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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:57:55 UTC

Update Date

2021-09-14 15:00:02 UTC

HMDB ID

HMDB0060141

Secondary Accession Numbers

HMDB60141

Metabolite Identification

Common Name

rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate

Description

rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv1652303102016592D          

 37 38  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16  8  2  0  0  0  0
 16 10  1  0  0  0  0
 17  2  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  2  0  0  0  0
 18  3  1  0  0  0  0
 19  4  1  0  0  0  0
 20 11  1  0  0  0  0
 20 18  2  0  0  0  0
 21 12  1  0  0  0  0
 21 18  1  0  0  0  0
 23 22  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 25 26  1  1  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
 28 20  1  0  0  0  0
 29 19  2  0  0  0  0
 22 30  1  1  0  0  0
 23 31  1  1  0  0  0
 24 32  1  1  0  0  0
 33 26  2  0  0  0  0
 34 26  1  0  0  0  0
 35 15  1  0  0  0  0
 35 19  1  0  0  0  0
 21 36  1  1  0  0  0
 27 36  1  6  0  0  0
 37 25  1  0  0  0  0
 37 27  1  0  0  0  0
M  END

HMDB0060141
     RDKit          3D
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate
 77 78  0  0  0  0  0  0  0  0999 V2000
   10.3870   -3.1606    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6704   -2.1647    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -2.4697   -0.3165 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2817   -0.9392    0.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6514    0.0645   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3599    0.3643   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2162    0.2112   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1172   -0.2879   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.5511   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.3945   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    0.7165   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551    0.5569   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    0.0408   -2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    0.9085    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.8035   -0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3461    1.1190    0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516    0.8544   -0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    0.2988   -1.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7723    1.1033    0.0265 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8089    0.8282   -0.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455   -0.1130   -0.2837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7225   -1.2005   -1.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3979   -2.2666   -0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4425   -3.3906   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8657   -4.4835    0.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -3.3049   -0.7246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1567   -1.9906    0.6226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3984   -2.1448    1.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8664   -0.6726    0.5552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0503   -0.2226    1.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0853    0.4017   -0.1673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1568    1.6286    0.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7468    2.5822    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7186    2.7468    1.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124    1.6976    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831    0.6151    2.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459    2.4500    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9602   -4.1627    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2582   -2.8999    2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4640   -3.2233    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3640    0.9368   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6638   -0.3458   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408    0.7460    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0284   -0.3712   -2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5353   -1.2457   -2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694    0.4291   -2.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0116    0.9262    0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    0.0140   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    1.0893    0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596   -0.9338   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276    0.7166   -2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506   -0.0272   -2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    1.2404    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931    0.4053   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.0443   -2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997   -0.6849   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    0.2128   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8959    0.4700    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2698   -0.4100    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1462   -2.5997   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -3.4884    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9515   -2.7919    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8346   -1.6029    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8609   -0.8196    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4869    0.6686    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4973    0.4339   -1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8536    2.3054   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    2.9198    0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323    3.1320   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    3.7528    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084    2.8459    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    0.5434    3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.8721    3.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892   -0.3944    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300    1.8398    2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    3.2465    2.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088    3.0846    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
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 27 29  1  0
 29 30  1  0
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 31 32  1  0
 19 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 35 16  1  0
 31 21  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 21 59  1  1
 23 60  1  6
 26 61  1  0
 27 62  1  1
 28 63  1  0
 29 64  1  6
 30 65  1  0
 31 66  1  6
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
 34 71  1  0
 36 72  1  0
 36 73  1  0
 36 74  1  0
 37 75  1  0
 37 76  1  0
 37 77  1  0
M  END


  Mrv1652303102016592D          

 37 38  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8579    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.2868    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
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 17  2  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  2  0  0  0  0
 18  3  1  0  0  0  0
 19  4  1  0  0  0  0
 20 11  1  0  0  0  0
 20 18  2  0  0  0  0
 21 12  1  0  0  0  0
 21 18  1  0  0  0  0
 23 22  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 25 26  1  1  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
 28 20  1  0  0  0  0
 29 19  2  0  0  0  0
 22 30  1  1  0  0  0
 23 31  1  1  0  0  0
 24 32  1  1  0  0  0
 33 26  2  0  0  0  0
 34 26  1  0  0  0  0
 35 15  1  0  0  0  0
 35 19  1  0  0  0  0
 21 36  1  1  0  0  0
 27 36  1  6  0  0  0
 37 25  1  0  0  0  0
 37 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060141

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)[C@@H](CCC1(C)C)O[C@@H]1O[C@H]([C@@H](O)[C@@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O9/c1-16(8-7-9-17(2)13-15-35-19(4)29)10-11-20-18(3)21(12-14-28(20,5)6)36-27-24(32)22(30)23(31)25(37-27)26(33)34/h7-11,13,21-25,27,30-32H,12,14-15H2,1-6H3,(H,33,34)/b9-7+,11-10+,16-8+,17-13+/t21-,22-,23+,24-,25-,27-/m1/s1

> <INCHI_KEY>
LFXATGINAILLFU-BSJULFBXSA-N

> <FORMULA>
C28H40O9

> <MOLECULAR_WEIGHT>
520.6118

> <EXACT_MASS>
520.267232878

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
57.556245883275125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R,6R)-6-{[(1R)-3-[(1E,3E,5E,7E)-9-(acetyloxy)-3,7-dimethylnona-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>
3.30

> <JCHEM_LOGP>
2.4538464086666676

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.22712201667854

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5138065613312097

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686507353581458

> <JCHEM_POLAR_SURFACE_AREA>
142.75

> <JCHEM_REFRACTIVITY>
140.8711

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R,6R)-6-{[(1R)-3-[(1E,3E,5E,7E)-9-(acetyloxy)-3,7-dimethylnona-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

$$$$

HMDB0060141
     RDKit          3D
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate
 77 78  0  0  0  0  0  0  0  0999 V2000
   10.3870   -3.1606    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6704   -2.1647    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -2.4697   -0.3165 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2817   -0.9392    0.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6514    0.0645   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3599    0.3643   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2162    0.2112   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1172   -0.2879   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.5511   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.3945   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    0.7165   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551    0.5569   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    0.0408   -2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    0.9085    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.8035   -0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3461    1.1190    0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516    0.8544   -0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    0.2988   -1.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7723    1.1033    0.0265 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8089    0.8282   -0.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455   -0.1130   -0.2837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7225   -1.2005   -1.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3979   -2.2666   -0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4425   -3.3906   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8657   -4.4835    0.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -3.3049   -0.7246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1567   -1.9906    0.6226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3984   -2.1448    1.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8664   -0.6726    0.5552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0503   -0.2226    1.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0853    0.4017   -0.1673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1568    1.6286    0.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7468    2.5822    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7186    2.7468    1.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124    1.6976    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831    0.6151    2.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459    2.4500    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9602   -4.1627    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2582   -2.8999    2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4640   -3.2233    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3640    0.9368   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6638   -0.3458   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408    0.7460    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0284   -0.3712   -2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5353   -1.2457   -2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694    0.4291   -2.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0116    0.9262    0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    0.0140   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    1.0893    0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596   -0.9338   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276    0.7166   -2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506   -0.0272   -2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    1.2404    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931    0.4053   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.0443   -2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997   -0.6849   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    0.2128   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8959    0.4700    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2698   -0.4100    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1462   -2.5997   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -3.4884    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9515   -2.7919    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8346   -1.6029    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8609   -0.8196    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4869    0.6686    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4973    0.4339   -1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8536    2.3054   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    2.9198    0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323    3.1320   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    3.7528    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084    2.8459    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    0.5434    3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.8721    3.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892   -0.3944    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300    1.8398    2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    3.2465    2.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088    3.0846    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 19 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 35 16  1  0
 31 21  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 21 59  1  1
 23 60  1  6
 26 61  1  0
 27 62  1  1
 28 63  1  0
 29 64  1  6
 30 65  1  0
 31 66  1  6
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
 34 71  1  0
 36 72  1  0
 36 73  1  0
 36 74  1  0
 37 75  1  0
 37 76  1  0
 37 77  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  20.020   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.991   8.110   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.011   8.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  18.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.668  17.710   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -4.001  17.710   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   28                                                            
CONECT    6   28                                                            
CONECT    7    8    9                                                       
CONECT    8    7   16                                                       
CONECT    9    7   17                                                       
CONECT   10   11   16                                                       
CONECT   11   10   20                                                       
CONECT   12   14   21                                                       
CONECT   13   15   17                                                       
CONECT   14   12   28                                                       
CONECT   15   13   35                                                       
CONECT   16    1    8   10                                                  
CONECT   17    2    9   13                                                  
CONECT   18    3   20   21                                                  
CONECT   19    4   29   35                                                  
CONECT   20   11   18   28                                                  
CONECT   21   12   18   36                                                  
CONECT   22   23   24   30                                                  
CONECT   23   22   25   31                                                  
CONECT   24   22   27   32                                                  
CONECT   25   23   26   37                                                  
CONECT   26   25   33   34                                                  
CONECT   27   24   36   37                                                  
CONECT   28    5    6   14   20                                             
CONECT   29   19                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   26                                                            
CONECT   34   26                                                            
CONECT   35   15   19                                                       
CONECT   36   21   27                                                       
CONECT   37   25   27                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   76    0
END

COMPND    HMDB0060141
HETATM    1  C1  UNL     1      10.387  -3.161   1.068  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.670  -2.165   0.206  1.00  0.00           C  
HETATM    3  O1  UNL     1       8.565  -2.470  -0.317  1.00  0.00           O  
HETATM    4  O2  UNL     1      10.282  -0.939   0.030  1.00  0.00           O  
HETATM    5  C3  UNL     1       9.651   0.064  -0.785  1.00  0.00           C  
HETATM    6  C4  UNL     1       8.360   0.364  -0.195  1.00  0.00           C  
HETATM    7  C5  UNL     1       7.216   0.211  -0.808  1.00  0.00           C  
HETATM    8  C6  UNL     1       7.117  -0.288  -2.185  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.959   0.551  -0.102  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.809   0.395  -0.712  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.537   0.716  -0.058  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.355   0.557  -0.679  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.422   0.041  -2.049  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.128   0.909   0.058  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.071   0.803  -0.416  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.346   1.119   0.203  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.452   0.854  -0.561  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.304   0.299  -1.902  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.772   1.103   0.027  1.00  0.00           C  
HETATM   20  O3  UNL     1      -4.809   0.828  -0.821  1.00  0.00           O  
HETATM   21  C18 UNL     1      -5.646  -0.113  -0.284  1.00  0.00           C  
HETATM   22  O4  UNL     1      -5.722  -1.201  -1.156  1.00  0.00           O  
HETATM   23  C19 UNL     1      -6.398  -2.267  -0.630  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.442  -3.391  -0.417  1.00  0.00           C  
HETATM   25  O5  UNL     1      -5.866  -4.484   0.068  1.00  0.00           O  
HETATM   26  O6  UNL     1      -4.092  -3.305  -0.725  1.00  0.00           O  
HETATM   27  C21 UNL     1      -7.157  -1.991   0.623  1.00  0.00           C  
HETATM   28  O7  UNL     1      -6.398  -2.145   1.786  1.00  0.00           O  
HETATM   29  C22 UNL     1      -7.866  -0.673   0.555  1.00  0.00           C  
HETATM   30  O8  UNL     1      -8.050  -0.223   1.869  1.00  0.00           O  
HETATM   31  C23 UNL     1      -7.085   0.402  -0.167  1.00  0.00           C  
HETATM   32  O9  UNL     1      -7.157   1.629   0.444  1.00  0.00           O  
HETATM   33  C24 UNL     1      -3.747   2.582   0.430  1.00  0.00           C  
HETATM   34  C25 UNL     1      -2.719   2.747   1.465  1.00  0.00           C  
HETATM   35  C26 UNL     1      -1.612   1.698   1.507  1.00  0.00           C  
HETATM   36  C27 UNL     1      -1.983   0.615   2.539  1.00  0.00           C  
HETATM   37  C28 UNL     1      -0.446   2.450   2.143  1.00  0.00           C  
HETATM   38  H1  UNL     1       9.960  -4.163   0.854  1.00  0.00           H  
HETATM   39  H2  UNL     1      10.258  -2.900   2.134  1.00  0.00           H  
HETATM   40  H3  UNL     1      11.464  -3.223   0.768  1.00  0.00           H  
HETATM   41  H4  UNL     1      10.364   0.937  -0.729  1.00  0.00           H  
HETATM   42  H5  UNL     1       9.664  -0.346  -1.799  1.00  0.00           H  
HETATM   43  H6  UNL     1       8.341   0.746   0.837  1.00  0.00           H  
HETATM   44  H7  UNL     1       8.028  -0.371  -2.758  1.00  0.00           H  
HETATM   45  H8  UNL     1       6.535  -1.246  -2.165  1.00  0.00           H  
HETATM   46  H9  UNL     1       6.469   0.429  -2.761  1.00  0.00           H  
HETATM   47  H10 UNL     1       6.012   0.926   0.915  1.00  0.00           H  
HETATM   48  H11 UNL     1       4.810   0.014  -1.722  1.00  0.00           H  
HETATM   49  H12 UNL     1       3.572   1.089   0.946  1.00  0.00           H  
HETATM   50  H13 UNL     1       2.960  -0.934  -1.999  1.00  0.00           H  
HETATM   51  H14 UNL     1       3.128   0.717  -2.619  1.00  0.00           H  
HETATM   52  H15 UNL     1       1.451  -0.027  -2.526  1.00  0.00           H  
HETATM   53  H16 UNL     1       1.259   1.240   1.056  1.00  0.00           H  
HETATM   54  H17 UNL     1      -0.093   0.405  -1.468  1.00  0.00           H  
HETATM   55  H18 UNL     1      -1.720   1.044  -2.518  1.00  0.00           H  
HETATM   56  H19 UNL     1      -1.800  -0.685  -1.897  1.00  0.00           H  
HETATM   57  H20 UNL     1      -3.280   0.213  -2.414  1.00  0.00           H  
HETATM   58  H21 UNL     1      -3.896   0.470   0.940  1.00  0.00           H  
HETATM   59  H22 UNL     1      -5.270  -0.410   0.711  1.00  0.00           H  
HETATM   60  H23 UNL     1      -7.146  -2.600  -1.402  1.00  0.00           H  
HETATM   61  H24 UNL     1      -3.408  -3.488   0.021  1.00  0.00           H  
HETATM   62  H25 UNL     1      -7.951  -2.792   0.696  1.00  0.00           H  
HETATM   63  H26 UNL     1      -6.835  -1.603   2.485  1.00  0.00           H  
HETATM   64  H27 UNL     1      -8.861  -0.820   0.067  1.00  0.00           H  
HETATM   65  H28 UNL     1      -8.487   0.669   1.789  1.00  0.00           H  
HETATM   66  H29 UNL     1      -7.497   0.434  -1.218  1.00  0.00           H  
HETATM   67  H30 UNL     1      -6.854   2.305  -0.242  1.00  0.00           H  
HETATM   68  H31 UNL     1      -4.752   2.920   0.747  1.00  0.00           H  
HETATM   69  H32 UNL     1      -3.532   3.132  -0.523  1.00  0.00           H  
HETATM   70  H33 UNL     1      -2.231   3.753   1.299  1.00  0.00           H  
HETATM   71  H34 UNL     1      -3.208   2.846   2.458  1.00  0.00           H  
HETATM   72  H35 UNL     1      -1.209   0.543   3.345  1.00  0.00           H  
HETATM   73  H36 UNL     1      -2.917   0.872   3.079  1.00  0.00           H  
HETATM   74  H37 UNL     1      -1.989  -0.394   2.076  1.00  0.00           H  
HETATM   75  H38 UNL     1       0.130   1.840   2.832  1.00  0.00           H  
HETATM   76  H39 UNL     1      -0.896   3.246   2.860  1.00  0.00           H  
HETATM   77  H40 UNL     1       0.109   3.085   1.440  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   41   42
CONECT    6    7    7   43
CONECT    7    8    9
CONECT    8   44   45   46
CONECT    9   10   10   47
CONECT   10   11   48
CONECT   11   12   12   49
CONECT   12   13   14
CONECT   13   50   51   52
CONECT   14   15   15   53
CONECT   15   16   54
CONECT   16   17   17   35
CONECT   17   18   19
CONECT   18   55   56   57
CONECT   19   20   33   58
CONECT   20   21
CONECT   21   22   31   59
CONECT   22   23
CONECT   23   24   27   60
CONECT   24   25   25   26
CONECT   26   61
CONECT   27   28   29   62
CONECT   28   63
CONECT   29   30   31   64
CONECT   30   65
CONECT   31   32   66
CONECT   32   67
CONECT   33   34   68   69
CONECT   34   35   70   71
CONECT   35   36   37
CONECT   36   72   73   74
CONECT   37   75   76   77
END

HMDB0060141
     RDKit          3D
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate
 77 78  0  0  0  0  0  0  0  0999 V2000
   10.3870   -3.1606    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6704   -2.1647    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -2.4697   -0.3165 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2817   -0.9392    0.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6514    0.0645   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3599    0.3643   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2162    0.2112   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1172   -0.2879   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.5511   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.3945   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    0.7165   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551    0.5569   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    0.0408   -2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    0.9085    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.8035   -0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3461    1.1190    0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516    0.8544   -0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    0.2988   -1.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7723    1.1033    0.0265 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8089    0.8282   -0.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455   -0.1130   -0.2837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7225   -1.2005   -1.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3979   -2.2666   -0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4425   -3.3906   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8657   -4.4835    0.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -3.3049   -0.7246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1567   -1.9906    0.6226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3984   -2.1448    1.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8664   -0.6726    0.5552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0503   -0.2226    1.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0853    0.4017   -0.1673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1568    1.6286    0.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7468    2.5822    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7186    2.7468    1.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124    1.6976    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831    0.6151    2.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459    2.4500    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9602   -4.1627    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2582   -2.8999    2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4640   -3.2233    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3640    0.9368   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6638   -0.3458   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408    0.7460    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0284   -0.3712   -2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5353   -1.2457   -2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694    0.4291   -2.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0116    0.9262    0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    0.0140   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    1.0893    0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596   -0.9338   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276    0.7166   -2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506   -0.0272   -2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    1.2404    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931    0.4053   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.0443   -2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997   -0.6849   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    0.2128   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8959    0.4700    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2698   -0.4100    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1462   -2.5997   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -3.4884    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9515   -2.7919    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8346   -1.6029    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8609   -0.8196    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4869    0.6686    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4973    0.4339   -1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8536    2.3054   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    2.9198    0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323    3.1320   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    3.7528    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084    2.8459    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    0.5434    3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.8721    3.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892   -0.3944    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300    1.8398    2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    3.2465    2.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088    3.0846    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 19 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 35 16  1  0
 31 21  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 21 59  1  1
 23 60  1  6
 26 61  1  0
 27 62  1  1
 28 63  1  0
 29 64  1  6
 30 65  1  0
 31 66  1  6
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
 34 71  1  0
 36 72  1  0
 36 73  1  0
 36 74  1  0
 37 75  1  0
 37 76  1  0
 37 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
rac-4-Hydroxy-4-O-(b-D-glucuronide)-all-trans-retinyl acetate	Generator
rac-4-Hydroxy-4-O-(b-D-glucuronide)-all-trans-retinyl acetic acid	Generator
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetic acid	Generator
rac-4-Hydroxy-4-O-(β-D-glucuronide)-all-trans-retinyl acetate	Generator
rac-4-Hydroxy-4-O-(β-D-glucuronide)-all-trans-retinyl acetic acid	Generator

Chemical Formula

C₂₈H₄₀O₉

Average Molecular Weight

520.6118

Monoisotopic Molecular Weight

520.267232878

IUPAC Name

(2R,3S,4R,5R,6R)-6-{[(1R)-3-[(1E,3E,5E,7E)-9-(acetyloxy)-3,7-dimethylnona-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

(2R,3S,4R,5R,6R)-6-{[(1R)-3-[(1E,3E,5E,7E)-9-(acetyloxy)-3,7-dimethylnona-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

CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)[C@@H](CCC1(C)C)O[C@@H]1O[C@H]([C@@H](O)[C@@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C28H40O9/c1-16(8-7-9-17(2)13-15-35-19(4)29)10-11-20-18(3)21(12-14-28(20,5)6)36-27-24(32)22(30)23(31)25(37-27)26(33)34/h7-11,13,21-25,27,30-32H,12,14-15H2,1-6H3,(H,33,34)/b9-7+,11-10+,16-8+,17-13+/t21-,22-,23+,24-,25-,27-/m1/s1

InChI Key

LFXATGINAILLFU-BSJULFBXSA-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
Retinoid skeleton
Diterpenoid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Fatty alcohol ester
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Blood (HMDB: HMDB0060141)
Urine (HMDB: HMDB0060141)

Organ

Liver (HMDB: HMDB0060141)
Kidney (HMDB: HMDB0060141)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060141)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060141)

Cellular substructure

Membrane (HMDB: HMDB0060141)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0060141)

Source

Endogenous

Endogenous (HMDB: HMDB0060141)

Animal

Animal (HMDB: HMDB0060141)

Exogenous

Food

Food (HMDB: HMDB0060141)

Animal origin

Bovine

Swine

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

Poultry

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

Venison

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Caprae

Domestic goat (FooDB: FOOD00529)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0060141)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0060141)

Cellular process

Cell signaling (HMDB: HMDB0060141)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0060141)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0060141)

Nutrient

Nutrient (HMDB: HMDB0060141)

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	0.042 g/L	ALOGPS
logP	3.3	ALOGPS
logP	2.45	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	140.87 m³·mol⁻¹	ChemAxon
Polarizability	57.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	218.025	30932474
DeepCCS	[M-H]-	216.113	30932474
DeepCCS	[M-2H]-	249.387	30932474
DeepCCS	[M+Na]+	223.783	30932474
AllCCS	[M+H]+	230.2	32859911
AllCCS	[M+H-H2O]+	228.5	32859911
AllCCS	[M+NH4]+	231.6	32859911
AllCCS	[M+Na]+	232.1	32859911
AllCCS	[M-H]-	222.6	32859911
AllCCS	[M+Na-2H]-	225.4	32859911
AllCCS	[M+HCOO]-	228.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate	CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)[C@@H](CCC1(C)C)O[C@@H]1O[C@H]([C@@H](O)[C@@H](O)[C@H]1O)C(O)=O	5738.1	Standard polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate	CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)[C@@H](CCC1(C)C)O[C@@H]1O[C@H]([C@@H](O)[C@@H](O)[C@H]1O)C(O)=O	3662.7	Standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate	CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)[C@@H](CCC1(C)C)O[C@@H]1O[C@H]([C@@H](O)[C@@H](O)[C@H]1O)C(O)=O	3957.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]2O)CCC1(C)C	3859.5	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TMS,isomer #2	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]2O)CCC1(C)C	3837.5	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TMS,isomer #3	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O)[C@@H](O)[C@H]2O[Si](C)(C)C)CCC1(C)C	3852.9	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TMS,isomer #4	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@H]2O)CCC1(C)C	3844.6	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]2O)CCC1(C)C	3788.6	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TMS,isomer #2	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)CCC1(C)C	3796.3	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TMS,isomer #3	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)CCC1(C)C	3805.6	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TMS,isomer #4	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]2O)CCC1(C)C	3769.2	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TMS,isomer #5	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)CCC1(C)C	3786.3	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TMS,isomer #6	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@H]2O[Si](C)(C)C)CCC1(C)C	3769.5	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)CCC1(C)C	3724.2	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TMS,isomer #2	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)CCC1(C)C	3737.6	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TMS,isomer #3	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)CCC1(C)C	3751.3	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TMS,isomer #4	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)CCC1(C)C	3711.4	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,4TMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)CCC1(C)C	3702.3	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TBDMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)CCC1(C)C	4073.1	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TBDMS,isomer #2	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)CCC1(C)C	4055.8	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TBDMS,isomer #3	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4072.8	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,1TBDMS,isomer #4	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@H]2O)CCC1(C)C	4080.3	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TBDMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)CCC1(C)C	4234.8	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TBDMS,isomer #2	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)CCC1(C)C	4201.4	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TBDMS,isomer #3	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4221.2	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TBDMS,isomer #4	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)CCC1(C)C	4212.5	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TBDMS,isomer #5	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4197.2	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,2TBDMS,isomer #6	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4221.8	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TBDMS,isomer #1	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)CCC1(C)C	4311.6	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TBDMS,isomer #2	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4357.1	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TBDMS,isomer #3	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4321.3	Semi standard non polar	33892256
rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate,3TBDMS,isomer #4	CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)[C@H](O[C@@H]2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)CCC1(C)C	4321.4	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 - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0btc-9211630000-b5b9b0d31e744c6ff57b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate GC-MS (2 TMS) - 70eV, Positive	splash10-052b-8322029000-6c756f3a524ac4e07a48	2017-10-06	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 - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 10V, Positive-QTOF	splash10-0fft-0229360000-9f88bdfbe6dc3f88c3e3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 20V, Positive-QTOF	splash10-002s-0977100000-7e1fdf354216d8ead095	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 40V, Positive-QTOF	splash10-0a4r-1893000000-f88831fefa093ea292cb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 10V, Negative-QTOF	splash10-05ox-9107470000-d094f9373f14577b1667	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 20V, Negative-QTOF	splash10-0a4l-9113100000-ff1de59f60a0942e524b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 40V, Negative-QTOF	splash10-0a4l-9124000000-e6ac0f3d130ee151988c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 10V, Positive-QTOF	splash10-03xr-0574910000-45c6ace164794f2ae251	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 20V, Positive-QTOF	splash10-014i-0291100000-c8f2b2df861b6058acae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 40V, Positive-QTOF	splash10-014i-2960000000-9b53dc37e7d2f32e0af2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 10V, Negative-QTOF	splash10-0a4i-9000120000-2b24dd0bf2b5f08e3623	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-42b8fec136877de38387	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB034577

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

131769845

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

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 ]
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 rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate (HMDB0060141)

MOL for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

3D MOL for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

3D SDF for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

3D-SDF for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

PDB for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

3D PDB for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

SMILES for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

INCHI for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

Structure for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

3D Structure for HMDB0060141 (rac-4-Hydroxy-4-O-(beta-D-glucuronide)-all-trans-retinyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra