NP-MRD: Showing NP-Card for 6-gingerol (NP0036907)

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Record Information

Version

2.0

Created at

2021-06-20 19:57:31 UTC

Updated at

2021-08-20 00:00:33 UTC

NP-MRD ID

NP0036907

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-gingerol

Provided By

JEOL Database JEOL Logo

Description

Gingerol is also known as (S)-(6)-gingerol. Gingerol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 6-gingerol is found in Aframomum melegueta, Illicium verum, Platycodon grandiflorus and Trypanosoma brucei. 6-gingerol was first documented in 2012 (PMID: 22719783). Based on a literature review a small amount of articles have been published on gingerol (PMID: 23369342) (PMID: 23437345) (PMID: 23519881).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121573D          

 47 47  0  0  0  0            999 V2000
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   -5.7262    3.3109   -1.1906 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.1392    0.5101   -1.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7343    1.1602   -2.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3597   -0.9695   -2.0403 C   0  0  1  0  0  0  0  0  0  0  0  0
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 20 46  1  0  0  0  0
M  END

     RDKit          3D

 47 47  0  0  0  0  0  0  0  0999 V2000
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   -5.7262    3.3109   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202121573D          

 47 47  0  0  0  0            999 V2000
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  5 32  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
 17 43  1  0  0  0  0
  7 34  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036907

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C(=O)C([H])([H])[C@@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1

> <INCHI_KEY>
NLDDIKRKFXEWBK-AWEZNQCLSA-N

> <FORMULA>
C17H26O4

> <MOLECULAR_WEIGHT>
294.391

> <EXACT_MASS>
294.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.479032218387694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.6165198106666674

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.081610040240694

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.945873119687446

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7614721709918255

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
83.1092

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gingerol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.3434    4.2119   -2.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7262    3.3109   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476    1.8339   -1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    1.1896   -2.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3922    1.2092   -1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392    0.5101   -1.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7343    1.1602   -2.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3597   -0.9695   -2.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331   -1.6987   -2.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6490   -2.2842   -1.0104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2115   -1.6958   -3.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2753   -1.4735   -3.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707   -0.0823   -2.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602    0.9979   -3.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8818    2.2878   -2.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    2.4923   -1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    3.7703   -1.1172 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    1.4344   -0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    1.7915    0.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9680    0.7387    1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119    0.1450   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747    5.2610   -2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357    4.0868   -3.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293    4.0021   -2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6942    3.6438   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.4368   -0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6600    1.7244   -2.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552    1.2690   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204    1.6816   -3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335    0.1520   -2.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    0.7485   -0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    2.2523   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3302    0.6297   -1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.0153   -2.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -1.4357   -1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358   -1.1354   -3.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -2.6691   -3.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -0.9343   -3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8391   -1.6307   -3.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562   -2.2191   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465    0.8410   -4.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508    3.1268   -3.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    3.6843   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9816    0.2641    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679    0.0045    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922    1.1784    2.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6295   -0.7048   -0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  8  6  1  0
 13 21  2  0
  6  5  1  0
 21 18  1  0
  5  4  1  0
 18 16  2  0
  4  3  1  0
 13 12  1  0
  3  2  1  0
 15 14  2  0
 18 19  1  0
 12 11  1  0
 16 17  1  0
  9 10  2  0
 11  9  1  0
  6  7  1  0
 14 13  1  0
  2  1  1  0
  9  8  1  0
 19 20  1  0
 15 42  1  0
 14 41  1  0
 21 47  1  0
 12 39  1  0
 12 40  1  0
 11 37  1  0
 11 38  1  0
  8 35  1  0
  8 36  1  0
  6 33  1  1
  5 31  1  0
  5 32  1  0
  4 29  1  0
  4 30  1  0
  3 27  1  0
  3 28  1  0
  2 25  1  0
  2 26  1  0
 17 43  1  0
  7 34  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.343   4.212  -2.354  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.726   3.311  -1.191  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.848   1.834  -1.573  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.586   1.190  -2.159  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.392   1.209  -1.196  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.139   0.510  -1.742  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.734   1.160  -2.946  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.360  -0.970  -2.040  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.033  -1.699  -2.026  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.649  -2.284  -1.010  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.212  -1.696  -3.303  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.275  -1.474  -3.033  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.571  -0.082  -2.519  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.660   0.998  -3.409  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.882   2.288  -2.931  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.010   2.492  -1.563  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.212   3.770  -1.117  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.928   1.434  -0.652  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.063   1.792   0.666  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.968   0.739   1.620  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.712   0.145  -1.138  0.00  0.00           C+0
HETATM   22  H   UNK     0      -5.375   5.261  -2.043  0.00  0.00           H+0
HETATM   23  H   UNK     0      -6.036   4.087  -3.193  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.329   4.002  -2.707  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.694   3.644  -0.796  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.004   3.437  -0.377  0.00  0.00           H+0
HETATM   27  H   UNK     0      -6.660   1.724  -2.303  0.00  0.00           H+0
HETATM   28  H   UNK     0      -6.155   1.269  -0.684  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.320   1.682  -3.101  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.833   0.152  -2.412  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.679   0.749  -0.243  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.128   2.252  -0.986  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.330   0.630  -1.012  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.339   2.015  -2.693  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.990  -1.436  -1.274  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.836  -1.135  -3.013  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.364  -2.669  -3.783  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.594  -0.934  -3.990  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.839  -1.631  -3.961  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.656  -2.219  -2.324  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.547   0.841  -4.480  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.951   3.127  -3.616  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.305   3.684  -0.148  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.982   0.264   1.587  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.768   0.005   1.478  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.092   1.178   2.614  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.630  -0.705  -0.466  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1   25   26                                             
CONECT    3    4    2   27   28                                             
CONECT    4    5    3   29   30                                             
CONECT    5    6    4   31   32                                             
CONECT    6    8    5    7   33                                             
CONECT    7    6   34                                                       
CONECT    8    6    9   35   36                                             
CONECT    9   10   11    8                                                  
CONECT   10    9                                                            
CONECT   11   12    9   37   38                                             
CONECT   12   13   11   39   40                                             
CONECT   13   21   12   14                                                  
CONECT   14   15   13   41                                                  
CONECT   15   16   14   42                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16   43                                                       
CONECT   18   21   16   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   44   45   46                                             
CONECT   21   13   18   47                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    2                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   17                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   94    0
END

RDKit          3D

47 47  0  0  0  0  0  0  0  0999 V2000
   -5.3434    4.2119   -2.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7262    3.3109   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476    1.8339   -1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    1.1896   -2.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3922    1.2092   -1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392    0.5101   -1.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7343    1.1602   -2.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3597   -0.9695   -2.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331   -1.6987   -2.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6490   -2.2842   -1.0104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2115   -1.6958   -3.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2753   -1.4735   -3.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707   -0.0823   -2.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602    0.9979   -3.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8818    2.2878   -2.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    2.4923   -1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    3.7703   -1.1172 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    1.4344   -0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    1.7915    0.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9680    0.7387    1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119    0.1450   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747    5.2610   -2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357    4.0868   -3.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293    4.0021   -2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6942    3.6438   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.4368   -0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6600    1.7244   -2.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552    1.2690   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204    1.6816   -3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335    0.1520   -2.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    0.7485   -0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    2.2523   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3302    0.6297   -1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.0153   -2.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -1.4357   -1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358   -1.1354   -3.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -2.6691   -3.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -0.9343   -3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8391   -1.6307   -3.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562   -2.2191   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465    0.8410   -4.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508    3.1268   -3.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    3.6843   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9816    0.2641    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679    0.0045    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922    1.1784    2.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6295   -0.7048   -0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  8  6  1  0
 13 21  2  0
  6  5  1  0
 21 18  1  0
  5  4  1  0
 18 16  2  0
  4  3  1  0
 13 12  1  0
  3  2  1  0
 15 14  2  0
 18 19  1  0
 12 11  1  0
 16 17  1  0
  9 10  2  0
 11  9  1  0
  6  7  1  0
 14 13  1  0
  2  1  1  0
  9  8  1  0
 19 20  1  0
 15 42  1  0
 14 41  1  0
 21 47  1  0
 12 39  1  0
 12 40  1  0
 11 37  1  0
 11 38  1  0
  8 35  1  0
  8 36  1  0
  6 33  1  1
  5 31  1  0
  5 32  1  0
  4 29  1  0
  4 30  1  0
  3 27  1  0
  3 28  1  0
  2 25  1  0
  2 26  1  0
 17 43  1  0
  7 34  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone	ChEBI
(S)-(+)-[6]Gingerol	ChEBI
(S)-(6)-Gingerol	ChEBI
6-Gingerol	ChEBI
[6]-Gingerol	ChEBI
(6)-Gingerol	MeSH
10-Gingerol	MeSH
Gingerol	MeSH

Chemical Formula

C₁₇H₂₆O₄

Average Mass

294.3910 Da

Monoisotopic Mass

294.18311 Da

IUPAC Name

(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one

Traditional Name

gingerol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C(=O)C([H])([H])[C@@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1

InChI Key

NLDDIKRKFXEWBK-AWEZNQCLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aframomum melegueta	JEOL database	Groblacher, B., et al, J. Nat. Prod. 75, 1393 (2012)
Illicium verum	LOTUS Database	35616633
Platycodon grandiflorus	LOTUS Database	35616633
Trypanosoma brucei	LOTUS Database	35616633
Zingiber aromaticum	KNApSAcK Database	22123792
Zingiber officinale	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as gingerols. These are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Gingerol
Fatty alcohol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Beta-hydroxy ketone
Fatty acyl
Ketone
Secondary alcohol
Ether
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:10136 )
monomethoxybenzene (CHEBI:10136 )
beta-hydroxy ketone (CHEBI:10136 )
Zingiber derived compounds (C10462 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	31.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	452.00 to 454.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	204.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.485 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	3.45	ALOGPS
logP	3.62	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.95	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	83.11 m³·mol⁻¹	ChemAxon
Polarizability	32.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Gingerol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

10136

Good Scents ID

rw1384651

References

General References

Lin CB, Lin CC, Tsay GJ: 6-Gingerol Inhibits Growth of Colon Cancer Cell LoVo via Induction of G2/M Arrest. Evid Based Complement Alternat Med. 2012;2012:326096. doi: 10.1155/2012/326096. Epub 2012 Jun 7. [PubMed:22719783 ]
Tzeng TF, Liu IM: 6-gingerol prevents adipogenesis and the accumulation of cytoplasmic lipid droplets in 3T3-L1 cells. Phytomedicine. 2013 Apr 15;20(6):481-7. doi: 10.1016/j.phymed.2012.12.006. Epub 2013 Jan 28. [PubMed:23369342 ]
Miao Y, Sun Y, Wang W, Du B, Xiao SE, Hu Y, Hu Z: 6-Gingerol inhibits hair shaft growth in cultured human hair follicles and modulates hair growth in mice. PLoS One. 2013;8(2):e57226. doi: 10.1371/journal.pone.0057226. Epub 2013 Feb 21. [PubMed:23437345 ]
Tzeng TF, Chang CJ, Liu IM: 6-gingerol inhibits rosiglitazone-induced adipogenesis in 3T3-L1 adipocytes. Phytother Res. 2014 Feb;28(2):187-92. doi: 10.1002/ptr.4976. Epub 2013 Mar 21. [PubMed:23519881 ]
Groblacher, B., et al. (2012). Groblacher, B., et al, J. Nat. Prod. 75, 1393 (2012). J. Nat. Prod..

Showing NP-Card for 6-gingerol (NP0036907)

MOL for NP0036907 (6-gingerol)

3D MOL for NP0036907 (6-gingerol)

3D SDF for NP0036907 (6-gingerol)

3D-SDF for NP0036907 (6-gingerol)

PDB for NP0036907 (6-gingerol)

3D PDB for NP0036907 (6-gingerol)

SMILES for NP0036907 (6-gingerol)

INCHI for NP0036907 (6-gingerol)

Structure for NP0036907 (6-gingerol)

3D Structure for NP0036907 (6-gingerol)