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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:13 UTC

Update Date

2021-09-14 15:19:50 UTC

HMDB ID

HMDB0002829

Secondary Accession Numbers

HMDB02829

Metabolite Identification

Common Name

Androsterone glucuronide

Description

Androsterone glucuronide (ADT-G) is one of the major circulating C19-steroid metabolites in humans. Human and monkey are unique in having high levels of circulating ADT-G. Furthermore, the plasma levels of these glucuronide derivatives reflect the peripheral tissue conversion of adrenal and gonadal precursor C19-steroids to active androgens in various pathophysiological conditions. Identification and characterization of human UDP-glucuronosyltransferase 2B (UGT2Bs) demonstrated the major role that these enzymes play in androgen conjugation, with UGT2B15 and UGT2B17 (EC 2.4.1.17) being the major androsterone-conjugating isoforms. Exaggerated androsterone metabolism, is observed in hyper-androgenic as well as in some normo-androgenic women with acne and androsterone glucuronide could be a marker in differentiating acne and hirsutism in hyperandrogenic women. Present data shows that the most practical and probably only valid means of assessing androgenic activity in women is to measure ADT-G, the metabolite that accounts for 93% of the total androgen glucuronide derivatives. (PMID: 12943709 , 12445184 , 16621522 ).

Structure

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

Untitled Document-2
  Mrv0541 02231219362D          

 37 41  0  0  0  0            999 V2000
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M  END

HMDB0002829
     RDKit          3D
Androsterone glucuronide
 71 75  0  0  0  0  0  0  0  0999 V2000
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M  END

Untitled Document-2
  Mrv0541 02231219362D          

 37 41  0  0  0  0            999 V2000
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 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 11  1  0  0  0  0
 15 17  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 16  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 18  1  0  0  0  0
  6 24  1  1  0  0  0
  4 25  1  1  0  0  0
  2 26  1  1  0  0  0
 11 27  1  1  0  0  0
 15 28  1  1  0  0  0
 18 29  1  1  0  0  0
  1 30  1  6  0  0  0
  3 31  1  6  0  0  0
  8 25  1  6  0  0  0
 10 32  1  6  0  0  0
 16 33  1  6  0  0  0
 17 34  1  6  0  0  0
 23 35  2  0  0  0  0
 24 36  2  0  0  0  0
 24 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002829

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
VFUIRAVTUVCQTF-BSOWLZGZSA-N

> <FORMULA>
C25H38O8

> <MOLECULAR_WEIGHT>
466.5644

> <EXACT_MASS>
466.256668192

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
50.56350254454351

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

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.3167234289999996

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.227618824082947

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4672441884156613

> <JCHEM_PKA_STRONGEST_BASIC>
-3.68649922655017

> <JCHEM_POLAR_SURFACE_AREA>
133.51999999999998

> <JCHEM_REFRACTIVITY>
116.08959999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
etiocholanolone glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002829
     RDKit          3D
Androsterone glucuronide
 71 75  0  0  0  0  0  0  0  0999 V2000
   -5.4985    1.3771    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894    0.0371    0.8016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5018    0.0893    2.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    0.5771    1.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.2793    0.7219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2802   -0.3676   -0.5392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5833   -1.3367   -1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -0.5984   -1.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -0.5078   -0.7126 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8986    0.0191   -1.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191    0.0410    0.1095 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9453   -0.6576   -0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1132    0.0518   -0.2508 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7231   -0.1052   -1.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8833    0.5807   -1.6516 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5694    0.0573   -2.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0911   -0.8675   -3.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7963    0.5760   -3.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8545    0.5058   -0.5202 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6731    1.6336   -0.5711 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2353    0.4326    0.8351 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1609   -0.0745    1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588   -0.5474    0.7698 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5207   -0.6755    2.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.5457    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1757    0.1038    1.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680    0.2744    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1556    1.7511    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827   -0.9445   -0.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5888   -1.1132   -1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9047   -1.1386   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6070   -0.6202    0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3611   -0.7712    1.8441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0577    2.0044    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5839    1.8992   -0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1840    1.2060   -0.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653    0.8439    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5216   -0.8951    2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    1.6254    1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.5600    2.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3130   -1.3035    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3277    0.5907   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.2570   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680   -1.4782   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7578   -1.1929   -2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    0.3861   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2932   -1.5447   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422    1.0308   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2932   -0.6493   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    1.1209    0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957    1.1285    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331    1.6508   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119    0.8593   -4.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5271   -0.3820   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3209    2.3905   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8050    1.4008    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2014   -1.0638    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242   -1.5224    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9259   -1.4687    2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613   -1.6460    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971   -0.3852    2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0258    1.0644    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783   -0.5458    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0044    2.0397   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    2.2737    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    2.1814   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998   -1.8529    0.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.2910   -1.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4067   -2.0525   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2294   -2.2039   -0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6320   -0.4785   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
  6 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 29  2  1  0
 32  2  1  0
 27  5  1  0
 27  9  1  0
 23 13  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
  5 41  1  1
  6 42  1  6
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  1
 13 51  1  1
 15 52  1  6
 18 53  1  0
 19 54  1  6
 20 55  1  0
 21 56  1  1
 22 57  1  0
 23 58  1  6
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 26 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
 29 67  1  1
 30 68  1  0
 30 69  1  0
 31 70  1  0
 31 71  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-2                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.520  -0.200   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.520  -1.740   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.186  -2.510   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.852  -1.740   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.852  -0.200   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.186   0.570   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.185  -0.200   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.185  -1.740   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.149  -2.510   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.483  -1.740   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.483  -0.200   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.149   0.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.816  -2.510   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.150  -1.740   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.150  -0.200   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.816   0.570   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.484   0.570   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.484   2.110   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.150   2.880   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.816   2.110   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.948   0.094   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.853   1.340   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.948   2.586   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.186   2.110   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.519  -2.510   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -7.853  -2.510   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.483   1.340   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       4.150   1.340   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       5.644   3.641   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.853   0.570   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -5.186  -4.050   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       1.483  -3.280   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.816  -0.970   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.484  -0.970   0.000  0.00  0.00           H+0
HETATM   35  O   UNK     0       7.424   4.050   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -3.852   2.880   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.520   2.880   0.000  0.00  0.00           O+0
CONECT    1    2    6   30                                                  
CONECT    2    1    3   26                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1   24                                                  
CONECT    7    8   12                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13   32                                             
CONECT   11   10   12   16   27                                             
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   28                                             
CONECT   16   15   11   20   33                                             
CONECT   17   15   18   21   34                                             
CONECT   18   17   19   23   29                                             
CONECT   19   18   20                                                       
CONECT   20   19   16                                                       
CONECT   21   17   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   35                                                  
CONECT   24    6   36   37                                                  
CONECT   25    4    8                                                       
CONECT   26    2                                                            
CONECT   27   11                                                            
CONECT   28   15                                                            
CONECT   29   18                                                            
CONECT   30    1                                                            
CONECT   31    3                                                            
CONECT   32   10                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
CONECT   37   24                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

COMPND    HMDB0002829
HETATM    1  C1  UNL     1      -5.498   1.377   0.146  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.289   0.037   0.802  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.502   0.089   2.059  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.113   0.577   1.741  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.411  -0.279   0.722  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.280  -0.368  -0.539  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.583  -1.337  -1.503  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.310  -0.598  -1.936  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.439  -0.508  -0.713  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.899   0.019  -1.118  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.819   0.041   0.110  1.00  0.00           C  
HETATM   12  O1  UNL     1       2.945  -0.658  -0.230  1.00  0.00           O  
HETATM   13  C12 UNL     1       4.113   0.052  -0.251  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.723  -0.105  -1.488  1.00  0.00           O  
HETATM   15  C13 UNL     1       5.883   0.581  -1.652  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.569   0.057  -2.870  1.00  0.00           C  
HETATM   17  O3  UNL     1       6.091  -0.867  -3.578  1.00  0.00           O  
HETATM   18  O4  UNL     1       7.796   0.576  -3.293  1.00  0.00           O  
HETATM   19  C15 UNL     1       6.855   0.506  -0.520  1.00  0.00           C  
HETATM   20  O5  UNL     1       7.673   1.634  -0.571  1.00  0.00           O  
HETATM   21  C16 UNL     1       6.235   0.433   0.835  1.00  0.00           C  
HETATM   22  O6  UNL     1       7.161  -0.074   1.754  1.00  0.00           O  
HETATM   23  C17 UNL     1       5.059  -0.547   0.770  1.00  0.00           C  
HETATM   24  O7  UNL     1       4.521  -0.675   2.025  1.00  0.00           O  
HETATM   25  C18 UNL     1       1.134  -0.546   1.304  1.00  0.00           C  
HETATM   26  C19 UNL     1      -0.176   0.104   1.622  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.068   0.274   0.408  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.156   1.751   0.126  1.00  0.00           C  
HETATM   29  C22 UNL     1      -4.583  -0.945  -0.137  1.00  0.00           C  
HETATM   30  C23 UNL     1      -5.589  -1.113  -1.212  1.00  0.00           C  
HETATM   31  C24 UNL     1      -6.905  -1.139  -0.468  1.00  0.00           C  
HETATM   32  C25 UNL     1      -6.607  -0.620   0.918  1.00  0.00           C  
HETATM   33  O8  UNL     1      -7.361  -0.771   1.844  1.00  0.00           O  
HETATM   34  H1  UNL     1      -6.058   2.004   0.851  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.584   1.899  -0.125  1.00  0.00           H  
HETATM   36  H3  UNL     1      -6.184   1.206  -0.725  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.965   0.844   2.730  1.00  0.00           H  
HETATM   38  H5  UNL     1      -4.522  -0.895   2.537  1.00  0.00           H  
HETATM   39  H6  UNL     1      -3.220   1.625   1.366  1.00  0.00           H  
HETATM   40  H7  UNL     1      -2.536   0.560   2.684  1.00  0.00           H  
HETATM   41  H8  UNL     1      -2.313  -1.304   1.131  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.328   0.591  -1.057  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.323  -2.257  -0.968  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.268  -1.478  -2.353  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.758  -1.193  -2.687  1.00  0.00           H  
HETATM   46  H13 UNL     1      -1.642   0.386  -2.295  1.00  0.00           H  
HETATM   47  H14 UNL     1      -0.293  -1.545  -0.343  1.00  0.00           H  
HETATM   48  H15 UNL     1       0.842   1.031  -1.589  1.00  0.00           H  
HETATM   49  H16 UNL     1       1.293  -0.649  -1.914  1.00  0.00           H  
HETATM   50  H17 UNL     1       2.021   1.121   0.330  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.996   1.129   0.021  1.00  0.00           H  
HETATM   52  H19 UNL     1       5.633   1.651  -1.885  1.00  0.00           H  
HETATM   53  H20 UNL     1       7.912   0.859  -4.255  1.00  0.00           H  
HETATM   54  H21 UNL     1       7.527  -0.382  -0.629  1.00  0.00           H  
HETATM   55  H22 UNL     1       7.321   2.391  -0.044  1.00  0.00           H  
HETATM   56  H23 UNL     1       5.805   1.401   1.169  1.00  0.00           H  
HETATM   57  H24 UNL     1       7.201  -1.064   1.605  1.00  0.00           H  
HETATM   58  H25 UNL     1       5.424  -1.522   0.350  1.00  0.00           H  
HETATM   59  H26 UNL     1       4.926  -1.469   2.482  1.00  0.00           H  
HETATM   60  H27 UNL     1       1.061  -1.646   1.178  1.00  0.00           H  
HETATM   61  H28 UNL     1       1.797  -0.385   2.181  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.026   1.064   2.134  1.00  0.00           H  
HETATM   63  H30 UNL     1      -0.678  -0.546   2.393  1.00  0.00           H  
HETATM   64  H31 UNL     1      -2.004   2.040  -0.502  1.00  0.00           H  
HETATM   65  H32 UNL     1      -1.300   2.274   1.118  1.00  0.00           H  
HETATM   66  H33 UNL     1      -0.244   2.181  -0.302  1.00  0.00           H  
HETATM   67  H34 UNL     1      -4.400  -1.853   0.469  1.00  0.00           H  
HETATM   68  H35 UNL     1      -5.507  -0.291  -1.934  1.00  0.00           H  
HETATM   69  H36 UNL     1      -5.407  -2.053  -1.772  1.00  0.00           H  
HETATM   70  H37 UNL     1      -7.229  -2.204  -0.423  1.00  0.00           H  
HETATM   71  H38 UNL     1      -7.632  -0.479  -0.951  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   29   32
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   27   41
CONECT    6    7   29   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   27   47
CONECT   10   11   48   49
CONECT   11   12   25   50
CONECT   12   13
CONECT   13   14   23   51
CONECT   14   15
CONECT   15   16   19   52
CONECT   16   17   17   18
CONECT   18   53
CONECT   19   20   21   54
CONECT   20   55
CONECT   21   22   23   56
CONECT   22   57
CONECT   23   24   58
CONECT   24   59
CONECT   25   26   60   61
CONECT   26   27   62   63
CONECT   27   28
CONECT   28   64   65   66
CONECT   29   30   67
CONECT   30   31   68   69
CONECT   31   32   70   71
CONECT   32   33   33
END

HMDB0002829
     RDKit          3D
Androsterone glucuronide
 71 75  0  0  0  0  0  0  0  0999 V2000
   -5.4985    1.3771    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894    0.0371    0.8016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5018    0.0893    2.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    0.5771    1.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.2793    0.7219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2802   -0.3676   -0.5392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5833   -1.3367   -1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -0.5984   -1.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -0.5078   -0.7126 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8986    0.0191   -1.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191    0.0410    0.1095 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9453   -0.6576   -0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1132    0.0518   -0.2508 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7231   -0.1052   -1.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8833    0.5807   -1.6516 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5694    0.0573   -2.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0911   -0.8675   -3.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7963    0.5760   -3.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8545    0.5058   -0.5202 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6731    1.6336   -0.5711 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2353    0.4326    0.8351 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1609   -0.0745    1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588   -0.5474    0.7698 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5207   -0.6755    2.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.5457    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1757    0.1038    1.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680    0.2744    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1556    1.7511    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827   -0.9445   -0.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5888   -1.1132   -1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9047   -1.1386   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6070   -0.6202    0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3611   -0.7712    1.8441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0577    2.0044    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5839    1.8992   -0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1840    1.2060   -0.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653    0.8439    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5216   -0.8951    2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    1.6254    1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.5600    2.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3130   -1.3035    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3277    0.5907   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.2570   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680   -1.4782   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7578   -1.1929   -2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    0.3861   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2932   -1.5447   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422    1.0308   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2932   -0.6493   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    1.1209    0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957    1.1285    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331    1.6508   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119    0.8593   -4.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5271   -0.3820   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3209    2.3905   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8050    1.4008    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2014   -1.0638    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242   -1.5224    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9259   -1.4687    2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613   -1.6460    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971   -0.3852    2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0258    1.0644    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783   -0.5458    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0044    2.0397   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    2.2737    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    2.1814   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998   -1.8529    0.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.2910   -1.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4067   -2.0525   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2294   -2.2039   -0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6320   -0.4785   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
  6 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 29  2  1  0
 32  2  1  0
 27  5  1  0
 27  9  1  0
 23 13  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
  5 41  1  1
  6 42  1  6
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  1
 13 51  1  1
 15 52  1  6
 18 53  1  0
 19 54  1  6
 20 55  1  0
 21 56  1  1
 22 57  1  0
 23 58  1  6
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 26 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
 29 67  1  1
 30 68  1  0
 30 69  1  0
 31 70  1  0
 31 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3alpha-Hydroxy-5alpha-androstan-17-one glucuronide	ChEBI
Androsterone 3-glucuronide	ChEBI
Androsterone glucosiduronate	ChEBI
Androsterone glucuronoside	ChEBI
Etiocholanolone glucuronide	ChEBI
3a-Hydroxy-5a-androstan-17-one glucuronide	Generator
3Α-hydroxy-5α-androstan-17-one glucuronide	Generator
Androsterone glucosiduronic acid	Generator
5a-Androstan-3a-ol-17-one glucuronide	HMDB
Androsterone monoglucosiduronate	HMDB
b-D-17-oxo-5a-Androstan-3a-yl glucopyranosiduronic acid	HMDB
Androsterone glucuronide, sodium salt, (3alpha,5alpha)-isomer	HMDB
Androsterone glucuronide, sodium salt, (3alpha,5beta)-isomer	HMDB
Androsterone glucuronide, (beta-D)-isomer	HMDB
Androsterone glucuronide, (3beta,5alpha)-isomer	HMDB
(3alpha,5alpha)-17-Oxoandrostan-3-yl beta-D-glucopyranosiduronic acid	HMDB

Chemical Formula

C₂₅H₃₈O₈

Average Molecular Weight

466.5644

Monoisotopic Molecular Weight

466.256668192

IUPAC Name

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

Traditional Name

etiocholanolone glucuronide

CAS Registry Number

1852-43-3

SMILES

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

InChI Identifier

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

InChI Key

VFUIRAVTUVCQTF-BSOWLZGZSA-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
Androstane-skeleton
Oxosteroid
17-oxosteroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Monosaccharide
Pyran
Oxane
Hydroxy acid
Ketone
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

beta-D-glucosiduronic acid (CHEBI:28832 )
steroid glucosiduronic acid (CHEBI:28832 )
C19 steroids (androgens) and derivatives (C11135 )
Glucuronides (C11135 )
Glucuronides (LMST05010013 )

Ontology

Not Available

Adipose tissue (HMDB: HMDB0002829)
Adipose tissue (HMDB: HMDB0002829)

Nervous tissue

Hepatic tissue (HMDB: HMDB0002829)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17627814)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0002829)

Organ

Liver (HMDB: HMDB0002829)
Kidney (HMDB: HMDB0002829)

Excreta

Biofluid or Excreta

Urine (PMID: 18501914)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002829)

Source

Endogenous

Endogenous (HMDB: HMDB0002829)

Animal

Animal (HMDB: HMDB0002829)

Exogenous

Food

Food (HMDB: HMDB0002829)

Animal origin

Poultry

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002829)

Biochemical pathway

Metabolic pathway

Androstenedione Metabolism (HMDB: HMDB0002829)
Androstenedione Metabolism (PathBank: SMP0087421)

Lipid metabolism pathway (HMDB: HMDB0002829)

Cellular process

Cell signaling (HMDB: HMDB0002829)

Biochemical process

Lipid transport (HMDB: HMDB0002829)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002829)

Molecular messenger

Signaling molecule (HMDB: HMDB0002829)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002829)

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	0.34 g/L	ALOGPS
logP	2.06	ALOGPS
logP	2.32	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.47	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	116.09 m³·mol⁻¹	ChemAxon
Polarizability	50.56 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]-	224.751	30932474
DeepCCS	[M+Na]+	198.736	30932474
AllCCS	[M+H]+	214.0	32859911
AllCCS	[M+H-H2O]+	212.4	32859911
AllCCS	[M+NH4]+	215.5	32859911
AllCCS	[M+Na]+	216.0	32859911
AllCCS	[M-H]-	202.7	32859911
AllCCS	[M+Na-2H]-	204.0	32859911
AllCCS	[M+HCOO]-	205.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Androsterone glucuronide	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3196.7	Standard polar	33892256
Androsterone glucuronide	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3780.9	Standard non polar	33892256
Androsterone glucuronide	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	4026.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Androsterone glucuronide,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O)CC[C@@]43C)[C@@H]1CCC2=O	3858.4	Semi standard non polar	33892256
Androsterone glucuronide,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O)CC[C@@]43C)[C@@H]1CCC2=O	3884.7	Semi standard non polar	33892256
Androsterone glucuronide,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	3873.1	Semi standard non polar	33892256
Androsterone glucuronide,1TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]5O)CC[C@@]43C)[C@@H]1CCC2=O	3817.3	Semi standard non polar	33892256
Androsterone glucuronide,1TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3768.4	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3821.6	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #10	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]5O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3696.7	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3850.0	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3859.5	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]5O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3715.7	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3831.9	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #6	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3857.9	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #7	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]5O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3730.9	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #8	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3823.2	Semi standard non polar	33892256
Androsterone glucuronide,2TMS,isomer #9	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3712.0	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3842.4	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #10	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3674.0	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3843.1	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3676.1	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3851.5	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3706.0	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #6	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3705.6	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #7	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3855.6	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #8	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3686.0	Semi standard non polar	33892256
Androsterone glucuronide,3TMS,isomer #9	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3709.0	Semi standard non polar	33892256
Androsterone glucuronide,4TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CCC2=O	3833.5	Semi standard non polar	33892256
Androsterone glucuronide,4TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3681.3	Semi standard non polar	33892256
Androsterone glucuronide,4TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3677.6	Semi standard non polar	33892256
Androsterone glucuronide,4TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3694.6	Semi standard non polar	33892256
Androsterone glucuronide,4TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3691.0	Semi standard non polar	33892256
Androsterone glucuronide,5TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3657.3	Semi standard non polar	33892256
Androsterone glucuronide,5TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3792.3	Standard non polar	33892256
Androsterone glucuronide,5TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](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)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	4196.3	Standard polar	33892256
Androsterone 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@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@H]1O	4098.8	Semi standard non polar	33892256
Androsterone 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@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@@H]1O	4132.6	Semi standard non polar	33892256
Androsterone 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@@]2(C)[C@@H](CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@@H]32)C1	4121.9	Semi standard non polar	33892256
Androsterone glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O)[C@@H]1O	4094.1	Semi standard non polar	33892256
Androsterone glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C	3998.3	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4298.1	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CC=C(O[Si](C)(C)C(C)(C)C)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O)[C@@H]1O	4168.8	Semi standard non polar	33892256
Androsterone 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@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4317.1	Semi standard non polar	33892256
Androsterone 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@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4304.9	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[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)CC[C@]4(C)[C@H]3CC[C@]12C	4175.8	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4313.1	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #6	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@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@@H]1O[Si](C)(C)C(C)(C)C	4317.3	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[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)CC[C@]4(C)[C@H]3CC[C@]12C	4191.9	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4315.3	Semi standard non polar	33892256
Androsterone glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[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)CC[C@]4(C)[C@H]3CC[C@]12C	4188.8	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4496.9	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CC=C(O[Si](C)(C)C(C)(C)C)[C@@]5(C)CC[C@@H]43)C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4355.9	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4490.4	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CC=C(O[Si](C)(C)C(C)(C)C)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4346.4	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #4	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@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@@H]1O[Si](C)(C)C(C)(C)C	4506.2	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[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)CC[C@]4(C)[C@H]3CC[C@]12C	4361.3	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[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)CC[C@]4(C)[C@H]3CC[C@]12C	4346.8	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CCC(=O)[C@@]5(C)CC[C@@H]43)C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4510.2	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CC=C(O[Si](C)(C)C(C)(C)C)[C@@]5(C)CC[C@@H]43)C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4353.4	Semi standard non polar	33892256
Androsterone glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[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)CC[C@]4(C)[C@H]3CC[C@]12C	4362.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Androsterone glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-007a-6254900000-3224ce201f4200b35e4c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Androsterone glucuronide GC-MS (3 TMS) - 70eV, Positive	splash10-014i-2335019000-fb5b67aba04100369c5b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Androsterone glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Androsterone 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 - Androsterone glucuronide 10V, Positive-QTOF	splash10-00r7-0190600000-3fdda78a1e92f8b5b7b2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 20V, Positive-QTOF	splash10-006x-0290000000-51d6fe94f1974c92c97f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 40V, Positive-QTOF	splash10-00ec-0590000000-71f03526102b61380a88	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 10V, Negative-QTOF	splash10-01bi-1260900000-703dccf114629fa639b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 20V, Negative-QTOF	splash10-000i-1290200000-1db7014540df9034a06e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 40V, Negative-QTOF	splash10-000i-4190000000-b2d4d7c7847df524456f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 10V, Positive-QTOF	splash10-014i-0000900000-80c326e64042176a4be8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 20V, Positive-QTOF	splash10-05fs-0792300000-a93b9d1cdd42d4c7cde2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 40V, Positive-QTOF	splash10-05bb-1904000000-0daa4e3ba6eed62c511b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 10V, Negative-QTOF	splash10-014i-0000900000-a63f64862ace09c4006b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 20V, Negative-QTOF	splash10-014r-5241900000-384ea6662fc4abc18a4b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone glucuronide 40V, Negative-QTOF	splash10-0a4l-9032100000-351b0f7123639e6a7443	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Urine

Tissue Locations

Adipose Tissue
Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Androstenedione Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	1.630 +/- 0.321 uM	Adult (>18 years old)	Female	Normal	17627814	details
Blood	Detected and Quantified	0.0025 +/- 0.0012 uM	Adult (>18 years old)	Male	Normal	10759475	details
Blood	Detected and Quantified	0.0858 (0.0022 - 0.3100) uM	Adult (>18 years old)	Male	Normal	10759475	details
Blood	Detected and Quantified	0.0300 +/- 0.0064 uM	Adult (>18 years old)	Female	Normal	17627814	details
Urine	Detected and Quantified	1.12 (0.072-2.19) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18501914	details
Urine	Detected and Quantified	0.40 - 0.67 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

FDB023070

KNApSAcK ID

Not Available

Chemspider ID

102793

KEGG Compound ID

C11135

BioCyc ID

Not Available

BiGG ID

2304839

Wikipedia Link

Androsterone glucuronide

METLIN ID

2796

PubChem Compound

114833

PDB ID

Not Available

ChEBI ID

28832

Food Biomarker Ontology

Not Available

VMH ID

ANDRSTRNGLC

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Staib, Wolfgang; Donges, Klaus. Conjugated steroids. V. Chemical preparation of androsterone and etiocholanolone glucuronides. Z. physiol. Chem. (1960), 319 233-7.

Material Safety Data Sheet (MSDS)

Not Available

General References

Iwata T, Hirose T, Nakamura M, Yamaguchi M: Determination of urinary glucuronide conjugates by high-performance liquid chromatography with pre-column fluorescence derivatization. J Chromatogr B Biomed Appl. 1994 Apr 1;654(2):171-6. [PubMed:8044277 ]
Lutz U, Lutz RW, Lutz WK: Metabolic profiling of glucuronides in human urine by LC-MS/MS and partial least-squares discriminant analysis for classification and prediction of gender. Anal Chem. 2006 Jul 1;78(13):4564-71. [PubMed:16808466 ]
Tchernof A, Labrie F, Belanger A, Prud'homme D, Bouchard C, Tremblay A, Nadeau A, Despres JP: Androstane-3alpha,17beta-diol glucuronide as a steroid correlate of visceral obesity in men. J Clin Endocrinol Metab. 1997 May;82(5):1528-34. [PubMed:9141545 ]
Nakazono T, Kashimura S, Hayashiba Y, Hisatomi T, Hara K: Identification of human urine stains by HPLC analysis of 17-ketosteroid conjugates. J Forensic Sci. 2002 May;47(3):568-72. [PubMed:12051338 ]
Brind J, Borofsky N, Chervinsky K, Vogelman JH, Orentreich N: A simple, differential extraction method for the simultaneous direct radioimmunoassay of androgens and androgen glucuronides in human serum. Steroids. 1996 Jul;61(7):429-32. [PubMed:8837296 ]
Peng SH, Segura J, Farre M, de la Torre X: Oral testosterone administration detected by testosterone glucuronidation measured in blood spots dried on filter paper. Clin Chem. 2000 Apr;46(4):515-22. [PubMed:10759475 ]
Fears TR, Ziegler RG, Donaldson JL, Falk RT, Hoover RN, Stanczyk FZ, Vaught JB, Gail MH: Reproducibility studies and interlaboratory concordance for androgen assays in female plasma. Cancer Epidemiol Biomarkers Prev. 2000 Apr;9(4):403-12. [PubMed:10794485 ]
Barbier O, Lapointe H, El Alfy M, Hum DW, Belanger A: Cellular localization of uridine diphosphoglucuronosyltransferase 2B enzymes in the human prostate by in situ hybridization and immunohistochemistry. J Clin Endocrinol Metab. 2000 Dec;85(12):4819-26. [PubMed:11134149 ]
Wu AH, Whittemore AS, Kolonel LN, Stanczyk FZ, John EM, Gallagher RP, West DW: Lifestyle determinants of 5alpha-reductase metabolites in older African-American, white, and Asian-American men. Cancer Epidemiol Biomarkers Prev. 2001 May;10(5):533-8. [PubMed:11352865 ]
Ukkola O, Gagnon J, Rankinen T, Thompson PA, Hong Y, Leon AS, Rao DC, Skinner JS, Wilmore JH, Bouchard C: Age, body mass index, race and other determinants of steroid hormone variability: the HERITAGE Family Study. Eur J Endocrinol. 2001 Jul;145(1):1-9. [PubMed:11415846 ]
Hong Y, Gagnon J, Rice T, Perusse L, Leon AS, Skinner JS, Wilmore JH, Bouchard C, Rao DC: Familial resemblance for free androgens and androgen glucuronides in sedentary black and white individuals: the HERITAGE Family Study. Health, Risk Factors, Exercise Training and Genetics. J Endocrinol. 2001 Aug;170(2):485-92. [PubMed:11479145 ]
Ukkola O, Rankinen T, Gagnon J, Leon AS, Skinner JS, Wilmore JH, Rao DC, Bouchard C: A genome-wide linkage scan for steroids and SHBG levels in black and white families: the HERITAGE Family Study. J Clin Endocrinol Metab. 2002 Aug;87(8):3708-20. [PubMed:12161500 ]
Fears TR, Ziegler RG, Donaldson JL, Falk RT, Hoover RN, Stanczyk FZ, Vaught JB, Gail MH: Reproducibility studies and interlaboratory concordance for androgen assays of male plasma hormone levels. Cancer Epidemiol Biomarkers Prev. 2002 Aug;11(8):785-9. [PubMed:12163335 ]
Chen W, Thiboutot D, Zouboulis CC: Cutaneous androgen metabolism: basic research and clinical perspectives. J Invest Dermatol. 2002 Nov;119(5):992-1007. [PubMed:12445184 ]
Eriksson AL, Lorentzon M, Mellstrom D, Vandenput L, Swanson C, Andersson N, Hammond GL, Jakobsson J, Rane A, Orwoll ES, Ljunggren O, Johnell O, Labrie F, Windahl SH, Ohlsson C: SHBG gene promoter polymorphisms in men are associated with serum sex hormone-binding globulin, androgen and androgen metabolite levels, and hip bone mineral density. J Clin Endocrinol Metab. 2006 Dec;91(12):5029-37. Epub 2006 Aug 22. [PubMed:16926255 ]
Boudou P, Naret C, Fiet J, Bonete R, Tritto G, Le Duc A, Poignet JL, Man NK: Accumulation of 5 alpha-reduced androgen glucosiduronates associated with impaired removal in young male hemodialysis patients. J Clin Endocrinol Metab. 1995 Dec;80(12):3489-93. [PubMed:8530588 ]
Nomura AM, Stemmermann GN, Chyou PH, Henderson BE, Stanczyk FZ: Serum androgens and prostate cancer. Cancer Epidemiol Biomarkers Prev. 1996 Aug;5(8):621-5. [PubMed:8824364 ]
Guess HA, Friedman GD, Sadler MC, Stanczyk FZ, Vogelman JH, Imperato-McGinley J, Lobo RA, Orentreich N: 5 alpha-reductase activity and prostate cancer: a case-control study using stored sera. Cancer Epidemiol Biomarkers Prev. 1997 Jan;6(1):21-4. [PubMed:8993793 ]
Labrie F, Belanger A, Cusan L, Candas B: Physiological changes in dehydroepiandrosterone are not reflected by serum levels of active androgens and estrogens but of their metabolites: intracrinology. J Clin Endocrinol Metab. 1997 Aug;82(8):2403-9. [PubMed:9253308 ]
Young J, Couzinet B, Nahoul K, Brailly S, Chanson P, Baulieu EE, Schaison G: Panhypopituitarism as a model to study the metabolism of dehydroepiandrosterone (DHEA) in humans. J Clin Endocrinol Metab. 1997 Aug;82(8):2578-85. [PubMed:9253337 ]
Santner SJ, Albertson B, Zhang GY, Zhang GH, Santulli M, Wang C, Demers LM, Shackleton C, Santen RJ: Comparative rates of androgen production and metabolism in Caucasian and Chinese subjects. J Clin Endocrinol Metab. 1998 Jun;83(6):2104-9. [PubMed:9626146 ]
Pritchard J, Despres JP, Gagnon J, Tchernof A, Nadeau A, Tremblay A, Bouchard C: Plasma adrenal, gonadal, and conjugated steroids before and after long-term overfeeding in identical twins. J Clin Endocrinol Metab. 1998 Sep;83(9):3277-84. [PubMed:9745441 ]
Barbier O, Belanger A, Hum DW: Cloning and characterization of a simian UDP-glucuronosyltransferase enzyme UGT2B20, a novel C19 steroid-conjugating protein. Biochem J. 1999 Feb 1;337 ( Pt 3):567-74. [PubMed:9895303 ]
Labrie F, Belanger A, Belanger P, Berube R, Martel C, Cusan L, Gomez J, Candas B, Castiel I, Chaussade V, Deloche C, Leclaire J: Androgen glucuronides, instead of testosterone, as the new markers of androgenic activity in women. J Steroid Biochem Mol Biol. 2006 Jun;99(4-5):182-8. Epub 2006 Apr 18. [PubMed:16621522 ]
Barbier O, Belanger A: The cynomolgus monkey (Macaca fascicularis) is the best animal model for the study of steroid glucuronidation. J Steroid Biochem Mol Biol. 2003 Jun;85(2-5):235-45. [PubMed:12943709 ]

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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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

Androsterone + Uridine diphosphate glucuronic acid → Androsterone 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 Androsterone glucuronide (HMDB0002829)

MOL for HMDB0002829 (Androsterone glucuronide)

3D MOL for HMDB0002829 (Androsterone glucuronide)

3D SDF for HMDB0002829 (Androsterone glucuronide)

3D-SDF for HMDB0002829 (Androsterone glucuronide)

PDB for HMDB0002829 (Androsterone glucuronide)

3D PDB for HMDB0002829 (Androsterone glucuronide)

SMILES for HMDB0002829 (Androsterone glucuronide)

INCHI for HMDB0002829 (Androsterone glucuronide)

Structure for HMDB0002829 (Androsterone glucuronide)

3D Structure for HMDB0002829 (Androsterone glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

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