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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:55:35 UTC

Update Date

2022-03-07 03:17:47 UTC

HMDB ID

HMDB0061837

Secondary Accession Numbers

HMDB61837

Metabolite Identification

Common Name

Calamenene

Description

Calamenene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Calamenene is possibly neutral.

Structure

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

HMDB0061837
     RDKit          3D
Calamenene
 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.2986   -3.3294    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.8878    0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7733   -0.8609    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.4783    0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    0.7713    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234   -0.2480    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.5579    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0867    0.1941   -0.3592 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1104   -0.8469   -0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3438   -1.5429    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252   -0.3108   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    1.1316   -1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    2.1801   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    2.1520    0.1790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7427    3.1697    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -3.8984    1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -3.7097   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491   -3.3964    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663   -1.1029    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    1.2595    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460   -2.3406    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.8528    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310   -1.6592   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -1.2463    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324   -2.6337    0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3182   -1.2092    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    0.7807   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -0.7242   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497   -0.6003   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.6989   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    0.4937   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0470    1.9380   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    3.2071   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727    2.4375    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    4.1518    0.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476    2.9569   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    3.2516    1.4712 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  1
  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  1
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

  Mrv0541 10081412322D          

 17 18  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    3.5724    1.2375    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
    3.5724    2.0625    0.0000 C   0  0  0  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
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  2  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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  4  1  1  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  1  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  2  0  0  0  0
 12 16  1  6  0  0  0
 13 17  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0061837

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(C)CC[C@]([H])(C(C)C)C2=C1C=CC(C)=C2

> <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-/m1/s1

> <INCHI_KEY>
PGTJIOWQJWHTJJ-CHWSQXEVSA-N

> <FORMULA>
C15H22

> <MOLECULAR_WEIGHT>
202.3352

> <EXACT_MASS>
202.172150704

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.694776211980468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4R)-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>
66.82820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-04 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0061837
     RDKit          3D
Calamenene
 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.2986   -3.3294    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.8878    0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7733   -0.8609    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.4783    0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    0.7713    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234   -0.2480    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.5579    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0867    0.1941   -0.3592 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1104   -0.8469   -0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3438   -1.5429    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252   -0.3108   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    1.1316   -1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    2.1801   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    2.1520    0.1790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7427    3.1697    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -3.8984    1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -3.7097   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491   -3.3964    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663   -1.1029    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    1.2595    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460   -2.3406    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.8528    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310   -1.6592   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -1.2463    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324   -2.6337    0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3182   -1.2092    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    0.7807   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -0.7242   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497   -0.6003   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.6989   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    0.4937   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0470    1.9380   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    3.2071   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727    2.4375    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    4.1518    0.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476    2.9569   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    3.2516    1.4712 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  1
  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  1
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-14         0                                  
HETATM    1  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   4.620   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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       6.668   5.390   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   14                                                       
CONECT    8    6   13                                                       
CONECT    9   11   15                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    5    9                                                  
CONECT   12    4    6   14   16                                             
CONECT   13    8   10   15   17                                             
CONECT   14    7   12   15                                                  
CONECT   15    9   13   14                                                  
CONECT   16   12                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0061837
HETATM    1  C1  UNL     1      -2.299  -3.329   0.920  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.898  -1.888   0.739  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.773  -0.861   1.014  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.376   0.478   0.837  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.115   0.771   0.389  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.223  -0.248   0.108  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.637  -1.558   0.290  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.087   0.194  -0.359  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.110  -0.847  -0.561  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.344  -1.543   0.785  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.425  -0.311  -1.016  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.896   1.132  -1.512  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.152   2.180  -1.260  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.646   2.152   0.179  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.743   3.170   0.381  1.00  0.00           C  
HETATM   16  H1  UNL     1      -1.404  -3.898   1.238  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.534  -3.710  -0.116  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.149  -3.396   1.602  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.766  -1.103   1.367  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.088   1.260   1.062  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.046  -2.341   0.072  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.491   0.853   0.475  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.831  -1.659  -1.260  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.585  -1.246   1.538  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.332  -2.634   0.708  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.318  -1.209   1.223  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.525   0.781  -0.967  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.296  -0.724  -0.426  1.00  0.00           H  
HETATM   29  H14 UNL     1       3.650  -0.600  -2.077  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.840   1.699  -1.753  1.00  0.00           H  
HETATM   31  H16 UNL     1       0.602   0.494  -2.384  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.047   1.938  -1.907  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.187   3.207  -1.541  1.00  0.00           H  
HETATM   34  H19 UNL     1       0.173   2.437   0.875  1.00  0.00           H  
HETATM   35  H20 UNL     1      -1.324   4.152   0.057  1.00  0.00           H  
HETATM   36  H21 UNL     1      -2.648   2.957  -0.194  1.00  0.00           H  
HETATM   37  H22 UNL     1      -1.917   3.252   1.471  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

HMDB0061837
     RDKit          3D
Calamenene
 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.2986   -3.3294    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.8878    0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7733   -0.8609    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.4783    0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    0.7713    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234   -0.2480    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.5579    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0867    0.1941   -0.3592 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1104   -0.8469   -0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3438   -1.5429    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252   -0.3108   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    1.1316   -1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    2.1801   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    2.1520    0.1790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7427    3.1697    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -3.8984    1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -3.7097   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491   -3.3964    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663   -1.1029    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    1.2595    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460   -2.3406    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.8528    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310   -1.6592   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -1.2463    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324   -2.6337    0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3182   -1.2092    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    0.7807   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -0.7242   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497   -0.6003   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.6989   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    0.4937   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0470    1.9380   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    3.2071   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727    2.4375    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    4.1518    0.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476    2.9569   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    3.2516    1.4712 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  1
  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  1
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₅H₂₂

Average Molecular Weight

202.3352

Monoisotopic Molecular Weight

202.172150704

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)CC[C@]([H])(C(C)C)C2=C1C=CC(C)=C2

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-/m1/s1

InChI Key

PGTJIOWQJWHTJJ-CHWSQXEVSA-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

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
Water Solubility	0.00016 g/L	ALOGPS
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	25.69 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]+	150.42	31661259
DarkChem	[M-H]-	150.608	31661259
DeepCCS	[M+H]+	159.715	30932474
DeepCCS	[M-H]-	157.357	30932474
DeepCCS	[M-2H]-	190.755	30932474
DeepCCS	[M+Na]+	165.981	30932474
AllCCS	[M+H]+	144.7	32859911
AllCCS	[M+H-H2O]+	140.7	32859911
AllCCS	[M+NH4]+	148.5	32859911
AllCCS	[M+Na]+	149.6	32859911
AllCCS	[M-H]-	154.9	32859911
AllCCS	[M+Na-2H]-	155.2	32859911
AllCCS	[M+HCOO]-	155.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calamenene	[H][C@@]1(C)CC[C@]([H])(C(C)C)C2=C1C=CC(C)=C2	1835.4	Standard polar	33892256
Calamenene	[H][C@@]1(C)CC[C@]([H])(C(C)C)C2=C1C=CC(C)=C2	1511.6	Standard non polar	33892256
Calamenene	[H][C@@]1(C)CC[C@]([H])(C(C)C)C2=C1C=CC(C)=C2	1526.0	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 - Calamenene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4u-1900000000-9f0ccc25841172b47239	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calamenene 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 - Calamenene 10V, Positive-QTOF	splash10-0udi-0190000000-50eb27f5affc2227db9a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 20V, Positive-QTOF	splash10-0pba-6920000000-8e2388350eb54cd43459	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 40V, Positive-QTOF	splash10-0aor-9600000000-01b8646e70d9f4f36275	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 10V, Negative-QTOF	splash10-0udi-0090000000-3c8f8628087632213a56	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 20V, Negative-QTOF	splash10-0udi-0090000000-5c05a8c35f57a6319a4b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 40V, Negative-QTOF	splash10-0k9i-0910000000-72bf210a7cc602013a4a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 10V, Negative-QTOF	splash10-0udi-0090000000-0b1ac00c3b3c6c0a73b9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 20V, Negative-QTOF	splash10-0udi-0090000000-0b1ac00c3b3c6c0a73b9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 40V, Negative-QTOF	splash10-0006-2900000000-97f0ac1dc0ccd44df041	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 10V, Positive-QTOF	splash10-0udi-1290000000-7da03440db762e40b1a0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 20V, Positive-QTOF	splash10-0006-9620000000-4d8dc0cac0445752868d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamenene 40V, Positive-QTOF	splash10-0006-9300000000-6fcd0d51379bb93fd0b3	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11298625

PDB ID

Not Available

ChEBI ID

88614

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

Melcher E, Jungel P, Mollendorf B, Schmitt U: Identification of a hydroxy substituted calamenene--a sesquiterpene associated with wound reactions in non-infected xylem of Tilia spp. Phytochemistry. 2003 Mar;62(5):707-13. [PubMed:12620322 ]
Takei M, Umeyama A, Arihara S: T-cadinol and calamenene induce dendritic cells from human monocytes and drive Th1 polarization. Eur J Pharmacol. 2006 May 10;537(1-3):190-9. Epub 2006 Mar 3. [PubMed:16631732 ]
Salmoun M, Braekman JC, Ranarivelo Y, Rasamoelisendra R, Ralambomanana D, Dewelle J, Darro F, Kiss R: New calamenene sesquiterpenes from Tarenna madagascariensis. Nat Prod Res. 2007 Feb;21(2):111-20. [PubMed:17365697 ]
Morimoto M, Cantrell CL, Libous-Bailey L, Duke SO: Phytotoxicity of constituents of glandular trichomes and the leaf surface of camphorweed, Heterotheca subaxillaris. Phytochemistry. 2009 Jan;70(1):69-74. doi: 10.1016/j.phytochem.2008.09.026. Epub 2008 Dec 4. [PubMed:19054533 ]
Schrems MG, Pfaltz A: NeoPHOX--an easily accessible P,N-ligand for iridium-catalyzed asymmetric hydrogenation: preparation, scope and application in the synthesis of demethyl methoxycalamenene. Chem Commun (Camb). 2009 Nov 7;(41):6210-2. doi: 10.1039/b912680e. Epub 2009 Aug 27. [PubMed:19826671 ]
Limna Mol VP, Raveendran TV, Naik BG, Kunnath RJ, Parameswaran PS: Calamenenes--aromatic bicyclic sesquiterpenes--from the Indian gorgonian Subergorgia reticulata (Ellis and Solander, 1786). Nat Prod Res. 2011 Jan;25(2):169-74. doi: 10.1080/14786419.2010.495069. [PubMed:21246444 ]
Murugan R, Mallavarapu GR: Composition of the essential oil of Pogostemon travancoricus var. travancoricus. Nat Prod Commun. 2012 Jan;7(1):87-8. [PubMed:22428255 ]
Dai Y, Harinantenaina L, Brodie PJ, Callmander MW, Randrianasolo S, Rakotobe E, Rasamison VE, Kingston DG: Isolation and synthesis of two antiproliferative calamenene-type sesquiterpenoids from Sterculia tavia from the Madagascar rain forest. Bioorg Med Chem. 2012 Dec 15;20(24):6940-4. doi: 10.1016/j.bmc.2012.10.012. Epub 2012 Oct 23. [PubMed:23149304 ]
Azevedo MM, Chaves FC, Almeida CA, Bizzo HR, Duarte RS, Campos-Takaki GM, Alviano CS, Alviano DS: Antioxidant and antimicrobial activities of 7-hydroxy-calamenene-rich essential oils from Croton cajucara Benth. Molecules. 2013 Jan 16;18(1):1128-37. doi: 10.3390/molecules18011128. [PubMed:23325101 ]
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.
MetaCyc: cis-calamenene related sesquiterpenoids biosynthesis [Link]

Showing metabocard for Calamenene (HMDB0061837)

MOL for HMDB0061837 (Calamenene)

3D MOL for HMDB0061837 (Calamenene)

3D SDF for HMDB0061837 (Calamenene)

3D-SDF for HMDB0061837 (Calamenene)

PDB for HMDB0061837 (Calamenene)

3D PDB for HMDB0061837 (Calamenene)

SMILES for HMDB0061837 (Calamenene)

INCHI for HMDB0061837 (Calamenene)

Structure for HMDB0061837 (Calamenene)

3D Structure for HMDB0061837 (Calamenene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra