MiMeDB: Showing metabocard for beta-cubebene (MMDBc0054360)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:08:33 UTC

Update Date

2024-10-15 22:46:48 UTC

Metabolite ID

MMDBc0054360

Metabolite Identification

Common Name

beta-cubebene

Description

beta-Cubebene, also known as β-cubebene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. beta-Cubebene is possibly neutral.

Structure

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

HMDB0061853
     RDKit          3D
beta-Cubebene
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.1261    2.8671   -0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9766    1.6982   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7028    1.2576    1.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7409    0.3143    1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318   -0.3139    0.5906 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0765    0.6295   -0.5939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2336    0.3864    0.1320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2497   -0.3736   -0.6439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6119    0.2825   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792    0.2596    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907    1.6509   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716   -1.8146   -0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -2.5317    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973   -1.7443    0.2626 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0765   -1.8420   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    3.5861   -0.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.1291   -1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630    2.1192    1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849    0.7762    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    0.9158    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -0.4549    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.2006   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    1.2873    0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -0.2704   -1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -0.3639   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    1.2777    1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816   -0.3627    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -0.1430    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164    2.3295   -0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    2.0546   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288    1.7039   -1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -2.3047   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743   -1.8644    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -3.2255   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -3.2472    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719   -2.2073    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437   -1.0504   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5732   -1.8039   -1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177   -2.8077   -0.8369 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
  5  4  1  1
  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  0
  6  2  1  0
  7  5  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
  6 22  1  6
  7 23  1  1
  8 24  1  6
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 02241220572D          

 15 17  0  0  1  0            999 V2000
    0.2017   -1.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -0.3210    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4033   -0.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810    0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3346    1.1460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5106    1.1063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1329    0.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3135    1.0666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1113    0.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502    1.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579    0.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890   -0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658    2.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5363    1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  2  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  6  0  0  0
  5 13  1  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054360

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)[C@@H]1CC[C@@H](C)[C@@]23CCC(=C)[C@@H]2[C@@H]13

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13-,14-,15+/m1/s1

> <INCHI_KEY>
FSRZGYRCMPZNJF-KHMAMNHCSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.111464184212245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5S,6R,7S,10R)-10-methyl-4-methylidene-7-(propan-2-yl)tricyclo[4.4.0.0¹,⁵]decane

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
4.1460638329999995

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
64.6954

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-β-cubebene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0061853
     RDKit          3D
beta-Cubebene
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.1261    2.8671   -0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9766    1.6982   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7028    1.2576    1.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7409    0.3143    1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318   -0.3139    0.5906 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0765    0.6295   -0.5939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2336    0.3864    0.1320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2497   -0.3736   -0.6439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6119    0.2825   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792    0.2596    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907    1.6509   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716   -1.8146   -0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -2.5317    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973   -1.7443    0.2626 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0765   -1.8420   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    3.5861   -0.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.1291   -1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630    2.1192    1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849    0.7762    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    0.9158    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -0.4549    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.2006   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    1.2873    0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -0.2704   -1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -0.3639   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    1.2777    1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816   -0.3627    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -0.1430    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164    2.3295   -0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    2.0546   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288    1.7039   -1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -2.3047   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743   -1.8644    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -3.2255   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -3.2472    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719   -2.2073    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437   -1.0504   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5732   -1.8039   -1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177   -2.8077   -0.8369 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
  5  4  1  1
  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  0
  6  2  1  0
  7  5  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
  6 22  1  6
  7 23  1  1
  8 24  1  6
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  1
 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       0.377  -1.968   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.081  -0.599   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.619  -0.525   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.325   0.844   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.491   2.139   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.953   2.065   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.248   0.696   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.585   1.991   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.074   1.599   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.267   2.573   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.161   0.061   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.726  -0.497   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.196   3.508   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.363   4.803   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.734   3.583   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2    8   12                                             
CONECT    8    7    6    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    7                                                       
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0061853
HETATM    1  C1  UNL     1       2.126   2.867  -0.728  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.977   1.698  -0.149  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.703   1.258   1.068  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.741   0.314   1.710  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.932  -0.314   0.591  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.077   0.630  -0.594  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.234   0.386   0.132  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.250  -0.374  -0.644  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.612   0.283  -0.400  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.979   0.260   1.065  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.691   1.651  -0.993  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.372  -1.815  -0.275  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.122  -2.532   0.009  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.097  -1.744   0.263  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.076  -1.842  -0.917  1.00  0.00           C  
HETATM   16  H1  UNL     1       2.815   3.586  -0.322  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.569   3.129  -1.611  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.963   2.119   1.717  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.685   0.776   0.813  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.059   0.916   2.365  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.290  -0.455   2.273  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.203   0.201  -1.602  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.563   1.287   0.721  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.066  -0.270  -1.734  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.356  -0.364  -0.925  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.202   1.278   1.457  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.882  -0.363   1.268  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.167  -0.143   1.706  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.116   2.329  -0.202  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.731   2.055  -1.342  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.429   1.704  -1.831  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.952  -2.305  -1.101  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.074  -1.864   0.609  1.00  0.00           H  
HETATM   34  H19 UNL     1       0.092  -3.225  -0.859  1.00  0.00           H  
HETATM   35  H20 UNL     1      -0.312  -3.247   0.864  1.00  0.00           H  
HETATM   36  H21 UNL     1       1.672  -2.207   1.121  1.00  0.00           H  
HETATM   37  H22 UNL     1       2.844  -1.050  -0.806  1.00  0.00           H  
HETATM   38  H23 UNL     1       1.573  -1.804  -1.879  1.00  0.00           H  
HETATM   39  H24 UNL     1       2.618  -2.808  -0.837  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    7   14
CONECT    6    7   22
CONECT    7    8   23
CONECT    8    9   12   24
CONECT    9   10   11   25
CONECT   10   26   27   28
CONECT   11   29   30   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   15   36
CONECT   15   37   38   39
END

HMDB0061853
     RDKit          3D
beta-Cubebene
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.1261    2.8671   -0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9766    1.6982   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7028    1.2576    1.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7409    0.3143    1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318   -0.3139    0.5906 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0765    0.6295   -0.5939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2336    0.3864    0.1320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2497   -0.3736   -0.6439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6119    0.2825   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792    0.2596    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907    1.6509   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716   -1.8146   -0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -2.5317    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973   -1.7443    0.2626 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0765   -1.8420   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    3.5861   -0.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.1291   -1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630    2.1192    1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849    0.7762    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    0.9158    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -0.4549    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.2006   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    1.2873    0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -0.2704   -1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -0.3639   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    1.2777    1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816   -0.3627    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -0.1430    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164    2.3295   -0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    2.0546   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288    1.7039   -1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -2.3047   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743   -1.8644    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -3.2255   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -3.2472    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719   -2.2073    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437   -1.0504   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5732   -1.8039   -1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177   -2.8077   -0.8369 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
  5  4  1  1
  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  0
  6  2  1  0
  7  5  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
  6 22  1  6
  7 23  1  1
  8 24  1  6
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

Synonyms

Value	Source
(-)-beta-Cubebene	ChEBI
(3AS-(3aalpha,3bbata,4beta,7alpha,7as*))-octahydro-7-methyl-3-methylene-4-(1-methylethyl)-1Hcyclopenta(1,3)cyclopropa(1,2)benzene	ChEBI
(-)-b-Cubebene	Generator
(-)-Β-cubebene	Generator
(3AS-(3aalpha,3bbata,4b,7a,7as*))-octahydro-7-methyl-3-methylene-4-(1-methylethyl)-1Hcyclopenta(1,3)cyclopropa(1,2)benzene	Generator
(3AS-(3aalpha,3bbata,4β,7α,7as*))-octahydro-7-methyl-3-methylene-4-(1-methylethyl)-1Hcyclopenta(1,3)cyclopropa(1,2)benzene	Generator
b-Cubebene	Generator
Β-cubebene	Generator
(3AS-(3aalpha,3bbata,4b,7a,7aa*))-octahydro-7-methyl-3-methylene-4-(1-methylethyl)-1Hcyclopenta(1,3)cyclopropa(1,2)benzene	HMDB
(3AS-(3aalpha,3bbata,4S,7R,7as*))-octahydro-7-methyl-3-methylene-4-(1-methylethyl)-1H-cyclopenta(1,3)cyclopropa(1,2)benzene	HMDB

Molecular Formula

C₁₅H₂₄

Average Mass

204.3511

Monoisotopic Mass

204.187800768

IUPAC Name

(1R,5S,6R,7S,10R)-10-methyl-4-methylidene-7-(propan-2-yl)tricyclo[4.4.0.0¹,⁵]decane

Traditional Name

(-)-β-cubebene

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1CC[C@@H](C)[C@@]23CCC(=C)[C@@H]2[C@@H]13

InChI Identifier

InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13-,14-,15+/m1/s1

InChI Key

FSRZGYRCMPZNJF-KHMAMNHCSA-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

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

carbotricyclic compound (CHEBI:10363 )
sesquiterpene (CHEBI:10363 )
Cubebane and ivaxillarane sesquiterpenoids (C09648 )
Sesquiterpenoids (C15) (C09648 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	3.49	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	26.11 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01rm-2900000000-dbacb878626acfeae4ab	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1390000000-6a944b8e46ab50de2220	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-5940000000-af588cea8e1fb3c0a9d0	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pxr-9500000000-f65be015faf4afb50b4f	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0090000000-7e9c1e42af69f59fea70	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0190000000-79206d02912ecd5353d4	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-1910000000-9155330998fee11bfb19	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-5590000000-3e03bee8035f33df3400	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9350000000-d48bf4c96f38a991dc20	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-0dac7d29bf1b8eb1d6a9	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	2

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Not Specified	Normal	HMDB	24421258

External Links

HMDB ID

HMDB0061853

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Piper cubeba

METLIN ID

Not Available

PubChem Compound

93081

PDB ID

Not Available

ChEBI ID

10363

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Debrauwere J, Verzele M: Constituents of peppers: IV. The hydrocarbons of pepper essential oil. J Chromatogr Sci. 1976 Jun;14(6):296-8. doi: 10.1093/chromsci/14.6.296. [PubMed:1270568 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Kasali AA, Ekundayo O, Paul C, Konig WA: epi-Cubebanes from Solidago canadensis. Phytochemistry. 2002 Apr;59(8):805-10. doi: 10.1016/s0031-9422(02)00006-7. [PubMed:11937158 ]
Sajjadi SE, Ghannadi A, Sajjadi SE, Ghannadi A: Volatile oil composition of the aerial parts of Ajuga orientalis L. from Iran. Z Naturforsch C J Biosci. 2004 Mar-Apr;59(3-4):166-8. doi: 10.1515/znc-2004-3-404. [PubMed:15241917 ]
Nickavar B, Amin G, Yosefi M: Volatile constituents of the flower and fruit oils of Pittosporum tobira (Thunb.) Ait. grown in Iran. Z Naturforsch C J Biosci. 2004 Mar-Apr;59(3-4):174-6. doi: 10.1515/znc-2004-3-406. [PubMed:15241919 ]
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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Skalicka-Wozniak K, Ludwiczuk A, Widelski J, Filipe JJ, Asakawa Y, Glowniak K: Volatile constituents of Ocimum minimum herb cultivated in Portugal. Nat Prod Commun. 2009 Oct;4(10):1383-6. [PubMed:19911576 ]
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 ]
Park SY, Park SJ, Park NJ, Joo WH, Lee SJ, Choi YW: alpha-Iso-cubebene exerts neuroprotective effects in amyloid beta stimulated microglia activation. Neurosci Lett. 2013 Oct 25;555:143-8. doi: 10.1016/j.neulet.2013.09.053. Epub 2013 Sep 30. [PubMed:24090820 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Wikipedia [Link]
MetaCyc: beta-cubebene biosynthesis [Link]
UniProt B3TPQ6 : Beta-cubebene synthase [Link]

Showing metabocard for beta-cubebene (MMDBc0054360)

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