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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:36:14 UTC

Update Date

2021-09-24 03:36:14 UTC

HMDB ID

HMDB0303655

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Turmerone

Description

Turmerone is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Turmerone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Turmerone can be found in turmeric, which makes turmerone a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303655
     RDKit          3D
Turmerone
 38 38  0  0  0  0  0  0  0  0999 V2000
    4.4461    2.3654   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129    1.1585   -0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.2131    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.1183   -1.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    0.1456   -1.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    0.3872   -2.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.0662   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -0.9987    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286   -2.4316    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -0.6151   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.4743   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069   -1.0151   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078    0.3586    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025    0.6484    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950    1.2168   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4374    0.7529   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586    2.7182    0.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    3.1729   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4246    2.0972   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518    0.6564    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -0.7513    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319    0.0256    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    1.9746   -1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -1.8527   -1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -1.4829   -0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -0.3219    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1540   -2.7379    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -3.0720   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867   -2.4149    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613   -2.4664    0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786   -0.9777   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.7180   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    0.2871    1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2318    1.7409    0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7814    0.0425    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747    2.2089    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388    1.4643   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6705    0.6434   -1.8655 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  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 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
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
M  END

  Mrv0541 01251306412D          

 16 16  0  0  0  0            999 V2000
    4.2036    3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891    2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036    1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9180    2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9180    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6325    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891    0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3457    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  2  1  0  0  0  0
  7  2  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  9 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303655

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC(=O)C=C(C)C)C1=CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,8-9,13H,6-7,10H2,1-4H3

> <INCHI_KEY>
FZPYMZUVXJUAQA-UHFFFAOYSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.37177370077029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-6-(4-methylcyclohexa-1,4-dien-1-yl)hept-2-en-4-one

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
4.002120677333334

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.367503853285895

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
71.97349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-6-(4-methylcyclohexa-1,4-dien-1-yl)hept-2-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303655
     RDKit          3D
Turmerone
 38 38  0  0  0  0  0  0  0  0999 V2000
    4.4461    2.3654   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129    1.1585   -0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.2131    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.1183   -1.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    0.1456   -1.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    0.3872   -2.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.0662   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -0.9987    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286   -2.4316    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -0.6151   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.4743   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069   -1.0151   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078    0.3586    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025    0.6484    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950    1.2168   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4374    0.7529   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586    2.7182    0.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    3.1729   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4246    2.0972   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518    0.6564    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -0.7513    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319    0.0256    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    1.9746   -1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -1.8527   -1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -1.4829   -0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -0.3219    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1540   -2.7379    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -3.0720   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867   -2.4149    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613   -2.4664    0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786   -0.9777   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.7180   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    0.2871    1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2318    1.7409    0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7814    0.0425    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747    2.2089    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388    1.4643   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6705    0.6434   -1.8655 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  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 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
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 25-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JAN-13         0                                  
HETATM    1  C   UNK     0       7.847   6.380   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.513   5.610   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.513   4.070   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.847   3.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.180   4.070   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.180   5.610   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.179   6.380   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.846   5.610   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.846   4.070   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.179   3.300   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.514   3.300   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.179   7.920   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.179   1.760   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.513   0.990   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.846   0.990   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.512   3.300   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    4    2                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    1                                                       
CONECT    7    2    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   13                                                       
CONECT   11    5                                                            
CONECT   12    7                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0303655
HETATM    1  C1  UNL     1       4.446   2.365  -0.343  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.513   1.158  -0.322  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.767   0.213   0.763  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.619   1.118  -1.274  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.598   0.146  -1.552  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.868   0.387  -2.593  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.268  -1.066  -0.837  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.212  -0.999   0.217  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.129  -2.432   0.778  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.136  -0.615  -0.223  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.144  -1.474  -0.118  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.507  -1.015  -0.587  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.708   0.359   0.018  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.003   0.648   0.668  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.695   1.217  -0.079  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.437   0.753  -0.782  1.00  0.00           C  
HETATM   17  H1  UNL     1       4.459   2.718   0.720  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.990   3.173  -0.945  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.425   2.097  -0.733  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.452   0.656   1.542  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.223  -0.751   0.459  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.832   0.026   1.313  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.648   1.975  -1.988  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.934  -1.853  -1.588  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.178  -1.483  -0.358  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.555  -0.322   1.036  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.154  -2.738   1.113  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.204  -3.072  -0.050  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.587  -2.415   1.590  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.061  -2.466   0.272  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.479  -0.978  -1.682  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.277  -1.718  -0.270  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.934   0.287   1.720  1.00  0.00           H  
HETATM   34  H18 UNL     1      -5.232   1.741   0.670  1.00  0.00           H  
HETATM   35  H19 UNL     1      -5.781   0.043   0.183  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.775   2.209   0.331  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.639   1.464  -0.591  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.671   0.643  -1.865  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6    6    7
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   31   32
CONECT   13   14   15   15
CONECT   14   33   34   35
CONECT   15   16   36
CONECT   16   37   38
END

HMDB0303655
     RDKit          3D
Turmerone
 38 38  0  0  0  0  0  0  0  0999 V2000
    4.4461    2.3654   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129    1.1585   -0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.2131    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.1183   -1.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    0.1456   -1.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    0.3872   -2.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.0662   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -0.9987    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286   -2.4316    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -0.6151   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.4743   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069   -1.0151   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078    0.3586    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025    0.6484    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950    1.2168   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4374    0.7529   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586    2.7182    0.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    3.1729   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4246    2.0972   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518    0.6564    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -0.7513    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319    0.0256    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    1.9746   -1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -1.8527   -1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -1.4829   -0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -0.3219    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1540   -2.7379    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -3.0720   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867   -2.4149    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613   -2.4664    0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786   -0.9777   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.7180   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    0.2871    1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2318    1.7409    0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7814    0.0425    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747    2.2089    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388    1.4643   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6705    0.6434   -1.8655 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  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 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
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

2-methyl-6-(4-methylcyclohexa-1,4-dien-1-yl)hept-2-en-4-one

Traditional Name

2-methyl-6-(4-methylcyclohexa-1,4-dien-1-yl)hept-2-en-4-one

CAS Registry Number

Not Available

SMILES

CC(CC(=O)C=C(C)C)C1=CCC(C)=CC1

InChI Identifier

InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,8-9,13H,6-7,10H2,1-4H3

InChI Key

FZPYMZUVXJUAQA-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
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
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

Not Available

Exogenous (HMDB: HMDB0303655)

Food

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Process

Not Available

Role

Biological role

Industrial application

Agriculture

Pesticide (HMDB: HMDB0303655)

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
logP	4.87	ALOGPS
logP	4	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-4.4	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	4	ChemAxon
Refractivity	71.97 m³·mol⁻¹	ChemAxon
Polarizability	26.37 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
AllCCS	[M+H]+	152.092	32859911
AllCCS	[M+H-H2O]+	148.196	32859911
AllCCS	[M+Na]+	156.76	32859911
AllCCS	[M+NH4]+	155.716	32859911
AllCCS	[M-H]-	158.158	32859911
AllCCS	[M+Na-2H]-	158.782	32859911
AllCCS	[M+HCOO]-	159.583	32859911
DeepCCS	[M+H]+	156.096	30932474
DeepCCS	[M-H]-	153.738	30932474
DeepCCS	[M-2H]-	186.97	30932474
DeepCCS	[M+Na]+	162.189	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Turmerone,1TMS,isomer #1	CC(C)=CC(=CC(C)C1=CCC(C)=CC1)O[Si](C)(C)C	1828.9	Semi standard non polar	33892256
Turmerone,1TMS,isomer #1	CC(C)=CC(=CC(C)C1=CCC(C)=CC1)O[Si](C)(C)C	1770.7	Standard non polar	33892256
Turmerone,1TMS,isomer #1	CC(C)=CC(=CC(C)C1=CCC(C)=CC1)O[Si](C)(C)C	2089.2	Standard polar	33892256
Turmerone,1TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CCC(C)=CC1)O[Si](C)(C)C(C)(C)C	2047.4	Semi standard non polar	33892256
Turmerone,1TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CCC(C)=CC1)O[Si](C)(C)C(C)(C)C	2000.3	Standard non polar	33892256
Turmerone,1TBDMS,isomer #1	CC(C)=CC(=CC(C)C1=CCC(C)=CC1)O[Si](C)(C)C(C)(C)C	2225.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 10V, Positive-QTOF	splash10-014i-1390000000-548310d80ad1a52b819f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 20V, Positive-QTOF	splash10-015l-8930000000-cb2813617f333558591e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 40V, Positive-QTOF	splash10-0lec-9300000000-b222e7db606b974059f0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 10V, Negative-QTOF	splash10-014i-1190000000-2d62aa258958b2dcf726	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 20V, Negative-QTOF	splash10-066r-9570000000-af613fa5ff9d791d2b1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 40V, Negative-QTOF	splash10-0a4i-9400000000-1fd2e0a32fe62b85ad05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 10V, Positive-QTOF	splash10-00di-6900000000-115de68213a91f0f343a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 20V, Positive-QTOF	splash10-000x-9500000000-db3ed7b300a0ac3fb176	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 40V, Positive-QTOF	splash10-0006-9200000000-18290b63ca0daf32cb83	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 10V, Negative-QTOF	splash10-014i-0090000000-868e2fb00a2cfbf6c529	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 20V, Negative-QTOF	splash10-0159-4940000000-2bca386a48e214062ed2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Turmerone 40V, Negative-QTOF	splash10-014i-9740000000-9414e28ee0e11521716d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB017388

KNApSAcK ID

Not Available

Chemspider ID

59696816

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14367556

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

Not Available

Showing metabocard for Turmerone (HMDB0303655)

MOL for HMDB0303655 (Turmerone)

3D MOL for HMDB0303655 (Turmerone)

3D SDF for HMDB0303655 (Turmerone)

3D-SDF for HMDB0303655 (Turmerone)

PDB for HMDB0303655 (Turmerone)

3D PDB for HMDB0303655 (Turmerone)

SMILES for HMDB0303655 (Turmerone)

INCHI for HMDB0303655 (Turmerone)

Structure for HMDB0303655 (Turmerone)

3D Structure for HMDB0303655 (Turmerone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra