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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:57 UTC

Update Date

2022-03-07 02:53:08 UTC

HMDB ID

HMDB0031851

Secondary Accession Numbers

HMDB31851

Metabolite Identification

Common Name

3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol

Description

3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a significant number of articles have been published on 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol.

Structure

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

HMDB0031851
     RDKit          3D
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol
 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.4658   -1.4459    1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6916   -0.5175    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105   -1.2322   -0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -1.4985   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.0354   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766    0.6550   -1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -0.2840   -0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276    0.4244    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -0.5679    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -0.1676    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.1264    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3670    0.5100   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1183    1.3713   -1.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968    1.3257   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    0.1932   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6767    1.6737    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -0.3667   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -0.9242    2.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -2.2075    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2560   -2.0104    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822    0.2212    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366   -2.1302    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -1.8088   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311   -2.1638   -1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433    0.1415   -2.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    0.9217   -2.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.5630   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.8373   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472    1.0719    1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231   -1.5715    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064   -0.7771    2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886   -1.0535    2.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4454    0.6449    2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8732   -0.7042   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8592    1.0169    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358   -0.3691   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    2.1483   -2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859    2.1325    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6643    1.7226   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103    1.9478    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    2.2625   -0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9736    1.9901    0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660    0.2738   -0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0402   -1.3913   -0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3934   -0.2738    0.7205 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 15 17  1  0
 15  2  1  0
  7  3  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
M  END


  Mrv0541 02241215572D          

 17 19  0  0  0  0            999 V2000
    1.1666    2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500    1.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4583    0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1456    1.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    2.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    2.5886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4372   -0.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3644   -0.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3644   -1.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -1.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022   -0.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9477   -1.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -0.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2394   -2.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5100   -1.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456   -2.5886    0.0000 C   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  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031851

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CC(CC2C2CCCC(O)C2)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O/c1-10-14-8-12(16(10,2)3)9-15(14)11-5-4-6-13(17)7-11/h10-15,17H,4-9H2,1-3H3

> <INCHI_KEY>
BWVZAZPLUTUBKD-UHFFFAOYSA-N

> <FORMULA>
C16H28O

> <MOLECULAR_WEIGHT>
236.3929

> <EXACT_MASS>
236.214015518

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.504488519614814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{5,5,6-trimethylbicyclo[2.2.1]heptan-2-yl}cyclohexan-1-ol

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
3.709109350666667

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.30983395762099

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3510786269365784

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
71.2408

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isobornyl cyclohexanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031851
     RDKit          3D
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol
 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.4658   -1.4459    1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6916   -0.5175    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105   -1.2322   -0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -1.4985   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.0354   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766    0.6550   -1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -0.2840   -0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276    0.4244    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -0.5679    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -0.1676    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.1264    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3670    0.5100   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1183    1.3713   -1.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968    1.3257   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    0.1932   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6767    1.6737    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -0.3667   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -0.9242    2.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -2.2075    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2560   -2.0104    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822    0.2212    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366   -2.1302    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -1.8088   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311   -2.1638   -1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433    0.1415   -2.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    0.9217   -2.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.5630   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.8373   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472    1.0719    1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231   -1.5715    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064   -0.7771    2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886   -1.0535    2.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4454    0.6449    2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8732   -0.7042   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8592    1.0169    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358   -0.3691   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    2.1483   -2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859    2.1325    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6643    1.7226   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103    1.9478    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    2.2625   -0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9736    1.9901    0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660    0.2738   -0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0402   -1.3913   -0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3934   -0.2738    0.7205 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 15 17  1  0
 15  2  1  0
  7  3  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  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       2.178   4.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.267   2.926   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.722   1.428   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.225   1.157   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.272   2.246   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.680   3.743   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.272   4.832   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.816  -0.340   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.680  -0.884   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.680  -2.246   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.544  -2.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.498  -1.701   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.769  -1.973   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.267  -1.837   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.314  -4.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.952  -3.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.272  -4.832   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    4    9   12                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12    8   11                                                       
CONECT   13    9   14   16                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   11   13   15   17                                             
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0031851
HETATM    1  C1  UNL     1      -2.466  -1.446   1.626  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.692  -0.517   0.745  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.610  -1.232  -0.047  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.388  -1.498  -1.353  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.822  -0.035  -1.547  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.477   0.655  -1.420  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.399  -0.284  -0.601  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.228   0.424   0.406  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.987  -0.568   1.219  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.407  -0.168   1.505  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.210   0.126   0.281  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.367   0.510  -0.906  1.00  0.00           C  
HETATM   13  O1  UNL     1       4.118   1.371  -1.700  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.197   1.326  -0.373  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.569   0.193  -0.276  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.677   1.674   0.009  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.968  -0.367  -0.294  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.862  -0.924   2.525  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.740  -2.207   2.022  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.256  -2.010   1.122  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.182   0.221   1.392  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.237  -2.130   0.408  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.670  -1.809  -2.128  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.231  -2.164  -1.197  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.343   0.142  -2.464  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.032   0.922  -2.379  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.615   1.563  -0.775  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.058  -0.837  -1.285  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.647   1.072   1.091  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.023  -1.571   0.707  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.506  -0.777   2.205  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.889  -1.054   2.007  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.445   0.645   2.265  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.873  -0.704  -0.035  1.00  0.00           H  
HETATM   35  H18 UNL     1       4.859   1.017   0.518  1.00  0.00           H  
HETATM   36  H19 UNL     1       3.036  -0.369  -1.461  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.576   2.148  -2.009  1.00  0.00           H  
HETATM   38  H21 UNL     1       2.586   2.132   0.270  1.00  0.00           H  
HETATM   39  H22 UNL     1       1.664   1.723  -1.266  1.00  0.00           H  
HETATM   40  H23 UNL     1      -3.710   1.948   0.367  1.00  0.00           H  
HETATM   41  H24 UNL     1      -2.557   2.262  -0.941  1.00  0.00           H  
HETATM   42  H25 UNL     1      -1.974   1.990   0.789  1.00  0.00           H  
HETATM   43  H26 UNL     1      -4.566   0.274  -0.969  1.00  0.00           H  
HETATM   44  H27 UNL     1      -4.040  -1.391  -0.657  1.00  0.00           H  
HETATM   45  H28 UNL     1      -4.393  -0.274   0.721  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   15   21
CONECT    3    4    7   22
CONECT    4    5   23   24
CONECT    5    6   15   25
CONECT    6    7   26   27
CONECT    7    8   28
CONECT    8    9   14   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   14   36
CONECT   13   37
CONECT   14   38   39
CONECT   15   16   17
CONECT   16   40   41   42
CONECT   17   43   44   45
END

HMDB0031851
     RDKit          3D
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol
 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.4658   -1.4459    1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6916   -0.5175    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105   -1.2322   -0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -1.4985   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.0354   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766    0.6550   -1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -0.2840   -0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276    0.4244    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -0.5679    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -0.1676    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.1264    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3670    0.5100   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1183    1.3713   -1.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968    1.3257   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    0.1932   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6767    1.6737    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -0.3667   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -0.9242    2.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -2.2075    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2560   -2.0104    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822    0.2212    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366   -2.1302    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -1.8088   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311   -2.1638   -1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433    0.1415   -2.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    0.9217   -2.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.5630   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.8373   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472    1.0719    1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231   -1.5715    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064   -0.7771    2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886   -1.0535    2.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4454    0.6449    2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8732   -0.7042   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8592    1.0169    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358   -0.3691   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    2.1483   -2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859    2.1325    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6643    1.7226   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103    1.9478    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    2.2625   -0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9736    1.9901    0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660    0.2738   -0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0402   -1.3913   -0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3934   -0.2738    0.7205 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 15 17  1  0
 15  2  1  0
  7  3  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5,5,6-Trimethyl-2-norbornyl)-cyclohexanol	HMDB
1-(5,5,6-Trimethyl-2-norbornyl)cyclohexanol, 8ci	HMDB
3-(5,5,6-Trimethyl-2-norbornyl)cyclohexanol	HMDB
3-(5,5,6-trimethylbicyclo(2.2.1)Hept-2-yl)-cyclohexanol	HMDB
3-(5,5,6-trimethylbicyclo(2.2.1)Hept-2-yl)cyclohexan-1-ol	HMDB
3-Isocamphylcyclohexanol	HMDB
3-[5,5,6-trimethylbicyclo[2.2.1]Hept-2-yl]cyclohexan-1-ol	HMDB
Isocamphyl cyclohexanol, mixed isomers	HMDB

Chemical Formula

C₁₆H₂₈O

Average Molecular Weight

236.3929

Monoisotopic Molecular Weight

236.214015518

IUPAC Name

3-{5,5,6-trimethylbicyclo[2.2.1]heptan-2-yl}cyclohexan-1-ol

Traditional Name

isobornyl cyclohexanol

CAS Registry Number

3407-42-9

SMILES

CC1C2CC(CC2C2CCCC(O)C2)C1(C)C

InChI Identifier

InChI=1S/C16H28O/c1-10-14-8-12(16(10,2)3)9-15(14)11-5-4-6-13(17)7-11/h10-15,17H,4-9H2,1-3H3

InChI Key

BWVZAZPLUTUBKD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Cyclohexanol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cytoplasm (HMDB: HMDB0031851)
Cell membrane (HMDB: HMDB0031851)

Cellular substructure

Extracellular (HMDB: HMDB0031851)
Membrane (HMDB: HMDB0031851)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031851)

Source

Endogenous

Endogenous (HMDB: HMDB0031851)

Animal

Animal (HMDB: HMDB0031851)

Exogenous

Food

Food (HMDB: HMDB0031851)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031851)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031851)

Cellular process

Cell signaling (HMDB: HMDB0031851)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031851)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031851)

Nutrient

Nutrient (HMDB: HMDB0031851)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031851)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0031851)

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	0.0013 g/L	ALOGPS
logP	4.47	ALOGPS
logP	3.71	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	18.31	ChemAxon
pKa (Strongest Basic)	-1.4	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	1	ChemAxon
Refractivity	71.24 m³·mol⁻¹	ChemAxon
Polarizability	29.5 Å³	ChemAxon
Number of Rings	3	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]+	157.924	31661259
DarkChem	[M-H]-	153.444	31661259
DeepCCS	[M+H]+	159.158	30932474
DeepCCS	[M-H]-	156.8	30932474
DeepCCS	[M-2H]-	190.106	30932474
DeepCCS	[M+Na]+	165.251	30932474
AllCCS	[M+H]+	159.1	32859911
AllCCS	[M+H-H2O]+	155.4	32859911
AllCCS	[M+NH4]+	162.5	32859911
AllCCS	[M+Na]+	163.4	32859911
AllCCS	[M-H]-	167.6	32859911
AllCCS	[M+Na-2H]-	168.0	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol	CC1C2CC(CC2C2CCCC(O)C2)C1(C)C	2334.4	Standard polar	33892256
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol	CC1C2CC(CC2C2CCCC(O)C2)C1(C)C	1821.3	Standard non polar	33892256
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol	CC1C2CC(CC2C2CCCC(O)C2)C1(C)C	1842.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol,1TMS,isomer #1	CC1C2CC(CC2C2CCCC(O[Si](C)(C)C)C2)C1(C)C	1949.8	Semi standard non polar	33892256
3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol,1TBDMS,isomer #1	CC1C2CC(CC2C2CCCC(O[Si](C)(C)C(C)(C)C)C2)C1(C)C	2195.7	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 - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0axu-1930000000-1d2d9195820443690058	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol GC-MS (1 TMS) - 70eV, Positive	splash10-00bc-3970000000-78ecd07df83f3b3ee3b3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 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 - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 10V, Positive-QTOF	splash10-014r-0190000000-54a24717857d6d3b5030	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 20V, Positive-QTOF	splash10-014r-3970000000-6f20076b5d176b17ba2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 40V, Positive-QTOF	splash10-00mo-6900000000-ddd30d755cb5b32fd7c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 10V, Negative-QTOF	splash10-000i-0090000000-5652e55b2aa6d128df9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 20V, Negative-QTOF	splash10-000i-0090000000-2cbaff19db9f2930ac96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 40V, Negative-QTOF	splash10-00kr-4890000000-eef2e327012a079e8443	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 10V, Positive-QTOF	splash10-000i-3390000000-855d7e433c2554b1fc55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 20V, Positive-QTOF	splash10-000i-5960000000-5cadc7fdcbb3594b44c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 40V, Positive-QTOF	splash10-053r-9200000000-ad4203fbe0f11686adeb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 10V, Negative-QTOF	splash10-000i-0090000000-48ed6ce5150f09d5abc8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 20V, Negative-QTOF	splash10-000i-0090000000-48ed6ce5150f09d5abc8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol 40V, Negative-QTOF	splash10-014r-0090000000-3813c8a2d696ef83be05	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008535

KNApSAcK ID

Not Available

Chemspider ID

93057

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

103005

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol (HMDB0031851)

MOL for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

3D MOL for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

3D SDF for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

3D-SDF for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

PDB for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

3D PDB for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

SMILES for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

INCHI for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

Structure for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

3D Structure for HMDB0031851 (3-(5,6,6-Trimethylbicyclo[2.2.1]hept-1-yl)cyclohexanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra