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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:47 UTC

Update Date

2022-03-07 02:53:28 UTC

HMDB ID

HMDB0032783

Secondary Accession Numbers

HMDB32783

Metabolite Identification

Common Name

Porrigenin A

Description

Porrigenin A belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Porrigenin A is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061306412D          

 32 37  0  0  0  0            999 V2000
    4.3030   -3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2076   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351   -3.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9810   -3.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1573   -3.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -3.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4540   -3.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4446   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5451   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -1.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8046   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082   -2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170   -3.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319   -3.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -2.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5276   -3.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507   -2.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7215   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2682   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984   -2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6282   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8804   -3.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3512   -3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7452   -2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6385   -0.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8221   -2.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0815   -4.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -2.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
 14  1  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 10  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 15  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 25 24  1  0  0  0  0
 26  4  1  0  0  0  0
 26 12  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27  8  1  0  0  0  0
 27 15  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
 31 13  1  0  0  0  0
 31 27  1  0  0  0  0
 32 23  1  0  0  0  0
 32 27  1  0  0  0  0
M  END

HMDB0032783
     RDKit          3D
Porrigenin A
 76 81  0  0  0  0  0  0  0  0999 V2000
    7.5810    0.6769   -1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857    0.6375   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    1.5480   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    1.3151    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114   -0.0790   -0.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532   -0.8785   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8232   -0.7428   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789   -0.0779   -1.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -1.3943   -0.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469   -1.6231   -1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.9257   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598   -1.5563   -0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -1.0450   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -1.1541   -1.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327   -0.7051   -3.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -0.3712   -0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763    0.9756   -1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6138    1.5493   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0465    2.7764   -1.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691    1.5741    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1036    0.8279    1.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909    1.2177    0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -0.2321    0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.0582    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -0.5715    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012    0.6280    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    0.2639    1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5719   -1.1519    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -1.8537    2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9556   -1.4935    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -0.7412    1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9793    0.2100    2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3077    0.3432   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3295   -0.0198   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0274    1.6904   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7124    1.0683    0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    1.1613   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    2.5979   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4569    1.5323    1.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    2.0225   -0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8569   -1.0342    0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793   -1.4545   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851   -2.1174   -1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034   -0.7428   -1.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532   -2.4906   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -2.9962    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897   -2.4926   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.0080   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -1.7207   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121   -2.2331   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748    0.1037   -3.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1456   -0.8738   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6101    1.6186   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9076    0.6798   -2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4791    0.8459   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9462    2.9383   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    2.6384    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    1.2182    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    1.2877    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277    1.9378    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849   -0.5876    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593   -2.0155    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3807   -1.3307    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -1.0406    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    1.3203    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    1.2236   -0.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    0.6109    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8448    0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.1531    3.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -2.7343    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -2.3075    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0737   -2.6046    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9315   -1.4571    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0104    0.3782    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511    1.2376    1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4023   -0.2440    2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
  7  2  1  0
 30  9  1  0
 31  5  1  0
 28 11  1  0
 25 12  1  0
 23 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 24 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
M  END


  Mrv0541 05061306412D          

 32 37  0  0  0  0            999 V2000
    4.3030   -3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2076   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351   -3.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9810   -3.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1573   -3.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -3.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4540   -3.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4446   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5451   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -1.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8046   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082   -2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170   -3.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319   -3.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -2.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5276   -3.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507   -2.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7215   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2682   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984   -2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6282   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8804   -3.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3512   -3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7452   -2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6385   -0.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8221   -2.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0815   -4.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -2.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
 14  1  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 10  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 15  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 25 24  1  0  0  0  0
 26  4  1  0  0  0  0
 26 12  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27  8  1  0  0  0  0
 27 15  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
 31 13  1  0  0  0  0
 31 27  1  0  0  0  0
 32 23  1  0  0  0  0
 32 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032783

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(CC3C4CC(O)C5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O5/c1-14-5-8-27(31-13-14)15(2)24-23(32-27)11-18-16-9-20(28)19-10-21(29)22(30)12-26(19,4)17(16)6-7-25(18,24)3/h14-24,28-30H,5-13H2,1-4H3

> <INCHI_KEY>
FYRLHXNMINIDCB-UHFFFAOYSA-N

> <FORMULA>
C27H44O5

> <MOLECULAR_WEIGHT>
448.6353

> <EXACT_MASS>
448.318874518

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.504420407517536

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',16',19'-triol

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
2.949216531333334

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.817835866266197

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.853114690139979

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8343239602193195

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
122.36989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',16',19'-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032783
     RDKit          3D
Porrigenin A
 76 81  0  0  0  0  0  0  0  0999 V2000
    7.5810    0.6769   -1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857    0.6375   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    1.5480   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    1.3151    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114   -0.0790   -0.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532   -0.8785   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8232   -0.7428   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789   -0.0779   -1.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -1.3943   -0.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469   -1.6231   -1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.9257   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598   -1.5563   -0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -1.0450   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -1.1541   -1.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327   -0.7051   -3.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -0.3712   -0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763    0.9756   -1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6138    1.5493   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0465    2.7764   -1.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691    1.5741    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1036    0.8279    1.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909    1.2177    0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -0.2321    0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.0582    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -0.5715    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012    0.6280    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    0.2639    1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5719   -1.1519    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -1.8537    2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9556   -1.4935    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -0.7412    1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9793    0.2100    2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3077    0.3432   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3295   -0.0198   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0274    1.6904   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7124    1.0683    0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    1.1613   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    2.5979   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4569    1.5323    1.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    2.0225   -0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8569   -1.0342    0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793   -1.4545   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851   -2.1174   -1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034   -0.7428   -1.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532   -2.4906   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -2.9962    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897   -2.4926   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.0080   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -1.7207   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121   -2.2331   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748    0.1037   -3.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1456   -0.8738   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6101    1.6186   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9076    0.6798   -2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4791    0.8459   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9462    2.9383   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    2.6384    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    1.2182    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    1.2877    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277    1.9378    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849   -0.5876    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593   -2.0155    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3807   -1.3307    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -1.0406    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    1.3203    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    1.2236   -0.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    0.6109    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8448    0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.1531    3.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -2.7343    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -2.3075    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0737   -2.6046    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9315   -1.4571    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0104    0.3782    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511    1.2376    1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4023   -0.2440    2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
  7  2  1  0
 30  9  1  0
 31  5  1  0
 28 11  1  0
 25 12  1  0
 23 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 24 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.032  -6.133   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.454  -7.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.746  -7.289   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.498  -7.100   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.528  -7.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.960  -7.189   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.423  -7.279   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.047  -6.825   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.497  -3.150   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.418  -4.258   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.173  -3.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.035  -7.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.095  -4.443   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.552  -5.884   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.686  -6.467   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.805  -4.526   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.652  -5.813   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.268  -4.616   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.880  -4.347   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.034  -3.061   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.264  -5.545   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.573  -6.921   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.805  -4.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.054  -5.760   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.577  -5.992   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.189  -5.724   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.591  -5.384   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.725  -1.685   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      25.801  -5.455   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      24.419  -8.208   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      11.615  -4.193   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.282  -4.008   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    8   14                                                       
CONECT    6    7   17                                                       
CONECT    7    6   25                                                       
CONECT    8    5   27                                                       
CONECT    9   16   20                                                       
CONECT   10   19   21                                                       
CONECT   11   18   23                                                       
CONECT   12   22   26                                                       
CONECT   13   14   31                                                       
CONECT   14    1    5   13                                                  
CONECT   15    2   24   27                                                  
CONECT   16    9   17   18                                                  
CONECT   17    6   16   26                                                  
CONECT   18   11   16   25                                                  
CONECT   19   10   20   26                                                  
CONECT   20    9   19   28                                                  
CONECT   21   10   22   29                                                  
CONECT   22   12   21   30                                                  
CONECT   23   11   24   32                                                  
CONECT   24   15   23   25                                                  
CONECT   25    3    7   18   24                                             
CONECT   26    4   12   17   19                                             
CONECT   27    8   15   31   32                                             
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   13   27                                                       
CONECT   32   23   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0032783
HETATM    1  C1  UNL     1       7.581   0.677  -1.375  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.386   0.637  -0.445  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.269   1.548  -0.945  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.088   1.315   0.008  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.611  -0.079  -0.223  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.553  -0.879  -0.860  1.00  0.00           O  
HETATM    7  C6  UNL     1       5.823  -0.743  -0.311  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.479  -0.078  -1.056  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.047  -1.394  -0.919  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.647  -1.623  -1.376  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.162  -1.926  -0.123  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.560  -1.556  -0.337  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.859  -1.045  -1.737  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.351  -1.154  -1.915  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.633  -0.705  -3.215  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.134  -0.371  -0.916  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.476   0.976  -1.577  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.614   1.549  -0.787  1.00  0.00           C  
HETATM   19  O4  UNL     1      -6.047   2.776  -1.271  1.00  0.00           O  
HETATM   20  C16 UNL     1      -5.269   1.574   0.665  1.00  0.00           C  
HETATM   21  O5  UNL     1      -6.104   0.828   1.467  1.00  0.00           O  
HETATM   22  C17 UNL     1      -3.791   1.218   0.880  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.551  -0.232   0.428  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.413  -1.058   1.403  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.143  -0.571   0.630  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.201   0.628   0.674  1.00  0.00           C  
HETATM   27  C22 UNL     1       0.194   0.264   1.044  1.00  0.00           C  
HETATM   28  C23 UNL     1       0.572  -1.152   0.978  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.268  -1.854   2.309  1.00  0.00           C  
HETATM   30  C25 UNL     1       1.956  -1.494   0.613  1.00  0.00           C  
HETATM   31  C26 UNL     1       3.095  -0.741   1.062  1.00  0.00           C  
HETATM   32  C27 UNL     1       2.979   0.210   2.185  1.00  0.00           C  
HETATM   33  H1  UNL     1       7.308   0.343  -2.380  1.00  0.00           H  
HETATM   34  H2  UNL     1       8.330  -0.020  -0.959  1.00  0.00           H  
HETATM   35  H3  UNL     1       8.027   1.690  -1.333  1.00  0.00           H  
HETATM   36  H4  UNL     1       6.712   1.068   0.528  1.00  0.00           H  
HETATM   37  H5  UNL     1       4.940   1.161  -1.934  1.00  0.00           H  
HETATM   38  H6  UNL     1       5.568   2.598  -0.966  1.00  0.00           H  
HETATM   39  H7  UNL     1       4.457   1.532   1.006  1.00  0.00           H  
HETATM   40  H8  UNL     1       3.293   2.023  -0.316  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.857  -1.034   0.757  1.00  0.00           H  
HETATM   42  H10 UNL     1       6.479  -1.454  -0.854  1.00  0.00           H  
HETATM   43  H11 UNL     1       2.785  -2.117  -1.311  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.303  -0.743  -1.915  1.00  0.00           H  
HETATM   45  H13 UNL     1       0.653  -2.491  -2.070  1.00  0.00           H  
HETATM   46  H14 UNL     1      -0.004  -2.996   0.117  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.190  -2.493  -0.239  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.589   0.008  -1.880  1.00  0.00           H  
HETATM   49  H17 UNL     1      -1.394  -1.721  -2.480  1.00  0.00           H  
HETATM   50  H18 UNL     1      -3.612  -2.233  -1.902  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.075   0.104  -3.340  1.00  0.00           H  
HETATM   52  H20 UNL     1      -5.146  -0.874  -0.880  1.00  0.00           H  
HETATM   53  H21 UNL     1      -3.610   1.619  -1.688  1.00  0.00           H  
HETATM   54  H22 UNL     1      -4.908   0.680  -2.579  1.00  0.00           H  
HETATM   55  H23 UNL     1      -6.479   0.846  -0.910  1.00  0.00           H  
HETATM   56  H24 UNL     1      -6.946   2.938  -0.868  1.00  0.00           H  
HETATM   57  H25 UNL     1      -5.352   2.638   1.014  1.00  0.00           H  
HETATM   58  H26 UNL     1      -6.097   1.218   2.375  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.636   1.288   1.976  1.00  0.00           H  
HETATM   60  H28 UNL     1      -3.228   1.938   0.287  1.00  0.00           H  
HETATM   61  H29 UNL     1      -4.485  -0.588   2.382  1.00  0.00           H  
HETATM   62  H30 UNL     1      -3.859  -2.016   1.535  1.00  0.00           H  
HETATM   63  H31 UNL     1      -5.381  -1.331   0.941  1.00  0.00           H  
HETATM   64  H32 UNL     1      -2.022  -1.041   1.653  1.00  0.00           H  
HETATM   65  H33 UNL     1      -1.671   1.320   1.437  1.00  0.00           H  
HETATM   66  H34 UNL     1      -1.262   1.224  -0.278  1.00  0.00           H  
HETATM   67  H35 UNL     1       0.348   0.611   2.110  1.00  0.00           H  
HETATM   68  H36 UNL     1       0.868   0.845   0.357  1.00  0.00           H  
HETATM   69  H37 UNL     1      -0.095  -1.153   3.072  1.00  0.00           H  
HETATM   70  H38 UNL     1      -0.402  -2.734   2.151  1.00  0.00           H  
HETATM   71  H39 UNL     1       1.204  -2.308   2.751  1.00  0.00           H  
HETATM   72  H40 UNL     1       2.074  -2.605   0.805  1.00  0.00           H  
HETATM   73  H41 UNL     1       3.932  -1.457   1.337  1.00  0.00           H  
HETATM   74  H42 UNL     1       4.010   0.378   2.627  1.00  0.00           H  
HETATM   75  H43 UNL     1       2.651   1.238   1.908  1.00  0.00           H  
HETATM   76  H44 UNL     1       2.402  -0.244   2.995  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    7   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    8   31
CONECT    6    7
CONECT    7   41   42
CONECT    8    9
CONECT    9   10   30   43
CONECT   10   11   44   45
CONECT   11   12   28   46
CONECT   12   13   25   47
CONECT   13   14   48   49
CONECT   14   15   16   50
CONECT   15   51
CONECT   16   17   23   52
CONECT   17   18   53   54
CONECT   18   19   20   55
CONECT   19   56
CONECT   20   21   22   57
CONECT   21   58
CONECT   22   23   59   60
CONECT   23   24   25
CONECT   24   61   62   63
CONECT   25   26   64
CONECT   26   27   65   66
CONECT   27   28   67   68
CONECT   28   29   30
CONECT   29   69   70   71
CONECT   30   31   72
CONECT   31   32   73
CONECT   32   74   75   76
END

HMDB0032783
     RDKit          3D
Porrigenin A
 76 81  0  0  0  0  0  0  0  0999 V2000
    7.5810    0.6769   -1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857    0.6375   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    1.5480   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    1.3151    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114   -0.0790   -0.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532   -0.8785   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8232   -0.7428   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789   -0.0779   -1.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -1.3943   -0.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469   -1.6231   -1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.9257   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598   -1.5563   -0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -1.0450   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -1.1541   -1.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327   -0.7051   -3.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -0.3712   -0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763    0.9756   -1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6138    1.5493   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0465    2.7764   -1.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691    1.5741    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1036    0.8279    1.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909    1.2177    0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -0.2321    0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.0582    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -0.5715    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012    0.6280    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    0.2639    1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5719   -1.1519    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -1.8537    2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9556   -1.4935    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -0.7412    1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9793    0.2100    2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3077    0.3432   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3295   -0.0198   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0274    1.6904   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7124    1.0683    0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    1.1613   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    2.5979   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4569    1.5323    1.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    2.0225   -0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8569   -1.0342    0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793   -1.4545   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851   -2.1174   -1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034   -0.7428   -1.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532   -2.4906   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -2.9962    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897   -2.4926   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.0080   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -1.7207   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121   -2.2331   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748    0.1037   -3.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1456   -0.8738   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6101    1.6186   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9076    0.6798   -2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4791    0.8459   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9462    2.9383   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    2.6384    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    1.2182    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    1.2877    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277    1.9378    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849   -0.5876    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593   -2.0155    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3807   -1.3307    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -1.0406    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    1.3203    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    1.2236   -0.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    0.6109    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8448    0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.1531    3.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -2.7343    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -2.3075    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0737   -2.6046    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9315   -1.4571    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0104    0.3782    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511    1.2376    1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4023   -0.2440    2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
  7  2  1  0
 30  9  1  0
 31  5  1  0
 28 11  1  0
 25 12  1  0
 23 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 24 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(25R)-5alpha-Spirostan-2beta,3beta,6beta-triol	HMDB
(2beta,3beta,5alpha,6beta,25R)-Spirostan-2,3,6-triol	HMDB

Chemical Formula

C₂₇H₄₄O₅

Average Molecular Weight

448.6353

Monoisotopic Molecular Weight

448.318874518

IUPAC Name

5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',16',19'-triol

Traditional Name

5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',16',19'-triol

CAS Registry Number

196607-75-7

SMILES

CC1C2C(CC3C4CC(O)C5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C27H44O5/c1-14-5-8-27(31-13-14)15(2)24-23(32-27)11-18-16-9-20(28)19-10-21(29)22(30)12-26(19,4)17(16)6-7-25(18,24)3/h14-24,28-30H,5-13H2,1-4H3

InChI Key

FYRLHXNMINIDCB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Spirostane skeleton
3-hydroxysteroid
2-hydroxysteroid
6-hydroxysteroid
Hydroxysteroid
Steroid
Ketal
Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032783)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032783)

Source

Endogenous

Endogenous (HMDB: HMDB0032783)

Plant

Plant (HMDB: HMDB0032783)

Animal

Animal (HMDB: HMDB0032783)

Exogenous

Food

Food (HMDB: HMDB0032783)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032783)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032783)

Cellular process

Cell signaling (HMDB: HMDB0032783)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032783)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032783)

Nutrient

Nutrient (HMDB: HMDB0032783)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032783)

Emulsifier (HMDB: HMDB0032783)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	1.81	ALOGPS
logP	2.95	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.85	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	122.37 m³·mol⁻¹	ChemAxon
Polarizability	52.5 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.172	31661259
DarkChem	[M-H]-	196.425	31661259
DeepCCS	[M-2H]-	243.58	30932474
DeepCCS	[M+Na]+	218.808	30932474
AllCCS	[M+H]+	214.2	32859911
AllCCS	[M+H-H2O]+	212.3	32859911
AllCCS	[M+NH4]+	215.9	32859911
AllCCS	[M+Na]+	216.4	32859911
AllCCS	[M-H]-	209.3	32859911
AllCCS	[M+Na-2H]-	211.2	32859911
AllCCS	[M+HCOO]-	213.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Porrigenin A	CC1C2C(CC3C4CC(O)C5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1	2928.1	Standard polar	33892256
Porrigenin A	CC1C2C(CC3C4CC(O)C5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1	3269.5	Standard non polar	33892256
Porrigenin A	CC1C2C(CC3C4CC(O)C5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1	3707.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Porrigenin A,1TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O)C(O)CC5(C)C4CCC3(C)C1C2C	3691.9	Semi standard non polar	33892256
Porrigenin A,1TMS,isomer #2	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C)C(O)CC5(C)C4CCC3(C)C1C2C	3689.2	Semi standard non polar	33892256
Porrigenin A,1TMS,isomer #3	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O)C(O[Si](C)(C)C)CC5(C)C4CCC3(C)C1C2C	3691.0	Semi standard non polar	33892256
Porrigenin A,2TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)C(O)CC5(C)C4CCC3(C)C1C2C	3623.9	Semi standard non polar	33892256
Porrigenin A,2TMS,isomer #2	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O)C(O[Si](C)(C)C)CC5(C)C4CCC3(C)C1C2C	3611.6	Semi standard non polar	33892256
Porrigenin A,2TMS,isomer #3	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C)C(O[Si](C)(C)C)CC5(C)C4CCC3(C)C1C2C	3659.3	Semi standard non polar	33892256
Porrigenin A,3TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)C(O[Si](C)(C)C)CC5(C)C4CCC3(C)C1C2C	3584.9	Semi standard non polar	33892256
Porrigenin A,1TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)C(O)CC5(C)C4CCC3(C)C1C2C	3907.5	Semi standard non polar	33892256
Porrigenin A,1TBDMS,isomer #2	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)C(O)CC5(C)C4CCC3(C)C1C2C	3916.2	Semi standard non polar	33892256
Porrigenin A,1TBDMS,isomer #3	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O)C(O[Si](C)(C)C(C)(C)C)CC5(C)C4CCC3(C)C1C2C	3918.8	Semi standard non polar	33892256
Porrigenin A,2TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)C(O)CC5(C)C4CCC3(C)C1C2C	4077.8	Semi standard non polar	33892256
Porrigenin A,2TBDMS,isomer #2	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)C(O[Si](C)(C)C(C)(C)C)CC5(C)C4CCC3(C)C1C2C	4062.2	Semi standard non polar	33892256
Porrigenin A,2TBDMS,isomer #3	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC5(C)C4CCC3(C)C1C2C	4106.5	Semi standard non polar	33892256
Porrigenin A,3TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC5(C)C4CCC3(C)C1C2C	4254.6	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 - Porrigenin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fsi-2113900000-f1d0c40ea2d4af6e7bc8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porrigenin A GC-MS (3 TMS) - 70eV, Positive	splash10-0f6t-4111179000-1072ba4223f2c6a70f99	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porrigenin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 10V, Positive-QTOF	splash10-001j-2003900000-49d8c1b9c25a7af400d6	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 20V, Positive-QTOF	splash10-05n0-5096600000-a5efa0d68be394cbaf05	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 40V, Positive-QTOF	splash10-014i-9035100000-5b285e0c7fc94f3ef47e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 10V, Negative-QTOF	splash10-0002-3001900000-8148df8cb4e84d79d876	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 20V, Negative-QTOF	splash10-00pj-2008900000-abb9f26e6533da22afef	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 40V, Negative-QTOF	splash10-0159-9006000000-d8e0ce1166167fdab73d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 10V, Negative-QTOF	splash10-0002-0000900000-c59d57b3407a52088865	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 20V, Negative-QTOF	splash10-0002-0000900000-9c3c2c7e10f4cb56dc65	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 40V, Negative-QTOF	splash10-000t-0002900000-f519d957c0677bc90fa8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 10V, Positive-QTOF	splash10-0002-0000900000-9dc413f321d70482e01a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 20V, Positive-QTOF	splash10-0a5a-0227900000-dbd7032ce8e3452be4ce	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porrigenin A 40V, Positive-QTOF	splash10-008a-4940000000-3449f9c7b7293d4e37d9	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010754

KNApSAcK ID

Not Available

Chemspider ID

21236450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12312669

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Porrigenin A (HMDB0032783)

MOL for HMDB0032783 (Porrigenin A)

3D MOL for HMDB0032783 (Porrigenin A)

3D SDF for HMDB0032783 (Porrigenin A)

3D-SDF for HMDB0032783 (Porrigenin A)

PDB for HMDB0032783 (Porrigenin A)

3D PDB for HMDB0032783 (Porrigenin A)

SMILES for HMDB0032783 (Porrigenin A)

INCHI for HMDB0032783 (Porrigenin A)

Structure for HMDB0032783 (Porrigenin A)

3D Structure for HMDB0032783 (Porrigenin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra