Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:34 UTC
HMDB IDHMDB0059649
Secondary Accession Numbers
  • HMDB59649
Metabolite Identification
Common Name3-Acetamidobutanal
Description3-Acetamidobutanal 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. 3-Acetamidobutanal is a strong basic compound (based on its pKa). 3-Acetamidobutanal exists in all living organisms, ranging from bacteria to humans. 3-acetamidobutanal is part of the Amine and polyamine metabolism, and Peroxisome pathways.
Structure
Data?1563865960
Synonyms
ValueSource
N-(4-Oxobutan-2-yl)ethanimidateGenerator
Chemical FormulaC6H11NO2
Average Molecular Weight129.157
Monoisotopic Molecular Weight129.078978601
IUPAC NameN-(4-oxobutan-2-yl)ethanimidic acid
Traditional NameN-(4-oxobutan-2-yl)ethanimidic acid
CAS Registry NumberNot Available
SMILES
CC(CC=O)N=C(C)O
InChI Identifier
InChI=1S/C6H11NO2/c1-5(3-4-8)7-6(2)9/h4-5H,3H2,1-2H3,(H,7,9)
InChI KeySOYLQPBXNGCSNB-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
  • Acetamide
  • Alpha-hydrogen aldehyde
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.8 g/LALOGPS
logP0.47ALOGPS
logP-0.014ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)7.95ChemAxon
pKa (Strongest Basic)4.65ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.66 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity34.16 m³·mol⁻¹ChemAxon
Polarizability13.59 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+129.14631661259
DarkChem[M-H]-125.9531661259
DeepCCS[M+H]+128.34630932474
DeepCCS[M-H]-125.97530932474
DeepCCS[M-2H]-162.27230932474
DeepCCS[M+Na]+137.14130932474
AllCCS[M+H]+131.832859911
AllCCS[M+H-H2O]+127.732859911
AllCCS[M+NH4]+135.632859911
AllCCS[M+Na]+136.732859911
AllCCS[M-H]-129.532859911
AllCCS[M+Na-2H]-132.332859911
AllCCS[M+HCOO]-135.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-AcetamidobutanalCC(CC=O)N=C(C)O2033.7Standard polar33892256
3-AcetamidobutanalCC(CC=O)N=C(C)O1117.4Standard non polar33892256
3-AcetamidobutanalCC(CC=O)N=C(C)O1120.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Acetamidobutanal,1TMS,isomer #1CC(=NC(C)CC=O)O[Si](C)(C)C1198.8Semi standard non polar33892256
3-Acetamidobutanal,1TMS,isomer #2CC(O)=NC(C)C=CO[Si](C)(C)C1324.3Semi standard non polar33892256
3-Acetamidobutanal,2TMS,isomer #1CC(=NC(C)C=CO[Si](C)(C)C)O[Si](C)(C)C1394.7Semi standard non polar33892256
3-Acetamidobutanal,2TMS,isomer #1CC(=NC(C)C=CO[Si](C)(C)C)O[Si](C)(C)C1349.2Standard non polar33892256
3-Acetamidobutanal,2TMS,isomer #1CC(=NC(C)C=CO[Si](C)(C)C)O[Si](C)(C)C1545.9Standard polar33892256
3-Acetamidobutanal,1TBDMS,isomer #1CC(=NC(C)CC=O)O[Si](C)(C)C(C)(C)C1421.8Semi standard non polar33892256
3-Acetamidobutanal,1TBDMS,isomer #2CC(O)=NC(C)C=CO[Si](C)(C)C(C)(C)C1530.1Semi standard non polar33892256
3-Acetamidobutanal,2TBDMS,isomer #1CC(=NC(C)C=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1782.1Semi standard non polar33892256
3-Acetamidobutanal,2TBDMS,isomer #1CC(=NC(C)C=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1781.2Standard non polar33892256
3-Acetamidobutanal,2TBDMS,isomer #1CC(=NC(C)C=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1798.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Acetamidobutanal GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-9100000000-9420facdeb138a48abaf2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Acetamidobutanal GC-MS (1 TMS) - 70eV, Positivesplash10-007c-9300000000-f0346dbd5b5d0dbf61d72017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Acetamidobutanal GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 10V, Positive-QTOFsplash10-001r-6900000000-2c69bdff4f5696d8579e2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 20V, Positive-QTOFsplash10-01w0-9200000000-f1eabde5ee869b39c1262015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 40V, Positive-QTOFsplash10-00kf-9000000000-746f9d91db0f675bbf542015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 10V, Negative-QTOFsplash10-004i-2900000000-f1581fd2f37b03bba08d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 20V, Negative-QTOFsplash10-002r-9400000000-56b0e71544b758e0c6682015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 40V, Negative-QTOFsplash10-0006-9000000000-9020db7589b9a18dc9de2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 10V, Positive-QTOFsplash10-000i-9300000000-9126db9ba66cf52f19012021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 20V, Positive-QTOFsplash10-0006-9000000000-4c2cb4a90f81300419392021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 40V, Positive-QTOFsplash10-0006-9000000000-43fb489095944eaac81e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 10V, Negative-QTOFsplash10-005i-9400000000-c7981635bc3ceaf3ee022021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 20V, Negative-QTOFsplash10-0a59-9100000000-a03a1385af1f657018522021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetamidobutanal 40V, Negative-QTOFsplash10-0006-9000000000-36fceba017cd79d566092021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21393674
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Amino acid transport and metabolism
Specific function:
Flavoenzyme which catalyzes the oxidation of N(1)-acetylspermine to spermidine and is thus involved in the polyamine back-conversion. Can also oxidize N(1)-acetylspermidine to putrescine. Substrate specificity: N(1)-acetylspermine = N(1)-acetylspermidine > N(1),N(12)-diacylspermine >> spermine. Does not oxidize spermidine. Plays an important role in the regulation of polyamine intracellular concentration and has the potential to act as a determinant of cellular sensitivity to the antitumor polyamine analogs.
Gene Name:
PAOX
Uniprot ID:
Q6QHF9
Molecular weight:
55512.64
Reactions
N1,N12-Diacetylspermine + Oxygen + Water → N1-Acetylspermidine + 3-Acetamidobutanal + Hydrogen peroxidedetails