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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:21:49 UTC

Update Date

2022-03-07 02:53:47 UTC

HMDB ID

HMDB0033615

Secondary Accession Numbers

HMDB33615

Metabolite Identification

Common Name

(S)-[8]-Gingerol

Description

(S)-[8]-Gingerol belongs to the class of organic compounds known as gingerols. Gingerols 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 (S)-[8]-Gingerol is found, on average, in the highest concentration within gingers (Zingiber officinale) (S)-[8]-Gingerol has also been detected, but not quantified in, herbs and spices. This could make (S)-[8]-gingerol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-[8]-Gingerol.

Structure

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

HMDB0033615
     RDKit          3D
(S)-[8]-Gingerol
 53 53  0  0  0  0  0  0  0  0999 V2000
   -8.4923   -0.8249   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0164   -0.5024   -1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    0.8078   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2545    1.2121   -0.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295    0.1811   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8715    0.6271   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -0.4419    0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.1425    0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0677   -1.2296    1.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932    1.1151    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    1.4606    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485    2.4555    1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2881    0.7426    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.2702    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -0.4475    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.8062    0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2681   -2.5706   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3942   -1.9402   -0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3585   -2.7023   -1.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -0.5857   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7370   -0.0209   -0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9342    1.3661   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6115    0.1698    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7150   -1.1963    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1291    0.0541   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7491   -1.6276   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4069   -1.3342   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8559   -0.4338   -2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9430    0.7283    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3179    1.6064   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803    1.3006   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353    2.1649   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6188    0.1223    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764   -0.8271   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7670    1.5278    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    0.8444   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -0.6239    1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823   -1.4211   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -0.0785   -0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -1.0587    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5211    1.0000    2.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7766    1.9743    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619    1.3992   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8294   -0.1024   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.4499    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8829    1.1130    1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305   -2.3390    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -3.6345   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225   -2.3558   -1.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7572    1.6304    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9935    1.6757   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2418    1.9122   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552    1.2355    0.3300 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  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 15  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
 10 41  1  0
 10 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 17 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 05061307142D          

 23 23  0  0  0  0            999 V2000
   -8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    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
   -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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    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
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  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  1  0  0  0  0
  8  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  2  0  0  0  0
 16  8  1  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20 16  1  0  0  0  0
 21 17  2  0  0  0  0
 22 18  1  0  0  0  0
 23  2  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033615

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3

> <INCHI_KEY>
BCIWKKMTBRYQJU-UHFFFAOYSA-N

> <FORMULA>
C19H30O4

> <MOLECULAR_WEIGHT>
322.4391

> <EXACT_MASS>
322.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.885749900504564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
4.505657140666667

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.081609827901392

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.945873119685892

> <JCHEM_PKA_STRONGEST_BASIC>
-2.761472257074292

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
92.31119999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033615
     RDKit          3D
(S)-[8]-Gingerol
 53 53  0  0  0  0  0  0  0  0999 V2000
   -8.4923   -0.8249   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0164   -0.5024   -1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    0.8078   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2545    1.2121   -0.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295    0.1811   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8715    0.6271   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -0.4419    0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.1425    0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0677   -1.2296    1.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932    1.1151    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    1.4606    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485    2.4555    1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2881    0.7426    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.2702    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -0.4475    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.8062    0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2681   -2.5706   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3942   -1.9402   -0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3585   -2.7023   -1.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -0.5857   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7370   -0.0209   -0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9342    1.3661   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6115    0.1698    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7150   -1.1963    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1291    0.0541   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7491   -1.6276   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4069   -1.3342   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8559   -0.4338   -2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9430    0.7283    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3179    1.6064   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803    1.3006   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353    2.1649   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6188    0.1223    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764   -0.8271   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7670    1.5278    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    0.8444   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -0.6239    1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823   -1.4211   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -0.0785   -0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -1.0587    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5211    1.0000    2.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7766    1.9743    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619    1.3992   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8294   -0.1024   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.4499    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8829    1.1130    1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305   -2.3390    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -3.6345   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225   -2.3558   -1.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7572    1.6304    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9935    1.6757   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2418    1.9122   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552    1.2355    0.3300 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  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 15  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
 10 41  1  0
 10 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 17 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                                 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     -16.004   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.671   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   23                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   16                                                       
CONECT    9   11   15                                                       
CONECT   10   12   15                                                       
CONECT   11    9   17                                                       
CONECT   12   10   18                                                       
CONECT   13   15   19                                                       
CONECT   14   16   17                                                       
CONECT   15    9   10   13                                                  
CONECT   16    8   14   20                                                  
CONECT   17   11   14   21                                                  
CONECT   18   12   19   22                                                  
CONECT   19   13   18   23                                                  
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23    2   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0033615
HETATM    1  C1  UNL     1      -8.492  -0.825  -1.000  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.016  -0.502  -1.177  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.698   0.808  -0.521  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.255   1.212  -0.649  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.330   0.181  -0.012  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.871   0.627  -0.154  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.027  -0.442   0.487  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.546  -0.142   0.436  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.068  -1.230   1.066  1.00  0.00           O  
HETATM   10  C9  UNL     1      -0.193   1.115   1.167  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.218   1.461   1.165  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.549   2.456   1.827  1.00  0.00           O  
HETATM   13  C11 UNL     1       2.288   0.743   0.454  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.385   0.270   1.382  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.460  -0.447   0.669  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.315  -1.806   0.477  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.268  -2.571  -0.166  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.394  -1.940  -0.622  1.00  0.00           C  
HETATM   19  O3  UNL     1       7.358  -2.702  -1.269  1.00  0.00           O  
HETATM   20  C17 UNL     1       6.571  -0.586  -0.447  1.00  0.00           C  
HETATM   21  O4  UNL     1       7.737  -0.021  -0.935  1.00  0.00           O  
HETATM   22  C18 UNL     1       7.934   1.366  -0.764  1.00  0.00           C  
HETATM   23  C19 UNL     1       5.611   0.170   0.196  1.00  0.00           C  
HETATM   24  H1  UNL     1      -8.715  -1.196   0.010  1.00  0.00           H  
HETATM   25  H2  UNL     1      -9.129   0.054  -1.170  1.00  0.00           H  
HETATM   26  H3  UNL     1      -8.749  -1.628  -1.746  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.407  -1.334  -0.768  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.856  -0.434  -2.269  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.943   0.728   0.564  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.318   1.606  -0.957  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.980   1.301  -1.718  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.135   2.165  -0.098  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.619   0.122   1.057  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.476  -0.827  -0.425  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.767   1.528   0.487  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.606   0.844  -1.182  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.356  -0.624   1.536  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.182  -1.421  -0.049  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.263  -0.079  -0.633  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.157  -1.059   2.039  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.521   1.000   2.230  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.777   1.974   0.757  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.762   1.399  -0.293  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.829  -0.102  -0.093  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.916  -0.450   2.084  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.883   1.113   1.903  1.00  0.00           H  
HETATM   47  H24 UNL     1       3.430  -2.339   0.831  1.00  0.00           H  
HETATM   48  H25 UNL     1       5.124  -3.634  -0.300  1.00  0.00           H  
HETATM   49  H26 UNL     1       8.222  -2.356  -1.639  1.00  0.00           H  
HETATM   50  H27 UNL     1       7.757   1.630   0.317  1.00  0.00           H  
HETATM   51  H28 UNL     1       8.994   1.676  -0.954  1.00  0.00           H  
HETATM   52  H29 UNL     1       7.242   1.912  -1.440  1.00  0.00           H  
HETATM   53  H30 UNL     1       5.755   1.236   0.330  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   10   39
CONECT    9   40
CONECT   10   11   41   42
CONECT   11   12   12   13
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   16   23
CONECT   16   17   47
CONECT   17   18   18   48
CONECT   18   19   20
CONECT   19   49
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   50   51   52
CONECT   23   53
END

HMDB0033615
     RDKit          3D
(S)-[8]-Gingerol
 53 53  0  0  0  0  0  0  0  0999 V2000
   -8.4923   -0.8249   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0164   -0.5024   -1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    0.8078   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2545    1.2121   -0.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295    0.1811   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8715    0.6271   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -0.4419    0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.1425    0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0677   -1.2296    1.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932    1.1151    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    1.4606    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485    2.4555    1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2881    0.7426    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.2702    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -0.4475    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.8062    0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2681   -2.5706   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3942   -1.9402   -0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3585   -2.7023   -1.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -0.5857   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7370   -0.0209   -0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9342    1.3661   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6115    0.1698    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7150   -1.1963    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1291    0.0541   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7491   -1.6276   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4069   -1.3342   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8559   -0.4338   -2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9430    0.7283    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3179    1.6064   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803    1.3006   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353    2.1649   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6188    0.1223    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764   -0.8271   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7670    1.5278    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    0.8444   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -0.6239    1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823   -1.4211   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -0.0785   -0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -1.0587    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5211    1.0000    2.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7766    1.9743    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619    1.3992   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8294   -0.1024   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.4499    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8829    1.1130    1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305   -2.3390    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -3.6345   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225   -2.3558   -1.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7572    1.6304    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9935    1.6757   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2418    1.9122   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552    1.2355    0.3300 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  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 15  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
 10 41  1  0
 10 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 17 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
(8)-Gingerol	HMDB
(S)-(+)-[8]-Gingerol	HMDB
(S)-8-Gingerol	HMDB

Chemical Formula

C₁₉H₃₀O₄

Average Molecular Weight

322.4391

Monoisotopic Molecular Weight

322.214409448

IUPAC Name

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one

Traditional Name

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one

CAS Registry Number

23513-08-8

SMILES

CCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3

InChI Key

BCIWKKMTBRYQJU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gingerols. Gingerols 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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033615)
Cell membrane (HMDB: HMDB0033615)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033615)

Source

Exogenous

Exogenous (HMDB: HMDB0033615)

Food

Food (HMDB: HMDB0033615)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033615)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033615)
Anti 5-hydroxytryptamine (HMDB: HMDB0033615)
Anti histaminic (HMDB: HMDB0033615)
Cardiotonic (HMDB: HMDB0033615)
Enteromotility enhancer (HMDB: HMDB0033615)
Thermogenic (HMDB: HMDB0033615)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	29 - 30 °C	Not Available
Boiling Point	475.00 to 477.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	20.32 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.881 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.043 g/L	ALOGPS
logP	4.33	ALOGPS
logP	4.51	ChemAxon
logS	-3.9	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	12	ChemAxon
Refractivity	92.31 m³·mol⁻¹	ChemAxon
Polarizability	37.89 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.951	31661259
DarkChem	[M-H]-	181.843	31661259
DeepCCS	[M+H]+	188.108	30932474
DeepCCS	[M-H]-	185.75	30932474
DeepCCS	[M-2H]-	218.636	30932474
DeepCCS	[M+Na]+	194.201	30932474
AllCCS	[M+H]+	185.0	32859911
AllCCS	[M+H-H2O]+	182.0	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.5	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	186.2	32859911
AllCCS	[M+HCOO]-	187.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.93 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7401 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.1 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2589.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	280.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	201.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	767.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	605.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1483.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	540.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1523.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	406.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	439.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	257.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	171.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-[8]-Gingerol	CCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1	4234.5	Standard polar	33892256
(S)-[8]-Gingerol	CCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1	2530.5	Standard non polar	33892256
(S)-[8]-Gingerol	CCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1	2610.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-[8]-Gingerol,1TMS,isomer #1	CCCCCCCC(CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C	2555.6	Semi standard non polar	33892256
(S)-[8]-Gingerol,1TMS,isomer #2	CCCCCCCC(O)CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1	2660.1	Semi standard non polar	33892256
(S)-[8]-Gingerol,1TMS,isomer #3	CCCCCCCC(O)CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C	2754.4	Semi standard non polar	33892256
(S)-[8]-Gingerol,1TMS,isomer #4	CCCCCCCC(O)C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C	2687.9	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TMS,isomer #1	CCCCCCCC(CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2580.7	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TMS,isomer #2	CCCCCCCC(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2717.0	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TMS,isomer #3	CCCCCCCC(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2661.7	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TMS,isomer #4	CCCCCCCC(O)CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2777.4	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TMS,isomer #5	CCCCCCCC(O)C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2690.2	Semi standard non polar	33892256
(S)-[8]-Gingerol,3TMS,isomer #1	CCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2741.1	Semi standard non polar	33892256
(S)-[8]-Gingerol,3TMS,isomer #1	CCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2650.9	Standard non polar	33892256
(S)-[8]-Gingerol,3TMS,isomer #2	CCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2665.1	Semi standard non polar	33892256
(S)-[8]-Gingerol,3TMS,isomer #2	CCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2592.1	Standard non polar	33892256
(S)-[8]-Gingerol,1TBDMS,isomer #1	CCCCCCCC(CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2796.3	Semi standard non polar	33892256
(S)-[8]-Gingerol,1TBDMS,isomer #2	CCCCCCCC(O)CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1	2897.7	Semi standard non polar	33892256
(S)-[8]-Gingerol,1TBDMS,isomer #3	CCCCCCCC(O)CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2993.2	Semi standard non polar	33892256
(S)-[8]-Gingerol,1TBDMS,isomer #4	CCCCCCCC(O)C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2934.4	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TBDMS,isomer #1	CCCCCCCC(CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	3045.5	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TBDMS,isomer #2	CCCCCCCC(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3179.9	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TBDMS,isomer #3	CCCCCCCC(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3138.4	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TBDMS,isomer #4	CCCCCCCC(O)CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	3254.2	Semi standard non polar	33892256
(S)-[8]-Gingerol,2TBDMS,isomer #5	CCCCCCCC(O)C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	3174.1	Semi standard non polar	33892256
(S)-[8]-Gingerol,3TBDMS,isomer #1	CCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3426.0	Semi standard non polar	33892256
(S)-[8]-Gingerol,3TBDMS,isomer #1	CCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3184.0	Standard non polar	33892256
(S)-[8]-Gingerol,3TBDMS,isomer #2	CCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3370.3	Semi standard non polar	33892256
(S)-[8]-Gingerol,3TBDMS,isomer #2	CCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3117.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-[8]-Gingerol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-6900000000-4f27e9897e4d1c2b5d76	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-[8]-Gingerol GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-9082400000-2144ce64c6b83bb33935	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-[8]-Gingerol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-[8]-Gingerol 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 - (S)-[8]-Gingerol 10V, Positive-QTOF	splash10-0ab9-0309000000-587122b082c72bab3531	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 20V, Positive-QTOF	splash10-06vr-2901000000-8414f641b78f94d194b7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 40V, Positive-QTOF	splash10-052o-9710000000-af839b85cb673a545239	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 10V, Negative-QTOF	splash10-00di-0309000000-46d6a39f29323fcb357b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 20V, Negative-QTOF	splash10-0096-0902000000-ce49f082d455f2acad95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 40V, Negative-QTOF	splash10-056r-3900000000-8907ef945fcc1b59801d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 10V, Negative-QTOF	splash10-0udi-0109000000-77e68dc4f0c25ccd3388	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 20V, Negative-QTOF	splash10-05g0-3904000000-fb3e4fb55be0a5420939	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 40V, Negative-QTOF	splash10-0a70-6900000000-2f078562dae9f88f595a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 10V, Positive-QTOF	splash10-05g0-0539000000-24ea957f0bc366cb6c26	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 20V, Positive-QTOF	splash10-000i-1961000000-a92af492b4f7ef7d2cbd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-[8]-Gingerol 40V, Positive-QTOF	splash10-0k9i-4900000000-92cc86691469f07313e6	2021-09-23	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5275725

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1384641

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 (S)-[8]-Gingerol (HMDB0033615)

MOL for HMDB0033615 ((S)-[8]-Gingerol)

3D MOL for HMDB0033615 ((S)-[8]-Gingerol)

3D SDF for HMDB0033615 ((S)-[8]-Gingerol)

3D-SDF for HMDB0033615 ((S)-[8]-Gingerol)

PDB for HMDB0033615 ((S)-[8]-Gingerol)

3D PDB for HMDB0033615 ((S)-[8]-Gingerol)

SMILES for HMDB0033615 ((S)-[8]-Gingerol)

INCHI for HMDB0033615 ((S)-[8]-Gingerol)

Structure for HMDB0033615 ((S)-[8]-Gingerol)

3D Structure for HMDB0033615 ((S)-[8]-Gingerol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra