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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 21:00:52 UTC

Update Date

2022-03-07 03:17:40 UTC

HMDB ID

HMDB0060169

Secondary Accession Numbers

HMDB60169

Metabolite Identification

Common Name

Mono(glucosyluronic acid)bilirubin

Description

Mono(glucosyluronic acid)bilirubin, also known as bilirubin monoglucuronide or bilirubin, glucuronic acid conjugates, belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative. Based on a literature review very few articles have been published on Mono(glucosyluronic acid)bilirubin.

Structure

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

  Mrv1652308181714342D          

 62 66  0  0  1  0            999 V2000
    0.6475    4.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2141    9.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0475    8.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3578    6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5496    6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619    4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996    9.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5454    4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511    1.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5454    3.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    1.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6022    6.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    3.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9057    3.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322    7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7447    5.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412    2.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626    5.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0764    4.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996    8.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8309    4.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8662    2.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9377    5.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7862    3.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0871    7.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301    4.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0773    4.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211    3.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599    3.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7992   -2.3394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6197   -2.2532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3143   -1.6720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9552   -1.4995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9696    5.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1670    7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757   -1.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -0.9183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5252    5.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537    3.8609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9121    7.1866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3821    5.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599    2.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9744    3.5360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3209    0.5890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636   -3.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -2.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938   -1.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    6.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9517    8.2261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1113   -0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2606   -2.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -0.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4703   -0.8321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7817    6.6054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2841   -3.0069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4402   -2.1669    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8293   -1.0045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1348   -1.5857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -0.1646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  8  2  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20  7  1  0  0  0  0
 20 19  2  0  0  0  0
 21  8  1  0  0  0  0
 21 16  2  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 18  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  2  0  0  0  0
 25 14  1  0  0  0  0
 25 18  2  0  0  0  0
 26 13  2  0  0  0  0
 26 16  1  0  0  0  0
 27 14  2  0  0  0  0
 27 20  1  0  0  0  0
 28 15  1  0  0  0  0
 28 22  2  0  0  0  0
 29 15  1  0  0  0  0
 29 23  2  0  0  0  0
 30 11  1  0  0  0  0
 31 12  1  0  0  0  0
 33 32  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 19  1  0  0  0  0
 37 21  1  0  0  0  0
 35 38  1  1  0  0  0
 39 34  1  0  0  0  0
 40 24  1  0  0  0  0
 40 28  1  0  0  0  0
 41 25  1  0  0  0  0
 41 29  1  0  0  0  0
 42 26  1  0  0  0  0
 42 37  2  0  0  0  0
 43 27  1  0  0  0  0
 43 36  2  0  0  0  0
 44 30  2  0  0  0  0
 45 30  1  0  0  0  0
 46 31  2  0  0  0  0
 32 47  1  6  0  0  0
 33 48  1  1  0  0  0
 34 49  1  1  0  0  0
 50 36  1  0  0  0  0
 51 37  1  0  0  0  0
 52 38  2  0  0  0  0
 53 38  1  0  0  0  0
 54 31  1  0  0  0  0
 39 54  1  6  0  0  0
 55 35  1  0  0  0  0
 55 39  1  0  0  0  0
 56 13  1  0  0  0  0
 57 14  1  0  0  0  0
 32 58  1  1  0  0  0
 33 59  1  6  0  0  0
 34 60  1  6  0  0  0
 35 61  1  1  0  0  0
 39 62  1  1  0  0  0
M  END

HMDB0060169
     RDKit          3D
Mono(glucosyluronic acid)bilirubin
 99103  0  0  0  0  0  0  0  0999 V2000
   -6.9311   -3.6196    4.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2011   -3.4538    3.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2529   -2.7961    2.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613   -2.5877    1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6841   -2.9953    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044   -1.9120    0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871   -1.5346   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765   -0.8570   -0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6519   -1.0139   -0.3203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.2540   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.2042   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    0.9928    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    2.1982    0.2389 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    2.9861    1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    4.3712    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    5.2675    0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    4.9505   -0.6867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548    6.0302   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151    6.1623   -2.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3574    7.1404   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157    8.5119   -0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    6.6698    0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    7.4783    2.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2619    7.2579    3.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686    2.2532    1.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3395    2.7141    2.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    0.9940    0.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -0.1323    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.3731   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9569   -1.5292    0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -2.0860    1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9018   -2.0306   -0.6343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -3.1392   -0.3094 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0363   -2.7284   -0.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9413   -3.6569    0.1382 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1996   -3.5557   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3121   -2.7180   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2950   -4.3715   -0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -5.0823    0.0090 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6318   -5.4483    1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106   -5.2083   -1.2943 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5544   -4.8183   -2.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5178   -4.2804   -1.2837 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4437   -5.0367   -0.7604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    0.4348   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.3892   -2.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2510    0.6362   -4.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -0.2890   -4.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2020    0.1678   -5.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -1.6640   -4.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776    0.0420   -1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8977    0.5429   -2.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4096   -1.7386    1.9531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9407   -2.2442    3.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3279   -2.2469    4.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394   -3.3040    5.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6571   -4.1207    5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1424   -3.8104    3.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9427   -2.2550   -0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5996   -4.0114    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5504   -2.9893    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8725   -1.7485   -1.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546   -1.6733    0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2671   -0.2620   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0271   -1.1023   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962    2.4959   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799    4.6794    2.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656    6.8083   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    8.5633   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    9.2487   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695    8.8307    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    8.5562    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    6.3507    3.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504    8.1062    3.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    3.6006    2.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    1.8712    3.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    2.9252    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8047    0.0026    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972   -1.0686    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5756   -0.4864   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    0.5028   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4652   -3.4625    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2510   -3.4614    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2797   -5.3769   -0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3192   -5.7769   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207   -4.9629    1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -6.2700   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0644   -4.7415   -3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -3.9542   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -4.9540    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1157    2.0096   -2.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    2.0039   -3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.3720   -4.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3856    0.0393   -3.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -2.3242   -4.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7727    0.6953   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797    1.5222   -3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2189   -0.2123   -3.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5309   -1.4407    4.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  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  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  3
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 35 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 10 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 45 51  1  0
 51 52  1  0
  6 53  1  0
 53 54  2  0
 54 55  1  0
 54  3  1  0
 51  8  2  0
 27 12  2  0
 43 33  1  0
 22 16  1  0
  1 56  1  0
  1 57  1  0
  2 58  1  0
  5 59  1  0
  5 60  1  0
  5 61  1  0
  7 62  1  0
  9 63  1  0
 11 64  1  0
 11 65  1  0
 13 66  1  0
 15 67  1  0
 19 68  1  0
 21 69  1  0
 21 70  1  0
 21 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 26 75  1  0
 26 76  1  0
 26 77  1  0
 28 78  1  0
 28 79  1  0
 29 80  1  0
 29 81  1  0
 33 82  1  1
 35 83  1  1
 38 84  1  0
 39 85  1  6
 40 86  1  0
 41 87  1  6
 42 88  1  0
 43 89  1  6
 44 90  1  0
 46 91  1  0
 46 92  1  0
 47 93  1  0
 47 94  1  0
 50 95  1  0
 52 96  1  0
 52 97  1  0
 52 98  1  0
 55 99  1  0
M  END

  Mrv1652308181714342D          

 62 66  0  0  1  0            999 V2000
    0.6475    4.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2141    9.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0475    8.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3578    6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5496    6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619    4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996    9.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5454    4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511    1.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5454    3.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    1.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6022    6.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    3.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9057    3.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322    7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7447    5.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412    2.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626    5.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0764    4.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996    8.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8309    4.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8662    2.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9377    5.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7862    3.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0871    7.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301    4.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0773    4.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211    3.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599    3.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7992   -2.3394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6197   -2.2532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3143   -1.6720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9552   -1.4995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9696    5.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1670    7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757   -1.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -0.9183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5252    5.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537    3.8609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9121    7.1866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3821    5.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599    2.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9744    3.5360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3209    0.5890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636   -3.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -2.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938   -1.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    6.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9517    8.2261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1113   -0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2606   -2.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -0.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4703   -0.8321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7817    6.6054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2841   -3.0069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4402   -2.1669    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8293   -1.0045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1348   -1.5857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -0.1646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  8  2  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20  7  1  0  0  0  0
 20 19  2  0  0  0  0
 21  8  1  0  0  0  0
 21 16  2  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 18  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  2  0  0  0  0
 25 14  1  0  0  0  0
 25 18  2  0  0  0  0
 26 13  2  0  0  0  0
 26 16  1  0  0  0  0
 27 14  2  0  0  0  0
 27 20  1  0  0  0  0
 28 15  1  0  0  0  0
 28 22  2  0  0  0  0
 29 15  1  0  0  0  0
 29 23  2  0  0  0  0
 30 11  1  0  0  0  0
 31 12  1  0  0  0  0
 33 32  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 19  1  0  0  0  0
 37 21  1  0  0  0  0
 35 38  1  1  0  0  0
 39 34  1  0  0  0  0
 40 24  1  0  0  0  0
 40 28  1  0  0  0  0
 41 25  1  0  0  0  0
 41 29  1  0  0  0  0
 42 26  1  0  0  0  0
 42 37  2  0  0  0  0
 43 27  1  0  0  0  0
 43 36  2  0  0  0  0
 44 30  2  0  0  0  0
 45 30  1  0  0  0  0
 46 31  2  0  0  0  0
 32 47  1  6  0  0  0
 33 48  1  1  0  0  0
 34 49  1  1  0  0  0
 50 36  1  0  0  0  0
 51 37  1  0  0  0  0
 52 38  2  0  0  0  0
 53 38  1  0  0  0  0
 54 31  1  0  0  0  0
 39 54  1  6  0  0  0
 55 35  1  0  0  0  0
 55 39  1  0  0  0  0
 56 13  1  0  0  0  0
 57 14  1  0  0  0  0
 32 58  1  1  0  0  0
 33 59  1  6  0  0  0
 34 60  1  6  0  0  0
 35 61  1  1  0  0  0
 39 62  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060169

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1\N=C(O)C(C=C)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-18(5)23(10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53)29(41-25)15-28-22(9-11-30(44)45)17(4)24(40-28)13-26-16(3)21(8-2)37(51)42-26/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/b26-13-,27-14-/t32-,33-,34+,35-,39+/m0/s1

> <INCHI_KEY>
ARBDURHEPGRPSR-LCNKTQGVSA-N

> <FORMULA>
C39H44N4O12

> <MOLECULAR_WEIGHT>
760.797

> <EXACT_MASS>
760.295572873

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
81.22895422316279

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-{[3-(2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
0.8053381938923755

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.139267045477085

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7034266462584897

> <JCHEM_PKA_STRONGEST_BASIC>
4.615880234058318

> <JCHEM_POLAR_SURFACE_AREA>
267.58

> <JCHEM_REFRACTIVITY>
202.23800000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-{[3-(2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060169
     RDKit          3D
Mono(glucosyluronic acid)bilirubin
 99103  0  0  0  0  0  0  0  0999 V2000
   -6.9311   -3.6196    4.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2011   -3.4538    3.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2529   -2.7961    2.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613   -2.5877    1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6841   -2.9953    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044   -1.9120    0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871   -1.5346   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765   -0.8570   -0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6519   -1.0139   -0.3203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.2540   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.2042   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    0.9928    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    2.1982    0.2389 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    2.9861    1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    4.3712    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    5.2675    0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    4.9505   -0.6867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548    6.0302   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151    6.1623   -2.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3574    7.1404   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157    8.5119   -0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    6.6698    0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    7.4783    2.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2619    7.2579    3.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686    2.2532    1.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3395    2.7141    2.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    0.9940    0.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -0.1323    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.3731   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9569   -1.5292    0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -2.0860    1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9018   -2.0306   -0.6343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -3.1392   -0.3094 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0363   -2.7284   -0.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9413   -3.6569    0.1382 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1996   -3.5557   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3121   -2.7180   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2950   -4.3715   -0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -5.0823    0.0090 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6318   -5.4483    1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106   -5.2083   -1.2943 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5544   -4.8183   -2.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5178   -4.2804   -1.2837 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4437   -5.0367   -0.7604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    0.4348   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.3892   -2.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2510    0.6362   -4.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -0.2890   -4.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2020    0.1678   -5.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -1.6640   -4.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776    0.0420   -1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8977    0.5429   -2.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4096   -1.7386    1.9531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9407   -2.2442    3.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3279   -2.2469    4.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394   -3.3040    5.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6571   -4.1207    5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1424   -3.8104    3.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9427   -2.2550   -0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5996   -4.0114    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5504   -2.9893    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8725   -1.7485   -1.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546   -1.6733    0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2671   -0.2620   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0271   -1.1023   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962    2.4959   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799    4.6794    2.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656    6.8083   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    8.5633   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    9.2487   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695    8.8307    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    8.5562    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    6.3507    3.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504    8.1062    3.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    3.6006    2.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    1.8712    3.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    2.9252    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8047    0.0026    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972   -1.0686    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5756   -0.4864   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    0.5028   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4652   -3.4625    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2510   -3.4614    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2797   -5.3769   -0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3192   -5.7769   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207   -4.9629    1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -6.2700   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0644   -4.7415   -3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -3.9542   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -4.9540    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1157    2.0096   -2.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    2.0039   -3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.3720   -4.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3856    0.0393   -3.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -2.3242   -4.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7727    0.6953   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797    1.5222   -3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2189   -0.2123   -3.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5309   -1.4407    4.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  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  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  3
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 35 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 10 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 45 51  1  0
 51 52  1  0
  6 53  1  0
 53 54  2  0
 54 55  1  0
 54  3  1  0
 51  8  2  0
 27 12  2  0
 43 33  1  0
 22 16  1  0
  1 56  1  0
  1 57  1  0
  2 58  1  0
  5 59  1  0
  5 60  1  0
  5 61  1  0
  7 62  1  0
  9 63  1  0
 11 64  1  0
 11 65  1  0
 13 66  1  0
 15 67  1  0
 19 68  1  0
 21 69  1  0
 21 70  1  0
 21 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 26 75  1  0
 26 76  1  0
 26 77  1  0
 28 78  1  0
 28 79  1  0
 29 80  1  0
 29 81  1  0
 33 82  1  1
 35 83  1  1
 38 84  1  0
 39 85  1  6
 40 86  1  0
 41 87  1  6
 42 88  1  0
 43 89  1  6
 44 90  1  0
 46 91  1  0
 46 92  1  0
 47 93  1  0
 47 94  1  0
 50 95  1  0
 52 96  1  0
 52 97  1  0
 52 98  1  0
 55 99  1  0
M  END

HEADER    PROTEIN                                 18-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-AUG-17         0                                  
HETATM    1  C   UNK     0       1.209   8.910   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.466  18.095   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.422  15.355   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.735  11.472   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.638   3.591   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.892  11.472   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.542   8.140   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.133  17.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.085   8.140   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.989   3.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.085   6.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.362   2.184   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.457  12.169   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.603   6.778   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.024   6.778   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.887  14.880   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.590  10.442   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.544   4.837   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.037  10.442   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.876   8.910   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.133  15.785   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.751   8.910   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.084   4.837   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.084  10.762   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.068   6.302   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.363  13.415   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.283   8.284   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.344   8.284   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.559   6.302   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.418   5.830   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.268   0.939   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.825  -4.367   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.357  -4.206   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.920  -3.121   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.983  -2.799   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.543  10.762   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.378  14.880   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.515  -2.638   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.546  -1.714   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      10.314   9.429   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       8.314   7.207   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      12.903  13.415   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       6.313   9.429   0.000  0.00  0.00           N+0
HETATM   44  O   UNK     0      15.418   4.290   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      16.752   6.600   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      11.799   1.100   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      10.199  -5.774   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      13.262  -5.452   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       8.388  -3.282   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       6.170  12.169   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      14.843  15.355   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      15.141  -1.231   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      15.420  -3.884   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       9.641  -0.468   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      12.078  -1.553   0.000  0.00  0.00           O+0
HETATM   56  H   UNK     0       8.926  12.330   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.459   5.747   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      11.730  -5.613   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      13.888  -4.045   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       9.015  -1.875   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      11.452  -2.960   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      11.173  -0.307   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6   19                                                            
CONECT    7    1   20                                                       
CONECT    8    2   21                                                       
CONECT    9   11   22                                                       
CONECT   10   12   23                                                       
CONECT   11    9   30                                                       
CONECT   12   10   31                                                       
CONECT   13   24   26   56                                                  
CONECT   14   25   27   57                                                  
CONECT   15   28   29                                                       
CONECT   16    3   21   26                                                  
CONECT   17    4   22   24                                                  
CONECT   18    5   23   25                                                  
CONECT   19    6   20   36                                                  
CONECT   20    7   19   27                                                  
CONECT   21    8   16   37                                                  
CONECT   22    9   17   28                                                  
CONECT   23   10   18   29                                                  
CONECT   24   13   17   40                                                  
CONECT   25   14   18   41                                                  
CONECT   26   13   16   42                                                  
CONECT   27   14   20   43                                                  
CONECT   28   15   22   40                                                  
CONECT   29   15   23   41                                                  
CONECT   30   11   44   45                                                  
CONECT   31   12   46   54                                                  
CONECT   32   33   34   47   58                                             
CONECT   33   32   35   48   59                                             
CONECT   34   32   39   49   60                                             
CONECT   35   33   38   55   61                                             
CONECT   36   19   43   50                                                  
CONECT   37   21   42   51                                                  
CONECT   38   35   52   53                                                  
CONECT   39   34   54   55   62                                             
CONECT   40   24   28                                                       
CONECT   41   25   29                                                       
CONECT   42   26   37                                                       
CONECT   43   27   36                                                       
CONECT   44   30                                                            
CONECT   45   30                                                            
CONECT   46   31                                                            
CONECT   47   32                                                            
CONECT   48   33                                                            
CONECT   49   34                                                            
CONECT   50   36                                                            
CONECT   51   37                                                            
CONECT   52   38                                                            
CONECT   53   38                                                            
CONECT   54   31   39                                                       
CONECT   55   35   39                                                       
CONECT   56   13                                                            
CONECT   57   14                                                            
CONECT   58   32                                                            
CONECT   59   33                                                            
CONECT   60   34                                                            
CONECT   61   35                                                            
CONECT   62   39                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  132    0
END

COMPND    HMDB0060169
HETATM    1  C1  UNL     1      -6.931  -3.620   4.893  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.201  -3.454   3.633  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.253  -2.796   2.749  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.461  -2.588   1.431  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.684  -2.995   0.685  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.304  -1.912   0.876  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.087  -1.535  -0.362  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.877  -0.857  -0.810  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.652  -1.014  -0.320  1.00  0.00           N  
HETATM   10  C9  UNL     1      -1.762  -0.254  -0.976  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.341  -0.204  -0.645  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.067   0.993   0.138  1.00  0.00           C  
HETATM   13  N2  UNL     1      -0.527   2.198   0.239  1.00  0.00           N  
HETATM   14  C12 UNL     1       0.186   2.986   1.053  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.054   4.371   1.468  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.557   5.267   0.647  1.00  0.00           C  
HETATM   17  N3  UNL     1      -0.898   4.950  -0.687  1.00  0.00           N  
HETATM   18  C15 UNL     1      -1.355   6.030  -1.212  1.00  0.00           C  
HETATM   19  O1  UNL     1      -1.815   6.162  -2.543  1.00  0.00           O  
HETATM   20  C16 UNL     1      -1.357   7.140  -0.286  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.816   8.512  -0.564  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.858   6.670   0.882  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.699   7.478   2.063  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.262   7.258   3.249  1.00  0.00           C  
HETATM   25  C21 UNL     1       1.269   2.253   1.482  1.00  0.00           C  
HETATM   26  C22 UNL     1       2.339   2.714   2.401  1.00  0.00           C  
HETATM   27  C23 UNL     1       1.224   0.994   0.925  1.00  0.00           C  
HETATM   28  C24 UNL     1       2.167  -0.132   1.105  1.00  0.00           C  
HETATM   29  C25 UNL     1       3.083  -0.373  -0.044  1.00  0.00           C  
HETATM   30  C26 UNL     1       3.957  -1.529   0.265  1.00  0.00           C  
HETATM   31  O2  UNL     1       3.848  -2.086   1.379  1.00  0.00           O  
HETATM   32  O3  UNL     1       4.902  -2.031  -0.634  1.00  0.00           O  
HETATM   33  C27 UNL     1       5.722  -3.139  -0.309  1.00  0.00           C  
HETATM   34  O4  UNL     1       7.036  -2.728  -0.325  1.00  0.00           O  
HETATM   35  C28 UNL     1       7.941  -3.657   0.138  1.00  0.00           C  
HETATM   36  C29 UNL     1       9.200  -3.556  -0.666  1.00  0.00           C  
HETATM   37  O5  UNL     1       9.312  -2.718  -1.598  1.00  0.00           O  
HETATM   38  O6  UNL     1      10.295  -4.372  -0.429  1.00  0.00           O  
HETATM   39  C30 UNL     1       7.450  -5.082   0.009  1.00  0.00           C  
HETATM   40  O7  UNL     1       6.632  -5.448   1.096  1.00  0.00           O  
HETATM   41  C31 UNL     1       6.711  -5.208  -1.294  1.00  0.00           C  
HETATM   42  O8  UNL     1       7.554  -4.818  -2.321  1.00  0.00           O  
HETATM   43  C32 UNL     1       5.518  -4.280  -1.284  1.00  0.00           C  
HETATM   44  O9  UNL     1       4.444  -5.037  -0.760  1.00  0.00           O  
HETATM   45  C33 UNL     1      -2.439   0.435  -1.945  1.00  0.00           C  
HETATM   46  C34 UNL     1      -1.917   1.389  -2.963  1.00  0.00           C  
HETATM   47  C35 UNL     1      -1.251   0.636  -4.091  1.00  0.00           C  
HETATM   48  C36 UNL     1      -2.181  -0.289  -4.802  1.00  0.00           C  
HETATM   49  O10 UNL     1      -3.202   0.168  -5.369  1.00  0.00           O  
HETATM   50  O11 UNL     1      -1.966  -1.664  -4.868  1.00  0.00           O  
HETATM   51  C37 UNL     1      -3.778   0.042  -1.825  1.00  0.00           C  
HETATM   52  C38 UNL     1      -4.898   0.543  -2.670  1.00  0.00           C  
HETATM   53  N4  UNL     1      -4.410  -1.739   1.953  1.00  0.00           N  
HETATM   54  C39 UNL     1      -4.941  -2.244   3.046  1.00  0.00           C  
HETATM   55  O12 UNL     1      -4.328  -2.247   4.304  1.00  0.00           O  
HETATM   56  H1  UNL     1      -6.039  -3.304   5.360  1.00  0.00           H  
HETATM   57  H2  UNL     1      -7.657  -4.121   5.550  1.00  0.00           H  
HETATM   58  H3  UNL     1      -8.142  -3.810   3.232  1.00  0.00           H  
HETATM   59  H4  UNL     1      -7.943  -2.255  -0.095  1.00  0.00           H  
HETATM   60  H5  UNL     1      -7.600  -4.011   0.276  1.00  0.00           H  
HETATM   61  H6  UNL     1      -8.550  -2.989   1.391  1.00  0.00           H  
HETATM   62  H7  UNL     1      -5.873  -1.749  -1.089  1.00  0.00           H  
HETATM   63  H8  UNL     1      -2.455  -1.673   0.493  1.00  0.00           H  
HETATM   64  H9  UNL     1       0.267  -0.262  -1.564  1.00  0.00           H  
HETATM   65  H10 UNL     1      -0.027  -1.102  -0.027  1.00  0.00           H  
HETATM   66  H11 UNL     1      -1.396   2.496  -0.221  1.00  0.00           H  
HETATM   67  H12 UNL     1       0.180   4.679   2.457  1.00  0.00           H  
HETATM   68  H13 UNL     1      -2.566   6.808  -2.746  1.00  0.00           H  
HETATM   69  H14 UNL     1      -2.369   8.563  -1.502  1.00  0.00           H  
HETATM   70  H15 UNL     1      -0.984   9.249  -0.612  1.00  0.00           H  
HETATM   71  H16 UNL     1      -2.470   8.831   0.283  1.00  0.00           H  
HETATM   72  H17 UNL     1      -1.032   8.556   1.929  1.00  0.00           H  
HETATM   73  H18 UNL     1       0.103   6.351   3.627  1.00  0.00           H  
HETATM   74  H19 UNL     1      -0.250   8.106   3.998  1.00  0.00           H  
HETATM   75  H20 UNL     1       1.978   3.601   2.960  1.00  0.00           H  
HETATM   76  H21 UNL     1       2.542   1.871   3.097  1.00  0.00           H  
HETATM   77  H22 UNL     1       3.285   2.925   1.876  1.00  0.00           H  
HETATM   78  H23 UNL     1       2.805   0.003   2.010  1.00  0.00           H  
HETATM   79  H24 UNL     1       1.597  -1.069   1.288  1.00  0.00           H  
HETATM   80  H25 UNL     1       2.576  -0.486  -1.027  1.00  0.00           H  
HETATM   81  H26 UNL     1       3.778   0.503  -0.210  1.00  0.00           H  
HETATM   82  H27 UNL     1       5.465  -3.462   0.718  1.00  0.00           H  
HETATM   83  H28 UNL     1       8.251  -3.461   1.208  1.00  0.00           H  
HETATM   84  H29 UNL     1      10.280  -5.377  -0.427  1.00  0.00           H  
HETATM   85  H30 UNL     1       8.319  -5.777  -0.037  1.00  0.00           H  
HETATM   86  H31 UNL     1       7.021  -4.963   1.884  1.00  0.00           H  
HETATM   87  H32 UNL     1       6.383  -6.270  -1.460  1.00  0.00           H  
HETATM   88  H33 UNL     1       7.064  -4.741  -3.178  1.00  0.00           H  
HETATM   89  H34 UNL     1       5.326  -3.954  -2.311  1.00  0.00           H  
HETATM   90  H35 UNL     1       4.421  -4.954   0.227  1.00  0.00           H  
HETATM   91  H36 UNL     1      -1.116   2.010  -2.509  1.00  0.00           H  
HETATM   92  H37 UNL     1      -2.725   2.004  -3.398  1.00  0.00           H  
HETATM   93  H38 UNL     1      -0.934   1.372  -4.876  1.00  0.00           H  
HETATM   94  H39 UNL     1      -0.386   0.039  -3.795  1.00  0.00           H  
HETATM   95  H40 UNL     1      -2.720  -2.324  -4.683  1.00  0.00           H  
HETATM   96  H41 UNL     1      -5.773   0.695  -1.976  1.00  0.00           H  
HETATM   97  H42 UNL     1      -4.680   1.522  -3.101  1.00  0.00           H  
HETATM   98  H43 UNL     1      -5.219  -0.212  -3.416  1.00  0.00           H  
HETATM   99  H44 UNL     1      -4.531  -1.441   4.891  1.00  0.00           H  
CONECT    1    2    2   56   57
CONECT    2    3   58
CONECT    3    4    4   54
CONECT    4    5    6
CONECT    5   59   60   61
CONECT    6    7    7   53
CONECT    7    8   62
CONECT    8    9   51   51
CONECT    9   10   63
CONECT   10   11   45   45
CONECT   11   12   64   65
CONECT   12   13   27   27
CONECT   13   14   66
CONECT   14   15   25   25
CONECT   15   16   16   67
CONECT   16   17   22
CONECT   17   18   18
CONECT   18   19   20
CONECT   19   68
CONECT   20   21   22   22
CONECT   21   69   70   71
CONECT   22   23
CONECT   23   24   24   72
CONECT   24   73   74
CONECT   25   26   27
CONECT   26   75   76   77
CONECT   27   28
CONECT   28   29   78   79
CONECT   29   30   80   81
CONECT   30   31   31   32
CONECT   32   33
CONECT   33   34   43   82
CONECT   34   35
CONECT   35   36   39   83
CONECT   36   37   37   38
CONECT   38   84
CONECT   39   40   41   85
CONECT   40   86
CONECT   41   42   43   87
CONECT   42   88
CONECT   43   44   89
CONECT   44   90
CONECT   45   46   51
CONECT   46   47   91   92
CONECT   47   48   93   94
CONECT   48   49   49   50
CONECT   50   95
CONECT   51   52
CONECT   52   96   97   98
CONECT   53   54   54
CONECT   54   55
CONECT   55   99
END

HMDB0060169
     RDKit          3D
Mono(glucosyluronic acid)bilirubin
 99103  0  0  0  0  0  0  0  0999 V2000
   -6.9311   -3.6196    4.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2011   -3.4538    3.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2529   -2.7961    2.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613   -2.5877    1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6841   -2.9953    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044   -1.9120    0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871   -1.5346   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765   -0.8570   -0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6519   -1.0139   -0.3203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.2540   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.2042   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    0.9928    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    2.1982    0.2389 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    2.9861    1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    4.3712    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    5.2675    0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    4.9505   -0.6867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548    6.0302   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151    6.1623   -2.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3574    7.1404   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157    8.5119   -0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    6.6698    0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    7.4783    2.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2619    7.2579    3.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686    2.2532    1.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3395    2.7141    2.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    0.9940    0.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -0.1323    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.3731   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9569   -1.5292    0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -2.0860    1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9018   -2.0306   -0.6343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -3.1392   -0.3094 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0363   -2.7284   -0.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9413   -3.6569    0.1382 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1996   -3.5557   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3121   -2.7180   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2950   -4.3715   -0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -5.0823    0.0090 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6318   -5.4483    1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106   -5.2083   -1.2943 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5544   -4.8183   -2.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5178   -4.2804   -1.2837 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4437   -5.0367   -0.7604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    0.4348   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.3892   -2.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2510    0.6362   -4.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -0.2890   -4.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2020    0.1678   -5.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -1.6640   -4.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776    0.0420   -1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8977    0.5429   -2.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4096   -1.7386    1.9531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9407   -2.2442    3.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3279   -2.2469    4.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394   -3.3040    5.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6571   -4.1207    5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1424   -3.8104    3.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9427   -2.2550   -0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5996   -4.0114    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5504   -2.9893    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8725   -1.7485   -1.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546   -1.6733    0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2671   -0.2620   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0271   -1.1023   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962    2.4959   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799    4.6794    2.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656    6.8083   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    8.5633   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    9.2487   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695    8.8307    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    8.5562    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    6.3507    3.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504    8.1062    3.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    3.6006    2.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    1.8712    3.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    2.9252    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8047    0.0026    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972   -1.0686    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5756   -0.4864   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    0.5028   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4652   -3.4625    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2510   -3.4614    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2797   -5.3769   -0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3192   -5.7769   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207   -4.9629    1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -6.2700   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0644   -4.7415   -3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -3.9542   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -4.9540    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1157    2.0096   -2.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    2.0039   -3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.3720   -4.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3856    0.0393   -3.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -2.3242   -4.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7727    0.6953   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797    1.5222   -3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2189   -0.2123   -3.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5309   -1.4407    4.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  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  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  3
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 35 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 10 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 45 51  1  0
 51 52  1  0
  6 53  1  0
 53 54  2  0
 54 55  1  0
 54  3  1  0
 51  8  2  0
 27 12  2  0
 43 33  1  0
 22 16  1  0
  1 56  1  0
  1 57  1  0
  2 58  1  0
  5 59  1  0
  5 60  1  0
  5 61  1  0
  7 62  1  0
  9 63  1  0
 11 64  1  0
 11 65  1  0
 13 66  1  0
 15 67  1  0
 19 68  1  0
 21 69  1  0
 21 70  1  0
 21 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 26 75  1  0
 26 76  1  0
 26 77  1  0
 28 78  1  0
 28 79  1  0
 29 80  1  0
 29 81  1  0
 33 82  1  1
 35 83  1  1
 38 84  1  0
 39 85  1  6
 40 86  1  0
 41 87  1  6
 42 88  1  0
 43 89  1  6
 44 90  1  0
 46 91  1  0
 46 92  1  0
 47 93  1  0
 47 94  1  0
 50 95  1  0
 52 96  1  0
 52 97  1  0
 52 98  1  0
 55 99  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bilirubin monoglucuronide	Kegg
mono(Glucosyluronate)bilirubin	Generator
Bilirubin glucuronide	HMDB
Bilirubin, glucuronic acid conjugates	HMDB

Chemical Formula

C₃₉H₄₄N₄O₁₂

Average Molecular Weight

760.797

Monoisotopic Molecular Weight

760.295572873

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[3-(2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{[3-(2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1\N=C(O)C(C=C)=C1C

InChI Identifier

InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-18(5)23(10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53)29(41-25)15-28-22(9-11-30(44)45)17(4)24(40-28)13-26-16(3)21(8-2)37(51)42-26/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/b26-13-,27-14-/t32-,33-,34+,35-,39+/m0/s1

InChI Key

ARBDURHEPGRPSR-LCNKTQGVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Bilirubins

Direct Parent

Bilirubins

Alternative Parents

Substituents

Bilirubin skeleton
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Monosaccharide
Oxane
Hydroxy acid
Pyran
Substituted pyrrole
Fatty acyl
Pyrrole
Pyrroline
Heteroaromatic compound
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxamide group
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Polyol
Organic oxide
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0060169)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	2.48	ALOGPS
logP	0.81	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	4.62	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	267.58 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	202.24 m³·mol⁻¹	ChemAxon
Polarizability	81.23 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]+	250.678	30932474
DeepCCS	[M-H]-	248.954	30932474
DeepCCS	[M-2H]-	283.189	30932474
DeepCCS	[M+Na]+	256.949	30932474
AllCCS	[M+H]+	268.2	32859911
AllCCS	[M+H-H2O]+	267.5	32859911
AllCCS	[M+NH4]+	268.8	32859911
AllCCS	[M+Na]+	268.9	32859911
AllCCS	[M-H]-	270.2	32859911
AllCCS	[M+Na-2H]-	275.2	32859911
AllCCS	[M+HCOO]-	280.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mono(glucosyluronic acid)bilirubin	[H]\C(C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1\N=C(O)C(C=C)=C1C	8103.0	Standard polar	33892256
Mono(glucosyluronic acid)bilirubin	[H]\C(C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1\N=C(O)C(C=C)=C1C	4745.5	Standard non polar	33892256
Mono(glucosyluronic acid)bilirubin	[H]\C(C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1\N=C(O)C(C=C)=C1C	6223.7	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 - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mono(glucosyluronic acid)bilirubin GC-MS (TBDMS_1_9) - 70eV, Positive	Not Available	2021-10-18	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 - Mono(glucosyluronic acid)bilirubin 10V, Positive-QTOF	splash10-016u-0200090600-34259d3bfda0dfca3ef9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 20V, Positive-QTOF	splash10-0170-0300090200-409715c62d397a69554d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 40V, Positive-QTOF	splash10-004i-2400981100-6a33f8fc47c648c14640	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 10V, Negative-QTOF	splash10-014i-1100090400-48601d655df825ab9d33	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 20V, Negative-QTOF	splash10-00o3-4700091300-12023ab4300c1fed58b9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 40V, Negative-QTOF	splash10-05o3-9600050000-234923e4f33cb788f534	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 10V, Positive-QTOF	splash10-00kf-0030342900-42dbeadf0eba6674bffe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 20V, Positive-QTOF	splash10-014v-0140195400-2b613bdef02b71431178	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 40V, Positive-QTOF	splash10-05n4-1270096200-e91b0997a79fdd4601ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 10V, Negative-QTOF	splash10-053i-0190050500-fd15d2f51be0b373336a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 20V, Negative-QTOF	splash10-06el-0260292500-b282146b8dae8869868c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mono(glucosyluronic acid)bilirubin 40V, Negative-QTOF	splash10-000i-2010391100-68854df14f1d8e96a3db	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

4444203

KEGG Compound ID

C03374

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5459858

PDB ID

Not Available

ChEBI ID

16427

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Showing metabocard for Mono(glucosyluronic acid)bilirubin (HMDB0060169)

MOL for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

3D MOL for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

3D SDF for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

3D-SDF for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

PDB for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

3D PDB for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

SMILES for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

INCHI for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

Structure for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

3D Structure for HMDB0060169 (Mono(glucosyluronic acid)bilirubin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra