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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:03:18 UTC

Update Date

2022-03-07 02:54:43 UTC

HMDB ID

HMDB0035992

Secondary Accession Numbers

HMDB35992

Metabolite Identification

Common Name

beta-Bisabolene

Description

beta-Bisabolene, also known as β-bisabolen, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on beta-Bisabolene.

Structure

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

HMDB0035992
     RDKit          3D
beta-Bisabolene
 39 39  0  0  0  0  0  0  0  0999 V2000
    0.1812    0.4208   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    0.1194   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.6813    0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541    1.3788    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    0.4194   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710    0.2904   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7113    1.0747    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8655   -0.6700   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504   -0.8473    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9539   -1.5930   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.9534   -0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735   -0.4721    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2814    0.1711    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -0.6265    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   -0.0634    1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.1067   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.0035   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    1.3601    1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407   -0.1133    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    2.1662   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6060    1.8919    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3023   -0.1632   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    2.1633    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726    0.8611    1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7974    0.8431    0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2995   -1.5777   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7871   -0.9930   -0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542   -0.1656   -2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615   -1.6192    0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -1.7798   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862   -2.6263   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -0.8908   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1004   -0.4903    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019    0.5354   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2472    1.1112    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230   -0.1331    2.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -1.7007    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    1.0013    1.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882   -0.1213    2.3814 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  2  3
  6  7  1  0
  6  8  1  0
  2  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
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 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

Bisabolen-beta
  Mrv1572001071617112D          

 15 15  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1  2  2  0  0  0  0
  3 11  1  0  0  0  0
  4  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  1  1  0  0  0  0
  5  6  1  0  0  0  0
  6  3  1  0  0  0  0
 11  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  2  0  0  0  0
 10 14  1  0  0  0  0
 15 10  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035992

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC(=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,4-5,7,9-11H2,1-3H3

> <INCHI_KEY>
XZRVRYFILCSYSP-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.987960263211477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
6.01

> <JCHEM_LOGP>
4.879526926666667

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
70.2829

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-bisabolene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035992
     RDKit          3D
beta-Bisabolene
 39 39  0  0  0  0  0  0  0  0999 V2000
    0.1812    0.4208   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    0.1194   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.6813    0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541    1.3788    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    0.4194   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710    0.2904   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7113    1.0747    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8655   -0.6700   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504   -0.8473    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9539   -1.5930   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.9534   -0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735   -0.4721    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2814    0.1711    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -0.6265    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   -0.0634    1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.1067   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.0035   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    1.3601    1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407   -0.1133    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    2.1662   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6060    1.8919    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3023   -0.1632   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    2.1633    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726    0.8611    1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7974    0.8431    0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2995   -1.5777   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7871   -0.9930   -0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542   -0.1656   -2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615   -1.6192    0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -1.7798   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862   -2.6263   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -0.8908   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1004   -0.4903    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019    0.5354   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2472    1.1112    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230   -0.1331    2.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -1.7007    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    1.0013    1.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882   -0.1213    2.3814 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  2  3
  6  7  1  0
  6  8  1  0
  2  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
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 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                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Bisabolen-beta                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
CONECT    1   13    2    5                                                  
CONECT    2    1    4                                                       
CONECT    3   11    4    6                                                  
CONECT    4    3    2                                                       
CONECT    5    1    6                                                       
CONECT    6    5    3                                                       
CONECT    7   11    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   14   15                                                  
CONECT   11    3    7   12                                                  
CONECT   12   11                                                            
CONECT   13    1                                                            
CONECT   14   10                                                            
CONECT   15   10                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0035992
HETATM    1  C1  UNL     1       0.181   0.421  -1.434  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.164   0.119  -0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.812   0.681   0.767  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.954   1.379   0.113  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.769   0.419  -0.678  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.071   0.290  -0.398  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.711   1.075   0.673  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.865  -0.670  -1.197  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.150  -0.847   0.396  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.954  -1.593  -0.601  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.287  -0.953  -0.842  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.973  -0.472   0.187  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.281   0.171   0.066  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.330  -0.627   1.517  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.937  -0.063   1.416  1.00  0.00           C  
HETATM   16  H1  UNL     1      -0.511   1.107  -1.906  1.00  0.00           H  
HETATM   17  H2  UNL     1       0.918   0.004  -2.127  1.00  0.00           H  
HETATM   18  H3  UNL     1      -0.229   1.360   1.446  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.241  -0.113   1.445  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.595   2.166  -0.596  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.606   1.892   0.885  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.302  -0.163  -1.453  1.00  0.00           H  
HETATM   23  H8  UNL     1      -4.562   2.163   0.474  1.00  0.00           H  
HETATM   24  H9  UNL     1      -4.173   0.861   1.629  1.00  0.00           H  
HETATM   25  H10 UNL     1      -5.797   0.843   0.772  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.300  -1.578  -1.477  1.00  0.00           H  
HETATM   27  H12 UNL     1      -5.787  -0.993  -0.643  1.00  0.00           H  
HETATM   28  H13 UNL     1      -5.154  -0.166  -2.156  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.561  -1.619   0.995  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.389  -1.780  -1.511  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.186  -2.626  -0.188  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.668  -0.891  -1.825  1.00  0.00           H  
HETATM   33  H18 UNL     1       6.100  -0.490   0.432  1.00  0.00           H  
HETATM   34  H19 UNL     1       5.502   0.535  -0.967  1.00  0.00           H  
HETATM   35  H20 UNL     1       5.247   1.111   0.690  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.923  -0.133   2.323  1.00  0.00           H  
HETATM   37  H22 UNL     1       3.278  -1.701   1.818  1.00  0.00           H  
HETATM   38  H23 UNL     1       2.022   1.001   1.093  1.00  0.00           H  
HETATM   39  H24 UNL     1       1.388  -0.121   2.381  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    9
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6    6   22
CONECT    6    7    8
CONECT    7   23   24   25
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

HMDB0035992
     RDKit          3D
beta-Bisabolene
 39 39  0  0  0  0  0  0  0  0999 V2000
    0.1812    0.4208   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    0.1194   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.6813    0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541    1.3788    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    0.4194   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710    0.2904   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7113    1.0747    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8655   -0.6700   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504   -0.8473    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9539   -1.5930   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.9534   -0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735   -0.4721    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2814    0.1711    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -0.6265    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   -0.0634    1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.1067   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.0035   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    1.3601    1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407   -0.1133    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    2.1662   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6060    1.8919    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3023   -0.1632   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    2.1633    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726    0.8611    1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7974    0.8431    0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2995   -1.5777   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7871   -0.9930   -0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542   -0.1656   -2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615   -1.6192    0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -1.7798   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862   -2.6263   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -0.8908   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1004   -0.4903    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019    0.5354   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2472    1.1112    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230   -0.1331    2.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -1.7007    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    1.0013    1.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882   -0.1213    2.3814 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  2  3
  6  7  1  0
  6  8  1  0
  2  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
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 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
beta-Bisabolen	ChEBI
b-Bisabolen	Generator
Β-bisabolen	Generator
b-Bisabolene	Generator
Β-bisabolene	Generator
1-Methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene, 9ci	HMDB
b-Limene	HMDB

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.357

Monoisotopic Molecular Weight

204.187800773

IUPAC Name

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

Traditional Name

β-bisabolene

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(=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,4-5,7,9-11H2,1-3H3

InChI Key

XZRVRYFILCSYSP-UHFFFAOYSA-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

bisabolene (CHEBI:49249 )
a sesquiterpenoid (CPD-8246 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035992)

Source

Exogenous

Food

Food (HMDB: HMDB0035992)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Exogenous (HMDB: HMDB0035992)

Endogenous

Plant

Plant (HMDB: HMDB0035992)

Animal

Animal (HMDB: HMDB0035992)

Endogenous (HMDB: HMDB0035992)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035992)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035992)

Lipid metabolism pathway (HMDB: HMDB0035992)

Cellular process

Cell signaling (HMDB: HMDB0035992)

Biochemical process

Lipid transport (HMDB: HMDB0035992)

Role

Biological role

Energy source (HMDB: HMDB0035992)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035992)

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	0.0084 g/L	ALOGPS
logP	6.01	ALOGPS
logP	4.88	ChemAxon
logS	-4.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.28 m³·mol⁻¹	ChemAxon
Polarizability	26.99 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]+	152.771	31661259
DarkChem	[M-H]-	148.223	31661259
DeepCCS	[M+H]+	150.869	30932474
DeepCCS	[M-H]-	148.511	30932474
DeepCCS	[M-2H]-	183.338	30932474
DeepCCS	[M+Na]+	158.244	30932474
AllCCS	[M+H]+	150.6	32859911
AllCCS	[M+H-H2O]+	146.7	32859911
AllCCS	[M+NH4]+	154.3	32859911
AllCCS	[M+Na]+	155.4	32859911
AllCCS	[M-H]-	156.2	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	157.9	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.	8.61 minutes	32390414
Predicted by Siyang on May 30, 2022	21.1687 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2823.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	742.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	284.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	449.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	754.1 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	887.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1779.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	630.1 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	1429.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	643.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	452.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	711.5 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Bisabolene	CC(C)=CCCC(=C)C1CCC(C)=CC1	1739.5	Standard polar	33892256
beta-Bisabolene	CC(C)=CCCC(=C)C1CCC(C)=CC1	1487.1	Standard non polar	33892256
beta-Bisabolene	CC(C)=CCCC(=C)C1CCC(C)=CC1	1496.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - beta-Bisabolene EI-B (Non-derivatized)	splash10-00kf-9410000000-63ed3a2552a50f20d1fb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Bisabolene EI-B (Non-derivatized)	splash10-00kf-9410000000-63ed3a2552a50f20d1fb	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bisabolene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ku-8900000000-b5e8bef116c36f3c7a40	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bisabolene 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-Bisabolene 10V, Positive-QTOF	splash10-0a4i-2590000000-fd68a2260bfbe24513a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 20V, Positive-QTOF	splash10-0awa-6920000000-b21a83e480545844422e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 40V, Positive-QTOF	splash10-0gb9-9500000000-c38fb04c487d0a0996f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 10V, Negative-QTOF	splash10-0udi-0090000000-0c7a878f4ef655758964	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 20V, Negative-QTOF	splash10-0udi-0190000000-264e21dc612310f89e88	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 40V, Negative-QTOF	splash10-000i-4900000000-6e125b11a010c1f0a78b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 10V, Positive-QTOF	splash10-0a5a-9210000000-cbb92e1430f15670a7bb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 20V, Positive-QTOF	splash10-014m-9200000000-9242f7b642518643aa20	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 40V, Positive-QTOF	splash10-05mo-9100000000-8a07ab30eec7b0f5a1e5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 20V, Negative-QTOF	splash10-0udi-0190000000-4150f1129715474ed668	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolene 40V, Negative-QTOF	splash10-014l-4910000000-8cb80a1548e47012d022	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

FDB014800

KNApSAcK ID

C00007242

Chemspider ID

357775

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

403919

PDB ID

Not Available

ChEBI ID

49249

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for beta-Bisabolene (HMDB0035992)

MOL for HMDB0035992 (beta-Bisabolene)

3D MOL for HMDB0035992 (beta-Bisabolene)

3D SDF for HMDB0035992 (beta-Bisabolene)

3D-SDF for HMDB0035992 (beta-Bisabolene)

PDB for HMDB0035992 (beta-Bisabolene)

3D PDB for HMDB0035992 (beta-Bisabolene)

SMILES for HMDB0035992 (beta-Bisabolene)

INCHI for HMDB0035992 (beta-Bisabolene)

Structure for HMDB0035992 (beta-Bisabolene)

3D Structure for HMDB0035992 (beta-Bisabolene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra