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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:06:29 UTC

Update Date

2021-09-26 23:02:41 UTC

HMDB ID

HMDB0250950

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dehydroeburicoic acid

Description

2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoic acid belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dehydroeburicoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dehydroeburicoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004171503062D          

 34 37  0  0  0  0            999 V2000
    5.6660   -3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -4.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7285   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1410   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9660   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3785   -1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429   -0.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6560    0.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3705   -0.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4567    0.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1551   -0.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3266    0.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1112    0.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7243    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5090    0.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1216    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1591    1.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1220    0.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9067    0.3721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9505   -0.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1659   -0.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5528   -0.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3813   -1.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7682   -0.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5967   -1.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8120   -1.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1989   -1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9440   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3785   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2035   -2.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9660   -3.3871    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
  8 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

HMDB0250950
     RDKit          3D
Dehydroeburicoic acid
 82 85  0  0  0  0  0  0  0  0999 V2000
    6.0294   -2.7747    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541   -1.4509    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -1.0461   -0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9185   -0.3889   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949   -1.1756   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8856   -1.6188    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540   -2.8270    1.5239 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8965   -0.7019    2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -0.7921   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3037   -0.9426   -2.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    0.3219   -2.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.8548   -1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    2.3771   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457    0.3795   -1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.2804   -1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -0.6919   -1.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3051    0.2368   -0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5217    1.0133    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    2.5083   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9619    0.8859    1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654    1.0975    1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2555    0.2300    0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2167    1.0206    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4384   -0.5771   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9556   -1.8351    0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0533    0.6749    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    0.6110    1.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    0.2498    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    0.4749   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534    1.6408    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6771   -0.5744    1.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9207    0.2592    2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7114    0.2856    0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5791   -3.4528   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5339   -3.1404    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -0.3997   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432   -1.9294   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641    0.4979   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6908   -0.0203   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -2.1981   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234   -0.9515    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -1.6291   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.7763   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.1214   -2.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479    1.0475   -2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245    0.2403   -3.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845    2.4758   -2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8190    2.8006   -1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955   -0.5066   -2.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -0.8282   -2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4726   -1.7259   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8597    0.9508   -1.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    2.7211   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6638    2.8486   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0543    3.0416    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    0.0070    2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311    1.7764    2.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337    2.1912    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428    0.9701    2.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8147   -0.5050    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6774    0.5533   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5060   -1.9937    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944   -1.8863    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1987   -2.7487   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2749   -1.4279   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7654   -1.8135   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4627   -0.1702   -1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7446    0.8380    2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -0.8274    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386    0.8351    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984    1.6365    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520    2.5332    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531    1.9135   -0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3378   -1.2519    1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.0419    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7087    0.8478    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -0.3458    3.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3917   -0.3769    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2060    1.0372   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2580    0.8664    1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
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 18 27  1  0
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 28 29  1  0
 29 30  1  0
 30 31  1  0
  2 32  1  0
 32 33  1  0
 32 34  1  0
 30  9  1  0
 30 12  1  0
 27 14  1  0
 24 17  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  8 42  1  0
  9 43  1  0
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 11 46  1  0
 11 47  1  0
 13 48  1  0
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 13 50  1  0
 15 51  1  0
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 17 54  1  0
 19 55  1  0
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 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
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 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
M  END


  Mrv1533004171503062D          

 34 37  0  0  0  0            999 V2000
    5.6660   -3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -4.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7285   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1410   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9660   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3785   -1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429   -0.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6560    0.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3705   -0.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4567    0.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1551   -0.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3266    0.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1112    0.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7243    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5090    0.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1216    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1591    1.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1220    0.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9067    0.3721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9505   -0.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1659   -0.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5528   -0.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3813   -1.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7682   -0.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5967   -1.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8120   -1.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1989   -1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9440   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3785   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2035   -2.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9660   -3.3871    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
  8 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250950

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=C)CCC(C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O3/c1-19(2)20(3)9-10-21(27(33)34)22-13-17-31(8)24-11-12-25-28(4,5)26(32)15-16-29(25,6)23(24)14-18-30(22,31)7/h11,14,19,21-22,25-26,32H,3,9-10,12-13,15-18H2,1-2,4-8H3,(H,33,34)

> <INCHI_KEY>
ONFPYGOMAADWAT-UHFFFAOYSA-N

> <FORMULA>
C31H48O3

> <MOLECULAR_WEIGHT>
468.722

> <EXACT_MASS>
468.360345406

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
56.110220309254856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoic acid

> <ALOGPS_LOGP>
7.07

> <JCHEM_LOGP>
6.625429047999999

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.618794118233346

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.849381645445226

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7785404756566826

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
140.82870000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250950
     RDKit          3D
Dehydroeburicoic acid
 82 85  0  0  0  0  0  0  0  0999 V2000
    6.0294   -2.7747    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541   -1.4509    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -1.0461   -0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9185   -0.3889   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949   -1.1756   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8856   -1.6188    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540   -2.8270    1.5239 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8965   -0.7019    2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -0.7921   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3037   -0.9426   -2.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    0.3219   -2.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.8548   -1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    2.3771   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457    0.3795   -1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.2804   -1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -0.6919   -1.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3051    0.2368   -0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5217    1.0133    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    2.5083   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9619    0.8859    1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654    1.0975    1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2555    0.2300    0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2167    1.0206    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4384   -0.5771   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9556   -1.8351    0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3376   -0.9856   -1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0533    0.6749    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    0.6110    1.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    0.2498    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    0.4749   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534    1.6408    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6771   -0.5744    1.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9207    0.2592    2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7114    0.2856    0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5791   -3.4528   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5339   -3.1404    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -0.3997   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432   -1.9294   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641    0.4979   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6908   -0.0203   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -2.1981   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234   -0.9515    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -1.6291   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.7763   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.1214   -2.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479    1.0475   -2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245    0.2403   -3.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845    2.4758   -2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.8967   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    2.8006   -1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955   -0.5066   -2.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -0.8282   -2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4726   -1.7259   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8597    0.9508   -1.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    2.7211   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6638    2.8486   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0543    3.0416    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    0.0070    2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311    1.7764    2.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337    2.1912    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428    0.9701    2.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8147   -0.5050    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6774    0.5533   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5060   -1.9937    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944   -1.8863    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1987   -2.7487   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2749   -1.4279   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7654   -1.8135   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4627   -0.1702   -1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7446    0.8380    2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -0.8274    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386    0.8351    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984    1.6365    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520    2.5332    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531    1.9135   -0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3378   -1.2519    1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.0419    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7087    0.8478    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -0.3458    3.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3917   -0.3769    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2060    1.0372   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2580    0.8664    1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 18 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  2 32  1  0
 32 33  1  0
 32 34  1  0
 30  9  1  0
 30 12  1  0
 27 14  1  0
 24 17  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 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
 23 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      10.576  -6.323   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.116  -6.323   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.886  -7.656   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.886  -4.989   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.116  -3.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.426  -4.989   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.196  -3.655   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.736  -3.655   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.506  -2.322   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.880  -0.915   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.025   0.116   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.358  -0.654   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.519   0.877   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.823  -0.178   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.143   1.328   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.608   1.804   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.752   0.773   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.217   1.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.494   2.609   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.430   2.197   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.361   0.219   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      27.826   0.695   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      26.041  -1.288   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.576  -1.763   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.432  -0.733   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.112  -2.239   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.967  -1.209   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.647  -2.715   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.182  -3.191   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.038  -2.161   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.562  -3.625   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.506  -4.989   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      19.046  -4.989   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      16.736  -6.323   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   32                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   30                                             
CONECT   13   12                                                            
CONECT   14   12   15   27                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   14   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    9   12   31                                             
CONECT   31   30                                                            
CONECT   32    8   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0250950
HETATM    1  C1  UNL     1       6.029  -2.775   0.645  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.954  -1.451   0.405  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.251  -1.046  -0.803  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.918  -0.389  -0.727  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.795  -1.176  -0.161  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.886  -1.619   1.225  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.954  -2.827   1.524  1.00  0.00           O  
HETATM    8  O2  UNL     1       2.897  -0.702   2.256  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.419  -0.792  -0.597  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.304  -0.943  -2.083  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.612   0.322  -2.521  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.095   0.855  -1.314  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.139   2.377  -1.524  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.446   0.380  -1.099  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.191  -0.280  -1.958  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.544  -0.692  -1.583  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.305   0.237  -0.702  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.522   1.013   0.292  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.606   2.508  -0.040  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.962   0.886   1.713  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.465   1.098   1.817  1.00  0.00           C  
HETATM   22  C20 UNL     1      -6.255   0.230   0.895  1.00  0.00           C  
HETATM   23  O3  UNL     1      -7.217   1.021   0.268  1.00  0.00           O  
HETATM   24  C21 UNL     1      -5.438  -0.577  -0.057  1.00  0.00           C  
HETATM   25  C22 UNL     1      -4.956  -1.835   0.577  1.00  0.00           C  
HETATM   26  C23 UNL     1      -6.338  -0.986  -1.232  1.00  0.00           C  
HETATM   27  C24 UNL     1      -2.053   0.675   0.201  1.00  0.00           C  
HETATM   28  C25 UNL     1      -1.291   0.611   1.265  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.122   0.250   1.151  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.817   0.475  -0.154  1.00  0.00           C  
HETATM   31  C28 UNL     1       1.753   1.641   0.065  1.00  0.00           C  
HETATM   32  C29 UNL     1       6.677  -0.574   1.329  1.00  0.00           C  
HETATM   33  C30 UNL     1       5.921   0.259   2.279  1.00  0.00           C  
HETATM   34  C31 UNL     1       7.711   0.286   0.604  1.00  0.00           C  
HETATM   35  H1  UNL     1       5.579  -3.453  -0.047  1.00  0.00           H  
HETATM   36  H2  UNL     1       6.534  -3.140   1.520  1.00  0.00           H  
HETATM   37  H3  UNL     1       5.989  -0.400  -1.382  1.00  0.00           H  
HETATM   38  H4  UNL     1       5.143  -1.929  -1.527  1.00  0.00           H  
HETATM   39  H5  UNL     1       4.064   0.498  -0.035  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.691  -0.020  -1.754  1.00  0.00           H  
HETATM   41  H7  UNL     1       2.921  -2.198  -0.745  1.00  0.00           H  
HETATM   42  H8  UNL     1       3.123  -0.952   3.209  1.00  0.00           H  
HETATM   43  H9  UNL     1       0.758  -1.629  -0.186  1.00  0.00           H  
HETATM   44  H10 UNL     1       0.625  -1.776  -2.405  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.246  -1.121  -2.613  1.00  0.00           H  
HETATM   46  H12 UNL     1       1.448   1.048  -2.758  1.00  0.00           H  
HETATM   47  H13 UNL     1       0.025   0.240  -3.429  1.00  0.00           H  
HETATM   48  H14 UNL     1      -0.785   2.476  -2.453  1.00  0.00           H  
HETATM   49  H15 UNL     1      -0.705   2.897  -0.749  1.00  0.00           H  
HETATM   50  H16 UNL     1       0.819   2.801  -1.817  1.00  0.00           H  
HETATM   51  H17 UNL     1      -1.796  -0.507  -2.922  1.00  0.00           H  
HETATM   52  H18 UNL     1      -4.131  -0.828  -2.542  1.00  0.00           H  
HETATM   53  H19 UNL     1      -3.473  -1.726  -1.178  1.00  0.00           H  
HETATM   54  H20 UNL     1      -4.860   0.951  -1.383  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.085   2.721  -1.007  1.00  0.00           H  
HETATM   56  H22 UNL     1      -4.664   2.849  -0.081  1.00  0.00           H  
HETATM   57  H23 UNL     1      -3.054   3.042   0.752  1.00  0.00           H  
HETATM   58  H24 UNL     1      -3.607   0.007   2.248  1.00  0.00           H  
HETATM   59  H25 UNL     1      -3.531   1.776   2.264  1.00  0.00           H  
HETATM   60  H26 UNL     1      -5.634   2.191   1.591  1.00  0.00           H  
HETATM   61  H27 UNL     1      -5.743   0.970   2.889  1.00  0.00           H  
HETATM   62  H28 UNL     1      -6.815  -0.505   1.540  1.00  0.00           H  
HETATM   63  H29 UNL     1      -7.677   0.553  -0.468  1.00  0.00           H  
HETATM   64  H30 UNL     1      -5.506  -1.994   1.547  1.00  0.00           H  
HETATM   65  H31 UNL     1      -3.894  -1.886   0.807  1.00  0.00           H  
HETATM   66  H32 UNL     1      -5.199  -2.749  -0.026  1.00  0.00           H  
HETATM   67  H33 UNL     1      -7.275  -1.428  -0.855  1.00  0.00           H  
HETATM   68  H34 UNL     1      -5.765  -1.814  -1.741  1.00  0.00           H  
HETATM   69  H35 UNL     1      -6.463  -0.170  -1.945  1.00  0.00           H  
HETATM   70  H36 UNL     1      -1.745   0.838   2.236  1.00  0.00           H  
HETATM   71  H37 UNL     1       0.274  -0.827   1.502  1.00  0.00           H  
HETATM   72  H38 UNL     1       0.639   0.835   1.985  1.00  0.00           H  
HETATM   73  H39 UNL     1       2.298   1.636   1.003  1.00  0.00           H  
HETATM   74  H40 UNL     1       1.052   2.533   0.174  1.00  0.00           H  
HETATM   75  H41 UNL     1       2.353   1.913  -0.822  1.00  0.00           H  
HETATM   76  H42 UNL     1       7.338  -1.252   1.981  1.00  0.00           H  
HETATM   77  H43 UNL     1       5.282   1.042   1.861  1.00  0.00           H  
HETATM   78  H44 UNL     1       6.709   0.848   2.865  1.00  0.00           H  
HETATM   79  H45 UNL     1       5.442  -0.346   3.092  1.00  0.00           H  
HETATM   80  H46 UNL     1       8.392  -0.377   0.067  1.00  0.00           H  
HETATM   81  H47 UNL     1       7.206   1.037  -0.047  1.00  0.00           H  
HETATM   82  H48 UNL     1       8.258   0.866   1.379  1.00  0.00           H  
CONECT    1    2    2   35   36
CONECT    2    3   32
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    9   41
CONECT    6    7    7    8
CONECT    8   42
CONECT    9   10   30   43
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   14   30
CONECT   13   48   49   50
CONECT   14   15   15   27
CONECT   15   16   51
CONECT   16   17   52   53
CONECT   17   18   24   54
CONECT   18   19   20   27
CONECT   19   55   56   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   24   62
CONECT   23   63
CONECT   24   25   26
CONECT   25   64   65   66
CONECT   26   67   68   69
CONECT   27   28   28
CONECT   28   29   70
CONECT   29   30   71   72
CONECT   30   31
CONECT   31   73   74   75
CONECT   32   33   34   76
CONECT   33   77   78   79
CONECT   34   80   81   82
END

HMDB0250950
     RDKit          3D
Dehydroeburicoic acid
 82 85  0  0  0  0  0  0  0  0999 V2000
    6.0294   -2.7747    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541   -1.4509    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -1.0461   -0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9185   -0.3889   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949   -1.1756   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8856   -1.6188    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540   -2.8270    1.5239 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8965   -0.7019    2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -0.7921   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3037   -0.9426   -2.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    0.3219   -2.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.8548   -1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    2.3771   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457    0.3795   -1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.2804   -1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -0.6919   -1.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3051    0.2368   -0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5217    1.0133    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    2.5083   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9619    0.8859    1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654    1.0975    1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2555    0.2300    0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2167    1.0206    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4384   -0.5771   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9556   -1.8351    0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3376   -0.9856   -1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0533    0.6749    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    0.6110    1.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    0.2498    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    0.4749   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534    1.6408    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6771   -0.5744    1.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9207    0.2592    2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7114    0.2856    0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5791   -3.4528   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5339   -3.1404    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -0.3997   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432   -1.9294   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641    0.4979   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6908   -0.0203   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -2.1981   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234   -0.9515    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -1.6291   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.7763   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.1214   -2.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479    1.0475   -2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245    0.2403   -3.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845    2.4758   -2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.8967   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    2.8006   -1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955   -0.5066   -2.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -0.8282   -2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4726   -1.7259   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8597    0.9508   -1.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    2.7211   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6638    2.8486   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0543    3.0416    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    0.0070    2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311    1.7764    2.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337    2.1912    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428    0.9701    2.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8147   -0.5050    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6774    0.5533   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5060   -1.9937    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944   -1.8863    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1987   -2.7487   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2749   -1.4279   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7654   -1.8135   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4627   -0.1702   -1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7446    0.8380    2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -0.8274    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386    0.8351    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984    1.6365    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520    2.5332    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531    1.9135   -0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3378   -1.2519    1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.0419    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7087    0.8478    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -0.3458    3.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3917   -0.3769    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2060    1.0372   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2580    0.8664    1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 18 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  2 32  1  0
 32 33  1  0
 32 34  1  0
 30  9  1  0
 30 12  1  0
 27 14  1  0
 24 17  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 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
 23 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoate	Generator
2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoate	Generator

Chemical Formula

C₃₁H₄₈O₃

Average Molecular Weight

468.722

Monoisotopic Molecular Weight

468.360345406

IUPAC Name

2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoic acid

Traditional Name

2-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(=C)CCC(C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O

InChI Identifier

InChI=1S/C31H48O3/c1-19(2)20(3)9-10-21(27(33)34)22-13-17-31(8)24-11-12-25-28(4,5)26(32)15-16-29(25,6)23(24)14-18-30(22,31)7/h11,14,19,21-22,25-26,32H,3,9-10,12-13,15-18H2,1-2,4-8H3,(H,33,34)

InChI Key

ONFPYGOMAADWAT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Triterpenoid
Ergosterol-skeleton
Ergostane-skeleton
Monohydroxy bile acid, alcohol, or derivatives
Steroid acid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-7-steroid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Unsaturated fatty acid
Fatty acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	7.07	ALOGPS
logP	6.63	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.85	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	140.83 m³·mol⁻¹	ChemAxon
Polarizability	56.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	248.634	30932474
DeepCCS	[M+Na]+	223.922	30932474
AllCCS	[M+H]+	218.2	32859911
AllCCS	[M+H-H2O]+	216.5	32859911
AllCCS	[M+NH4]+	219.8	32859911
AllCCS	[M+Na]+	220.3	32859911
AllCCS	[M-H]-	219.1	32859911
AllCCS	[M+Na-2H]-	221.5	32859911
AllCCS	[M+HCOO]-	224.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dehydroeburicoic acid	CC(C)C(=C)CCC(C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O	4441.9	Standard polar	33892256
Dehydroeburicoic acid	CC(C)C(=C)CCC(C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O	3360.9	Standard non polar	33892256
Dehydroeburicoic acid	CC(C)C(=C)CCC(C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O	3745.5	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 - Dehydroeburicoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-2022900000-9bc828dc6cc733b5e0bf	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroeburicoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Dehydroeburicoic acid 10V, Positive-QTOF	splash10-014i-0314900000-ee10fc810f8d0fd75de1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroeburicoic acid 20V, Positive-QTOF	splash10-0a4i-7932100000-f8e7cac21375b45b24db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroeburicoic acid 40V, Positive-QTOF	splash10-0a4i-9301000000-ff679b9ead5d06d54eec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroeburicoic acid 10V, Negative-QTOF	splash10-014i-0000900000-bce73b60d80cb5333d4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroeburicoic acid 20V, Negative-QTOF	splash10-00di-0001900000-a58c7dc46a12d358be3a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroeburicoic acid 40V, Negative-QTOF	splash10-00ur-9105100000-e25163ea608ea0b09d72	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73190067

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dehydroeburicoic acid (HMDB0250950)

MOL for HMDB0250950 (Dehydroeburicoic acid)

3D MOL for HMDB0250950 (Dehydroeburicoic acid)

3D SDF for HMDB0250950 (Dehydroeburicoic acid)

3D-SDF for HMDB0250950 (Dehydroeburicoic acid)

PDB for HMDB0250950 (Dehydroeburicoic acid)

3D PDB for HMDB0250950 (Dehydroeburicoic acid)

SMILES for HMDB0250950 (Dehydroeburicoic acid)

INCHI for HMDB0250950 (Dehydroeburicoic acid)

Structure for HMDB0250950 (Dehydroeburicoic acid)

3D Structure for HMDB0250950 (Dehydroeburicoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra