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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:43:41 UTC

Update Date

2021-09-26 23:07:18 UTC

HMDB ID

HMDB0253836

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Kutkoside

Description

Kutkoside belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Based on a literature review a significant number of articles have been published on Kutkoside. This compound has been identified in human blood as reported by (PMID: 31557052 ). Kutkoside is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Kutkoside is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004241508452D          

 36 40  0  0  0  0            999 V2000
    6.6902    3.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9634    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619    3.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    2.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8336    3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590    3.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5858    4.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2873    3.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    4.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    2.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    3.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    1.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3547    1.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1467    0.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118   -0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186    0.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810    2.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768    2.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    2.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651    1.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    3.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2764    4.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    3.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    4.7590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074    3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995    3.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 14 36  1  0  0  0  0
 19 36  1  0  0  0  0
M  END

HMDB0253836
     RDKit          3D
Kutkoside
 64 68  0  0  0  0  0  0  0  0999 V2000
    8.0815    0.1298   -3.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3151   -0.0411   -1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2601   -0.2923   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543   -0.3915   -1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9163   -0.6399   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -0.7573   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -0.6422   -2.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553   -1.0098    0.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084   -1.1431   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682   -1.4126    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.5206    1.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050   -1.5081    2.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657   -0.1234    2.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3842    0.2147    3.8015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    0.5746    2.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    1.8821    1.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    2.2237    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618    1.2788   -0.6337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    0.1787   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    0.6742    0.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -0.0270   -0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4984   -0.5994    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -0.6156    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2693   -1.6884   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6452   -1.6542   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4494    0.7130    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1084    1.2817    1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085    1.7299   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6936    2.1544    0.8013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    0.9763   -1.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4681    1.8924   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7977   -0.4375    1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248   -0.7862    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5280   -0.6865    1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5720   -0.4396    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8773   -0.3461    0.9647 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313    0.6538   -3.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329   -0.8315   -3.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2051    0.8096   -3.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.2724   -2.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -0.3321   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580   -2.0658   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -1.6086    3.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    0.2205    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    1.0950    3.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    0.6954    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4455    2.6541    2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    3.2318   -0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054   -0.6310   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2635   -0.7908   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3231   -0.9489    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0467   -2.7106   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.6328   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8715   -2.3610   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700    0.6089   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7866    1.8994    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8743    2.5725   -0.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8874    1.5719    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.5465   -2.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8232    2.3623   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -0.9329    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -0.9823    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -0.7999    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6003   -0.1630    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  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
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 12 10  1  0
 32 15  1  0
 32 10  1  0
 30 21  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 13 44  1  0
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 21 50  1  0
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 29 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  0
 36 64  1  0
M  END

  Mrv1533004241508452D          

 36 40  0  0  0  0            999 V2000
    6.6902    3.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9634    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619    3.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    2.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8336    3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590    3.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5858    4.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2873    3.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    4.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    2.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    3.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    1.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3547    1.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1467    0.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118   -0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186    0.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810    2.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6689    2.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651    1.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    3.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2764    4.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    3.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    4.7590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074    3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995    3.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 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
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 14 36  1  0  0  0  0
 19 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253836

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC=C1O)C(=O)OCC12OC1C(O)C1C=COC(OC3OC(CO)C(O)C(O)C3O)C21

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)25)20(30)33-8-23-14-10(15(26)19(23)36-23)4-5-32-21(14)35-22-18(29)17(28)16(27)13(7-24)34-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3

> <INCHI_KEY>
JANLDILJJLTVDB-UHFFFAOYSA-N

> <FORMULA>
C23H28O13

> <MOLECULAR_WEIGHT>
512.464

> <EXACT_MASS>
512.152990962

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
49.107764598535724

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5-hydroxy-10-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-2-yl)methyl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
-0.43

> <JCHEM_LOGP>
-1.3977403483333328

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.195570707625556

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.991222633698774

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847601929344

> <JCHEM_POLAR_SURFACE_AREA>
197.13

> <JCHEM_REFRACTIVITY>
115.45760000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.82e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-hydroxy-10-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-2-yl)methyl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253836
     RDKit          3D
Kutkoside
 64 68  0  0  0  0  0  0  0  0999 V2000
    8.0815    0.1298   -3.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3151   -0.0411   -1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2601   -0.2923   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543   -0.3915   -1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9163   -0.6399   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -0.7573   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -0.6422   -2.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553   -1.0098    0.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084   -1.1431   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682   -1.4126    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.5206    1.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050   -1.5081    2.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657   -0.1234    2.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3842    0.2147    3.8015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    0.5746    2.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    1.8821    1.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    2.2237    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618    1.2788   -0.6337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    0.1787   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    0.6742    0.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -0.0270   -0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4984   -0.5994    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -0.6156    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2693   -1.6884   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6452   -1.6542   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4494    0.7130    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1084    1.2817    1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085    1.7299   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6936    2.1544    0.8013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    0.9763   -1.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4681    1.8924   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7977   -0.4375    1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248   -0.7862    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5280   -0.6865    1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5720   -0.4396    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8773   -0.3461    0.9647 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313    0.6538   -3.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329   -0.8315   -3.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2051    0.8096   -3.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.2724   -2.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -0.3321   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580   -2.0658   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -1.6086    3.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    0.2205    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    1.0950    3.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    0.6954    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4455    2.6541    2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    3.2318   -0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054   -0.6310   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2635   -0.7908   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3231   -0.9489    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0467   -2.7106   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.6328   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8715   -2.3610   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700    0.6089   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7866    1.8994    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8743    2.5725   -0.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8874    1.5719    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.5465   -2.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8232    2.3623   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -0.9329    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -0.9823    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -0.7999    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6003   -0.1630    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  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
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 12 10  1  0
 32 15  1  0
 32 10  1  0
 30 21  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  0
 36 64  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      12.488   5.686   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.132   4.958   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.822   5.768   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.466   5.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.156   5.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.203   7.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.560   8.118   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.870   7.308   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.226   8.036   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.799   5.122   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.490   5.932   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.752   3.582   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.395   2.854   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.348   1.314   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.874   1.107   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.931  -0.111   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.755  -1.106   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.869  -2.642   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.446  -0.295   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.967  -0.726   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.145   0.339   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.221   1.835   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.700   2.266   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.066   3.762   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.954   4.827   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.524   4.396   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.637   5.461   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.115   5.031   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.482   3.535   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.270   6.957   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.383   8.022   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.208   7.388   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.575   8.883   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.320   6.323   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.799   6.753   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.812   1.201   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   36                                             
CONECT   15   14   16                                                       
CONECT   16   15   14   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   36                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   36                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   23   14   19                                                  
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

COMPND    HMDB0253836
HETATM    1  C1  UNL     1       8.082   0.130  -3.108  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.315  -0.041  -1.732  1.00  0.00           O  
HETATM    3  C2  UNL     1       7.260  -0.292  -0.846  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.954  -0.392  -1.276  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.916  -0.640  -0.398  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.540  -0.757  -0.831  1.00  0.00           C  
HETATM    7  O2  UNL     1       3.182  -0.642  -2.028  1.00  0.00           O  
HETATM    8  O3  UNL     1       2.555  -1.010   0.103  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.208  -1.143  -0.222  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.268  -1.413   0.897  1.00  0.00           C  
HETATM   11  O4  UNL     1       0.616  -2.521   1.548  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.705  -1.508   2.362  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.166  -0.123   2.438  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.384   0.215   3.802  1.00  0.00           O  
HETATM   15  C10 UNL     1      -0.150   0.575   2.037  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.032   1.882   1.445  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.246   2.224   0.213  1.00  0.00           C  
HETATM   18  O6  UNL     1      -0.762   1.279  -0.634  1.00  0.00           O  
HETATM   19  C13 UNL     1      -1.442   0.179  -0.079  1.00  0.00           C  
HETATM   20  O7  UNL     1      -2.696   0.674   0.336  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.730  -0.027  -0.330  1.00  0.00           C  
HETATM   22  O8  UNL     1      -4.498  -0.599   0.647  1.00  0.00           O  
HETATM   23  C15 UNL     1      -5.843  -0.616   0.431  1.00  0.00           C  
HETATM   24  C16 UNL     1      -6.269  -1.688  -0.575  1.00  0.00           C  
HETATM   25  O9  UNL     1      -7.645  -1.654  -0.754  1.00  0.00           O  
HETATM   26  C17 UNL     1      -6.449   0.713   0.105  1.00  0.00           C  
HETATM   27  O10 UNL     1      -7.108   1.282   1.194  1.00  0.00           O  
HETATM   28  C18 UNL     1      -5.408   1.730  -0.339  1.00  0.00           C  
HETATM   29  O11 UNL     1      -4.694   2.154   0.801  1.00  0.00           O  
HETATM   30  C19 UNL     1      -4.419   0.976  -1.201  1.00  0.00           C  
HETATM   31  O12 UNL     1      -3.468   1.892  -1.684  1.00  0.00           O  
HETATM   32  C20 UNL     1      -0.798  -0.437   1.108  1.00  0.00           C  
HETATM   33  C21 UNL     1       5.225  -0.786   0.931  1.00  0.00           C  
HETATM   34  C22 UNL     1       6.528  -0.686   1.357  1.00  0.00           C  
HETATM   35  C23 UNL     1       7.572  -0.440   0.492  1.00  0.00           C  
HETATM   36  O13 UNL     1       8.877  -0.346   0.965  1.00  0.00           O  
HETATM   37  H1  UNL     1       8.931   0.654  -3.602  1.00  0.00           H  
HETATM   38  H2  UNL     1       7.833  -0.831  -3.606  1.00  0.00           H  
HETATM   39  H3  UNL     1       7.205   0.810  -3.229  1.00  0.00           H  
HETATM   40  H4  UNL     1       5.731  -0.272  -2.332  1.00  0.00           H  
HETATM   41  H5  UNL     1       0.885  -0.332  -0.904  1.00  0.00           H  
HETATM   42  H6  UNL     1       1.158  -2.066  -0.885  1.00  0.00           H  
HETATM   43  H7  UNL     1      -0.158  -1.609   3.135  1.00  0.00           H  
HETATM   44  H8  UNL     1       2.014   0.221   1.883  1.00  0.00           H  
HETATM   45  H9  UNL     1       0.997   1.095   3.995  1.00  0.00           H  
HETATM   46  H10 UNL     1      -0.756   0.695   2.983  1.00  0.00           H  
HETATM   47  H11 UNL     1       0.446   2.654   2.108  1.00  0.00           H  
HETATM   48  H12 UNL     1      -0.069   3.232  -0.123  1.00  0.00           H  
HETATM   49  H13 UNL     1      -1.605  -0.631  -0.827  1.00  0.00           H  
HETATM   50  H14 UNL     1      -3.263  -0.791  -1.014  1.00  0.00           H  
HETATM   51  H15 UNL     1      -6.323  -0.949   1.401  1.00  0.00           H  
HETATM   52  H16 UNL     1      -6.047  -2.711  -0.156  1.00  0.00           H  
HETATM   53  H17 UNL     1      -5.695  -1.633  -1.518  1.00  0.00           H  
HETATM   54  H18 UNL     1      -7.872  -2.361  -1.410  1.00  0.00           H  
HETATM   55  H19 UNL     1      -7.170   0.609  -0.727  1.00  0.00           H  
HETATM   56  H20 UNL     1      -7.787   1.899   0.817  1.00  0.00           H  
HETATM   57  H21 UNL     1      -5.874   2.573  -0.872  1.00  0.00           H  
HETATM   58  H22 UNL     1      -4.887   1.572   1.584  1.00  0.00           H  
HETATM   59  H23 UNL     1      -4.896   0.546  -2.104  1.00  0.00           H  
HETATM   60  H24 UNL     1      -3.823   2.362  -2.485  1.00  0.00           H  
HETATM   61  H25 UNL     1      -1.619  -0.933   1.706  1.00  0.00           H  
HETATM   62  H26 UNL     1       4.481  -0.982   1.692  1.00  0.00           H  
HETATM   63  H27 UNL     1       6.803  -0.800   2.416  1.00  0.00           H  
HETATM   64  H28 UNL     1       9.600  -0.163   0.281  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4    4   35
CONECT    4    5   40
CONECT    5    6   33   33
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   41   42
CONECT   10   11   12   32
CONECT   11   12
CONECT   12   13   43
CONECT   13   14   15   44
CONECT   14   45
CONECT   15   16   32   46
CONECT   16   17   17   47
CONECT   17   18   48
CONECT   18   19
CONECT   19   20   32   49
CONECT   20   21
CONECT   21   22   30   50
CONECT   22   23
CONECT   23   24   26   51
CONECT   24   25   52   53
CONECT   25   54
CONECT   26   27   28   55
CONECT   27   56
CONECT   28   29   30   57
CONECT   29   58
CONECT   30   31   59
CONECT   31   60
CONECT   32   61
CONECT   33   34   62
CONECT   34   35   35   63
CONECT   35   36
CONECT   36   64
END

HMDB0253836
     RDKit          3D
Kutkoside
 64 68  0  0  0  0  0  0  0  0999 V2000
    8.0815    0.1298   -3.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3151   -0.0411   -1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2601   -0.2923   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543   -0.3915   -1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9163   -0.6399   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -0.7573   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -0.6422   -2.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553   -1.0098    0.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084   -1.1431   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682   -1.4126    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.5206    1.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050   -1.5081    2.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657   -0.1234    2.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3842    0.2147    3.8015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    0.5746    2.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    1.8821    1.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    2.2237    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618    1.2788   -0.6337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    0.1787   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    0.6742    0.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -0.0270   -0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4984   -0.5994    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -0.6156    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2693   -1.6884   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6452   -1.6542   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4494    0.7130    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1084    1.2817    1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085    1.7299   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6936    2.1544    0.8013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    0.9763   -1.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4681    1.8924   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7977   -0.4375    1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248   -0.7862    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5280   -0.6865    1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5720   -0.4396    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8773   -0.3461    0.9647 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313    0.6538   -3.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329   -0.8315   -3.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2051    0.8096   -3.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.2724   -2.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -0.3321   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580   -2.0658   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -1.6086    3.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    0.2205    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    1.0950    3.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    0.6954    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4455    2.6541    2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    3.2318   -0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054   -0.6310   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2635   -0.7908   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3231   -0.9489    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0467   -2.7106   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.6328   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8715   -2.3610   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700    0.6089   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7866    1.8994    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8743    2.5725   -0.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8874    1.5719    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.5465   -2.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8232    2.3623   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -0.9329    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -0.9823    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -0.7999    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6003   -0.1630    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  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
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 12 10  1  0
 32 15  1  0
 32 10  1  0
 30 21  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  0
 36 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-Hydroxy-10-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-2-yl)methyl 4-hydroxy-3-methoxybenzoic acid	HMDB
(5-Hydroxy-10-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0,]dec-7-en-2-yl)methyl 4-hydroxy-3-methoxybenzoic acid	HMDB

Chemical Formula

C₂₃H₂₈O₁₃

Average Molecular Weight

512.464

Monoisotopic Molecular Weight

512.152990962

IUPAC Name

(5-hydroxy-10-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-2-yl)methyl 4-hydroxy-3-methoxybenzoate

Traditional Name

(5-hydroxy-10-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-2-yl)methyl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C(=O)OCC12OC1C(O)C1C=COC(OC3OC(CO)C(O)C(O)C3O)C21

InChI Identifier

InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)25)20(30)33-8-23-14-10(15(26)19(23)36-23)4-5-32-21(14)35-22-18(29)17(28)16(27)13(7-24)34-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3

InChI Key

JANLDILJJLTVDB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Hexose monosaccharide
M-methoxybenzoic acid or derivatives
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Benzoyl
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	-0.43	ALOGPS
logP	-1.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	197.13 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	115.46 m³·mol⁻¹	ChemAxon
Polarizability	49.11 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	243.262	30932474
DeepCCS	[M+Na]+	218.686	30932474
AllCCS	[M+H]+	214.1	32859911
AllCCS	[M+H-H2O]+	212.5	32859911
AllCCS	[M+NH4]+	215.6	32859911
AllCCS	[M+Na]+	216.1	32859911
AllCCS	[M-H]-	207.1	32859911
AllCCS	[M+Na-2H]-	207.9	32859911
AllCCS	[M+HCOO]-	208.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kutkoside	COC1=CC(=CC=C1O)C(=O)OCC12OC1C(O)C1C=COC(OC3OC(CO)C(O)C(O)C3O)C21	4678.8	Standard polar	33892256
Kutkoside	COC1=CC(=CC=C1O)C(=O)OCC12OC1C(O)C1C=COC(OC3OC(CO)C(O)C(O)C3O)C21	3943.8	Standard non polar	33892256
Kutkoside	COC1=CC(=CC=C1O)C(=O)OCC12OC1C(O)C1C=COC(OC3OC(CO)C(O)C(O)C3O)C21	4400.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kutkoside,2TBDMS,isomer #15	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4480.3	Semi standard non polar	33892256
Kutkoside,2TBDMS,isomer #15	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4385.2	Standard non polar	33892256
Kutkoside,2TBDMS,isomer #15	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	5790.5	Standard polar	33892256
Kutkoside,3TBDMS,isomer #10	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O[Si](C)(C)C(C)(C)C	4592.0	Semi standard non polar	33892256
Kutkoside,3TBDMS,isomer #10	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O[Si](C)(C)C(C)(C)C	4558.5	Standard non polar	33892256
Kutkoside,3TBDMS,isomer #10	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O[Si](C)(C)C(C)(C)C	5496.2	Standard polar	33892256
Kutkoside,3TBDMS,isomer #16	COC1=CC(C(=O)OCC23OC2C(O[Si](C)(C)C(C)(C)C)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4524.5	Semi standard non polar	33892256
Kutkoside,3TBDMS,isomer #16	COC1=CC(C(=O)OCC23OC2C(O[Si](C)(C)C(C)(C)C)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4507.2	Standard non polar	33892256
Kutkoside,3TBDMS,isomer #16	COC1=CC(C(=O)OCC23OC2C(O[Si](C)(C)C(C)(C)C)C2C=COC(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	5345.6	Standard polar	33892256
Kutkoside,3TBDMS,isomer #19	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4571.6	Semi standard non polar	33892256
Kutkoside,3TBDMS,isomer #19	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4577.7	Standard non polar	33892256
Kutkoside,3TBDMS,isomer #19	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	5523.6	Standard polar	33892256
Kutkoside,3TBDMS,isomer #20	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4544.3	Semi standard non polar	33892256
Kutkoside,3TBDMS,isomer #20	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	4509.5	Standard non polar	33892256
Kutkoside,3TBDMS,isomer #20	COC1=CC(C(=O)OCC23OC2C(O)C2C=COC(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C23)=CC=C1O	5444.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kutkoside GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	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 - Kutkoside 10V, Positive-QTOF	splash10-0il0-0609250000-ff7f3538b967a43ff6f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kutkoside 20V, Positive-QTOF	splash10-02ji-0902110000-e2091417bc62b7029178	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kutkoside 40V, Positive-QTOF	splash10-0a59-4913610000-fa0ef1d4e425ac3481f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kutkoside 10V, Negative-QTOF	splash10-03di-0304190000-610a37a36d635daa03e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kutkoside 20V, Negative-QTOF	splash10-0udi-0900010000-5f3854982b26dc6df99a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kutkoside 40V, Negative-QTOF	splash10-0a4i-4911140000-15a0e8e0d38c4a2be6fc	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

158521

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

182265

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Kutkoside (HMDB0253836)

MOL for HMDB0253836 (Kutkoside)

3D MOL for HMDB0253836 (Kutkoside)

3D SDF for HMDB0253836 (Kutkoside)

3D-SDF for HMDB0253836 (Kutkoside)

PDB for HMDB0253836 (Kutkoside)

3D PDB for HMDB0253836 (Kutkoside)

SMILES for HMDB0253836 (Kutkoside)

INCHI for HMDB0253836 (Kutkoside)

Structure for HMDB0253836 (Kutkoside)

3D Structure for HMDB0253836 (Kutkoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra