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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (22) Show 22 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-22 18:18:29 UTC

Update Date

2021-09-14 15:40:24 UTC

HMDB ID

HMDB0006224

Secondary Accession Numbers

HMDB0006767
HMDB06224
HMDB06767

Metabolite Identification

Common Name

17-beta-Estradiol-3-glucuronide

Description

17beta-Estradiol 3-glucuronide belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. 17beta-Estradiol 3-glucuronide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Estradiol glucuronide is believed to play an important role in the mechanism of 17beta-estradiol(E2)-mediated tumour formation. Conjugation with glucuronic acid lowers tissue levels by facilitating excretion. Heterotropic activation by daidzein appears to be specific for the glucuronidation of E2 because daidzein did not affect the glucuronidation of the 2- and 4-hydroxy metabolites of E2 (PMID: 16598814 ).

Structure

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


  Mrv1652303062020182D          

 35 39  0  0  0  0            999 V2000
   -0.6348   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.1073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9376    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7222    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    1.3852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9771    2.1698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9376    1.1302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9376    1.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -0.9323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7782   -1.3448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7782   -2.1698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927   -0.9323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2070   -1.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2070    0.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0637   -0.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    1.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637    1.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.5198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231    0.7177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9376   -0.5198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  1  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 19  1  0  0  0  0
  5 19  2  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  1  0  0  0
 21 29  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  1 20  1  0  0  0  0
 18 33  1  6  0  0  0
  8 34  1  1  0  0  0
  9 35  1  6  0  0  0
M  END

HMDB0006224
     RDKit          3D
17-beta-Estradiol-3-glucuronide
 64 68  0  0  0  0  0  0  0  0999 V2000
   -4.5094   -1.8991    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -0.6381   -0.2814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4280   -0.6614   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603   -0.5284   -1.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942    0.4681   -0.9986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8407    0.3628   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2313    0.0328   -2.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.0686   -2.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9712    0.1512   -1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202    0.0212   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    0.1988   -0.3935 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1159    1.2738   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2607    1.3125    0.0490 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4787    0.9334   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.9366   -0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917    0.5742   -2.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331    0.5823    1.3561 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2636    1.2515    2.2363 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7788   -0.8736    1.2098 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9294   -1.6620    1.3108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969   -1.0556   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1780   -2.1130   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3264    0.4785   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0714    0.5880    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278    0.9481    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    1.4316    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    0.4049    0.4456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2747    0.6017    0.3706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0067    0.6674    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4492    0.4047    1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3350   -0.3804   -0.0946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0926   -1.5340    0.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3994   -2.5770    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1924   -1.7567    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7485   -2.4367   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9926    0.0841   -2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314   -1.6602   -2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7892   -0.1917   -2.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254   -1.5119   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    1.4938   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.1598   -3.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.3304   -3.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260    0.4651    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4023    2.3991    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1374   -0.1232   -2.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1539    0.6331    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266    2.1881    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -1.1803    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6695   -2.6020    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8149   -1.2923   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -2.8330   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270    0.6591    0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    1.7182    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    0.0275    2.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    1.5485    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    2.4319    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5383   -0.5911    0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293    1.4680   -0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914   -0.0237    2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    1.6943    2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8637    1.4127    0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0243   -0.1207    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6742    0.2404   -0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9664   -1.2829    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 28  2  1  0
 31  2  1  0
 27  5  1  0
 24  6  1  0
 21 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  6
  7 41  1  0
  8 42  1  0
 11 43  1  1
 13 44  1  1
 16 45  1  0
 17 46  1  1
 18 47  1  0
 19 48  1  1
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 21 50  1  6
 22 51  1  0
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 25 54  1  0
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 27 57  1  1
 28 58  1  6
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  6
 32 64  1  0
M  END


  Mrv1652303062020182D          

 35 39  0  0  0  0            999 V2000
   -0.6348   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.1073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9376    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7222    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    1.3852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9771    2.1698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9376    1.1302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9376    1.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -0.9323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7782   -1.3448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7782   -2.1698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927   -0.9323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2070   -1.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2070    0.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0637   -0.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    1.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637    1.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.5198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231    0.7177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9376   -0.5198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  1  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 19  1  0  0  0  0
  5 19  2  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  1  0  0  0
 21 29  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  1 20  1  0  0  0  0
 18 33  1  6  0  0  0
  8 34  1  1  0  0  0
  9 35  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006224

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1

> <INCHI_KEY>
MUOHJTRCBBDUOW-QXYWQCSFSA-N

> <FORMULA>
C24H32O8

> <MOLECULAR_WEIGHT>
448.5061

> <EXACT_MASS>
448.209718

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.13253863462879

> <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-{[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.46

> <JCHEM_LOGP>
1.7977077730000004

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216821230699406

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3003535897009564

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8838739528848581

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
111.91649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006224
     RDKit          3D
17-beta-Estradiol-3-glucuronide
 64 68  0  0  0  0  0  0  0  0999 V2000
   -4.5094   -1.8991    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -0.6381   -0.2814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4280   -0.6614   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603   -0.5284   -1.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942    0.4681   -0.9986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8407    0.3628   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2313    0.0328   -2.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.0686   -2.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9712    0.1512   -1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202    0.0212   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    0.1988   -0.3935 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1159    1.2738   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2607    1.3125    0.0490 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4787    0.9334   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.9366   -0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917    0.5742   -2.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331    0.5823    1.3561 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2636    1.2515    2.2363 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7788   -0.8736    1.2098 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9294   -1.6620    1.3108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969   -1.0556   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1780   -2.1130   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3264    0.4785   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0714    0.5880    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278    0.9481    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    1.4316    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    0.4049    0.4456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2747    0.6017    0.3706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0067    0.6674    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4492    0.4047    1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3350   -0.3804   -0.0946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0926   -1.5340    0.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3994   -2.5770    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1924   -1.7567    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7485   -2.4367   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9926    0.0841   -2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314   -1.6602   -2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7892   -0.1917   -2.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254   -1.5119   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    1.4938   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.1598   -3.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.3304   -3.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260    0.4651    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4023    2.3991    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1374   -0.1232   -2.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1539    0.6331    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266    2.1881    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -1.1803    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6695   -2.6020    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8149   -1.2923   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -2.8330   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270    0.6591    0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    1.7182    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    0.0275    2.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    1.5485    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    2.4319    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5383   -0.5911    0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293    1.4680   -0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914   -0.0237    2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    1.6943    2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8637    1.4127    0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0243   -0.1207    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6742    0.2404   -0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9664   -1.2829    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 28  2  1  0
 31  2  1  0
 27  5  1  0
 24  6  1  0
 21 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  6
  7 41  1  0
  8 42  1  0
 11 43  1  1
 13 44  1  1
 16 45  1  0
 17 46  1  1
 18 47  1  0
 19 48  1  1
 20 49  1  0
 21 50  1  6
 22 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  1
 28 58  1  6
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  6
 32 64  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.185  -1.740   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.185  -0.200   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.149   0.570   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.149  -2.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.483  -1.740   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.816  -2.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.150  -1.740   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.150  -0.200   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.484   0.570   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.948   0.094   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.853   1.340   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.948   2.586   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.424   4.050   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.484   2.110   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.484   3.650   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.150   2.880   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.816   2.110   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.816   0.570   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.483  -0.200   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.519  -2.510   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.852  -1.740   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.186  -2.510   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.186  -4.050   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -6.520  -1.740   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -7.853  -2.510   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.520  -0.200   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -7.853   0.570   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.186   0.570   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.852  -0.200   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.186   2.110   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.520   2.880   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.852   2.880   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       2.816  -0.970   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.150   1.340   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.484  -0.970   0.000  0.00  0.00           H+0
CONECT    1    2    4   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2   19                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   18   34                                             
CONECT    9    8   10   14   35                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    9   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    8   19   33                                             
CONECT   19   18    3    5                                                  
CONECT   20   21    1                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28   21                                                       
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   18                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0006224
HETATM    1  C1  UNL     1      -4.509  -1.899   0.449  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.875  -0.638  -0.281  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.428  -0.661  -1.703  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.960  -0.528  -1.878  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.294   0.468  -0.999  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.841   0.363  -1.051  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.231   0.033  -2.236  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.141  -0.069  -2.294  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.971   0.151  -1.185  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.320   0.021  -1.366  1.00  0.00           O  
HETATM   11  C10 UNL     1       4.286   0.199  -0.394  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.116   1.274  -0.723  1.00  0.00           O  
HETATM   13  C11 UNL     1       6.261   1.312   0.049  1.00  0.00           C  
HETATM   14  C12 UNL     1       7.479   0.933  -0.695  1.00  0.00           C  
HETATM   15  O3  UNL     1       8.574   0.937  -0.077  1.00  0.00           O  
HETATM   16  O4  UNL     1       7.492   0.574  -2.033  1.00  0.00           O  
HETATM   17  C13 UNL     1       6.133   0.582   1.356  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.264   1.252   2.236  1.00  0.00           O  
HETATM   19  C14 UNL     1       5.779  -0.874   1.210  1.00  0.00           C  
HETATM   20  O6  UNL     1       6.929  -1.662   1.311  1.00  0.00           O  
HETATM   21  C15 UNL     1       5.097  -1.056  -0.127  1.00  0.00           C  
HETATM   22  O7  UNL     1       4.178  -2.113  -0.080  1.00  0.00           O  
HETATM   23  C16 UNL     1       1.326   0.479  -0.020  1.00  0.00           C  
HETATM   24  C17 UNL     1      -0.071   0.588   0.064  1.00  0.00           C  
HETATM   25  C18 UNL     1      -0.628   0.948   1.385  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.056   1.432   1.227  1.00  0.00           C  
HETATM   27  C20 UNL     1      -2.811   0.405   0.446  1.00  0.00           C  
HETATM   28  C21 UNL     1      -4.275   0.602   0.371  1.00  0.00           C  
HETATM   29  C22 UNL     1      -5.007   0.667   1.655  1.00  0.00           C  
HETATM   30  C23 UNL     1      -6.449   0.405   1.203  1.00  0.00           C  
HETATM   31  C24 UNL     1      -6.335  -0.380  -0.095  1.00  0.00           C  
HETATM   32  O8  UNL     1      -7.093  -1.534   0.056  1.00  0.00           O  
HETATM   33  H1  UNL     1      -5.399  -2.577   0.458  1.00  0.00           H  
HETATM   34  H2  UNL     1      -4.192  -1.757   1.480  1.00  0.00           H  
HETATM   35  H3  UNL     1      -3.749  -2.437  -0.175  1.00  0.00           H  
HETATM   36  H4  UNL     1      -4.993   0.084  -2.300  1.00  0.00           H  
HETATM   37  H5  UNL     1      -4.731  -1.660  -2.128  1.00  0.00           H  
HETATM   38  H6  UNL     1      -2.789  -0.192  -2.944  1.00  0.00           H  
HETATM   39  H7  UNL     1      -2.425  -1.512  -1.800  1.00  0.00           H  
HETATM   40  H8  UNL     1      -2.593   1.494  -1.356  1.00  0.00           H  
HETATM   41  H9  UNL     1      -0.765  -0.160  -3.158  1.00  0.00           H  
HETATM   42  H10 UNL     1       1.627  -0.330  -3.234  1.00  0.00           H  
HETATM   43  H11 UNL     1       3.826   0.465   0.570  1.00  0.00           H  
HETATM   44  H12 UNL     1       6.402   2.399   0.327  1.00  0.00           H  
HETATM   45  H13 UNL     1       8.137  -0.123  -2.354  1.00  0.00           H  
HETATM   46  H14 UNL     1       7.154   0.633   1.834  1.00  0.00           H  
HETATM   47  H15 UNL     1       5.627   2.188   2.281  1.00  0.00           H  
HETATM   48  H16 UNL     1       5.043  -1.180   1.984  1.00  0.00           H  
HETATM   49  H17 UNL     1       6.669  -2.602   1.150  1.00  0.00           H  
HETATM   50  H18 UNL     1       5.815  -1.292  -0.912  1.00  0.00           H  
HETATM   51  H19 UNL     1       4.400  -2.833  -0.721  1.00  0.00           H  
HETATM   52  H20 UNL     1       1.927   0.659   0.870  1.00  0.00           H  
HETATM   53  H21 UNL     1       0.005   1.718   1.872  1.00  0.00           H  
HETATM   54  H22 UNL     1      -0.675   0.027   2.024  1.00  0.00           H  
HETATM   55  H23 UNL     1      -2.548   1.549   2.207  1.00  0.00           H  
HETATM   56  H24 UNL     1      -2.047   2.432   0.739  1.00  0.00           H  
HETATM   57  H25 UNL     1      -2.538  -0.591   0.848  1.00  0.00           H  
HETATM   58  H26 UNL     1      -4.529   1.468  -0.251  1.00  0.00           H  
HETATM   59  H27 UNL     1      -4.691  -0.024   2.433  1.00  0.00           H  
HETATM   60  H28 UNL     1      -4.920   1.694   2.065  1.00  0.00           H  
HETATM   61  H29 UNL     1      -6.864   1.413   0.949  1.00  0.00           H  
HETATM   62  H30 UNL     1      -7.024  -0.121   1.964  1.00  0.00           H  
HETATM   63  H31 UNL     1      -6.674   0.240  -0.968  1.00  0.00           H  
HETATM   64  H32 UNL     1      -7.966  -1.283   0.462  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   28   31
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   27   40
CONECT    6    7    7   24
CONECT    7    8   41
CONECT    8    9    9   42
CONECT    9   10   23
CONECT   10   11
CONECT   11   12   21   43
CONECT   12   13
CONECT   13   14   17   44
CONECT   14   15   15   16
CONECT   16   45
CONECT   17   18   19   46
CONECT   18   47
CONECT   19   20   21   48
CONECT   20   49
CONECT   21   22   50
CONECT   22   51
CONECT   23   24   24   52
CONECT   24   25
CONECT   25   26   53   54
CONECT   26   27   55   56
CONECT   27   28   57
CONECT   28   29   58
CONECT   29   30   59   60
CONECT   30   31   61   62
CONECT   31   32   63
CONECT   32   64
END

HMDB0006224
     RDKit          3D
17-beta-Estradiol-3-glucuronide
 64 68  0  0  0  0  0  0  0  0999 V2000
   -4.5094   -1.8991    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -0.6381   -0.2814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4280   -0.6614   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603   -0.5284   -1.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942    0.4681   -0.9986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8407    0.3628   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2313    0.0328   -2.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.0686   -2.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9712    0.1512   -1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202    0.0212   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    0.1988   -0.3935 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1159    1.2738   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2607    1.3125    0.0490 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4787    0.9334   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.9366   -0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917    0.5742   -2.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331    0.5823    1.3561 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2636    1.2515    2.2363 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7788   -0.8736    1.2098 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9294   -1.6620    1.3108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969   -1.0556   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1780   -2.1130   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3264    0.4785   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0714    0.5880    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278    0.9481    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    1.4316    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    0.4049    0.4456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2747    0.6017    0.3706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0067    0.6674    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4492    0.4047    1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3350   -0.3804   -0.0946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0926   -1.5340    0.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3994   -2.5770    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1924   -1.7567    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7485   -2.4367   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9926    0.0841   -2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314   -1.6602   -2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7892   -0.1917   -2.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254   -1.5119   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    1.4938   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.1598   -3.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.3304   -3.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260    0.4651    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4023    2.3991    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1374   -0.1232   -2.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1539    0.6331    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266    2.1881    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -1.1803    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6695   -2.6020    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8149   -1.2923   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -2.8330   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270    0.6591    0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    1.7182    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    0.0275    2.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    1.5485    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    2.4319    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5383   -0.5911    0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293    1.4680   -0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914   -0.0237    2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    1.6943    2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8637    1.4127    0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0243   -0.1207    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6742    0.2404   -0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9664   -1.2829    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 28  2  1  0
 31  2  1  0
 27  5  1  0
 24  6  1  0
 21 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  6
  7 41  1  0
  8 42  1  0
 11 43  1  1
 13 44  1  1
 16 45  1  0
 17 46  1  1
 18 47  1  0
 19 48  1  1
 20 49  1  0
 21 50  1  6
 22 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  1
 28 58  1  6
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  6
 32 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17beta-Estradiol 3-(beta-D-glucuronide)	ChEBI
17beta-Estradiol 3-glucuronide	ChEBI
Estradiol-17beta 3-glucuronide	ChEBI
Estradiol-3-glucuronide	ChEBI
17b-Estradiol 3-(b-D-glucuronide)	Generator
17Β-estradiol 3-(β-D-glucuronide)	Generator
17b-Estradiol 3-glucuronide	Generator
17Β-estradiol 3-glucuronide	Generator
Estradiol-17b 3-glucuronide	Generator
Estradiol-17β 3-glucuronide	Generator
17-b-Estradiol-3-glucuronide	Generator
17-Β-estradiol-3-glucuronide	Generator
(17beta)-17-Hydroxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid	HMDB
(17Β)-17-hydroxyestra-1,3,5(10)-trien-3-yl β-D-glucopyranosiduronic acid	HMDB
17beta-Estradiol 3-glucosiduronate	HMDB
17Β-estradiol 3-glucosiduronate	HMDB
Estradiol 3-glucosiduronate	HMDB
Estradiol 3-glucuronide	HMDB
Estradiol-17beta-3-(beta-D-glucuronide)	HMDB
Estradiol-17β-3-(β-D-glucuronide)	HMDB

Chemical Formula

C₂₄H₃₂O₈

Average Molecular Weight

448.5061

Monoisotopic Molecular Weight

448.209718

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

15270-30-1

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3

InChI Identifier

InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1

InChI Key

MUOHJTRCBBDUOW-QXYWQCSFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
Estrane-skeleton
Hydroxysteroid
17-hydroxysteroid
Fatty acyl glycoside
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Tetralin
Beta-hydroxy acid
Fatty acyl
Pyran
Benzenoid
Oxane
Monosaccharide
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

steroid glucosiduronic acid (CHEBI:36489 )
C18 steroids (estrogens) and derivatives (C05503 )
Glucuronides (C05503 )
Glucuronides (LMST05010007 )

Ontology

Not Available

Liver (HMDB: HMDB0006224)
Kidney (HMDB: HMDB0006224)

Excreta

Biofluid or Excreta

Urine (PMID: 6460495)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19916521)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0006224)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Androgen and Estrogen Metabolism (HMDB: HMDB0006224)

Disease pathway

17-beta Hydroxysteroid Dehydrogenase III Deficiency (PathBank: SMP0000356)
Aromatase Deficiency (PathBank: SMP0000565)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	1.46	ALOGPS
logP	1.8	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.92 m³·mol⁻¹	ChemAxon
Polarizability	48.13 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	237.495	30932474
DeepCCS	[M+Na]+	211.33	30932474
AllCCS	[M+H]+	207.8	32859911
AllCCS	[M+H-H2O]+	205.9	32859911
AllCCS	[M+NH4]+	209.6	32859911
AllCCS	[M+Na]+	210.1	32859911
AllCCS	[M-H]-	199.9	32859911
AllCCS	[M+Na-2H]-	200.8	32859911
AllCCS	[M+HCOO]-	201.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
17-beta-Estradiol-3-glucuronide	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3	4271.1	Standard polar	33892256
17-beta-Estradiol-3-glucuronide	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3	3814.9	Standard non polar	33892256
17-beta-Estradiol-3-glucuronide	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3	4058.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17-beta-Estradiol-3-glucuronide,1TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3872.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3866.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TMS,isomer #3	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3873.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TMS,isomer #4	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3869.8	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TMS,isomer #5	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3824.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3813.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #10	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3843.1	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3844.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #3	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3851.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #4	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3851.1	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #5	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3841.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #6	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3855.0	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #7	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3860.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #8	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3834.2	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TMS,isomer #9	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3860.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3836.9	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #10	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3860.2	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3826.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #3	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3831.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #4	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3861.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #5	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3855.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #6	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3857.8	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #7	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3850.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #8	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3856.1	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TMS,isomer #9	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3869.4	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,4TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3860.4	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,4TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3866.9	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,4TMS,isomer #3	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3875.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,4TMS,isomer #4	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3890.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,4TMS,isomer #5	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O	3878.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,5TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]5O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O[Si](C)(C)C	3878.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)=CC=C4[C@H]3CC[C@]12C	4115.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O)[C@H]1O	4118.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)O[C@H](C(=O)O)[C@H]1O	4125.1	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	4114.4	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O	4098.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O	4323.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4341.0	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@H](O)[C@H]1O	4329.0	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)O[C@H](C(=O)O)[C@H]1O	4342.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C(C)(C)C)=CC=C4[C@H]3CC[C@]12C	4336.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4336.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4332.5	Semi standard non polar	33892256
17-beta-Estradiol-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=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4332.2	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@@H]1O[Si](C)(C)C(C)(C)C	4333.0	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4338.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4542.3	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4533.7	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4535.1	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4535.4	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4534.5	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[C@@H]5O[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]5O)=CC=C4[C@H]3CC[C@]12C	4530.1	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]23)[C@@H]1O[Si](C)(C)C(C)(C)C	4531.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4556.4	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4530.6	Semi standard non polar	33892256
17-beta-Estradiol-3-glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C3C(=C2)CC[C@@H]2[C@@H]3CC[C@]3(C)[C@@H](O)CC[C@@H]23)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	4536.0	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 - 17-beta-Estradiol-3-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-beta-Estradiol-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 - 17-beta-Estradiol-3-glucuronide 10V, Negative-QTOF	splash10-0002-0000900000-dbce777edf435a424ee4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-beta-Estradiol-3-glucuronide 20V, Negative-QTOF	splash10-0002-2222900000-cdf3987eca3a9e28d21a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-beta-Estradiol-3-glucuronide 40V, Negative-QTOF	splash10-0kgk-6193300000-8d16b4b751613c15d0cf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-beta-Estradiol-3-glucuronide 10V, Positive-QTOF	splash10-0002-0030900000-fe10dd4aa1baa46d3dde	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-beta-Estradiol-3-glucuronide 20V, Positive-QTOF	splash10-0a5a-0245900000-bb81ada0e7df1ba06f1a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-beta-Estradiol-3-glucuronide 40V, Positive-QTOF	splash10-052b-1961000000-9417e71bf8ebf0444916	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Androgen and Estrogen Metabolism
17-Beta Hydroxysteroid Dehydrogenase III Deficiency		Not Available
Aromatase deficiency		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000023+/-0.000026 uM	Adult (>18 years old)	Female	Normal	19916521	details
Blood	Detected and Quantified	0.000074+/-0.000045 uM	Adult (>18 years old)	Female	Normal	19916521	details
Blood	Detected and Quantified	0.000019 +/- 0.000023 uM	Adult (>18 years old)	Female	Normal	19916521	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.0005 +/- 0.0002 umol/mmol creatinine	Adult (>18 years old)	Male	Positive coronary arteriograms	6460495	details
Urine	Detected and Quantified	0.00045 +/- 0.00017 umol/mmol creatinine	Adult (>18 years old)	Male	Minor electrocardiongraphic abnormalities and/or arrhythmia with negative coronary arteriograms	6460495	details

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

FDB021792

KNApSAcK ID

Not Available

Chemspider ID

389587

KEGG Compound ID

C05503

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440713

PDB ID

Not Available

ChEBI ID

36489

Food Biomarker Ontology

Not Available

VMH ID

ESTRADIOLGLC

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pfeiffer E, Graf E, Gerstner S, Metzler M: Stimulation of estradiol glucuronidation: a protective mechanism against estradiol-mediated carcinogenesis? Mol Nutr Food Res. 2006 Apr;50(4-5):385-9. [PubMed:16598814 ]

Only showing the first 10 proteins. There are 22 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B28

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:: UGT2B28
Uniprot ID:: Q9BY64
Molecular weight:: 38742.9

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

2. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

3. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

4. UDP-glucuronosyltransferase 2B10

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT2B10
Uniprot ID:: P36537
Molecular weight:: 60773.485

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

5. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

6. UDP-glucuronosyltransferase 2B15

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:: UGT2B15
Uniprot ID:: P54855
Molecular weight:: 61035.815

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

7. UDP-glucuronosyltransferase 2A1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:: UGT2A1
Uniprot ID:: Q9Y4X1
Molecular weight:: 60771.605

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

8. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

9. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

10. UDP-glucuronosyltransferase 1-8

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A8
Uniprot ID:: Q9HAW9
Molecular weight:: 59741.035

Reactions

Estradiol + Uridine diphosphate glucuronic acid → 17-beta-Estradiol-3-glucuronide + Uridine 5'-diphosphate	details

Only showing the first 10 proteins. There are 22 proteins in total.

Show all enzymes and transporters

Showing metabocard for 17-beta-Estradiol-3-glucuronide (HMDB0006224)

MOL for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

3D MOL for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

3D SDF for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

3D-SDF for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

PDB for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

3D PDB for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

SMILES for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

INCHI for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

Structure for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

3D Structure for HMDB0006224 (17-beta-Estradiol-3-glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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