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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 23:26:18 UTC

Update Date

2022-03-07 02:55:39 UTC

HMDB ID

HMDB0038155

Secondary Accession Numbers

HMDB38155

Metabolite Identification

Common Name

beta-Bourbonene

Description

beta-Bourbonene, also known as β-bourbonene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, beta-bourbonene is considered to be an isoprenoid. Based on a literature review a small amount of articles have been published on beta-Bourbonene.

Structure

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

HMDB0038155
     RDKit          3D
beta-Bourbonene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2555    2.7001    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0748    1.4597    0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    0.8330   -1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289   -0.5942   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -0.9109    0.3554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2986    0.4288    0.7813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0181    0.0543    0.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1991   -0.0296    1.0013 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4053    0.7133    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    2.1755    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9780    0.1368   -0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -1.4969    1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477   -2.1256    1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981   -1.3431   -0.0065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3000   -2.0219   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355    3.4326   -0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    3.0438    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102    0.9089   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    1.3128   -1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -1.3032   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -0.6312   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129   -1.5098    1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    0.5725    1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180    0.6260   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220    0.3384    2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985    0.5906    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1840    2.6425    0.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7904    2.6855    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    2.4351   -0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.7821   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.0549   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030    0.9040   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671   -1.7198    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671   -1.8906    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1890   -3.2037    0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.8798    2.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5314   -3.1008   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.9331   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472   -1.5727   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
  6  2  1  0
 14  7  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  1
  6 23  1  1
  7 24  1  6
  8 25  1  1
  9 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
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv1652309272007302D          

 18 20  0  0  0  0            999 V2000
    3.2301   -0.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4809   -0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7109    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2259    1.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1682    1.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2259    0.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1682    0.5829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3836    2.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836    1.6629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3836    0.8379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3836    0.0128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5586    2.4879    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5586    1.6629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5586    0.8379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5586    0.0128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  1  0  0  0
 13 10  1  0  0  0  0
 12  7  1  0  0  0  0
 12 13  1  0  0  0  0
 16  5  1  0  0  0  0
 12 16  1  0  0  0  0
 17  9  1  0  0  0  0
 13 17  1  0  0  0  0
 17 16  1  0  0  0  0
 13 14  1  1  0  0  0
 17 18  1  6  0  0  0
 16 15  1  6  0  0  0
 10  8  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0038155

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(=C)[C@]1([H])[C@@]1([H])[C@@H](CC[C@@]21C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)13(12)14(11)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15-/m0/s1

> <INCHI_KEY>
YIRAHEODBQONHI-ZQNQSHIBSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.842163815465245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,6S,7R,8S)-1-methyl-5-methylidene-8-(propan-2-yl)tricyclo[5.3.0.0^{2,6}]decane

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
4.1460638329999995

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
64.69539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6S,7R,8S)-8-isopropyl-1-methyl-5-methylidenetricyclo[5.3.0.0^{2,6}]decane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038155
     RDKit          3D
beta-Bourbonene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2555    2.7001    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0748    1.4597    0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    0.8330   -1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289   -0.5942   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -0.9109    0.3554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2986    0.4288    0.7813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0181    0.0543    0.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1991   -0.0296    1.0013 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4053    0.7133    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    2.1755    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9780    0.1368   -0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -1.4969    1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477   -2.1256    1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981   -1.3431   -0.0065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3000   -2.0219   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355    3.4326   -0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    3.0438    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102    0.9089   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    1.3128   -1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -1.3032   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -0.6312   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129   -1.5098    1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    0.5725    1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180    0.6260   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220    0.3384    2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985    0.5906    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1840    2.6425    0.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7904    2.6855    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    2.4351   -0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.7821   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.0549   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030    0.9040   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671   -1.7198    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671   -1.8906    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1890   -3.2037    0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.8798    2.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5314   -3.1008   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.9331   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472   -1.5727   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
  6  2  1  0
 14  7  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  1
  6 23  1  1
  7 24  1  6
  8 25  1  1
  9 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
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0       6.030  -0.696   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.493  -1.521   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.898  -0.377   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.327   2.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.422   3.580   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.952   2.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.047   3.580   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.523  -0.377   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.422   1.088   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.047   1.088   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.583   4.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.583   3.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.583   1.564   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       2.583   0.024   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.043   4.644   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       1.043   3.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.043   1.564   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       1.043   0.024   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    5    9                                                       
CONECT    5    4   16                                                       
CONECT    6    7   10                                                       
CONECT    7    6   12                                                       
CONECT    8    1    2   10                                                  
CONECT    9    3    4   17                                                  
CONECT   10    6   13    8                                                  
CONECT   11   12                                                            
CONECT   12   11    7   13   16                                             
CONECT   13   10   12   17   14                                             
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16    5   12   17   15                                             
CONECT   17    9   13   16   18                                             
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0038155
HETATM    1  C1  UNL     1      -2.255   2.700   0.447  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.075   1.460   0.070  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.615   0.833  -1.155  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.829  -0.594  -0.722  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.861  -0.911   0.355  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.299   0.429   0.781  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.018   0.054   0.105  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.199  -0.030   1.001  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.405   0.713   0.510  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.194   2.175   0.325  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.978   0.137  -0.754  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.546  -1.497   1.140  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.148  -2.126   1.123  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.498  -1.343  -0.007  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.300  -2.022  -1.328  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.835   3.433  -0.105  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.806   3.044   1.369  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.910   0.909  -2.014  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.557   1.313  -1.499  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.840  -1.303  -1.563  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.868  -0.631  -0.281  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.313  -1.510   1.168  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.174   0.572   1.858  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.118   0.626  -0.830  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.922   0.338   2.005  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.198   0.591   1.300  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.184   2.642   0.133  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.790   2.685   1.227  1.00  0.00           H  
HETATM   29  H14 UNL     1       1.556   2.435  -0.534  1.00  0.00           H  
HETATM   30  H15 UNL     1       3.548  -0.782  -0.620  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.146   0.055  -1.484  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.703   0.904  -1.156  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.067  -1.720   2.092  1.00  0.00           H  
HETATM   34  H19 UNL     1       2.067  -1.891   0.255  1.00  0.00           H  
HETATM   35  H20 UNL     1       0.189  -3.204   0.926  1.00  0.00           H  
HETATM   36  H21 UNL     1      -0.357  -1.880   2.096  1.00  0.00           H  
HETATM   37  H22 UNL     1      -0.531  -3.101  -1.222  1.00  0.00           H  
HETATM   38  H23 UNL     1       0.795  -1.933  -1.578  1.00  0.00           H  
HETATM   39  H24 UNL     1      -0.847  -1.573  -2.151  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    6
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   14   22
CONECT    6    7   23
CONECT    7    8   14   24
CONECT    8    9   12   25
CONECT    9   10   11   26
CONECT   10   27   28   29
CONECT   11   30   31   32
CONECT   12   13   33   34
CONECT   13   14   35   36
CONECT   14   15
CONECT   15   37   38   39
END

HMDB0038155
     RDKit          3D
beta-Bourbonene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2555    2.7001    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0748    1.4597    0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    0.8330   -1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289   -0.5942   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -0.9109    0.3554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2986    0.4288    0.7813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0181    0.0543    0.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1991   -0.0296    1.0013 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4053    0.7133    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    2.1755    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9780    0.1368   -0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -1.4969    1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477   -2.1256    1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981   -1.3431   -0.0065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3000   -2.0219   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355    3.4326   -0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    3.0438    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102    0.9089   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    1.3128   -1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -1.3032   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -0.6312   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129   -1.5098    1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    0.5725    1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180    0.6260   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220    0.3384    2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985    0.5906    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1840    2.6425    0.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7904    2.6855    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    2.4351   -0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.7821   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.0549   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030    0.9040   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671   -1.7198    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671   -1.8906    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1890   -3.2037    0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.8798    2.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5314   -3.1008   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.9331   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472   -1.5727   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
  6  2  1  0
 14  7  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  1
  6 23  1  1
  7 24  1  6
  8 25  1  1
  9 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
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Bourbonene	Generator
Β-bourbonene	Generator
(-)-beta-Bourbonene	PhytoBank
(-)-β-Bourbonene	PhytoBank
beta-Bourbonene	PhytoBank

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.357

Monoisotopic Molecular Weight

204.187800773

IUPAC Name

(1S,2R,6S,7R,8S)-1-methyl-5-methylidene-8-(propan-2-yl)tricyclo[5.3.0.0^{2,6}]decane

Traditional Name

(1S,2R,6S,7R,8S)-8-isopropyl-1-methyl-5-methylidenetricyclo[5.3.0.0^{2,6}]decane

CAS Registry Number

5208-59-3

SMILES

[H][C@@]12CCC(=C)[C@]1([H])[C@@]1([H])[C@@H](CC[C@@]21C)C(C)C

InChI Identifier

InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)13(12)14(11)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15-/m0/s1

InChI Key

YIRAHEODBQONHI-ZQNQSHIBSA-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

Bourbonane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Bourbonane sesquiterpenoids (LMPR0103870001 )

Ontology

Not Available

Grape (FooDB: FOOD00369)

Herb and spice

Herb

Orange mint (FooDB: FOOD00110)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	121.00 °C. @ 11.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.14 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.128 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	3.47	ALOGPS
logP	4.15	ChemAxon
logS	-4.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.7 m³·mol⁻¹	ChemAxon
Polarizability	25.84 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
DeepCCS	[M-2H]-	194.362	30932474
DeepCCS	[M+Na]+	168.903	30932474
AllCCS	[M+H]+	148.0	32859911
AllCCS	[M+H-H2O]+	144.2	32859911
AllCCS	[M+NH4]+	151.5	32859911
AllCCS	[M+Na]+	152.5	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	158.3	32859911
AllCCS	[M+HCOO]-	158.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Bourbonene	[H][C@@]12CCC(=C)[C@]1([H])[C@@]1([H])[C@@H](CC[C@@]21C)C(C)C	1565.8	Standard polar	33892256
beta-Bourbonene	[H][C@@]12CCC(=C)[C@]1([H])[C@@]1([H])[C@@H](CC[C@@]21C)C(C)C	1401.6	Standard non polar	33892256
beta-Bourbonene	[H][C@@]12CCC(=C)[C@]1([H])[C@@]1([H])[C@@H](CC[C@@]21C)C(C)C	1393.6	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-Bourbonene GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4900000000-971a19356d2f3773b54b	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bourbonene 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-Bourbonene 10V, Positive-QTOF	splash10-0a4i-1390000000-6cfb09d4bee8225adfb0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 20V, Positive-QTOF	splash10-0a4i-4960000000-4abc8a9e131a79a0ff27	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 40V, Positive-QTOF	splash10-0pvi-9400000000-e58d05e1fcde39cbcf96	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 10V, Negative-QTOF	splash10-0udi-0090000000-46330ebe443a9c80ab50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 20V, Negative-QTOF	splash10-0udi-0090000000-3a394b7ae2cbfc8d1d12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 40V, Negative-QTOF	splash10-000i-2910000000-70d27946e1464f9e40aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 40V, Negative-QTOF	splash10-0udi-0090000000-61611159af8bfdbea87d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 10V, Positive-QTOF	splash10-0aba-2930000000-d53c5b6b91bd5fa842c3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 20V, Positive-QTOF	splash10-00xr-8900000000-a134178d6fbd15c1f72f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bourbonene 40V, Positive-QTOF	splash10-004l-9000000000-853aacd58544d4ca48c7	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006026

KNApSAcK ID

C00021884

Chemspider ID

56330

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62566

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1039751

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 beta-Bourbonene (HMDB0038155)

MOL for HMDB0038155 (beta-Bourbonene)

3D MOL for HMDB0038155 (beta-Bourbonene)

3D SDF for HMDB0038155 (beta-Bourbonene)

3D-SDF for HMDB0038155 (beta-Bourbonene)

PDB for HMDB0038155 (beta-Bourbonene)

3D PDB for HMDB0038155 (beta-Bourbonene)

SMILES for HMDB0038155 (beta-Bourbonene)

INCHI for HMDB0038155 (beta-Bourbonene)

Structure for HMDB0038155 (beta-Bourbonene)

3D Structure for HMDB0038155 (beta-Bourbonene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra