Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:42:16 UTC

Update Date

2023-02-21 17:20:20 UTC

HMDB ID

HMDB0031313

Secondary Accession Numbers

HMDB0061830
HMDB31313
HMDB61830

Metabolite Identification

Common Name

2-Pentyl-3-phenyl-2-propenal

Description

2-Pentyl-3-phenyl-2-propenal, also known as alpha-amylcinnamaldehyde or pentylcinnamaldehyde, is a member of the class of compounds known as cinnamaldehydes. Cinnamaldehydes are organic aromatic compounds containing a cinnamaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. 2-Pentyl-3-phenyl-2-propenal is practically insoluble in water. 2-Pentyl-3-phenyl-2-propenal is a flavouring agent and has a sweet, floral, and fruity taste. It is a non-carcinogenic (not listed by IARC) potentially toxic compound.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0031313
     RDKit          3D
2-Pentyl-3-phenyl-2-propenal
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.4456    0.4413   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.7353   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134   -0.6632    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -0.6295    0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314   -0.5549    1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.5173    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252   -1.5901   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -2.6107   -0.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538    0.5074    0.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967    0.6305    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9293    1.8189   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835    2.0763   -0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1656    1.1352   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966   -0.0529    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -0.2909    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    1.3597   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8472    0.2791   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799    0.7003   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -1.6810   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3818   -0.8010    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    0.2285    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084   -1.5664    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.2861   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.4908   -0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226    0.3601    1.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9716   -1.4184    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988   -1.5453   -0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    1.3246    1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    2.5786   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3763    3.0231   -1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1460    1.3828   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819   -0.7766    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4183   -1.2083    1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END


  Mrv1652305261923552D          

 15 15  0  0  0  0            999 V2000
 9997.7013 9999.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4167 9999.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1324 9999.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8466 9999.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5627 9999.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2789 9999.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9931 9999.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4167 9998.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1324 9997.9471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9833 9999.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2690 9999.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5545 9999.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5545 9998.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2689 9997.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9833 9998.3617    0.0000 C   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
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031313

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C(C=O)=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O/c1-2-3-5-10-14(12-15)11-13-8-6-4-7-9-13/h4,6-9,11-12H,2-3,5,10H2,1H3/b14-11-

> <INCHI_KEY>
HMKKIXGYKWDQSV-KAMYIIQDSA-N

> <FORMULA>
C14H18O

> <MOLECULAR_WEIGHT>
202.2921

> <EXACT_MASS>
202.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.626814872604207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-(phenylmethylidene)heptanal

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
4.151295157

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.494005820133316

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
64.89560000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amyl cinnamic aldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031313
     RDKit          3D
2-Pentyl-3-phenyl-2-propenal
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.4456    0.4413   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.7353   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134   -0.6632    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -0.6295    0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314   -0.5549    1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.5173    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252   -1.5901   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -2.6107   -0.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538    0.5074    0.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967    0.6305    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9293    1.8189   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835    2.0763   -0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1656    1.1352   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966   -0.0529    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -0.2909    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    1.3597   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8472    0.2791   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799    0.7003   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -1.6810   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3818   -0.8010    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    0.2285    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084   -1.5664    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.2861   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.4908   -0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226    0.3601    1.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9716   -1.4184    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988   -1.5453   -0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    1.3246    1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    2.5786   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3763    3.0231   -1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1460    1.3828   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819   -0.7766    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4183   -1.2083    1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0    8662.3768665.918   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.7118665.151   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.0478665.918   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.3808665.151   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8667.7178665.918   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8669.0548665.151   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8670.3878665.918   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8663.7118663.608   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8665.0478662.835   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8661.0358665.149   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8659.7028665.918   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8658.3688665.148   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8658.3688663.609   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8659.7028662.838   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.0358663.609   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9                                                       
CONECT    9    8                                                            
CONECT   10   11   15    1                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0031313
HETATM    1  C1  UNL     1       4.446   0.441  -1.092  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.444  -0.735  -0.171  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.313  -0.663   0.846  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.953  -0.630   0.154  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.931  -0.555   1.263  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.477  -0.517   0.682  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.925  -1.590  -0.177  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.230  -2.611  -0.433  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.254   0.507   0.921  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.597   0.630   0.423  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.929   1.819  -0.226  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.183   2.076  -0.718  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.166   1.135  -0.576  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.897  -0.053   0.054  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.608  -0.291   0.548  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.073   1.360  -0.558  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.847   0.279  -2.020  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.480   0.700  -1.407  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.298  -1.681  -0.730  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.382  -0.801   0.402  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.485   0.228   1.449  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.308  -1.566   1.485  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.932   0.286  -0.471  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.818  -1.491  -0.503  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.123   0.360   1.850  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.972  -1.418   1.935  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.899  -1.545  -0.641  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.837   1.325   1.548  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.182   2.579  -0.354  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.376   3.023  -1.214  1.00  0.00           H  
HETATM   31  H16 UNL     1      -6.146   1.383  -0.983  1.00  0.00           H  
HETATM   32  H17 UNL     1      -5.682  -0.777   0.154  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.418  -1.208   1.050  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7    9    9
CONECT    7    8    8   27
CONECT    9   10   28
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   33
END

HMDB0031313
     RDKit          3D
2-Pentyl-3-phenyl-2-propenal
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.4456    0.4413   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.7353   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134   -0.6632    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -0.6295    0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314   -0.5549    1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.5173    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252   -1.5901   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -2.6107   -0.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538    0.5074    0.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967    0.6305    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9293    1.8189   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835    2.0763   -0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1656    1.1352   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966   -0.0529    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -0.2909    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    1.3597   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8472    0.2791   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799    0.7003   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -1.6810   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3818   -0.8010    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    0.2285    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084   -1.5664    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.2861   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.4908   -0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226    0.3601    1.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9716   -1.4184    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988   -1.5453   -0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    1.3246    1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    2.5786   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3763    3.0231   -1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1460    1.3828   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819   -0.7766    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4183   -1.2083    1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha-Pentylcinnamaldehyde	Kegg
a-Pentylcinnamaldehyde	Generator
Α-pentylcinnamaldehyde	Generator
a-Amylcinnamaldehyde	HMDB
Α-amylcinnamaldehyde	HMDB
alpha-Amylcinnamic aldehyde	HMDB
2-Pentylcinnamaldehyde	HMDB
(2Z)-2-Benzylideneheptanal	HMDB
(2Z)-2-Pentyl-3-phenyl-2-propenal	HMDB
2-(Phenylmethylene)-heptanal	HMDB
2-(Phenylmethylene)heptanal	HMDB
2-(Phenylmethylene)heptanal, 9ci	HMDB
2-Benzylidene-heptanal	HMDB
2-Benzylideneheptanal	HMDB
2-Propenal, 3-phenyl-, monopentyl deriv	HMDB
a-Pentyl-b-phenylacrolein	HMDB
a-Pentylcinnamaldehyde, 8ci	HMDB
alpha-Amyl cinnamaldehyde	HMDB
alpha-Amyl-alpha-amylcinnamaldehyde	HMDB
alpha-Amyl-beta-phenylacrolein	HMDB
alpha-Amylcinnamaldehyde	HMDB
alpha-Amylcinnamicaldehyde	HMDB
alpha-N-Amylcinnamaldehyde	HMDB
alpha-N-Amylcinnamic aldehyde	HMDB
alpha-Pentyl-beta-phenylacrolein	HMDB
alpha-Pentyl-cinnamaldehyde	HMDB
Amyl cinnamal	HMDB
Amyl cinnamic aldehyde	HMDB
Amylcinnamal	HMDB
Amylcinnamaldehyde	HMDB
Amylcinnamic acid aldehyde	HMDB
Amylcinnamic aldehyde	HMDB
FEMA 2061	HMDB
Flomine	HMDB
Heptanal, 2-(phenylmethylene)	HMDB
Jasmal	HMDB
Jasminal	HMDB
Jasminaldehyde	HMDB
Jasmine aldehyde	HMDB
Pentylcinnamaldehyde	HMDB
Pentyl cinnamaldehyde	HMDB

Chemical Formula

C₁₄H₁₈O

Average Molecular Weight

202.2921

Monoisotopic Molecular Weight

202.135765198

IUPAC Name

(2Z)-2-(phenylmethylidene)heptanal

Traditional Name

amyl cinnamic aldehyde

CAS Registry Number

122-40-7

SMILES

CCCCC\C(C=O)=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H18O/c1-2-3-5-10-14(12-15)11-13-8-6-4-7-9-13/h4,6-9,11-12H,2-3,5,10H2,1H3/b14-11-

InChI Key

HMKKIXGYKWDQSV-KAMYIIQDSA-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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamaldehydes

Sub Class

Not Available

Direct Parent

Cinnamaldehydes

Alternative Parents

Substituents

Cinnamaldehyde
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 Framework

Aromatic homomonocyclic compounds

External Descriptors

cinnamaldehydes (CHEBI:32318 )

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Exogenous (HMDB: HMDB0061830)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	80 °C	Not Available
Boiling Point	287.00 to 290.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	8.54 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.357 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0069 g/L	ALOGPS
logP	3.93	ALOGPS
logP	4.15	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	64.9 m³·mol⁻¹	ChemAxon
Polarizability	24.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.499	31661259
DarkChem	[M-H]-	146.745	31661259
DeepCCS	[M+H]+	153.735	30932474
DeepCCS	[M-H]-	151.274	30932474
DeepCCS	[M-2H]-	186.286	30932474
DeepCCS	[M+Na]+	162.028	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.2	32859911
AllCCS	[M+NH4]+	152.0	32859911
AllCCS	[M+Na]+	153.1	32859911
AllCCS	[M-H]-	153.6	32859911
AllCCS	[M+Na-2H]-	154.3	32859911
AllCCS	[M+HCOO]-	155.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.85 minutes	32390414
Predicted by Siyang on May 30, 2022	20.1072 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2733.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	719.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	275.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	459.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	931.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	972.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	194.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1861.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	670.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1827.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	636.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	516.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	684.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	565.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Pentyl-3-phenyl-2-propenal	CCCCC\C(C=O)=C\C1=CC=CC=C1	2204.4	Standard polar	33892256
2-Pentyl-3-phenyl-2-propenal	CCCCC\C(C=O)=C\C1=CC=CC=C1	1613.4	Standard non polar	33892256
2-Pentyl-3-phenyl-2-propenal	CCCCC\C(C=O)=C\C1=CC=CC=C1	1653.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Pentyl-3-phenyl-2-propenal EI-B (Non-derivatized)	splash10-016u-6910000000-76423c557f3f4dd7528d	2018-05-25	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Pentyl-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-05bf-9810000000-5d50147550573496265f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Pentyl-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0gdi-4910000000-4ce2bc2a00dff2dc48e0	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 10V, Positive-QTOF	splash10-0udi-1390000000-ca55afbc23de86cbd2c4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 20V, Positive-QTOF	splash10-0zml-9620000000-1f4c1daee5177bed977e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 40V, Positive-QTOF	splash10-052f-9200000000-7ed528bae1e65bf01302	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 10V, Negative-QTOF	splash10-0udi-0090000000-aac6ad0789512ca03c13	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 20V, Negative-QTOF	splash10-0fk9-0950000000-e06e3c42a256d36ea1cd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 40V, Negative-QTOF	splash10-00di-4900000000-f5943dbfda6753242ead	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 10V, Negative-QTOF	splash10-0udi-1690000000-d3d5e2fec8076647fbda	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 20V, Negative-QTOF	splash10-0udi-5390000000-843a38d8d2580a4cccb3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 40V, Negative-QTOF	splash10-014l-6900000000-dd30a61af9f6506cb016	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 10V, Positive-QTOF	splash10-0udi-2490000000-7f7af5c4015607415557	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 20V, Positive-QTOF	splash10-0006-9510000000-dbe3977208f978e698c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentyl-3-phenyl-2-propenal 40V, Positive-QTOF	splash10-00mo-8900000000-e1178a4f97d239e6ecbe	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20809147	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1361549

KEGG Compound ID

C12288

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1712058

PDB ID

Not Available

ChEBI ID

32318

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1001011

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Parhi R, Suresh P, Mondal S, Kumar PM: Novel penetration enhancers for skin applications: a review. Curr Drug Deliv. 2012 Mar;9(2):219-30. [PubMed:22023208 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Wikipedia [Link]

Showing metabocard for 2-Pentyl-3-phenyl-2-propenal (HMDB0031313)

MOL for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

3D MOL for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

3D SDF for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

3D-SDF for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

PDB for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

3D PDB for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

SMILES for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

INCHI for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

Structure for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

3D Structure for HMDB0031313 (2-Pentyl-3-phenyl-2-propenal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra