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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:06:29 UTC

Update Date

2022-03-07 02:54:23 UTC

HMDB ID

HMDB0035161

Secondary Accession Numbers

HMDB35161

Metabolite Identification

Common Name

2,7,10-Bisabolatriene

Description

2,7,10-Bisabolatriene, also known as cis-alpha-bisabolene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, 2,7,10-bisabolatriene is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on 2,7,10-Bisabolatriene.

Structure

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

HMDB0035161
     RDKit          3D
2,7,10-Bisabolatriene
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.1800   -1.0680   -0.8899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255   -0.1252   -0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    0.9808    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9200   -0.2453   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    0.7073    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0609   -0.1103    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -0.3027    0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -1.2121    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379    0.3613   -0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918    1.3813    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342    1.3625   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.2890   -0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2906    0.2846   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320   -0.9842   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.6551   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9340   -1.3303   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7091   -2.0180   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -0.5585   -1.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4195    1.9529    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    1.0196    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129    0.8731    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600   -1.0678   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886    1.2633   -0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611    1.4202    0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5850   -0.6565    1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -0.7805    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656   -2.2214    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.2638    2.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    0.9070   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794    2.4072    0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    1.2165    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001    2.2886   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8000   -0.6874   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    1.0661   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1696    0.4108   -2.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480   -1.6873   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2546   -1.3873    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.2662   -1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1015   -1.5644   -0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv1652304272019002D          

 15 15  0  0  0  0            999 V2000
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6 12  2  3  0  0  0
  7 14  2  0  0  0  0
  8 10  1  0  0  0  0
  8 13  2  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 15  1  0  0  0  0
 11 15  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035161

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC\C=C(\C)C1CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7-

> <INCHI_KEY>
YHBUQBJHSRGZNF-AUWJEWJLSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.244094640060247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-4-[(2Z)-6-methylhepta-2,5-dien-2-yl]cyclohex-1-ene

> <ALOGPS_LOGP>
5.95

> <JCHEM_LOGP>
4.821593256333333

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
71.3554

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-α-bisabolene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035161
     RDKit          3D
2,7,10-Bisabolatriene
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.1800   -1.0680   -0.8899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255   -0.1252   -0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    0.9808    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9200   -0.2453   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    0.7073    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0609   -0.1103    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -0.3027    0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -1.2121    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379    0.3613   -0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918    1.3813    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342    1.3625   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.2890   -0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2906    0.2846   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320   -0.9842   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.6551   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9340   -1.3303   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7091   -2.0180   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -0.5585   -1.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4195    1.9529    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    1.0196    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129    0.8731    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600   -1.0678   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886    1.2633   -0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611    1.4202    0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5850   -0.6565    1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -0.7805    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656   -2.2214    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.2638    2.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    0.9070   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794    2.4072    0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    1.2165    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001    2.2886   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8000   -0.6874   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    1.0661   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1696    0.4108   -2.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480   -1.6873   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2546   -1.3873    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.2662   -1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1015   -1.5644   -0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       3.850  -6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540  -5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.080  -5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.540  -2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    6    7                                                       
CONECT    6    5   12                                                       
CONECT    7    5   14                                                       
CONECT    8   10   13                                                       
CONECT    9   11   13                                                       
CONECT   10    8   15                                                       
CONECT   11    9   15                                                       
CONECT   12    1    2    6                                                  
CONECT   13    3    8    9                                                  
CONECT   14    4    7   15                                                  
CONECT   15   10   11   14                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0035161
HETATM    1  C1  UNL     1       5.180  -1.068  -0.890  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.225  -0.125  -0.272  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.761   0.981   0.564  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.920  -0.245  -0.447  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.919   0.707   0.175  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.061  -0.110   1.028  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.233  -0.303   0.972  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.894  -1.212   1.990  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.038   0.361  -0.079  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.992   1.381   0.492  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.334   1.362  -0.087  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.935   0.289  -0.582  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.291   0.285  -1.164  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.132  -0.984  -0.520  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.747  -0.655  -0.950  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.934  -1.330  -0.115  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.709  -2.018  -1.214  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.738  -0.559  -1.700  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.420   1.953   0.116  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.849   1.020   0.589  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.413   0.873   1.618  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.560  -1.068  -1.066  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.489   1.263  -0.635  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.561   1.420   0.767  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.585  -0.656   1.854  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.856  -0.780   2.325  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.066  -2.221   1.570  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.212  -1.264   2.856  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.370   0.907  -0.754  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.579   2.407   0.406  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.111   1.216   1.603  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.900   2.289  -0.124  1.00  0.00           H  
HETATM   33  H18 UNL     1      -5.800  -0.687  -1.019  1.00  0.00           H  
HETATM   34  H19 UNL     1      -5.954   1.066  -0.744  1.00  0.00           H  
HETATM   35  H20 UNL     1      -5.170   0.411  -2.272  1.00  0.00           H  
HETATM   36  H21 UNL     1      -3.548  -1.687  -1.279  1.00  0.00           H  
HETATM   37  H22 UNL     1      -3.255  -1.387   0.483  1.00  0.00           H  
HETATM   38  H23 UNL     1      -1.806  -0.266  -1.986  1.00  0.00           H  
HETATM   39  H24 UNL     1      -1.101  -1.564  -0.965  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    4
CONECT    3   19   20   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7    7   25
CONECT    7    8    9
CONECT    8   26   27   28
CONECT    9   10   15   29
CONECT   10   11   30   31
CONECT   11   12   12   32
CONECT   12   13   14
CONECT   13   33   34   35
CONECT   14   15   36   37
CONECT   15   38   39
END

HMDB0035161
     RDKit          3D
2,7,10-Bisabolatriene
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.1800   -1.0680   -0.8899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255   -0.1252   -0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    0.9808    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9200   -0.2453   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    0.7073    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0609   -0.1103    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -0.3027    0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -1.2121    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379    0.3613   -0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918    1.3813    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342    1.3625   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.2890   -0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2906    0.2846   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320   -0.9842   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.6551   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9340   -1.3303   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7091   -2.0180   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -0.5585   -1.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4195    1.9529    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    1.0196    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129    0.8731    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600   -1.0678   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886    1.2633   -0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611    1.4202    0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5850   -0.6565    1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -0.7805    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656   -2.2214    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.2638    2.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    0.9070   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794    2.4072    0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    1.2165    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001    2.2886   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8000   -0.6874   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    1.0661   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1696    0.4108   -2.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480   -1.6873   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2546   -1.3873    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.2662   -1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1015   -1.5644   -0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-alpha-Bisabolene	ChEBI
cis-a-Bisabolene	Generator
cis-Α-bisabolene	Generator
1,8,12-Bisabolatriene	HMDB
4-(1,5-Dimethyl-1,4-hexadien-1-yl)-1-methyl-cyclohexene	HMDB
4-(1,5-Dimethyl-1,4-hexadienyl)-1-methyl-cyclohexene	HMDB
4-(1,5-Dimethyl-1,4-hexadienyl)-1-methylcyclohexene, 9ci	HMDB
4-(1,5-Dimethylhexa-1,4-dien-1-yl)-1-methylcyclohexene	HMDB
6-Methyl-2-(4-methylcyclohex-3-enyl)hept-2,5-diene	HMDB
a-Bisabolene?	HMDB
a-Limene	HMDB
alpha-Bisabolene	HMDB
Bisabola-4,7(11),9-triene	HMDB
FEMA 3331	HMDB
(Z)-a-Bisabolene	Generator
(Z)-Α-bisabolene	Generator

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

1-methyl-4-[(2Z)-6-methylhepta-2,5-dien-2-yl]cyclohex-1-ene

Traditional Name

(Z)-α-bisabolene

CAS Registry Number

17627-44-0

SMILES

CC(C)=CC\C=C(\C)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7-

InChI Key

YHBUQBJHSRGZNF-AUWJEWJLSA-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

Bisabolane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Cycloalkene
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

alpha-bisabolene (CHEBI:49241 )
Bisabolane sesquiterpenoids (LMPR0103060006 )

Ontology

Not Available

Sweet bay (FooDB: FOOD00097)
Rosemary (FooDB: FOOD00159)

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	276.00 to 277.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.012 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.696 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	5.95	ALOGPS
logP	4.82	ChemAxon
logS	-3.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.36 m³·mol⁻¹	ChemAxon
Polarizability	26.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.164	31661259
DarkChem	[M-H]-	150.294	31661259
DeepCCS	[M+H]+	152.463	30932474
DeepCCS	[M-H]-	150.105	30932474
DeepCCS	[M-2H]-	184.046	30932474
DeepCCS	[M+Na]+	158.91	30932474
AllCCS	[M+H]+	149.7	32859911
AllCCS	[M+H-H2O]+	145.7	32859911
AllCCS	[M+NH4]+	153.4	32859911
AllCCS	[M+Na]+	154.4	32859911
AllCCS	[M-H]-	156.2	32859911
AllCCS	[M+Na-2H]-	156.9	32859911
AllCCS	[M+HCOO]-	157.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,7,10-Bisabolatriene	CC(C)=CC\C=C(\C)C1CCC(C)=CC1	1751.7	Standard polar	33892256
2,7,10-Bisabolatriene	CC(C)=CC\C=C(\C)C1CCC(C)=CC1	1494.8	Standard non polar	33892256
2,7,10-Bisabolatriene	CC(C)=CC\C=C(\C)C1CCC(C)=CC1	1511.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,7,10-Bisabolatriene EI-B (Non-derivatized)	splash10-0006-9400000000-576519ffe2ba01b6c4c3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,7,10-Bisabolatriene EI-B (Non-derivatized)	splash10-0006-9400000000-576519ffe2ba01b6c4c3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,7,10-Bisabolatriene GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-5900000000-a812889865879cbf4026	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,7,10-Bisabolatriene 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 - 2,7,10-Bisabolatriene 10V, Positive-QTOF	splash10-0a4i-2690000000-1854756b571fb3709502	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 20V, Positive-QTOF	splash10-0awa-6910000000-1e87e31d3933669b5709	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 40V, Positive-QTOF	splash10-0gb9-9400000000-061d6056005f5a65828f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 10V, Negative-QTOF	splash10-0udi-0090000000-81dda3745c41269261fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 20V, Negative-QTOF	splash10-0udi-0190000000-5727e5b0323d38ca0d8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 40V, Negative-QTOF	splash10-0079-4900000000-aaf3a5a5f258fb429ece	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 20V, Negative-QTOF	splash10-0udi-0090000000-6132f923f45ce08bf310	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 40V, Negative-QTOF	splash10-0fr7-5930000000-547fa0da9e0ebceba8e8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 10V, Positive-QTOF	splash10-053s-9210000000-04f4b8e8c9ac5369e910	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 20V, Positive-QTOF	splash10-00kg-9200000000-abe260239558b7dcf150	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,10-Bisabolatriene 40V, Positive-QTOF	splash10-00kf-9100000000-ee852b066c969b19b1a4	2021-09-24	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

FDB014953

KNApSAcK ID

C00052803

Chemspider ID

4509521

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352653

PDB ID

Not Available

ChEBI ID

49241

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1383021

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 2,7,10-Bisabolatriene (HMDB0035161)

MOL for HMDB0035161 (2,7,10-Bisabolatriene)

3D MOL for HMDB0035161 (2,7,10-Bisabolatriene)

3D SDF for HMDB0035161 (2,7,10-Bisabolatriene)

3D-SDF for HMDB0035161 (2,7,10-Bisabolatriene)

PDB for HMDB0035161 (2,7,10-Bisabolatriene)

3D PDB for HMDB0035161 (2,7,10-Bisabolatriene)

SMILES for HMDB0035161 (2,7,10-Bisabolatriene)

INCHI for HMDB0035161 (2,7,10-Bisabolatriene)

Structure for HMDB0035161 (2,7,10-Bisabolatriene)

3D Structure for HMDB0035161 (2,7,10-Bisabolatriene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra