Showing metabocard for 4-Trimethylammoniobutanal (BMDB0001345)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:44:28 UTC
Update Date2020-05-21 16:28:30 UTC
BMDB IDBMDB0001345
Secondary Accession Numbers
  • BMDB01345
Metabolite Identification
Common Name4-Trimethylammoniobutanal
Description4-Trimethylammoniobutanal, also known as 4-trimethylammoniobutanal, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 4-Trimethylammoniobutanal is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Trimethylammoniobutanal exists in all living organisms, ranging from bacteria to humans. 4-Trimethylammoniobutanal participates in a number of enzymatic reactions, within cattle. In particular, Glycine and 4-trimethylammoniobutanal can be biosynthesized from 3-hydroxy-N6,N6,N6-trimethyl-L-lysine through its interaction with the enzyme serine hydroxymethyltransferase, cytosolic. In addition, 4-Trimethylammoniobutanal can be converted into 4-trimethylammoniobutanoic acid through its interaction with the enzyme 4-4-trimethylammoniobutanal dehydrogenase. In cattle, 4-trimethylammoniobutanal is involved in the metabolic pathway called carnitine synthesis pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-(Trimethylamino)butanalChEBI
4-(Trimethylammonio)butanalHMDB
gamma-TrimethylaminobutyraldehydeHMDB
N,N,N-Trimethyl-4-oxo-1-butanaminiumHMDB
Trimethyl-(4-oxobutyl)ammoniumHMDB
TrimethylaminobutyraldehydeHMDB
Chemical FormulaC7H16NO
Average Molecular Weight130.208
Monoisotopic Molecular Weight130.123189139
IUPAC Nametrimethyl(4-oxobutyl)azanium
Traditional Nametrimethylaminobutyraldehyde
CAS Registry Number64595-66-0
SMILES
C[N+](C)(C)CCCC=O
InChI Identifier
InChI=1S/C7H16NO/c1-8(2,3)6-4-5-7-9/h7H,4-6H2,1-3H3/q+1
InChI KeyOITBLCDWXSXNCN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Alpha-hydrogen aldehyde
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organonitrogen compound
  • Amine
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.1ALOGPS
logP-4.1ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)14.36ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.52 m³·mol⁻¹ChemAxon
Polarizability15.69 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9100000000-498210a5d982245f2885View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-1900000000-13b4bc9d5c138988466cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03l0-8900000000-835996272e3c4725d928View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9000000000-ec6aac12975790dfb4e2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ff9-8900000000-16bdeaa9fb75c62fc318View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0btc-9000000000-e354dff7b516137ce699View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-9000000000-0f4953c7d574c15b7c71View in MoNA
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001345
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022567
KNApSAcK IDNot Available
Chemspider ID130
KEGG Compound IDC01149
BioCyc IDNot Available
BiGG ID36920
Wikipedia LinkNot Available
METLIN ID6179
PubChem Compound133
PDB IDNot Available
ChEBI ID18020
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Serine hydroxymethyltransferase, cytosolic
General function:
Amino acid transport and metabolism
Specific function:
Interconversion of serine and glycine.
Gene Name:
SHMT1
Uniprot ID:
Q5E9P9
Molecular weight:
52978.0
Reactions
3-Hydroxy-N6,N6,N6-trimethyl-L-lysine → Glycine + 4-Trimethylammoniobutanaldetails
Enzyme Details
2. 4-trimethylaminobutyraldehyde dehydrogenase
General function:
Energy production and conversion
Specific function:
Converts gamma-trimethylaminobutyraldehyde into gamma-butyrobetaine with high efficiency (in vitro). Can catalyze the irreversible oxidation of a broad range of aldehydes to the corresponding acids in an NAD-dependent reaction, but with low efficiency.
Gene Name:
ALDH9A1
Uniprot ID:
Q2KJH9
Molecular weight:
53977.0