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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:12 UTC

Update Date

2021-09-14 15:45:05 UTC

HMDB ID

HMDB0013847

Secondary Accession Numbers

HMDB13847

Metabolite Identification

Common Name

Losartan N2-glucuronide

Description

Losartan N2-glucuronide belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Losartan N2-glucuronide is a strong basic compound (based on its pKa).

Structure

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


  Mrv0541 06191310202D          

 42 46  0  0  1  0            999 V2000
   12.6560   -7.2075    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7617   -1.8171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7617   -4.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1906   -3.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3327   -3.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3327   -0.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182   -2.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2530   -5.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1906   -1.8171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9443   -2.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2769   -0.9966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0482   -5.8030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0838   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1878   -7.1305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7617   -3.4671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4761   -3.0546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0471   -3.0546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4761   -2.2296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0471   -2.2296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3327   -1.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4964   -1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3168   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7127   -5.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6358   -6.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8152   -6.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6524   -2.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4797   -7.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8552   -5.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1975   -4.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1675   -3.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6592   -7.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8018   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9414   -6.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0181   -4.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8621   -3.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5030   -3.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3469   -2.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4683   -5.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4729   -2.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6222   -1.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9579   -1.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3236   -8.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
 15  3  1  1  0  0  0
 16  4  1  6  0  0  0
 17  5  1  6  0  0  0
  6 20  1  0  0  0  0
  7 20  2  0  0  0  0
  8 38  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 18  9  1  1  0  0  0
 10 21  2  0  0  0  0
 11 13  2  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
 12 28  1  0  0  0  0
 13 21  1  0  0  0  0
 14 24  2  0  0  0  0
 14 33  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 26  1  0  0  0  0
 22 32  2  0  0  0  0
 23 29  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  0  0  0  0
 26 30  1  0  0  0  0
 26 39  2  0  0  0  0
 27 31  1  0  0  0  0
 28 33  2  0  0  0  0
 28 38  1  0  0  0  0
 29 34  2  0  0  0  0
 29 35  1  0  0  0  0
 30 36  2  0  0  0  0
 30 37  1  0  0  0  0
 31 42  1  0  0  0  0
 32 40  1  0  0  0  0
 34 36  1  0  0  0  0
 35 37  2  0  0  0  0
 39 41  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

HMDB0013847
     RDKit          3D
Losartan N2-glucuronide
 73 77  0  0  0  0  0  0  0  0999 V2000
    6.0993    2.0298   -1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720    3.0128   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    3.3617    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    2.2859    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7508    1.1376    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6950    1.1141    2.2453 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3093   -0.0674    2.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5894   -0.5812    3.3338 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -0.8027    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219   -2.1934    0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4386   -2.7855   -0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7603   -0.0817    0.6406 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8963   -0.4403   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -1.1986   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925   -0.7882    1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7423   -1.5219    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748   -2.6701    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177   -3.3879    1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -4.6684    1.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8059   -5.3658    2.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442   -4.7837    1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1534   -3.5239    1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0418   -2.8126    0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -1.4916    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127   -0.6461   -0.1804 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.4488   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    0.3472   -0.3025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3085    1.2788   -0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3389    0.6176   -1.1939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5158    1.2863   -0.8322 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7064    0.6524   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8302    1.1313   -1.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5358   -0.4776   -2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3647    2.7294   -1.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5236    3.5049   -0.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1242    3.0674   -1.9530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2515    2.6602   -3.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800    2.4441   -1.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2221    3.4075   -0.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.8350    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -3.0621   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248   -2.3729   -0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913    1.1256   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9163    2.5312   -1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5209    1.8435   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    2.5812   -1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2942    3.9818   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3904    3.7302    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7887    4.2400    0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.9294    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403    2.7262    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0204   -2.8405    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2142   -2.1925    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8327   -3.5001    0.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538   -1.0003   -1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4746    0.5006   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    0.1028    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495   -1.1339    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -5.1101    1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -6.3645    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9473   -5.3045    2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1430   -3.0729    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    1.6980    0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5930    1.1614    0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0763   -1.3109   -2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2377    2.9936   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4753    3.6061    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080    4.1690   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5535    3.4147   -3.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780    2.1924   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    3.9653   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -3.9602   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882   -2.6619   -1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 27 40  1  0
 17 41  1  0
 41 42  2  0
 12  5  1  0
 42 14  1  0
 23 18  1  0
 40 24  2  0
 38 28  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 13 55  1  0
 13 56  1  0
 15 57  1  0
 16 58  1  0
 19 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 28 63  1  1
 30 64  1  1
 33 65  1  0
 34 66  1  6
 35 67  1  0
 36 68  1  6
 37 69  1  0
 38 70  1  6
 39 71  1  0
 41 72  1  0
 42 73  1  0
M  END


  Mrv0541 06191310202D          

 42 46  0  0  1  0            999 V2000
   12.6560   -7.2075    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7617   -1.8171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7617   -4.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1906   -3.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3327   -3.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3327   -0.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182   -2.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2530   -5.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1906   -1.8171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9443   -2.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2769   -0.9966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0482   -5.8030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0838   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1878   -7.1305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7617   -3.4671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4761   -3.0546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0471   -3.0546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4761   -2.2296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0471   -2.2296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3327   -1.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4964   -1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3168   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7127   -5.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6358   -6.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8152   -6.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6524   -2.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4797   -7.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8552   -5.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1975   -4.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1675   -3.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6592   -7.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8018   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9414   -6.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0181   -4.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8621   -3.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5030   -3.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3469   -2.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4683   -5.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4729   -2.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6222   -1.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9579   -1.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3236   -8.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
 15  3  1  1  0  0  0
 16  4  1  6  0  0  0
 17  5  1  6  0  0  0
  6 20  1  0  0  0  0
  7 20  2  0  0  0  0
  8 38  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 18  9  1  1  0  0  0
 10 21  2  0  0  0  0
 11 13  2  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
 12 28  1  0  0  0  0
 13 21  1  0  0  0  0
 14 24  2  0  0  0  0
 14 33  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 26  1  0  0  0  0
 22 32  2  0  0  0  0
 23 29  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  0  0  0  0
 26 30  1  0  0  0  0
 26 39  2  0  0  0  0
 27 31  1  0  0  0  0
 28 33  2  0  0  0  0
 28 38  1  0  0  0  0
 29 34  2  0  0  0  0
 29 35  1  0  0  0  0
 30 36  2  0  0  0  0
 30 37  1  0  0  0  0
 31 42  1  0  0  0  0
 32 40  1  0  0  0  0
 34 36  1  0  0  0  0
 35 37  2  0  0  0  0
 39 41  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013847

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-33-35(32-26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1

> <INCHI_KEY>
NGFMQMUIOUSHGR-RTCYWULBSA-N

> <FORMULA>
C28H31ClN6O7

> <MOLECULAR_WEIGHT>
599.035

> <EXACT_MASS>
598.194275083

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
61.13809948798451

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}phenyl)phenyl]-2H-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.108973222387632

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.311064987499886

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.338916923992111

> <JCHEM_PKA_STRONGEST_BASIC>
4.200284251286324

> <JCHEM_POLAR_SURFACE_AREA>
188.86999999999995

> <JCHEM_REFRACTIVITY>
174.59509999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}phenyl)phenyl]-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013847
     RDKit          3D
Losartan N2-glucuronide
 73 77  0  0  0  0  0  0  0  0999 V2000
    6.0993    2.0298   -1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720    3.0128   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    3.3617    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    2.2859    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7508    1.1376    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6950    1.1141    2.2453 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3093   -0.0674    2.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5894   -0.5812    3.3338 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -0.8027    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219   -2.1934    0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4386   -2.7855   -0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7603   -0.0817    0.6406 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8963   -0.4403   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -1.1986   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925   -0.7882    1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7423   -1.5219    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748   -2.6701    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177   -3.3879    1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -4.6684    1.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8059   -5.3658    2.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442   -4.7837    1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1534   -3.5239    1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0418   -2.8126    0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -1.4916    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127   -0.6461   -0.1804 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.4488   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    0.3472   -0.3025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3085    1.2788   -0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3389    0.6176   -1.1939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5158    1.2863   -0.8322 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7064    0.6524   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8302    1.1313   -1.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5358   -0.4776   -2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3647    2.7294   -1.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5236    3.5049   -0.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1242    3.0674   -1.9530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2515    2.6602   -3.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800    2.4441   -1.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2221    3.4075   -0.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.8350    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -3.0621   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248   -2.3729   -0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913    1.1256   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9163    2.5312   -1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5209    1.8435   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    2.5812   -1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2942    3.9818   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3904    3.7302    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7887    4.2400    0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.9294    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403    2.7262    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0204   -2.8405    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2142   -2.1925    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8327   -3.5001    0.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538   -1.0003   -1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4746    0.5006   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    0.1028    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495   -1.1339    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -5.1101    1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -6.3645    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9473   -5.3045    2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1430   -3.0729    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    1.6980    0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5930    1.1614    0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0763   -1.3109   -2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2377    2.9936   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4753    3.6061    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080    4.1690   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5535    3.4147   -3.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780    2.1924   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    3.9653   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -3.9602   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882   -2.6619   -1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 27 40  1  0
 17 41  1  0
 41 42  2  0
 12  5  1  0
 42 14  1  0
 23 18  1  0
 40 24  2  0
 38 28  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 13 55  1  0
 13 56  1  0
 15 57  1  0
 16 58  1  0
 19 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 28 63  1  1
 30 64  1  1
 33 65  1  0
 34 66  1  6
 35 67  1  0
 36 68  1  6
 37 69  1  0
 38 70  1  6
 39 71  1  0
 41 72  1  0
 42 73  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1 Cl   UNK     0      23.624 -13.454   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0      16.355  -3.392   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      16.355  -8.012   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      19.022  -6.472   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.688  -6.472   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      13.688  -1.852   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      12.354  -4.162   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      24.739 -10.598   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      19.022  -3.392   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      20.429  -4.018   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      19.183  -1.860   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      20.623 -10.832   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      20.690  -1.540   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      20.884 -13.310   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      16.355  -6.472   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.689  -5.702   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.021  -5.702   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.689  -4.162   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.021  -4.162   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.688  -3.392   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.460  -2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.991  -3.035   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.997  -9.425   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.853 -12.166   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.322 -12.327   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.618  -4.442   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.695 -13.734   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.130 -11.152   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.902  -8.179   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      22.713  -5.688   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.164 -13.895   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.897  -1.789   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      22.291 -12.684   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      22.434  -8.340   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.276  -6.772   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      23.339  -7.094   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.181  -5.527   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      23.274 -10.122   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      25.149  -4.603   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      25.428  -1.950   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.055  -3.357   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.537 -15.302   0.000  0.00  0.00           C+0
CONECT    1   33                                                            
CONECT    2   18   19                                                       
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6   20                                                            
CONECT    7   20                                                            
CONECT    8   38                                                            
CONECT    9   10   11   18                                                  
CONECT   10    9   21                                                       
CONECT   11    9   13                                                       
CONECT   12   23   24   28                                                  
CONECT   13   11   21                                                       
CONECT   14   24   33                                                       
CONECT   15    3   16   17                                                  
CONECT   16    4   15   18                                                  
CONECT   17    5   15   19                                                  
CONECT   18    2    9   16                                                  
CONECT   19    2   17   20                                                  
CONECT   20    6    7   19                                                  
CONECT   21   10   13   22                                                  
CONECT   22   21   26   32                                                  
CONECT   23   12   29                                                       
CONECT   24   12   14   25                                                  
CONECT   25   24   27                                                       
CONECT   26   22   30   39                                                  
CONECT   27   25   31                                                       
CONECT   28   12   33   38                                                  
CONECT   29   23   34   35                                                  
CONECT   30   26   36   37                                                  
CONECT   31   27   42                                                       
CONECT   32   22   40                                                       
CONECT   33    1   14   28                                                  
CONECT   34   29   36                                                       
CONECT   35   29   37                                                       
CONECT   36   30   34                                                       
CONECT   37   30   35                                                       
CONECT   38    8   28                                                       
CONECT   39   26   41                                                       
CONECT   40   32   41                                                       
CONECT   41   39   40                                                       
CONECT   42   31                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

COMPND    HMDB0013847
HETATM    1  C1  UNL     1       6.099   2.030  -1.284  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.972   3.013  -1.223  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.488   3.362   0.142  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.881   2.286   0.977  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.751   1.138   1.268  1.00  0.00           C  
HETATM    6  N1  UNL     1       5.695   1.114   2.245  1.00  0.00           N  
HETATM    7  C6  UNL     1       6.309  -0.067   2.266  1.00  0.00           C  
HETATM    8 CL1  UNL     1       7.589  -0.581   3.334  1.00  0.00          CL  
HETATM    9  C7  UNL     1       5.701  -0.803   1.242  1.00  0.00           C  
HETATM   10  C8  UNL     1       6.122  -2.193   0.940  1.00  0.00           C  
HETATM   11  O1  UNL     1       5.439  -2.785  -0.096  1.00  0.00           O  
HETATM   12  N2  UNL     1       4.760  -0.082   0.641  1.00  0.00           N  
HETATM   13  C9  UNL     1       3.896  -0.440  -0.446  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.692  -1.199  -0.008  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.893  -0.788   1.014  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.742  -1.522   1.362  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.375  -2.670   0.700  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.818  -3.388   1.103  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.691  -4.668   1.676  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.806  -5.366   2.081  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.044  -4.784   1.913  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.153  -3.524   1.348  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.042  -2.813   0.936  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.183  -1.492   0.348  1.00  0.00           C  
HETATM   25  N3  UNL     1      -1.313  -0.646  -0.180  1.00  0.00           N  
HETATM   26  N4  UNL     1      -1.945   0.449  -0.567  1.00  0.00           N  
HETATM   27  N5  UNL     1      -3.232   0.347  -0.302  1.00  0.00           N  
HETATM   28  C21 UNL     1      -4.309   1.279  -0.530  1.00  0.00           C  
HETATM   29  O2  UNL     1      -5.339   0.618  -1.194  1.00  0.00           O  
HETATM   30  C22 UNL     1      -6.516   1.286  -0.832  1.00  0.00           C  
HETATM   31  C23 UNL     1      -7.706   0.652  -1.404  1.00  0.00           C  
HETATM   32  O3  UNL     1      -8.830   1.131  -1.172  1.00  0.00           O  
HETATM   33  O4  UNL     1      -7.536  -0.478  -2.199  1.00  0.00           O  
HETATM   34  C24 UNL     1      -6.365   2.729  -1.191  1.00  0.00           C  
HETATM   35  O5  UNL     1      -6.524   3.505  -0.043  1.00  0.00           O  
HETATM   36  C25 UNL     1      -5.124   3.067  -1.953  1.00  0.00           C  
HETATM   37  O6  UNL     1      -5.252   2.660  -3.266  1.00  0.00           O  
HETATM   38  C26 UNL     1      -3.880   2.444  -1.360  1.00  0.00           C  
HETATM   39  O7  UNL     1      -3.222   3.408  -0.568  1.00  0.00           O  
HETATM   40  N6  UNL     1      -3.385  -0.835   0.256  1.00  0.00           N  
HETATM   41  C27 UNL     1       1.204  -3.062  -0.330  1.00  0.00           C  
HETATM   42  C28 UNL     1       2.325  -2.373  -0.691  1.00  0.00           C  
HETATM   43  H1  UNL     1       5.791   1.126  -1.806  1.00  0.00           H  
HETATM   44  H2  UNL     1       6.916   2.531  -1.919  1.00  0.00           H  
HETATM   45  H3  UNL     1       6.521   1.844  -0.275  1.00  0.00           H  
HETATM   46  H4  UNL     1       4.126   2.581  -1.856  1.00  0.00           H  
HETATM   47  H5  UNL     1       5.294   3.982  -1.719  1.00  0.00           H  
HETATM   48  H6  UNL     1       5.390   3.730   0.707  1.00  0.00           H  
HETATM   49  H7  UNL     1       3.789   4.240   0.122  1.00  0.00           H  
HETATM   50  H8  UNL     1       2.952   1.929   0.453  1.00  0.00           H  
HETATM   51  H9  UNL     1       3.540   2.726   1.951  1.00  0.00           H  
HETATM   52  H10 UNL     1       6.020  -2.841   1.843  1.00  0.00           H  
HETATM   53  H11 UNL     1       7.214  -2.193   0.662  1.00  0.00           H  
HETATM   54  H12 UNL     1       4.833  -3.500   0.229  1.00  0.00           H  
HETATM   55  H13 UNL     1       4.454  -1.000  -1.210  1.00  0.00           H  
HETATM   56  H14 UNL     1       3.475   0.501  -0.907  1.00  0.00           H  
HETATM   57  H15 UNL     1       2.126   0.103   1.591  1.00  0.00           H  
HETATM   58  H16 UNL     1       0.149  -1.134   2.191  1.00  0.00           H  
HETATM   59  H17 UNL     1       0.276  -5.110   1.802  1.00  0.00           H  
HETATM   60  H18 UNL     1      -1.704  -6.365   2.528  1.00  0.00           H  
HETATM   61  H19 UNL     1      -3.947  -5.305   2.222  1.00  0.00           H  
HETATM   62  H20 UNL     1      -4.143  -3.073   1.220  1.00  0.00           H  
HETATM   63  H21 UNL     1      -4.701   1.698   0.434  1.00  0.00           H  
HETATM   64  H22 UNL     1      -6.593   1.161   0.287  1.00  0.00           H  
HETATM   65  H23 UNL     1      -8.076  -1.311  -2.082  1.00  0.00           H  
HETATM   66  H24 UNL     1      -7.238   2.994  -1.852  1.00  0.00           H  
HETATM   67  H25 UNL     1      -7.475   3.606   0.195  1.00  0.00           H  
HETATM   68  H26 UNL     1      -5.008   4.169  -1.939  1.00  0.00           H  
HETATM   69  H27 UNL     1      -5.553   3.415  -3.808  1.00  0.00           H  
HETATM   70  H28 UNL     1      -3.178   2.192  -2.180  1.00  0.00           H  
HETATM   71  H29 UNL     1      -3.909   3.965  -0.088  1.00  0.00           H  
HETATM   72  H30 UNL     1       0.951  -3.960  -0.875  1.00  0.00           H  
HETATM   73  H31 UNL     1       2.988  -2.662  -1.494  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   50   51
CONECT    5    6    6   12
CONECT    6    7
CONECT    7    8    9    9
CONECT    9   10   12
CONECT   10   11   52   53
CONECT   11   54
CONECT   12   13
CONECT   13   14   55   56
CONECT   14   15   15   42
CONECT   15   16   57
CONECT   16   17   17   58
CONECT   17   18   41
CONECT   18   19   19   23
CONECT   19   20   59
CONECT   20   21   21   60
CONECT   21   22   61
CONECT   22   23   23   62
CONECT   23   24
CONECT   24   25   40   40
CONECT   25   26   26
CONECT   26   27
CONECT   27   28   40
CONECT   28   29   38   63
CONECT   29   30
CONECT   30   31   34   64
CONECT   31   32   32   33
CONECT   33   65
CONECT   34   35   36   66
CONECT   35   67
CONECT   36   37   38   68
CONECT   37   69
CONECT   38   39   70
CONECT   39   71
CONECT   41   42   42   72
CONECT   42   73
END

HMDB0013847
     RDKit          3D
Losartan N2-glucuronide
 73 77  0  0  0  0  0  0  0  0999 V2000
    6.0993    2.0298   -1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720    3.0128   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    3.3617    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    2.2859    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7508    1.1376    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6950    1.1141    2.2453 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3093   -0.0674    2.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5894   -0.5812    3.3338 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -0.8027    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219   -2.1934    0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4386   -2.7855   -0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7603   -0.0817    0.6406 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8963   -0.4403   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -1.1986   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925   -0.7882    1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7423   -1.5219    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748   -2.6701    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177   -3.3879    1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -4.6684    1.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8059   -5.3658    2.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442   -4.7837    1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1534   -3.5239    1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0418   -2.8126    0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -1.4916    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127   -0.6461   -0.1804 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.4488   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    0.3472   -0.3025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3085    1.2788   -0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3389    0.6176   -1.1939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5158    1.2863   -0.8322 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7064    0.6524   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8302    1.1313   -1.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5358   -0.4776   -2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3647    2.7294   -1.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5236    3.5049   -0.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1242    3.0674   -1.9530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2515    2.6602   -3.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800    2.4441   -1.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2221    3.4075   -0.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.8350    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -3.0621   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248   -2.3729   -0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913    1.1256   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9163    2.5312   -1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5209    1.8435   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    2.5812   -1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2942    3.9818   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3904    3.7302    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7887    4.2400    0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.9294    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403    2.7262    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0204   -2.8405    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2142   -2.1925    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8327   -3.5001    0.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538   -1.0003   -1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4746    0.5006   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    0.1028    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495   -1.1339    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -5.1101    1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -6.3645    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9473   -5.3045    2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1430   -3.0729    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    1.6980    0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5930    1.1614    0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0763   -1.3109   -2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2377    2.9936   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4753    3.6061    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080    4.1690   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5535    3.4147   -3.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780    2.1924   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    3.9653   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -3.9602   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882   -2.6619   -1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 27 40  1  0
 17 41  1  0
 41 42  2  0
 12  5  1  0
 42 14  1  0
 23 18  1  0
 40 24  2  0
 38 28  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 13 55  1  0
 13 56  1  0
 15 57  1  0
 16 58  1  0
 19 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 28 63  1  1
 30 64  1  1
 33 65  1  0
 34 66  1  6
 35 67  1  0
 36 68  1  6
 37 69  1  0
 38 70  1  6
 39 71  1  0
 41 72  1  0
 42 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6R)-6-[5-(4'-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}-[1,1'-biphenyl]-2-yl)-2H-1,2,3,4-tetrazol-2-yl]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₈H₃₁ClN₆O₇

Average Molecular Weight

599.035

Monoisotopic Molecular Weight

598.194275083

IUPAC Name

(2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}phenyl)phenyl]-2H-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}phenyl)phenyl]-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-33-35(32-26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1

InChI Key

NGFMQMUIOUSHGR-RTCYWULBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
Biphenyl
Phenyltetrazole
1,2,4,5-tetrasubstituted imidazole
Imidazolyl carboxylic acid derivative
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Monocyclic benzene moiety
Pyran
N-substituted imidazole
Aryl halide
Oxane
Aryl chloride
Azole
Imidazole
Tetrazole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic nitrogen compound
Organohalogen compound
Organochloride
Carbonyl group
Organonitrogen compound
Primary alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0013847)
Kidney (HMDB: HMDB0013847)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013847)
Cytoplasm (HMDB: HMDB0013847)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	2.9	ALOGPS
logP	2.11	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	188.87 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	174.6 m³·mol⁻¹	ChemAxon
Polarizability	61.14 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	222.329	30932474
DeepCCS	[M-H]-	220.504	30932474
DeepCCS	[M-2H]-	254.132	30932474
DeepCCS	[M+Na]+	227.935	30932474
AllCCS	[M+H]+	233.5	32859911
AllCCS	[M+H-H2O]+	232.4	32859911
AllCCS	[M+NH4]+	234.4	32859911
AllCCS	[M+Na]+	234.7	32859911
AllCCS	[M-H]-	222.2	32859911
AllCCS	[M+Na-2H]-	224.5	32859911
AllCCS	[M+HCOO]-	227.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Losartan N2-glucuronide	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	5620.6	Standard polar	33892256
Losartan N2-glucuronide	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	4139.6	Standard non polar	33892256
Losartan N2-glucuronide	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	5028.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Losartan N2-glucuronide,1TMS,isomer #1	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)N=N2)C=C1	4922.9	Semi standard non polar	33892256
Losartan N2-glucuronide,1TMS,isomer #2	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)N=N2)C=C1	4922.5	Semi standard non polar	33892256
Losartan N2-glucuronide,1TMS,isomer #3	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)N=N2)C=C1	4919.7	Semi standard non polar	33892256
Losartan N2-glucuronide,1TMS,isomer #4	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)N=N2)C=C1	4924.5	Semi standard non polar	33892256
Losartan N2-glucuronide,1TMS,isomer #5	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)N=N2)C=C1	4861.1	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #1	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)N=N2)C=C1	4807.0	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #10	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4798.8	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #2	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)N=N2)C=C1	4832.4	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #3	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)N=N2)C=C1	4837.6	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #4	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)N=N2)C=C1	4839.0	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #5	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4808.8	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #6	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4843.0	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #7	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4838.2	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #8	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4798.8	Semi standard non polar	33892256
Losartan N2-glucuronide,2TMS,isomer #9	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4840.9	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #1	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4788.7	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #10	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4799.8	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #2	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4783.6	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #3	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4782.8	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #4	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4814.5	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #5	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4811.3	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #6	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4808.4	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #7	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4803.3	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #8	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4799.8	Semi standard non polar	33892256
Losartan N2-glucuronide,3TMS,isomer #9	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4840.9	Semi standard non polar	33892256
Losartan N2-glucuronide,4TMS,isomer #1	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4787.2	Semi standard non polar	33892256
Losartan N2-glucuronide,4TMS,isomer #2	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4784.0	Semi standard non polar	33892256
Losartan N2-glucuronide,4TMS,isomer #3	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4779.7	Semi standard non polar	33892256
Losartan N2-glucuronide,4TMS,isomer #4	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4815.1	Semi standard non polar	33892256
Losartan N2-glucuronide,4TMS,isomer #5	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([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)N=N2)C=C1	4810.3	Semi standard non polar	33892256
Losartan N2-glucuronide,1TBDMS,isomer #1	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)N=N2)C=C1	5090.1	Semi standard non polar	33892256
Losartan N2-glucuronide,1TBDMS,isomer #2	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)N=N2)C=C1	5064.8	Semi standard non polar	33892256
Losartan N2-glucuronide,1TBDMS,isomer #3	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N=N2)C=C1	5075.0	Semi standard non polar	33892256
Losartan N2-glucuronide,1TBDMS,isomer #4	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N=N2)C=C1	5083.6	Semi standard non polar	33892256
Losartan N2-glucuronide,1TBDMS,isomer #5	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)N=N2)C=C1	5055.4	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #1	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)N=N2)C=C1	5134.5	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #10	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N=N2)C=C1	5131.1	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #2	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)N=N2)C=C1	5133.3	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #3	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N=N2)C=C1	5135.9	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #4	CCCCC1=NC(Cl)=C(CO[Si](C)(C)C(C)(C)C)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N=N2)C=C1	5146.9	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #5	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)N=N2)C=C1	5131.3	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #6	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N=N2)C=C1	5124.2	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #7	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N=N2)C=C1	5125.4	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #8	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N=N2)C=C1	5127.4	Semi standard non polar	33892256
Losartan N2-glucuronide,2TBDMS,isomer #9	CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C2=CC=CC=C2C2=NN([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)N=N2)C=C1	5131.7	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 - Losartan N2-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0019-9300250000-0cbb81ca89cfafd23ac5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (1 TMS) - 70eV, Positive	splash10-001i-5920103000-cdf74b61bfafa699a7a6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Losartan N2-glucuronide GC-MS (TMS_3_9) - 70eV, Positive	Not Available	2021-10-16	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 - Losartan N2-glucuronide 10V, Positive-QTOF	splash10-0006-0911240000-e5cfb7a73a176ac26d03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 20V, Positive-QTOF	splash10-06ur-1416950000-2a5dcadbc0a0d1e69dab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 40V, Positive-QTOF	splash10-03fr-6719000000-4d3b304fc05a6228f63b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 10V, Negative-QTOF	splash10-00ds-0202950000-cb387ed6228c02ed3bf3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 20V, Negative-QTOF	splash10-059i-9501420000-395262ddf4b58d0389ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 40V, Negative-QTOF	splash10-052r-9400000000-d0e90776bbf68040f3ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 10V, Negative-QTOF	splash10-0002-0000090000-81a9f867ce1ed2865497	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 20V, Negative-QTOF	splash10-0532-3301690000-a014a1869f571deffa74	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 40V, Negative-QTOF	splash10-0uea-1900010000-c803db25c30de3854f5d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 10V, Positive-QTOF	splash10-0002-0000390000-38217695e6230440a669	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 20V, Positive-QTOF	splash10-06rj-0259870000-3ef687035c8d5d3b431b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Losartan N2-glucuronide 40V, Positive-QTOF	splash10-000i-0191200000-605f238a7b1705f406cc	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49849772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 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

2. 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

3. 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

4. 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

5. 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

6. UDP-glucuronosyltransferase 1-6

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:: UGT1A6
Uniprot ID:: P19224
Molecular weight:: 60750.215

Showing metabocard for Losartan N2-glucuronide (HMDB0013847)

MOL for HMDB0013847 (Losartan N2-glucuronide)

3D MOL for HMDB0013847 (Losartan N2-glucuronide)

3D SDF for HMDB0013847 (Losartan N2-glucuronide)

3D-SDF for HMDB0013847 (Losartan N2-glucuronide)

PDB for HMDB0013847 (Losartan N2-glucuronide)

3D PDB for HMDB0013847 (Losartan N2-glucuronide)

SMILES for HMDB0013847 (Losartan N2-glucuronide)

INCHI for HMDB0013847 (Losartan N2-glucuronide)

Structure for HMDB0013847 (Losartan N2-glucuronide)

3D Structure for HMDB0013847 (Losartan N2-glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes