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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 23:14:54 UTC

Update Date

2021-09-23 23:14:54 UTC

HMDB ID

HMDB0303091

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[14]-Gingerol

Description

[14]-gingerol is a member of the class of 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. [14]-gingerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [14]-gingerol can be found in ginger, which makes [14]-gingerol a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241212512D          

 29 29  0  0  0  0            999 V2000
   -1.8857   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -1.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722    0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011    0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9735   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6879   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4024   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8313   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5458   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2603   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9748   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6892   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 17  2  0  0  0  0
 11 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0303091
     RDKit          3D
[14]-Gingerol
 71 71  0  0  0  0  0  0  0  0999 V2000
   10.6373   -1.5557   -0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740   -0.4379   -1.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3578   -0.6723   -0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4219    0.4208   -1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    0.0566   -0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081    1.0519   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348    0.6872   -0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1613   -0.6366   -1.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311   -1.0604   -0.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680   -1.3111    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5294   -0.2606    1.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326    0.9654    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    0.7653    1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274    0.1784    2.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972    0.9651    3.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -0.0991    2.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6842    1.0859    1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342    2.1930    1.8470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1407    0.9524    1.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    1.0552   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7124    0.9278   -0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4739    2.0662   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7954    1.9739   -0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3310    0.7268   -1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6831    0.6560   -1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5619   -0.4306   -0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1593   -1.6388   -1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4225   -2.8252   -1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2286   -0.3163   -0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6927   -1.2291   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2852   -1.8493    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5401   -2.4424   -1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7884   -0.4835   -2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1495    0.5611   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0307   -1.6384   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2983   -0.6614    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3983    0.4735   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7338    1.4059   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314   -0.9873   -1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1477    0.1481    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    1.0638   -2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2376    2.0586   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    1.4438   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    0.7158    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9160   -1.4539   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.5671   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624   -0.3670   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -2.0481   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2038   -2.1223    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -1.9083    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.0049    2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.7140    2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    1.5716    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.6371    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046    0.1436    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694    1.7657    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -0.8016    2.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    1.9087    3.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9908   -0.8134    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.6757    3.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.7690    1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -0.0358    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865    2.0512   -0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7355    0.2110   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9945    3.0110   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3835    2.8678   -0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0868   -0.2438   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8853   -2.9113   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1396   -3.6716   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7064   -2.8776   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6441   -1.2203   -0.5913 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 23 66  1  0
 25 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
M  END


  Mrv0541 02241212512D          

 29 29  0  0  0  0            999 V2000
   -1.8857   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -1.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722    0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011    0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9735   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6879   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4024   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8313   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5458   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2603   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9748   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6892   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 17  2  0  0  0  0
 11 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303091

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-22(26)20-23(27)17-15-21-16-18-24(28)25(19-21)29-2/h16,18-19,22,26,28H,3-15,17,20H2,1-2H3

> <INCHI_KEY>
GLKIRXHYCSFCAM-UHFFFAOYSA-N

> <FORMULA>
C25H42O4

> <MOLECULAR_WEIGHT>
406.5986

> <EXACT_MASS>
406.308309832

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
50.832284047768496

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.16

> <JCHEM_LOGP>
7.173069130666666

> <ALOGPS_LOGS>
-5.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.081609827896518

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.945873119685892

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7614722570762495

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
119.9172

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303091
     RDKit          3D
[14]-Gingerol
 71 71  0  0  0  0  0  0  0  0999 V2000
   10.6373   -1.5557   -0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740   -0.4379   -1.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3578   -0.6723   -0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4219    0.4208   -1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    0.0566   -0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081    1.0519   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348    0.6872   -0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1613   -0.6366   -1.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311   -1.0604   -0.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680   -1.3111    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5294   -0.2606    1.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326    0.9654    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    0.7653    1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274    0.1784    2.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972    0.9651    3.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -0.0991    2.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6842    1.0859    1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342    2.1930    1.8470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1407    0.9524    1.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    1.0552   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7124    0.9278   -0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4739    2.0662   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7954    1.9739   -0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3310    0.7268   -1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6831    0.6560   -1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5619   -0.4306   -0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1593   -1.6388   -1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4225   -2.8252   -1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2286   -0.3163   -0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6927   -1.2291   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2852   -1.8493    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5401   -2.4424   -1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7884   -0.4835   -2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1495    0.5611   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0307   -1.6384   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2983   -0.6614    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3983    0.4735   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7338    1.4059   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314   -0.9873   -1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1477    0.1481    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    1.0638   -2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2376    2.0586   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    1.4438   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    0.7158    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9160   -1.4539   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.5671   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624   -0.3670   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -2.0481   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2038   -2.1223    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -1.9083    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.0049    2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.7140    2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    1.5716    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.6371    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046    0.1436    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694    1.7657    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -0.8016    2.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    1.9087    3.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9908   -0.8134    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.6757    3.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.7690    1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -0.0358    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865    2.0512   -0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7355    0.2110   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9945    3.0110   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3835    2.8678   -0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0868   -0.2438   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8853   -2.9113   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1396   -3.6716   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7064   -2.8776   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6441   -1.2203   -0.5913 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 23 66  1  0
 25 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.520  -0.330   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.854  -1.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.854  -2.640   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.520  -3.410   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.186  -2.640   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.186  -1.100   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.853  -0.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.481  -1.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.815  -0.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.148  -1.100   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.482  -0.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.816  -1.100   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.149  -0.330   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.187  -0.330   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -6.187  -3.410   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -7.521  -1.100   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.815   1.210   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.482   1.210   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.483  -1.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.817  -0.330   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.151  -1.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.484  -0.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.818  -1.100   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.152  -0.330   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.485  -1.100   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.819  -0.330   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.153  -1.100   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.486  -0.330   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.820  -1.100   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   19                                                       
CONECT   14    2   16                                                       
CONECT   15    3                                                            
CONECT   16   14                                                            
CONECT   17    9                                                            
CONECT   18   11                                                            
CONECT   19   13   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

COMPND    HMDB0303091
HETATM    1  C1  UNL     1      10.637  -1.556  -0.786  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.774  -0.438  -1.316  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.358  -0.672  -0.843  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.422   0.421  -1.342  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.035   0.057  -0.791  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.008   1.052  -1.206  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.635   0.687  -0.645  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.161  -0.637  -1.124  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.831  -1.060  -0.693  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.468  -1.311   0.704  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.529  -0.261   1.727  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.733   0.965   1.466  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.749   0.765   1.309  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.427   0.178   2.487  1.00  0.00           C  
HETATM   15  O1  UNL     1      -1.297   0.965   3.641  1.00  0.00           O  
HETATM   16  C15 UNL     1      -2.875  -0.099   2.198  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.684   1.086   1.852  1.00  0.00           C  
HETATM   18  O2  UNL     1      -3.234   2.193   1.847  1.00  0.00           O  
HETATM   19  C17 UNL     1      -5.141   0.952   1.482  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.263   1.055  -0.023  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.712   0.928  -0.381  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.474   2.066  -0.442  1.00  0.00           C  
HETATM   23  C21 UNL     1      -8.795   1.974  -0.765  1.00  0.00           C  
HETATM   24  C22 UNL     1      -9.331   0.727  -1.023  1.00  0.00           C  
HETATM   25  O3  UNL     1     -10.683   0.656  -1.351  1.00  0.00           O  
HETATM   26  C23 UNL     1      -8.562  -0.431  -0.963  1.00  0.00           C  
HETATM   27  O4  UNL     1      -9.159  -1.639  -1.232  1.00  0.00           O  
HETATM   28  C24 UNL     1      -8.422  -2.825  -1.181  1.00  0.00           C  
HETATM   29  C25 UNL     1      -7.229  -0.316  -0.634  1.00  0.00           C  
HETATM   30  H1  UNL     1      11.693  -1.229  -0.662  1.00  0.00           H  
HETATM   31  H2  UNL     1      10.285  -1.849   0.216  1.00  0.00           H  
HETATM   32  H3  UNL     1      10.540  -2.442  -1.433  1.00  0.00           H  
HETATM   33  H4  UNL     1       9.788  -0.484  -2.421  1.00  0.00           H  
HETATM   34  H5  UNL     1      10.150   0.561  -1.011  1.00  0.00           H  
HETATM   35  H6  UNL     1       8.031  -1.638  -1.288  1.00  0.00           H  
HETATM   36  H7  UNL     1       8.298  -0.661   0.259  1.00  0.00           H  
HETATM   37  H8  UNL     1       7.398   0.474  -2.449  1.00  0.00           H  
HETATM   38  H9  UNL     1       7.734   1.406  -0.966  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.831  -0.987  -1.023  1.00  0.00           H  
HETATM   40  H11 UNL     1       6.148   0.148   0.327  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.929   1.064  -2.315  1.00  0.00           H  
HETATM   42  H13 UNL     1       5.238   2.059  -0.840  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.871   1.444  -0.989  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.761   0.716   0.429  1.00  0.00           H  
HETATM   45  H16 UNL     1       3.916  -1.454  -0.926  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.135  -0.567  -2.256  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.062  -0.367  -1.187  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.626  -2.048  -1.262  1.00  0.00           H  
HETATM   49  H20 UNL     1       2.204  -2.122   1.067  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.494  -1.908   0.759  1.00  0.00           H  
HETATM   51  H22 UNL     1       2.542  -0.005   2.029  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.072  -0.714   2.680  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.095   1.572   0.612  1.00  0.00           H  
HETATM   54  H25 UNL     1       0.859   1.637   2.365  1.00  0.00           H  
HETATM   55  H26 UNL     1      -1.005   0.144   0.424  1.00  0.00           H  
HETATM   56  H27 UNL     1      -1.169   1.766   1.099  1.00  0.00           H  
HETATM   57  H28 UNL     1      -0.932  -0.802   2.743  1.00  0.00           H  
HETATM   58  H29 UNL     1      -1.198   1.909   3.339  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.991  -0.813   1.333  1.00  0.00           H  
HETATM   60  H31 UNL     1      -3.343  -0.676   3.048  1.00  0.00           H  
HETATM   61  H32 UNL     1      -5.686   1.769   1.998  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.465  -0.036   1.858  1.00  0.00           H  
HETATM   63  H34 UNL     1      -4.887   2.051  -0.327  1.00  0.00           H  
HETATM   64  H35 UNL     1      -4.736   0.211  -0.478  1.00  0.00           H  
HETATM   65  H36 UNL     1      -6.994   3.011  -0.229  1.00  0.00           H  
HETATM   66  H37 UNL     1      -9.383   2.868  -0.810  1.00  0.00           H  
HETATM   67  H38 UNL     1     -11.087  -0.244  -1.541  1.00  0.00           H  
HETATM   68  H39 UNL     1      -7.885  -2.911  -0.234  1.00  0.00           H  
HETATM   69  H40 UNL     1      -9.140  -3.672  -1.260  1.00  0.00           H  
HETATM   70  H41 UNL     1      -7.706  -2.878  -2.054  1.00  0.00           H  
HETATM   71  H42 UNL     1      -6.644  -1.220  -0.591  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   53   54
CONECT   13   14   55   56
CONECT   14   15   16   57
CONECT   15   58
CONECT   16   17   59   60
CONECT   17   18   18   19
CONECT   19   20   61   62
CONECT   20   21   63   64
CONECT   21   22   22   29
CONECT   22   23   65
CONECT   23   24   24   66
CONECT   24   25   26
CONECT   25   67
CONECT   26   27   29   29
CONECT   27   28
CONECT   28   68   69   70
CONECT   29   71
END

HMDB0303091
     RDKit          3D
[14]-Gingerol
 71 71  0  0  0  0  0  0  0  0999 V2000
   10.6373   -1.5557   -0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740   -0.4379   -1.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3578   -0.6723   -0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4219    0.4208   -1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    0.0566   -0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081    1.0519   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348    0.6872   -0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1613   -0.6366   -1.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311   -1.0604   -0.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680   -1.3111    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5294   -0.2606    1.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326    0.9654    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    0.7653    1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274    0.1784    2.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972    0.9651    3.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -0.0991    2.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6842    1.0859    1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342    2.1930    1.8470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1407    0.9524    1.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    1.0552   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7124    0.9278   -0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4739    2.0662   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7954    1.9739   -0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3310    0.7268   -1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6831    0.6560   -1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5619   -0.4306   -0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1593   -1.6388   -1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4225   -2.8252   -1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2286   -0.3163   -0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6927   -1.2291   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2852   -1.8493    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5401   -2.4424   -1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7884   -0.4835   -2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1495    0.5611   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0307   -1.6384   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2983   -0.6614    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3983    0.4735   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7338    1.4059   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314   -0.9873   -1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1477    0.1481    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    1.0638   -2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2376    2.0586   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    1.4438   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    0.7158    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9160   -1.4539   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.5671   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624   -0.3670   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -2.0481   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2038   -2.1223    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -1.9083    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.0049    2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.7140    2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    1.5716    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.6371    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046    0.1436    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694    1.7657    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -0.8016    2.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    1.9087    3.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9908   -0.8134    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.6757    3.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.7690    1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -0.0358    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865    2.0512   -0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7355    0.2110   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9945    3.0110   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3835    2.8678   -0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0868   -0.2438   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8853   -2.9113   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1396   -3.6716   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7064   -2.8776   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6441   -1.2203   -0.5913 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 23 66  1  0
 25 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₄₂O₄

Average Molecular Weight

406.5986

Monoisotopic Molecular Weight

406.308309832

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C25H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-22(26)20-23(27)17-15-21-16-18-24(28)25(19-21)29-2/h16,18-19,22,26,28H,3-15,17,20H2,1-2H3

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

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
logP	7.16	ALOGPS
logP	7.17	ChemAxon
logS	-5.6	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	18	ChemAxon
Refractivity	119.92 m³·mol⁻¹	ChemAxon
Polarizability	50.83 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
AllCCS	[M+H]+	211.76	32859911
AllCCS	[M+H-H2O]+	209.502	32859911
AllCCS	[M+Na]+	214.433	32859911
AllCCS	[M+NH4]+	213.838	32859911
AllCCS	[M-H]-	207.168	32859911
AllCCS	[M+Na-2H]-	209.889	32859911
AllCCS	[M+HCOO]-	213.039	32859911
DeepCCS	[M+H]+	211.685	30932474
DeepCCS	[M-H]-	208.677	30932474
DeepCCS	[M-2H]-	243.096	30932474
DeepCCS	[M+Na]+	219.432	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
[14]-Gingerol,3TMS,isomer #1	CCCCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	3301.2	Semi standard non polar	33892256
[14]-Gingerol,3TMS,isomer #1	CCCCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	3123.2	Standard non polar	33892256
[14]-Gingerol,3TMS,isomer #1	CCCCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	3421.2	Standard polar	33892256
[14]-Gingerol,3TMS,isomer #2	CCCCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	3220.7	Semi standard non polar	33892256
[14]-Gingerol,3TMS,isomer #2	CCCCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	3067.4	Standard non polar	33892256
[14]-Gingerol,3TMS,isomer #2	CCCCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	3343.5	Standard polar	33892256
[14]-Gingerol,3TBDMS,isomer #1	CCCCCCCCCCCCCC(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	3997.3	Semi standard non polar	33892256
[14]-Gingerol,3TBDMS,isomer #1	CCCCCCCCCCCCCC(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	3595.6	Standard non polar	33892256
[14]-Gingerol,3TBDMS,isomer #1	CCCCCCCCCCCCCC(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	3618.7	Standard polar	33892256
[14]-Gingerol,3TBDMS,isomer #2	CCCCCCCCCCCCCC(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	3971.6	Semi standard non polar	33892256
[14]-Gingerol,3TBDMS,isomer #2	CCCCCCCCCCCCCC(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	3540.8	Standard non polar	33892256
[14]-Gingerol,3TBDMS,isomer #2	CCCCCCCCCCCCCC(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	3549.3	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 10V, Positive-QTOF	splash10-052r-0329600000-917e2ef0a49458fad500	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 20V, Positive-QTOF	splash10-002r-0921000000-ab483e529c7eae0f7892	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 40V, Positive-QTOF	splash10-00lf-2921000000-b2824052377fd091166d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 10V, Negative-QTOF	splash10-0a4i-0212900000-6823bad3392c2ec563fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 20V, Negative-QTOF	splash10-054o-0962200000-61a3f37547e6b3a6b71f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 40V, Negative-QTOF	splash10-0a6r-4940000000-4d09d53b9fcc395dcc72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 10V, Positive-QTOF	splash10-052r-1519700000-b8823cbe93843b9988bf	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 20V, Positive-QTOF	splash10-0079-1947100000-544c8acf60c2264e90c6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 40V, Positive-QTOF	splash10-000i-4900000000-9b2b68433713f18fa38b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 10V, Negative-QTOF	splash10-052r-1019400000-74140bdf0af744d4a1ec	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 20V, Negative-QTOF	splash10-0a4r-6943400000-b183a019f3a276232e19	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [14]-Gingerol 40V, Negative-QTOF	splash10-0abi-9723000000-0a6ff23a6fa204f10266	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB007724

KNApSAcK ID

Not Available

Chemspider ID

59696442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24826453

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

Not Available

Showing metabocard for [14]-Gingerol (HMDB0303091)

MOL for HMDB0303091 ([14]-Gingerol)

3D MOL for HMDB0303091 ([14]-Gingerol)

3D SDF for HMDB0303091 ([14]-Gingerol)

3D-SDF for HMDB0303091 ([14]-Gingerol)

PDB for HMDB0303091 ([14]-Gingerol)

3D PDB for HMDB0303091 ([14]-Gingerol)

SMILES for HMDB0303091 ([14]-Gingerol)

INCHI for HMDB0303091 ([14]-Gingerol)

Structure for HMDB0303091 ([14]-Gingerol)

3D Structure for HMDB0303091 ([14]-Gingerol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra