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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (19) Show 19 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-22 16:43:32 UTC

Update Date

2021-09-14 15:18:58 UTC

HMDB ID

HMDB0006203

Secondary Accession Numbers

HMDB06203

Metabolite Identification

Common Name

5-alpha-Dihydrotestosterone glucuronide

Description

5-alpha-Dihydrotestosterone glucuronide is a natural human metabolite of 5alpha-Dihydrotestosterone generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.

Structure

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


  Mrv0541 02231220332D          

 38 42  0  0  1  0            999 V2000
   10.6553   -9.0053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7725   -6.5602    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6195  -10.0987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1286  -10.1584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5421  -11.5301    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551   -9.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3785   -9.8460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6526   -9.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9500   -9.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9734  -10.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2709  -11.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6993  -11.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4018  -10.6707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1276  -11.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8301  -10.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8068   -9.8056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0809   -9.4135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0576   -8.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7600   -8.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4859   -8.5483    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5093   -9.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3008   -9.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7666   -8.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2630   -8.2713    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4956   -7.4797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2974   -7.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8665   -7.8827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6683   -7.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9010   -6.8968    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3318   -6.2996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5300   -6.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5644   -5.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9952   -4.9109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3662   -5.3138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7027   -6.7025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2375   -8.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6339   -8.6742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4483   -7.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 20 38  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 37  1  1  0  0  0
 28 29  1  0  0  0  0
 28 36  1  6  0  0  0
 29 30  1  0  0  0  0
 29 35  1  1  0  0  0
 30 31  1  0  0  0  0
 30 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 13  5  1  6  0  0  0
 17  4  1  6  0  0  0
 21  3  1  6  0  0  0
 26  2  1  1  0  0  0
 16  1  1  1  0  0  0
M  END

HMDB0006203
     RDKit          3D
5-alpha-Dihydrotestosterone glucuronide
 71 75  0  0  0  0  0  0  0  0999 V2000
    4.3340   -0.7870    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214   -0.4006   -0.2023 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1546   -1.5256   -1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196   -1.4809   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4216   -0.6518   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3715   -1.0354    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9971    0.7862   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5365    0.8457   -0.7407 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8521    2.0889   -0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    1.9422    0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.8747    0.8777 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3669   -0.1014   -0.2470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4831   -1.2990   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -0.8869   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3022    0.1267    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3130   -0.4702    1.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157    0.8348    0.4247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6402   -0.0379    0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    0.0377   -0.2170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8414    0.3904    0.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0005    0.3705   -0.1982 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1249    0.7706    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3166    0.8285    0.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    1.0904    2.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2965   -1.0663   -0.6597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5521   -1.1298   -1.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1869   -1.4003   -1.6263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3288   -2.7073   -2.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725   -1.3007   -0.8786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8086   -1.5157   -1.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    1.8180    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    2.2229    1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    1.3521    0.5504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0700   -0.0523    1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -1.7622    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5398   -0.9361    1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142   -2.4813   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5314   -1.5260   -2.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0487   -2.4938   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6679   -0.9708   -2.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5439    1.3872   -1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921    1.2051    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398    0.7690   -1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5552    2.9313   -0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    2.4533   -1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6742    1.8761    1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    2.9217    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    0.3088    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    0.4662   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7468   -1.9046   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -1.9668    0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.7857   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -0.5182   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831   -1.4033    2.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -0.7518    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    0.2048    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303    1.4400   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    0.7989   -1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9672    0.9908   -1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9775    1.4110    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2550   -1.7253    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5941   -0.7670   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702   -0.6859   -2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.6876   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.0775   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446   -2.4846   -1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    1.2432    2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955    2.6965    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833    2.2035    2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793    3.2842    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.8059   -0.4341 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 29 30  1  0
 17 31  1  0
 31 32  1  0
 32 33  1  0
  8  2  1  0
 33 11  1  0
 12  2  1  0
 33 15  1  0
 29 19  1  0
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  4 40  1  0
  7 41  1  0
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 29 65  1  1
 30 66  1  0
 31 67  1  0
 31 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  6
M  END


  Mrv0541 02231220332D          

 38 42  0  0  1  0            999 V2000
   10.6553   -9.0053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7725   -6.5602    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6195  -10.0987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1286  -10.1584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5421  -11.5301    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551   -9.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3785   -9.8460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6526   -9.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9500   -9.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9734  -10.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2709  -11.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6993  -11.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4018  -10.6707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1276  -11.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8301  -10.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8068   -9.8056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0809   -9.4135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   14.9010   -6.8968    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3318   -6.2996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5300   -6.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5644   -5.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9952   -4.9109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3662   -5.3138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7027   -6.7025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2375   -8.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6339   -8.6742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4483   -7.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
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  8  9  1  0  0  0  0
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 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 20 38  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 37  1  1  0  0  0
 28 29  1  0  0  0  0
 28 36  1  6  0  0  0
 29 30  1  0  0  0  0
 29 35  1  1  0  0  0
 30 31  1  0  0  0  0
 30 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 13  5  1  6  0  0  0
 17  4  1  6  0  0  0
 21  3  1  6  0  0  0
 26  2  1  1  0  0  0
 16  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006203

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](O[C@]3([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h12,14-21,23,27-29H,3-11H2,1-2H3,(H,30,31)/t12-,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1

> <INCHI_KEY>
CLQMBSSRTBUNDV-CPKOJWPQSA-N

> <FORMULA>
C25H38O8

> <MOLECULAR_WEIGHT>
466.5644

> <EXACT_MASS>
466.256668192

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
50.0317833642894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
1.9606965249999992

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.227590427065817

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.627460376614403

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686499496639537

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
115.88379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006203
     RDKit          3D
5-alpha-Dihydrotestosterone glucuronide
 71 75  0  0  0  0  0  0  0  0999 V2000
    4.3340   -0.7870    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214   -0.4006   -0.2023 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1546   -1.5256   -1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196   -1.4809   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4216   -0.6518   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3715   -1.0354    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9971    0.7862   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5365    0.8457   -0.7407 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8521    2.0889   -0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    1.9422    0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.8747    0.8777 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3669   -0.1014   -0.2470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4831   -1.2990   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -0.8869   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3022    0.1267    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3130   -0.4702    1.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157    0.8348    0.4247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6402   -0.0379    0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    0.0377   -0.2170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8414    0.3904    0.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0005    0.3705   -0.1982 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1249    0.7706    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3166    0.8285    0.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    1.0904    2.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2965   -1.0663   -0.6597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5521   -1.1298   -1.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1869   -1.4003   -1.6263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3288   -2.7073   -2.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725   -1.3007   -0.8786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8086   -1.5157   -1.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    1.8180    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    2.2229    1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    1.3521    0.5504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0700   -0.0523    1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -1.7622    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5398   -0.9361    1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142   -2.4813   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5314   -1.5260   -2.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0487   -2.4938   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6679   -0.9708   -2.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5439    1.3872   -1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921    1.2051    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398    0.7690   -1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5552    2.9313   -0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    2.4533   -1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6742    1.8761    1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    2.9217    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    0.3088    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    0.4662   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7468   -1.9046   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -1.9668    0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.7857   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -0.5182   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831   -1.4033    2.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -0.7518    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    0.2048    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303    1.4400   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    0.7989   -1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9672    0.9908   -1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9775    1.4110    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2550   -1.7253    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5941   -0.7670   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702   -0.6859   -2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.6876   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.0775   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446   -2.4846   -1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    1.2432    2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955    2.6965    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833    2.2035    2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793    3.2842    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.8059   -0.4341 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 17 31  1  0
 31 32  1  0
 32 33  1  0
  8  2  1  0
 33 11  1  0
 12  2  1  0
 33 15  1  0
 29 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 12 49  1  6
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  6
 19 58  1  6
 21 59  1  6
 24 60  1  0
 25 61  1  1
 26 62  1  0
 27 63  1  6
 28 64  1  0
 29 65  1  1
 30 66  1  0
 31 67  1  0
 31 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  H   UNK     0      19.890 -16.810   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      23.842 -12.246   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      21.690 -18.851   0.000  0.00  0.00           H+0
HETATM    4  H   UNK     0      18.907 -18.962   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0      17.812 -21.523   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0      17.463 -16.840   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.507 -18.379   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.152 -17.647   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.840 -18.455   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.884 -19.994   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.572 -20.802   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.239 -20.726   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.550 -19.919   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.905 -20.651   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.216 -19.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.173 -18.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.818 -17.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.774 -16.032   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.085 -15.225   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.440 -15.957   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.484 -17.496   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.961 -17.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.831 -16.659   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.891 -15.440   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      23.325 -13.962   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      24.822 -13.599   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.884 -14.714   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.381 -14.351   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      27.815 -12.874   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.753 -11.759   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      25.256 -12.122   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      27.187 -10.282   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      26.124  -9.167   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      28.684  -9.919   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      29.312 -12.511   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      28.443 -15.466   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      25.450 -16.192   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      21.370 -14.155   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   26                                                            
CONECT    3   21                                                            
CONECT    4   17                                                            
CONECT    5   13                                                            
CONECT    6    7                                                            
CONECT    7    6    8   13   17                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13    7   12   14    5                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21    1                                             
CONECT   17    7   16   18    4                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24   38                                             
CONECT   21   16   20   22    3                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   20   23   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31    2                                             
CONECT   27   26   28   37                                                  
CONECT   28   27   29   36                                                  
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   26   30                                                       
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   29                                                            
CONECT   36   28                                                            
CONECT   37   27                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0006203
HETATM    1  C1  UNL     1       4.334  -0.787   1.159  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.821  -0.401  -0.202  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.155  -1.526  -1.151  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.620  -1.481  -1.526  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.422  -0.652  -0.595  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.371  -1.035   0.032  1.00  0.00           O  
HETATM    7  C6  UNL     1       5.997   0.786  -0.433  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.536   0.846  -0.741  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.852   2.089  -0.301  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.031   1.942   0.945  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.994   0.875   0.878  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.367  -0.101  -0.247  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.483  -1.299  -0.252  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.040  -0.887  -0.428  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.302   0.127   0.592  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.313  -0.470   1.986  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.616   0.835   0.425  1.00  0.00           C  
HETATM   18  O2  UNL     1      -2.640  -0.038   0.671  1.00  0.00           O  
HETATM   19  C17 UNL     1      -3.712   0.038  -0.217  1.00  0.00           C  
HETATM   20  O3  UNL     1      -4.841   0.390   0.529  1.00  0.00           O  
HETATM   21  C18 UNL     1      -6.000   0.370  -0.198  1.00  0.00           C  
HETATM   22  C19 UNL     1      -7.125   0.771   0.684  1.00  0.00           C  
HETATM   23  O4  UNL     1      -8.317   0.828   0.233  1.00  0.00           O  
HETATM   24  O5  UNL     1      -6.922   1.090   2.009  1.00  0.00           O  
HETATM   25  C20 UNL     1      -6.296  -1.066  -0.660  1.00  0.00           C  
HETATM   26  O6  UNL     1      -7.552  -1.130  -1.219  1.00  0.00           O  
HETATM   27  C21 UNL     1      -5.187  -1.400  -1.626  1.00  0.00           C  
HETATM   28  O7  UNL     1      -5.329  -2.707  -2.086  1.00  0.00           O  
HETATM   29  C22 UNL     1      -3.872  -1.301  -0.879  1.00  0.00           C  
HETATM   30  O8  UNL     1      -2.809  -1.516  -1.763  1.00  0.00           O  
HETATM   31  C23 UNL     1      -1.466   1.818   1.630  1.00  0.00           C  
HETATM   32  C24 UNL     1      -0.007   2.223   1.592  1.00  0.00           C  
HETATM   33  C25 UNL     1       0.627   1.352   0.550  1.00  0.00           C  
HETATM   34  H1  UNL     1       5.070  -0.052   1.569  1.00  0.00           H  
HETATM   35  H2  UNL     1       4.904  -1.762   1.137  1.00  0.00           H  
HETATM   36  H3  UNL     1       3.540  -0.936   1.908  1.00  0.00           H  
HETATM   37  H4  UNL     1       4.014  -2.481  -0.568  1.00  0.00           H  
HETATM   38  H5  UNL     1       3.531  -1.526  -2.063  1.00  0.00           H  
HETATM   39  H6  UNL     1       6.049  -2.494  -1.631  1.00  0.00           H  
HETATM   40  H7  UNL     1       5.668  -0.971  -2.526  1.00  0.00           H  
HETATM   41  H8  UNL     1       6.544   1.387  -1.217  1.00  0.00           H  
HETATM   42  H9  UNL     1       6.292   1.205   0.527  1.00  0.00           H  
HETATM   43  H10 UNL     1       4.440   0.769  -1.864  1.00  0.00           H  
HETATM   44  H11 UNL     1       4.555   2.931  -0.138  1.00  0.00           H  
HETATM   45  H12 UNL     1       3.149   2.453  -1.103  1.00  0.00           H  
HETATM   46  H13 UNL     1       3.674   1.876   1.872  1.00  0.00           H  
HETATM   47  H14 UNL     1       2.484   2.922   1.079  1.00  0.00           H  
HETATM   48  H15 UNL     1       1.925   0.309   1.853  1.00  0.00           H  
HETATM   49  H16 UNL     1       2.165   0.466  -1.190  1.00  0.00           H  
HETATM   50  H17 UNL     1       1.747  -1.905  -1.146  1.00  0.00           H  
HETATM   51  H18 UNL     1       1.630  -1.967   0.619  1.00  0.00           H  
HETATM   52  H19 UNL     1      -0.584  -1.786  -0.221  1.00  0.00           H  
HETATM   53  H20 UNL     1      -0.124  -0.518  -1.446  1.00  0.00           H  
HETATM   54  H21 UNL     1       0.283  -1.403   2.043  1.00  0.00           H  
HETATM   55  H22 UNL     1      -1.348  -0.752   2.269  1.00  0.00           H  
HETATM   56  H23 UNL     1       0.073   0.205   2.755  1.00  0.00           H  
HETATM   57  H24 UNL     1      -1.730   1.440  -0.478  1.00  0.00           H  
HETATM   58  H25 UNL     1      -3.555   0.799  -1.014  1.00  0.00           H  
HETATM   59  H26 UNL     1      -5.967   0.991  -1.124  1.00  0.00           H  
HETATM   60  H27 UNL     1      -5.978   1.411   2.261  1.00  0.00           H  
HETATM   61  H28 UNL     1      -6.255  -1.725   0.225  1.00  0.00           H  
HETATM   62  H29 UNL     1      -7.594  -0.767  -2.130  1.00  0.00           H  
HETATM   63  H30 UNL     1      -5.170  -0.686  -2.454  1.00  0.00           H  
HETATM   64  H31 UNL     1      -5.402  -2.688  -3.059  1.00  0.00           H  
HETATM   65  H32 UNL     1      -3.858  -2.078  -0.086  1.00  0.00           H  
HETATM   66  H33 UNL     1      -2.845  -2.485  -1.996  1.00  0.00           H  
HETATM   67  H34 UNL     1      -1.667   1.243   2.538  1.00  0.00           H  
HETATM   68  H35 UNL     1      -2.096   2.696   1.483  1.00  0.00           H  
HETATM   69  H36 UNL     1       0.483   2.203   2.562  1.00  0.00           H  
HETATM   70  H37 UNL     1       0.079   3.284   1.215  1.00  0.00           H  
HETATM   71  H38 UNL     1       0.532   1.806  -0.434  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    8   12
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    6    7
CONECT    7    8   41   42
CONECT    8    9   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   33   48
CONECT   12   13   49
CONECT   13   14   50   51
CONECT   14   15   52   53
CONECT   15   16   17   33
CONECT   16   54   55   56
CONECT   17   18   31   57
CONECT   18   19
CONECT   19   20   29   58
CONECT   20   21
CONECT   21   22   25   59
CONECT   22   23   23   24
CONECT   24   60
CONECT   25   26   27   61
CONECT   26   62
CONECT   27   28   29   63
CONECT   28   64
CONECT   29   30   65
CONECT   30   66
CONECT   31   32   67   68
CONECT   32   33   69   70
CONECT   33   71
END

HMDB0006203
     RDKit          3D
5-alpha-Dihydrotestosterone glucuronide
 71 75  0  0  0  0  0  0  0  0999 V2000
    4.3340   -0.7870    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214   -0.4006   -0.2023 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1546   -1.5256   -1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196   -1.4809   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4216   -0.6518   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3715   -1.0354    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9971    0.7862   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5365    0.8457   -0.7407 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8521    2.0889   -0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    1.9422    0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.8747    0.8777 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3669   -0.1014   -0.2470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4831   -1.2990   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -0.8869   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3022    0.1267    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3130   -0.4702    1.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157    0.8348    0.4247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6402   -0.0379    0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    0.0377   -0.2170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8414    0.3904    0.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0005    0.3705   -0.1982 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1249    0.7706    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3166    0.8285    0.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    1.0904    2.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2965   -1.0663   -0.6597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5521   -1.1298   -1.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1869   -1.4003   -1.6263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3288   -2.7073   -2.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725   -1.3007   -0.8786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8086   -1.5157   -1.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    1.8180    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    2.2229    1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    1.3521    0.5504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0700   -0.0523    1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -1.7622    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5398   -0.9361    1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142   -2.4813   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5314   -1.5260   -2.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0487   -2.4938   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6679   -0.9708   -2.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5439    1.3872   -1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921    1.2051    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398    0.7690   -1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5552    2.9313   -0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    2.4533   -1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6742    1.8761    1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    2.9217    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    0.3088    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    0.4662   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7468   -1.9046   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -1.9668    0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.7857   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -0.5182   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831   -1.4033    2.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -0.7518    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    0.2048    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303    1.4400   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    0.7989   -1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9672    0.9908   -1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9775    1.4110    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2550   -1.7253    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5941   -0.7670   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702   -0.6859   -2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.6876   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.0775   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446   -2.4846   -1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    1.2432    2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955    2.6965    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833    2.2035    2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793    3.2842    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.8059   -0.4341 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 17 31  1  0
 31 32  1  0
 32 33  1  0
  8  2  1  0
 33 11  1  0
 12  2  1  0
 33 15  1  0
 29 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 12 49  1  6
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  6
 19 58  1  6
 21 59  1  6
 24 60  1  0
 25 61  1  1
 26 62  1  0
 27 63  1  6
 28 64  1  0
 29 65  1  1
 30 66  1  0
 31 67  1  0
 31 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5alpha,17beta)-3-Oxoandrostan-17-yl beta-D-glucopyranosiduronic acid	ChEBI
17beta-Hydroxy-5alpha-androstan-3-one glucuronide	ChEBI
5alpha-Dihydrotestosterone 17-(beta-D-glucuronide)	ChEBI
5alpha-Dihydrotestosterone 17-beta-glucuronide	ChEBI
5alpha-Dihydrotestosterone 17-O-(beta-D-glucuronic acid)	ChEBI
5alpha-Dihydrotestosterone glucuronide	ChEBI
5alpha-Dihydrotestosterone-17g	ChEBI
Dihydrotestosterone 17-glucuronide	ChEBI
Dihydrotestosterone glucuronide	ChEBI
Stanolone 17-glucuronide	ChEBI
Stanolone glucuronate	ChEBI
(5a,17b)-3-Oxoandrostan-17-yl b-D-glucopyranosiduronate	Generator
(5a,17b)-3-Oxoandrostan-17-yl b-D-glucopyranosiduronic acid	Generator
(5alpha,17beta)-3-Oxoandrostan-17-yl beta-D-glucopyranosiduronate	Generator
(5Α,17β)-3-oxoandrostan-17-yl β-D-glucopyranosiduronate	Generator
(5Α,17β)-3-oxoandrostan-17-yl β-D-glucopyranosiduronic acid	Generator
17b-Hydroxy-5a-androstan-3-one glucuronide	Generator
17Β-hydroxy-5α-androstan-3-one glucuronide	Generator
5a-Dihydrotestosterone 17-(b-D-glucuronide)	Generator
5Α-dihydrotestosterone 17-(β-D-glucuronide)	Generator
5a-Dihydrotestosterone 17-b-glucuronide	Generator
5Α-dihydrotestosterone 17-β-glucuronide	Generator
5a-Dihydrotestosterone 17-O-(b-D-glucuronate)	Generator
5a-Dihydrotestosterone 17-O-(b-D-glucuronic acid)	Generator
5alpha-Dihydrotestosterone 17-O-(beta-D-glucuronate)	Generator
5Α-dihydrotestosterone 17-O-(β-D-glucuronate)	Generator
5Α-dihydrotestosterone 17-O-(β-D-glucuronic acid)	Generator
5a-Dihydrotestosterone glucuronide	Generator
5Α-dihydrotestosterone glucuronide	Generator
5a-Dihydrotestosterone-17g	Generator
5Α-dihydrotestosterone-17g	Generator
Stanolone glucuronic acid	Generator
5-a-Dihydrotestosterone glucuronide	Generator
5-Α-dihydrotestosterone glucuronide	Generator
Dihydrotestosterone diglucuronide	HMDB
Dihydrotestosterone glucuronide, (5beta,17beta)-isomer	HMDB

Chemical Formula

C₂₅H₃₈O₈

Average Molecular Weight

466.5644

Monoisotopic Molecular Weight

466.256668192

IUPAC Name

(2S,3S,4S,5R,6R)-6-{[(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-6-{[(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

42037-24-1

SMILES

[H][C@@]12CC[C@H](O[C@]3([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C25H38O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h12,14-21,23,27-29H,3-11H2,1-2H3,(H,30,31)/t12-,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1

InChI Key

CLQMBSSRTBUNDV-CPKOJWPQSA-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
Androgen-skeleton
Androstane-skeleton
3-oxosteroid
3-oxo-5-alpha-steroid
Oxosteroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Oxane
Monosaccharide
Pyran
Cyclic ketone
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Glucuronides (LMST05010041 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0006203)

Biofluid or Excreta

Blood (HMDB: HMDB0006203)
Urine (HMDB: HMDB0006203)

Tissue substructure

Hepatic tissue (HMDB: HMDB0006203)

Organ

Liver (HMDB: HMDB0006203)
Kidney (HMDB: HMDB0006203)

Excreta

Biofluid or Excreta

Urine (PMID: 10624837)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0006203)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0006203)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006203)

Source

Endogenous

Endogenous (HMDB: HMDB0006203)

Animal

Animal (HMDB: HMDB0006203)

Exogenous

Food

Food (HMDB: HMDB0006203)

Animal origin

Poultry

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)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006203)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006203)

Cellular process

Cell signaling (HMDB: HMDB0006203)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006203)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006203)

Molecular messenger

Signaling molecule (HMDB: HMDB0006203)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006203)

Emulsifier (HMDB: HMDB0006203)

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	0.33 g/L	ALOGPS
logP	2.1	ALOGPS
logP	1.96	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	115.88 m³·mol⁻¹	ChemAxon
Polarizability	50.03 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	232.527	30932474
DeepCCS	[M+Na]+	206.579	30932474
AllCCS	[M+H]+	213.2	32859911
AllCCS	[M+H-H2O]+	211.6	32859911
AllCCS	[M+NH4]+	214.7	32859911
AllCCS	[M+Na]+	215.1	32859911
AllCCS	[M-H]-	203.2	32859911
AllCCS	[M+Na-2H]-	204.5	32859911
AllCCS	[M+HCOO]-	206.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-alpha-Dihydrotestosterone glucuronide	[H][C@@]12CC[C@H](O[C@]3([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	3235.8	Standard polar	33892256
5-alpha-Dihydrotestosterone glucuronide	[H][C@@]12CC[C@H](O[C@]3([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	3777.4	Standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide	[H][C@@]12CC[C@H](O[C@]3([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	4012.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-alpha-Dihydrotestosterone glucuronide,1TMS,isomer #1	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)CC[C@@H]12	3885.3	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TMS,isomer #2	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)CC[C@@H]12	3900.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TMS,isomer #3	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3892.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TMS,isomer #4	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)CC[C@@H]12	3847.0	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TMS,isomer #5	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)CC[C@@H]12	3838.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TMS,isomer #6	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O	3840.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #1	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)CC[C@@H]12	3849.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #10	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3840.0	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #11	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3816.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #12	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3806.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #13	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3798.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #14	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)CC[C@@H]12	3792.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #2	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3868.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #3	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3870.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3823.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #5	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)CC[C@@H]12	3814.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #6	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)CC[C@@H]12	3854.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #7	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3863.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #8	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3829.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TMS,isomer #9	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)CC[C@@H]12	3816.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #1	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[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]3O)CC[C@@H]12	3845.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #10	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3852.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #11	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3787.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #12	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)CC[C@@H]12	3787.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #13	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3805.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #14	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3799.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #15	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3785.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #16	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3784.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #2	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3853.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3791.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #4	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)CC[C@@H]12	3791.3	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #5	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3842.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #6	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3811.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #7	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3808.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #8	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3814.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TMS,isomer #9	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3813.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #1	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[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]3O[Si](C)(C)C)CC[C@@H]12	3813.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[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]1O	3767.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #3	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[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]3O)CC[C@@H]12	3771.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3772.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #5	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3776.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #6	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3764.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #7	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](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)CC[C@@H]12	3761.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #8	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3777.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,4TMS,isomer #9	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)CC[C@@H]12	3776.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,5TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[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]1O[Si](C)(C)C	3719.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,5TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[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]1O[Si](C)(C)C	3916.5	Standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,5TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[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]1O[Si](C)(C)C	4294.9	Standard polar	33892256
5-alpha-Dihydrotestosterone glucuronide,5TMS,isomer #2	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[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]3O[Si](C)(C)C)CC[C@@H]12	3723.3	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,5TMS,isomer #2	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[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]3O[Si](C)(C)C)CC[C@@H]12	3889.7	Standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,5TMS,isomer #2	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[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]3O[Si](C)(C)C)CC[C@@H]12	4289.0	Standard polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@H]1O	4119.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@@H]1O	4140.3	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](C(=O)O)O[C@H]1O[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	4131.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O)[C@@H]1O	4114.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)CC[C@@H]32)C1	4072.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4063.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4314.5	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4319.0	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1	4260.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](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)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4258.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(O[Si](C)(C)C(C)(C)C)=CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O)[C@@H]1O	4240.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5C=C(O[Si](C)(C)C(C)(C)C)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O)[C@@H]1O	4235.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4315.8	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4305.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O)CC[C@@H]32)C1	4256.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]5O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4250.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4316.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@@H]1O[Si](C)(C)C(C)(C)C	4305.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)CC[C@@H]32)C1	4258.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]5O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4258.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4499.3	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4499.0	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(O[Si](C)(C)C(C)(C)C)=CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4421.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5C=C(O[Si](C)(C)C(C)(C)C)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4414.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1	4431.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]5O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4427.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(O[Si](C)(C)C(C)(C)C)=CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4436.2	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5C=C(O[Si](C)(C)C(C)(C)C)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4431.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4484.9	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(O[Si](C)(C)C(C)(C)C)=CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4427.4	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5C=C(O[Si](C)(C)C(C)(C)C)CC[C@]5(C)[C@H]4CC[C@]23C)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4417.0	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)O[C@@H](O[C@H]2CC[C@H]3[C@@H]4CC[C@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)[C@@H]1O[Si](C)(C)C(C)(C)C	4503.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1	4442.1	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]5O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4435.6	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]4O[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]4O)CC[C@@H]32)C1	4428.7	Semi standard non polar	33892256
5-alpha-Dihydrotestosterone glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](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)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	4422.8	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 - 5-alpha-Dihydrotestosterone glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-007a-6264900000-caa236f8fcb97291d23b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide GC-MS (3 TMS) - 70eV, Positive	splash10-014i-1261029000-94f9c3d5903740431670	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-alpha-Dihydrotestosterone 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 - 5-alpha-Dihydrotestosterone glucuronide 10V, Positive-QTOF	splash10-00r7-0190600000-74d7352cda2362ddb906	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 20V, Positive-QTOF	splash10-006x-0290000000-8dcf4c902df6743a8f9e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 40V, Positive-QTOF	splash10-00dl-0490000000-278db46d2af73936b3be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 10V, Negative-QTOF	splash10-01bi-1260900000-3c796e68ff231c8976b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 20V, Negative-QTOF	splash10-000i-1290200000-f56012a4058dcff174ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 40V, Negative-QTOF	splash10-000i-4190000000-14bb869866e58062e6fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 10V, Negative-QTOF	splash10-014i-0000900000-8ccc8d81a1705cd514f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 20V, Negative-QTOF	splash10-0ara-9421500000-426185885a7fcd23f188	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 40V, Negative-QTOF	splash10-0a4i-9103100000-942b47d6aa0fb6b5c1ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 10V, Positive-QTOF	splash10-01ba-0150900000-8a78977927165645dce7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 20V, Positive-QTOF	splash10-01vk-0954600000-159af7866ca65a3c8336	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Dihydrotestosterone glucuronide 40V, Positive-QTOF	splash10-0ap0-1911000000-5865b00a94ace6eedd9f	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.0032 - 0.0068 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	10624837	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

FDB023835

KNApSAcK ID

Not Available

Chemspider ID

24850129

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2423365

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44263365

PDB ID

Not Available

ChEBI ID

89417

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

Choi MH, Kim JN, Chung BC: Rapid HPLC-electrospray tandem mass spectrometric assay for urinary testosterone and dihydrotestosterone glucuronides from patients with benign prostate hyperplasia. Clin Chem. 2003 Feb;49(2):322-5. [PubMed:12560362 ]
Murai T, Samata N, Iwabuchi H, Ikeda T: Human UDP-glucuronosyltransferase, UGT1A8, glucuronidates dihydrotestosterone to a monoglucuronide and further to a structurally novel diglucuronide. Drug Metab Dispos. 2006 Jul;34(7):1102-8. Epub 2006 Apr 4. [PubMed:16595710 ]
Prevost J, Brochu M, Belanger A, Lambert R: Conjugated and unconjugated C-21, C-19 and C-18 steroid concentrations in human follicular fluid from hyperstimulated follicles. Gynecol Endocrinol. 1987 Dec;1(4):331-8. [PubMed:3140586 ]

Only showing the first 10 proteins. There are 19 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

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

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

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

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

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

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

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

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

Enzyme Details

10. UDP-glucuronosyltransferase 1-3

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:: UGT1A3
Uniprot ID:: P35503
Molecular weight:: 60337.835

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Showing metabocard for 5-alpha-Dihydrotestosterone glucuronide (HMDB0006203)

MOL for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

3D MOL for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

3D SDF for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

3D-SDF for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

PDB for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

3D PDB for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

SMILES for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

INCHI for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

Structure for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

3D Structure for HMDB0006203 (5-alpha-Dihydrotestosterone glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes