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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:51:40 UTC

Update Date

2022-03-07 02:55:25 UTC

HMDB ID

HMDB0037608

Secondary Accession Numbers

HMDB37608

Metabolite Identification

Common Name

Turmeronol A

Description

Turmeronol A 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 A.

Structure

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

HMDB0037608
     RDKit          3D
Turmeronol A
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.8481    0.5246   -0.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.6020    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3402   -1.5666    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.7855    0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.0760   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232    1.0602   -0.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6351   -0.1930    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    0.8704   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    0.8799   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279    0.6411   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    1.5677    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817    1.3500    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    0.1993    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -0.0468    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171   -0.7328   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593   -1.8974   -0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.5092   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9648    0.4737   -0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    1.5038   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800    0.4517   -1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793   -1.7252    1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -1.0777    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377   -2.5230    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -1.6365    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209   -0.0311    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -1.2099    0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637    1.8464   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    1.6623   -2.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928    1.1611   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.1179   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    2.4961    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2791    2.0705    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0302    0.5502    1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9684   -1.1075    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439    0.2647    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006   -2.6282   -1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.2595   -1.0276 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  1  0
 15 17  2  0
 17 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
 16 36  1  0
 17 37  1  0
M  END


  Mrv0541 05061309532D          

 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    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
   -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
    0.7145    1.2375    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
    0.0000    0.0000    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   -0.4125    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
 12  4  1  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  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  2  0  0  0  0
 16 14  2  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037608

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
OSIFVLKZUWRNBN-UHFFFAOYSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.885022950640334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(3-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

> <ALOGPS_LOGP>
3.46

> <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>
9.810638881153755

> <JCHEM_PKA_STRONGEST_BASIC>
-4.367750528945916

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
71.6916

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(3-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037608
     RDKit          3D
Turmeronol A
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.8481    0.5246   -0.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.6020    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3402   -1.5666    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.7855    0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.0760   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232    1.0602   -0.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6351   -0.1930    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    0.8704   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    0.8799   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279    0.6411   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    1.5677    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817    1.3500    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    0.1993    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -0.0468    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171   -0.7328   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593   -1.8974   -0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.5092   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9648    0.4737   -0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    1.5038   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800    0.4517   -1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793   -1.7252    1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -1.0777    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377   -2.5230    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -1.6365    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209   -0.0311    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -1.2099    0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637    1.8464   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    1.6623   -2.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928    1.1611   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.1179   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    2.4961    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2791    2.0705    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0302    0.5502    1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9684   -1.1075    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439    0.2647    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006   -2.6282   -1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.2595   -1.0276 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  1  0
 15 17  2  0
 17 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
 16 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   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      -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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   6.160   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       1.334   6.930   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    HMDB0037608
HETATM    1  C1  UNL     1      -4.848   0.525  -0.527  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.375  -0.602   0.299  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.340  -1.567   0.912  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.100  -0.786   0.515  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.094   0.076  -0.023  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.423   1.060  -0.739  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.635  -0.193   0.265  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.191   0.870  -0.427  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.004   0.880  -1.913  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.628   0.641  -0.078  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.356   1.568   0.637  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.682   1.350   0.956  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.339   0.199   0.575  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.769  -0.047   0.912  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.617  -0.733  -0.142  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.259  -1.897  -0.535  1.00  0.00           O  
HETATM   17  C15 UNL     1       2.284  -0.509  -0.460  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.965   0.474  -0.570  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.591   1.504  -0.105  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.480   0.452  -1.575  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.979  -1.725   1.961  1.00  0.00           H  
HETATM   22  H5  UNL     1      -6.328  -1.078   0.907  1.00  0.00           H  
HETATM   23  H6  UNL     1      -5.338  -2.523   0.391  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.771  -1.636   1.137  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.521  -0.031   1.358  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.346  -1.210   0.001  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.164   1.846  -0.038  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.702   1.662  -2.221  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.993   1.161  -2.365  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.236  -0.118  -2.339  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.869   2.496   0.959  1.00  0.00           H  
HETATM   32  H15 UNL     1       4.279   2.071   1.522  1.00  0.00           H  
HETATM   33  H16 UNL     1       6.030   0.550   1.805  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.968  -1.108   1.149  1.00  0.00           H  
HETATM   35  H18 UNL     1       6.444   0.265   0.085  1.00  0.00           H  
HETATM   36  H19 UNL     1       3.801  -2.628  -1.062  1.00  0.00           H  
HETATM   37  H20 UNL     1       1.730  -1.259  -1.028  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   17
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14   15
CONECT   14   33   34   35
CONECT   15   16   17   17
CONECT   16   36
CONECT   17   37
END

HMDB0037608
     RDKit          3D
Turmeronol A
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.8481    0.5246   -0.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.6020    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3402   -1.5666    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.7855    0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.0760   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232    1.0602   -0.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6351   -0.1930    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    0.8704   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    0.8799   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279    0.6411   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    1.5677    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817    1.3500    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    0.1993    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -0.0468    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171   -0.7328   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593   -1.8974   -0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.5092   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9648    0.4737   -0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    1.5038   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800    0.4517   -1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793   -1.7252    1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -1.0777    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377   -2.5230    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -1.6365    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209   -0.0311    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -1.2099    0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637    1.8464   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    1.6623   -2.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928    1.1611   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.1179   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    2.4961    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2791    2.0705    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0302    0.5502    1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9684   -1.1075    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439    0.2647    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006   -2.6282   -1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.2595   -1.0276 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  1  0
 15 17  2  0
 17 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
 16 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

6-(3-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

Traditional Name

6-(3-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

CAS Registry Number

131651-37-1

SMILES

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

InChI Identifier

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

InChI Key

OSIFVLKZUWRNBN-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
O-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
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: HMDB0037608)

Source

Endogenous

Endogenous (HMDB: HMDB0037608)

Plant

Plant (HMDB: HMDB0037608)

Animal

Animal (HMDB: HMDB0037608)

Exogenous

Food

Food (HMDB: HMDB0037608)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0037608)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037608)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037608)

Lipid metabolism pathway (HMDB: HMDB0037608)

Cellular process

Cell signaling (HMDB: HMDB0037608)

Biochemical process

Lipid transport (HMDB: HMDB0037608)

Role

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (HMDB: HMDB0037608)
Antioxidant (HMDB: HMDB0037608)

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037608)

Biological role

Energy source (HMDB: HMDB0037608)

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	0.029 g/L	ALOGPS
logP	3.46	ALOGPS
logP	4.27	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.81	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	26.89 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]+	158.795	31661259
DarkChem	[M-H]-	158.087	31661259
DeepCCS	[M+H]+	164.154	30932474
DeepCCS	[M-H]-	161.796	30932474
DeepCCS	[M-2H]-	194.683	30932474
DeepCCS	[M+Na]+	170.248	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 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. Predicted by Afia on May 17, 2022.	7.91 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4732 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	23.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2096.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	388.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	182.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	196.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	156.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	681.5 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	623.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	67.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1254.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	516.0 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	1400.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	312.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	240.0 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Turmeronol A	CC(CC(=O)C=C(C)C)C1=CC(O)=C(C)C=C1	2994.1	Standard polar	33892256
Turmeronol A	CC(CC(=O)C=C(C)C)C1=CC(O)=C(C)C=C1	1790.2	Standard non polar	33892256
Turmeronol A	CC(CC(=O)C=C(C)C)C1=CC(O)=C(C)C=C1	1934.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Turmeronol A,1TMS,isomer #1	CC(C)=CC(=O)CC(C)C1=CC=C(C)C(O[Si](C)(C)C)=C1	1966.7	Semi standard non polar	33892256
Turmeronol A,1TMS,isomer #2	CC(C)=CC(=CC(C)C1=CC=C(C)C(O)=C1)O[Si](C)(C)C	2133.7	Semi standard non polar	33892256
Turmeronol A,2TMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C(O[Si](C)(C)C)=C1)O[Si](C)(C)C	2092.9	Semi standard non polar	33892256
Turmeronol A,2TMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C(O[Si](C)(C)C)=C1)O[Si](C)(C)C	2029.9	Standard non polar	33892256
Turmeronol A,1TBDMS,isomer #1	CC(C)=CC(=O)CC(C)C1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1	2223.6	Semi standard non polar	33892256
Turmeronol A,1TBDMS,isomer #2	CC(C)=CC(=CC(C)C1=CC=C(C)C(O)=C1)O[Si](C)(C)C(C)(C)C	2373.3	Semi standard non polar	33892256
Turmeronol A,2TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C	2565.9	Semi standard non polar	33892256
Turmeronol A,2TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C	2509.1	Standard non polar	33892256

Spectra

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

FDB016721

KNApSAcK ID

C00057849

Chemspider ID

28683951

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15858385

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1862741

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 A (HMDB0037608)

MOL for HMDB0037608 (Turmeronol A)

3D MOL for HMDB0037608 (Turmeronol A)

3D SDF for HMDB0037608 (Turmeronol A)

3D-SDF for HMDB0037608 (Turmeronol A)

PDB for HMDB0037608 (Turmeronol A)

3D PDB for HMDB0037608 (Turmeronol A)

SMILES for HMDB0037608 (Turmeronol A)

INCHI for HMDB0037608 (Turmeronol A)

Structure for HMDB0037608 (Turmeronol A)

3D Structure for HMDB0037608 (Turmeronol A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized