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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:54:25 UTC

Update Date

2022-03-07 02:55:02 UTC

HMDB ID

HMDB0036737

Secondary Accession Numbers

HMDB36737

Metabolite Identification

Common Name

delta-Patchoulene

Description

delta-Patchoulene, also known as δ-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. delta-Patchoulene has been detected, but not quantified in, herbs and spices. This could make delta-patchoulene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on delta-Patchoulene.

Structure

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

HMDB0036737
     RDKit          3D
delta-Patchoulene
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.6413    1.6634   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379    0.2012   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -0.5954    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7939   -0.8084    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7338   -0.6437    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -0.3023   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294    0.6405   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.4291   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -1.0198   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2646   -1.7868   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -0.7439    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514   -1.1371    2.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3953    0.5125    0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    0.4036    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    1.7656    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    1.8537   -0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    2.2158   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9973    1.9849    0.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576   -0.0735   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.5793    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -0.0714    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7014   -1.0634    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -1.2597   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5132    1.7067   -1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922    0.4163   -2.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    1.1199   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6265   -1.1203   -1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873   -1.4046   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564   -2.2373    0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952   -2.5703   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9443   -1.8234    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -0.2874    2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048   -1.7757    2.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710   -0.4964    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333    1.3257    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    0.2407    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6518    2.3017    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.4395    0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196    1.5790    1.5589 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  2  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
 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
  6 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 02241208192D          

 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  2  0  0  0  0
  1  6  1  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>
HMDB0036737

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC=C2C1CC1CCC2(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/h6,10-12H,5,7-9H2,1-4H3

> <INCHI_KEY>
CGKPYZICXYDFLF-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.649528459360575

> <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-ene

> <ALOGPS_LOGP>
5.91

> <JCHEM_LOGP>
4.101158186333333

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
65.6944

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036737
     RDKit          3D
delta-Patchoulene
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.6413    1.6634   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379    0.2012   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -0.5954    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7939   -0.8084    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7338   -0.6437    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -0.3023   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294    0.6405   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.4291   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -1.0198   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2646   -1.7868   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -0.7439    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514   -1.1371    2.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3953    0.5125    0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    0.4036    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    1.7656    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    1.8537   -0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    2.2158   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9973    1.9849    0.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576   -0.0735   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.5793    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -0.0714    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7014   -1.0634    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -1.2597   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5132    1.7067   -1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922    0.4163   -2.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    1.1199   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6265   -1.1203   -1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873   -1.4046   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564   -2.2373    0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952   -2.5703   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9443   -1.8234    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -0.2874    2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048   -1.7757    2.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710   -0.4964    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333    1.3257    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    0.2407    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6518    2.3017    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.4395    0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196    1.5790    1.5589 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  2  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
 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
  6 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    HMDB0036737
HETATM    1  C1  UNL     1       2.641   1.663  -0.509  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.538   0.201  -0.776  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.017  -0.595   0.407  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.794  -0.808   1.206  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.734  -0.644   0.440  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.127  -0.302  -0.947  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.229   0.641  -1.645  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.210   0.429  -1.264  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.552  -1.020  -1.545  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.265  -1.787  -0.286  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.743  -0.744   0.693  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.051  -1.137   2.107  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.395   0.512   0.243  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.876   0.404   0.522  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.845   1.766   0.840  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.695   1.854  -0.155  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.484   2.216  -1.448  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.997   1.985   0.325  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.158  -0.073  -1.658  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.365  -1.579   0.021  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.814  -0.071   0.975  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.701  -1.063   2.263  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.184  -1.260  -1.512  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.513   1.707  -1.560  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.292   0.416  -2.749  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.879   1.120  -1.803  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.627  -1.120  -1.800  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.987  -1.405  -2.422  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.156  -2.237   0.177  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.495  -2.570  -0.417  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.944  -1.823   2.065  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.221  -0.287   2.777  1.00  0.00           H  
HETATM   33  H18 UNL     1      -0.205  -1.776   2.482  1.00  0.00           H  
HETATM   34  H19 UNL     1      -3.271  -0.496   0.034  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.433   1.326   0.291  1.00  0.00           H  
HETATM   36  H21 UNL     1      -2.981   0.241   1.623  1.00  0.00           H  
HETATM   37  H22 UNL     1      -1.652   2.302   1.381  1.00  0.00           H  
HETATM   38  H23 UNL     1      -0.477   2.440   0.064  1.00  0.00           H  
HETATM   39  H24 UNL     1      -0.020   1.579   1.559  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    6   19
CONECT    3    4   20   21
CONECT    4    5    5   22
CONECT    5    6   11
CONECT    6    7   23
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

HMDB0036737
     RDKit          3D
delta-Patchoulene
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.6413    1.6634   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379    0.2012   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -0.5954    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7939   -0.8084    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7338   -0.6437    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -0.3023   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294    0.6405   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.4291   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -1.0198   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2646   -1.7868   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -0.7439    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514   -1.1371    2.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3953    0.5125    0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    0.4036    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    1.7656    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    1.8537   -0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    2.2158   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9973    1.9849    0.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576   -0.0735   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.5793    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -0.0714    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7014   -1.0634    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -1.2597   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5132    1.7067   -1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922    0.4163   -2.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    1.1199   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6265   -1.1203   -1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873   -1.4046   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564   -2.2373    0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952   -2.5703   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9443   -1.8234    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -0.2874    2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048   -1.7757    2.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710   -0.4964    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333    1.3257    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    0.2407    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6518    2.3017    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.4395    0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196    1.5790    1.5589 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  2  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
 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
  6 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
Δ-patchoulene	Generator
11(1->10)-abeo-1-patchoulene	HMDB
D-Patchoulene	HMDB

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-ene

Traditional Name

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

CAS Registry Number

53823-16-8

SMILES

CC1CC=C2C1CC1CCC2(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/h6,10-12H,5,7-9H2,1-4H3

InChI Key

CGKPYZICXYDFLF-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036737)

Source

Endogenous

Endogenous (HMDB: HMDB0036737)

Plant

Plant (HMDB: HMDB0036737)

Exogenous

Food

Food (HMDB: HMDB0036737)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0036737)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036737)

Role

Biological role

Energy source (HMDB: HMDB0036737)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036737)

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	0.0018 g/L	ALOGPS
logP	5.91	ALOGPS
logP	4.1	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.69 m³·mol⁻¹	ChemAxon
Polarizability	25.65 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]+	148.139	31661259
DarkChem	[M-H]-	146.403	31661259
DeepCCS	[M+H]+	152.354	30932474
DeepCCS	[M-H]-	149.996	30932474
DeepCCS	[M-2H]-	184.228	30932474
DeepCCS	[M+Na]+	158.9	30932474
AllCCS	[M+H]+	147.3	32859911
AllCCS	[M+H-H2O]+	143.4	32859911
AllCCS	[M+NH4]+	151.0	32859911
AllCCS	[M+Na]+	152.0	32859911
AllCCS	[M-H]-	158.4	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	159.3	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. Predicted by Afia on May 17, 2022.	6.54 minutes	32390414
Predicted by Siyang on May 30, 2022	21.5155 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2624.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	795.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	287.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	461.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	480.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	880.3 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	941.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	148.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1707.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	562.0 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	1741.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	666.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	523.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	559.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	741.8 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta-Patchoulene	CC1CC=C2C1CC1CCC2(C)C1(C)C	1649.4	Standard polar	33892256
delta-Patchoulene	CC1CC=C2C1CC1CCC2(C)C1(C)C	1462.1	Standard non polar	33892256
delta-Patchoulene	CC1CC=C2C1CC1CCC2(C)C1(C)C	1405.3	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 - delta-Patchoulene GC-MS (Non-derivatized) - 70eV, Positive	splash10-004r-1900000000-3bd52bb4ef71fa0562b7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta-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 - delta-Patchoulene 10V, Positive-QTOF	splash10-0a4i-0190000000-df5d1ba4406cedd7f4dd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 20V, Positive-QTOF	splash10-0a4i-5890000000-882d1d0029008bf6ce6b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 40V, Positive-QTOF	splash10-0uy0-9500000000-5955bcff189f6739e9cf	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 10V, Negative-QTOF	splash10-0udi-0090000000-ab9ff036cc5059d3b76f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 20V, Negative-QTOF	splash10-0udi-0090000000-e01d36885543911ac103	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 40V, Negative-QTOF	splash10-000i-2920000000-020c8d9dd4d0ff20befc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 10V, Positive-QTOF	splash10-0a4i-5690000000-2f5f35209994512bd3ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 20V, Positive-QTOF	splash10-0btd-9720000000-57db3583ec08f594a066	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 40V, Positive-QTOF	splash10-00or-9200000000-a947e750ce52e2d834d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Patchoulene 40V, Negative-QTOF	splash10-0udi-0090000000-858f1eceba4ae0a70e7b	2021-09-22	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

FDB015674

KNApSAcK ID

C00054251

Chemspider ID

35014228

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752045

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1562061

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 delta-Patchoulene (HMDB0036737)

MOL for HMDB0036737 (delta-Patchoulene)

3D MOL for HMDB0036737 (delta-Patchoulene)

3D SDF for HMDB0036737 (delta-Patchoulene)

3D-SDF for HMDB0036737 (delta-Patchoulene)

PDB for HMDB0036737 (delta-Patchoulene)

3D PDB for HMDB0036737 (delta-Patchoulene)

SMILES for HMDB0036737 (delta-Patchoulene)

INCHI for HMDB0036737 (delta-Patchoulene)

Structure for HMDB0036737 (delta-Patchoulene)

3D Structure for HMDB0036737 (delta-Patchoulene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra