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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-06-18 18:42:19 UTC
Update Date2019-07-23 07:14:49 UTC
HMDB IDHMDB0060671
Secondary Accession Numbers
  • HMDB60671
Metabolite Identification
Common NameAtropaldehyde
DescriptionAtropaldehyde is a metabolite of felbamate. Felbamate (marketed under the brand name Felbatol by MedPointe) is an anti-epileptic drug used in the treatment of epilepsy. It is used to treat partial seizures (with and without generalization) in adults and partial and generalized seizures associated with Lennox-Gastaut syndrome in children. However, an increased risk of potentially fatal aplastic anemia and/or liver failure limit the drugs usage to severe refractory epilepsy. (Wikipedia)
Structure
Data?1563866089
Synonyms
ValueSource
2-PhenylpropenalKegg
Hydratropic aldehydeHMDB
Chemical FormulaC9H8O
Average Molecular Weight132.1592
Monoisotopic Molecular Weight132.057514878
IUPAC Name2-phenylprop-2-enal
Traditional Nameatropaldehyde
CAS Registry NumberNot Available
SMILES
C=C(C=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H8O/c1-8(7-10)9-5-3-2-4-6-9/h2-7H,1H2
InChI KeyZFBRJUBOJXNIQM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetaldehydes
Direct ParentPhenylacetaldehydes
Alternative Parents
Substituents
  • Phenylacetaldehyde
  • Styrene
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateNot Available
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 Solubility1.07 g/LALOGPS
logP10(2) g/LALOGPS
logP10(2.04) g/LChemAxon
logS10(-2.1) g/LALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.82 m³·mol⁻¹ChemAxon
Polarizability14.22 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.71831661259
DarkChem[M-H]-124.92331661259
DeepCCS[M+H]+128.83230932474
DeepCCS[M-H]-125.17830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AtropaldehydeC=C(C=O)C1=CC=CC=C11768.9Standard polar33892256
AtropaldehydeC=C(C=O)C1=CC=CC=C11102.7Standard non polar33892256
AtropaldehydeC=C(C=O)C1=CC=CC=C11166.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Atropaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-3900000000-09002bfa9210979bf3052017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Atropaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Atropaldehyde 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 - Atropaldehyde 10V, Positive-QTOFsplash10-001i-0900000000-effddf787a000ac7ff292017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 20V, Positive-QTOFsplash10-001i-2900000000-8abda449fc9443185f6d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 40V, Positive-QTOFsplash10-0ufr-9600000000-df0d0858495f982515302017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 10V, Negative-QTOFsplash10-001i-0900000000-361bb976f8e3ee866d762017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 20V, Negative-QTOFsplash10-001i-0900000000-bb9186ce43985d16d2f62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 40V, Negative-QTOFsplash10-0fb9-9300000000-fa01d3f882518cc029042017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 10V, Positive-QTOFsplash10-0a4i-0900000000-bac72d3e3d042da40bb02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 20V, Positive-QTOFsplash10-0zfr-0900000000-a19ccf3edc8a371a635f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 40V, Positive-QTOFsplash10-0fb9-9400000000-adcb464b14c153b87fdd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 10V, Negative-QTOFsplash10-0udi-0900000000-138b8c24fd394024a31a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 20V, Negative-QTOFsplash10-0udi-4900000000-18414eefbc19edc0c7422021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Atropaldehyde 40V, Negative-QTOFsplash10-004i-9100000000-8c4da1dc3a759b7fb5212021-10-12Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
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 IDC16592
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10312
PDB IDNot Available
ChEBI ID80590
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