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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:07:05 UTC

Update Date

2021-09-26 23:02:42 UTC

HMDB ID

HMDB0250960

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dehydrotumulosic acid

Description

Dehydrotumulosic acid, also known as dehydrotumulosate, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Based on a literature review a significant number of articles have been published on Dehydrotumulosic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dehydrotumulosic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dehydrotumulosic 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

  Mrv0541 04121514012D          

 35 38  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
    8.2359   -0.3185    0.0000 O   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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

HMDB0250960
     RDKit          3D
Dehydrotumulosic acid
 83 86  0  0  0  0  0  0  0  0999 V2000
    6.7320   -2.2068    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -0.9516    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991   -0.7148   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    0.2421    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9378    0.6047   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9895    1.2013   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5058    0.6893   -2.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    2.4250   -1.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -0.3623    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.7137   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -1.8375   -1.8778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3752   -2.1727   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.8959   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.6377   -2.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7101   -0.7855   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4655   -1.7641    0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101   -1.4579    0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144   -0.3571   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293    0.9234    0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    1.8943   -1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881    1.6268    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3524    1.8579    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0699    0.5499    1.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4594    0.7326    1.6987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -0.1779    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470   -1.5858    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    0.4434   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1836    0.6165   -0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    1.6369   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1507    1.4771   -0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711    0.0866    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034   -0.0632    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630    0.0639    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7964   -0.5418    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847    1.2022    1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -2.9634    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6751   -2.4534    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419   -1.6858   -0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3014   -0.4162   -1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333   -0.1481    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8591    1.2366    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830    1.4847    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5385    3.1102   -1.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -0.5932    1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -2.4904    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998   -2.5925   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441   -2.6547    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1597   -2.8838   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.8273   -2.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149    0.3794   -2.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.4134   -2.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -2.7764    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479   -1.0904    1.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4044   -2.3828    0.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3747   -0.6454   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    2.3092   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5596    2.7469   -0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4795    1.3183   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354    0.9783    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841    2.5981    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4634    2.2950    2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8215    2.5444    0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -0.0857    2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7639    1.4403    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5636   -1.4413    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1978   -2.2614   -0.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2219   -1.9487    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6270    1.5451   -0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4459   -0.0510   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7655    0.2234   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7023    2.6508   -0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308    1.8329   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    2.1620    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -1.0056    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959   -0.1063    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    0.8037    1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7102    0.4802   -0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6635   -0.8785    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1321   -1.3465   -0.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5147    0.3244    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9789    2.1399    0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1235    1.4956    1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4608    0.9952    1.9288 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
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 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
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 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 31  9  1  0
 31 13  1  0
 28 15  1  0
 25 18  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 14 49  1  0
 14 50  1  0
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 18 55  1  0
 20 56  1  0
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 20 58  1  0
 21 59  1  0
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 27 69  1  0
 27 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
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 32 75  1  0
 32 76  1  0
 33 77  1  0
 34 78  1  0
 34 79  1  0
 34 80  1  0
 35 81  1  0
 35 82  1  0
 35 83  1  0
M  END

  Mrv0541 04121514012D          

 35 38  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
    8.2359   -0.3185    0.0000 O   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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250960

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=C)CCC(C1C(O)CC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O4/c1-18(2)19(3)9-10-20(27(34)35)26-23(32)17-31(8)22-11-12-24-28(4,5)25(33)14-15-29(24,6)21(22)13-16-30(26,31)7/h11,13,18,20,23-26,32-33H,3,9-10,12,14-17H2,1-2,4-8H3,(H,34,35)

> <INCHI_KEY>
LADJWZMBZBVBSB-UHFFFAOYSA-N

> <FORMULA>
C31H48O4

> <MOLECULAR_WEIGHT>
484.721

> <EXACT_MASS>
484.355260026

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
57.86511584530747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{5,13-dihydroxy-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>
6.20

> <JCHEM_LOGP>
5.316664251000002

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.900497413856183

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.749323538501943

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7785407407028305

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
142.42120000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{5,13-dihydroxy-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

$$$$

HMDB0250960
     RDKit          3D
Dehydrotumulosic acid
 83 86  0  0  0  0  0  0  0  0999 V2000
    6.7320   -2.2068    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -0.9516    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991   -0.7148   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    0.2421    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9378    0.6047   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9895    1.2013   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5058    0.6893   -2.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    2.4250   -1.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -0.3623    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.7137   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -1.8375   -1.8778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3752   -2.1727   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.8959   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.6377   -2.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7101   -0.7855   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4655   -1.7641    0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101   -1.4579    0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144   -0.3571   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293    0.9234    0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    1.8943   -1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881    1.6268    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3524    1.8579    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0699    0.5499    1.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4594    0.7326    1.6987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -0.1779    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470   -1.5858    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    0.4434   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1836    0.6165   -0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    1.6369   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1507    1.4771   -0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711    0.0866    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034   -0.0632    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630    0.0639    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7964   -0.5418    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847    1.2022    1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -2.9634    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6751   -2.4534    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419   -1.6858   -0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3014   -0.4162   -1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333   -0.1481    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8591    1.2366    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830    1.4847    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5385    3.1102   -1.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -0.5932    1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -2.4904    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998   -2.5925   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441   -2.6547    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1597   -2.8838   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.8273   -2.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149    0.3794   -2.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.4134   -2.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -2.7764    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479   -1.0904    1.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4044   -2.3828    0.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3747   -0.6454   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    2.3092   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5596    2.7469   -0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4795    1.3183   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354    0.9783    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841    2.5981    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4634    2.2950    2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8215    2.5444    0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -0.0857    2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7639    1.4403    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5636   -1.4413    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1978   -2.2614   -0.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2219   -1.9487    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6270    1.5451   -0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4459   -0.0510   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7655    0.2234   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7023    2.6508   -0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308    1.8329   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    2.1620    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -1.0056    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959   -0.1063    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    0.8037    1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7102    0.4802   -0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6635   -0.8785    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1321   -1.3465   -0.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5147    0.3244    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9789    2.1399    0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1235    1.4956    1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4608    0.9952    1.9288 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 19 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 31  9  1  0
 31 13  1  0
 28 15  1  0
 25 18  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 14 49  1  0
 14 50  1  0
 14 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 34 78  1  0
 34 79  1  0
 34 80  1  0
 35 81  1  0
 35 82  1  0
 35 83  1  0
M  END

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-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  O   UNK     0      15.374  -0.595   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      18.025   0.116   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.358  -0.654   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.519   0.877   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.823  -0.178   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.143   1.328   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.608   1.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.752   0.773   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.217   1.249   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.494   2.609   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.430   2.197   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.361   0.219   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      27.826   0.695   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      26.041  -1.288   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.576  -1.763   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.432  -0.733   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.112  -2.239   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.967  -1.209   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.647  -2.715   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.182  -3.191   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.038  -2.161   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.562  -3.625   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.506  -4.989   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      19.046  -4.989   0.000  0.00  0.00           O+0
HETATM   35  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   33                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15   31                                             
CONECT   14   13                                                            
CONECT   15   13   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   18   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   15   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    9   13   32                                             
CONECT   32   31                                                            
CONECT   33    8   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0250960
HETATM    1  C1  UNL     1       6.732  -2.207   0.428  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.427  -0.952   0.036  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.099  -0.715  -0.569  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.337   0.242   0.229  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.938   0.605  -0.228  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.989   1.201  -1.584  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.506   0.689  -2.623  1.00  0.00           O  
HETATM    8  O2  UNL     1       3.601   2.425  -1.840  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.877  -0.362   0.038  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.860  -1.714  -0.543  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.201  -1.837  -1.878  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.375  -2.173  -0.482  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.340  -0.896  -0.765  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.420  -0.638  -2.213  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.710  -0.786  -0.202  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.465  -1.764   0.185  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.810  -1.458   0.724  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.414  -0.357  -0.104  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.629   0.923   0.045  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.971   1.894  -1.093  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.888   1.627   1.333  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.352   1.858   1.550  1.00  0.00           C  
HETATM   23  C20 UNL     1      -6.070   0.550   1.555  1.00  0.00           C  
HETATM   24  O4  UNL     1      -7.459   0.733   1.699  1.00  0.00           O  
HETATM   25  C21 UNL     1      -5.871  -0.178   0.254  1.00  0.00           C  
HETATM   26  C22 UNL     1      -6.447  -1.586   0.466  1.00  0.00           C  
HETATM   27  C23 UNL     1      -6.688   0.443  -0.851  1.00  0.00           C  
HETATM   28  C24 UNL     1      -2.184   0.617  -0.108  1.00  0.00           C  
HETATM   29  C25 UNL     1      -1.341   1.637  -0.162  1.00  0.00           C  
HETATM   30  C26 UNL     1       0.151   1.477  -0.321  1.00  0.00           C  
HETATM   31  C27 UNL     1       0.471   0.087   0.059  1.00  0.00           C  
HETATM   32  C28 UNL     1      -0.103  -0.063   1.491  1.00  0.00           C  
HETATM   33  C29 UNL     1       7.463   0.064   0.198  1.00  0.00           C  
HETATM   34  C30 UNL     1       8.796  -0.542   0.642  1.00  0.00           C  
HETATM   35  C31 UNL     1       7.185   1.202   1.113  1.00  0.00           C  
HETATM   36  H1  UNL     1       5.996  -2.963   0.281  1.00  0.00           H  
HETATM   37  H2  UNL     1       7.675  -2.453   0.875  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.542  -1.686  -0.662  1.00  0.00           H  
HETATM   39  H4  UNL     1       5.301  -0.416  -1.620  1.00  0.00           H  
HETATM   40  H5  UNL     1       4.233  -0.148   1.265  1.00  0.00           H  
HETATM   41  H6  UNL     1       4.859   1.237   0.269  1.00  0.00           H  
HETATM   42  H7  UNL     1       2.683   1.485   0.451  1.00  0.00           H  
HETATM   43  H8  UNL     1       3.539   3.110  -1.071  1.00  0.00           H  
HETATM   44  H9  UNL     1       2.094  -0.593   1.174  1.00  0.00           H  
HETATM   45  H10 UNL     1       2.408  -2.490   0.012  1.00  0.00           H  
HETATM   46  H11 UNL     1       2.800  -2.592  -2.069  1.00  0.00           H  
HETATM   47  H12 UNL     1       0.144  -2.655   0.463  1.00  0.00           H  
HETATM   48  H13 UNL     1       0.160  -2.884  -1.305  1.00  0.00           H  
HETATM   49  H14 UNL     1      -1.485  -0.827  -2.555  1.00  0.00           H  
HETATM   50  H15 UNL     1      -0.215   0.379  -2.560  1.00  0.00           H  
HETATM   51  H16 UNL     1       0.140  -1.413  -2.816  1.00  0.00           H  
HETATM   52  H17 UNL     1      -2.068  -2.776   0.092  1.00  0.00           H  
HETATM   53  H18 UNL     1      -3.748  -1.090   1.787  1.00  0.00           H  
HETATM   54  H19 UNL     1      -4.404  -2.383   0.655  1.00  0.00           H  
HETATM   55  H20 UNL     1      -4.375  -0.645  -1.174  1.00  0.00           H  
HETATM   56  H21 UNL     1      -3.058   2.309  -1.570  1.00  0.00           H  
HETATM   57  H22 UNL     1      -4.560   2.747  -0.743  1.00  0.00           H  
HETATM   58  H23 UNL     1      -4.480   1.318  -1.921  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.535   0.978   2.180  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.384   2.598   1.329  1.00  0.00           H  
HETATM   61  H26 UNL     1      -5.463   2.295   2.586  1.00  0.00           H  
HETATM   62  H27 UNL     1      -5.822   2.544   0.845  1.00  0.00           H  
HETATM   63  H28 UNL     1      -5.701  -0.086   2.389  1.00  0.00           H  
HETATM   64  H29 UNL     1      -7.764   1.440   1.085  1.00  0.00           H  
HETATM   65  H30 UNL     1      -7.564  -1.441   0.433  1.00  0.00           H  
HETATM   66  H31 UNL     1      -6.198  -2.261  -0.351  1.00  0.00           H  
HETATM   67  H32 UNL     1      -6.222  -1.949   1.472  1.00  0.00           H  
HETATM   68  H33 UNL     1      -6.627   1.545  -0.877  1.00  0.00           H  
HETATM   69  H34 UNL     1      -6.446  -0.051  -1.802  1.00  0.00           H  
HETATM   70  H35 UNL     1      -7.766   0.223  -0.591  1.00  0.00           H  
HETATM   71  H36 UNL     1      -1.702   2.651  -0.092  1.00  0.00           H  
HETATM   72  H37 UNL     1       0.431   1.833  -1.300  1.00  0.00           H  
HETATM   73  H38 UNL     1       0.653   2.162   0.425  1.00  0.00           H  
HETATM   74  H39 UNL     1      -0.627  -1.006   1.631  1.00  0.00           H  
HETATM   75  H40 UNL     1       0.796  -0.106   2.173  1.00  0.00           H  
HETATM   76  H41 UNL     1      -0.668   0.804   1.814  1.00  0.00           H  
HETATM   77  H42 UNL     1       7.710   0.480  -0.837  1.00  0.00           H  
HETATM   78  H43 UNL     1       8.664  -0.878   1.688  1.00  0.00           H  
HETATM   79  H44 UNL     1       9.132  -1.347  -0.009  1.00  0.00           H  
HETATM   80  H45 UNL     1       9.515   0.324   0.630  1.00  0.00           H  
HETATM   81  H46 UNL     1       6.979   2.140   0.547  1.00  0.00           H  
HETATM   82  H47 UNL     1       8.123   1.496   1.706  1.00  0.00           H  
HETATM   83  H48 UNL     1       6.461   0.995   1.929  1.00  0.00           H  
CONECT    1    2    2   36   37
CONECT    2    3   33
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6    9   42
CONECT    6    7    7    8
CONECT    8   43
CONECT    9   10   31   44
CONECT   10   11   12   45
CONECT   11   46
CONECT   12   13   47   48
CONECT   13   14   15   31
CONECT   14   49   50   51
CONECT   15   16   16   28
CONECT   16   17   52
CONECT   17   18   53   54
CONECT   18   19   25   55
CONECT   19   20   21   28
CONECT   20   56   57   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   25   63
CONECT   24   64
CONECT   25   26   27
CONECT   26   65   66   67
CONECT   27   68   69   70
CONECT   28   29   29
CONECT   29   30   71
CONECT   30   31   72   73
CONECT   31   32
CONECT   32   74   75   76
CONECT   33   34   35   77
CONECT   34   78   79   80
CONECT   35   81   82   83
END

HMDB0250960
     RDKit          3D
Dehydrotumulosic acid
 83 86  0  0  0  0  0  0  0  0999 V2000
    6.7320   -2.2068    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -0.9516    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991   -0.7148   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    0.2421    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9378    0.6047   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9895    1.2013   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5058    0.6893   -2.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    2.4250   -1.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -0.3623    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.7137   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -1.8375   -1.8778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3752   -2.1727   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.8959   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.6377   -2.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7101   -0.7855   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4655   -1.7641    0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101   -1.4579    0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144   -0.3571   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293    0.9234    0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    1.8943   -1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881    1.6268    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3524    1.8579    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0699    0.5499    1.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4594    0.7326    1.6987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -0.1779    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470   -1.5858    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    0.4434   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1836    0.6165   -0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    1.6369   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1507    1.4771   -0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711    0.0866    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034   -0.0632    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630    0.0639    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7964   -0.5418    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847    1.2022    1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -2.9634    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6751   -2.4534    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419   -1.6858   -0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3014   -0.4162   -1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333   -0.1481    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8591    1.2366    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830    1.4847    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5385    3.1102   -1.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -0.5932    1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -2.4904    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998   -2.5925   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441   -2.6547    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1597   -2.8838   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.8273   -2.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149    0.3794   -2.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.4134   -2.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -2.7764    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479   -1.0904    1.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4044   -2.3828    0.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3747   -0.6454   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    2.3092   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5596    2.7469   -0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4795    1.3183   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354    0.9783    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841    2.5981    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4634    2.2950    2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8215    2.5444    0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -0.0857    2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7639    1.4403    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5636   -1.4413    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1978   -2.2614   -0.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2219   -1.9487    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6270    1.5451   -0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4459   -0.0510   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7655    0.2234   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7023    2.6508   -0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308    1.8329   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    2.1620    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -1.0056    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959   -0.1063    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    0.8037    1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7102    0.4802   -0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6635   -0.8785    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1321   -1.3465   -0.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5147    0.3244    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9789    2.1399    0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1235    1.4956    1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4608    0.9952    1.9288 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 19 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 31  9  1  0
 31 13  1  0
 28 15  1  0
 25 18  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 14 49  1  0
 14 50  1  0
 14 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 34 78  1  0
 34 79  1  0
 34 80  1  0
 35 81  1  0
 35 82  1  0
 35 83  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dehydrotumulosate	Generator
Dehydrotumulosic acid, (3alpha,16alpha)-isomer	HMDB
2-{5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-6-methyl-5-methylideneheptanoate	HMDB

Chemical Formula

C₃₁H₄₈O₄

Average Molecular Weight

484.721

Monoisotopic Molecular Weight

484.355260026

IUPAC Name

2-{5,13-dihydroxy-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-{5,13-dihydroxy-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(C1C(O)CC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O

InChI Identifier

InChI=1S/C31H48O4/c1-18(2)19(3)9-10-20(27(34)35)26-23(32)17-31(8)22-11-12-24-28(4,5)25(33)14-15-29(24,6)21(22)13-16-30(26,31)7/h11,13,18,20,23-26,32-33H,3,9-10,12,14-17H2,1-2,4-8H3,(H,34,35)

InChI Key

LADJWZMBZBVBSB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Source

Exogenous

Exogenous (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	6.2	ALOGPS
logP	5.32	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	4.75	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	142.42 m³·mol⁻¹	ChemAxon
Polarizability	57.87 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]-	254.385	30932474
DeepCCS	[M+Na]+	229.951	30932474
AllCCS	[M+H]+	219.8	32859911
AllCCS	[M+H-H2O]+	218.2	32859911
AllCCS	[M+NH4]+	221.3	32859911
AllCCS	[M+Na]+	221.8	32859911
AllCCS	[M-H]-	219.6	32859911
AllCCS	[M+Na-2H]-	222.2	32859911
AllCCS	[M+HCOO]-	225.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dehydrotumulosic acid	CC(C)C(=C)CCC(C1C(O)CC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O	4542.7	Standard polar	33892256
Dehydrotumulosic acid	CC(C)C(=C)CCC(C1C(O)CC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O	3224.4	Standard non polar	33892256
Dehydrotumulosic acid	CC(C)C(=C)CCC(C1C(O)CC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C)C(O)=O	3898.1	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 - Dehydrotumulosic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bc-1042900000-9856caa4c2b5fa90459a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrotumulosic acid GC-MS (TBDMS_3_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 - Dehydrotumulosic acid 10V, Negative-QTOF	splash10-001i-0000900000-b544fe368920937cc902	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrotumulosic acid 20V, Negative-QTOF	splash10-0719-1604900000-45092b8830031de4ec19	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrotumulosic acid 40V, Negative-QTOF	splash10-01t9-1309200000-b4c42aa93a53297b8819	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrotumulosic acid 10V, Positive-QTOF	splash10-00kk-0001900000-93ff759b8e39e8660971	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrotumulosic acid 20V, Positive-QTOF	splash10-06y9-8629600000-3136520dcfd84a8b0ee1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrotumulosic acid 40V, Positive-QTOF	splash10-0kc6-9212000000-6429724ab8410909040e	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

11178121

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22134159

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 Dehydrotumulosic acid (HMDB0250960)

MOL for HMDB0250960 (Dehydrotumulosic acid)

3D MOL for HMDB0250960 (Dehydrotumulosic acid)

3D SDF for HMDB0250960 (Dehydrotumulosic acid)

3D-SDF for HMDB0250960 (Dehydrotumulosic acid)

PDB for HMDB0250960 (Dehydrotumulosic acid)

3D PDB for HMDB0250960 (Dehydrotumulosic acid)

SMILES for HMDB0250960 (Dehydrotumulosic acid)

INCHI for HMDB0250960 (Dehydrotumulosic acid)

Structure for HMDB0250960 (Dehydrotumulosic acid)

3D Structure for HMDB0250960 (Dehydrotumulosic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra