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Showing metabocard for 5-Methyl-2-(1-methylethyl)-cyclohexanone (HMDB0061802)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:54:50 UTC
Update Date2022-03-07 03:17:47 UTC
HMDB IDHMDB0061802
Secondary Accession Numbers
  • HMDB61802
Metabolite Identification
Common Name5-Methyl-2-(1-methylethyl)-cyclohexanone
Description5-Methyl-2-(1-methylethyl)-cyclohexanone 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.
Structure
Data?1563866233
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)


  Mrv0541 10081412302D          

 13 13  0  0  1  0            999 V2000
   -0.0000    2.4750    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
    0.7145   -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
    1.4289    0.8250    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
    0.7145    2.0625    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  2  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
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  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  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  1  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
  9 13  1  6  0  0  0
M  END
Download

3D MOL for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)

HMDB0061802
     RDKit          3D
5-Methyl-2-(1-methylethyl)-cyclohexanone
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.4154    0.7541    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -0.1329   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -0.4244    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666   -1.2067    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7380   -0.3341   -0.3243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8714    0.1544    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6209   -1.0596    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510    1.0074   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352    0.7415   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711    1.8124   -1.1723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513    0.5235   -1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954    1.0876    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3834    0.2142    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4937    1.6128   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6701   -1.0879   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.1058    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810    0.5096    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3687   -1.6639    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -2.0342   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1825   -0.9460   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5324    0.7326    1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766   -1.8971    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2589   -1.3788    2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060   -0.8355    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8404    0.8786    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.6787   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5831    2.0712   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329    1.4642   -1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469   -0.1358   -2.2174 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
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  6
  6 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

3D SDF for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)


  Mrv0541 10081412302D          

 13 13  0  0  1  0            999 V2000
   -0.0000    2.4750    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
    0.7145   -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
    1.4289    0.8250    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
    0.7145    2.0625    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  2  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
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  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  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  1  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
  9 13  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0061802

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C1(C)CC[C@]([H])(C(C)C)C(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8?,9-/m1/s1

> <INCHI_KEY>
NFLGAXVYCFJBMK-YGPZHTELSA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.2493

> <EXACT_MASS>
154.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
18.74147392650341

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-5-methyl-2-(propan-2-yl)cyclohexan-1-one

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
3.0497874006666668

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.420780675838815

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
46.520100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-isopropyl-5-methylcyclohexan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)

HMDB0061802
     RDKit          3D
5-Methyl-2-(1-methylethyl)-cyclohexanone
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.4154    0.7541    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -0.1329   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -0.4244    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666   -1.2067    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7380   -0.3341   -0.3243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8714    0.1544    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6209   -1.0596    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510    1.0074   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352    0.7415   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711    1.8124   -1.1723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513    0.5235   -1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954    1.0876    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3834    0.2142    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4937    1.6128   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6701   -1.0879   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.1058    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810    0.5096    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3687   -1.6639    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -2.0342   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1825   -0.9460   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5324    0.7326    1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766   -1.8971    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2589   -1.3788    2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060   -0.8355    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8404    0.8786    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.6787   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5831    2.0712   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329    1.4642   -1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469   -0.1358   -2.2174 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
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  6
  6 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 11 29  1  0
M  END
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PDB for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-14         0                                  
HETATM    1  C   UNK     0      -0.000   4.620   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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    8   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3    4    6   12                                             
CONECT    9    5    7   10   13                                             
CONECT   10    6    9   11                                                  
CONECT   11   10                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)

COMPND    HMDB0061802
HETATM    1  C1  UNL     1      -3.415   0.754   0.175  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.249  -0.133  -0.204  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.383  -0.424   0.989  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.167  -1.207   0.503  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.738  -0.334  -0.324  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.871   0.154   0.540  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.621  -1.060   1.047  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.851   1.007  -0.221  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.035   0.742  -0.945  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.471   1.812  -1.172  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.451   0.524  -1.301  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.295   1.088   1.228  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.383   0.214   0.121  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.494   1.613  -0.529  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.670  -1.088  -0.580  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.914  -1.106   1.692  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.081   0.510   1.507  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.369  -1.664   1.346  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.552  -2.034  -0.129  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.182  -0.946  -1.156  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.532   0.733   1.409  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.477  -1.897   0.307  1.00  0.00           H  
HETATM   23  H12 UNL     1       2.259  -1.379   2.056  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.706  -0.835   1.088  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.840   0.879   0.265  1.00  0.00           H  
HETATM   26  H15 UNL     1       2.968   0.679  -1.275  1.00  0.00           H  
HETATM   27  H16 UNL     1       2.583   2.071  -0.183  1.00  0.00           H  
HETATM   28  H17 UNL     1      -1.933   1.464  -1.610  1.00  0.00           H  
HETATM   29  H18 UNL     1      -1.447  -0.136  -2.217  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   11   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6    9   20
CONECT    6    7    8   21
CONECT    7   22   23   24
CONECT    8   25   26   27
CONECT    9   10   10   11
CONECT   11   28   29
END
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SMILES for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)

[H]C1(C)CC[C@]([H])(C(C)C)C(=O)C1
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INCHI for HMDB0061802 (5-Methyl-2-(1-methylethyl)-cyclohexanone)

InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8?,9-/m1/s1
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SynonymsNot Available
Chemical FormulaC10H18O
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
IUPAC Name(2R)-5-methyl-2-(propan-2-yl)cyclohexan-1-one
Traditional Name(2R)-2-isopropyl-5-methylcyclohexan-1-one
CAS Registry NumberNot Available
SMILES
[H]C1(C)CC[C@]([H])(C(C)C)C(=O)C1
InChI Identifier
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8?,9-/m1/s1
InChI KeyNFLGAXVYCFJBMK-YGPZHTELSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP2.65ALOGPS
logP3.05ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.52 m³·mol⁻¹ChemAxon
Polarizability18.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.55231661259
DarkChem[M-H]-134.6731661259
DeepCCS[M+H]+148.21130932474
DeepCCS[M-H]-145.85330932474
DeepCCS[M-2H]-179.19230932474
DeepCCS[M+Na]+154.30430932474
AllCCS[M+H]+133.932859911
AllCCS[M+H-H2O]+129.632859911
AllCCS[M+NH4]+137.932859911
AllCCS[M+Na]+139.132859911
AllCCS[M-H]-140.032859911
AllCCS[M+Na-2H]-141.632859911
AllCCS[M+HCOO]-143.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.5.2 minutes32390414
Predicted by Siyang on May 30, 202216.3269 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.84 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2202.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid579.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid205.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid336.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid312.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid671.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid725.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)91.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1268.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid456.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1393.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid373.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid399.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate409.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA504.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water14.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Methyl-2-(1-methylethyl)-cyclohexanone[H]C1(C)CC[C@]([H])(C(C)C)C(=O)C11485.7Standard polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone[H]C1(C)CC[C@]([H])(C(C)C)C(=O)C11142.9Standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone[H]C1(C)CC[C@]([H])(C(C)C)C(=O)C11146.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TMS,isomer #1CC1CCC(C(C)C)=C(O[Si](C)(C)C)C11325.1Semi standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TMS,isomer #1CC1CCC(C(C)C)=C(O[Si](C)(C)C)C11317.8Standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TMS,isomer #1CC1CCC(C(C)C)=C(O[Si](C)(C)C)C11428.3Standard polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TMS,isomer #2CC1C=C(O[Si](C)(C)C)[C@@H](C(C)C)CC11304.9Semi standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TMS,isomer #2CC1C=C(O[Si](C)(C)C)[C@@H](C(C)C)CC11349.7Standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TMS,isomer #2CC1C=C(O[Si](C)(C)C)[C@@H](C(C)C)CC11458.7Standard polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TBDMS,isomer #1CC1CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)C11554.5Semi standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TBDMS,isomer #1CC1CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)C11504.7Standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TBDMS,isomer #1CC1CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)C11591.5Standard polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TBDMS,isomer #2CC1C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C(C)C)CC11511.6Semi standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TBDMS,isomer #2CC1C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C(C)C)CC11523.0Standard non polar33892256
5-Methyl-2-(1-methylethyl)-cyclohexanone,1TBDMS,isomer #2CC1C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C(C)C)CC11618.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bta-9300000000-5acf5714babb6df0c9682017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 10V, Positive-QTOFsplash10-0a4i-0900000000-b4d7d3d56015abc9c0122017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 20V, Positive-QTOFsplash10-0bt9-9800000000-b77f75869c89565889292017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 40V, Positive-QTOFsplash10-0a4i-9000000000-335dbfff80d5793d746a2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 10V, Negative-QTOFsplash10-0udi-0900000000-0d23ab4485afa16756a42017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 20V, Negative-QTOFsplash10-0udi-0900000000-db96b012b9198dc94d702017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 40V, Negative-QTOFsplash10-06r7-9700000000-d59ab64fac28ac0660f22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 10V, Positive-QTOFsplash10-000i-5900000000-da38361165de647b1bd32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 20V, Positive-QTOFsplash10-05v4-9200000000-8808827e6abe04f4dca92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 40V, Positive-QTOFsplash10-0006-9000000000-ebfdcaa70a3cea333b902021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 10V, Negative-QTOFsplash10-0udi-0900000000-d2363ae8d4dbdcccda802021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 20V, Negative-QTOFsplash10-0udi-0900000000-cdf32fce6c3201b3a6c62021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-(1-methylethyl)-cyclohexanone 40V, Negative-QTOFsplash10-0zfu-4900000000-a4cca15b8b519fca81a92021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound45095944
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Moorthy B, Madyastha P, Madyastha KM: Metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat. Xenobiotica. 1989 Feb;19(2):217-24. [PubMed:2728495 ]
  2. Madyastha KM, Raj CP: Studies on the metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat: isolation and characterization of new metabolites. Xenobiotica. 1993 May;23(5):509-18. [PubMed:8342298 ]
  3. Engel W: In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone. J Agric Food Chem. 2003 Oct 22;51(22):6589-97. [PubMed:14558782 ]
  4. Thulasiram HV, Madyastha KM: Transformation of a monoterpene ketone, piperitenone, and related terpenoids using Mucor piriformis. Can J Microbiol. 2005 Jun;51(6):447-54. [PubMed:16121222 ]
  5. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  6. 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 ]
  7. 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 ]
  8. 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 ]
  9. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
  10. John Behan, David Bradshaw, Jonathan Richards, Michael Munroe, Tony Minhas, Paula Cawkill, 'Flavour compositions.' U.S. Patent US20060165863, issued July 27, 2006. [Link]
  11. John Martin Behan, David Jonathan Bradshaw, Jonathan Richards, Michael John Munroe, Tony Minhas, Paula Maria Cawkill, 'Flavour Compositions.' U.S. Patent US20120164085, issued June 28, 2012. [Link]