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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:16:08 UTC

Update Date

2022-03-07 02:57:04 UTC

HMDB ID

HMDB0041576

Secondary Accession Numbers

HMDB41576

Metabolite Identification

Common Name

beta-Cadinene

Description

beta-Cadinene, also known as β-cadinene or cadina-3,9-diene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, beta-cadinene is considered to be an isoprenoid. Based on a literature review a small amount of articles have been published on beta-Cadinene.

Structure

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

HMDB0041576
     RDKit          3D
beta-Cadinene
 39 40  0  0  0  0  0  0  0  0999 V2000
   -2.1968   -3.3674   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268   -1.9492    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.0885    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.3338    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2426    0.6268   -0.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0137    2.0789   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289    2.9595   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    2.5400   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281    1.6950   -0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    0.2407   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3662   -0.5598   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.3199    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155   -0.2994   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774   -0.1528    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3879   -1.6054    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179   -4.0116   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717   -3.7476    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -3.4640   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417   -1.3942    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    1.0225    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.4785    1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.2438   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9912    3.9983   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    2.5839   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7182    2.9422    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    3.6168   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0402    1.9796    0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0132    2.0097   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477    0.0018   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1345   -1.6597   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697   -1.1080    1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178   -0.3976    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666    0.6554    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -0.3317   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696   -1.1221   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0615    0.6392   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075    0.1285    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864   -2.0799   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -2.1161    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  6
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  6
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  1
 15 38  1  0
 15 39  1  0
M  END

  Mrv1652309272007472D          

 17 18  0  0  0  0            999 V2000
 9998.914110001.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.198710001.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629510001.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9141 9998.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.771210000.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6275 9998.5263    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627510001.0119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.913710000.5944    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.199210000.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1992 9999.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9137 9998.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6282 9999.3568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.628210000.1819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.340910000.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3409 9998.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0554 9999.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.055410000.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17  5  1  0  0  0  0
  8  1  1  1  0  0  0
 11  4  1  0  0  0  0
 14 13  1  0  0  0  0
 13  7  1  1  0  0  0
 12 15  1  0  0  0  0
 12  6  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0041576

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC(C)=CC[C@@]1([H])C(C)=CC[C@H]2C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-6,10,13-15H,7-9H2,1-4H3/t13-,14-,15-/m0/s1

> <INCHI_KEY>
USDOQCCMRDNVAH-KKUMJFAQSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.502309259648833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4aR,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,8,8a-hexahydronaphthalene

> <ALOGPS_LOGP>
5.29

> <JCHEM_LOGP>
4.448347697666667

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
68.5984

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-cadinene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041576
     RDKit          3D
beta-Cadinene
 39 40  0  0  0  0  0  0  0  0999 V2000
   -2.1968   -3.3674   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268   -1.9492    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.0885    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.3338    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2426    0.6268   -0.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0137    2.0789   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289    2.9595   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    2.5400   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281    1.6950   -0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    0.2407   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3662   -0.5598   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.3199    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155   -0.2994   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774   -0.1528    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3879   -1.6054    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179   -4.0116   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717   -3.7476    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -3.4640   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417   -1.3942    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    1.0225    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.4785    1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.2438   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9912    3.9983   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    2.5839   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7182    2.9422    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    3.6168   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0402    1.9796    0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0132    2.0097   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477    0.0018   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1345   -1.6597   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697   -1.1080    1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178   -0.3976    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666    0.6554    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -0.3317   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696   -1.1221   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0615    0.6392   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075    0.1285    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864   -2.0799   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -2.1161    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  6
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  6
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  1
 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    8664.6408669.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3048670.101   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.9758670.101   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8664.6408663.139   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8669.9738667.785   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0    8665.9718663.916   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8665.9718668.556   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8664.6398667.776   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3058667.006   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3058665.466   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.6398664.696   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.9738665.466   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.9738667.006   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.3038667.776   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3038664.696   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.6378665.466   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.6378667.006   0.000  0.00  0.00           C+0
CONECT    1    2    3    8                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   11                                                            
CONECT    5   17                                                            
CONECT    6   12                                                            
CONECT    7   13                                                            
CONECT    8    9   13    1                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12    4                                                  
CONECT   12   11   13   15    6                                             
CONECT   13    8   12   14    7                                             
CONECT   14   17   13                                                       
CONECT   15   16   12                                                       
CONECT   16   15   17                                                       
CONECT   17   14   16    5                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0041576
HETATM    1  C1  UNL     1      -2.197  -3.367  -0.061  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.827  -1.949   0.193  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.808  -1.089   0.353  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.478   0.334   0.608  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.243   0.627  -0.251  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.014   2.079  -0.294  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.229   2.959  -0.286  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.209   2.540  -0.338  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.428   1.695  -0.347  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.147   0.241  -0.461  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.366  -0.560  -0.076  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.831  -0.320   1.320  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.516  -0.299  -1.025  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.077  -0.153   0.309  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.388  -1.605   0.249  1.00  0.00           C  
HETATM   16  H1  UNL     1      -1.318  -4.012  -0.228  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.772  -3.748   0.816  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.828  -3.464  -0.990  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.842  -1.394   0.303  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.272   1.023   0.257  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.249   0.478   1.692  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.442   0.244  -1.263  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.991   3.998  -0.578  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.980   2.584  -1.027  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.718   2.942   0.698  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.363   3.617  -0.369  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.040   1.980   0.522  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.013   2.010  -1.257  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.948   0.002  -1.540  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.135  -1.660  -0.164  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.570  -1.108   1.574  1.00  0.00           H  
HETATM   32  H17 UNL     1       2.018  -0.398   2.071  1.00  0.00           H  
HETATM   33  H18 UNL     1       3.367   0.655   1.433  1.00  0.00           H  
HETATM   34  H19 UNL     1       3.191  -0.332  -2.087  1.00  0.00           H  
HETATM   35  H20 UNL     1       4.270  -1.122  -0.863  1.00  0.00           H  
HETATM   36  H21 UNL     1       4.061   0.639  -0.786  1.00  0.00           H  
HETATM   37  H22 UNL     1       0.107   0.128   1.372  1.00  0.00           H  
HETATM   38  H23 UNL     1       0.086  -2.080  -0.658  1.00  0.00           H  
HETATM   39  H24 UNL     1       0.007  -2.116   1.178  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   15
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6   14   22
CONECT    6    7    8    8
CONECT    7   23   24   25
CONECT    8    9   26
CONECT    9   10   27   28
CONECT   10   11   14   29
CONECT   11   12   13   30
CONECT   12   31   32   33
CONECT   13   34   35   36
CONECT   14   15   37
CONECT   15   38   39
END

HMDB0041576
     RDKit          3D
beta-Cadinene
 39 40  0  0  0  0  0  0  0  0999 V2000
   -2.1968   -3.3674   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268   -1.9492    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.0885    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.3338    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2426    0.6268   -0.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0137    2.0789   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289    2.9595   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    2.5400   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281    1.6950   -0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    0.2407   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3662   -0.5598   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.3199    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155   -0.2994   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774   -0.1528    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3879   -1.6054    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179   -4.0116   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717   -3.7476    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -3.4640   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417   -1.3942    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    1.0225    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.4785    1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.2438   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9912    3.9983   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    2.5839   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7182    2.9422    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    3.6168   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0402    1.9796    0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0132    2.0097   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477    0.0018   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1345   -1.6597   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697   -1.1080    1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178   -0.3976    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666    0.6554    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -0.3317   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696   -1.1221   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0615    0.6392   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075    0.1285    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864   -2.0799   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -2.1161    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  6
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  6
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  1
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-beta-Cadinene	ChEBI
(1S,4AR,8as)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,8,8a-hexahydronaphthalene	ChEBI
(-)-b-Cadinene	Generator
(-)-Β-cadinene	Generator
b-Cadinene	Generator
Β-cadinene	Generator
Cadina-3,9-diene	HMDB
beta-Cadinene	PhytoBank

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.357

Monoisotopic Molecular Weight

204.187800773

IUPAC Name

(1S,4aR,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,8,8a-hexahydronaphthalene

Traditional Name

β-cadinene

CAS Registry Number

523-47-7

SMILES

[H][C@@]12CC(C)=CC[C@@]1([H])C(C)=CC[C@H]2C(C)C

InChI Identifier

InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-6,10,13-15H,7-9H2,1-4H3/t13-,14-,15-/m0/s1

InChI Key

USDOQCCMRDNVAH-KKUMJFAQSA-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
Cadinane 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

cadinene (CHEBI:27723 )
Cadinane sesquiterpenoids (C09625 )
Cadinanes (C09625 )
Cadinane sesquiterpenoids (LMPR0103330003 )

Ontology

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041576)

Source

Endogenous

Endogenous (HMDB: HMDB0041576)

Plant

Plant (HMDB: HMDB0041576)

Animal

Animal (HMDB: HMDB0041576)

Exogenous

Food

Food (HMDB: HMDB0041576)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Herb

Exogenous (HMDB: HMDB0041576)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041576)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041576)

Lipid metabolism pathway (HMDB: HMDB0041576)

Cellular process

Cell signaling (HMDB: HMDB0041576)

Biochemical process

Lipid transport (HMDB: HMDB0041576)

Role

Biological role

Energy source (HMDB: HMDB0041576)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041576)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0041576)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	273.00 to 276.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.08 mg/L @ 18C (exp)	The Good Scents Company Information System
LogP	6.434 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	5.29	ALOGPS
logP	4.45	ChemAxon
logS	-4.3	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	68.6 m³·mol⁻¹	ChemAxon
Polarizability	26.5 Å³	ChemAxon
Number of Rings	2	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]-	187.483	30932474
DeepCCS	[M+Na]+	162.414	30932474
AllCCS	[M+H]+	146.8	32859911
AllCCS	[M+H-H2O]+	142.8	32859911
AllCCS	[M+NH4]+	150.6	32859911
AllCCS	[M+Na]+	151.6	32859911
AllCCS	[M-H]-	156.8	32859911
AllCCS	[M+Na-2H]-	157.4	32859911
AllCCS	[M+HCOO]-	158.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Cadinene	[H][C@@]12CC(C)=CC[C@@]1([H])C(C)=CC[C@H]2C(C)C	1726.5	Standard polar	33892256
beta-Cadinene	[H][C@@]12CC(C)=CC[C@@]1([H])C(C)=CC[C@H]2C(C)C	1490.7	Standard non polar	33892256
beta-Cadinene	[H][C@@]12CC(C)=CC[C@@]1([H])C(C)=CC[C@H]2C(C)C	1524.9	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-Cadinene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p5-2900000000-4d5491e5af4c4c9d7c81	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Cadinene 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-Cadinene 10V, Positive-QTOF	splash10-0a4i-0490000000-f3e9313acf2a5a6e638d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 20V, Positive-QTOF	splash10-0bta-2920000000-2320a8c0e8e3cc20feb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 40V, Positive-QTOF	splash10-0hft-6900000000-062d82be199f9c07a367	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 10V, Negative-QTOF	splash10-0udi-0090000000-2c68344a511c9ba93850	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 20V, Negative-QTOF	splash10-0udi-0190000000-4f25d00095cc2456d21c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 40V, Negative-QTOF	splash10-0gw1-1910000000-0bbe1ea0ea1ef27fa50a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 40V, Negative-QTOF	splash10-0udi-0090000000-0b1ac00c3b3c6c0a73b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 10V, Positive-QTOF	splash10-0a4i-1980000000-c9f96acadbae065eda86	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 20V, Positive-QTOF	splash10-052e-8920000000-1fb23d4c83f2fbdc75ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cadinene 40V, Positive-QTOF	splash10-0007-9200000000-c152cc9344f842b3e8bb	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

Not Available

KNApSAcK ID

C00003106

Chemspider ID

10207

KEGG Compound ID

C09625

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10657

PDB ID

Not Available

ChEBI ID

27723

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1054311

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-Cadinene (HMDB0041576)

MOL for HMDB0041576 (beta-Cadinene)

3D MOL for HMDB0041576 (beta-Cadinene)

3D SDF for HMDB0041576 (beta-Cadinene)

3D-SDF for HMDB0041576 (beta-Cadinene)

PDB for HMDB0041576 (beta-Cadinene)

3D PDB for HMDB0041576 (beta-Cadinene)

SMILES for HMDB0041576 (beta-Cadinene)

INCHI for HMDB0041576 (beta-Cadinene)

Structure for HMDB0041576 (beta-Cadinene)

3D Structure for HMDB0041576 (beta-Cadinene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra