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Showing metabocard for Atropaldehyde (HMDB0060671)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-06-18 18:42:19 UTC
Update Date2023-02-21 17:30:08 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?1677000608
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060671 (Atropaldehyde)

 
  Mrv0541 06181311422D          
 
 10 10  0  0  0  0            999 V2000
   15.3735  -12.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3804  -11.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6589  -12.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0881  -12.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6658  -11.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0950  -11.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8026  -12.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6658  -10.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0984  -10.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3838  -10.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  8 10  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0060671 (Atropaldehyde)

HMDB0060671
     RDKit          3D
Atropaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.3894    0.7664   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343   -0.2335   -0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0621   -1.5857   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3193   -1.7770   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181    0.0105   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -1.0341    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -0.8556    0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6214    0.4347    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690    1.5135    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056    1.3075    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1788    1.8114   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4477    0.5234   -0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327   -2.4434   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -2.0466    0.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -1.7098    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763    0.6492    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535    2.5193    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    2.1499   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

3D SDF for HMDB0060671 (Atropaldehyde)

 
  Mrv0541 06181311422D          
 
 10 10  0  0  0  0            999 V2000
   15.3735  -12.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3804  -11.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6589  -12.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0881  -12.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6658  -11.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0950  -11.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8026  -12.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6658  -10.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0984  -10.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3838  -10.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  8 10  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060671

> <DATABASE_NAME>
hmdb

> <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_KEY>
ZFBRJUBOJXNIQM-UHFFFAOYSA-N

> <FORMULA>
C9H8O

> <MOLECULAR_WEIGHT>
132.1592

> <EXACT_MASS>
132.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
14.223738889847485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-phenylprop-2-enal

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
2.042418835666667

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.564738043931843

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
40.8181

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
atropaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0060671 (Atropaldehyde)

HMDB0060671
     RDKit          3D
Atropaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.3894    0.7664   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343   -0.2335   -0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0621   -1.5857   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3193   -1.7770   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181    0.0105   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -1.0341    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -0.8556    0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6214    0.4347    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690    1.5135    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056    1.3075    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1788    1.8114   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4477    0.5234   -0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327   -2.4434   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -2.0466    0.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -1.7098    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763    0.6492    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535    2.5193    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    2.1499   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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PDB for HMDB0060671 (Atropaldehyde)

HEADER    PROTEIN                                 18-JUN-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-JUN-13         0                                  
HETATM    1  C   UNK     0      28.697 -23.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.710 -21.803   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.363 -24.099   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.031 -24.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.376 -21.028   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.044 -21.034   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      31.365 -23.343   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      27.376 -19.482   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.050 -19.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.717 -18.719   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1                                                            
CONECT    4    1    7                                                       
CONECT    5    2    8                                                       
CONECT    6    2    9                                                       
CONECT    7    4                                                            
CONECT    8    5   10                                                       
CONECT    9    6   10                                                       
CONECT   10    8    9                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0060671 (Atropaldehyde)

COMPND    HMDB0060671
HETATM    1  C1  UNL     1      -2.389   0.766  -0.301  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.534  -0.234  -0.220  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.062  -1.586  -0.348  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.319  -1.777  -0.532  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.118   0.010  -0.014  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.768  -1.034   0.120  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.142  -0.856   0.317  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.621   0.435   0.379  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.769   1.513   0.250  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.406   1.308   0.055  1.00  0.00           C  
HETATM   11  H1  UNL     1      -2.179   1.811  -0.229  1.00  0.00           H  
HETATM   12  H2  UNL     1      -3.448   0.523  -0.460  1.00  0.00           H  
HETATM   13  H3  UNL     1      -1.433  -2.443  -0.294  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.420  -2.047   0.077  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.787  -1.710   0.415  1.00  0.00           H  
HETATM   16  H6  UNL     1       3.676   0.649   0.530  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.154   2.519   0.300  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.261   2.150  -0.047  1.00  0.00           H  
CONECT    1    2    2   11   12
CONECT    2    3    5
CONECT    3    4    4   13
CONECT    5    6    6   10
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8    9   16
CONECT    9   10   10   17
CONECT   10   18
END
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SMILES for HMDB0060671 (Atropaldehyde)

C=C(C=O)C1=CC=CC=C1
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INCHI for HMDB0060671 (Atropaldehyde)

InChI=1S/C9H8O/c1-8(7-10)9-5-3-2-4-6-9/h2-7H,1H2
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View in JSmolView Stereo Labels
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
Physiological effectNot Available
Disposition
Biological location
Process
Naturally occurring process
RoleNot Available
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
logP2ALOGPS
logP2.04ChemAxon
logS-2.1ALOGPS
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
DeepCCS[M-2H]-162.5630932474
DeepCCS[M+Na]+137.94930932474
AllCCS[M+H]+125.732859911
AllCCS[M+H-H2O]+120.932859911
AllCCS[M+NH4]+130.232859911
AllCCS[M+Na]+131.532859911
AllCCS[M-H]-124.532859911
AllCCS[M+Na-2H]-126.132859911
AllCCS[M+HCOO]-127.932859911

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

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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