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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:54:21 UTC

Update Date

2022-03-07 02:55:02 UTC

HMDB ID

HMDB0036736

Secondary Accession Numbers

HMDB36736

Metabolite Identification

Common Name

beta-Patchoulene

Description

beta-Patchoulene, also known as β-patchoulene, belongs to the class of organic compounds known as polycyclic hydrocarbons. These are polycyclic organic compounds made up only of carbon and hydrogen atoms. beta-Patchoulene is possibly neutral. Outside of the human body, beta-patchoulene has been detected, but not quantified in, herbs and spices. This could make beta-patchoulene a potential biomarker for the consumption of these foods.

Structure

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

HMDB0036736
     RDKit          3D
beta-Patchoulene
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.3910   -1.3477    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154   -0.1094   -0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465    0.8808    1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.7839    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    0.8011    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504   -0.3507   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -1.6077   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385   -1.4555   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4090   -0.8453   -1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292    0.6148   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9186    0.8661   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530    2.1470    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452   -0.3550    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0334   -0.3000    0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643   -0.5597    1.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138   -1.8600   -0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -1.9953    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862   -1.0383    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9539    0.4256   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    1.4214    1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3366    0.3812    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.3228    1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    2.4359   -0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -1.9480   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470   -2.3802    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5935   -2.3787   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051   -0.9801   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -1.3581   -2.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0265    0.7182   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.2918   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3085    2.4995   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728    2.9487    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0205    2.1398    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    0.1858   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4822   -1.3153    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3787    0.2346    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6222    0.3446    2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2658   -1.3480    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.9109    2.3957 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  2  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
 11 13  1  0
 13 14  1  0
 13 15  1  0
  6  2  1  0
 13  8  1  0
 11  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 02241216362D          

 15 17  0  0  0  0            999 V2000
    0.5801   -0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928   -0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8572    0.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250    1.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801    0.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158    0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543    0.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347   -0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -0.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158   -0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1738   -1.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -0.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5669   -1.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 11  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  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036736

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2=C1CC1CCC2(C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10-5-6-13-12(10)9-11-7-8-15(13,4)14(11,2)3/h10-11H,5-9H2,1-4H3

> <INCHI_KEY>
CSKINCSXMLCMAR-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.683812034551273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5,11,11-tetramethyltricyclo[6.2.1.0²,⁶]undec-2(6)-ene

> <ALOGPS_LOGP>
5.68

> <JCHEM_LOGP>
4.057500361666667

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
65.4278

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5,11,11-tetramethyltricyclo[6.2.1.0²,⁶]undec-2(6)-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036736
     RDKit          3D
beta-Patchoulene
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.3910   -1.3477    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154   -0.1094   -0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465    0.8808    1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.7839    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    0.8011    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504   -0.3507   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -1.6077   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385   -1.4555   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4090   -0.8453   -1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292    0.6148   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9186    0.8661   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530    2.1470    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452   -0.3550    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0334   -0.3000    0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643   -0.5597    1.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138   -1.8600   -0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -1.9953    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862   -1.0383    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9539    0.4256   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    1.4214    1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3366    0.3812    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.3228    1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    2.4359   -0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -1.9480   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470   -2.3802    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5935   -2.3787   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051   -0.9801   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -1.3581   -2.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0265    0.7182   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.2918   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3085    2.4995   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728    2.9487    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0205    2.1398    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    0.1858   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4822   -1.3153    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3787    0.2346    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6222    0.3446    2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2658   -1.3480    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.9109    2.3957 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  2  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
 11 13  1  0
 13 14  1  0
 13 15  1  0
  6  2  1  0
 13  8  1  0
 11  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  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       1.083  -0.595   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.600  -1.137   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.467   0.162   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.491   1.354   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.033   2.871   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.083   0.920   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.216   1.679   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.408   0.812   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.491  -0.055   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.625  -1.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.216  -1.354   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.324  -2.871   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.467  -1.029   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.625  -0.704   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.925  -2.112   0.000  0.00  0.00           C+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    1    4    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    1   10   12   14                                             
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    8   11   13   15                                             
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0036736
HETATM    1  C1  UNL     1       3.391  -1.348   0.190  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.615  -0.109  -0.109  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.646   0.881   1.058  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.479   1.784   0.639  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.542   0.801   0.048  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.150  -0.351  -0.216  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.441  -1.608  -0.548  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.039  -1.455  -0.587  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.409  -0.845  -1.945  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.029   0.615  -1.786  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.919   0.866  -0.296  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.553   2.147   0.116  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.545  -0.355   0.345  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.033  -0.300   0.310  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.064  -0.560   1.755  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.614  -1.860  -0.772  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.843  -1.995   0.874  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.386  -1.038   0.595  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.954   0.426  -1.013  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.591   1.421   1.110  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.337   0.381   1.984  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.065   2.323   1.508  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.870   2.436  -0.150  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.816  -1.948  -1.539  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.747  -2.380   0.189  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.594  -2.379  -0.388  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.505  -0.980  -2.035  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.861  -1.358  -2.733  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.026   0.718  -2.290  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.727   1.292  -2.291  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.309   2.500  -0.637  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.773   2.949   0.131  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.020   2.140   1.111  1.00  0.00           H  
HETATM   34  H19 UNL     1      -3.439   0.186  -0.610  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.482  -1.315   0.365  1.00  0.00           H  
HETATM   36  H21 UNL     1      -3.379   0.235   1.223  1.00  0.00           H  
HETATM   37  H22 UNL     1      -0.622   0.345   2.196  1.00  0.00           H  
HETATM   38  H23 UNL     1      -0.266  -1.348   1.803  1.00  0.00           H  
HETATM   39  H24 UNL     1      -1.893  -0.911   2.396  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    6   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6    6   11
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9   13   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   13
CONECT   12   31   32   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0036736
     RDKit          3D
beta-Patchoulene
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.3910   -1.3477    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154   -0.1094   -0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465    0.8808    1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.7839    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    0.8011    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504   -0.3507   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -1.6077   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385   -1.4555   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4090   -0.8453   -1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292    0.6148   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9186    0.8661   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530    2.1470    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452   -0.3550    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0334   -0.3000    0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643   -0.5597    1.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138   -1.8600   -0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -1.9953    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862   -1.0383    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9539    0.4256   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    1.4214    1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3366    0.3812    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.3228    1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    2.4359   -0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -1.9480   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470   -2.3802    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5935   -2.3787   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051   -0.9801   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -1.3581   -2.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0265    0.7182   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.2918   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3085    2.4995   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728    2.9487    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0205    2.1398    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    0.1858   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4822   -1.3153    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3787    0.2346    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6222    0.3446    2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2658   -1.3480    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.9109    2.3957 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  2  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
 11 13  1  0
 13 14  1  0
 13 15  1  0
  6  2  1  0
 13  8  1  0
 11  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Patchoulene	Generator
Β-patchoulene	Generator
1,2,3,4,5,6,7,8-Octahydro-1,4,9,9-tetramethyl-4,7-methanoazulene, 9ci	HMDB
beta-Patchoulene	MeSH

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

1,5,11,11-tetramethyltricyclo[6.2.1.0²,⁶]undec-2(6)-ene

Traditional Name

1,5,11,11-tetramethyltricyclo[6.2.1.0²,⁶]undec-2(6)-ene

CAS Registry Number

514-51-2

SMILES

CC1CCC2=C1CC1CCC2(C)C1(C)C

InChI Identifier

InChI=1S/C15H24/c1-10-5-6-13-12(10)9-11-7-8-15(13,4)14(11,2)3/h10-11H,5-9H2,1-4H3

InChI Key

CSKINCSXMLCMAR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polycyclic hydrocarbons. These are polycyclic organic compounds made up only of carbon and hydrogen atoms.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Polycyclic hydrocarbons

Sub Class

Not Available

Direct Parent

Polycyclic hydrocarbons

Alternative Parents

Substituents

Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sesquiterpenoid (CPD-11414 )

Ontology

Not Available

Pot marjoram (FooDB: FOOD00123)

Process

Not Available

Role

Biological role

anti malarial (FooDB: )
anti plasmodial (FooDB: )

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	0.012 g/L	ALOGPS
logP	5.68	ALOGPS
logP	4.06	ChemAxon
logS	-4.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.43 m³·mol⁻¹	ChemAxon
Polarizability	25.68 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]+	149.057	31661259
DarkChem	[M-H]-	147.639	31661259
DeepCCS	[M+H]+	153.099	30932474
DeepCCS	[M-H]-	150.741	30932474
DeepCCS	[M-2H]-	184.964	30932474
DeepCCS	[M+Na]+	159.666	30932474
AllCCS	[M+H]+	147.7	32859911
AllCCS	[M+H-H2O]+	143.8	32859911
AllCCS	[M+NH4]+	151.4	32859911
AllCCS	[M+Na]+	152.4	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	159.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Patchoulene	CC1CCC2=C1CC1CCC2(C)C1(C)C	1636.2	Standard polar	33892256
beta-Patchoulene	CC1CCC2=C1CC1CCC2(C)C1(C)C	1458.4	Standard non polar	33892256
beta-Patchoulene	CC1CCC2=C1CC1CCC2(C)C1(C)C	1380.8	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 - beta-Patchoulene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ti-1900000000-2d7a3a8d049ac57cd8b0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Patchoulene 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 - beta-Patchoulene 10V, Positive-QTOF	splash10-0a4i-0190000000-25c747dd9b9dad18fd0b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 20V, Positive-QTOF	splash10-0a4i-4690000000-28ca738ff387aa98d09e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 40V, Positive-QTOF	splash10-0udr-9600000000-c80b8a400bfc2f4a6299	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 10V, Negative-QTOF	splash10-0udi-0090000000-1baf93a940cd95f4a7e4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 20V, Negative-QTOF	splash10-0udi-0090000000-cf364b1176c50c407bbe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 40V, Negative-QTOF	splash10-000i-2910000000-82f8cd5766e4f9cb0fb7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 40V, Negative-QTOF	splash10-0udi-0090000000-858f1eceba4ae0a70e7b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 10V, Positive-QTOF	splash10-0a4i-6690000000-1e212c0db8b12cf7bf26	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 20V, Positive-QTOF	splash10-0btd-9710000000-a62435e45e3cb6e7af48	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Patchoulene 40V, Positive-QTOF	splash10-00or-9200000000-29103c5bf407db1ffda0	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015673

KNApSAcK ID

C00021290

Chemspider ID

91917

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101731

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for beta-Patchoulene (HMDB0036736)

MOL for HMDB0036736 (beta-Patchoulene)

3D MOL for HMDB0036736 (beta-Patchoulene)

3D SDF for HMDB0036736 (beta-Patchoulene)

3D-SDF for HMDB0036736 (beta-Patchoulene)

PDB for HMDB0036736 (beta-Patchoulene)

3D PDB for HMDB0036736 (beta-Patchoulene)

SMILES for HMDB0036736 (beta-Patchoulene)

INCHI for HMDB0036736 (beta-Patchoulene)

Structure for HMDB0036736 (beta-Patchoulene)

3D Structure for HMDB0036736 (beta-Patchoulene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra