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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:50:53 UTC

Update Date

2022-03-07 02:55:01 UTC

HMDB ID

HMDB0036681

Secondary Accession Numbers

HMDB36681

Metabolite Identification

Common Name

7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one

Description

7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make 7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one.

Structure

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

HMDB0036681
     RDKit          3D
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.4439   -1.2102    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.5456    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -0.6392    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0845    0.0219    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376    1.4454    0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087    2.4086    1.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    1.6943   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.3199   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2957   -0.1869   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -0.6012   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -0.3526   -0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -0.9370    0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    1.0819   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8495   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620   -0.9920    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -2.3139    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -1.1504    2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600   -0.1060    1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999    2.3812   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1882    2.0787    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796    0.3911   -1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    0.6153   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814   -1.0105   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801   -1.7108   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -0.9067   -1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278   -1.8335    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -1.2423    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216   -0.2335    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    1.1391   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    1.7184   -1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    1.5259    0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8  2  1  0
 10  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END


  Mrv0541 05061309162D          

 13 14  0  0  0  0            999 V2000
   -0.6140   -0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3098   -1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -0.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7837   -0.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262   -2.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -2.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016   -0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0655   -1.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246   -0.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -1.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036681

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CC2CC(=O)C1C=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O/c1-7(2)10-5-9-6-12(13)11(10)4-8(9)3/h4,7,9-11H,5-6H2,1-3H3

> <INCHI_KEY>
JGWYWWRNBCMLOE-UHFFFAOYSA-N

> <FORMULA>
C12H18O

> <MOLECULAR_WEIGHT>
178.2707

> <EXACT_MASS>
178.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.056920043596755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-7-(propan-2-yl)bicyclo[2.2.2]oct-5-en-2-one

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.7545202093333336

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.286970408713874

> <JCHEM_PKA_STRONGEST_BASIC>
-7.504819824036884

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
54.66510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036681
     RDKit          3D
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.4439   -1.2102    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.5456    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -0.6392    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0845    0.0219    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376    1.4454    0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087    2.4086    1.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    1.6943   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.3199   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2957   -0.1869   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -0.6012   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -0.3526   -0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -0.9370    0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    1.0819   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8495   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620   -0.9920    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -2.3139    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -1.1504    2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600   -0.1060    1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999    2.3812   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1882    2.0787    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796    0.3911   -1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    0.6153   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814   -1.0105   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801   -1.7108   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -0.9067   -1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278   -1.8335    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -1.2423    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216   -0.2335    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    1.1391   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    1.7184   -1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    1.5259    0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8  2  1  0
 10  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  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      -1.146  -0.253   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.445  -2.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.778  -1.152   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.463  -0.066   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.422  -3.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.386  -3.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.123  -1.793   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.250  -1.344   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.989  -3.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.222  -2.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.539  -1.849   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.101  -2.506   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.379  -2.096   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    8   11                                                       
CONECT    5    9   10                                                       
CONECT    6    9   12                                                       
CONECT    7    1    2   10                                                  
CONECT    8    3    4    9                                                  
CONECT    9    5    6    8                                                  
CONECT   10    5    7   11                                                  
CONECT   11    4   10   12                                                  
CONECT   12    6   11   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

COMPND    HMDB0036681
HETATM    1  C1  UNL     1      -3.444  -1.210   0.292  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.112  -0.546   0.304  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.233  -0.639   1.288  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.084   0.022   1.056  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.238   1.445   0.763  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.309   2.409   1.255  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.327   1.694  -0.221  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.631   0.320  -0.839  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.296  -0.187  -1.347  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.605  -0.601  -0.219  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.054  -0.353  -0.467  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.872  -0.937   0.693  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.434   1.082  -0.603  1.00  0.00           C  
HETATM   14  H1  UNL     1      -3.982  -0.849  -0.592  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.962  -0.992   1.250  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.356  -2.314   0.185  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.420  -1.150   2.210  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.760  -0.106   1.908  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.000   2.381  -1.029  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.188   2.079   0.343  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.380   0.391  -1.627  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.197   0.615  -1.958  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.481  -1.011  -2.068  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.480  -1.711  -0.103  1.00  0.00           H  
HETATM   25  H12 UNL     1       2.358  -0.907  -1.358  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.328  -1.833   1.055  1.00  0.00           H  
HETATM   27  H14 UNL     1       3.881  -1.242   0.323  1.00  0.00           H  
HETATM   28  H15 UNL     1       2.922  -0.233   1.537  1.00  0.00           H  
HETATM   29  H16 UNL     1       3.301   1.139  -1.324  1.00  0.00           H  
HETATM   30  H17 UNL     1       1.643   1.718  -1.047  1.00  0.00           H  
HETATM   31  H18 UNL     1       2.822   1.526   0.337  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    8
CONECT    3    4   17
CONECT    4    5   10   18
CONECT    5    6    6    7
CONECT    7    8   19   20
CONECT    8    9   21
CONECT    9   10   22   23
CONECT   10   11   24
CONECT   11   12   13   25
CONECT   12   26   27   28
CONECT   13   29   30   31
END

HMDB0036681
     RDKit          3D
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.4439   -1.2102    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.5456    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -0.6392    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0845    0.0219    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376    1.4454    0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087    2.4086    1.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    1.6943   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.3199   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2957   -0.1869   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -0.6012   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -0.3526   -0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -0.9370    0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    1.0819   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8495   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620   -0.9920    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -2.3139    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -1.1504    2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600   -0.1060    1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999    2.3812   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1882    2.0787    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796    0.3911   -1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    0.6153   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814   -1.0105   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801   -1.7108   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -0.9067   -1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278   -1.8335    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -1.2423    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216   -0.2335    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    1.1391   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    1.7184   -1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    1.5259    0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8  2  1  0
 10  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₈O

Average Molecular Weight

178.2707

Monoisotopic Molecular Weight

178.135765198

IUPAC Name

5-methyl-7-(propan-2-yl)bicyclo[2.2.2]oct-5-en-2-one

Traditional Name

7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one

CAS Registry Number

73069-42-8

SMILES

CC(C)C1CC2CC(=O)C1C=C2C

InChI Identifier

InChI=1S/C12H18O/c1-7(2)10-5-9-6-12(13)11(10)4-8(9)3/h4,7,9-11H,5-6H2,1-3H3

InChI Key

JGWYWWRNBCMLOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036681)

Source

Endogenous

Endogenous (HMDB: HMDB0036681)

Plant

Plant (HMDB: HMDB0036681)

Exogenous

Food

Food (HMDB: HMDB0036681)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0036681)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036681)

Role

Biological role

Energy source (HMDB: HMDB0036681)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036681)

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	0.51 g/L	ALOGPS
logP	2.57	ALOGPS
logP	2.75	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	17.29	ChemAxon
pKa (Strongest Basic)	-7.5	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	1	ChemAxon
Refractivity	54.67 m³·mol⁻¹	ChemAxon
Polarizability	21.06 Å³	ChemAxon
Number of Rings	2	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]+	143.116	31661259
DarkChem	[M-H]-	138.038	31661259
DeepCCS	[M+H]+	142.845	30932474
DeepCCS	[M-H]-	140.356	30932474
DeepCCS	[M-2H]-	176.602	30932474
DeepCCS	[M+Na]+	151.9	30932474
AllCCS	[M+H]+	139.0	32859911
AllCCS	[M+H-H2O]+	134.8	32859911
AllCCS	[M+NH4]+	143.0	32859911
AllCCS	[M+Na]+	144.1	32859911
AllCCS	[M-H]-	146.5	32859911
AllCCS	[M+Na-2H]-	147.3	32859911
AllCCS	[M+HCOO]-	148.3	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.	5.83 minutes	32390414
Predicted by Siyang on May 30, 2022	14.8898 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.52 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2229.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	488.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	255.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	117.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	562.3 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	673.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	69.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1143.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	426.6 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	1239.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	333.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	435.3 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	22.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one	CC(C)C1CC2CC(=O)C1C=C2C	1933.8	Standard polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one	CC(C)C1CC2CC(=O)C1C=C2C	1407.8	Standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one	CC(C)C1CC2CC(=O)C1C=C2C	1404.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TMS,isomer #1	CC1=CC2=C(O[Si](C)(C)C)CC1CC2C(C)C	1597.2	Semi standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TMS,isomer #1	CC1=CC2=C(O[Si](C)(C)C)CC1CC2C(C)C	1486.4	Standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TMS,isomer #2	CC1=CC2C(O[Si](C)(C)C)=CC1CC2C(C)C	1479.9	Semi standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TMS,isomer #2	CC1=CC2C(O[Si](C)(C)C)=CC1CC2C(C)C	1504.4	Standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TBDMS,isomer #1	CC1=CC2=C(O[Si](C)(C)C(C)(C)C)CC1CC2C(C)C	1826.1	Semi standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TBDMS,isomer #1	CC1=CC2=C(O[Si](C)(C)C(C)(C)C)CC1CC2C(C)C	1710.2	Standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TBDMS,isomer #2	CC1=CC2C(O[Si](C)(C)C(C)(C)C)=CC1CC2C(C)C	1744.9	Semi standard non polar	33892256
7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one,1TBDMS,isomer #2	CC1=CC2C(O[Si](C)(C)C(C)(C)C)=CC1CC2C(C)C	1660.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-8900000000-62b9f03473e849ce6d96	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-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 - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 10V, Positive-QTOF	splash10-004i-0900000000-8a750572c14cf71f4052	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 20V, Positive-QTOF	splash10-004i-0900000000-d006646ff152cf205282	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 40V, Positive-QTOF	splash10-03di-0900000000-511ec7d9b9a4c58b1f54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 10V, Negative-QTOF	splash10-004i-0900000000-94ddcef9435a72f80098	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 20V, Negative-QTOF	splash10-004i-0900000000-72034a18a76a9972dadc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 40V, Negative-QTOF	splash10-01t9-0900000000-e12134ef8702256d0f0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 10V, Positive-QTOF	splash10-004i-0900000000-41218410f12becd51278	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 20V, Positive-QTOF	splash10-004i-0900000000-44a7612f546371973609	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 40V, Positive-QTOF	splash10-004l-4900000000-0440c142163a482ada46	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 10V, Negative-QTOF	splash10-004i-0900000000-1c420c1b8167732abdd0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 20V, Negative-QTOF	splash10-004i-0900000000-1c420c1b8167732abdd0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one 40V, Negative-QTOF	splash10-0059-0900000000-a37b72b3c01364349080	2021-09-25	Wishart 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

FDB015611

KNApSAcK ID

C00021926

Chemspider ID

35014198

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57446842

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

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

Showing metabocard for 7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one (HMDB0036681)

MOL for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

3D MOL for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

3D SDF for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

3D-SDF for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

PDB for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

3D PDB for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

SMILES for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

INCHI for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

Structure for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

3D Structure for HMDB0036681 (7-Isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra