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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:14:03 UTC

Update Date

2023-02-21 17:25:09 UTC

HMDB ID

HMDB0036172

Secondary Accession Numbers

HMDB36172

Metabolite Identification

Common Name

4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol

Description

4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol.

Structure

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

HMDB0036172
     RDKit          3D
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.6213    2.3594    1.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1896    1.1102    1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101    0.3723    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.8783   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8239   -0.1223   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1527    0.4479   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -0.6042   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028    0.6706   -1.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -0.8683   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9898   -0.9427   -1.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -2.1104    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.9971   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    0.2842    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    0.6634    1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    2.1133    2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088    2.6403    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377    3.2021    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    1.0364   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0200    1.8192    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726   -0.2863    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -1.0519   -0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    1.4061   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8491   -0.2664    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -0.7951   -1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601   -1.5713    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7484    1.5522   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8668    0.0687   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -1.5525   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -1.4114   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778   -1.8755    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909   -2.7564    0.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258   -2.7271   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1782   -1.4185   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -1.7196    0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    1.1020   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3538    0.1498    0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    1.4530    2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.2523    2.2374 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  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
M  END


  Mrv0541 02241220272D          

 14 14  0  0  0  0            999 V2000
   -2.1436    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4298   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4298    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424    1.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171    1.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036172

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)CCC1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h11,14H,5-9H2,1-4H3

> <INCHI_KEY>
VSYLEWGIVLSDIY-UHFFFAOYSA-N

> <FORMULA>
C13H24O

> <MOLECULAR_WEIGHT>
196.3291

> <EXACT_MASS>
196.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.754636767485543

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-ol

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
3.248312831000001

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.71621174608317

> <JCHEM_PKA_STRONGEST_BASIC>
-1.61072898226322

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
61.8598

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036172
     RDKit          3D
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.6213    2.3594    1.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1896    1.1102    1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101    0.3723    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.8783   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8239   -0.1223   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1527    0.4479   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -0.6042   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028    0.6706   -1.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -0.8683   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9898   -0.9427   -1.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -2.1104    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.9971   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    0.2842    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    0.6634    1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    2.1133    2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088    2.6403    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377    3.2021    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    1.0364   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0200    1.8192    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726   -0.2863    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -1.0519   -0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    1.4061   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8491   -0.2664    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -0.7951   -1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601   -1.5713    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7484    1.5522   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8668    0.0687   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -1.5525   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -1.4114   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778   -1.8755    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909   -2.7564    0.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258   -2.7271   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1782   -1.4185   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -1.7196    0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    1.1020   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3538    0.1498    0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    1.4530    2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.2523    2.2374 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  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.001   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.669  -2.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.339  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.339   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.669   0.768   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.004  -2.311   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.439   2.103   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.899   2.103   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.004   0.768   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.331   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.666   0.768   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.666   2.311   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5    8    9                                             
CONECT    7    4                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0036172
HETATM    1  C1  UNL     1      -0.621   2.359   1.659  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.190   1.110   1.105  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.610   0.372   0.182  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.715   0.878  -0.308  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.824  -0.122  -0.051  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.153   0.448  -0.568  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.203  -0.604  -0.277  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.103   0.671  -1.936  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.183  -0.868  -0.356  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.990  -0.943  -1.885  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.512  -2.110   0.177  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.662  -0.997  -0.119  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.284   0.284   0.337  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.534   0.663   1.629  1.00  0.00           C  
HETATM   15  H1  UNL     1       0.393   2.113   2.049  1.00  0.00           H  
HETATM   16  H2  UNL     1      -1.209   2.640   2.554  1.00  0.00           H  
HETATM   17  H3  UNL     1      -0.638   3.202   0.970  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.682   1.036  -1.413  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.020   1.819   0.137  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.973  -0.286   1.022  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.683  -1.052  -0.642  1.00  0.00           H  
HETATM   22  H8  UNL     1       3.398   1.406  -0.050  1.00  0.00           H  
HETATM   23  H9  UNL     1       4.849  -0.266   0.555  1.00  0.00           H  
HETATM   24  H10 UNL     1       4.809  -0.795  -1.181  1.00  0.00           H  
HETATM   25  H11 UNL     1       3.760  -1.571   0.038  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.748   1.552  -2.152  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.867   0.069  -2.318  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.114  -1.553  -2.150  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.866  -1.411  -2.367  1.00  0.00           H  
HETATM   30  H16 UNL     1       0.178  -1.876   1.028  1.00  0.00           H  
HETATM   31  H17 UNL     1      -1.291  -2.756   0.626  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.026  -2.727  -0.600  1.00  0.00           H  
HETATM   33  H19 UNL     1      -3.178  -1.418  -1.011  1.00  0.00           H  
HETATM   34  H20 UNL     1      -2.790  -1.720   0.745  1.00  0.00           H  
HETATM   35  H21 UNL     1      -3.085   1.102  -0.374  1.00  0.00           H  
HETATM   36  H22 UNL     1      -4.354   0.150   0.534  1.00  0.00           H  
HETATM   37  H23 UNL     1      -3.050   1.453   2.175  1.00  0.00           H  
HETATM   38  H24 UNL     1      -2.439  -0.252   2.237  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3   14
CONECT    3    4    9
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    8   22
CONECT    7   23   24   25
CONECT    8   26
CONECT    9   10   11   12
CONECT   10   27   28   29
CONECT   11   30   31   32
CONECT   12   13   33   34
CONECT   13   14   35   36
CONECT   14   37   38
END

HMDB0036172
     RDKit          3D
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.6213    2.3594    1.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1896    1.1102    1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101    0.3723    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.8783   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8239   -0.1223   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1527    0.4479   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -0.6042   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028    0.6706   -1.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -0.8683   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9898   -0.9427   -1.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -2.1104    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.9971   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    0.2842    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    0.6634    1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    2.1133    2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088    2.6403    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377    3.2021    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    1.0364   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0200    1.8192    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726   -0.2863    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -1.0519   -0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    1.4061   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8491   -0.2664    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -0.7951   -1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601   -1.5713    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7484    1.5522   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8668    0.0687   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -1.5525   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -1.4114   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778   -1.8755    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909   -2.7564    0.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258   -2.7271   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1782   -1.4185   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -1.7196    0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    1.1020   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3538    0.1498    0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    1.4530    2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.2523    2.2374 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  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanol	HMDB
4-(2,6,6-Trimethyl-1-cyclohexenyl)butan-2-ol	HMDB
4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-ol	HMDB
7,8-dihydro-b-Ionol	HMDB
7,8-dihydro-beta -Ionol	HMDB
a,2,6,6-Tetramethyl-1-cyclohexene-1-propanol, 9ci	HMDB
alpha,2,6,6-Tetramethyl-1-cyclohexene-1-propanol	HMDB
alpha,2,6,6-Tetramethylcyclohexene-1-propan-1-ol	HMDB
dihydro- beta -Ionol	HMDB
dihydro-beta-Ionol	HMDB
FEMA 3627	HMDB

Chemical Formula

C₁₃H₂₄O

Average Molecular Weight

196.3291

Monoisotopic Molecular Weight

196.18271539

IUPAC Name

4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-ol

Traditional Name

4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-ol

CAS Registry Number

3293-47-8

SMILES

CC(O)CCC1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C13H24O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h11,14H,5-9H2,1-4H3

InChI Key

VSYLEWGIVLSDIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036172)

Source

Endogenous

Endogenous (HMDB: HMDB0036172)

Plant

Plant (HMDB: HMDB0036172)

Animal

Animal (HMDB: HMDB0036172)

Exogenous

Food

Food (HMDB: HMDB0036172)

Tea

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036172)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036172)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036172)

Lipid metabolism pathway (HMDB: HMDB0036172)

Cellular process

Cell signaling (HMDB: HMDB0036172)

Biochemical process

Lipid transport (HMDB: HMDB0036172)

Role

Biological role

Energy source (HMDB: HMDB0036172)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036172)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036172)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	38.00 to 40.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	234.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	10.43 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.634 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	4.28	ALOGPS
logP	3.25	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	17.72	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	61.86 m³·mol⁻¹	ChemAxon
Polarizability	24.75 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]+	148.91	31661259
DarkChem	[M-H]-	144.471	31661259
DeepCCS	[M+H]+	152.817	30932474
DeepCCS	[M-H]-	149.892	30932474
DeepCCS	[M-2H]-	185.954	30932474
DeepCCS	[M+Na]+	161.492	30932474
AllCCS	[M+H]+	148.5	32859911
AllCCS	[M+H-H2O]+	144.6	32859911
AllCCS	[M+NH4]+	152.1	32859911
AllCCS	[M+Na]+	153.2	32859911
AllCCS	[M-H]-	153.6	32859911
AllCCS	[M+Na-2H]-	154.8	32859911
AllCCS	[M+HCOO]-	156.2	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.	6.56 minutes	32390414
Predicted by Siyang on May 30, 2022	18.014 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2411.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	594.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	214.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	313.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	744.8 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	804.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1437.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	474.4 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	1539.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	539.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	400.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	450.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	634.6 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol	CC(O)CCC1=C(C)CCCC1(C)C	1931.5	Standard polar	33892256
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol	CC(O)CCC1=C(C)CCCC1(C)C	1449.2	Standard non polar	33892256
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol	CC(O)CCC1=C(C)CCCC1(C)C	1450.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol,1TMS,isomer #1	CC1=C(CCC(C)O[Si](C)(C)C)C(C)(C)CCC1	1542.5	Semi standard non polar	33892256
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol,1TBDMS,isomer #1	CC1=C(CCC(C)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1	1793.9	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 - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fas-5900000000-fabe419ab558385d270b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol GC-MS (1 TMS) - 70eV, Positive	splash10-0uki-9560000000-7aa09705e4bb20569062	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 10V, Positive-QTOF	splash10-004i-1900000000-2597ce99e272cbc150ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 20V, Positive-QTOF	splash10-004i-4900000000-d6904b3d805591b4a436	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 40V, Positive-QTOF	splash10-0673-9700000000-69ad6cb4fc8d400a20c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 10V, Negative-QTOF	splash10-0002-0900000000-ff71df797386c8663f77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 20V, Negative-QTOF	splash10-002b-0900000000-69c51fa80abb11f65c8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 40V, Negative-QTOF	splash10-0570-4900000000-069aae98916c2590810f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 10V, Positive-QTOF	splash10-05bb-3900000000-2af1a7c112b8e31f8ec4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 20V, Positive-QTOF	splash10-00dr-5900000000-a6751ed948a09e250802	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 40V, Positive-QTOF	splash10-066r-9300000000-249a92cbe6970448fcb8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 10V, Negative-QTOF	splash10-0002-0900000000-e1aa8d629d4398db9400	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 20V, Negative-QTOF	splash10-0fdk-0900000000-d55c9fd1171b878abaa6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol 40V, Negative-QTOF	splash10-0002-1900000000-b6174cc4127879282d74	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+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

FDB015026

KNApSAcK ID

Not Available

Chemspider ID

503562

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

579336

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037161

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol (HMDB0036172)

MOL for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

3D MOL for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

3D SDF for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

3D-SDF for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

PDB for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

3D PDB for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

SMILES for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

INCHI for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

Structure for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

3D Structure for HMDB0036172 (4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra