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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:29:44 UTC

Update Date

2023-02-21 17:26:24 UTC

HMDB ID

HMDB0038216

Secondary Accession Numbers

HMDB38216

Metabolite Identification

Common Name

5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one

Description

5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one.

Structure

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

HMDB0038216
     RDKit          3D
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0407    0.8072   -0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.1232    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6258   -0.2441    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.1299    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9230   -1.0284    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439   -1.3271    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -1.1670    1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7006    0.1221    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    0.2685    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3642    1.5864   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.1763    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8656    0.2653   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.5945   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.9373   -1.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3607    0.1575   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    1.6290   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959    1.3422   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412    0.8846    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7920   -0.9153    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -0.6935   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734    0.7093    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154   -1.5398    1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7885   -1.8804   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033   -1.6662    2.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.1346    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -2.0161    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3982    0.9485    1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169   -0.5267   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3593    1.4857   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626    2.3332   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    2.0641   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392    0.6692    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6991    0.8159    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3361   -0.8350    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    1.3150   -1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4477   -0.0674   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 13  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
M  END


  Mrv0541 05061310182D          

 14 14  0  0  0  0            999 V2000
    0.0000    3.3000    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   -1.6500    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
    1.4289    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
    0.7145    2.0625    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    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
    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 11 10  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 12  1  0  0  0  0
 14 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038216

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O/c1-9(2)7-12-6-5-11(10(3)4)8-13(12)14/h6,9-11H,5,7-8H2,1-4H3

> <INCHI_KEY>
RRVUWHZNUXPZBP-UHFFFAOYSA-N

> <FORMULA>
C13H22O

> <MOLECULAR_WEIGHT>
194.3132

> <EXACT_MASS>
194.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.784688270878654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-methylpropyl)-5-(propan-2-yl)cyclohex-2-en-1-one

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
4.076331527666666

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.767245077059057

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
61.14660000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-isopropyl-2-(2-methylpropyl)cyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038216
     RDKit          3D
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0407    0.8072   -0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.1232    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6258   -0.2441    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.1299    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9230   -1.0284    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439   -1.3271    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -1.1670    1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7006    0.1221    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    0.2685    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3642    1.5864   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.1763    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8656    0.2653   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.5945   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.9373   -1.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3607    0.1575   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    1.6290   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959    1.3422   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412    0.8846    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7920   -0.9153    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -0.6935   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734    0.7093    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154   -1.5398    1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7885   -1.8804   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033   -1.6662    2.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.1346    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -2.0161    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3982    0.9485    1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169   -0.5267   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3593    1.4857   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626    2.3332   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    2.0641   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392    0.6692    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6991    0.8159    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3361   -0.8350    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    1.3150   -1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4477   -0.0674   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 13  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7    9   12                                                       
CONECT    8   11   13                                                       
CONECT    9    1    2    7                                                  
CONECT   10    3    4   11                                                  
CONECT   11    5    8   10                                                  
CONECT   12    6    7   13                                                  
CONECT   13    8   12   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0038216
HETATM    1  C1  UNL     1       3.041   0.807  -0.865  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.152   0.123   0.460  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.626  -0.244   0.638  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.374  -1.130   0.622  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.923  -1.028   0.468  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.044  -1.327   1.432  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.375  -1.167   1.104  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.701   0.122   0.393  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.129   0.269   0.033  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.364   1.586  -0.674  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.088   0.176   1.172  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.866   0.265  -0.865  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.350  -0.594  -0.799  1.00  0.00           C  
HETATM   14  O1  UNL     1       0.871  -0.937  -1.893  1.00  0.00           O  
HETATM   15  H1  UNL     1       3.361   0.157  -1.701  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.823   1.629  -0.847  1.00  0.00           H  
HETATM   17  H3  UNL     1       2.096   1.342  -1.036  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.941   0.885   1.245  1.00  0.00           H  
HETATM   19  H5  UNL     1       4.792  -0.915   1.477  1.00  0.00           H  
HETATM   20  H6  UNL     1       5.036  -0.693  -0.286  1.00  0.00           H  
HETATM   21  H7  UNL     1       5.173   0.709   0.834  1.00  0.00           H  
HETATM   22  H8  UNL     1       2.615  -1.540   1.629  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.788  -1.880  -0.093  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.403  -1.666   2.393  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.934  -1.135   2.084  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.812  -2.016   0.551  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.398   0.948   1.069  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.417  -0.527  -0.716  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.359   1.486  -1.777  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.563   2.333  -0.428  1.00  0.00           H  
HETATM   31  H17 UNL     1      -4.312   2.064  -0.348  1.00  0.00           H  
HETATM   32  H18 UNL     1      -5.039   0.669   0.857  1.00  0.00           H  
HETATM   33  H19 UNL     1      -3.699   0.816   2.009  1.00  0.00           H  
HETATM   34  H20 UNL     1      -4.336  -0.835   1.498  1.00  0.00           H  
HETATM   35  H21 UNL     1      -0.570   1.315  -1.066  1.00  0.00           H  
HETATM   36  H22 UNL     1      -1.448  -0.067  -1.749  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4   18
CONECT    3   19   20   21
CONECT    4    5   22   23
CONECT    5    6    6   13
CONECT    6    7   24
CONECT    7    8   25   26
CONECT    8    9   12   27
CONECT    9   10   11   28
CONECT   10   29   30   31
CONECT   11   32   33   34
CONECT   12   13   35   36
CONECT   13   14   14
END

HMDB0038216
     RDKit          3D
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0407    0.8072   -0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.1232    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6258   -0.2441    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.1299    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9230   -1.0284    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439   -1.3271    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -1.1670    1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7006    0.1221    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    0.2685    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3642    1.5864   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.1763    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8656    0.2653   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.5945   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.9373   -1.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3607    0.1575   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    1.6290   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959    1.3422   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412    0.8846    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7920   -0.9153    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -0.6935   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734    0.7093    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154   -1.5398    1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7885   -1.8804   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033   -1.6662    2.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.1346    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -2.0161    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3982    0.9485    1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169   -0.5267   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3593    1.4857   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626    2.3332   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    2.0641   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392    0.6692    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6991    0.8159    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3361   -0.8350    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    1.3150   -1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4477   -0.0674   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 13  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(1-Methylethyl)-2-(2-methylpropyl)-2-cyclohexen-1-one, 9ci	HMDB

Chemical Formula

C₁₃H₂₂O

Average Molecular Weight

194.3132

Monoisotopic Molecular Weight

194.167065326

IUPAC Name

2-(2-methylpropyl)-5-(propan-2-yl)cyclohex-2-en-1-one

Traditional Name

5-isopropyl-2-(2-methylpropyl)cyclohex-2-en-1-one

CAS Registry Number

79862-15-0

SMILES

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

InChI Identifier

InChI=1S/C13H22O/c1-9(2)7-12-6-5-11(10(3)4)8-13(12)14/h6,9-11H,5,7-8H2,1-4H3

InChI Key

RRVUWHZNUXPZBP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038216)

Source

Endogenous

Endogenous (HMDB: HMDB0038216)

Plant

Plant (HMDB: HMDB0038216)

Animal

Animal (HMDB: HMDB0038216)

Exogenous

Food

Food (HMDB: HMDB0038216)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038216)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038216)

Cellular process

Cell signaling (HMDB: HMDB0038216)

Biochemical process

Lipid transport (HMDB: HMDB0038216)

Role

Biological role

Energy storage (HMDB: HMDB0038216)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038216)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
logP	4	ALOGPS
logP	4.08	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-4.8	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	3	ChemAxon
Refractivity	61.15 m³·mol⁻¹	ChemAxon
Polarizability	23.78 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]+	147.37	31661259
DarkChem	[M-H]-	144.454	31661259
DeepCCS	[M+H]+	153.377	30932474
DeepCCS	[M-H]-	151.019	30932474
DeepCCS	[M-2H]-	185.92	30932474
DeepCCS	[M+Na]+	160.895	30932474
AllCCS	[M+H]+	145.1	32859911
AllCCS	[M+H-H2O]+	141.1	32859911
AllCCS	[M+NH4]+	148.9	32859911
AllCCS	[M+Na]+	149.9	32859911
AllCCS	[M-H]-	153.2	32859911
AllCCS	[M+Na-2H]-	154.3	32859911
AllCCS	[M+HCOO]-	155.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one	CC(C)CC1=CCC(CC1=O)C(C)C	1910.7	Standard polar	33892256
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one	CC(C)CC1=CCC(CC1=O)C(C)C	1441.1	Standard non polar	33892256
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one	CC(C)CC1=CCC(CC1=O)C(C)C	1446.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one,1TMS,isomer #1	CC(C)CC1=CCC(C(C)C)C=C1O[Si](C)(C)C	1571.8	Semi standard non polar	33892256
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one,1TMS,isomer #1	CC(C)CC1=CCC(C(C)C)C=C1O[Si](C)(C)C	1569.2	Standard non polar	33892256
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one,1TBDMS,isomer #1	CC(C)CC1=CCC(C(C)C)C=C1O[Si](C)(C)C(C)(C)C	1795.3	Semi standard non polar	33892256
5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one,1TBDMS,isomer #1	CC(C)CC1=CCC(C(C)C)C=C1O[Si](C)(C)C(C)(C)C	1747.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f96-7900000000-3609ffe29d73501025af	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 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 - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 10V, Positive-QTOF	splash10-0002-1900000000-317b2e842e2349492c7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 20V, Positive-QTOF	splash10-052b-9800000000-14b1db3953224ecb09dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 40V, Positive-QTOF	splash10-0api-9100000000-1991a38688d4447d9791	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 10V, Negative-QTOF	splash10-0006-0900000000-14c91e9aaae7b7919644	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 20V, Negative-QTOF	splash10-0006-0900000000-9dee7ce5096e37863a29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 40V, Negative-QTOF	splash10-002u-4900000000-e37c98230349858a5097	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 10V, Negative-QTOF	splash10-0006-0900000000-f4ac9f2710ef63610b81	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 20V, Negative-QTOF	splash10-0006-0900000000-a1d2ee77fa776d1aeea6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 40V, Negative-QTOF	splash10-003f-3900000000-0f4d131d4b036300138c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 10V, Positive-QTOF	splash10-0002-1900000000-32d25edfeb9263cb3beb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 20V, Positive-QTOF	splash10-06rt-5900000000-2cde31ce4efad87d3b09	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one 40V, Positive-QTOF	splash10-0a4m-9100000000-e85036cda2423aa058aa	2021-09-24	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

Extracellular
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

FDB017458

KNApSAcK ID

Not Available

Chemspider ID

35014539

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101413677

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one (HMDB0038216)

MOL for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

3D MOL for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

3D SDF for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

3D-SDF for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

PDB for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

3D PDB for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

SMILES for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

INCHI for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

Structure for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

3D Structure for HMDB0038216 (5-Isopropyl-2-(2-methylpropyl)-2-cyclohexen-1-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra