Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-07 16:30:03 UTC

Update Date

2022-03-07 03:18:16 UTC

HMDB ID

HMDB0240433

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Enterolactone 3''-glucuronide

Description

Enterolactone 3''-glucuronide belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Based on a literature review very few articles have been published on Enterolactone 3''-glucuronide.

Structure

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

  Mrv1652310161901072D          

 41 44  0  0  1  0            999 V2000
    0.9589    3.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720    4.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    4.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159    5.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    5.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    5.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    5.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.0027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0028    4.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    8.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    5.5178    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078   10.9527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1067   10.5402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3222   10.5402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    9.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8212    9.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    4.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    9.7152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7818    5.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   11.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    8.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    9.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682    4.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    4.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306    6.3772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148    4.9344    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   11.3652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.8902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  6  0  0  0
 14 11  1  0  0  0  0
 15  5  2  0  0  0  0
 15  8  1  0  0  0  0
 16  6  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  1  0  0  0
 17 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 21 22  1  1  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 15  1  0  0  0  0
 18 26  1  6  0  0  0
 19 27  1  1  0  0  0
 20 28  1  1  0  0  0
 29 22  2  0  0  0  0
 30 22  1  0  0  0  0
 31 23  2  0  0  0  0
 32 11  1  0  0  0  0
 32 23  1  0  0  0  0
 33 16  1  0  0  0  0
 24 33  1  6  0  0  0
 34 21  1  0  0  0  0
 34 24  1  0  0  0  0
 14 35  1  1  0  0  0
 17 36  1  6  0  0  0
 18 37  1  1  0  0  0
 19 38  1  6  0  0  0
 20 39  1  6  0  0  0
 21 40  1  1  0  0  0
 24 41  1  1  0  0  0
M  END

HMDB0240433
     RDKit          3D
Enterolactone 3''-glucuronide
 60 63  0  0  0  0  0  0  0  0999 V2000
   -4.7901    1.1200    1.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8555    0.8801    1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.6945    0.9894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    0.8844    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3389   -0.1586   -0.2345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5890   -1.4709   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499   -1.2354   -0.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1508   -1.3376   -2.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552   -1.1327   -2.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1545   -0.8286   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1282   -0.7120   -0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -0.4156    0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4774   -0.1753   -0.3173 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3826   -1.1166    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.6712    1.1884 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4117   -0.4362    2.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672   -0.6394    2.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332    0.0198    3.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0779    0.4803    0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3207    0.0612    0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    1.2846   -0.2727 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9197    2.5800   -0.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9370    1.2419   -0.0149 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2637    2.1166   -0.8992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8592   -0.9320   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -0.2975    0.3024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7138   -0.2296   -0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1089   -0.1796   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7907   -1.3504   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0782   -1.3358    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6787   -0.1189    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9840    1.0706    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5667    2.3077    0.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6951    1.0302   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127    0.3894    1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    1.4352    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3594    0.2471   -1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -2.1686   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -1.9188    0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052   -1.5747   -2.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -1.2083   -3.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -0.6809   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279   -0.2630   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8673   -1.5332    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8312   -0.3913    4.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2717    1.1459    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280   -0.0318   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971    0.7286   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8343    2.5481   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843    1.5766    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378    2.1750   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -0.8614    0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077   -1.2480    0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326    0.6749   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -1.0974   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3438   -2.3193   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6814   -2.2203    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6855   -0.0636    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4662    2.6951    1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1605    1.9666   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  2  0
  5 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 26  2  1  0
 34 28  1  0
 25  7  1  0
 23 13  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  6
 15 44  1  1
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  6
 22 49  1  0
 23 50  1  1
 24 51  1  0
 25 52  1  0
 26 53  1  1
 27 54  1  0
 27 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 33 59  1  0
 34 60  1  0
M  END

  Mrv1652310161901072D          

 41 44  0  0  1  0            999 V2000
    0.9589    3.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720    4.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    4.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159    5.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    5.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    5.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    5.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.0027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0028    4.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    8.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    5.5178    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078   10.9527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1067   10.5402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3222   10.5402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    9.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8212    9.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    4.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    9.7152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7818    5.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   11.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    8.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    9.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682    4.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    4.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306    6.3772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148    4.9344    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   11.3652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.8902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  6  0  0  0
 14 11  1  0  0  0  0
 15  5  2  0  0  0  0
 15  8  1  0  0  0  0
 16  6  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  1  0  0  0
 17 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 21 22  1  1  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 15  1  0  0  0  0
 18 26  1  6  0  0  0
 19 27  1  1  0  0  0
 20 28  1  1  0  0  0
 29 22  2  0  0  0  0
 30 22  1  0  0  0  0
 31 23  2  0  0  0  0
 32 11  1  0  0  0  0
 32 23  1  0  0  0  0
 33 16  1  0  0  0  0
 24 33  1  6  0  0  0
 34 21  1  0  0  0  0
 34 24  1  0  0  0  0
 14 35  1  1  0  0  0
 17 36  1  6  0  0  0
 18 37  1  1  0  0  0
 19 38  1  6  0  0  0
 20 39  1  6  0  0  0
 21 40  1  1  0  0  0
 24 41  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0240433

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC2=CC(O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=CC=C2)COC(=O)[C@@]1([H])CC1=CC(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O10/c25-15-5-1-3-13(8-15)10-17-14(11-32-23(17)31)7-12-4-2-6-16(9-12)33-24-20(28)18(26)19(27)21(34-24)22(29)30/h1-6,8-9,14,17-21,24-28H,7,10-11H2,(H,29,30)/t14-,17+,18+,19+,20-,21+,24-/m1/s1

> <INCHI_KEY>
YPASCVZALRQWQG-NBSJFAFNSA-N

> <FORMULA>
C24H26O10

> <MOLECULAR_WEIGHT>
474.462

> <EXACT_MASS>
474.152597037

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.77618783042682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{[(3S,4S)-4-[(3-hydroxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}phenoxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.54

> <JCHEM_LOGP>
1.6593314870000004

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.462681267019972

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.338789280783438

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868267622461603

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
114.71979999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{[(3S,4S)-4-[(3-hydroxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}phenoxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240433
     RDKit          3D
Enterolactone 3''-glucuronide
 60 63  0  0  0  0  0  0  0  0999 V2000
   -4.7901    1.1200    1.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8555    0.8801    1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.6945    0.9894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    0.8844    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3389   -0.1586   -0.2345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5890   -1.4709   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499   -1.2354   -0.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1508   -1.3376   -2.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552   -1.1327   -2.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1545   -0.8286   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1282   -0.7120   -0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -0.4156    0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4774   -0.1753   -0.3173 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3826   -1.1166    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.6712    1.1884 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4117   -0.4362    2.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672   -0.6394    2.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332    0.0198    3.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0779    0.4803    0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3207    0.0612    0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    1.2846   -0.2727 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9197    2.5800   -0.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9370    1.2419   -0.0149 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2637    2.1166   -0.8992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8592   -0.9320   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -0.2975    0.3024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7138   -0.2296   -0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1089   -0.1796   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7907   -1.3504   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0782   -1.3358    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6787   -0.1189    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9840    1.0706    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5667    2.3077    0.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6951    1.0302   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127    0.3894    1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    1.4352    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3594    0.2471   -1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -2.1686   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -1.9188    0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052   -1.5747   -2.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -1.2083   -3.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -0.6809   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279   -0.2630   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8673   -1.5332    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8312   -0.3913    4.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2717    1.1459    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280   -0.0318   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971    0.7286   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8343    2.5481   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843    1.5766    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378    2.1750   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -0.8614    0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077   -1.2480    0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326    0.6749   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -1.0974   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3438   -2.3193   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6814   -2.2203    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6855   -0.0636    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4662    2.6951    1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1605    1.9666   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  2  0
  5 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 26  2  1  0
 34 28  1  0
 25  7  1  0
 23 13  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  6
 15 44  1  1
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  6
 22 49  1  0
 23 50  1  1
 24 51  1  0
 25 52  1  0
 26 53  1  1
 27 54  1  0
 27 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 33 59  1  0
 34 60  1  0
M  END

HEADER    PROTEIN                                 16-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-OCT-19         0                                  
HETATM    1  C   UNK     0       1.790   7.208   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.468  13.515   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.934   8.239   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.802  12.745   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.325   7.684   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.468  15.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.469  12.745   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.150  10.221   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136  15.055   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.759  10.776   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.715  10.300   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.136  13.515   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.614   9.745   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.469  11.205   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.005   9.191   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.802  15.825   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.223  10.300   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.134  20.445   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.199  19.675   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.468  19.675   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.199  18.135   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.533  17.365   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.699   8.835   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.468  18.135   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.459   9.667   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.134  21.985   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.533  20.445   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.802  20.445   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.533  15.825   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.867  18.135   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.794   7.589   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       7.239   8.835   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.802  17.365   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.134  17.365   0.000  0.00  0.00           O+0
HETATM   35  H   UNK     0       5.097  11.904   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.134   9.211   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.199  21.215   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.533  18.905   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.802  18.905   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.134  18.905   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.468  16.595   0.000  0.00  0.00           H+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1   13                                                       
CONECT    4    2   12                                                       
CONECT    5    1   15                                                       
CONECT    6    2   16                                                       
CONECT    7   12   14                                                       
CONECT    8   13   15                                                       
CONECT    9   12   16                                                       
CONECT   10   13   17                                                       
CONECT   11   14   32                                                       
CONECT   12    4    7    9                                                  
CONECT   13    3    8   10                                                  
CONECT   14    7   11   17   35                                             
CONECT   15    5    8   25                                                  
CONECT   16    6    9   33                                                  
CONECT   17   10   14   23   36                                             
CONECT   18   19   20   26   37                                             
CONECT   19   18   21   27   38                                             
CONECT   20   18   24   28   39                                             
CONECT   21   19   22   34   40                                             
CONECT   22   21   29   30                                                  
CONECT   23   17   31   32                                                  
CONECT   24   20   33   34   41                                             
CONECT   25   15                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   22                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   11   23                                                       
CONECT   33   16   24                                                       
CONECT   34   21   24                                                       
CONECT   35   14                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   24                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

COMPND    HMDB0240433
HETATM    1  O1  UNL     1      -4.790   1.120   1.983  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.856   0.880   1.184  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.762   1.695   0.989  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.656   0.884   0.604  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.339  -0.159  -0.234  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.589  -1.471  -0.298  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.250  -1.235  -0.882  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.151  -1.338  -2.267  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.055  -1.133  -2.860  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.154  -0.829  -2.083  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.128  -0.712  -0.710  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.175  -0.416   0.106  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.477  -0.175  -0.317  1.00  0.00           C  
HETATM   14  O4  UNL     1       5.383  -1.117   0.170  1.00  0.00           O  
HETATM   15  C11 UNL     1       6.179  -0.671   1.188  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.412  -0.436   2.453  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.167  -0.639   2.535  1.00  0.00           O  
HETATM   18  O6  UNL     1       6.033   0.020   3.607  1.00  0.00           O  
HETATM   19  C13 UNL     1       7.078   0.480   0.839  1.00  0.00           C  
HETATM   20  O7  UNL     1       8.321   0.061   0.353  1.00  0.00           O  
HETATM   21  C14 UNL     1       6.426   1.285  -0.273  1.00  0.00           C  
HETATM   22  O8  UNL     1       6.920   2.580  -0.322  1.00  0.00           O  
HETATM   23  C15 UNL     1       4.937   1.242  -0.015  1.00  0.00           C  
HETATM   24  O9  UNL     1       4.264   2.117  -0.899  1.00  0.00           O  
HETATM   25  C16 UNL     1       0.859  -0.932  -0.136  1.00  0.00           C  
HETATM   26  C17 UNL     1      -3.732  -0.297   0.302  1.00  0.00           C  
HETATM   27  C18 UNL     1      -4.714  -0.230  -0.858  1.00  0.00           C  
HETATM   28  C19 UNL     1      -6.109  -0.180  -0.364  1.00  0.00           C  
HETATM   29  C20 UNL     1      -6.791  -1.350  -0.167  1.00  0.00           C  
HETATM   30  C21 UNL     1      -8.078  -1.336   0.287  1.00  0.00           C  
HETATM   31  C22 UNL     1      -8.679  -0.119   0.544  1.00  0.00           C  
HETATM   32  C23 UNL     1      -7.984   1.071   0.343  1.00  0.00           C  
HETATM   33  O10 UNL     1      -8.567   2.308   0.594  1.00  0.00           O  
HETATM   34  C24 UNL     1      -6.695   1.030  -0.113  1.00  0.00           C  
HETATM   35  H1  UNL     1      -1.213   0.389   1.504  1.00  0.00           H  
HETATM   36  H2  UNL     1      -0.889   1.435   0.052  1.00  0.00           H  
HETATM   37  H3  UNL     1      -2.359   0.247  -1.287  1.00  0.00           H  
HETATM   38  H4  UNL     1      -2.182  -2.169  -0.907  1.00  0.00           H  
HETATM   39  H5  UNL     1      -1.524  -1.919   0.722  1.00  0.00           H  
HETATM   40  H6  UNL     1      -1.005  -1.575  -2.881  1.00  0.00           H  
HETATM   41  H7  UNL     1       1.149  -1.208  -3.934  1.00  0.00           H  
HETATM   42  H8  UNL     1       3.073  -0.681  -2.629  1.00  0.00           H  
HETATM   43  H9  UNL     1       4.528  -0.263  -1.415  1.00  0.00           H  
HETATM   44  H10 UNL     1       6.867  -1.533   1.437  1.00  0.00           H  
HETATM   45  H11 UNL     1       6.831  -0.391   4.036  1.00  0.00           H  
HETATM   46  H12 UNL     1       7.272   1.146   1.710  1.00  0.00           H  
HETATM   47  H13 UNL     1       8.328  -0.032  -0.629  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.597   0.729  -1.222  1.00  0.00           H  
HETATM   49  H15 UNL     1       7.834   2.548  -0.681  1.00  0.00           H  
HETATM   50  H16 UNL     1       4.684   1.577   0.994  1.00  0.00           H  
HETATM   51  H17 UNL     1       3.338   2.175  -0.535  1.00  0.00           H  
HETATM   52  H18 UNL     1       0.748  -0.861   0.936  1.00  0.00           H  
HETATM   53  H19 UNL     1      -3.908  -1.248   0.832  1.00  0.00           H  
HETATM   54  H20 UNL     1      -4.533   0.675  -1.483  1.00  0.00           H  
HETATM   55  H21 UNL     1      -4.528  -1.097  -1.517  1.00  0.00           H  
HETATM   56  H22 UNL     1      -6.344  -2.319  -0.361  1.00  0.00           H  
HETATM   57  H23 UNL     1      -8.681  -2.220   0.467  1.00  0.00           H  
HETATM   58  H24 UNL     1      -9.686  -0.064   0.901  1.00  0.00           H  
HETATM   59  H25 UNL     1      -8.466   2.695   1.523  1.00  0.00           H  
HETATM   60  H26 UNL     1      -6.160   1.967  -0.267  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   26
CONECT    3    4
CONECT    4    5   35   36
CONECT    5    6   26   37
CONECT    6    7   38   39
CONECT    7    8    8   25
CONECT    8    9   40
CONECT    9   10   10   41
CONECT   10   11   42
CONECT   11   12   25   25
CONECT   12   13
CONECT   13   14   23   43
CONECT   14   15
CONECT   15   16   19   44
CONECT   16   17   17   18
CONECT   18   45
CONECT   19   20   21   46
CONECT   20   47
CONECT   21   22   23   48
CONECT   22   49
CONECT   23   24   50
CONECT   24   51
CONECT   25   52
CONECT   26   27   53
CONECT   27   28   54   55
CONECT   28   29   29   34
CONECT   29   30   56
CONECT   30   31   31   57
CONECT   31   32   58
CONECT   32   33   34   34
CONECT   33   59
CONECT   34   60
END

HMDB0240433
     RDKit          3D
Enterolactone 3''-glucuronide
 60 63  0  0  0  0  0  0  0  0999 V2000
   -4.7901    1.1200    1.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8555    0.8801    1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    1.6945    0.9894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    0.8844    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3389   -0.1586   -0.2345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5890   -1.4709   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499   -1.2354   -0.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1508   -1.3376   -2.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552   -1.1327   -2.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1545   -0.8286   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1282   -0.7120   -0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -0.4156    0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4774   -0.1753   -0.3173 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3826   -1.1166    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.6712    1.1884 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4117   -0.4362    2.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672   -0.6394    2.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332    0.0198    3.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0779    0.4803    0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3207    0.0612    0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    1.2846   -0.2727 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9197    2.5800   -0.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9370    1.2419   -0.0149 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2637    2.1166   -0.8992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8592   -0.9320   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -0.2975    0.3024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7138   -0.2296   -0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1089   -0.1796   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7907   -1.3504   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0782   -1.3358    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6787   -0.1189    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9840    1.0706    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5667    2.3077    0.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6951    1.0302   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127    0.3894    1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    1.4352    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3594    0.2471   -1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -2.1686   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -1.9188    0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052   -1.5747   -2.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -1.2083   -3.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -0.6809   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279   -0.2630   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8673   -1.5332    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8312   -0.3913    4.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2717    1.1459    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280   -0.0318   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971    0.7286   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8343    2.5481   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843    1.5766    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378    2.1750   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -0.8614    0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077   -1.2480    0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326    0.6749   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -1.0974   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3438   -2.3193   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6814   -2.2203    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6855   -0.0636    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4662    2.6951    1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1605    1.9666   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  2  0
  5 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 26  2  1  0
 34 28  1  0
 25  7  1  0
 23 13  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  6
 15 44  1  1
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  6
 22 49  1  0
 23 50  1  1
 24 51  1  0
 25 52  1  0
 26 53  1  1
 27 54  1  0
 27 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 33 59  1  0
 34 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(3-{[(3S,4S)-4-[(3-hydroxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}phenoxy)oxane-2-carboxylate	HMDB
Enterolactone 3’’-glucuronide	HMDB
Enterolactone glucuronide	HMDB
Enterolactone monoglucuronide	HMDB
Enterolactone 3''-glucuronide	HMDB

Chemical Formula

C₂₄H₂₆O₁₀

Average Molecular Weight

474.462

Monoisotopic Molecular Weight

474.152597037

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{[(3S,4S)-4-[(3-hydroxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}phenoxy)oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{[(3S,4S)-4-[(3-hydroxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC(O)=CC=C3)=C2)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C24H26O10/c25-15-5-1-3-13(8-15)10-17-14(11-32-23(17)31)7-12-4-2-6-16(9-12)33-24-20(28)18(26)19(27)21(34-24)22(29)30/h1-6,8-9,14,17-21,24-28H,7,10-11H2,(H,29,30)/t14-,17+,18+,19+,20-,21+,24-/m1/s1

InChI Key

YPASCVZALRQWQG-NBSJFAFNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Dibenzylbutyrolactone
Furanoid lignan
9,9p-epoxylignan
Tetrahydrofuran lignan
Lignan lactone
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Phenoxy compound
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Gamma butyrolactone
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 23307617)

Source

Exogenous

Exogenous (HMDB: HMDB0240433)

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	1.54	ALOGPS
logP	1.66	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	114.72 m³·mol⁻¹	ChemAxon
Polarizability	46.78 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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+H]+	207.274	30932474
DeepCCS	[M-H]-	204.905	30932474
DeepCCS	[M-2H]-	238.143	30932474
DeepCCS	[M+Na]+	213.121	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Enterolactone 3''-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC(O)=CC=C3)=C2)O[C@@H]([C@H]1O)C(O)=O	5318.4	Standard polar	33892256
Enterolactone 3''-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC(O)=CC=C3)=C2)O[C@@H]([C@H]1O)C(O)=O	3842.8	Standard non polar	33892256
Enterolactone 3''-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC(O)=CC=C3)=C2)O[C@@H]([C@H]1O)C(O)=O	4371.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Enterolactone 3''-glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)O[C@H](C(=O)O)[C@H]1O	3908.9	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3912.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)=C2)=C1	3957.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@H]1O	3923.7	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3905.4	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@@H]1O[Si](C)(C)C	3855.1	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3872.1	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #2	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C2)=C1	3900.0	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3834.8	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@H]1O[Si](C)(C)C	3868.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #5	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C2)=C1	3897.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3844.5	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C)[C@H]1O	3863.5	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3902.0	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TMS,isomer #9	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C2)=C1	3910.2	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	3838.9	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3887.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3813.4	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C2)=C1	3867.2	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3862.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #5	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C2)=C1	3889.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3831.2	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3865.1	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #8	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C2)=C1	3884.7	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3828.8	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,4TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C2)=C1	3856.5	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3830.0	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3841.9	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3856.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3865.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C)=C3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3846.4	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)O[C@H](C(=O)O)[C@H]1O	4143.9	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	4149.2	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)=C2)=C1	4194.2	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@H]1O	4151.5	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	4146.1	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	4290.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4326.7	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C2)=C1	4360.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4294.8	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4302.9	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C2)=C1	4358.7	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4302.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4298.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C(C)(C)C)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	4356.8	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C2)=C1	4359.7	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	4446.0	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C(C)(C)C)=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4540.6	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4444.8	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C2)=C1	4502.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C(C)(C)C)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4512.4	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C2)=C1	4508.2	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4457.0	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O[Si](C)(C)C(C)(C)C)=C3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4528.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC=CC(C[C@@H]2C(=O)OC[C@H]2CC2=CC=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C2)=C1	4513.3	Semi standard non polar	33892256
Enterolactone 3''-glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(C[C@@H]3COC(=O)[C@H]3CC3=CC=CC(O)=C3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4479.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Enterolactone 3''-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enterolactone 3''-glucuronide 10V, Negative-QTOF	splash10-05fs-0030900000-2ef50e7937580868d97d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enterolactone 3''-glucuronide 20V, Negative-QTOF	splash10-0002-4390600000-4f4ac8dcd062b2ab5bfa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enterolactone 3''-glucuronide 40V, Negative-QTOF	splash10-0005-9220000000-23e8381384522fb85374	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enterolactone 3''-glucuronide 10V, Positive-QTOF	splash10-056r-0340900000-c5e849f1324c534dbf62	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enterolactone 3''-glucuronide 20V, Positive-QTOF	splash10-0a4l-8724900000-09728c05ce4228970c9f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enterolactone 3''-glucuronide 40V, Positive-QTOF	splash10-0a4i-8987600000-f80aa5c6ea258efa89c8	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	23307617	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

FDB093696

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155926115

PDB ID

Not Available

ChEBI ID

176435

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

Bondia-Pons I, Barri T, Hanhineva K, Juntunen K, Dragsted LO, Mykkanen H, Poutanen K: UPLC-QTOF/MS metabolic profiling unveils urinary changes in humans after a whole grain rye versus refined wheat bread intervention. Mol Nutr Food Res. 2013 Mar;57(3):412-22. doi: 10.1002/mnfr.201200571. Epub 2013 Jan 10. [PubMed:23307617 ]

Showing metabocard for Enterolactone 3''-glucuronide (HMDB0240433)

MOL for HMDB0240433 (Enterolactone 3''-glucuronide)

3D MOL for HMDB0240433 (Enterolactone 3''-glucuronide)

3D SDF for HMDB0240433 (Enterolactone 3''-glucuronide)

3D-SDF for HMDB0240433 (Enterolactone 3''-glucuronide)

PDB for HMDB0240433 (Enterolactone 3''-glucuronide)

3D PDB for HMDB0240433 (Enterolactone 3''-glucuronide)

SMILES for HMDB0240433 (Enterolactone 3''-glucuronide)

INCHI for HMDB0240433 (Enterolactone 3''-glucuronide)

Structure for HMDB0240433 (Enterolactone 3''-glucuronide)

3D Structure for HMDB0240433 (Enterolactone 3''-glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra