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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-12-06 16:20:48 UTC

Update Date

2019-07-23 07:12:44 UTC

HMDB ID

HMDB0059698

Secondary Accession Numbers

HMDB59698

Metabolite Identification

Common Name

Cadalene

Description

Cadalene (4-isopropyl-1,6-dimethylnaphthalene) is a polycyclic aromatic hydrocarbon with a chemical formula C15H18 and a cadinane skeleton. It is derived from generic sesquiterpenes, and ubiquitous in essential oils of many higher plants. Cadalene, together with retene, simonellite and ip-iHMN, is a biomarker of higher plants, which makes it useful for paleobotanic analysis of rock sediments. The ratio of retene to cadalene in sediments can reveal the ratio of the genus Pinaceae in the biosphere. (Wikipedia )

Structure

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

HMDB0059698
     RDKit          3D
Cadalene
 33 34  0  0  0  0  0  0  0  0999 V2000
   -0.5699    3.5581    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033    2.1742    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890    1.7127    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679    0.4313    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -0.4526   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990   -1.6964   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -2.0969   -0.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -2.4978   -1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399   -2.0582   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828   -0.8105   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570   -0.4431   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811   -0.2855   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427    0.0367    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    0.0017   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910    1.2753    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096    3.5978    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785    3.8972    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6018    4.2218    0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823    2.4134    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.0916    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -3.1334   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -1.3533   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6174   -2.1168    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -3.4845   -1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -2.6950   -1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -1.6432    0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -1.1633   -1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482    0.1349   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804    0.4732   -0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -0.1298    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    1.0279    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -0.6351    1.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841    1.6476    0.4199 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  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
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
M  END

HMDB0059698
     RDKit          3D
Cadalene
 33 34  0  0  0  0  0  0  0  0999 V2000
   -0.5699    3.5581    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033    2.1742    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890    1.7127    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679    0.4313    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -0.4526   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990   -1.6964   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -2.0969   -0.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -2.4978   -1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399   -2.0582   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828   -0.8105   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570   -0.4431   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811   -0.2855   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427    0.0367    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    0.0017   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910    1.2753    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096    3.5978    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785    3.8972    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6018    4.2218    0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823    2.4134    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.0916    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -3.1334   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -1.3533   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6174   -2.1168    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -3.4845   -1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -2.6950   -1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -1.6432    0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -1.1633   -1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482    0.1349   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804    0.4732   -0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -0.1298    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    1.0279    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -0.6351    1.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841    1.6476    0.4199 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  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
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10    2                                                       
CONECT   12    8                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0059698
HETATM    1  C1  UNL     1      -0.570   3.558   1.177  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.903   2.174   0.762  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.189   1.713   0.666  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.468   0.431   0.229  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.458  -0.453  -0.137  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.799  -1.696  -0.657  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.211  -2.097  -0.700  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.776  -2.498  -1.096  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.540  -2.058  -1.007  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.883  -0.811  -0.482  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.257  -0.443  -0.139  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.281  -0.286  -1.205  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.543   0.037   1.246  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.153   0.002  -0.044  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.091   1.275   0.392  1.00  0.00           C  
HETATM   16  H1  UNL     1       0.510   3.598   1.455  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.278   3.897   1.926  1.00  0.00           H  
HETATM   18  H3  UNL     1      -0.602   4.222   0.258  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.982   2.413   0.951  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.499   0.092   0.170  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.364  -3.133  -1.057  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.842  -1.353  -1.253  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.617  -2.117   0.349  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.064  -3.484  -1.491  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.352  -2.695  -1.350  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.587  -1.643   0.139  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.821  -1.163  -1.564  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.748   0.135  -2.131  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.080   0.473  -0.893  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.677  -0.130   1.916  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.982   1.028   1.394  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.340  -0.635   1.757  1.00  0.00           H  
HETATM   33  H18 UNL     1       1.084   1.648   0.420  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   15
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   14
CONECT    6    7    8    8
CONECT    7   21   22   23
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11   14
CONECT   11   12   13   26
CONECT   12   27   28   29
CONECT   13   30   31   32
CONECT   14   15   15
CONECT   15   33
END

HMDB0059698
     RDKit          3D
Cadalene
 33 34  0  0  0  0  0  0  0  0999 V2000
   -0.5699    3.5581    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033    2.1742    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890    1.7127    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679    0.4313    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -0.4526   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990   -1.6964   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -2.0969   -0.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -2.4978   -1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399   -2.0582   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828   -0.8105   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570   -0.4431   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811   -0.2855   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427    0.0367    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    0.0017   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910    1.2753    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096    3.5978    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785    3.8972    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6018    4.2218    0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823    2.4134    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.0916    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -3.1334   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -1.3533   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6174   -2.1168    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -3.4845   -1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -2.6950   -1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -1.6432    0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -1.1633   -1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482    0.1349   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804    0.4732   -0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -0.1298    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    1.0279    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -0.6351    1.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841    1.6476    0.4199 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  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
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈

Average Molecular Weight

198.3034

Monoisotopic Molecular Weight

198.140850576

IUPAC Name

1,6-dimethyl-4-(propan-2-yl)naphthalene

Traditional Name

cadalene

CAS Registry Number

Not Available

SMILES

CC(C)C1=C2C=C(C)C=CC2=C(C)C=C1

InChI Identifier

InChI=1S/C15H18/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-10H,1-4H3

InChI Key

VMOJIHDTVZTGDO-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

Sesquiterpenoid
Cadinane sesquiterpenoid
Naphthalene
Benzenoid
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Cadinane sesquiterpenoids (LMPR0103330007 )
a sesquiterpenoid (CPD-8806 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 24023812)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0059698)

Source

Endogenous

Endogenous (HMDB: HMDB0059698)

Animal

Animal (HMDB: HMDB0059698)

Exogenous

Food

Food (HMDB: HMDB0059698)

Fruit

Other fruit

Fig (FooDB: FOOD00081)

Tropical fruit

Sugar apple (FooDB: FOOD00485)

Herb and spice

Herb

Anise (FooDB: FOOD00137)
Rosemary (FooDB: FOOD00159)

Spice

Cloves (FooDB: FOOD00179)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0059698)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0059698)

Lipid metabolism pathway (HMDB: HMDB0059698)

Cellular process

Cell signaling (HMDB: HMDB0059698)

Biochemical process

Lipid transport (HMDB: HMDB0059698)

Role

Biological role

Energy source (HMDB: HMDB0059698)

Physical Properties

State

Solid

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	0.00017 g/L	ALOGPS
logP	5.7	ALOGPS
logP	5.23	ChemAxon
logS	-6.1	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	66.78 m³·mol⁻¹	ChemAxon
Polarizability	24.86 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	147.142	31661259
DarkChem	[M-H]-	146.051	31661259
DeepCCS	[M+H]+	155.365	30932474
DeepCCS	[M-H]-	153.007	30932474
DeepCCS	[M-2H]-	186.035	30932474
DeepCCS	[M+Na]+	161.458	30932474
AllCCS	[M+H]+	140.0	32859911
AllCCS	[M+H-H2O]+	135.8	32859911
AllCCS	[M+NH4]+	144.0	32859911
AllCCS	[M+Na]+	145.2	32859911
AllCCS	[M-H]-	149.6	32859911
AllCCS	[M+Na-2H]-	149.7	32859911
AllCCS	[M+HCOO]-	149.8	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.	8.63 minutes	32390414
Predicted by Siyang on May 30, 2022	20.882 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.8 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2402.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	770.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	284.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	488.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1019.5 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	805.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	136.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1688.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	814.0 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	2054.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	609.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	542.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	540.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	456.0 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cadalene	CC(C)C1=C2C=C(C)C=CC2=C(C)C=C1	2199.1	Standard polar	33892256
Cadalene	CC(C)C1=C2C=C(C)C=CC2=C(C)C=C1	1667.6	Standard non polar	33892256
Cadalene	CC(C)C1=C2C=C(C)C=CC2=C(C)C=C1	1687.8	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 - Cadalene GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-1900000000-e03a05ac04da9143239a	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cadalene 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 - Cadalene 10V, Positive-QTOF	splash10-0002-0900000000-f2bd9379af6776ffe038	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 20V, Positive-QTOF	splash10-0002-0900000000-73c91ba9d394b3ebe92b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 40V, Positive-QTOF	splash10-05ai-2900000000-96f07179112485b07595	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 10V, Negative-QTOF	splash10-0002-0900000000-6d71e27487a53d2cadb9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 20V, Negative-QTOF	splash10-0002-0900000000-06a8768f6d6deeea25b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 40V, Negative-QTOF	splash10-053s-0900000000-a50f7e0957ce60590146	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 10V, Positive-QTOF	splash10-052b-0900000000-11f56c8a69db4dfbc00a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 20V, Positive-QTOF	splash10-052b-0900000000-4cd13731e43e303e2027	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 40V, Positive-QTOF	splash10-0006-6900000000-ad1d5c3528217c39c408	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 10V, Negative-QTOF	splash10-0002-0900000000-77af6775e009aeaad051	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 20V, Negative-QTOF	splash10-0002-0900000000-a8eed175446092f6c93d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadalene 40V, Negative-QTOF	splash10-0a4i-0900000000-4deafb7312bd6c9686ea	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Saliva
Urine

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
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	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

FDB005459

KNApSAcK ID

Not Available

Chemspider ID

9808

KEGG Compound ID

Not Available

BioCyc ID

CPD-8806

BiGG ID

Not Available

Wikipedia Link

Cadalene

METLIN ID

Not Available

PubChem Compound

10225

PDB ID

Not Available

ChEBI ID

Not Available

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Cadalene (HMDB0059698)

MOL for HMDB0059698 (Cadalene)

3D MOL for HMDB0059698 (Cadalene)

3D SDF for HMDB0059698 (Cadalene)

3D-SDF for HMDB0059698 (Cadalene)

PDB for HMDB0059698 (Cadalene)

3D PDB for HMDB0059698 (Cadalene)

SMILES for HMDB0059698 (Cadalene)

INCHI for HMDB0059698 (Cadalene)

Structure for HMDB0059698 (Cadalene)

3D Structure for HMDB0059698 (Cadalene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra