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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:05 UTC

Update Date

2023-02-21 17:21:17 UTC

HMDB ID

HMDB0031733

Secondary Accession Numbers

HMDB31733

Metabolite Identification

Common Name

4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde

Description

4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a significant number of articles have been published on 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde.

Structure

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

HMDB0031733
     RDKit          3D
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde
 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.2706    1.4681    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6393    0.3780   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0660   -0.0062   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.2683   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952    0.1355   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5295   -1.0629   -0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.6275   -0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079   -0.6527    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -0.2273    1.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -0.3222    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4469    0.9818   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7201    1.7072    0.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -0.7514   -1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -0.1420   -1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514    2.2558    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.1460    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1416    1.9537    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5162    0.7022   -1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    0.1042    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198   -1.0333   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.0832   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832    0.9420    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    0.4337   -1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -1.4860    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.8745   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565   -1.0074    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784    0.8306    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3490   -0.8163    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -1.0948    0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.3008   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -1.8610   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466   -0.4933   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6660    0.9623   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489   -0.4915   -2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv0541 05061306062D          

 14 14  0  0  0  0            999 V2000
   -0.7145   -3.7125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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    0.0000    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
    1.4289    0.8250    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031733

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC1=CCC(CC1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O/c1-11(2)4-3-5-12-6-8-13(10-14)9-7-12/h4,6,10,13H,3,5,7-9H2,1-2H3

> <INCHI_KEY>
MQBIZQLCHSZBOI-UHFFFAOYSA-N

> <FORMULA>
C13H20O

> <MOLECULAR_WEIGHT>
192.2973

> <EXACT_MASS>
192.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.588366301174688

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbaldehyde

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
3.2726941410000014

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.29155531729712

> <JCHEM_PKA_STRONGEST_BASIC>
-7.027719558971316

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
62.1217

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031733
     RDKit          3D
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde
 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.2706    1.4681    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6393    0.3780   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0660   -0.0062   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.2683   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952    0.1355   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5295   -1.0629   -0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.6275   -0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079   -0.6527    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -0.2273    1.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -0.3222    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4469    0.9818   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7201    1.7072    0.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -0.7514   -1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -0.1420   -1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514    2.2558    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.1460    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1416    1.9537    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5162    0.7022   -1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    0.1042    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198   -1.0333   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.0832   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832    0.9420    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    0.4337   -1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -1.4860    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.8745   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565   -1.0074    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784    0.8306    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3490   -0.8163    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -1.0948    0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.3008   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -1.8610   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466   -0.4933   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6660    0.9623   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489   -0.4915   -2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  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  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3   11                                                       
CONECT    5    3   12                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   13                                                       
CONECT    9    7   13                                                       
CONECT   10   13   14                                                       
CONECT   11    1    2    4                                                  
CONECT   12    5    6    7                                                  
CONECT   13    8    9   10                                                  
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0031733
HETATM    1  C1  UNL     1      -3.271   1.468   0.672  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.639   0.378  -0.232  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.066  -0.006  -0.387  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.713  -0.268  -0.913  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.295   0.135  -0.740  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.530  -1.063  -0.218  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.887  -0.628  -0.055  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.508  -0.653   1.099  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.915  -0.227   1.297  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.755  -0.322   0.071  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.447   0.982  -0.157  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.720   1.707   0.795  1.00  0.00           O  
HETATM   13  C12 UNL     1       3.025  -0.751  -1.159  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.636  -0.142  -1.247  1.00  0.00           C  
HETATM   15  H1  UNL     1      -2.751   2.256   0.061  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.599   1.146   1.494  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.142   1.954   1.146  1.00  0.00           H  
HETATM   18  H4  UNL     1      -5.516   0.702  -1.108  1.00  0.00           H  
HETATM   19  H5  UNL     1      -5.552   0.104   0.599  1.00  0.00           H  
HETATM   20  H6  UNL     1      -5.120  -1.033  -0.795  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.914  -1.083  -1.598  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.183   0.942   0.016  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.837   0.434  -1.700  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.947  -1.486   0.699  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.582  -1.874  -0.997  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.956  -1.007   1.962  1.00  0.00           H  
HETATM   27  H13 UNL     1       2.878   0.831   1.673  1.00  0.00           H  
HETATM   28  H14 UNL     1       3.349  -0.816   2.158  1.00  0.00           H  
HETATM   29  H15 UNL     1       4.547  -1.095   0.269  1.00  0.00           H  
HETATM   30  H16 UNL     1       4.713   1.301  -1.154  1.00  0.00           H  
HETATM   31  H17 UNL     1       2.859  -1.861  -1.077  1.00  0.00           H  
HETATM   32  H18 UNL     1       3.647  -0.493  -2.035  1.00  0.00           H  
HETATM   33  H19 UNL     1       1.666   0.962  -1.207  1.00  0.00           H  
HETATM   34  H20 UNL     1       1.149  -0.492  -2.164  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4    4
CONECT    3   18   19   20
CONECT    4    5   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8    8   14
CONECT    8    9   26
CONECT    9   10   27   28
CONECT   10   11   13   29
CONECT   11   12   12   30
CONECT   13   14   31   32
CONECT   14   33   34
END

HMDB0031733
     RDKit          3D
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde
 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.2706    1.4681    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6393    0.3780   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0660   -0.0062   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.2683   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952    0.1355   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5295   -1.0629   -0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.6275   -0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079   -0.6527    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -0.2273    1.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -0.3222    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4469    0.9818   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7201    1.7072    0.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -0.7514   -1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -0.1420   -1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514    2.2558    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.1460    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1416    1.9537    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5162    0.7022   -1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    0.1042    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198   -1.0333   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.0832   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832    0.9420    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    0.4337   -1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -1.4860    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.8745   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565   -1.0074    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784    0.8306    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3490   -0.8163    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -1.0948    0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.3008   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -1.8610   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466   -0.4933   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6660    0.9623   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489   -0.4915   -2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde	HMDB

Chemical Formula

C₁₃H₂₀O

Average Molecular Weight

192.2973

Monoisotopic Molecular Weight

192.151415262

IUPAC Name

4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbaldehyde

Traditional Name

4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbaldehyde

CAS Registry Number

37677-14-8

SMILES

CC(C)=CCCC1=CCC(CC1)C=O

InChI Identifier

InChI=1S/C13H20O/c1-11(2)4-3-5-12-6-8-13(10-14)9-7-12/h4,6,10,13H,3,5,7-9H2,1-2H3

InChI Key

MQBIZQLCHSZBOI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (FooDB: )
Extracellular (FooDB: )
Cell membrane (FooDB: )
Membrane (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Endogenous

Endogenous (FooDB: )

Animal

Animal (FooDB: )

Exogenous

Food

Food (FooDB: )

Tea

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (FooDB: )

Chemical reaction

Lipid Peroxidation (FooDB: )

Cellular process

Cell signaling (FooDB: )

Biochemical process

Lipid transport (FooDB: )

Role

Biological role

Energy storage (FooDB: )

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (FooDB: )

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	228.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	4.35 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.700	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	4.59	ALOGPS
logP	3.27	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	16.29	ChemAxon
pKa (Strongest Basic)	-7	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	4	ChemAxon
Refractivity	62.12 m³·mol⁻¹	ChemAxon
Polarizability	23.59 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]+	145.308	31661259
DarkChem	[M-H]-	141.995	31661259
DeepCCS	[M+H]+	145.247	30932474
DeepCCS	[M-H]-	142.063	30932474
DeepCCS	[M-2H]-	178.859	30932474
DeepCCS	[M+Na]+	154.397	30932474
AllCCS	[M+H]+	146.2	32859911
AllCCS	[M+H-H2O]+	142.2	32859911
AllCCS	[M+NH4]+	150.0	32859911
AllCCS	[M+Na]+	151.1	32859911
AllCCS	[M-H]-	151.3	32859911
AllCCS	[M+Na-2H]-	152.2	32859911
AllCCS	[M+HCOO]-	153.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde	CC(C)=CCCC1=CCC(CC1)C=O	1951.5	Standard polar	33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde	CC(C)=CCCC1=CCC(CC1)C=O	1528.7	Standard non polar	33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde	CC(C)=CCCC1=CCC(CC1)C=O	1531.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TMS,isomer #1	CC(C)=CCCC1=CCC(=CO[Si](C)(C)C)CC1	1714.8	Semi standard non polar	33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TMS,isomer #1	CC(C)=CCCC1=CCC(=CO[Si](C)(C)C)CC1	1670.6	Standard non polar	33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TBDMS,isomer #1	CC(C)=CCCC1=CCC(=CO[Si](C)(C)C(C)(C)C)CC1	1964.1	Semi standard non polar	33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TBDMS,isomer #1	CC(C)=CCCC1=CCC(=CO[Si](C)(C)C(C)(C)C)CC1	1869.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-0829-8900000000-6de091c74b5bab95aa92	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 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 - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Positive-QTOF	splash10-0006-1900000000-fee53fffdd3e864b1c58	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Positive-QTOF	splash10-00rf-5900000000-925da85e8079d2153789	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Positive-QTOF	splash10-0gb9-9200000000-f4661f1c82bef98ab3ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Negative-QTOF	splash10-0006-0900000000-c519c88f9518c0e72a86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Negative-QTOF	splash10-0006-0900000000-b031874ba020289a6f3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Negative-QTOF	splash10-0abc-5900000000-4b0f39d2a65718299319	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Positive-QTOF	splash10-000x-9800000000-c78e1991c26dea7a415a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Positive-QTOF	splash10-000x-9100000000-85360de812acf0f14859	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Positive-QTOF	splash10-00mo-9000000000-3f690cc81ebb91761967	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Negative-QTOF	splash10-0006-0900000000-14436e4d9ff8d032db54	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Negative-QTOF	splash10-0006-0900000000-091c1de9d311948ef2d3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Negative-QTOF	splash10-00r6-9700000000-0a265e6c9176d1ea1dc3	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB008400

KNApSAcK ID

C00055998

Chemspider ID

84142

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

93199

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1020632

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde (HMDB0031733)

MOL for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

3D MOL for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

3D SDF for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

3D-SDF for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

PDB for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

3D PDB for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

SMILES for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

INCHI for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

Structure for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

3D Structure for HMDB0031733 (4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra