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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:59:39 UTC

Update Date

2022-03-07 02:55:29 UTC

HMDB ID

HMDB0037738

Secondary Accession Numbers

HMDB37738

Metabolite Identification

Common Name

2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one

Description

2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one.

Structure

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

HMDB0037738
     RDKit          3D
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.9554   -0.9683    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.2442    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342    1.2254    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307   -0.9170    0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305   -0.2788    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042    0.9453    0.1372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -1.1662    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870   -2.1949   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233   -0.3958    0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.3706    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    0.3418    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    1.0600    0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044    1.8382   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317    1.0366   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0859    1.7724   -2.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    0.3262   -0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1840   -1.4255   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7834   -0.3178    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8489   -1.7860    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6934    1.6249    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535    1.5494   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    1.7498    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -2.0074    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0612   -1.6567    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -2.5327   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -1.7806   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -3.0447   -0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9285   -0.9144    2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082    0.3535    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6691    1.4388    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3494    1.7310   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    2.9250    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    1.7604   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678    0.3225   -1.7509 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16  9  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
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
M  END

  Mrv0541 02241214262D          

 16 16  0  0  0  0            999 V2000
   -1.7855   -0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596   -1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596   -0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -1.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596    1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596    2.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    2.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037738

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O2/c1-9(2)7-14(16)11(4)12-6-5-10(3)13(15)8-12/h5-8,11,15H,1-4H3

> <INCHI_KEY>
WZHLEYQOLDOTEY-UHFFFAOYSA-N

> <FORMULA>
C14H18O2

> <MOLECULAR_WEIGHT>
218.2915

> <EXACT_MASS>
218.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.936073888333514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3-hydroxy-4-methylphenyl)-5-methylhex-4-en-3-one

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
4.079751247333334

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.49771261899709

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.786219182493122

> <JCHEM_PKA_STRONGEST_BASIC>
-4.532819512056676

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
67.1165

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3-hydroxy-4-methylphenyl)-5-methylhex-4-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037738
     RDKit          3D
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.9554   -0.9683    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.2442    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342    1.2254    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307   -0.9170    0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305   -0.2788    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042    0.9453    0.1372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -1.1662    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870   -2.1949   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233   -0.3958    0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.3706    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    0.3418    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    1.0600    0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044    1.8382   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317    1.0366   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0859    1.7724   -2.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    0.3262   -0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1840   -1.4255   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7834   -0.3178    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8489   -1.7860    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6934    1.6249    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535    1.5494   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    1.7498    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -2.0074    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0612   -1.6567    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -2.5327   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -1.7806   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -3.0447   -0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9285   -0.9144    2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082    0.3535    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6691    1.4388    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3494    1.7310   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    2.9250    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    1.7604   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678    0.3225   -1.7509 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16  9  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
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.333  -0.382   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.333  -1.922   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001  -2.692   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.671  -1.922   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.671  -0.382   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.001   0.382   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.001  -4.232   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.666  -2.692   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.001   1.922   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.333   2.692   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.671   2.692   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.666   1.922   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.671   4.232   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.995   2.692   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.333   1.922   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.995   4.232   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    9                                                  
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0037738
HETATM    1  C1  UNL     1      -4.955  -0.968   0.473  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.663  -0.244   0.351  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.634   1.225   0.189  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.531  -0.917   0.388  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.231  -0.279   0.276  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.104   0.945   0.137  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.020  -1.166   0.334  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.187  -2.195  -0.759  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.223  -0.396   0.209  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.133  -0.371   1.261  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.310   0.342   1.179  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.638   1.060   0.051  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.904   1.838  -0.063  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.732   1.037  -1.002  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.086   1.772  -2.135  1.00  0.00           O  
HETATM   16  C14 UNL     1       1.566   0.326  -0.910  1.00  0.00           C  
HETATM   17  H1  UNL     1      -5.184  -1.425  -0.508  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.783  -0.318   0.798  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.849  -1.786   1.203  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.693   1.625   0.241  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.154   1.549  -0.765  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.098   1.750   1.006  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.619  -2.007   0.511  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.061  -1.657   1.326  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.783  -2.533  -1.173  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.836  -1.781  -1.563  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.758  -3.045  -0.310  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.929  -0.914   2.169  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.008   0.354   2.003  1.00  0.00           H  
HETATM   30  H14 UNL     1       5.669   1.439   0.639  1.00  0.00           H  
HETATM   31  H15 UNL     1       5.349   1.731  -1.083  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.725   2.925   0.146  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.436   1.760  -2.900  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.868   0.323  -1.751  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    9   24
CONECT    8   25   26   27
CONECT    9   10   10   16
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   14
CONECT   13   30   31   32
CONECT   14   15   16   16
CONECT   15   33
CONECT   16   34
END

HMDB0037738
     RDKit          3D
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.9554   -0.9683    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.2442    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342    1.2254    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307   -0.9170    0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305   -0.2788    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042    0.9453    0.1372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -1.1662    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870   -2.1949   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233   -0.3958    0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.3706    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    0.3418    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    1.0600    0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044    1.8382   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317    1.0366   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0859    1.7724   -2.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    0.3262   -0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1840   -1.4255   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7834   -0.3178    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8489   -1.7860    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6934    1.6249    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535    1.5494   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    1.7498    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -2.0074    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0612   -1.6567    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -2.5327   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -1.7806   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -3.0447   -0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9285   -0.9144    2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082    0.3535    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6691    1.4388    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3494    1.7310   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    2.9250    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    1.7604   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678    0.3225   -1.7509 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16  9  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
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O₂

Average Molecular Weight

218.2915

Monoisotopic Molecular Weight

218.13067982

IUPAC Name

2-(3-hydroxy-4-methylphenyl)-5-methylhex-4-en-3-one

Traditional Name

2-(3-hydroxy-4-methylphenyl)-5-methylhex-4-en-3-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H18O2/c1-9(2)7-14(16)11(4)12-6-5-10(3)13(15)8-12/h5-8,11,15H,1-4H3

InChI Key

WZHLEYQOLDOTEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
O-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Monocyclic benzene moiety
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Ketone
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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: HMDB0037738)

Source

Endogenous

Endogenous (HMDB: HMDB0037738)

Plant

Plant (HMDB: HMDB0037738)

Animal

Animal (HMDB: HMDB0037738)

Exogenous

Food

Food (HMDB: HMDB0037738)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0037738)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037738)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037738)

Lipid metabolism pathway (HMDB: HMDB0037738)

Cellular process

Cell signaling (HMDB: HMDB0037738)

Biochemical process

Lipid transport (HMDB: HMDB0037738)

Role

Biological role

Energy source (HMDB: HMDB0037738)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037738)

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	0.08 g/L	ALOGPS
logP	3	ALOGPS
logP	4.08	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-4.5	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	3	ChemAxon
Refractivity	67.12 m³·mol⁻¹	ChemAxon
Polarizability	24.94 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]+	154.899	31661259
DarkChem	[M-H]-	153.188	31661259
DeepCCS	[M+H]+	158.354	30932474
DeepCCS	[M-H]-	155.996	30932474
DeepCCS	[M-2H]-	188.951	30932474
DeepCCS	[M+Na]+	164.448	30932474
AllCCS	[M+H]+	148.4	32859911
AllCCS	[M+H-H2O]+	144.4	32859911
AllCCS	[M+NH4]+	152.2	32859911
AllCCS	[M+Na]+	153.2	32859911
AllCCS	[M-H]-	153.1	32859911
AllCCS	[M+Na-2H]-	153.4	32859911
AllCCS	[M+HCOO]-	154.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one	CC(C(=O)C=C(C)C)C1=CC=C(C)C(O)=C1	2868.2	Standard polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one	CC(C(=O)C=C(C)C)C1=CC=C(C)C(O)=C1	1707.2	Standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one	CC(C(=O)C=C(C)C)C1=CC=C(C)C(O)=C1	1816.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,1TMS,isomer #1	CC(C)=CC(=O)C(C)C1=CC=C(C)C(O[Si](C)(C)C)=C1	1848.7	Semi standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,1TMS,isomer #2	CC(C)=CC(O[Si](C)(C)C)=C(C)C1=CC=C(C)C(O)=C1	2034.2	Semi standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,2TMS,isomer #1	CC(C)=CC(O[Si](C)(C)C)=C(C)C1=CC=C(C)C(O[Si](C)(C)C)=C1	2016.3	Semi standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,2TMS,isomer #1	CC(C)=CC(O[Si](C)(C)C)=C(C)C1=CC=C(C)C(O[Si](C)(C)C)=C1	1937.1	Standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,1TBDMS,isomer #1	CC(C)=CC(=O)C(C)C1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1	2109.8	Semi standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,1TBDMS,isomer #2	CC(C)=CC(O[Si](C)(C)C(C)(C)C)=C(C)C1=CC=C(C)C(O)=C1	2287.2	Semi standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,2TBDMS,isomer #1	CC(C)=CC(O[Si](C)(C)C(C)(C)C)=C(C)C1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1	2526.0	Semi standard non polar	33892256
2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one,2TBDMS,isomer #1	CC(C)=CC(O[Si](C)(C)C(C)(C)C)=C(C)C1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1	2425.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9710000000-70b683f5c3ce83dcb620	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one GC-MS (1 TMS) - 70eV, Positive	splash10-0a59-8290000000-cf355a64609f7d265bb4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-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 - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 10V, Positive-QTOF	splash10-014i-0390000000-2358411ef66156df4dc5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 20V, Positive-QTOF	splash10-07vr-2930000000-8c6999eb9038d7d6f22e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 40V, Positive-QTOF	splash10-0a4i-6900000000-1448324cc82735c0d0e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 10V, Negative-QTOF	splash10-014i-1190000000-60f93c16de781155cb54	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 20V, Negative-QTOF	splash10-066r-6890000000-17ab7f6cf85287cf5cb1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 40V, Negative-QTOF	splash10-0a4i-9700000000-0988b98f7dd61b7a3838	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 10V, Positive-QTOF	splash10-0170-0940000000-0351ca3f36a894096c73	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 20V, Positive-QTOF	splash10-05n3-8900000000-4d70ac318a0699922e6d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 40V, Positive-QTOF	splash10-05ox-9700000000-5ec6e2e4088de1da9303	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 10V, Negative-QTOF	splash10-014i-0490000000-a81ea535da6f713aead5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 20V, Negative-QTOF	splash10-05nr-1920000000-e6a1ab47dcad4051ccf0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one 40V, Negative-QTOF	splash10-0api-4900000000-2ceb5010d43ebbfe8cca	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB016868

KNApSAcK ID

Not Available

Chemspider ID

35014460

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91749580

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 2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one (HMDB0037738)

MOL for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

3D MOL for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

3D SDF for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

3D-SDF for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

PDB for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

3D PDB for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

SMILES for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

INCHI for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

Structure for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

3D Structure for HMDB0037738 (2-(3-Hydroxy-4-methylphenyl)-5-methyl-4-hexen-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra