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Showing metabocard for 3-Phenylprop-2-enal (HMDB0245299)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:23:07 UTC
Update Date2021-09-26 22:53:42 UTC
HMDB IDHMDB0245299
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Phenylprop-2-enal
Description3-phenylprop-2-enal, also known as 3-phenylacrylaldehyde or cinnamaldehyde, belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. Based on a literature review a small amount of articles have been published on 3-phenylprop-2-enal. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-phenylprop-2-enal is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Phenylprop-2-enal is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0245299 (3-Phenylprop-2-enal)


  Mrv1533005021512492D          

 10 10  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  4  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for HMDB0245299 (3-Phenylprop-2-enal)

HMDB0245299
     RDKit          3D
3-Phenylprop-2-enal
 18 18  0  0  0  0  0  0  0  0999 V2000
    4.3956    1.3121   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5780    0.3996    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1344    0.6107    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3172   -0.3570    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1302   -0.2290    0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -1.3432    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741   -1.2548    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -0.0985    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    0.9856   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    0.9401   -0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9785   -0.5423    0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897    1.5533   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401   -1.3093    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050   -2.2524    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8682   -2.1257    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0310    0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    1.9194   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215    1.8224   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  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
  2 11  1  0
  3 12  1  0
  4 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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3D SDF for HMDB0245299 (3-Phenylprop-2-enal)


  Mrv1533005021512492D          

 10 10  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  4  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245299

> <DATABASE_NAME>
hmdb

> <SMILES>
O=CC=CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H

> <INCHI_KEY>
KJPRLNWUNMBNBZ-UHFFFAOYSA-N

> <FORMULA>
C9H8O

> <MOLECULAR_WEIGHT>
132.162

> <EXACT_MASS>
132.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.357021419134345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-phenylprop-2-enal

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
1.9774700076666665

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.439447314621728

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
42.1345

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-phenyl-2-propenal

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0245299 (3-Phenylprop-2-enal)

HMDB0245299
     RDKit          3D
3-Phenylprop-2-enal
 18 18  0  0  0  0  0  0  0  0999 V2000
    4.3956    1.3121   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5780    0.3996    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1344    0.6107    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3172   -0.3570    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1302   -0.2290    0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -1.3432    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741   -1.2548    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -0.0985    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    0.9856   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    0.9401   -0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9785   -0.5423    0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897    1.5533   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401   -1.3093    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050   -2.2524    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8682   -2.1257    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0310    0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    1.9194   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215    1.8224   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  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
  2 11  1  0
  3 12  1  0
  4 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 HMDB0245299 (3-Phenylprop-2-enal)

HEADER    PROTEIN                                 02-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-MAY-15         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0245299 (3-Phenylprop-2-enal)

COMPND    HMDB0245299
HETATM    1  O1  UNL     1       4.396   1.312  -0.013  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.578   0.400   0.251  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.134   0.611   0.107  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.317  -0.357   0.391  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.130  -0.229   0.275  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.918  -1.343   0.608  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.274  -1.255   0.510  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.891  -0.098   0.092  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.103   0.986  -0.232  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.715   0.940  -0.147  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.979  -0.542   0.587  1.00  0.00           H  
HETATM   12  H2  UNL     1       1.790   1.553  -0.226  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.740  -1.309   0.731  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.405  -2.252   0.939  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.868  -2.126   0.772  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.971  -0.031   0.015  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.537   1.919  -0.567  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.122   1.822  -0.412  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   12
CONECT    4    5   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 HMDB0245299 (3-Phenylprop-2-enal)

O=CC=CC1=CC=CC=C1
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INCHI for HMDB0245299 (3-Phenylprop-2-enal)

InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
3-PhenylacrylaldehydeChEBI
3-PhenylpropenalChEBI
CinnamaldehydeChEBI
Chemical FormulaC9H8O
Average Molecular Weight132.162
Monoisotopic Molecular Weight132.057514878
IUPAC Name3-phenylprop-2-enal
Traditional Name3-phenyl-2-propenal
CAS Registry NumberNot Available
SMILES
O=CC=CC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H
InChI KeyKJPRLNWUNMBNBZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamaldehydes
Sub ClassNot Available
Direct ParentCinnamaldehydes
Alternative Parents
Substituents
  • Cinnamaldehyde
  • Styrene
  • Benzenoid
  • Monocyclic benzene moiety
  • 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
ProcessNot Available
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
logP2ALOGPS
logP1.98ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.13 m³·mol⁻¹ChemAxon
Polarizability14.36 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
DeepCCS[M+H]+127.58630932474
DeepCCS[M-H]-124.21630932474
DeepCCS[M-2H]-161.35930932474
DeepCCS[M+Na]+136.5130932474
AllCCS[M+H]+128.932859911
AllCCS[M+H-H2O]+124.332859911
AllCCS[M+NH4]+133.132859911
AllCCS[M+Na]+134.332859911
AllCCS[M-H]-126.832859911
AllCCS[M+Na-2H]-128.532859911
AllCCS[M+HCOO]-130.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Phenylprop-2-enalO=CC=CC1=CC=CC=C11962.6Standard polar33892256
3-Phenylprop-2-enalO=CC=CC1=CC=CC=C11208.1Standard non polar33892256
3-Phenylprop-2-enalO=CC=CC1=CC=CC=C11226.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylprop-2-enal GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f8c-4900000000-9646371bf99f8b256f772021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylprop-2-enal 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-Phenylprop-2-enal 10V, Positive-QTOFsplash10-001i-0900000000-8c67de2a8f030947c6ce2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 20V, Positive-QTOFsplash10-001i-2900000000-832a435fce49bcb34e5a2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 40V, Positive-QTOFsplash10-0udi-9700000000-f4dfd89056fff13693702015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 10V, Negative-QTOFsplash10-001i-0900000000-9107ce8650fc580138542015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 20V, Negative-QTOFsplash10-001i-0900000000-f0f681c8cfedcf90340c2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 40V, Negative-QTOFsplash10-0fai-5900000000-305e13824b25204248142015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 10V, Positive-QTOFsplash10-00lu-2900000000-eda42d3592c23cd1e4bd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 20V, Positive-QTOFsplash10-0udi-5900000000-5757a78bf103c73ab4342021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 40V, Positive-QTOFsplash10-0fvi-9300000000-8784eab3c86fc7a1a7212021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 10V, Negative-QTOFsplash10-0udi-0900000000-827b27666b5028c8cf772021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 20V, Negative-QTOFsplash10-0udi-0900000000-138b8c24fd394024a31a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylprop-2-enal 40V, Negative-QTOFsplash10-004i-9200000000-93f143b30bbb2b4ff7782021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal 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 IDC00002725
Chemspider ID301
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCinnamaldehyde
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID142921
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1002631
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]