Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 21:47:29 UTC

Update Date

2021-09-23 21:47:29 UTC

HMDB ID

HMDB0302921

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-S-cis-Calamenene

Description

(E)-Calamene, also known as calamenene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (E)-Calamene is possibly neutral. (E)-Calamene is found in highest concentrations in allspices, common oregano, and rosemaries and in lower concentrations in lovages. (E)-Calamene has also been detected in cloves, guava, summer savories, sweet basils, and pepper (spice). This could make (E)-calamene a potential biomarker for the consumption of these foods. Calamene is a metabolite of plant Turnera diffusa (Damiana, Mexican holly, Old Woman's Broom), a small shrub of the family Tuneraceae. T. diffusa is native to both Central and South America and now commercially cultivated in Bolivia and Mexico.

Structure

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

HMDB0302921
     RDKit          3D
1-S-cis-Calamenene
 37 38  0  0  0  0  0  0  0  0999 V2000
    2.8435    3.0136   -0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    1.6383   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.5013   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146   -0.7759   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -0.9107   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    0.2223   -0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184    1.4748   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783   -0.0060   -0.7451 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9097    1.2374   -0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527    0.8443   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    1.7446    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.0027    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311   -2.3009    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -2.2154   -0.4966 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3479   -3.3622   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980    3.6560    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    2.9009    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    3.3778   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893    0.6221    0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482   -1.6510   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    2.3472   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -0.3940   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    2.0389   -1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.7436   -1.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.0298   -1.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339    0.4912    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395    2.8374    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499    1.4899    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7554    1.3241    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -0.5038    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507   -1.2109    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256   -2.6712    1.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -3.0964   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3026   -2.3742   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488   -3.7247   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -3.1018    0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -4.2336    0.2881 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  2  0
  6  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
  7  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
  8 22  1  6
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  6
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

Calamenene
  Mrv1652303202019012D          

 15 16  0  0  1  0            999 V2000
   -1.4289    0.0000    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  6  0  0  0
  8 13  1  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302921

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)[C@@H]1CC[C@H](C)C2=CC=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H22/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5,7,9-10,12-13H,6,8H2,1-4H3/t12-,13-/m0/s1

> <INCHI_KEY>
PGTJIOWQJWHTJJ-STQMWFEESA-N

> <FORMULA>
C15H22

> <MOLECULAR_WEIGHT>
202.341

> <EXACT_MASS>
202.172150708

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.711520611334926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene

> <ALOGPS_LOGP>
5.60

> <JCHEM_LOGP>
5.244547365333334

> <ALOGPS_LOGS>
-6.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
66.8282

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S)-4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302921
     RDKit          3D
1-S-cis-Calamenene
 37 38  0  0  0  0  0  0  0  0999 V2000
    2.8435    3.0136   -0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    1.6383   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.5013   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146   -0.7759   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -0.9107   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    0.2223   -0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184    1.4748   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783   -0.0060   -0.7451 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9097    1.2374   -0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527    0.8443   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    1.7446    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.0027    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311   -2.3009    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -2.2154   -0.4966 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3479   -3.3622   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980    3.6560    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    2.9009    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    3.3778   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893    0.6221    0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482   -1.6510   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    2.3472   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -0.3940   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    2.0389   -1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.7436   -1.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.0298   -1.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339    0.4912    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395    2.8374    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499    1.4899    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7554    1.3241    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -0.5038    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507   -1.2109    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256   -2.6712    1.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -3.0964   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3026   -2.3742   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488   -3.7247   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -3.1018    0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -4.2336    0.2881 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  2  0
  6  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
  7  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
  8 22  1  6
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  6
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Calamenene                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -2.667   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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   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   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0302921
HETATM    1  C1  UNL     1       2.844   3.014  -0.045  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.272   1.638  -0.156  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.034   0.501  -0.037  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.515  -0.776  -0.138  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.157  -0.911  -0.372  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.363   0.222  -0.497  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.918   1.475  -0.389  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.078  -0.006  -0.745  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.910   1.237  -0.591  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.353   0.844  -0.876  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.890   1.745   0.851  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.558  -1.003   0.287  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.831  -2.301   0.196  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.502  -2.215  -0.497  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.348  -3.362  -0.011  1.00  0.00           C  
HETATM   16  H1  UNL     1       2.198   3.656   0.562  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.866   2.901   0.347  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.947   3.378  -1.099  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.089   0.622   0.145  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.148  -1.651  -0.038  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.313   2.347  -0.485  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.246  -0.394  -1.764  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.660   2.039  -1.289  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.909   1.744  -1.184  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.392   0.030  -1.638  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.834   0.491   0.070  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.039   2.837   0.809  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.950   1.490   1.367  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.755   1.324   1.419  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.428  -0.504   1.285  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.651  -1.211   0.178  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.626  -2.671   1.240  1.00  0.00           H  
HETATM   33  H18 UNL     1      -1.444  -3.096  -0.273  1.00  0.00           H  
HETATM   34  H19 UNL     1       0.303  -2.374  -1.596  1.00  0.00           H  
HETATM   35  H20 UNL     1       2.049  -3.725  -0.793  1.00  0.00           H  
HETATM   36  H21 UNL     1       1.960  -3.102   0.874  1.00  0.00           H  
HETATM   37  H22 UNL     1       0.729  -4.234   0.288  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    7
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   14
CONECT    6    7    7    8
CONECT    7   21
CONECT    8    9   12   22
CONECT    9   10   11   23
CONECT   10   24   25   26
CONECT   11   27   28   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   34
CONECT   15   35   36   37
END

HMDB0302921
     RDKit          3D
1-S-cis-Calamenene
 37 38  0  0  0  0  0  0  0  0999 V2000
    2.8435    3.0136   -0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    1.6383   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.5013   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146   -0.7759   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -0.9107   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    0.2223   -0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184    1.4748   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783   -0.0060   -0.7451 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9097    1.2374   -0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527    0.8443   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    1.7446    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.0027    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311   -2.3009    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -2.2154   -0.4966 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3479   -3.3622   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980    3.6560    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    2.9009    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    3.3778   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893    0.6221    0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482   -1.6510   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    2.3472   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -0.3940   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    2.0389   -1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.7436   -1.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.0298   -1.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339    0.4912    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395    2.8374    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499    1.4899    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7554    1.3241    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -0.5038    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507   -1.2109    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256   -2.6712    1.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -3.0964   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3026   -2.3742   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488   -3.7247   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -3.1018    0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -4.2336    0.2881 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  2  0
  6  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
  7  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
  8 22  1  6
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  6
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Calamenene	MeSH
(7R,10R)-Calamenene	MeSH

Chemical Formula

C₁₅H₂₂

Average Molecular Weight

202.341

Monoisotopic Molecular Weight

202.172150708

IUPAC Name

(1S,4S)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene

Traditional Name

(1S,4S)-4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1CC[C@H](C)C2=CC=C(C)C=C12

InChI Identifier

InChI=1S/C15H22/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5,7,9-10,12-13H,6,8H2,1-4H3/t12-,13-/m0/s1

InChI Key

PGTJIOWQJWHTJJ-STQMWFEESA-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
Tetralin
Benzenoid
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Grape (FooDB: FOOD00369)

Herb and spice

Herb

Rosemary (FooDB: FOOD00159)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	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
logP	5.6	ALOGPS
logP	5.24	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	66.83 m³·mol⁻¹	ChemAxon
Polarizability	25.71 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
AllCCS	[M+H]+	144.33	32859911
AllCCS	[M+H-H2O]+	140.223	32859911
AllCCS	[M+Na]+	149.256	32859911
AllCCS	[M+NH4]+	148.154	32859911
AllCCS	[M-H]-	154.859	32859911
AllCCS	[M+Na-2H]-	155.235	32859911
AllCCS	[M+HCOO]-	155.746	32859911
DeepCCS	[M-2H]-	190.004	30932474
DeepCCS	[M+Na]+	165.546	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-S-cis-Calamenene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-81f02cd23abb7b6dfa3f	2017-07-27	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 - 1-S-cis-Calamenene 10V, Positive-QTOF	splash10-0udi-0290000000-3833d3353a63006060a0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 20V, Positive-QTOF	splash10-0pba-5920000000-aeba5b60d7356802a8ca	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 40V, Positive-QTOF	splash10-0670-9700000000-812a7722433301fdc32d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 10V, Negative-QTOF	splash10-0udi-0090000000-54b3223e470f6dfbf6d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 20V, Negative-QTOF	splash10-0udi-0090000000-137b222230d90faadf01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 40V, Negative-QTOF	splash10-0kg9-0910000000-daf126c6cab0a4419b5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 10V, Positive-QTOF	splash10-0udi-0690000000-465d1e62b91a23dd1b22	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 20V, Positive-QTOF	splash10-0006-9620000000-2a3ae08008386dead200	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 40V, Positive-QTOF	splash10-0006-9200000000-9676c61135ebdcd2e09e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 10V, Negative-QTOF	splash10-0udi-0090000000-0b1ac00c3b3c6c0a73b9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 20V, Negative-QTOF	splash10-0udi-0090000000-e36b31b780642666a763	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-S-cis-Calamenene 40V, Negative-QTOF	splash10-052f-0900000000-c435c46e2d5fabf5807c	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB006899

KNApSAcK ID

Not Available

Chemspider ID

4934454

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for 1-S-cis-Calamenene (HMDB0302921)

MOL for HMDB0302921 (1-S-cis-Calamenene)

3D MOL for HMDB0302921 (1-S-cis-Calamenene)

3D SDF for HMDB0302921 (1-S-cis-Calamenene)

3D-SDF for HMDB0302921 (1-S-cis-Calamenene)

PDB for HMDB0302921 (1-S-cis-Calamenene)

3D PDB for HMDB0302921 (1-S-cis-Calamenene)

SMILES for HMDB0302921 (1-S-cis-Calamenene)

INCHI for HMDB0302921 (1-S-cis-Calamenene)

Structure for HMDB0302921 (1-S-cis-Calamenene)

3D Structure for HMDB0302921 (1-S-cis-Calamenene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra