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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:10:29 UTC

Update Date

2022-03-07 02:54:47 UTC

HMDB ID

HMDB0036108

Secondary Accession Numbers

HMDB36108

Metabolite Identification

Common Name

1,3,5,11-Bisabolatetraen-10-one

Description

1,3,5,11-Bisabolatetraen-10-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 1,3,5,11-Bisabolatetraen-10-one.

Structure

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

HMDB0036108
     RDKit          3D
1,3,5,11-Bisabolatetraen-10-one
 36 36  0  0  0  0  0  0  0  0999 V2000
   -5.0878    0.2109    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9309    0.2943    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    1.4397   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -0.7186    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1144   -1.6477    1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5722   -0.6093   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6490   -1.7103   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791   -1.7211   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.7962   -2.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -0.6957   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206    0.6070   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.5896   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    1.2906    0.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3201    2.3704    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5376   -0.0041    1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625   -0.9764    0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8373    0.9668    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2952   -0.6199    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.4203   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6925    1.4855   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    2.4176   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233    0.3437    0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -0.4461   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881   -1.7943    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -2.6801   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373   -2.7134   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2225   -0.8865   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811   -2.7146   -2.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -1.9046   -2.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.8755   -1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759    2.6246   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3861    2.0593    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    3.2692    0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0617    2.5896    2.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -0.2367    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -1.9790    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END


  Mrv0541 05061308532D          

 16 16  0  0  0  0            999 V2000
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036108

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(=O)C(C)=C)C1=CC=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O/c1-11(2)15(16)10-7-13(4)14-8-5-12(3)6-9-14/h5-6,8-9,13H,1,7,10H2,2-4H3

> <INCHI_KEY>
JVRYIUOXNFDSNU-UHFFFAOYSA-N

> <FORMULA>
C15H20O

> <MOLECULAR_WEIGHT>
216.3187

> <EXACT_MASS>
216.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.883258632152774

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-6-(4-methylphenyl)hept-1-en-3-one

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
4.78204094

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.686246299573659

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
68.7133

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-6-(4-methylphenyl)hept-1-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036108
     RDKit          3D
1,3,5,11-Bisabolatetraen-10-one
 36 36  0  0  0  0  0  0  0  0999 V2000
   -5.0878    0.2109    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9309    0.2943    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    1.4397   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -0.7186    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1144   -1.6477    1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5722   -0.6093   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6490   -1.7103   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791   -1.7211   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.7962   -2.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -0.6957   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206    0.6070   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.5896   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    1.2906    0.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3201    2.3704    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5376   -0.0041    1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625   -0.9764    0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8373    0.9668    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2952   -0.6199    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.4203   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6925    1.4855   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    2.4176   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233    0.3437    0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -0.4461   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881   -1.7943    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -2.6801   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373   -2.7134   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2225   -0.8865   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811   -2.7146   -2.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -1.9046   -2.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.8755   -1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759    2.6246   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3861    2.0593    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    3.2692    0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0617    2.5896    2.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -0.2367    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -1.9790    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  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  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    8   12                                                       
CONECT    6    9   12                                                       
CONECT    7   10   13                                                       
CONECT    8    5   14                                                       
CONECT    9    6   14                                                       
CONECT   10    7   15                                                       
CONECT   11    1    2   15                                                  
CONECT   12    3    5    6                                                  
CONECT   13    4    7   14                                                  
CONECT   14    8    9   13                                                  
CONECT   15   10   11   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0036108
HETATM    1  C1  UNL     1      -5.088   0.211   0.739  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.931   0.294   0.112  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.717   1.440  -0.811  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.878  -0.719   0.319  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.114  -1.648   1.099  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.572  -0.609  -0.399  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.649  -1.710  -0.066  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.679  -1.721  -0.723  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.624  -1.796  -2.229  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.633  -0.696  -0.250  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.521   0.607  -0.668  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.386   1.590  -0.243  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.402   1.291   0.622  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.320   2.370   1.062  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.538  -0.004   1.055  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.663  -0.976   0.621  1.00  0.00           C  
HETATM   17  H1  UNL     1      -5.837   0.967   0.567  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.295  -0.620   1.434  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.457   1.420  -1.638  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.692   1.486  -1.199  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.891   2.418  -0.283  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.123   0.344   0.015  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.783  -0.446  -1.448  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.488  -1.794   1.030  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.156  -2.680  -0.347  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.137  -2.713  -0.404  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.223  -0.887  -2.698  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.081  -2.715  -2.515  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.669  -1.905  -2.586  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.744   0.875  -1.346  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.276   2.625  -0.591  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.386   2.059   1.001  1.00  0.00           H  
HETATM   33  H17 UNL     1       4.179   3.269   0.442  1.00  0.00           H  
HETATM   34  H18 UNL     1       4.062   2.590   2.128  1.00  0.00           H  
HETATM   35  H19 UNL     1       4.338  -0.237   1.736  1.00  0.00           H  
HETATM   36  H20 UNL     1       2.813  -1.979   0.991  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    4
CONECT    3   19   20   21
CONECT    4    5    5    6
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   10   26
CONECT    9   27   28   29
CONECT   10   11   11   16
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   16   16   35
CONECT   16   36
END

HMDB0036108
     RDKit          3D
1,3,5,11-Bisabolatetraen-10-one
 36 36  0  0  0  0  0  0  0  0999 V2000
   -5.0878    0.2109    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9309    0.2943    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    1.4397   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -0.7186    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1144   -1.6477    1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5722   -0.6093   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6490   -1.7103   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791   -1.7211   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.7962   -2.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -0.6957   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206    0.6070   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.5896   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    1.2906    0.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3201    2.3704    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5376   -0.0041    1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625   -0.9764    0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8373    0.9668    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2952   -0.6199    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.4203   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6925    1.4855   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    2.4176   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233    0.3437    0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -0.4461   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881   -1.7943    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -2.6801   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373   -2.7134   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2225   -0.8865   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811   -2.7146   -2.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -1.9046   -2.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.8755   -1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759    2.6246   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3861    2.0593    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    3.2692    0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0617    2.5896    2.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -0.2367    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -1.9790    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-6-(4-methylphenyl)-1-hepten-3-one	HMDB

Chemical Formula

C₁₅H₂₀O

Average Molecular Weight

216.3187

Monoisotopic Molecular Weight

216.151415262

IUPAC Name

2-methyl-6-(4-methylphenyl)hept-1-en-3-one

Traditional Name

2-methyl-6-(4-methylphenyl)hept-1-en-3-one

CAS Registry Number

76760-39-9

SMILES

CC(CCC(=O)C(C)=C)C1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C15H20O/c1-11(2)15(16)10-7-13(4)14-8-5-12(3)6-9-14/h5-6,8-9,13H,1,7,10H2,2-4H3

InChI Key

JVRYIUOXNFDSNU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Bisabolane sesquiterpenoid
P-cymene
Toluene
Monocyclic benzene moiety
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036108)

Source

Endogenous

Endogenous (HMDB: HMDB0036108)

Plant

Plant (HMDB: HMDB0036108)

Animal

Animal (HMDB: HMDB0036108)

Exogenous

Food

Food (HMDB: HMDB0036108)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0036108)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036108)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036108)

Lipid metabolism pathway (HMDB: HMDB0036108)

Cellular process

Cell signaling (HMDB: HMDB0036108)

Biochemical process

Lipid transport (HMDB: HMDB0036108)

Role

Biological role

Energy source (HMDB: HMDB0036108)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036108)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	3.89	ALOGPS
logP	4.78	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-4.7	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	5	ChemAxon
Refractivity	68.71 m³·mol⁻¹	ChemAxon
Polarizability	25.88 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]+	151.65	31661259
DarkChem	[M-H]-	153.339	31661259
DeepCCS	[M+H]+	156.761	30932474
DeepCCS	[M-H]-	154.403	30932474
DeepCCS	[M-2H]-	187.289	30932474
DeepCCS	[M+Na]+	162.854	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.4	32859911
AllCCS	[M+NH4]+	154.1	32859911
AllCCS	[M+Na]+	155.2	32859911
AllCCS	[M-H]-	155.4	32859911
AllCCS	[M+Na-2H]-	155.8	32859911
AllCCS	[M+HCOO]-	156.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.15 minutes	32390414
Predicted by Siyang on May 30, 2022	18.7124 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.16 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2463.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	629.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	243.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	367.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	364.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	810.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	771.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	98.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1678.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	621.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1661.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	468.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	432.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	453.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3,5,11-Bisabolatetraen-10-one	CC(CCC(=O)C(C)=C)C1=CC=C(C)C=C1	2150.1	Standard polar	33892256
1,3,5,11-Bisabolatetraen-10-one	CC(CCC(=O)C(C)=C)C1=CC=C(C)C=C1	1613.5	Standard non polar	33892256
1,3,5,11-Bisabolatetraen-10-one	CC(CCC(=O)C(C)=C)C1=CC=C(C)C=C1	1685.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,3,5,11-Bisabolatetraen-10-one,1TMS,isomer #1	C=C(C)C(=CCC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C	1827.9	Semi standard non polar	33892256
1,3,5,11-Bisabolatetraen-10-one,1TMS,isomer #1	C=C(C)C(=CCC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C	1738.5	Standard non polar	33892256
1,3,5,11-Bisabolatetraen-10-one,1TBDMS,isomer #1	C=C(C)C(=CCC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	2060.3	Semi standard non polar	33892256
1,3,5,11-Bisabolatetraen-10-one,1TBDMS,isomer #1	C=C(C)C(=CCC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	1960.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-9710000000-8115120be16e52b552c2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 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 - 1,3,5,11-Bisabolatetraen-10-one 10V, Positive-QTOF	splash10-014i-1490000000-12a9c80625d4672a32cc	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 20V, Positive-QTOF	splash10-015a-4940000000-abe6081738a4f4a2015f	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 40V, Positive-QTOF	splash10-015c-9800000000-f0e48c6c9310b715a3bb	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 10V, Negative-QTOF	splash10-014i-0090000000-dc34e737b5cd2b83c73d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 20V, Negative-QTOF	splash10-014i-4490000000-0d76937adbc3d386eca7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 40V, Negative-QTOF	splash10-00lu-9400000000-5a18b6587a87b1c969ab	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 10V, Positive-QTOF	splash10-015c-7910000000-3e76cac8987a21563877	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 20V, Positive-QTOF	splash10-0006-9300000000-8e7974de4ff514da9479	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 40V, Positive-QTOF	splash10-00kf-9700000000-3a30bf1a7e14cb377be2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 10V, Negative-QTOF	splash10-014i-0090000000-93c59166c81b3b7c46b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 20V, Negative-QTOF	splash10-014i-4980000000-788cb42d3d2e2ae0aaaa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5,11-Bisabolatetraen-10-one 40V, Negative-QTOF	splash10-00kf-9600000000-2a23087ababe7182aad0	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

FDB014954

KNApSAcK ID

C00011626

Chemspider ID

35014095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71413571

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 1,3,5,11-Bisabolatetraen-10-one (HMDB0036108)

MOL for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

3D MOL for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

3D SDF for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

3D-SDF for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

PDB for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

3D PDB for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

SMILES for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

INCHI for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

Structure for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

3D Structure for HMDB0036108 (1,3,5,11-Bisabolatetraen-10-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra