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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:55:18 UTC

Update Date

2022-03-07 02:56:56 UTC

HMDB ID

HMDB0041250

Secondary Accession Numbers

HMDB41250

Metabolite Identification

Common Name

Demethoxyshogaol

Description

Demethoxyshogaol belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. Demethoxyshogaol has been detected, but not quantified in, herbs and spices. This could make demethoxyshogaol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Demethoxyshogaol.

Structure

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

HMDB0041250
     RDKit          3D
Demethoxyshogaol
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.8042   -0.8227    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091   -0.5287    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3898   -1.3671    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881   -1.0918   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    0.3263   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    0.7009   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    1.0975   -1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    1.4614   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7305    1.3782    0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.8865   -1.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    2.2188   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    1.1101    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324    0.9442    1.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9450   -0.1455    2.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977   -1.1060    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -2.2056    2.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9314   -0.9640    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230    0.1094   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960   -1.9465    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888   -0.4868    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851   -0.3984   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2347    0.5423    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -0.7439    2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4590   -1.2806    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171   -2.4441    0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -1.7771   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -1.3792   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358    0.4114   -2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802    0.9968   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    0.6577    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    1.1426   -2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317    1.1232   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6091    2.7945   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052    3.0884    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9117    2.6434   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    1.7019    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405   -0.2208    3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1481   -2.1499    2.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -1.7320   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6036    0.2255   -1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END


  Mrv0541 05061312302D          

 18 18  0  0  0  0            999 V2000
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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    0.0000    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    0.8250    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
    1.4289    0.8250    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
   -1.4289    0.0000    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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041250

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C\C(=O)CCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O2/c1-2-3-4-5-6-7-15(17)11-8-14-9-12-16(18)13-10-14/h6-7,9-10,12-13,18H,2-5,8,11H2,1H3/b7-6+

> <INCHI_KEY>
SPJVWQSNXPEUKK-VOTSOKGWSA-N

> <FORMULA>
C16H22O2

> <MOLECULAR_WEIGHT>
246.3447

> <EXACT_MASS>
246.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.36596807333462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E)-1-(4-hydroxyphenyl)dec-4-en-3-one

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
5.002825633

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.505292923508469

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6518607329376325

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
76.22379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-1-(4-hydroxyphenyl)dec-4-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041250
     RDKit          3D
Demethoxyshogaol
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.8042   -0.8227    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091   -0.5287    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3898   -1.3671    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881   -1.0918   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    0.3263   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    0.7009   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    1.0975   -1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    1.4614   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7305    1.3782    0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.8865   -1.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    2.2188   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    1.1101    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324    0.9442    1.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9450   -0.1455    2.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977   -1.1060    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -2.2056    2.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9314   -0.9640    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230    0.1094   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960   -1.9465    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888   -0.4868    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851   -0.3984   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2347    0.5423    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -0.7439    2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4590   -1.2806    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171   -2.4441    0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -1.7771   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -1.3792   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358    0.4114   -2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802    0.9968   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    0.6577    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    1.1426   -2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317    1.1232   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6091    2.7945   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052    3.0884    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9117    2.6434   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    1.7019    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405   -0.2208    3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1481   -2.1499    2.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -1.7320   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6036    0.2255   -1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  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     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   15                                                       
CONECT    8   11   14                                                       
CONECT    9   12   14                                                       
CONECT   10   13   14                                                       
CONECT   11    8   15                                                       
CONECT   12    9   16                                                       
CONECT   13   10   16                                                       
CONECT   14    8    9   10                                                  
CONECT   15    7   11   17                                                  
CONECT   16   12   13   18                                                  
CONECT   17   15                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0041250
HETATM    1  C1  UNL     1       5.804  -0.823   0.236  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.509  -0.529   0.953  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.390  -1.367   0.401  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.188  -1.092  -1.053  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.842   0.326  -1.369  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.572   0.701  -0.676  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.491   1.098  -1.329  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.749   1.461  -0.620  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.731   1.378   0.613  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.889   1.886  -1.420  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.107   2.219  -0.611  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.648   1.110   0.201  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.432   0.944   1.546  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.945  -0.146   2.262  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.698  -1.106   1.633  1.00  0.00           C  
HETATM   16  O2  UNL     1      -5.222  -2.206   2.324  1.00  0.00           O  
HETATM   17  C15 UNL     1      -4.931  -0.964   0.282  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.423   0.109  -0.411  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.896  -1.946   0.172  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.689  -0.487   0.818  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.785  -0.398  -0.779  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.235   0.542   0.887  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.625  -0.744   2.050  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.459  -1.281   0.958  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.717  -2.444   0.479  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.405  -1.777  -1.431  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.131  -1.379  -1.579  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.736   0.411  -2.470  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.680   0.997  -1.083  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.498   0.658   0.398  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.559   1.143  -2.405  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.132   1.123  -2.217  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.609   2.795  -2.052  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.905   3.088   0.086  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.912   2.643  -1.288  1.00  0.00           H  
HETATM   36  H18 UNL     1      -2.859   1.702   2.088  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.741  -0.221   3.315  1.00  0.00           H  
HETATM   38  H20 UNL     1      -6.148  -2.150   2.753  1.00  0.00           H  
HETATM   39  H21 UNL     1      -5.527  -1.732  -0.192  1.00  0.00           H  
HETATM   40  H22 UNL     1      -4.604   0.225  -1.472  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7    7   30
CONECT    7    8   31
CONECT    8    9    9   10
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   13   18
CONECT   13   14   36
CONECT   14   15   15   37
CONECT   15   16   17
CONECT   16   38
CONECT   17   18   18   39
CONECT   18   40
END

HMDB0041250
     RDKit          3D
Demethoxyshogaol
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.8042   -0.8227    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091   -0.5287    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3898   -1.3671    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881   -1.0918   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    0.3263   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    0.7009   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    1.0975   -1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    1.4614   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7305    1.3782    0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.8865   -1.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    2.2188   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    1.1101    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324    0.9442    1.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9450   -0.1455    2.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977   -1.1060    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -2.2056    2.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9314   -0.9640    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230    0.1094   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960   -1.9465    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888   -0.4868    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851   -0.3984   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2347    0.5423    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -0.7439    2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4590   -1.2806    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171   -2.4441    0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -1.7771   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -1.3792   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358    0.4114   -2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802    0.9968   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    0.6577    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    1.1426   -2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317    1.1232   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6091    2.7945   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052    3.0884    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9117    2.6434   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    1.7019    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405   -0.2208    3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1481   -2.1499    2.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -1.7320   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6036    0.2255   -1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-Hydroxyphenyl)-4-decen-3-one	HMDB

Chemical Formula

C₁₆H₂₂O₂

Average Molecular Weight

246.3447

Monoisotopic Molecular Weight

246.161979948

IUPAC Name

(4E)-1-(4-hydroxyphenyl)dec-4-en-3-one

Traditional Name

(4E)-1-(4-hydroxyphenyl)dec-4-en-3-one

CAS Registry Number

153311-54-7

SMILES

CCCCC\C=C\C(=O)CCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H22O2/c1-2-3-4-5-6-7-15(17)11-8-14-9-12-16(18)13-10-14/h6-7,9-10,12-13,18H,2-5,8,11H2,1H3/b7-6+

InChI Key

SPJVWQSNXPEUKK-VOTSOKGWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041250)

Cellular substructure

Membrane (HMDB: HMDB0041250)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041250)

Source

Exogenous

Food

Food (HMDB: HMDB0041250)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0041250)

Not Available

Nutrient (HMDB: HMDB0041250)

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	13.42 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	0.0064 g/L	ALOGPS
logP	4.94	ALOGPS
logP	5	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-4.7	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	8	ChemAxon
Refractivity	76.22 m³·mol⁻¹	ChemAxon
Polarizability	29.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	166.895	30932474
DeepCCS	[M-H]-	164.537	30932474
DeepCCS	[M-2H]-	197.422	30932474
DeepCCS	[M+Na]+	172.988	30932474
AllCCS	[M+H]+	162.2	32859911
AllCCS	[M+H-H2O]+	158.5	32859911
AllCCS	[M+NH4]+	165.6	32859911
AllCCS	[M+Na]+	166.5	32859911
AllCCS	[M-H]-	166.3	32859911
AllCCS	[M+Na-2H]-	167.0	32859911
AllCCS	[M+HCOO]-	167.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Demethoxyshogaol	CCCCC\C=C\C(=O)CCC1=CC=C(O)C=C1	3321.0	Standard polar	33892256
Demethoxyshogaol	CCCCC\C=C\C(=O)CCC1=CC=C(O)C=C1	2088.8	Standard non polar	33892256
Demethoxyshogaol	CCCCC\C=C\C(=O)CCC1=CC=C(O)C=C1	2201.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Demethoxyshogaol,1TMS,isomer #1	CCCCC/C=C/C(=O)CCC1=CC=C(O[Si](C)(C)C)C=C1	2197.5	Semi standard non polar	33892256
Demethoxyshogaol,1TMS,isomer #2	CCCCC/C=C/C(=CCC1=CC=C(O)C=C1)O[Si](C)(C)C	2435.5	Semi standard non polar	33892256
Demethoxyshogaol,2TMS,isomer #1	CCCCC/C=C/C(=CCC1=CC=C(O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2415.9	Semi standard non polar	33892256
Demethoxyshogaol,2TMS,isomer #1	CCCCC/C=C/C(=CCC1=CC=C(O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2209.9	Standard non polar	33892256
Demethoxyshogaol,1TBDMS,isomer #1	CCCCC/C=C/C(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2456.7	Semi standard non polar	33892256
Demethoxyshogaol,1TBDMS,isomer #2	CCCCC/C=C/C(=CCC1=CC=C(O)C=C1)O[Si](C)(C)C(C)(C)C	2691.2	Semi standard non polar	33892256
Demethoxyshogaol,2TBDMS,isomer #1	CCCCC/C=C/C(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2911.7	Semi standard non polar	33892256
Demethoxyshogaol,2TBDMS,isomer #1	CCCCC/C=C/C(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2666.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Demethoxyshogaol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6s-9710000000-ec6c4c65893496cd9ffa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethoxyshogaol GC-MS (1 TMS) - 70eV, Positive	splash10-004i-9552000000-5f262edf9a0ca1cbc338	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethoxyshogaol 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 - Demethoxyshogaol 10V, Positive-QTOF	splash10-0002-0190000000-b309a3f4327c1b73524d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 20V, Positive-QTOF	splash10-05c2-7930000000-52cba76502809523c98e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 40V, Positive-QTOF	splash10-052f-9300000000-9cbc10402b52f77b941b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 10V, Negative-QTOF	splash10-0002-0090000000-24fea95a7ec3b4471706	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 20V, Negative-QTOF	splash10-0002-3890000000-56f38807dc2a5dd008c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 40V, Negative-QTOF	splash10-000i-7900000000-3085833cdea5fc1c16b5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 10V, Negative-QTOF	splash10-0002-0090000000-e1f0246bb7645f30ce18	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 20V, Negative-QTOF	splash10-0002-0980000000-b10eca94264261848d45	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 40V, Negative-QTOF	splash10-014i-9700000000-3ee833a8c89ef7ff9f74	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 10V, Positive-QTOF	splash10-0002-1490000000-555d51366f47707ff5e1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 20V, Positive-QTOF	splash10-0ab9-6910000000-925d43f006393df3dca4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyshogaol 40V, Positive-QTOF	splash10-05i3-9700000000-3123af95d09df464edf6	2021-09-24	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

FDB021158

KNApSAcK ID

C00054330

Chemspider ID

30777545

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753086

PDB ID

Not Available

ChEBI ID

138766

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1890861

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Demethoxyshogaol (HMDB0041250)

MOL for HMDB0041250 (Demethoxyshogaol)

3D MOL for HMDB0041250 (Demethoxyshogaol)

3D SDF for HMDB0041250 (Demethoxyshogaol)

3D-SDF for HMDB0041250 (Demethoxyshogaol)

PDB for HMDB0041250 (Demethoxyshogaol)

3D PDB for HMDB0041250 (Demethoxyshogaol)

SMILES for HMDB0041250 (Demethoxyshogaol)

INCHI for HMDB0041250 (Demethoxyshogaol)

Structure for HMDB0041250 (Demethoxyshogaol)

3D Structure for HMDB0041250 (Demethoxyshogaol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra