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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:58:04 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036791

Secondary Accession Numbers

HMDB36791

Metabolite Identification

Common Name

Isokobusone

Description

Isokobusone belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Isokobusone has been detected, but not quantified in, root vegetables. This could make isokobusone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isokobusone.

Structure

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

HMDB0036791
     RDKit          3D
Isokobusone
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.6457   -1.3209    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1982   -1.0237    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337   -1.7782    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -0.9604   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467   -0.1132    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    1.3022   -0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    1.3976   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164   -0.1275   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -0.5110    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -0.8507   -1.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361    2.1237    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585    3.1926    0.9914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    1.5473    1.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.3881   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666    0.0321   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094   -0.3664   -1.5097 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.0928    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -0.8338    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -2.5338   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -2.3795    0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763   -0.3882   -1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984   -1.6927   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277   -0.1888    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4211    1.3835   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7063    1.9421    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138    1.6671   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    0.2164    1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -1.5467    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -0.4158    0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278   -1.9236   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7305   -0.6023   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.5194   -2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572    2.2709    1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251    0.6014    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7708    1.6527   -1.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0352    2.1856    0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583    0.1328    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -0.8667   -1.7085 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  6 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
  8  5  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
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
M  END


  Mrv0541 05061309202D          

 16 17  0  0  0  0            999 V2000
    5.0080    0.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6615    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8491    0.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -1.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6615   -2.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -1.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188   -1.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188   -0.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6582   -0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8491   -1.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -0.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4832   -0.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4366   -2.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  9  1  2  0  0  0  0
  9  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036791

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CC2C1CCC(=C)C(O)CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O2/c1-9-4-5-11-10(8-14(11,2)3)13(16)7-6-12(9)15/h10-12,15H,1,4-8H2,2-3H3

> <INCHI_KEY>
BSFUDCIRZBAPDS-UHFFFAOYSA-N

> <FORMULA>
C14H22O2

> <MOLECULAR_WEIGHT>
222.3233

> <EXACT_MASS>
222.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.63205233240703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-10,10-dimethyl-6-methylidenebicyclo[7.2.0]undecan-2-one

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
2.4838081663333345

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.203379035378923

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.616304476476937

> <JCHEM_PKA_STRONGEST_BASIC>
-2.966392061528958

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
64.2366

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-10,10-dimethyl-6-methylidenebicyclo[7.2.0]undecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036791
     RDKit          3D
Isokobusone
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.6457   -1.3209    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1982   -1.0237    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337   -1.7782    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -0.9604   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467   -0.1132    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    1.3022   -0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    1.3976   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164   -0.1275   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -0.5110    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -0.8507   -1.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361    2.1237    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585    3.1926    0.9914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    1.5473    1.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.3881   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666    0.0321   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094   -0.3664   -1.5097 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.0928    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -0.8338    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -2.5338   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -2.3795    0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763   -0.3882   -1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984   -1.6927   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277   -0.1888    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4211    1.3835   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7063    1.9421    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138    1.6671   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    0.2164    1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -1.5467    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -0.4158    0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278   -1.9236   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7305   -0.6023   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.5194   -2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572    2.2709    1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251    0.6014    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7708    1.6527   -1.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0352    2.1856    0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583    0.1328    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -0.8667   -1.7085 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  6 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
  8  5  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
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  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       9.348   0.708   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.248  -0.959   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.788   0.581   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.835   0.488   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.318   0.221   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.169  -3.176   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.835  -3.946   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.788  -2.499   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.169  -0.282   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.328  -2.499   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.328  -0.959   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.695  -1.729   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.318  -3.679   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.788  -0.959   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.235  -1.729   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.548  -5.012   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    7   12                                                       
CONECT    7    6   13                                                       
CONECT    8   10   14                                                       
CONECT    9    1    4   12                                                  
CONECT   10    8   11   13                                                  
CONECT   11    5   10   14                                                  
CONECT   12    6    9   15                                                  
CONECT   13    7   10   16                                                  
CONECT   14    2    3    8   11                                             
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0036791
HETATM    1  C1  UNL     1       2.646  -1.321   1.834  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.198  -1.024   0.628  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.034  -1.778   0.119  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.042  -0.960  -0.643  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.847  -0.113   0.219  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.797   1.302  -0.354  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.292   1.398  -0.279  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.316  -0.127  -0.139  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.241  -0.511   0.997  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.662  -0.851  -1.401  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.036   2.124   0.613  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.459   3.193   0.991  1.00  0.00           O  
HETATM   13  C12 UNL     1       1.276   1.547   1.085  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.244   1.388  -0.041  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.867   0.032  -0.153  1.00  0.00           C  
HETATM   16  O2  UNL     1       2.909  -0.366  -1.510  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.171  -2.093   2.425  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.490  -0.834   2.306  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.451  -2.534  -0.611  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.554  -2.379   0.914  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.576  -0.388  -1.428  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.598  -1.693  -1.218  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.728  -0.189   1.300  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.421   1.383  -1.374  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.706   1.942   0.581  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.814   1.667  -1.223  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.112   0.216   1.842  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.041  -1.547   1.371  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.272  -0.416   0.654  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.628  -1.924  -1.211  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.730  -0.602  -1.638  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.033  -0.519  -2.252  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.657   2.271   1.864  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.125   0.601   1.615  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.771   1.653  -1.032  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.035   2.186   0.083  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.958   0.133   0.125  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.728  -0.867  -1.709  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   15
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6    8   23
CONECT    6    7   11   24
CONECT    7    8   25   26
CONECT    8    9   10
CONECT    9   27   28   29
CONECT   10   30   31   32
CONECT   11   12   12   13
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   37
CONECT   16   38
END

HMDB0036791
     RDKit          3D
Isokobusone
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.6457   -1.3209    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1982   -1.0237    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337   -1.7782    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -0.9604   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467   -0.1132    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    1.3022   -0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    1.3976   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164   -0.1275   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -0.5110    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -0.8507   -1.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361    2.1237    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585    3.1926    0.9914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    1.5473    1.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.3881   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666    0.0321   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094   -0.3664   -1.5097 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.0928    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -0.8338    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -2.5338   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -2.3795    0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763   -0.3882   -1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984   -1.6927   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277   -0.1888    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4211    1.3835   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7063    1.9421    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138    1.6671   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    0.2164    1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -1.5467    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -0.4158    0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278   -1.9236   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7305   -0.6023   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.5194   -2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572    2.2709    1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251    0.6014    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7708    1.6527   -1.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0352    2.1856    0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583    0.1328    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -0.8667   -1.7085 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  6 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
  8  5  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
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Hydroxy-15-nor-7(14)-caryophyllen-3-one	HMDB
Isokobusone	MeSH

Chemical Formula

C₁₄H₂₂O₂

Average Molecular Weight

222.3233

Monoisotopic Molecular Weight

222.161979948

IUPAC Name

5-hydroxy-10,10-dimethyl-6-methylidenebicyclo[7.2.0]undecan-2-one

Traditional Name

5-hydroxy-10,10-dimethyl-6-methylidenebicyclo[7.2.0]undecan-2-one

CAS Registry Number

24173-72-6

SMILES

CC1(C)CC2C1CCC(=C)C(O)CCC2=O

InChI Identifier

InChI=1S/C14H22O2/c1-9-4-5-11-10(8-14(11,2)3)13(16)7-6-12(9)15/h10-12,15H,1,4-8H2,2-3H3

InChI Key

BSFUDCIRZBAPDS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclic alcohols and derivatives

Alternative Parents

Substituents

Cyclic alcohol
Secondary alcohol
Ketone
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036791)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036791)

Source

Endogenous

Endogenous (HMDB: HMDB0036791)

Plant

Plant (HMDB: HMDB0036791)

Exogenous

Food

Food (HMDB: HMDB0036791)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036791)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036791)

Nutrient

Nutrient (HMDB: HMDB0036791)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036791)

Emulsifier (HMDB: HMDB0036791)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	108 - 109 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	511.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	146.033	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001343

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.43 g/L	ALOGPS
logP	1.93	ALOGPS
logP	2.48	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	14.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	64.24 m³·mol⁻¹	ChemAxon
Polarizability	25.63 Å³	ChemAxon
Number of Rings	2	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]+	153.377	31661259
DarkChem	[M-H]-	147.673	31661259
DeepCCS	[M+H]+	150.864	30932474
DeepCCS	[M-H]-	148.506	30932474
DeepCCS	[M-2H]-	183.217	30932474
DeepCCS	[M+Na]+	158.446	30932474
AllCCS	[M+H]+	153.6	32859911
AllCCS	[M+H-H2O]+	149.8	32859911
AllCCS	[M+NH4]+	157.2	32859911
AllCCS	[M+Na]+	158.2	32859911
AllCCS	[M-H]-	157.7	32859911
AllCCS	[M+Na-2H]-	158.2	32859911
AllCCS	[M+HCOO]-	158.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isokobusone	CC1(C)CC2C1CCC(=C)C(O)CCC2=O	2558.0	Standard polar	33892256
Isokobusone	CC1(C)CC2C1CCC(=C)C(O)CCC2=O	1735.8	Standard non polar	33892256
Isokobusone	CC1(C)CC2C1CCC(=C)C(O)CCC2=O	1737.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isokobusone,1TMS,isomer #1	C=C1CCC2C(CC2(C)C)C(=O)CCC1O[Si](C)(C)C	1884.6	Semi standard non polar	33892256
Isokobusone,1TMS,isomer #2	C=C1CCC2C(=C(O[Si](C)(C)C)CCC1O)CC2(C)C	1918.4	Semi standard non polar	33892256
Isokobusone,1TMS,isomer #3	C=C1CCC2C(CC2(C)C)C(O[Si](C)(C)C)=CCC1O	1891.9	Semi standard non polar	33892256
Isokobusone,2TMS,isomer #1	C=C1CCC2C(=C(O[Si](C)(C)C)CCC1O[Si](C)(C)C)CC2(C)C	1977.8	Semi standard non polar	33892256
Isokobusone,2TMS,isomer #1	C=C1CCC2C(=C(O[Si](C)(C)C)CCC1O[Si](C)(C)C)CC2(C)C	1986.4	Standard non polar	33892256
Isokobusone,2TMS,isomer #2	C=C1CCC2C(CC2(C)C)C(O[Si](C)(C)C)=CCC1O[Si](C)(C)C	1915.6	Semi standard non polar	33892256
Isokobusone,2TMS,isomer #2	C=C1CCC2C(CC2(C)C)C(O[Si](C)(C)C)=CCC1O[Si](C)(C)C	1959.3	Standard non polar	33892256
Isokobusone,1TBDMS,isomer #1	C=C1CCC2C(CC2(C)C)C(=O)CCC1O[Si](C)(C)C(C)(C)C	2097.9	Semi standard non polar	33892256
Isokobusone,1TBDMS,isomer #2	C=C1CCC2C(=C(O[Si](C)(C)C(C)(C)C)CCC1O)CC2(C)C	2163.1	Semi standard non polar	33892256
Isokobusone,1TBDMS,isomer #3	C=C1CCC2C(CC2(C)C)C(O[Si](C)(C)C(C)(C)C)=CCC1O	2108.6	Semi standard non polar	33892256
Isokobusone,2TBDMS,isomer #1	C=C1CCC2C(=C(O[Si](C)(C)C(C)(C)C)CCC1O[Si](C)(C)C(C)(C)C)CC2(C)C	2404.6	Semi standard non polar	33892256
Isokobusone,2TBDMS,isomer #1	C=C1CCC2C(=C(O[Si](C)(C)C(C)(C)C)CCC1O[Si](C)(C)C(C)(C)C)CC2(C)C	2420.6	Standard non polar	33892256
Isokobusone,2TBDMS,isomer #2	C=C1CCC2C(CC2(C)C)C(O[Si](C)(C)C(C)(C)C)=CCC1O[Si](C)(C)C(C)(C)C	2345.9	Semi standard non polar	33892256
Isokobusone,2TBDMS,isomer #2	C=C1CCC2C(CC2(C)C)C(O[Si](C)(C)C(C)(C)C)=CCC1O[Si](C)(C)C(C)(C)C	2225.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isokobusone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9640000000-6a468684e61a0d130d1f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isokobusone GC-MS (1 TMS) - 70eV, Positive	splash10-05bu-9030000000-b8a513f6864774534622	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isokobusone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isokobusone Linear Ion Trap , negative-QTOF	splash10-0006-0930000000-9f1e0b9baf594abd5fe7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isokobusone Linear Ion Trap , negative-QTOF	splash10-0006-0930000000-e5648c4ce406f009420e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isokobusone Linear Ion Trap , positive-QTOF	splash10-004i-0390000000-84e8bda406adfb18d808	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isokobusone Linear Ion Trap , positive-QTOF	splash10-004i-0390000000-ba912b006801c84dbb9c	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 10V, Positive-QTOF	splash10-0ab9-0190000000-ed737e9813d2cfe0af6a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 20V, Positive-QTOF	splash10-0ab9-3790000000-9185eab3ee243477805d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 40V, Positive-QTOF	splash10-0ka2-9600000000-8c54cbb3e029ef1650d7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 10V, Negative-QTOF	splash10-00di-0090000000-fad64ffec95b6431a1be	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 20V, Negative-QTOF	splash10-00di-0190000000-49f2b57e650e2b2d065a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 40V, Negative-QTOF	splash10-0006-8900000000-01ad2a551c0b2e2b0e5e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 10V, Positive-QTOF	splash10-0ab9-0090000000-376ba2a1a6a507a522e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 20V, Positive-QTOF	splash10-0a4i-1790000000-c045f84e7a4693ac1a36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 40V, Positive-QTOF	splash10-06r5-6900000000-a985b8377c7c2fb68d2f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 10V, Negative-QTOF	splash10-00di-0090000000-277654a816c7fdb457aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 20V, Negative-QTOF	splash10-00di-0090000000-4500a78875d1b2d82a03	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokobusone 40V, Negative-QTOF	splash10-0fg9-0970000000-dd6c3e7d47059bf4a855	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB015735

KNApSAcK ID

C00012491

Chemspider ID

3085398

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3860435

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857221

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isokobusone (HMDB0036791)

MOL for HMDB0036791 (Isokobusone)

3D MOL for HMDB0036791 (Isokobusone)

3D SDF for HMDB0036791 (Isokobusone)

3D-SDF for HMDB0036791 (Isokobusone)

PDB for HMDB0036791 (Isokobusone)

3D PDB for HMDB0036791 (Isokobusone)

SMILES for HMDB0036791 (Isokobusone)

INCHI for HMDB0036791 (Isokobusone)

Structure for HMDB0036791 (Isokobusone)

3D Structure for HMDB0036791 (Isokobusone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra