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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:47 UTC

Update Date

2022-03-07 02:52:25 UTC

HMDB ID

HMDB0030101

Secondary Accession Numbers

HMDB30101

Metabolite Identification

Common Name

Methyl [8]-Shogaol

Description

Methyl [8]-Shogaol belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. Methyl [8]-Shogaol has been detected, but not quantified in, gingers (Zingiber officinale). This could make methyl [8]-shogaol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methyl [8]-Shogaol.

Structure

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

HMDB0030101
     RDKit          3D
Methyl [8]-Shogaol
 53 53  0  0  0  0  0  0  0  0999 V2000
    7.3302   -0.9798    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735   -0.2102   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5628   -0.8034   -0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5297   -0.7054    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.6962    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    1.5787   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252    1.1353   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2279    1.1681   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267    1.6273    0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1508    1.5754    1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229    2.0203    2.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    1.0002    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603    1.0681    1.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    0.4893    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.3130    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5909    0.8391   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841   -0.5218   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9830   -0.9811   -0.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7619   -0.0840   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1030   -1.3803    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -2.7201    0.5668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982   -3.5768    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263   -0.8524    1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4484   -1.0205    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870   -0.6132    1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0126   -2.0407    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6277   -0.2690   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7601    0.8482   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -0.3971   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269   -1.8996   -1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871   -1.2684    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154   -1.2294   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5114    0.5950    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1383    1.1385    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    2.6093   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.7855   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310    0.0418   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    1.7060   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.7649   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527    2.0857    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.0744    0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    1.4751   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754    0.5345    2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    2.1372    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3156    2.3937    0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2054    1.5125   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1351    0.7711   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1544    0.2834   -2.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6364   -0.6324   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803   -3.6302    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1057   -4.5572    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800   -3.1886    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4199   -1.5574    1.7777 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
M  END


  Mrv0541 02241212252D          

 23 23  0  0  0  0            999 V2000
   -3.3295   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7584   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4729   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295    0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439    0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4716   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2429   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1008   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4716   -2.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5297   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9586   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030101

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-4-5-6-7-8-9-10-11-18(21)14-12-17-13-15-19(22-2)20(16-17)23-3/h10-11,13,15-16H,4-9,12,14H2,1-3H3/b11-10+

> <INCHI_KEY>
ZNOLGYFCFIVHQI-ZHACJKMWSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.39709404882525

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-1-(3,4-dimethoxyphenyl)dodec-4-en-3-one

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
5.880185753333334

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3200501609896245

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
96.37129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.86e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-1-(3,4-dimethoxyphenyl)dodec-4-en-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030101
     RDKit          3D
Methyl [8]-Shogaol
 53 53  0  0  0  0  0  0  0  0999 V2000
    7.3302   -0.9798    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735   -0.2102   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5628   -0.8034   -0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5297   -0.7054    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.6962    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    1.5787   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252    1.1353   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2279    1.1681   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267    1.6273    0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1508    1.5754    1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229    2.0203    2.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    1.0002    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603    1.0681    1.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    0.4893    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.3130    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5909    0.8391   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841   -0.5218   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9830   -0.9811   -0.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7619   -0.0840   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1030   -1.3803    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -2.7201    0.5668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982   -3.5768    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263   -0.8524    1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4484   -1.0205    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870   -0.6132    1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0126   -2.0407    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6277   -0.2690   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7601    0.8482   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -0.3971   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269   -1.8996   -1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871   -1.2684    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154   -1.2294   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5114    0.5950    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1383    1.1385    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    2.6093   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.7855   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310    0.0418   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    1.7060   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.7649   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527    2.0857    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.0744    0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    1.4751   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754    0.5345    2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    2.1372    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3156    2.3937    0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2054    1.5125   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1351    0.7711   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1544    0.2834   -2.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6364   -0.6324   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803   -3.6302    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1057   -4.5572    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800   -3.1886    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4199   -1.5574    1.7777 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  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      -6.215  -0.880   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.549  -1.650   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.549  -3.190   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.215  -3.960   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.881  -3.190   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.881  -1.650   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.882  -0.880   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.216  -1.650   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.215   0.660   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -7.549   1.430   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.548  -3.960   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.214  -3.190   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.880  -3.960   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.453  -3.190   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.787  -3.960   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.121  -3.190   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.454  -3.960   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.788  -3.190   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.122  -3.960   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.880  -5.500   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.455  -3.190   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.789  -3.960   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.123  -3.190   0.000  0.00  0.00           C+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    1    5                                                       
CONECT    7    2    8                                                       
CONECT    8    7                                                            
CONECT    9    1   10                                                       
CONECT   10    9                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   21                                                       
CONECT   20   13                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0030101
HETATM    1  C1  UNL     1       7.330  -0.980   0.699  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.874  -0.210  -0.525  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.563  -0.803  -0.987  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.530  -0.705   0.074  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.206   0.696   0.522  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.698   1.579  -0.542  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.425   1.135  -1.184  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.228   1.168  -0.342  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.127   1.627   0.882  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.151   1.575   1.577  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.223   2.020   2.746  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.370   1.000   0.912  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.560   1.068   1.855  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.713   0.489   1.138  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.512   1.313   0.385  1.00  0.00           C  
HETATM   16  C15 UNL     1      -5.591   0.839  -0.301  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.884  -0.522  -0.230  1.00  0.00           C  
HETATM   18  O2  UNL     1      -6.983  -0.981  -0.933  1.00  0.00           O  
HETATM   19  C17 UNL     1      -7.762  -0.084  -1.687  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.103  -1.380   0.517  1.00  0.00           C  
HETATM   21  O3  UNL     1      -5.419  -2.720   0.567  1.00  0.00           O  
HETATM   22  C19 UNL     1      -4.598  -3.577   1.342  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.026  -0.852   1.190  1.00  0.00           C  
HETATM   24  H1  UNL     1       8.448  -1.021   0.735  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.887  -0.613   1.624  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.013  -2.041   0.535  1.00  0.00           H  
HETATM   27  H4  UNL     1       7.628  -0.269  -1.341  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.760   0.848  -0.216  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.241  -0.397  -1.969  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.727  -1.900  -1.173  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.887  -1.268   0.961  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.615  -1.229  -0.273  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.511   0.595   1.356  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.138   1.139   0.972  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.522   2.609  -0.100  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.422   1.786  -1.359  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.531   0.042  -1.502  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.217   1.706  -2.131  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.280   0.765  -0.758  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.953   2.086   1.401  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.166  -0.074   0.726  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.571   1.475  -0.049  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.375   0.535   2.794  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.720   2.137   2.121  1.00  0.00           H  
HETATM   45  H22 UNL     1      -4.316   2.394   0.302  1.00  0.00           H  
HETATM   46  H23 UNL     1      -6.205   1.513  -0.888  1.00  0.00           H  
HETATM   47  H24 UNL     1      -8.135   0.771  -1.099  1.00  0.00           H  
HETATM   48  H25 UNL     1      -7.154   0.283  -2.545  1.00  0.00           H  
HETATM   49  H26 UNL     1      -8.636  -0.632  -2.129  1.00  0.00           H  
HETATM   50  H27 UNL     1      -3.580  -3.630   0.924  1.00  0.00           H  
HETATM   51  H28 UNL     1      -5.106  -4.557   1.418  1.00  0.00           H  
HETATM   52  H29 UNL     1      -4.480  -3.189   2.391  1.00  0.00           H  
HETATM   53  H30 UNL     1      -3.420  -1.557   1.778  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   11   12
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   15   23
CONECT   15   16   45
CONECT   16   17   17   46
CONECT   17   18   20
CONECT   18   19
CONECT   19   47   48   49
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   50   51   52
CONECT   23   53
END

HMDB0030101
     RDKit          3D
Methyl [8]-Shogaol
 53 53  0  0  0  0  0  0  0  0999 V2000
    7.3302   -0.9798    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735   -0.2102   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5628   -0.8034   -0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5297   -0.7054    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.6962    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    1.5787   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252    1.1353   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2279    1.1681   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267    1.6273    0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1508    1.5754    1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229    2.0203    2.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    1.0002    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603    1.0681    1.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    0.4893    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.3130    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5909    0.8391   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841   -0.5218   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9830   -0.9811   -0.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7619   -0.0840   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1030   -1.3803    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -2.7201    0.5668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982   -3.5768    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263   -0.8524    1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4484   -1.0205    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870   -0.6132    1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0126   -2.0407    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6277   -0.2690   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7601    0.8482   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -0.3971   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269   -1.8996   -1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871   -1.2684    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154   -1.2294   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5114    0.5950    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1383    1.1385    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    2.6093   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.7855   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310    0.0418   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    1.7060   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.7649   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527    2.0857    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.0744    0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    1.4751   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754    0.5345    2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    2.1372    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3156    2.3937    0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2054    1.5125   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1351    0.7711   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1544    0.2834   -2.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6364   -0.6324   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803   -3.6302    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1057   -4.5572    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800   -3.1886    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4199   -1.5574    1.7777 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3,4-Dimethoxyphenyl)-4-dodecen-3-one	HMDB

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

(4E)-1-(3,4-dimethoxyphenyl)dodec-4-en-3-one

Traditional Name

(4E)-1-(3,4-dimethoxyphenyl)dodec-4-en-3-one

CAS Registry Number

863780-79-4

SMILES

CCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1

InChI Identifier

InChI=1S/C20H30O3/c1-4-5-6-7-8-9-10-11-18(21)14-12-17-13-15-19(22-2)20(16-17)23-3/h10-11,13,15-16H,4-9,12,14H2,1-3H3/b11-10+

InChI Key

ZNOLGYFCFIVHQI-ZHACJKMWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Alkyl aryl ether
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	0.00029 g/L	ALOGPS
logP	5.74	ALOGPS
logP	5.88	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	96.37 m³·mol⁻¹	ChemAxon
Polarizability	39.4 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	188.369	30932474
DeepCCS	[M-H]-	186.011	30932474
DeepCCS	[M-2H]-	218.897	30932474
DeepCCS	[M+Na]+	194.462	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	181.7	32859911
AllCCS	[M+NH4]+	187.6	32859911
AllCCS	[M+Na]+	188.4	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	186.3	32859911
AllCCS	[M+HCOO]-	187.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl [8]-Shogaol	CCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1	3487.9	Standard polar	33892256
Methyl [8]-Shogaol	CCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1	2437.0	Standard non polar	33892256
Methyl [8]-Shogaol	CCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1	2540.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl [8]-Shogaol,1TMS,isomer #1	CCCCCCC/C=C/C(=CCC1=CC=C(OC)C(OC)=C1)O[Si](C)(C)C	2710.9	Semi standard non polar	33892256
Methyl [8]-Shogaol,1TMS,isomer #1	CCCCCCC/C=C/C(=CCC1=CC=C(OC)C(OC)=C1)O[Si](C)(C)C	2552.8	Standard non polar	33892256
Methyl [8]-Shogaol,1TBDMS,isomer #1	CCCCCCC/C=C/C(=CCC1=CC=C(OC)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2952.6	Semi standard non polar	33892256
Methyl [8]-Shogaol,1TBDMS,isomer #1	CCCCCCC/C=C/C(=CCC1=CC=C(OC)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2785.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl [8]-Shogaol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-9530000000-ff7106e3214b3c36c5d9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl [8]-Shogaol 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 - Methyl [8]-Shogaol 10V, Positive-QTOF	splash10-014i-0219000000-fea1b4d6682637438943	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 20V, Positive-QTOF	splash10-014i-4912000000-a5236ad5c2521b86c3a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 40V, Positive-QTOF	splash10-05mo-9510000000-65bd76dec197fc086a60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 10V, Negative-QTOF	splash10-014i-0109000000-5d2f7a5d2d2b92523c91	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 20V, Negative-QTOF	splash10-014i-0839000000-15ff598fbd0016f6fbd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 40V, Negative-QTOF	splash10-07xr-0950000000-e080d2624ab9cc468ac1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 10V, Negative-QTOF	splash10-014i-0009000000-062ad2a35e11d303cf23	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 20V, Negative-QTOF	splash10-014i-0739000000-f9367f29d39d819b5c06	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 40V, Negative-QTOF	splash10-0ap1-4930000000-be548142feac860506c4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 10V, Positive-QTOF	splash10-014i-0309000000-1f98098939b52b3681c5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 20V, Positive-QTOF	splash10-0gb9-5935000000-556cad5f5e5dc442747b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl [8]-Shogaol 40V, Positive-QTOF	splash10-0uy0-2900000000-da47fe1a8501edb01090	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

FDB001899

KNApSAcK ID

C00035689

Chemspider ID

30776809

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91721121

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

(). Afendi FM, Okada T, Yamazaki M, Hirai-Morita A, Nakamura Y, Nakamura K, Ikeda S, Takahashi H, Altaf-Ul-Amin M, Darusman LK, Saito K, Kanaya S. (2012) KNApSAcK family databases: integrated metabolite-plant species databases for multifaceted plant research. Plant Cell Physiol. 2012 Feb;53(2):e1.. .

Showing metabocard for Methyl [8]-Shogaol (HMDB0030101)

MOL for HMDB0030101 (Methyl [8]-Shogaol)

3D MOL for HMDB0030101 (Methyl [8]-Shogaol)

3D SDF for HMDB0030101 (Methyl [8]-Shogaol)

3D-SDF for HMDB0030101 (Methyl [8]-Shogaol)

PDB for HMDB0030101 (Methyl [8]-Shogaol)

3D PDB for HMDB0030101 (Methyl [8]-Shogaol)

SMILES for HMDB0030101 (Methyl [8]-Shogaol)

INCHI for HMDB0030101 (Methyl [8]-Shogaol)

Structure for HMDB0030101 (Methyl [8]-Shogaol)

3D Structure for HMDB0030101 (Methyl [8]-Shogaol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra