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Showing NP-Card for 3-phenyl-2-propenal (NP0281610)

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Record Information
Version2.0
Created at2022-09-09 08:03:56 UTC
Updated at2022-09-09 08:03:56 UTC
NP-MRD IDNP0281610
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-phenyl-2-propenal
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. 3-phenyl-2-propenal is found in Alpinia chinensis, Alpinia latilabris, Averrhoa carambola, Centaurea benedicta, Chaerophyllum bulbosum, Cinnamomum aromaticum, Cinnamomum osmophloeum, Cinnamomum sieboldii, Cinnamomum tamala, Cinnamomum verum, Cinnamomum yabunikkei, Cryptocarya amygdalina, Curcuma xanthorrhiza, Coespeletia timotensis, Ficus carica, Illicium verum, Litchi chinensis, Malus sylvestris, Ocotea odorifera, Pimenta racemosa, Polygala senega, Rhanterium epapposum, Rhodiola rosea, Rosa gallica, Scutellaria baicalensis and Swertia japonica. 3-Phenylprop-2-enal is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0281610 (3-phenyl-2-propenal)


  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
Download

3D MOL for NP0281610 (3-phenyl-2-propenal)

     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.8919    1.1900   -0.6763 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201    0.0606   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -0.3373   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    0.5127   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    0.2087   -0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    1.1630   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    0.9090   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397   -0.3009    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331   -1.2747    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860   -0.9931    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4047   -0.6197    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -1.3371    0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5474    1.4772   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    2.1437   -0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1552    1.6884   -0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058   -0.4757    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2760   -2.2298    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079   -1.7851    0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  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
Download

3D SDF for NP0281610 (3-phenyl-2-propenal)


  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>
NP0281610

> <DATABASE_NAME>
NP-MRD

> <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

$$$$
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3D-SDF for NP0281610 (3-phenyl-2-propenal)

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PDB for NP0281610 (3-phenyl-2-propenal)
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 NP0281610 (3-phenyl-2-propenal)
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SMILES for NP0281610 (3-phenyl-2-propenal)
O=CC=CC1=CC=CC=C1
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INCHI for NP0281610 (3-phenyl-2-propenal)
InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H
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View in JSmol
Synonyms
ValueSource
3-PhenylacrylaldehydeChEBI
3-PhenylpropenalChEBI
CinnamaldehydeChEBI
Chemical FormulaC9H8O
Average Mass132.1620 Da
Monoisotopic Mass132.05751 Da
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
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Alpinia chinensisLOTUS Database
Alpinia latilabrisLOTUS Database
Averrhoa carambolaLOTUS Database
Centaurea benedictaLOTUS Database
Chaerophyllum bulbosumLOTUS Database
Cinnamomum aromaticumLOTUS Database
Cinnamomum osmophloeumLOTUS Database
Cinnamomum sieboldiiLOTUS Database
Cinnamomum tamalaLOTUS Database
Cinnamomum verumLOTUS Database
Cinnamomum yabunikkeiLOTUS Database
Cryptocarya amygdalinaLOTUS Database
Curcuma xanthorrhizaLOTUS Database
Espeletia timotensisLOTUS Database
Ficus caricaLOTUS Database
Illicium verumLOTUS Database
Litchi chinensisLOTUS Database
Malus sylvestrisLOTUS Database
Ocotea odoriferaLOTUS Database
Pimenta racemosaLOTUS Database
Polygala senegaLOTUS Database
Rhanterium epapposumLOTUS Database
Rhodiola roseaLOTUS Database
Rosa gallicaLOTUS Database
Scutellaria baicalensisLOTUS Database
Swertia japonicaLOTUS Database
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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCinnamaldehyde  
METLIN IDNot Available
PubChem Compound307  
PDB IDNot Available
ChEBI ID142921  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]