Propanal (YMDB00911)

Identification
YMDB IDYMDB00911
NamePropanal
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionPropanal, also known as N-propionaldehyde or C2H5CHO, 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. Propanal is an extremely weak basic (essentially neutral) compound (based on its pKa). Propanal exists in all living species, ranging from bacteria to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 1-Propanal
  • 1-Propanone
  • Aldehyde propionique
  • Methylacetaldehyde
  • n-Propanal
  • n-Propionaldehyde
  • Propaldehyde
  • Propanalaldehyde
  • Propanaldehyde
  • Propional
  • Propionaldehyde
  • Propionic aldehyde
  • Proprionaldehyde
  • Propyl aldehyde
  • Propylaldehyde
  • Propylic aldehyde
  • C2H5CHO
  • Propionaldehyde, 1-14C-labeled
  • Propionaldehyde, 2-14C-labeled
CAS number123-38-6
WeightAverage: 58.0791
Monoisotopic: 58.041864814
InChI KeyNBBJYMSMWIIQGU-UHFFFAOYSA-N
InChIInChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3
IUPAC Namepropanal
Traditional IUPAC Namepropionaldehyde
Chemical FormulaC3H6O
SMILES[H]C(=O)C([H])([H])C([H])([H])[H]
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
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-80 °C
Experimental Properties
PropertyValueReference
Water Solubility306 mg/mL at 25 oC [RIDDICK,JA et al. (1986)]PhysProp
LogP0.59 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility146 g/LALOGPS
logP0.31ALOGPS
logP0.32ChemAxon
logS0.4ALOGPS
pKa (Strongest Acidic)17.32ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity16.35 m³·mol⁻¹ChemAxon
Polarizability6.36 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
AlcoholFDB012083
CocoaFDB012083
EarthyFDB012083
NuttyFDB012083
PungentFDB012083
SolventFDB012083
WhiskeyFDB012083
WineFDB012083
SMPDB PathwaysNot Available
KEGG Pathways
Glycerolipid metabolismec00561 Map00561
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-057i-9000000000-8f67579ff6f9ff36070fJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-057i-9000000000-8f67579ff6f9ff36070fJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9000000000-dd28a1a5691e42b98944JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-9000000000-addcd7ef3249da0c3006JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-052f-9000000000-b7cab81070aff00497c6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4l-9000000000-e9e60e8897ba5a8e14eeJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-057i-9000000000-52017f5345efcb7c9e18JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-971c212b11d2cbddac7dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-86839cd4133b824334acJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-2bde2476aa46442e7250JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-4a423491df240f1b6594JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-bcb4e63c226b3b43a90dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-9000000000-b8b5099c348f5e885f6eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-6e3379842f4da69e8e2bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-6e3379842f4da69e8e2bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-214db2e33bae0f659690JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-cd36cdb80b20021fec3bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9000000000-ea4dc2c9ba22fa57f265JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-84b5273da6b73dbe78deJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-056r-9000000000-666a0ffacd21addbc612JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Leskovac, V., Trivic, S., Anderson, B. M. (1996). "Use of pH studies to determine the kinetic and chemical mechanism of yeast alcohol dehydrogenase with primary aliphatic alcohols and aldehydes." Indian J Biochem Biophys 33:177-183.8828287
Synthesis Reference:Wang, Yan-bin; Yao, Xiao-ming. Development of the process of making propanal from natural gas and light oil. Tianranqi Huagong (2003), 28(1), 8-10,14.
External Links:
ResourceLink
CHEBI ID17153
HMDB IDHMDB03366
Pubchem Compound ID527
Kegg IDC00479
ChemSpider ID512
FOODB IDFDB012083
WikipediaPropionaldehyde
BioCyc ID2-METHYLPROPANAL-OXIME

Enzymes

Protein Details
1. NADPH dehydrogenase 2
General function:
Involved in catalytic activity
Specific function:
Oxidizes beta-NADH, beta-NADPH, and alpha-NADPH
Gene Name:
OYE2
Uniprot ID:
Q03558
Molecular weight:
45010.39844
Reactions
NADPH + acceptor → NADP(+) + reduced acceptor.
Protein Details
2. NADPH dehydrogenase 3
General function:
Involved in catalytic activity
Specific function:
Oxidizes beta-NADH, beta-NADPH, and alpha-NADPH
Gene Name:
OYE3
Uniprot ID:
P41816
Molecular weight:
44920.10156
Reactions
NADPH + acceptor → NADP(+) + reduced acceptor.