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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:48:50 UTC

Update Date

2022-03-07 02:55:23 UTC

HMDB ID

HMDB0037563

Secondary Accession Numbers

HMDB37563

Metabolite Identification

Common Name

Turmeronol B

Description

Turmeronol B 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 Turmeronol B.

Structure

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

HMDB0037563
     RDKit          3D
Turmeronol B
 37 37  0  0  0  0  0  0  0  0999 V2000
   -5.2910    1.1324   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.0241   -0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9639   -1.3422   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.2112   -0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9525   -0.6657   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238   -1.8758   -0.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5728   -0.1567   -0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -0.9994    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -1.5393    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089   -0.2319   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -0.2141   -1.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4604    0.4015   -1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2232    1.0065   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.6972   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    0.9766    0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447    0.3599    0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050    0.4126    2.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615    2.0605   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1913    1.0683   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665    1.1999   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -2.1375   -0.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6802   -1.3251    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019   -1.5539   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    1.2697   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481   -0.0174   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552    0.8314    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398   -1.9088   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601   -1.7545    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249   -1.0679    2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315   -2.6473    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6617   -0.6843   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723    0.3864   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182    0.9983   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561    1.9272   -2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5903    2.6011   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    1.4426    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880    0.1625    2.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  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 17  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
M  END


  Mrv0541 05061309512D          

 17 17  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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
    1.4289    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
   -0.7145    3.7125    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    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
    0.0000    3.3000    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  2  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  8  2  0  0  0  0
 12  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037563

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O2/c1-10(2)7-13(16)9-12(4)14-6-5-11(3)8-15(14)17/h5-8,12,17H,9H2,1-4H3

> <INCHI_KEY>
WYIJOOQDLOBLCP-UHFFFAOYSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.800792996803132

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
4.2683527303333335

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.457737257524233

> <JCHEM_PKA_STRONGEST_BASIC>
-4.367783721835654

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
71.6916

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037563
     RDKit          3D
Turmeronol B
 37 37  0  0  0  0  0  0  0  0999 V2000
   -5.2910    1.1324   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.0241   -0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9639   -1.3422   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.2112   -0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9525   -0.6657   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238   -1.8758   -0.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5728   -0.1567   -0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -0.9994    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -1.5393    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089   -0.2319   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -0.2141   -1.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4604    0.4015   -1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2232    1.0065   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.6972   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    0.9766    0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447    0.3599    0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050    0.4126    2.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615    2.0605   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1913    1.0683   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665    1.1999   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -2.1375   -0.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6802   -1.3251    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019   -1.5539   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    1.2697   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481   -0.0174   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552    0.8314    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398   -1.9088   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601   -1.7545    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249   -1.0679    2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315   -2.6473    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6617   -0.6843   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723    0.3864   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182    0.9983   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561    1.9272   -2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5903    2.6011   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    1.4426    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880    0.1625    2.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  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 17  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  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      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   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       2.667   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      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   8.470   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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334   2.310   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   14                                                       
CONECT    7   10   13                                                       
CONECT    8   11   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2    7                                                  
CONECT   11    3    5    8                                                  
CONECT   12    4    9   14                                                  
CONECT   13    7    9   16                                                  
CONECT   14    6   12   15                                                  
CONECT   15    8   14   17                                                  
CONECT   16   13                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0037563
HETATM    1  C1  UNL     1      -5.291   1.132  -0.742  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.352  -0.024  -0.474  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.964  -1.342  -0.257  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.085   0.211  -0.473  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.952  -0.666  -0.251  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.124  -1.876  -0.012  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.573  -0.157  -0.292  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.518  -0.999   0.227  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.521  -1.539   1.592  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.809  -0.232  -0.054  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.267  -0.214  -1.383  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.460   0.401  -1.700  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.223   1.007  -0.744  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.536   1.697  -1.054  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.763   0.977   0.550  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.545   0.360   0.944  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.205   0.413   2.239  1.00  0.00           O  
HETATM   18  H1  UNL     1      -4.761   2.060  -0.450  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.191   1.068  -0.114  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.566   1.200  -1.780  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.244  -2.138  -0.200  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.680  -1.325   0.636  1.00  0.00           H  
HETATM   23  H6  UNL     1      -5.602  -1.554  -1.150  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.782   1.270  -0.677  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.348  -0.017  -1.398  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.555   0.831   0.217  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.640  -1.909  -0.498  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.560  -1.755   1.958  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.125  -1.068   2.328  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.132  -2.647   1.549  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.662  -0.684  -2.161  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.772   0.386  -2.739  1.00  0.00           H  
HETATM   33  H16 UNL     1       6.318   0.998  -0.650  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.656   1.927  -2.106  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.590   2.601  -0.375  1.00  0.00           H  
HETATM   36  H19 UNL     1       4.330   1.443   1.341  1.00  0.00           H  
HETATM   37  H20 UNL     1       1.688   0.162   2.930  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6    6    7
CONECT    7    8   25   26
CONECT    8    9   10   27
CONECT    9   28   29   30
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14   15
CONECT   14   33   34   35
CONECT   15   16   16   36
CONECT   16   17
CONECT   17   37
END

HMDB0037563
     RDKit          3D
Turmeronol B
 37 37  0  0  0  0  0  0  0  0999 V2000
   -5.2910    1.1324   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.0241   -0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9639   -1.3422   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.2112   -0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9525   -0.6657   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238   -1.8758   -0.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5728   -0.1567   -0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -0.9994    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -1.5393    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089   -0.2319   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -0.2141   -1.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4604    0.4015   -1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2232    1.0065   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.6972   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    0.9766    0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447    0.3599    0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050    0.4126    2.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615    2.0605   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1913    1.0683   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665    1.1999   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -2.1375   -0.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6802   -1.3251    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019   -1.5539   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    1.2697   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481   -0.0174   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552    0.8314    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398   -1.9088   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601   -1.7545    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249   -1.0679    2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315   -2.6473    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6617   -0.6843   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723    0.3864   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182    0.9983   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561    1.9272   -2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5903    2.6011   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    1.4426    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880    0.1625    2.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  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 17  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(2-Hydroxy-4-methylphenyl)-2-methyl-2-hepten-4-one	MeSH
(+)-Turmeronol b	HMDB

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

Traditional Name

6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

CAS Registry Number

131651-38-2

SMILES

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

InChI Identifier

InChI=1S/C15H20O2/c1-10(2)7-13(16)9-12(4)14-6-5-11(3)8-15(14)17/h5-8,12,17H,9H2,1-4H3

InChI Key

WYIJOOQDLOBLCP-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

Bisabolane sesquiterpenoid
Sesquiterpenoid
P-cymene
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0037563)
Cell membrane (HMDB: HMDB0037563)

Cellular substructure

Extracellular (HMDB: HMDB0037563)
Membrane (HMDB: HMDB0037563)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037563)

Source

Endogenous

Endogenous (HMDB: HMDB0037563)

Plant

Plant (HMDB: HMDB0037563)

Animal

Animal (HMDB: HMDB0037563)

Exogenous

Food

Food (HMDB: HMDB0037563)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037563)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037563)

Cellular process

Cell signaling (HMDB: HMDB0037563)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037563)

Role

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	38.96 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	0.03 g/L	ALOGPS
logP	3.39	ALOGPS
logP	4.27	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-4.4	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	4	ChemAxon
Refractivity	71.69 m³·mol⁻¹	ChemAxon
Polarizability	26.8 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]+	158.447	31661259
DarkChem	[M-H]-	157.813	31661259
DeepCCS	[M+H]+	164.891	30932474
DeepCCS	[M-H]-	162.533	30932474
DeepCCS	[M-2H]-	195.419	30932474
DeepCCS	[M+Na]+	170.984	30932474
AllCCS	[M+H]+	153.8	32859911
AllCCS	[M+H-H2O]+	149.9	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	158.8	32859911
AllCCS	[M+Na-2H]-	159.2	32859911
AllCCS	[M+HCOO]-	159.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Turmeronol B	CC(CC(=O)C=C(C)C)C1=C(O)C=C(C)C=C1	2864.3	Standard polar	33892256
Turmeronol B	CC(CC(=O)C=C(C)C)C1=C(O)C=C(C)C=C1	1789.5	Standard non polar	33892256
Turmeronol B	CC(CC(=O)C=C(C)C)C1=C(O)C=C(C)C=C1	1891.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Turmeronol B,1TMS,isomer #1	CC(C)=CC(=O)CC(C)C1=CC=C(C)C=C1O[Si](C)(C)C	1906.6	Semi standard non polar	33892256
Turmeronol B,1TMS,isomer #2	CC(C)=CC(=CC(C)C1=CC=C(C)C=C1O)O[Si](C)(C)C	2038.9	Semi standard non polar	33892256
Turmeronol B,2TMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C=C1O[Si](C)(C)C)O[Si](C)(C)C	2040.4	Semi standard non polar	33892256
Turmeronol B,2TMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C=C1O[Si](C)(C)C)O[Si](C)(C)C	2013.6	Standard non polar	33892256
Turmeronol B,1TBDMS,isomer #1	CC(C)=CC(=O)CC(C)C1=CC=C(C)C=C1O[Si](C)(C)C(C)(C)C	2146.2	Semi standard non polar	33892256
Turmeronol B,1TBDMS,isomer #2	CC(C)=CC(=CC(C)C1=CC=C(C)C=C1O)O[Si](C)(C)C(C)(C)C	2268.5	Semi standard non polar	33892256
Turmeronol B,2TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C=C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2486.2	Semi standard non polar	33892256
Turmeronol B,2TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C=C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2481.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Turmeronol B GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-9820000000-0448855c5c4aab88e24e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Turmeronol B GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-6190000000-0e041b3893cbf5673465	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Turmeronol B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Turmeronol B 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 - Turmeronol B 10V, Positive-QTOF	splash10-001i-1290000000-80e900dcebfa08f17aac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 20V, Positive-QTOF	splash10-001i-5930000000-3ee357706b441e751e3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 40V, Positive-QTOF	splash10-05o0-8900000000-1da7fe5de14b2e001de4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 10V, Negative-QTOF	splash10-001i-1090000000-3d743a7012d2743c1bd3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 20V, Negative-QTOF	splash10-053r-9480000000-4669575a429d2d6d64ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 40V, Negative-QTOF	splash10-0a4i-9410000000-3e49641faa588ee446e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 10V, Positive-QTOF	splash10-0a4r-2900000000-b665fb0d729ec4b3e6df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 20V, Positive-QTOF	splash10-0apu-5900000000-744adc03cc1df60a7c87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 40V, Positive-QTOF	splash10-0a6u-9700000000-2e4e83ac7f4eddfedd16	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 10V, Negative-QTOF	splash10-001i-0190000000-c4b5bbe2f24c77c3547c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 20V, Negative-QTOF	splash10-000t-2920000000-0ccc2e2ff5f06e4421e4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmeronol B 40V, Negative-QTOF	splash10-00lr-6900000000-924237b968558884eab1	2021-09-25	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

FDB016645

KNApSAcK ID

C00032432

Chemspider ID

9130650

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10955433

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1862071

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 Turmeronol B (HMDB0037563)

MOL for HMDB0037563 (Turmeronol B)

3D MOL for HMDB0037563 (Turmeronol B)

3D SDF for HMDB0037563 (Turmeronol B)

3D-SDF for HMDB0037563 (Turmeronol B)

PDB for HMDB0037563 (Turmeronol B)

3D PDB for HMDB0037563 (Turmeronol B)

SMILES for HMDB0037563 (Turmeronol B)

INCHI for HMDB0037563 (Turmeronol B)

Structure for HMDB0037563 (Turmeronol B)

3D Structure for HMDB0037563 (Turmeronol B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra