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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:22:13 UTC

Update Date

2022-03-07 02:54:29 UTC

HMDB ID

HMDB0035391

Secondary Accession Numbers

HMDB35391

Metabolite Identification

Common Name

Preisocalamendiol

Description

Preisocalamendiol belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Based on a literature review a small amount of articles have been published on Preisocalamendiol.

Structure

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

HMDB0035391
     RDKit          3D
Preisocalamendiol
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.0535   -2.0504    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3082   -1.9242    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477   -1.5431   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066   -0.0969   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2716    0.7855    0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.7392    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011    2.5586    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031    1.9825   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114    1.1431   -1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.1215   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1829    0.3319    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393    0.2393   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3583   -0.7482    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -1.2285   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600   -1.5731   -1.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2274   -2.1714   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -1.8662    2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -2.3311    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3551   -1.5374    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131   -2.1505   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684   -0.0782   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908    0.2105   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8111    0.6253    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124    2.6948    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403    2.1029    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7323    3.5790    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    3.0630   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    1.8794   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    0.6546   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.7620   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.1543    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.3242    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1093    0.4528   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -0.7246   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    1.0268   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3157   -0.6203    2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5487   -0.6584    2.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479   -1.7409    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -3.2054   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -2.1822   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061308252D          

 16 16  0  0  0  0            999 V2000
   -0.1909   -0.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2184    0.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271    2.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4197   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363    1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1597   -0.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  6  2  0  0  0  0
 12  8  1  0  0  0  0
 13  4  2  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035391

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CC\C(C)=C/CCC(=C)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h6,11,14H,4-5,7-10H2,1-3H3/b12-6-

> <INCHI_KEY>
QTFJNWQFKJITEE-SDQBBNPISA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.725623556745298

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-5-methyl-9-methylidene-2-(propan-2-yl)cyclodec-5-en-1-one

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
4.361855864666667

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.599532323632186

> <JCHEM_PKA_STRONGEST_BASIC>
-7.498029846767091

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
70.10019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-2-isopropyl-5-methyl-9-methylidenecyclodec-5-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035391
     RDKit          3D
Preisocalamendiol
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.0535   -2.0504    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3082   -1.9242    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477   -1.5431   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066   -0.0969   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2716    0.7855    0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.7392    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011    2.5586    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031    1.9825   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114    1.1431   -1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.1215   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1829    0.3319    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393    0.2393   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3583   -0.7482    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -1.2285   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600   -1.5731   -1.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2274   -2.1714   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -1.8662    2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -2.3311    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3551   -1.5374    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131   -2.1505   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684   -0.0782   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908    0.2105   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8111    0.6253    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124    2.6948    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403    2.1029    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7323    3.5790    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    3.0630   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    1.8794   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    0.6546   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.7620   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.1543    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.3242    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1093    0.4528   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -0.7246   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    1.0268   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3157   -0.6203    2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5487   -0.6584    2.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479   -1.7409    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -3.2054   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -2.1822   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 16 39  1  0
 16 40  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.356  -0.822   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.408   1.845   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.037   5.041   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.257  -2.647   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.407   0.984   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.777   2.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.517  -0.084   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.188   3.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.818   1.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -2.006   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.388   0.527   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   3.546   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.147  -1.579   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.928   0.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.558  -0.939   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.298  -1.641   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    6    7                                                       
CONECT    6    5   12                                                       
CONECT    7    5   13                                                       
CONECT    8    9   12                                                       
CONECT    9    8   14                                                       
CONECT   10   13   15                                                       
CONECT   11    1    2   14                                                  
CONECT   12    3    6    8                                                  
CONECT   13    4    7   10                                                  
CONECT   14    9   11   15                                                  
CONECT   15   10   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0035391
HETATM    1  C1  UNL     1      -1.053  -2.050   1.361  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.308  -1.924   0.067  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.648  -1.543  -0.408  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.607  -0.097  -0.918  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.272   0.785   0.235  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.352   1.739   0.161  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.101   2.559   1.375  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.603   1.983  -1.073  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.611   1.143  -1.256  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.839   0.121  -0.192  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.183   0.332   0.503  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.339   0.239  -0.443  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.358  -0.748   1.554  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.894  -1.228  -0.816  1.00  0.00           C  
HETATM   15  O1  UNL     1       1.960  -1.573  -1.298  1.00  0.00           O  
HETATM   16  C15 UNL     1      -0.227  -2.171  -0.898  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.856  -1.866   2.063  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.066  -2.331   1.707  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.355  -1.537   0.448  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.013  -2.150  -1.254  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.868  -0.078  -1.719  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.591   0.210  -1.313  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.811   0.625   1.158  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.012   2.695   1.989  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.340   2.103   2.042  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.732   3.579   1.125  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.277   3.063  -1.143  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.335   1.879  -1.927  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.526   0.655  -2.271  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.552   1.762  -1.345  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.080   0.154   0.616  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.162   1.324   1.018  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.109   0.453  -1.485  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.904  -0.725  -0.317  1.00  0.00           H  
HETATM   35  H19 UNL     1       4.084   1.027  -0.121  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.316  -0.620   2.068  1.00  0.00           H  
HETATM   37  H21 UNL     1       1.549  -0.658   2.321  1.00  0.00           H  
HETATM   38  H22 UNL     1       2.348  -1.741   1.077  1.00  0.00           H  
HETATM   39  H23 UNL     1       0.196  -3.205  -0.735  1.00  0.00           H  
HETATM   40  H24 UNL     1      -0.581  -2.182  -1.954  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   16
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6    6   23
CONECT    6    7    8
CONECT    7   24   25   26
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   14   31
CONECT   11   12   13   32
CONECT   12   33   34   35
CONECT   13   36   37   38
CONECT   14   15   15   16
CONECT   16   39   40
END

HMDB0035391
     RDKit          3D
Preisocalamendiol
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.0535   -2.0504    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3082   -1.9242    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477   -1.5431   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066   -0.0969   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2716    0.7855    0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.7392    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011    2.5586    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031    1.9825   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114    1.1431   -1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.1215   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1829    0.3319    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393    0.2393   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3583   -0.7482    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -1.2285   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600   -1.5731   -1.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2274   -2.1714   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -1.8662    2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -2.3311    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3551   -1.5374    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131   -2.1505   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684   -0.0782   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908    0.2105   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8111    0.6253    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124    2.6948    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403    2.1029    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7323    3.5790    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    3.0630   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    1.8794   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    0.6546   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.7620   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.1543    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.3242    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1093    0.4528   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -0.7246   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    1.0268   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3157   -0.6203    2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5487   -0.6584    2.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479   -1.7409    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -3.2054   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -2.1822   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Neocurdione	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(5Z)-5-methyl-9-methylidene-2-(propan-2-yl)cyclodec-5-en-1-one

Traditional Name

(5Z)-2-isopropyl-5-methyl-9-methylidenecyclodec-5-en-1-one

CAS Registry Number

25645-19-6

SMILES

CC(C)C1CC\C(C)=C/CCC(=C)CC1=O

InChI Identifier

InChI=1S/C15H24O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h6,11,14H,4-5,7-10H2,1-3H3/b12-6-

InChI Key

QTFJNWQFKJITEE-SDQBBNPISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035391)
Cell membrane (HMDB: HMDB0035391)

Cellular substructure

Extracellular (HMDB: HMDB0035391)
Membrane (HMDB: HMDB0035391)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035391)

Source

Endogenous

Endogenous (HMDB: HMDB0035391)

Plant

Plant (HMDB: HMDB0035391)

Animal

Animal (HMDB: HMDB0035391)

Exogenous

Food

Food (HMDB: HMDB0035391)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035391)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035391)

Cellular process

Cell signaling (HMDB: HMDB0035391)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035391)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035391)

Nutrient

Nutrient (HMDB: HMDB0035391)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035391)

Emulsifier (HMDB: HMDB0035391)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	315.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.34 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.940 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	4.38	ALOGPS
logP	4.36	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	16.6	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.1 m³·mol⁻¹	ChemAxon
Polarizability	26.73 Å³	ChemAxon
Number of Rings	1	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]+	154.283	31661259
DarkChem	[M-H]-	153.528	31661259
DeepCCS	[M+H]+	154.777	30932474
DeepCCS	[M-H]-	151.437	30932474
DeepCCS	[M-2H]-	188.032	30932474
DeepCCS	[M+Na]+	163.571	30932474
AllCCS	[M+H]+	152.2	32859911
AllCCS	[M+H-H2O]+	148.2	32859911
AllCCS	[M+NH4]+	155.9	32859911
AllCCS	[M+Na]+	156.9	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	159.8	32859911
AllCCS	[M+HCOO]-	160.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Preisocalamendiol	CC(C)C1CC\C(C)=C/CCC(=C)CC1=O	1996.4	Standard polar	33892256
Preisocalamendiol	CC(C)C1CC\C(C)=C/CCC(=C)CC1=O	1578.3	Standard non polar	33892256
Preisocalamendiol	CC(C)C1CC\C(C)=C/CCC(=C)CC1=O	1594.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Preisocalamendiol,1TMS,isomer #1	C=C1CC/C=C(/C)CCC(C(C)C)=C(O[Si](C)(C)C)C1	1773.0	Semi standard non polar	33892256
Preisocalamendiol,1TMS,isomer #1	C=C1CC/C=C(/C)CCC(C(C)C)=C(O[Si](C)(C)C)C1	1748.6	Standard non polar	33892256
Preisocalamendiol,1TMS,isomer #2	C=C1C=C(O[Si](C)(C)C)C(C(C)C)CC/C(C)=C\CC1	1807.5	Semi standard non polar	33892256
Preisocalamendiol,1TMS,isomer #2	C=C1C=C(O[Si](C)(C)C)C(C(C)C)CC/C(C)=C\CC1	1766.3	Standard non polar	33892256
Preisocalamendiol,1TBDMS,isomer #1	C=C1CC/C=C(/C)CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)C1	1998.8	Semi standard non polar	33892256
Preisocalamendiol,1TBDMS,isomer #1	C=C1CC/C=C(/C)CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)C1	1908.5	Standard non polar	33892256
Preisocalamendiol,1TBDMS,isomer #2	C=C1C=C(O[Si](C)(C)C(C)(C)C)C(C(C)C)CC/C(C)=C\CC1	2002.6	Semi standard non polar	33892256
Preisocalamendiol,1TBDMS,isomer #2	C=C1C=C(O[Si](C)(C)C(C)(C)C)C(C(C)C)CC/C(C)=C\CC1	1885.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Preisocalamendiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9580000000-9b09b882c2de4856a79b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Preisocalamendiol 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 - Preisocalamendiol 10V, Positive-QTOF	splash10-00di-0290000000-ed722e6ca4bb4327cab2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 20V, Positive-QTOF	splash10-00b9-2950000000-89246d94d781335954af	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 40V, Positive-QTOF	splash10-0le9-9610000000-488951d4a04aa29bd8a5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 10V, Negative-QTOF	splash10-014i-0090000000-3c3096f5144f3832cff9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 20V, Negative-QTOF	splash10-014i-0390000000-59aa3600813d607b4e61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 40V, Negative-QTOF	splash10-0006-9810000000-8c56b40566a17a51f707	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 20V, Negative-QTOF	splash10-0gb9-0090000000-9d3e6ec8b0fb16bcbfd0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 40V, Negative-QTOF	splash10-004i-0920000000-a468310a585b3a670068	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 10V, Positive-QTOF	splash10-0udi-0090000000-c6a53b706b3a89e8ae4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 20V, Positive-QTOF	splash10-0udi-0290000000-df87aa531b414c699e5a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Preisocalamendiol 40V, Positive-QTOF	splash10-0bvl-1910000000-5fef6e970ce9337c189f	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB014066

KNApSAcK ID

C00011714

Chemspider ID

35013920

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12305704

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1619601

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Preisocalamendiol (HMDB0035391)

MOL for HMDB0035391 (Preisocalamendiol)

3D MOL for HMDB0035391 (Preisocalamendiol)

3D SDF for HMDB0035391 (Preisocalamendiol)

3D-SDF for HMDB0035391 (Preisocalamendiol)

PDB for HMDB0035391 (Preisocalamendiol)

3D PDB for HMDB0035391 (Preisocalamendiol)

SMILES for HMDB0035391 (Preisocalamendiol)

INCHI for HMDB0035391 (Preisocalamendiol)

Structure for HMDB0035391 (Preisocalamendiol)

3D Structure for HMDB0035391 (Preisocalamendiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra