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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:28:42 UTC

Update Date

2022-03-07 02:55:40 UTC

HMDB ID

HMDB0038198

Secondary Accession Numbers

HMDB38198

Metabolite Identification

Common Name

3,7-Bisaboladiene-2,8-dione

Description

3,7-Bisaboladiene-2,8-dione belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on 3,7-Bisaboladiene-2,8-dione.

Structure

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

HMDB0038198
     RDKit          3D
3,7-Bisaboladiene-2,8-dione
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.3795    1.0739    0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329    0.4380    0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.0040   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182   -0.6412   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483   -0.2315    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1407   -0.9614   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -2.4714   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.4251   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    0.9961   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4870    1.9044   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183    1.4983   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.4305   -0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    1.1040   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191   -0.3786    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -0.6430    1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059    0.3054    1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    0.9692    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279    1.5901    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    1.8022   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1672    0.2842    0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017    0.0917   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861   -1.7380   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -0.2817   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3459    0.8496    0.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -2.7711   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -2.9142    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9420   -2.8706    0.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086   -1.0986   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7606    2.1296   -1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110    2.1985    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005   -0.2674   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3474    1.1671   -1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0415    2.1716   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8664    0.6204   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362   -0.2048    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0101   -1.4327    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -0.0535    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.5900    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -1.6537    1.4057 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 05061310172D          

 17 17  0  0  0  0            999 V2000
    4.2868    2.4750    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
    0.7145   -1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    0.0000    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
    0.7145   -0.4125    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
    0.7145    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  1  0  0  0  0
 11  3  1  0  0  0  0
 11  5  2  0  0  0  0
 12  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038198

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)\C=C(\C)C1CC=C(C)C(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-10(2)7-14(16)8-12(4)13-6-5-11(3)15(17)9-13/h5,8,10,13H,6-7,9H2,1-4H3/b12-8-

> <INCHI_KEY>
KXTCYNARSLCXMW-WQLSENKSSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.599518580606976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-5-[(2Z)-6-methyl-4-oxohept-2-en-2-yl]cyclohex-2-en-1-one

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.7404167973333333

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.36274009979219

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
71.81669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-[(2Z)-6-methyl-4-oxohept-2-en-2-yl]cyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038198
     RDKit          3D
3,7-Bisaboladiene-2,8-dione
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.3795    1.0739    0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329    0.4380    0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.0040   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182   -0.6412   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483   -0.2315    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1407   -0.9614   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -2.4714   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.4251   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    0.9961   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4870    1.9044   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183    1.4983   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.4305   -0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    1.1040   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191   -0.3786    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -0.6430    1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059    0.3054    1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    0.9692    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279    1.5901    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    1.8022   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1672    0.2842    0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017    0.0917   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861   -1.7380   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -0.2817   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3459    0.8496    0.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -2.7711   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -2.9142    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9420   -2.8706    0.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086   -1.0986   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7606    2.1296   -1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110    2.1985    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005   -0.2674   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3474    1.1671   -1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0415    2.1716   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8664    0.6204   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362   -0.2048    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0101   -1.4327    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -0.0535    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.5900    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -1.6537    1.4057 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6   11                                                       
CONECT    6    5   13                                                       
CONECT    7   10   14                                                       
CONECT    8   12   14                                                       
CONECT    9   13   15                                                       
CONECT   10    1    2    7                                                  
CONECT   11    3    5   15                                                  
CONECT   12    4    8   13                                                  
CONECT   13    6    9   12                                                  
CONECT   14    7    8   16                                                  
CONECT   15    9   11   17                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0038198
HETATM    1  C1  UNL     1       5.380   1.074   0.754  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.033   0.438   0.585  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.719   0.004  -0.606  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.418  -0.641  -0.894  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.348  -0.232   0.147  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.141  -0.961  -0.128  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.196  -2.471  -0.237  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.035  -0.425  -0.298  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.317   0.996  -0.236  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.487   1.904  -0.017  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.718   1.498  -0.446  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.750   0.430  -0.480  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.109   1.104  -0.717  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.819  -0.379   0.794  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.976  -0.643   1.502  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.106   0.305   1.700  1.00  0.00           C  
HETATM   17  O2  UNL     1       3.295   0.969   2.733  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.428   1.590   1.712  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.533   1.802  -0.069  1.00  0.00           H  
HETATM   20  H3  UNL     1       6.167   0.284   0.644  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.402   0.092  -1.469  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.586  -1.738  -0.851  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.044  -0.282  -1.858  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.346   0.850   0.167  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.396  -2.771  -1.289  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.784  -2.914   0.033  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.942  -2.871   0.476  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.909  -1.099  -0.518  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.761   2.130  -1.346  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.911   2.199   0.418  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.600  -0.267  -1.320  1.00  0.00           H  
HETATM   32  H15 UNL     1      -5.347   1.167  -1.794  1.00  0.00           H  
HETATM   33  H16 UNL     1      -5.042   2.172  -0.368  1.00  0.00           H  
HETATM   34  H17 UNL     1      -5.866   0.620  -0.102  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.936  -0.205   1.448  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.010  -1.433   0.556  1.00  0.00           H  
HETATM   37  H20 UNL     1      -4.739  -0.054   1.370  1.00  0.00           H  
HETATM   38  H21 UNL     1       1.240  -0.590   2.309  1.00  0.00           H  
HETATM   39  H22 UNL     1       2.445  -1.654   1.406  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   16
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   15   24
CONECT    6    7    8    8
CONECT    7   25   26   27
CONECT    8    9   28
CONECT    9   10   10   11
CONECT   11   12   29   30
CONECT   12   13   14   31
CONECT   13   32   33   34
CONECT   14   35   36   37
CONECT   15   16   38   39
CONECT   16   17   17
END

HMDB0038198
     RDKit          3D
3,7-Bisaboladiene-2,8-dione
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.3795    1.0739    0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329    0.4380    0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.0040   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182   -0.6412   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483   -0.2315    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1407   -0.9614   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -2.4714   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.4251   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    0.9961   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4870    1.9044   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183    1.4983   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.4305   -0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    1.1040   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191   -0.3786    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -0.6430    1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059    0.3054    1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    0.9692    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279    1.5901    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    1.8022   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1672    0.2842    0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017    0.0917   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861   -1.7380   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -0.2817   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3459    0.8496    0.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -2.7711   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -2.9142    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9420   -2.8706    0.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086   -1.0986   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7606    2.1296   -1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110    2.1985    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005   -0.2674   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3474    1.1671   -1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0415    2.1716   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8664    0.6204   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362   -0.2048    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0101   -1.4327    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -0.0535    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.5900    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -1.6537    1.4057 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-5-(1,5-Dimethyl-3-oxo-1-hexenyl)-2-methyl-2-cyclohexen-1-one	HMDB
10,11-dihydro-6-Oxoatlantone	HMDB

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

2-methyl-5-[(2Z)-6-methyl-4-oxohept-2-en-2-yl]cyclohex-2-en-1-one

Traditional Name

2-methyl-5-[(2Z)-6-methyl-4-oxohept-2-en-2-yl]cyclohex-2-en-1-one

CAS Registry Number

57095-92-8

SMILES

CC(C)CC(=O)\C=C(\C)C1CC=C(C)C(=O)C1

InChI Identifier

InChI=1S/C15H22O2/c1-10(2)7-14(16)8-12(4)13-6-5-11(3)15(17)9-13/h5,8,10,13H,6-7,9H2,1-4H3/b12-8-

InChI Key

KXTCYNARSLCXMW-WQLSENKSSA-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

Bisabolane sesquiterpenoid
Sesquiterpenoid
Cyclohexenone
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
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

Cellular substructure

Extracellular (HMDB: HMDB0038198)
Membrane (HMDB: HMDB0038198)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038198)

Source

Endogenous

Endogenous (HMDB: HMDB0038198)

Plant

Plant (HMDB: HMDB0038198)

Animal

Animal (HMDB: HMDB0038198)

Exogenous

Food

Food (HMDB: HMDB0038198)

Herb and spice

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038198)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038198)

Cellular process

Cell signaling (HMDB: HMDB0038198)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038198)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038198)

Nutrient

Nutrient (HMDB: HMDB0038198)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038198)

Emulsifier (HMDB: HMDB0038198)

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	23.88 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.095 g/L	ALOGPS
logP	3.21	ALOGPS
logP	3.74	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.82 m³·mol⁻¹	ChemAxon
Polarizability	26.6 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
DeepCCS	[M+H]+	167.952	30932474
DeepCCS	[M-H]-	165.594	30932474
DeepCCS	[M-2H]-	198.48	30932474
DeepCCS	[M+Na]+	174.045	30932474
AllCCS	[M+H]+	156.4	32859911
AllCCS	[M+H-H2O]+	152.7	32859911
AllCCS	[M+NH4]+	159.9	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	162.9	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	164.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,7-Bisaboladiene-2,8-dione	CC(C)CC(=O)\C=C(\C)C1CC=C(C)C(=O)C1	2460.8	Standard polar	33892256
3,7-Bisaboladiene-2,8-dione	CC(C)CC(=O)\C=C(\C)C1CC=C(C)C(=O)C1	1829.1	Standard non polar	33892256
3,7-Bisaboladiene-2,8-dione	CC(C)CC(=O)\C=C(\C)C1CC=C(C)C(=O)C1	1846.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,7-Bisaboladiene-2,8-dione,1TMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C)CC1=O	2065.6	Semi standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C)CC1=O	1963.2	Standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TMS,isomer #2	CC1=CCC(/C(C)=C\C(=O)CC(C)C)C=C1O[Si](C)(C)C	2011.1	Semi standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TMS,isomer #2	CC1=CCC(/C(C)=C\C(=O)CC(C)C)C=C1O[Si](C)(C)C	1795.4	Standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,2TMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C)C=C1O[Si](C)(C)C	2102.7	Semi standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,2TMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C)C=C1O[Si](C)(C)C	1967.1	Standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TBDMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C(C)(C)C)CC1=O	2308.5	Semi standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TBDMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C(C)(C)C)CC1=O	2208.5	Standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TBDMS,isomer #2	CC1=CCC(/C(C)=C\C(=O)CC(C)C)C=C1O[Si](C)(C)C(C)(C)C	2244.7	Semi standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,1TBDMS,isomer #2	CC1=CCC(/C(C)=C\C(=O)CC(C)C)C=C1O[Si](C)(C)C(C)(C)C	1972.8	Standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,2TBDMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2569.4	Semi standard non polar	33892256
3,7-Bisaboladiene-2,8-dione,2TBDMS,isomer #1	CC1=CCC(/C(C)=C\C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2329.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,7-Bisaboladiene-2,8-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mw-8910000000-5877c103dce3c5a5ede3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,7-Bisaboladiene-2,8-dione 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 - 3,7-Bisaboladiene-2,8-dione 10V, Positive-QTOF	splash10-000i-1690000000-f28d0cfadcb499172f28	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 20V, Positive-QTOF	splash10-0a4u-7920000000-40f9f64cdd13eaaafd82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 40V, Positive-QTOF	splash10-0a4i-9200000000-96b921888167d594267d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 10V, Negative-QTOF	splash10-001i-0190000000-dcbf8d85d3398d2902be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 20V, Negative-QTOF	splash10-001j-4970000000-d654756e3e7974722476	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 40V, Negative-QTOF	splash10-052b-6910000000-d6a4466dc2ae1375adc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 10V, Negative-QTOF	splash10-001i-0190000000-fecd6793b95cec4bdeb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 20V, Negative-QTOF	splash10-000t-2930000000-2be50d453c0b2ff6ed41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 40V, Negative-QTOF	splash10-00l2-3900000000-e8c9fad71d6377f74074	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 10V, Positive-QTOF	splash10-000i-2960000000-49c8e1d17458db7735b0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 20V, Positive-QTOF	splash10-001r-6920000000-b0ac38d4ae4f232e6c19	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Bisaboladiene-2,8-dione 40V, Positive-QTOF	splash10-0a4i-9800000000-4b532345343c23fc270a	2021-09-22	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

FDB017437

KNApSAcK ID

C00011601

Chemspider ID

35014532

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101289687

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1866271

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 3,7-Bisaboladiene-2,8-dione (HMDB0038198)

MOL for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

3D MOL for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

3D SDF for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

3D-SDF for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

PDB for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

3D PDB for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

SMILES for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

INCHI for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

Structure for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

3D Structure for HMDB0038198 (3,7-Bisaboladiene-2,8-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra