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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:54:22 UTC

Update Date

2022-03-07 03:17:46 UTC

HMDB ID

HMDB0061780

Secondary Accession Numbers

HMDB61780

Metabolite Identification

Common Name

1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane

Description

1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 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

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

HMDB0061780
     RDKit          3D
1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane
 41 41  0  0  0  0  0  0  0  0999 V2000
    3.5626    0.1375    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865    0.4190   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    1.3211   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234   -0.1053   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012    1.0813   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7473    0.7620   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411    1.7968   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878    2.8217   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    1.8146    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -0.6334   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095   -1.0042   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -1.5611    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1378   -2.9367   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9359   -1.6714    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0867   -0.9550    0.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.4933    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546    0.5220    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253    0.9645   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727    2.3526   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    1.4191   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488   -0.7841   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802    2.0178   -0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    1.1069   -1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    0.7575    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956    3.5941   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    2.8937   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    1.3808   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3405    2.8901    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815    1.3073    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -0.8267   -1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1350   -0.8176    0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401   -0.4321   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458   -2.0802   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3269   -2.8050   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5822   -3.5034    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -3.4920   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -2.7241    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.9424    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -1.4739    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.3405    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -1.7779    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  7  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15  4  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
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
M  END


  Mrv0541 10081412292D          

 15 15  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    0.0000    0.8250    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  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  8  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061780

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(CC(CC1(C)C)C(C)=C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26/c1-10(2)13-8-14(11(3)4)12(5)15(6,7)9-13/h12-14H,1,3,8-9H2,2,4-7H3

> <INCHI_KEY>
JGZYEZBCFOHEEC-UHFFFAOYSA-N

> <FORMULA>
C15H26

> <MOLECULAR_WEIGHT>
206.3669

> <EXACT_MASS>
206.203450832

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
26.771752107842918

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1,2-trimethyl-3,5-bis(prop-1-en-2-yl)cyclohexane

> <ALOGPS_LOGP>
5.46

> <JCHEM_LOGP>
4.883419396

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
68.12969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,1,2-trimethyl-3,5-bis(prop-1-en-2-yl)cyclohexane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0061780
     RDKit          3D
1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane
 41 41  0  0  0  0  0  0  0  0999 V2000
    3.5626    0.1375    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865    0.4190   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    1.3211   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234   -0.1053   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012    1.0813   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7473    0.7620   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411    1.7968   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878    2.8217   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    1.8146    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -0.6334   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095   -1.0042   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -1.5611    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1378   -2.9367   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9359   -1.6714    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0867   -0.9550    0.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.4933    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546    0.5220    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253    0.9645   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727    2.3526   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    1.4191   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488   -0.7841   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802    2.0178   -0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    1.1069   -1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    0.7575    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956    3.5941   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    2.8937   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    1.3808   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3405    2.8901    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815    1.3073    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -0.8267   -1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1350   -0.8176    0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401   -0.4321   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458   -2.0802   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3269   -2.8050   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5822   -3.5034    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -3.4920   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -2.7241    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.9424    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -1.4739    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.3405    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -1.7779    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  7  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15  4  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
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
M  END

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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.344   3.490   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   15                                                            
CONECT    7   15                                                            
CONECT    8   13   14                                                       
CONECT    9   13   15                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    4   14                                                  
CONECT   12    5   14   15                                                  
CONECT   13    8    9   10                                                  
CONECT   14    8   11   12                                                  
CONECT   15    6    7    9   12                                             
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0061780
HETATM    1  C1  UNL     1       3.563   0.138   0.936  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.887   0.419  -0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.587   1.321  -1.162  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.523  -0.105  -0.450  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.601   1.081  -0.679  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.747   0.762  -0.032  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.741   1.797  -0.270  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.488   2.822  -1.105  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.069   1.815   0.405  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.074  -0.633  -0.404  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.509  -1.004  -0.505  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.286  -1.561   0.502  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.138  -2.937  -0.116  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.936  -1.671   1.866  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.087  -0.955   0.693  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.130  -0.493   1.679  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.555   0.522   1.135  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.625   0.965  -1.273  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.673   2.353  -0.716  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.034   1.419  -2.096  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.549  -0.784  -1.355  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.980   2.018  -0.275  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.412   1.107  -1.776  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.512   0.757   1.079  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.196   3.594  -1.299  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.535   2.894  -1.615  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.876   1.381  -0.181  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.341   2.890   0.663  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.982   1.307   1.384  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.637  -0.827  -1.435  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.135  -0.818   0.362  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.940  -0.432  -1.371  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.546  -2.080  -0.812  1.00  0.00           H  
HETATM   34  H19 UNL     1       0.327  -2.805  -1.118  1.00  0.00           H  
HETATM   35  H20 UNL     1       0.582  -3.503   0.491  1.00  0.00           H  
HETATM   36  H21 UNL     1      -1.079  -3.492  -0.145  1.00  0.00           H  
HETATM   37  H22 UNL     1      -1.304  -2.724   2.046  1.00  0.00           H  
HETATM   38  H23 UNL     1      -1.761  -0.942   1.993  1.00  0.00           H  
HETATM   39  H24 UNL     1      -0.211  -1.474   2.690  1.00  0.00           H  
HETATM   40  H25 UNL     1       1.115  -0.340   1.621  1.00  0.00           H  
HETATM   41  H26 UNL     1       1.811  -1.778   0.818  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    4
CONECT    3   18   19   20
CONECT    4    5   15   21
CONECT    5    6   22   23
CONECT    6    7   10   24
CONECT    7    8    8    9
CONECT    8   25   26
CONECT    9   27   28   29
CONECT   10   11   12   30
CONECT   11   31   32   33
CONECT   12   13   14   15
CONECT   13   34   35   36
CONECT   14   37   38   39
CONECT   15   40   41
END

HMDB0061780
     RDKit          3D
1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane
 41 41  0  0  0  0  0  0  0  0999 V2000
    3.5626    0.1375    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865    0.4190   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    1.3211   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234   -0.1053   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012    1.0813   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7473    0.7620   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411    1.7968   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878    2.8217   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    1.8146    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -0.6334   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095   -1.0042   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -1.5611    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1378   -2.9367   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9359   -1.6714    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0867   -0.9550    0.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.4933    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546    0.5220    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253    0.9645   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727    2.3526   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    1.4191   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488   -0.7841   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802    2.0178   -0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    1.1069   -1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    0.7575    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956    3.5941   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    2.8937   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    1.3808   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3405    2.8901    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815    1.3073    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -0.8267   -1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1350   -0.8176    0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401   -0.4321   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458   -2.0802   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3269   -2.8050   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5822   -3.5034    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -3.4920   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -2.7241    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.9424    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -1.4739    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.3405    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -1.7779    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  7  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15  4  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
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆

Average Molecular Weight

206.3669

Monoisotopic Molecular Weight

206.203450832

IUPAC Name

1,1,2-trimethyl-3,5-bis(prop-1-en-2-yl)cyclohexane

Traditional Name

1,1,2-trimethyl-3,5-bis(prop-1-en-2-yl)cyclohexane

CAS Registry Number

Not Available

SMILES

CC1C(CC(CC1(C)C)C(C)=C)C(C)=C

InChI Identifier

InChI=1S/C15H26/c1-10(2)13-8-14(11(3)4)12(5)15(6,7)9-13/h12-14H,1,3,8-9H2,2,4-7H3

InChI Key

JGZYEZBCFOHEEC-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
Branched unsaturated hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Process

Not Available

Role

Not Available

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	0.0023 g/L	ALOGPS
logP	5.46	ALOGPS
logP	4.88	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.13 m³·mol⁻¹	ChemAxon
Polarizability	26.77 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]+	152.117	31661259
DarkChem	[M-H]-	147.861	31661259
DeepCCS	[M+H]+	154.541	30932474
DeepCCS	[M-H]-	152.183	30932474
DeepCCS	[M-2H]-	186.09	30932474
DeepCCS	[M+Na]+	161.3	30932474
AllCCS	[M+H]+	146.3	32859911
AllCCS	[M+H-H2O]+	142.5	32859911
AllCCS	[M+NH4]+	149.8	32859911
AllCCS	[M+Na]+	150.8	32859911
AllCCS	[M-H]-	156.5	32859911
AllCCS	[M+Na-2H]-	157.4	32859911
AllCCS	[M+HCOO]-	158.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane	CC1C(CC(CC1(C)C)C(C)=C)C(C)=C	1452.2	Standard polar	33892256
1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane	CC1C(CC(CC1(C)C)C(C)=C)C(C)=C	1382.7	Standard non polar	33892256
1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane	CC1C(CC(CC1(C)C)C(C)=C)C(C)=C	1386.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-4900000000-15d1f12866ffd95f1f52	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 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 - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 10V, Positive-QTOF	splash10-0a4i-0390000000-a8c858aeecede13915d7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 20V, Positive-QTOF	splash10-0cei-4920000000-d8527e358d2ba09b6efb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 40V, Positive-QTOF	splash10-0159-9100000000-db9ff44be76854420ed9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 10V, Negative-QTOF	splash10-0a4i-0090000000-381f05bf7dc1eded0bc5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 20V, Negative-QTOF	splash10-0a4i-0090000000-92d318bc9258e0911b7e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 40V, Negative-QTOF	splash10-0079-0910000000-f2a2daef07f86f7840e5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 10V, Negative-QTOF	splash10-0a4i-0090000000-4ee51b591eda4d799724	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 20V, Negative-QTOF	splash10-0a4i-0090000000-4ee51b591eda4d799724	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 40V, Negative-QTOF	splash10-0k9i-0790000000-1703e10f256f9d6d9291	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 10V, Positive-QTOF	splash10-004i-0920000000-5f000d22a77e3eef6ffb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 20V, Positive-QTOF	splash10-0103-8900000000-1d7b18c6c8fbb8df5420	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane 40V, Positive-QTOF	splash10-0006-9000000000-9ec1a16c5058eb440490	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

535217

PDB ID

Not Available

ChEBI ID

90061

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane (HMDB0061780)

MOL for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

3D MOL for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

3D SDF for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

3D-SDF for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

PDB for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

3D PDB for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

SMILES for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

INCHI for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

Structure for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

3D Structure for HMDB0061780 (1,1,2-Trimethyl-3,5-bis(1-methylethenyl)cyclohexane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra