldehyde that mediates progressive neuronal necrosis and glial apoptosis. (PMID 11943872 Link_out). Increased activity of polyamine oxidase catabolizes polyamines (such as spermine, spermidine and putrescine) to produce 3-aminopropanal. (PMID 15246852 Link_out).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 3-Aminopropanal
  2. 3-Aminopropionaldehyde
  3. beta-Aminopropion aldehyde
Chemical Formula C3H7NO
Average Molecular Weight 73.0938
Monoisotopic Molecular Weight 73.052763851
IUPAC Name 3-aminopropanal
Traditional IUPAC Name 3-aminopropanal
CAS Registry Number 352-92-1
SMILES NCCC=O
InChI Identifier InChI=1S/C3H7NO/c4-2-1-3-5/h3H,1-2,4H2
InChI Key PCXDJQZLDDHMGX-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Alkylamines
Sub Class N/A
Other Descriptors
  • Aldehydes
  • propanals(ChEBI)
Substituents
  • N/A
Direct Parent Alkylamines
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 444 g/L ALOGPS
LogP -1.23 ALOGPS
LogP -1.1 ChemAxon
LogS 0.78 ALOGPS
pKa (strongest acidic) 14.19 ChemAxon
pKa (strongest basic) 9.68 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 43.09 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 19.78 ChemAxon
Polarizability 7.71 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Beta-Alanine Metabolism SMP00007 map00410 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022427
KNApSAcK ID Not Available
Chemspider ID 74 Link_out
KEGG Compound ID C05665 Link_out
BioCyc ID 3-AMINO-PROPANAL Link_out
BiGG ID 46232 Link_out
Wikipedia Link Not Available
NuGOwiki Link HMDB01106 Link_out
Metagene Link HMDB01106 Link_out
METLIN ID 6007 Link_out
PubChem Compound 75 Link_out
PDB ID Not Available
ChEBI ID 18090 Link_out
References
Synthesis Reference Bott, 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 Link_out
  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 Link_out

Enzymes
Name: 4-trimethylaminobutyraldehyde dehydrogenase
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH9A1
Uniprot ID: P49189 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase, dimeric NADP-preferring
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH3A1
Uniprot ID: P30838 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alpha-aminoadipic semialdehyde dehydrogenase
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH7A1
Uniprot ID: P49419 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase family 1 member A3
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH1A3
Uniprot ID: P47895 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase, mitochondrial
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH2
Uniprot ID: P05091 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Fatty aldehyde dehydrogenase
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH3A2
Uniprot ID: P51648 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase X, mitochondrial
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH1B1
Uniprot ID: P30837 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Amiloride-sensitive amine oxidase [copper-containing]
Reactions: Not Available
Gene Name: ABP1
Uniprot ID: P19801 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Membrane primary amine oxidase
Reactions:
1,3-Diaminopropane + Oxygen + Water unknown 3-Aminopropionaldehyde + Ammonia + Hydrogen peroxide details
Gene Name: AOC3
Uniprot ID: Q16853 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Retina-specific copper amine oxidase
Reactions:
1,3-Diaminopropane + Oxygen + Water unknown 3-Aminopropionaldehyde + Ammonia + Hydrogen peroxide details
Gene Name: AOC2
Uniprot ID: O75106 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase family 3 member B2
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH3B2
Uniprot ID: P48448 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase family 3 member B1
Reactions:
3-Aminopropionaldehyde + NAD + Water unknown Beta-Alanine + NADH + Hydrogen Ion details
Gene Name: ALDH3B1
Uniprot ID: P43353 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Spermine oxidase
Reactions:
Spermine + Oxygen + Water unknown Spermidine + 3-Aminopropionaldehyde + Hydrogen peroxide details
Gene Name: SMOX
Uniprot ID: Q9NWM0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA