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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:55:49 UTC

Update Date

2022-03-07 03:17:48 UTC

HMDB ID

HMDB0061849

Secondary Accession Numbers

HMDB61849

Metabolite Identification

Common Name

(+)-Ledene

Description

(+)-Ledene, also known as leden, belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton (+)-Ledene is possibly neutral.

Structure

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

HMDB0061849
     RDKit          3D
(+)-Ledene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.3712   -2.5584    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.6930    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056   -0.4464   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723    0.1118   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039    1.6038   -1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    1.8499   -0.0522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6562    1.8148    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    0.6155   -0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9485    0.5511    0.5517 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7477   -0.6529    0.6448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2587   -1.8607   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -2.3644    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693    0.4943   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4626    1.2326    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.5765   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756   -3.0186    1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -2.0793   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0931   -3.4229   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -0.0536   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311   -0.3023   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9188    1.8418   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    2.1427   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249    2.7781   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495    1.3647    2.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467    1.2815    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    2.8727    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    0.7295   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.1871    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -0.9277    1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.6425   -1.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -2.6770   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229   -3.4520    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -2.0270    1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.5853    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3186    0.5497    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867    2.1292    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9185    1.4417   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280   -0.3713   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5584    0.7958   -1.8065 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
  8  3  1  0
 13  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  6
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  6
  9 28  1  1
 10 29  1  1
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv1652309272007302D          

 16 18  0  0  1  0            999 V2000
    7.9164   -5.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9164   -4.7525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6681   -5.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1514   -4.5110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1514   -5.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5808   -6.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3660   -5.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7284   -5.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3794   -6.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8896   -3.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9164   -3.9473    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8493   -3.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1210   -3.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6125   -2.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736   -4.2538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3766   -4.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  1  2  0  0  0  0
  4  2  1  0  0  0  0
  2 11  1  6  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  4 10  1  1  0  0  0
  7  6  1  0  0  0  0
  9  6  1  0  0  0  0
  8  7  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 13  1  6  0  0  0
 16 13  1  6  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 15  2  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061849

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12[C@H]3[C@@H](CCC(C)=C1CC[C@H]2C)C3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3/t10-,12-,13-,14-/m1/s1

> <INCHI_KEY>
WGTRJVCFDUCKCM-FMKGYKFTSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.122106616248733

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1aR,7R,7aS,7bR)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,5H,6H,7H,7aH,7bH-cyclopropa[e]azulene

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
4.044472338

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
65.50129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
leden

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0061849
     RDKit          3D
(+)-Ledene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.3712   -2.5584    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.6930    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056   -0.4464   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723    0.1118   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039    1.6038   -1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    1.8499   -0.0522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6562    1.8148    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    0.6155   -0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9485    0.5511    0.5517 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7477   -0.6529    0.6448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2587   -1.8607   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -2.3644    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693    0.4943   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4626    1.2326    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.5765   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756   -3.0186    1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -2.0793   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0931   -3.4229   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -0.0536   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311   -0.3023   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9188    1.8418   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    2.1427   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249    2.7781   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495    1.3647    2.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467    1.2815    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    2.8727    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    0.7295   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.1871    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -0.9277    1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.6425   -1.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -2.6770   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229   -3.4520    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -2.0270    1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.5853    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3186    0.5497    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867    2.1292    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9185    1.4417   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280   -0.3713   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5584    0.7958   -1.8065 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
  8  3  1  0
 13  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  6
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  6
  9 28  1  1
 10 29  1  1
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 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      14.777 -10.412   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.777  -8.871   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.447  -9.661   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.349  -8.420   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.349 -10.901   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.017 -11.352   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.483 -11.014   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.160  -9.661   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.642 -12.855   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.861  -6.955   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      14.777  -7.368   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      18.385  -6.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.026  -6.799   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.077  -5.585   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004  -7.940   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.503  -8.267   0.000  0.00  0.00           C+0
CONECT    1    2    5    6                                                  
CONECT    2    1    4   11   15                                             
CONECT    3    4    5                                                       
CONECT    4    2    3   10                                                  
CONECT    5    1    3                                                       
CONECT    6    1    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7   16                                                       
CONECT    9    6                                                            
CONECT   10    4                                                            
CONECT   11    2                                                            
CONECT   12   13                                                            
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13   16    2                                                  
CONECT   16   13   15    8                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0061849
HETATM    1  C1  UNL     1      -2.371  -2.558   0.083  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.164  -1.693   0.141  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.206  -0.446  -0.289  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.472   0.112  -0.842  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.204   1.604  -1.036  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.049   1.850  -0.052  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.656   1.815   1.307  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.205   0.615  -0.358  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.949   0.551   0.552  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.748  -0.653   0.645  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.259  -1.861  -0.085  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.039  -2.364   0.706  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.369   0.494  -0.026  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.463   1.233   0.720  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.507   0.576  -1.528  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.576  -3.019   1.070  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.234  -2.079  -0.383  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.093  -3.423  -0.588  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.332  -0.054  -0.163  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.631  -0.302  -1.859  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.919   1.842  -2.059  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.101   2.143  -0.668  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.525   2.778  -0.306  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.050   1.365   2.089  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.647   1.281   1.321  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.856   2.873   1.622  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.078   0.730  -1.445  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.890   1.187   1.484  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.175  -0.928   1.657  1.00  0.00           H  
HETATM   30  H15 UNL     1       0.895  -1.642  -1.100  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.979  -2.677  -0.094  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.023  -3.452   0.707  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.106  -2.027   1.773  1.00  0.00           H  
HETATM   34  H19 UNL     1       3.047   1.585   1.697  1.00  0.00           H  
HETATM   35  H20 UNL     1       4.319   0.550   0.952  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.787   2.129   0.148  1.00  0.00           H  
HETATM   37  H22 UNL     1       1.919   1.442  -1.953  1.00  0.00           H  
HETATM   38  H23 UNL     1       2.228  -0.371  -2.033  1.00  0.00           H  
HETATM   39  H24 UNL     1       3.558   0.796  -1.806  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   12
CONECT    3    4    8
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7    8   23
CONECT    7   24   25   26
CONECT    8    9   27
CONECT    9   10   13   28
CONECT   10   11   13   29
CONECT   11   12   30   31
CONECT   12   32   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0061849
     RDKit          3D
(+)-Ledene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.3712   -2.5584    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.6930    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056   -0.4464   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723    0.1118   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039    1.6038   -1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    1.8499   -0.0522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6562    1.8148    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    0.6155   -0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9485    0.5511    0.5517 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7477   -0.6529    0.6448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2587   -1.8607   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -2.3644    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693    0.4943   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4626    1.2326    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.5765   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756   -3.0186    1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -2.0793   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0931   -3.4229   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -0.0536   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311   -0.3023   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9188    1.8418   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    2.1427   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249    2.7781   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495    1.3647    2.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467    1.2815    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    2.8727    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    0.7295   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.1871    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -0.9277    1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.6425   -1.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -2.6770   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229   -3.4520    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -2.0270    1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.5853    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3186    0.5497    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867    2.1292    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9185    1.4417   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280   -0.3713   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5584    0.7958   -1.8065 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
  8  3  1  0
 13  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  6
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  6
  9 28  1  1
 10 29  1  1
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Leden	ChEBI
Ledene	ChEBI
(+)-Ledene	PhytoBank
(+)-Viridiflorene	PhytoBank

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

(1aR,7R,7aS,7bR)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,5H,6H,7H,7aH,7bH-cyclopropa[e]azulene

Traditional Name

leden

CAS Registry Number

21747-46-6

SMILES

[H][C@@]12CCC(C)=C3CC[C@@]([H])(C)[C@@]3([H])[C@]1([H])C2(C)C

InChI Identifier

InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3/t10-,12-,13-,14-/m1/s1

InChI Key

WGTRJVCFDUCKCM-FMKGYKFTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

5,10-cycloaromadendrane sesquiterpenoids

Alternative Parents

Substituents

5,10-cycloaromadendrane sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

carbotricyclic compound (CHEBI:63444 )
sesquiterpene (CHEBI:63444 )

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	0.012 g/L	ALOGPS
logP	3.39	ALOGPS
logP	4.04	ChemAxon
logS	-4.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.5 m³·mol⁻¹	ChemAxon
Polarizability	26.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	148.126	31661259
DarkChem	[M-H]-	146.323	31661259
DeepCCS	[M-2H]-	201.883	30932474
DeepCCS	[M+Na]+	177.68	30932474
AllCCS	[M+H]+	147.4	32859911
AllCCS	[M+H-H2O]+	143.5	32859911
AllCCS	[M+NH4]+	151.0	32859911
AllCCS	[M+Na]+	152.1	32859911
AllCCS	[M-H]-	158.5	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	159.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-Ledene	[H][C@@]12CCC(C)=C3CC[C@@]([H])(C)[C@@]3([H])[C@]1([H])C2(C)C	1649.8	Standard polar	33892256
(+)-Ledene	[H][C@@]12CCC(C)=C3CC[C@@]([H])(C)[C@@]3([H])[C@]1([H])C2(C)C	1460.8	Standard non polar	33892256
(+)-Ledene	[H][C@@]12CCC(C)=C3CC[C@@]([H])(C)[C@@]3([H])[C@]1([H])C2(C)C	1472.2	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 - (+)-Ledene GC-MS (Non-derivatized) - 70eV, Positive	splash10-03g0-2900000000-63472047d599d586b269	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Ledene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Ledene 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 - (+)-Ledene 10V, Positive-QTOF	splash10-0a4i-0190000000-e64f631cf60f6a1f7a05	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 20V, Positive-QTOF	splash10-0a4i-0590000000-9f28e598a4bda5410442	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 40V, Positive-QTOF	splash10-0j70-4900000000-466b15f55197d449e74e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 10V, Negative-QTOF	splash10-0udi-0090000000-6589dee75f8602eecab5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 20V, Negative-QTOF	splash10-0udi-0190000000-4952e3011b37d390d501	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 40V, Negative-QTOF	splash10-009i-1910000000-dc6219dfb1223f764f77	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 40V, Negative-QTOF	splash10-0udi-0290000000-aa81f6087aa508ac1dbd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 10V, Positive-QTOF	splash10-0a4i-0090000000-4a9d324bd2752a856f35	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 20V, Positive-QTOF	splash10-0ab9-9710000000-791d4a4cf8c97d62cd5a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Ledene 40V, Positive-QTOF	splash10-009y-9400000000-8af31644afd13bb682f0	2021-09-25	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

C00021220

Chemspider ID

Not Available

KEGG Compound ID

C20162

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10910653

PDB ID

Not Available

ChEBI ID

63444

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

Xiao JB, Chen XQ, Zhang YW, Jiang XY, Xu M: Cytotoxicity of Marchantia convoluta leaf extracts to human liver and lung cancer cells. Braz J Med Biol Res. 2006 Jun;39(6):731-8. Epub 2006 Jun 2. [PubMed:16751978 ]
Taherpour AA, Maroofi H, Kheradmand K: Chemical composition of the essential oil of Pelargonium quercetorum Agnew. of Iran. Nat Prod Res. 2007 Jan;21(1):24-7. [PubMed:17365684 ]
Ozel MZ, Gogus F, Lewis AC: Composition of Eucalyptus camaldulensis volatiles using direct thermal desorption coupled with comprehensive two-dimensional gas chromatography-time-of-flight-mass spectrometry. J Chromatogr Sci. 2008 Feb;46(2):157-61. [PubMed:18366876 ]
Kong JO, Park IK, Choi KS, Shin SC, Ahn YJ: Nematicidal and Propagation Activities of Thyme Red and White Oil Compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae). J Nematol. 2007 Sep;39(3):237-42. [PubMed:19259493 ]
Himanen SJ, Blande JD, Klemola T, Pulkkinen J, Heijari J, Holopainen JK: Birch (Betula spp.) leaves adsorb and re-release volatiles specific to neighbouring plants--a mechanism for associational herbivore resistance? New Phytol. 2010 May;186(3):722-32. doi: 10.1111/j.1469-8137.2010.03220.x. Epub 2010 Mar 10. [PubMed:20298484 ]
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.
Ying-Ying Gao, Scheffer C.G. Tseng, 'METHOD FOR TREATING OCULAR DEMODEX.' U.S. Patent US20090214676, issued August 27, 2009. [Link]
Ying-Ying Gao, Scheffer C.G. Tseng, 'Method for Treating Ocular Demodex.' U.S. Patent US20120004320, issued January 05, 2012. [Link]
Ying-Ying Gao, 'Method for treating ocular demodex.' U.S. Patent US08440240, issued May 14, 2013. [Link]

Showing metabocard for (+)-Ledene (HMDB0061849)

MOL for HMDB0061849 ((+)-Ledene)

3D MOL for HMDB0061849 ((+)-Ledene)

3D SDF for HMDB0061849 ((+)-Ledene)

3D-SDF for HMDB0061849 ((+)-Ledene)

PDB for HMDB0061849 ((+)-Ledene)

3D PDB for HMDB0061849 ((+)-Ledene)

SMILES for HMDB0061849 ((+)-Ledene)

INCHI for HMDB0061849 ((+)-Ledene)

Structure for HMDB0061849 ((+)-Ledene)

3D Structure for HMDB0061849 ((+)-Ledene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra