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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2014-04-16 19:59:56 UTC

Update Date

2021-09-14 15:47:48 UTC

HMDB ID

HMDB0061688

Secondary Accession Numbers

HMDB61688

Metabolite Identification

Common Name

4-Hydroxyretinoic acid glucuronide

Description

4-Hydroxyretinoic acid glucuronide belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. 4-Hydroxyretinoic acid glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv1652304062013172D          

 35 36  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -0.1472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934   -0.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245   -2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -4.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -4.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
  9 29  1  0  0  0  0
 24 30  1  0  0  0  0
 25 31  1  0  0  0  0
 26 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END

HMDB0061688
     RDKit          3D
4-Hydroxyretinoic acid glucuronide
 71 72  0  0  0  0  0  0  0  0999 V2000
   -1.2555   -1.7559    1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -1.4828    0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -1.0119   -0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.7796    0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.3204   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -0.0880    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -0.3617    1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669    0.3801   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269    0.6265    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5643    1.0941   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8243    1.3488    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0729    1.1193    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8339    1.8302   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1110    2.1088    0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4309    1.9536    1.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1129    2.6132   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4128   -0.7130   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.6154   -2.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0608    0.7172   -2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -0.9448   -2.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -2.0339   -1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.7832   -0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5747   -0.7697   -0.1064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464   -1.0934    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7983   -0.8600   -0.1137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0742    0.4662   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0035    0.6500   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3927   -0.3588   -2.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4764    1.8887   -1.8143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7769    0.9435    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5527    2.3042    1.2084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2286    0.1050    2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4279    0.6809    3.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757   -0.2694    1.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4064   -1.0057    3.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -2.4734    1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710   -0.8057    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1471   -2.1895    2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -1.0090    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -0.0837   -1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936    0.5485    2.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -0.7354    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803   -1.0957    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.5890   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.4003    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677    1.2939   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3592    2.0438    2.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8896    0.3731    2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1984    0.7213    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6613    2.0072   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9159    3.5133   -0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2130   -2.2091   -1.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532   -2.3944   -3.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2648   -1.0890   -3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6971    0.8232   -3.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    1.3213   -1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863    1.1914   -2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -1.2921   -3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -0.0011   -2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -2.9711   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2092   -2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0937   -2.7383    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -2.1619    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    1.0960   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8198    2.6806   -1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8630    0.7995    0.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1487    2.8499    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7957   -0.8685    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0349    1.4602    3.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098    0.6159    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975   -1.5840    3.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 22  2  1  0
 34 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 24 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
 33 69  1  0
 34 70  1  0
 35 71  1  0
M  END


  Mrv1652304062013172D          

 35 36  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -0.1472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934   -0.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245   -2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -4.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -4.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
  9 29  1  0  0  0  0
 24 30  1  0  0  0  0
 25 31  1  0  0  0  0
 26 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061688

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C1=C(C)C(CCC1(C)C)OC1OC(C(O)C(O)C1O)C(O)=O)=C/C=C/C(/C)=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H36O9/c1-14(7-6-8-15(2)13-19(27)28)9-10-17-16(3)18(11-12-26(17,4)5)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-10,13,18,20-23,25,29-31H,11-12H2,1-5H3,(H,27,28)(H,32,33)/b8-6+,10-9+,14-7+,15-13+

> <INCHI_KEY>
LVCMXFSJTNPFHH-FRCNGJHJSA-N

> <FORMULA>
C26H36O9

> <MOLECULAR_WEIGHT>
492.5586

> <EXACT_MASS>
492.23593275

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.96431743379733

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-({3-[(1E,3E,5E,7E)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.332995536333333

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.010704815798822

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4997494653066537

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686507353581458

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
131.58699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-({3-[(1E,3E,5E,7E)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061688
     RDKit          3D
4-Hydroxyretinoic acid glucuronide
 71 72  0  0  0  0  0  0  0  0999 V2000
   -1.2555   -1.7559    1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -1.4828    0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -1.0119   -0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.7796    0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.3204   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -0.0880    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -0.3617    1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669    0.3801   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269    0.6265    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5643    1.0941   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8243    1.3488    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0729    1.1193    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8339    1.8302   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1110    2.1088    0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4309    1.9536    1.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1129    2.6132   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4128   -0.7130   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.6154   -2.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0608    0.7172   -2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -0.9448   -2.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -2.0339   -1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.7832   -0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5747   -0.7697   -0.1064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464   -1.0934    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7983   -0.8600   -0.1137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0742    0.4662   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0035    0.6500   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3927   -0.3588   -2.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4764    1.8887   -1.8143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7769    0.9435    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5527    2.3042    1.2084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2286    0.1050    2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4279    0.6809    3.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757   -0.2694    1.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4064   -1.0057    3.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -2.4734    1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710   -0.8057    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1471   -2.1895    2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -1.0090    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -0.0837   -1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936    0.5485    2.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -0.7354    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803   -1.0957    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.5890   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.4003    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677    1.2939   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3592    2.0438    2.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8896    0.3731    2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1984    0.7213    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6613    2.0072   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9159    3.5133   -0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2130   -2.2091   -1.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532   -2.3944   -3.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2648   -1.0890   -3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6971    0.8232   -3.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    1.3213   -1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863    1.1914   -2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -1.2921   -3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -0.0011   -2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -2.9711   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2092   -2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0937   -2.7383    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -2.1619    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    1.0960   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8198    2.6806   -1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8630    0.7995    0.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1487    2.8499    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7957   -0.8685    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0349    1.4602    3.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098    0.6159    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975   -1.5840    3.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 22  2  1  0
 34 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 24 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
 33 69  1  0
 34 70  1  0
 35 71  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.671   3.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.485  -1.815   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.819  -2.585   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.819  -4.125   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.485  -4.895   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.151  -4.125   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.151  -2.585   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.485  -0.275   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -3.908  -1.496   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.152  -4.895   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.485  -6.435   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.574  -7.524   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -0.396  -7.524   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8   29                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   25   29   30                                                  
CONECT   25   24   26   31                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24    9                                                  
CONECT   30   24                                                            
CONECT   31   25                                                            
CONECT   32   26                                                            
CONECT   33   27   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

COMPND    HMDB0061688
HETATM    1  C1  UNL     1      -1.256  -1.756   1.591  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.400  -1.483   0.123  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.360  -1.012  -0.525  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.869  -0.780   0.199  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.985  -0.320  -0.292  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.219  -0.088   0.441  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.334  -0.362   1.878  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.267   0.380  -0.193  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.527   0.626   0.513  1.00  0.00           C  
HETATM   10  C10 UNL     1       6.564   1.094  -0.132  1.00  0.00           C  
HETATM   11  C11 UNL     1       7.824   1.349   0.534  1.00  0.00           C  
HETATM   12  C12 UNL     1       8.073   1.119   1.958  1.00  0.00           C  
HETATM   13  C13 UNL     1       8.834   1.830  -0.215  1.00  0.00           C  
HETATM   14  C14 UNL     1      10.111   2.109   0.367  1.00  0.00           C  
HETATM   15  O1  UNL     1      10.431   1.954   1.553  1.00  0.00           O  
HETATM   16  O2  UNL     1      11.113   2.613  -0.499  1.00  0.00           O  
HETATM   17  C15 UNL     1      -0.413  -0.713  -1.971  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.602  -1.615  -2.658  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.061   0.717  -2.310  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.787  -0.945  -2.586  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.556  -2.034  -1.904  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.725  -1.783  -0.441  1.00  0.00           C  
HETATM   23  O3  UNL     1      -3.575  -0.770  -0.106  1.00  0.00           O  
HETATM   24  C21 UNL     1      -4.646  -1.093   0.674  1.00  0.00           C  
HETATM   25  O4  UNL     1      -5.798  -0.860  -0.114  1.00  0.00           O  
HETATM   26  C22 UNL     1      -6.074   0.466  -0.266  1.00  0.00           C  
HETATM   27  C23 UNL     1      -7.003   0.650  -1.403  1.00  0.00           C  
HETATM   28  O5  UNL     1      -7.393  -0.359  -2.038  1.00  0.00           O  
HETATM   29  O6  UNL     1      -7.476   1.889  -1.814  1.00  0.00           O  
HETATM   30  C24 UNL     1      -6.777   0.944   1.013  1.00  0.00           C  
HETATM   31  O7  UNL     1      -6.553   2.304   1.208  1.00  0.00           O  
HETATM   32  C25 UNL     1      -6.229   0.105   2.132  1.00  0.00           C  
HETATM   33  O8  UNL     1      -6.428   0.681   3.386  1.00  0.00           O  
HETATM   34  C26 UNL     1      -4.776  -0.269   1.923  1.00  0.00           C  
HETATM   35  O9  UNL     1      -4.406  -1.006   3.073  1.00  0.00           O  
HETATM   36  H1  UNL     1      -0.428  -2.473   1.795  1.00  0.00           H  
HETATM   37  H2  UNL     1      -0.971  -0.806   2.092  1.00  0.00           H  
HETATM   38  H3  UNL     1      -2.147  -2.190   2.048  1.00  0.00           H  
HETATM   39  H4  UNL     1       0.878  -1.009   1.273  1.00  0.00           H  
HETATM   40  H5  UNL     1       2.007  -0.084  -1.363  1.00  0.00           H  
HETATM   41  H6  UNL     1       3.694   0.548   2.436  1.00  0.00           H  
HETATM   42  H7  UNL     1       2.450  -0.735   2.375  1.00  0.00           H  
HETATM   43  H8  UNL     1       4.180  -1.096   2.017  1.00  0.00           H  
HETATM   44  H9  UNL     1       4.210   0.589  -1.243  1.00  0.00           H  
HETATM   45  H10 UNL     1       5.529   0.400   1.563  1.00  0.00           H  
HETATM   46  H11 UNL     1       6.468   1.294  -1.198  1.00  0.00           H  
HETATM   47  H12 UNL     1       8.359   2.044   2.515  1.00  0.00           H  
HETATM   48  H13 UNL     1       8.890   0.373   2.143  1.00  0.00           H  
HETATM   49  H14 UNL     1       7.198   0.721   2.469  1.00  0.00           H  
HETATM   50  H15 UNL     1       8.661   2.007  -1.286  1.00  0.00           H  
HETATM   51  H16 UNL     1      10.916   3.513  -0.915  1.00  0.00           H  
HETATM   52  H17 UNL     1       1.213  -2.209  -1.957  1.00  0.00           H  
HETATM   53  H18 UNL     1       0.053  -2.394  -3.266  1.00  0.00           H  
HETATM   54  H19 UNL     1       1.265  -1.089  -3.348  1.00  0.00           H  
HETATM   55  H20 UNL     1       0.697   0.823  -3.103  1.00  0.00           H  
HETATM   56  H21 UNL     1       0.130   1.321  -1.398  1.00  0.00           H  
HETATM   57  H22 UNL     1      -0.986   1.191  -2.752  1.00  0.00           H  
HETATM   58  H23 UNL     1      -1.594  -1.292  -3.635  1.00  0.00           H  
HETATM   59  H24 UNL     1      -2.352  -0.001  -2.683  1.00  0.00           H  
HETATM   60  H25 UNL     1      -1.941  -2.971  -2.001  1.00  0.00           H  
HETATM   61  H26 UNL     1      -3.475  -2.209  -2.455  1.00  0.00           H  
HETATM   62  H27 UNL     1      -3.094  -2.738   0.017  1.00  0.00           H  
HETATM   63  H28 UNL     1      -4.715  -2.162   0.959  1.00  0.00           H  
HETATM   64  H29 UNL     1      -5.187   1.096  -0.480  1.00  0.00           H  
HETATM   65  H30 UNL     1      -6.820   2.681  -1.844  1.00  0.00           H  
HETATM   66  H31 UNL     1      -7.863   0.800   0.846  1.00  0.00           H  
HETATM   67  H32 UNL     1      -7.149   2.850   0.663  1.00  0.00           H  
HETATM   68  H33 UNL     1      -6.796  -0.869   2.106  1.00  0.00           H  
HETATM   69  H34 UNL     1      -7.035   1.460   3.292  1.00  0.00           H  
HETATM   70  H35 UNL     1      -4.110   0.616   1.928  1.00  0.00           H  
HETATM   71  H36 UNL     1      -5.198  -1.584   3.282  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3   22
CONECT    3    4   17
CONECT    4    5    5   39
CONECT    5    6   40
CONECT    6    7    8    8
CONECT    7   41   42   43
CONECT    8    9   44
CONECT    9   10   10   45
CONECT   10   11   46
CONECT   11   12   13   13
CONECT   12   47   48   49
CONECT   13   14   50
CONECT   14   15   15   16
CONECT   16   51
CONECT   17   18   19   20
CONECT   18   52   53   54
CONECT   19   55   56   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   62
CONECT   23   24
CONECT   24   25   34   63
CONECT   25   26
CONECT   26   27   30   64
CONECT   27   28   28   29
CONECT   29   65
CONECT   30   31   32   66
CONECT   31   67
CONECT   32   33   34   68
CONECT   33   69
CONECT   34   35   70
CONECT   35   71
END

HMDB0061688
     RDKit          3D
4-Hydroxyretinoic acid glucuronide
 71 72  0  0  0  0  0  0  0  0999 V2000
   -1.2555   -1.7559    1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -1.4828    0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -1.0119   -0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.7796    0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.3204   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -0.0880    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -0.3617    1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669    0.3801   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269    0.6265    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5643    1.0941   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8243    1.3488    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0729    1.1193    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8339    1.8302   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1110    2.1088    0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4309    1.9536    1.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1129    2.6132   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4128   -0.7130   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.6154   -2.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0608    0.7172   -2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -0.9448   -2.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -2.0339   -1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.7832   -0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5747   -0.7697   -0.1064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464   -1.0934    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7983   -0.8600   -0.1137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0742    0.4662   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0035    0.6500   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3927   -0.3588   -2.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4764    1.8887   -1.8143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7769    0.9435    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5527    2.3042    1.2084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2286    0.1050    2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4279    0.6809    3.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757   -0.2694    1.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4064   -1.0057    3.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -2.4734    1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710   -0.8057    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1471   -2.1895    2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -1.0090    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -0.0837   -1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936    0.5485    2.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -0.7354    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803   -1.0957    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.5890   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.4003    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677    1.2939   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3592    2.0438    2.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8896    0.3731    2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1984    0.7213    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6613    2.0072   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9159    3.5133   -0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2130   -2.2091   -1.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532   -2.3944   -3.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2648   -1.0890   -3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6971    0.8232   -3.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    1.3213   -1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863    1.1914   -2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -1.2921   -3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -0.0011   -2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -2.9711   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2092   -2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0937   -2.7383    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -2.1619    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    1.0960   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8198    2.6806   -1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8630    0.7995    0.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1487    2.8499    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7957   -0.8685    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0349    1.4602    3.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098    0.6159    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975   -1.5840    3.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 22  2  1  0
 34 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 24 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
 33 69  1  0
 34 70  1  0
 35 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxyretinoate glucuronide	Generator

Chemical Formula

C₂₆H₃₆O₉

Average Molecular Weight

492.5586

Monoisotopic Molecular Weight

492.23593275

IUPAC Name

6-({3-[(1E,3E,5E,7E)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({3-[(1E,3E,5E,7E)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C1=C(C)C(CCC1(C)C)OC1OC(C(O)C(O)C1O)C(O)=O)=C/C=C/C(/C)=C/C(O)=O

InChI Identifier

InChI=1S/C26H36O9/c1-14(7-6-8-15(2)13-19(27)28)9-10-17-16(3)18(11-12-26(17,4)5)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-10,13,18,20-23,25,29-31H,11-12H2,1-5H3,(H,27,28)(H,32,33)/b8-6+,10-9+,14-7+,15-13+

InChI Key

LVCMXFSJTNPFHH-FRCNGJHJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Retinoic acid
Diterpenoid
Retinoid skeleton
Saccharolipid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Medium-chain fatty acid
Beta-hydroxy acid
Methyl-branched fatty acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Pyran
Hydroxy acid
Monosaccharide
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

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	0.097 g/L	ALOGPS
logP	2.64	ALOGPS
logP	2.33	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	131.59 m³·mol⁻¹	ChemAxon
Polarizability	52.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	219.724	31661259
DarkChem	[M-H]-	215.116	31661259
DeepCCS	[M+H]+	222.772	30932474
DeepCCS	[M-H]-	220.376	30932474
DeepCCS	[M-2H]-	253.259	30932474
DeepCCS	[M+Na]+	229.609	30932474
AllCCS	[M+H]+	223.0	32859911
AllCCS	[M+H-H2O]+	221.1	32859911
AllCCS	[M+NH4]+	224.6	32859911
AllCCS	[M+Na]+	225.1	32859911
AllCCS	[M-H]-	216.6	32859911
AllCCS	[M+Na-2H]-	218.8	32859911
AllCCS	[M+HCOO]-	221.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyretinoic acid glucuronide	C\C(\C=C\C1=C(C)C(CCC1(C)C)OC1OC(C(O)C(O)C1O)C(O)=O)=C/C=C/C(/C)=C/C(O)=O	5713.1	Standard polar	33892256
4-Hydroxyretinoic acid glucuronide	C\C(\C=C\C1=C(C)C(CCC1(C)C)OC1OC(C(O)C(O)C1O)C(O)=O)=C/C=C/C(/C)=C/C(O)=O	3583.4	Standard non polar	33892256
4-Hydroxyretinoic acid glucuronide	C\C(\C=C\C1=C(C)C(CCC1(C)C)OC1OC(C(O)C(O)C1O)C(O)=O)=C/C=C/C(/C)=C/C(O)=O	3939.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyretinoic acid glucuronide,1TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O)C1O	3973.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C)C1O	3993.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O)C1O[Si](C)(C)C	3992.3	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O)C1O	3961.8	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O)C1O	4018.7	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O)C1O	3965.2	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #10	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O)C1O	3935.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	3935.9	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3977.6	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3974.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C)C1O	3970.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #6	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	3935.9	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #7	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3981.7	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #8	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O)C1O[Si](C)(C)C	3978.8	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TMS,isomer #9	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	3945.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	3870.9	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #10	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	3878.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3910.2	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3917.2	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3899.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3901.5	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #6	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3928.8	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #7	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	3871.9	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #8	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3903.6	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TMS,isomer #9	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3897.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,4TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3821.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,4TMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3824.5	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,4TMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3857.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,4TMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3846.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,4TMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3807.6	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,5TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3764.8	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TBDMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4200.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TBDMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4225.7	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TBDMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4219.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TBDMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	4175.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,1TBDMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O)C1O	4224.6	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4360.2	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #10	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	4331.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4348.7	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4387.2	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4379.5	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4374.5	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #6	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4365.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #7	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4394.8	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #8	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4374.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,2TBDMS,isomer #9	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4357.3	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4490.1	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #10	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4493.3	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #2	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4545.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #3	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4536.5	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #4	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4542.6	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #5	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4539.4	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #6	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4565.2	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #7	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4499.0	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #8	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1OC1OC(C(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4542.6	Semi standard non polar	33892256
4-Hydroxyretinoic acid glucuronide,3TBDMS,isomer #9	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1OC1OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4542.7	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 - 4-Hydroxyretinoic acid glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adm-9232600000-5a205b95d0442b2793b5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxyretinoic acid glucuronide GC-MS (2 TMS) - 70eV, Positive	splash10-00di-9524118000-3dd0cb91ef6908966f05	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxyretinoic acid glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxyretinoic acid glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 10V, Positive-QTOF	splash10-004j-0162900000-b6f7f915c31ba25f6df9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 20V, Positive-QTOF	splash10-05vk-0392200000-2eb5b36dbd7c4e6d9d57	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 40V, Positive-QTOF	splash10-0pvl-2590000000-6f0db6e74655185207e6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 10V, Negative-QTOF	splash10-00ke-0123900000-45d3f150e7c537af9845	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 20V, Negative-QTOF	splash10-014j-2397700000-b25caa6790e7c38b10c3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 40V, Negative-QTOF	splash10-014j-6297000000-5f99b260da028a3a0dcd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 10V, Negative-QTOF	splash10-0006-0000900000-6aeccdefd74ef47bf75d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 20V, Negative-QTOF	splash10-00kb-3242900000-3967bb3f84fe6ce6c646	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 40V, Negative-QTOF	splash10-014i-6719200000-cea60ef36b39f92435ed	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 10V, Positive-QTOF	splash10-002b-0462900000-a6499852b487946b3e60	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 20V, Positive-QTOF	splash10-0ue9-0391300000-0c999e7713841183c424	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyretinoic acid glucuronide 40V, Positive-QTOF	splash10-002o-6960000000-358629b4d64d394673e7	2021-09-24	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

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

131770406

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 4-Hydroxyretinoic acid glucuronide (HMDB0061688)

MOL for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

3D MOL for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

3D SDF for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

3D-SDF for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

PDB for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

3D PDB for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

SMILES for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

INCHI for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

Structure for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

3D Structure for HMDB0061688 (4-Hydroxyretinoic acid glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra