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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:45:06 UTC

Update Date

2022-03-07 02:53:06 UTC

HMDB ID

HMDB0031736

Secondary Accession Numbers

HMDB31736

Metabolite Identification

Common Name

2-Hexyl-3-phenyl-2-propenal

Description

2-Hexyl-3-phenyl-2-propenal, also known as alpha-hexylcinnamic aldehyde or a-hexyl-b-phenylacrolein, 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. 2-Hexyl-3-phenyl-2-propenal is a floral, fresh, and green tasting compound. Based on a literature review very few articles have been published on 2-Hexyl-3-phenyl-2-propenal.

Structure

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

HMDB0031736
     RDKit          3D
2-Hexyl-3-phenyl-2-propenal
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.5297   -1.1906    0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -0.1020   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -0.8194   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    0.1123   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757    1.0055   -0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1477    0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6285    1.0742    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701    1.9398    2.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    1.8760    2.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403    1.1421    1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.3056    0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7824   -1.0640    0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041   -1.7796   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816   -1.1361   -1.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034    0.2419   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763    0.9442   -0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0724   -1.5945    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.8004    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5561   -2.0212   -0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2591    0.5694    0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    0.4577   -0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097   -1.4132   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -1.5209   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9108   -0.4856   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1819    0.7782   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077    1.5791    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    1.6665   -1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430   -0.5677   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.3903    1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    2.6003    2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4166    1.8766    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170   -1.6153    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5998   -2.8641   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -1.7180   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    0.7306   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7211    2.0353   -0.2683 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  1  0
  8  9  2  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END


  Mrv0541 05061306062D          

 16 16  0  0  0  0            999 V2000
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  6  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031736

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC\C(C=O)=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+

> <INCHI_KEY>
GUUHFMWKWLOQMM-NTCAYCPXSA-N

> <FORMULA>
C15H20O

> <MOLECULAR_WEIGHT>
216.3187

> <EXACT_MASS>
216.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.347885094617652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-(phenylmethylidene)octanal

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.595863822

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.494007019978051

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
69.4966

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexyl cinnamic aldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031736
     RDKit          3D
2-Hexyl-3-phenyl-2-propenal
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.5297   -1.1906    0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -0.1020   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -0.8194   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    0.1123   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757    1.0055   -0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1477    0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6285    1.0742    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701    1.9398    2.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    1.8760    2.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403    1.1421    1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.3056    0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7824   -1.0640    0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041   -1.7796   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816   -1.1361   -1.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034    0.2419   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763    0.9442   -0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0724   -1.5945    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.8004    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5561   -2.0212   -0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2591    0.5694    0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    0.4577   -0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097   -1.4132   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -1.5209   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9108   -0.4856   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1819    0.7782   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077    1.5791    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    1.6665   -1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430   -0.5677   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.3903    1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    2.6003    2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4166    1.8766    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170   -1.6153    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5998   -2.8641   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -1.7180   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    0.7306   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7211    2.0353   -0.2683 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  1  0
  8  9  2  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    7    8                                                       
CONECT    6    4   11                                                       
CONECT    7    5    9                                                       
CONECT    8    5   10                                                       
CONECT    9    7   14                                                       
CONECT   10    8   14                                                       
CONECT   11    6   15                                                       
CONECT   12   14   15                                                       
CONECT   13   15   16                                                       
CONECT   14    9   10   12                                                  
CONECT   15   11   12   13                                                  
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0031736
HETATM    1  C1  UNL     1      -4.530  -1.191   0.540  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.646  -0.102  -0.064  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.563  -0.819  -0.843  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.605   0.112  -1.502  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.876   1.006  -0.523  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.065   0.148   0.472  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.628   1.074   1.373  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.170   1.940   2.273  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.403   1.876   2.246  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.940   1.142   1.421  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.777   0.306   0.598  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.782  -1.064   0.538  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.604  -1.780  -0.307  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.482  -1.136  -1.153  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.503   0.242  -1.118  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.676   0.944  -0.268  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.072  -1.594   1.461  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.543  -0.800   0.764  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.556  -2.021  -0.196  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.259   0.569   0.707  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.310   0.458  -0.782  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.110  -1.413  -1.627  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.076  -1.521  -0.125  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.911  -0.486  -2.119  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.182   0.778  -2.171  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.608   1.579   0.050  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.160   1.666  -1.015  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.543  -0.568  -0.071  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.857  -0.390   1.048  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.391   2.600   2.923  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.417   1.877   2.128  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.117  -1.615   1.209  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.600  -2.864  -0.347  1.00  0.00           H  
HETATM   34  H18 UNL     1       5.118  -1.718  -1.809  1.00  0.00           H  
HETATM   35  H19 UNL     1       5.202   0.731  -1.792  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.721   2.035  -0.268  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   10   10
CONECT    8    9    9   30
CONECT   10   11   31
CONECT   11   12   12   16
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   36
END

HMDB0031736
     RDKit          3D
2-Hexyl-3-phenyl-2-propenal
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.5297   -1.1906    0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -0.1020   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -0.8194   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    0.1123   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757    1.0055   -0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1477    0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6285    1.0742    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701    1.9398    2.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    1.8760    2.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403    1.1421    1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.3056    0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7824   -1.0640    0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041   -1.7796   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816   -1.1361   -1.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034    0.2419   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6763    0.9442   -0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0724   -1.5945    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.8004    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5561   -2.0212   -0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2591    0.5694    0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    0.4577   -0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097   -1.4132   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -1.5209   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9108   -0.4856   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1819    0.7782   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077    1.5791    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    1.6665   -1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430   -0.5677   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.3903    1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    2.6003    2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4166    1.8766    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170   -1.6153    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5998   -2.8641   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -1.7180   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    0.7306   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7211    2.0353   -0.2683 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  1  0
  8  9  2  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Phenylmethylene)octanal	ChEBI
2-[(e)-Benzylidene]octanal	ChEBI
2-Benzylideneoctanal	ChEBI
2-Hexylcinnamaldehyde	ChEBI
alpha-Hexyl-beta-phenylacrolein	ChEBI
alpha-Hexylcinnamic aldehyde	ChEBI
alpha-Hexylcinnamyl aldehyde	ChEBI
alpha-N-Hexyl-beta-phenylacrolein	ChEBI
Hexyl cinnamic aldehyde	ChEBI
a-Hexyl-b-phenylacrolein	Generator
Α-hexyl-β-phenylacrolein	Generator
a-Hexylcinnamic aldehyde	Generator
Α-hexylcinnamic aldehyde	Generator
a-Hexylcinnamyl aldehyde	Generator
Α-hexylcinnamyl aldehyde	Generator
a-N-Hexyl-b-phenylacrolein	Generator
Α-N-hexyl-β-phenylacrolein	Generator
Hexyl cinnamal	MeSH
Hexyl cinnamylaldehyde	MeSH
2-Hexyl-3-phenyl-2-propenal	ChEBI
(2Z)-2-Hexyl-3-phenyl-2-propenal	HMDB
-Hexyl-3-phenyl-propenal	HMDB
2-(Phenylmethylene)-octanal	HMDB
2-(Phenylmethylene)octanal, 9ci	HMDB
2-Hexenyl cynnamaldehyde	HMDB
2-Hexyl-3-phenyl-propenal	HMDB
3-Phenyl-2-propenal dimethyl acetal	HMDB
a-Hexylcinnamaldehyde, 8ci	HMDB
alpha -Hexylcinnamaldehyde	HMDB
alpha -Hexylcinnamic aldehyde	HMDB
alpha -N-Hexyl-alpha -hexylcinnamaldehyde	HMDB
alpha -N-Hexyl-beta -phenylacrolein	HMDB
Cinnamaldehyde, dimethyl acetal	HMDB
Cinnamic aldehyde dimethyl acetal	HMDB
FEMA 2569	HMDB
Hexylcinnamaldehyde	HMDB
N-Hexyl cinnamaldehyde	HMDB
a-Hexylcinnamaldehyde	Generator
Α-hexylcinnamaldehyde	Generator

Chemical Formula

C₁₅H₂₀O

Average Molecular Weight

216.3187

Monoisotopic Molecular Weight

216.151415262

IUPAC Name

(2E)-2-(phenylmethylidene)octanal

Traditional Name

hexyl cinnamic aldehyde

CAS Registry Number

101-86-0

SMILES

CCCCCC\C(C=O)=C/C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+

InChI Key

GUUHFMWKWLOQMM-NTCAYCPXSA-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:55365 )

Ontology

Cellular substructure

Membrane (HMDB: HMDB0031736)
Cell membrane (HMDB: HMDB0031736)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Source

Endogenous

Endogenous (HMDB: HMDB0031736)

Exogenous

Food

Food (HMDB: HMDB0031736)

Exogenous (HMDB: HMDB0031736)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031736)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	4 °C	Not Available
Boiling Point	308.07 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2.75 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.332 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.002 g/L	ALOGPS
logP	4.44	ALOGPS
logP	4.6	ChemAxon
logS	-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	7	ChemAxon
Refractivity	69.5 m³·mol⁻¹	ChemAxon
Polarizability	26.35 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]+	156.761	31661259
DarkChem	[M-H]-	151.188	31661259
DeepCCS	[M+H]+	160.371	30932474
DeepCCS	[M-H]-	157.597	30932474
DeepCCS	[M-2H]-	192.556	30932474
DeepCCS	[M+Na]+	168.735	30932474
AllCCS	[M+H]+	153.0	32859911
AllCCS	[M+H-H2O]+	149.1	32859911
AllCCS	[M+NH4]+	156.7	32859911
AllCCS	[M+Na]+	157.7	32859911
AllCCS	[M-H]-	158.9	32859911
AllCCS	[M+Na-2H]-	159.6	32859911
AllCCS	[M+HCOO]-	160.4	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.	10.17 minutes	32390414
Predicted by Siyang on May 30, 2022	21.2927 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.59 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2854.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	754.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	287.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	473.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	454.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	979.7 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	1019.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	175.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1973.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	695.3 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	1895.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	678.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	537.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	713.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	582.7 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hexyl-3-phenyl-2-propenal	CCCCCC\C(C=O)=C/C1=CC=CC=C1	2302.5	Standard polar	33892256
2-Hexyl-3-phenyl-2-propenal	CCCCCC\C(C=O)=C/C1=CC=CC=C1	1708.4	Standard non polar	33892256
2-Hexyl-3-phenyl-2-propenal	CCCCCC\C(C=O)=C/C1=CC=CC=C1	1760.1	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-Hexyl-3-phenyl-2-propenal EI-B (Non-derivatized)	splash10-014l-5910000000-b22a42c164a28ba714e4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Hexyl-3-phenyl-2-propenal EI-B (Non-derivatized)	splash10-014l-5910000000-b22a42c164a28ba714e4	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hexyl-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9500000000-17b8c66896e13bc5de45	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hexyl-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 10V, Positive-QTOF	splash10-014i-2590000000-f0347dd567a9f3d1ccd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 20V, Positive-QTOF	splash10-00rm-9720000000-d1ffec901d6895ae70f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 40V, Positive-QTOF	splash10-0006-9100000000-33eaea96c2c90101ce58	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 10V, Negative-QTOF	splash10-014i-0090000000-0fceae1f9fb3f19a156b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 20V, Negative-QTOF	splash10-014i-1390000000-629cb7544fac62e806f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 40V, Negative-QTOF	splash10-004r-7900000000-299699f01b07c3c0f4e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 10V, Positive-QTOF	splash10-014i-1790000000-9e006289388f30fe479e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 20V, Positive-QTOF	splash10-0006-9400000000-473e23122d6d03a0f66c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 40V, Positive-QTOF	splash10-0006-9800000000-9cd0fdcc00e54f48ace1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 10V, Negative-QTOF	splash10-014r-1790000000-4127ab305acee2441052	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 20V, Negative-QTOF	splash10-014i-1290000000-69e38e51980f2bd551dd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexyl-3-phenyl-2-propenal 40V, Negative-QTOF	splash10-00kf-6900000000-ba889e848690e636fc44	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

FDB008404

KNApSAcK ID

Not Available

Chemspider ID

1267362

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1550884

PDB ID

Not Available

ChEBI ID

55365

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1095561

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Hexyl-3-phenyl-2-propenal (HMDB0031736)

MOL for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

3D MOL for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

3D SDF for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

3D-SDF for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

PDB for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

3D PDB for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

SMILES for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

INCHI for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

Structure for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

3D Structure for HMDB0031736 (2-Hexyl-3-phenyl-2-propenal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra