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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:22:53 UTC

Update Date

2021-09-24 04:22:53 UTC

HMDB ID

HMDB0303754

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Physapruin A

Description

Physapruin A belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Physapruin 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


  Mrv1533004161520162D          

 35 39  0  0  0  0            999 V2000
    0.0713   -4.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -3.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1001   -2.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -1.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -2.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440   -2.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637   -3.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -2.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -3.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109   -1.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -3.3123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -3.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 13 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0303754
     RDKit          3D
Physapruin A
 73 77  0  0  0  0  0  0  0  0999 V2000
    4.3214    0.3689    3.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4897    0.6075    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079    0.6928    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8686    0.5545    2.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948    0.9169   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0698    0.9971   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    1.0225   -0.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355    0.3236   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447    0.7873   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    2.2286   -1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3485    0.2811   -2.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    0.0703   -1.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345    0.3673   -3.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.4133   -1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -1.8731   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9107   -0.6300   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740   -0.4750   -3.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -0.6702   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502   -2.1061   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008   -2.3304   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984   -1.4800    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688   -1.8025    1.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2225   -1.9530    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5645   -0.7052    1.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2641    0.4579    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9554    0.7565    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7029    1.6252   -0.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -0.1309    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160    0.2847    2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.1088    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    0.0414    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825    0.2075    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135    0.4124   -1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    1.7394   -1.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    0.7399    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2501    0.3778    3.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7170   -0.6399    3.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928    1.1527    3.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7154   -0.4414    2.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.3800    2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716    0.4537    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -0.7442   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253    2.9029   -1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    2.5874   -2.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588    2.4956   -1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    0.7910   -2.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    0.1774   -3.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644   -1.7850   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -1.8338   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.2706   -0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667   -2.6636   -2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359   -0.1184   -3.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826   -0.1858   -2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303   -2.4622   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657   -2.8313   -0.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196   -3.3190   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0464   -2.7523    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824   -1.6354    3.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5648   -0.7965    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283    1.2488    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4394    1.3645    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979   -0.3258    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7471    0.2943    2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6447    1.2290   -0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4753   -0.9469    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5787    0.7845    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200    1.0088    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258   -0.7087    0.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    2.4791   -0.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4118    1.6614   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567    2.1084   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    0.1517    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9353    1.7892    0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8 35  1  0
 35  2  1  0
 33 12  1  0
 33 16  1  0
 30 18  1  0
 28 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
M  END


  Mrv1533004161520162D          

 35 39  0  0  0  0            999 V2000
    0.0713   -4.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -3.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1001   -2.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -1.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -2.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440   -2.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637   -3.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -2.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -3.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109   -1.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -3.3123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5807   -3.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  1  0  0  0  0
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 17 19  1  0  0  0  0
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 22 23  1  0  0  0  0
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 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 13 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303754

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC=C4C(O)C=CC(=O)C4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O7/c1-15-14-22(35-23(31)16(15)2)26(5,32)28(34)13-12-27(33)18-6-7-19-20(29)8-9-21(30)25(19,4)17(18)10-11-24(27,28)3/h7-9,17-18,20,22,29,32-34H,6,10-14H2,1-5H3

> <INCHI_KEY>
WDHSBASYULCSAT-UHFFFAOYSA-N

> <FORMULA>
C28H38O7

> <MOLECULAR_WEIGHT>
486.605

> <EXACT_MASS>
486.261753564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
52.28580166811169

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(1-hydroxy-1-{6,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,7-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
2.2856274843333324

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.68731548346868

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.70224226613557

> <JCHEM_PKA_STRONGEST_BASIC>
-3.159128314581091

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
131.2438

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(1-hydroxy-1-{6,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,7-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydropyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303754
     RDKit          3D
Physapruin A
 73 77  0  0  0  0  0  0  0  0999 V2000
    4.3214    0.3689    3.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4897    0.6075    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079    0.6928    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8686    0.5545    2.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948    0.9169   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0698    0.9971   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    1.0225   -0.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355    0.3236   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447    0.7873   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    2.2286   -1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3485    0.2811   -2.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    0.0703   -1.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345    0.3673   -3.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.4133   -1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -1.8731   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9107   -0.6300   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740   -0.4750   -3.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -0.6702   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502   -2.1061   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008   -2.3304   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984   -1.4800    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688   -1.8025    1.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2225   -1.9530    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5645   -0.7052    1.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2641    0.4579    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9554    0.7565    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7029    1.6252   -0.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -0.1309    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160    0.2847    2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.1088    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    0.0414    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825    0.2075    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135    0.4124   -1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    1.7394   -1.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    0.7399    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2501    0.3778    3.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7170   -0.6399    3.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928    1.1527    3.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7154   -0.4414    2.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.3800    2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716    0.4537    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -0.7442   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253    2.9029   -1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    2.5874   -2.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588    2.4956   -1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    0.7910   -2.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    0.1774   -3.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644   -1.7850   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -1.8338   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.2706   -0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667   -2.6636   -2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359   -0.1184   -3.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826   -0.1858   -2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303   -2.4622   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657   -2.8313   -0.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196   -3.3190   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0464   -2.7523    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824   -1.6354    3.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5648   -0.7965    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283    1.2488    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4394    1.3645    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979   -0.3258    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7471    0.2943    2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6447    1.2290   -0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4753   -0.9469    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5787    0.7845    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200    1.0088    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258   -0.7087    0.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    2.4791   -0.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4118    1.6614   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567    2.1084   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    0.1517    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9353    1.7892    0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8 35  1  0
 35  2  1  0
 33 12  1  0
 33 16  1  0
 30 18  1  0
 28 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.133  -8.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.656  -6.909   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.336  -5.731   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.852  -6.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.187  -4.283   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.806  -3.106   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.703  -4.012   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.696  -5.189   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.172  -6.638   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.211  -4.918   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.483  -6.434   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.940  -3.402   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.839  -6.183   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.159  -1.754   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      14.377  -0.716   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.284  -6.510   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    2                                                       
CONECT   10    8   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   15   34                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   34                                             
CONECT   18   17                                                            
CONECT   19   17   20   31                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   19   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   13   17   35                                             
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0303754
HETATM    1  C1  UNL     1       4.321   0.369   3.249  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.490   0.608   1.756  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.708   0.693   1.288  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.869   0.554   2.228  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.895   0.917  -0.132  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.070   0.997  -0.567  1.00  0.00           O  
HETATM    7  O2  UNL     1       4.760   1.022  -0.881  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.536   0.324  -0.478  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.545   0.787  -1.558  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.670   2.229  -1.767  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.348   0.281  -2.705  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.305   0.070  -1.742  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.934   0.367  -3.131  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.362  -1.413  -1.708  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.083  -1.873  -1.498  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.911  -0.630  -1.736  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.974  -0.475  -3.121  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.302  -0.670  -1.229  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.750  -2.106  -1.196  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.901  -2.330  -0.277  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.398  -1.480   0.574  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.569  -1.803   1.462  1.00  0.00           C  
HETATM   23  O6  UNL     1      -5.223  -1.953   2.777  1.00  0.00           O  
HETATM   24  C18 UNL     1      -6.565  -0.705   1.340  1.00  0.00           C  
HETATM   25  C19 UNL     1      -6.264   0.458   0.755  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.955   0.757   0.190  1.00  0.00           C  
HETATM   27  O7  UNL     1      -4.703   1.625  -0.628  1.00  0.00           O  
HETATM   28  C21 UNL     1      -3.850  -0.131   0.710  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.716   0.285   2.177  1.00  0.00           C  
HETATM   30  C23 UNL     1      -2.564   0.109   0.005  1.00  0.00           C  
HETATM   31  C24 UNL     1      -1.423   0.041   0.987  1.00  0.00           C  
HETATM   32  C25 UNL     1      -0.083   0.207   0.370  1.00  0.00           C  
HETATM   33  C26 UNL     1       0.014   0.412  -1.079  1.00  0.00           C  
HETATM   34  C27 UNL     1      -0.470   1.739  -1.591  1.00  0.00           C  
HETATM   35  C28 UNL     1       3.299   0.740   0.893  1.00  0.00           C  
HETATM   36  H1  UNL     1       3.250   0.378   3.477  1.00  0.00           H  
HETATM   37  H2  UNL     1       4.717  -0.640   3.493  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.893   1.153   3.764  1.00  0.00           H  
HETATM   39  H4  UNL     1       6.715  -0.441   2.728  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.898   1.380   2.940  1.00  0.00           H  
HETATM   41  H6  UNL     1       7.772   0.454   1.599  1.00  0.00           H  
HETATM   42  H7  UNL     1       3.798  -0.744  -0.607  1.00  0.00           H  
HETATM   43  H8  UNL     1       2.125   2.903  -1.102  1.00  0.00           H  
HETATM   44  H9  UNL     1       2.537   2.587  -2.830  1.00  0.00           H  
HETATM   45  H10 UNL     1       3.759   2.496  -1.581  1.00  0.00           H  
HETATM   46  H11 UNL     1       4.178   0.791  -2.702  1.00  0.00           H  
HETATM   47  H12 UNL     1       1.701   0.177  -3.697  1.00  0.00           H  
HETATM   48  H13 UNL     1       1.764  -1.785  -2.682  1.00  0.00           H  
HETATM   49  H14 UNL     1       2.027  -1.834  -0.935  1.00  0.00           H  
HETATM   50  H15 UNL     1      -0.119  -2.271  -0.481  1.00  0.00           H  
HETATM   51  H16 UNL     1      -0.267  -2.664  -2.255  1.00  0.00           H  
HETATM   52  H17 UNL     1      -1.836  -0.118  -3.397  1.00  0.00           H  
HETATM   53  H18 UNL     1      -2.983  -0.186  -2.001  1.00  0.00           H  
HETATM   54  H19 UNL     1      -3.030  -2.462  -2.243  1.00  0.00           H  
HETATM   55  H20 UNL     1      -1.966  -2.831  -0.911  1.00  0.00           H  
HETATM   56  H21 UNL     1      -4.420  -3.319  -0.289  1.00  0.00           H  
HETATM   57  H22 UNL     1      -6.046  -2.752   1.090  1.00  0.00           H  
HETATM   58  H23 UNL     1      -5.982  -1.635   3.354  1.00  0.00           H  
HETATM   59  H24 UNL     1      -7.565  -0.796   1.715  1.00  0.00           H  
HETATM   60  H25 UNL     1      -7.028   1.249   0.682  1.00  0.00           H  
HETATM   61  H26 UNL     1      -3.439   1.364   2.160  1.00  0.00           H  
HETATM   62  H27 UNL     1      -2.998  -0.326   2.708  1.00  0.00           H  
HETATM   63  H28 UNL     1      -4.747   0.294   2.637  1.00  0.00           H  
HETATM   64  H29 UNL     1      -2.645   1.229  -0.243  1.00  0.00           H  
HETATM   65  H30 UNL     1      -1.475  -0.947   1.506  1.00  0.00           H  
HETATM   66  H31 UNL     1      -1.579   0.785   1.796  1.00  0.00           H  
HETATM   67  H32 UNL     1       0.420   1.009   0.979  1.00  0.00           H  
HETATM   68  H33 UNL     1       0.526  -0.709   0.604  1.00  0.00           H  
HETATM   69  H34 UNL     1      -0.681   2.479  -0.813  1.00  0.00           H  
HETATM   70  H35 UNL     1      -1.412   1.661  -2.215  1.00  0.00           H  
HETATM   71  H36 UNL     1       0.257   2.108  -2.345  1.00  0.00           H  
HETATM   72  H37 UNL     1       2.523   0.152   1.449  1.00  0.00           H  
HETATM   73  H38 UNL     1       2.935   1.789   0.912  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3   35
CONECT    3    4    5
CONECT    4   39   40   41
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   35   42
CONECT    9   10   11   12
CONECT   10   43   44   45
CONECT   11   46
CONECT   12   13   14   33
CONECT   13   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   18   33
CONECT   17   52
CONECT   18   19   30   53
CONECT   19   20   54   55
CONECT   20   21   21   56
CONECT   21   22   28
CONECT   22   23   24   57
CONECT   23   58
CONECT   24   25   25   59
CONECT   25   26   60
CONECT   26   27   27   28
CONECT   28   29   30
CONECT   29   61   62   63
CONECT   30   31   64
CONECT   31   32   65   66
CONECT   32   33   67   68
CONECT   33   34
CONECT   34   69   70   71
CONECT   35   72   73
END

HMDB0303754
     RDKit          3D
Physapruin A
 73 77  0  0  0  0  0  0  0  0999 V2000
    4.3214    0.3689    3.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4897    0.6075    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079    0.6928    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8686    0.5545    2.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948    0.9169   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0698    0.9971   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    1.0225   -0.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355    0.3236   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447    0.7873   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    2.2286   -1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3485    0.2811   -2.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    0.0703   -1.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345    0.3673   -3.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.4133   -1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -1.8731   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9107   -0.6300   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740   -0.4750   -3.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -0.6702   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502   -2.1061   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008   -2.3304   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984   -1.4800    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688   -1.8025    1.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2225   -1.9530    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5645   -0.7052    1.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2641    0.4579    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9554    0.7565    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7029    1.6252   -0.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -0.1309    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160    0.2847    2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.1088    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    0.0414    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825    0.2075    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135    0.4124   -1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    1.7394   -1.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    0.7399    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2501    0.3778    3.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7170   -0.6399    3.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928    1.1527    3.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7154   -0.4414    2.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.3800    2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716    0.4537    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -0.7442   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253    2.9029   -1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    2.5874   -2.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588    2.4956   -1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    0.7910   -2.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    0.1774   -3.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644   -1.7850   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -1.8338   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.2706   -0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667   -2.6636   -2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359   -0.1184   -3.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826   -0.1858   -2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303   -2.4622   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657   -2.8313   -0.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196   -3.3190   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0464   -2.7523    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824   -1.6354    3.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5648   -0.7965    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283    1.2488    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4394    1.3645    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979   -0.3258    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7471    0.2943    2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6447    1.2290   -0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4753   -0.9469    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5787    0.7845    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200    1.0088    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258   -0.7087    0.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    2.4791   -0.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4118    1.6614   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567    2.1084   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    0.1517    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9353    1.7892    0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8 35  1  0
 35  2  1  0
 33 12  1  0
 33 16  1  0
 30 18  1  0
 28 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₈O₇

Average Molecular Weight

486.605

Monoisotopic Molecular Weight

486.261753564

IUPAC Name

6-(1-hydroxy-1-{6,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,7-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

Traditional Name

6-(1-hydroxy-1-{6,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,7-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydropyran-2-one

CAS Registry Number

Not Available

SMILES

CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC=C4C(O)C=CC(=O)C4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H38O7/c1-15-14-22(35-23(31)16(15)2)26(5,32)28(34)13-12-27(33)18-6-7-19-20(29)8-9-21(30)25(19,4)17(18)10-11-24(27,28)3/h7-9,17-18,20,22,29,32-34H,6,10-14H2,1-5H3

InChI Key

WDHSBASYULCSAT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
20-hydroxysteroid
4-hydroxysteroid
14-hydroxysteroid
Hydroxysteroid
1-oxosteroid
Oxosteroid
17-hydroxysteroid
Cyclohexenone
Dihydropyranone
Pyran
Cyclic alcohol
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Ketone
Lactone
Oxacycle
Polyol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Fruits (FooDB: FOOD00871)

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	2.04	ALOGPS
logP	2.29	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	131.24 m³·mol⁻¹	ChemAxon
Polarizability	52.29 Å³	ChemAxon
Number of Rings	5	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
AllCCS	[M+H]+	215.455	32859911
AllCCS	[M+H-H2O]+	213.574	32859911
AllCCS	[M+Na]+	217.668	32859911
AllCCS	[M+NH4]+	217.177	32859911
AllCCS	[M-H]-	218.974	32859911
AllCCS	[M+Na-2H]-	220.946	32859911
AllCCS	[M+HCOO]-	223.267	32859911
DeepCCS	[M-2H]-	247.7	30932474
DeepCCS	[M+Na]+	223.124	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 10V, Positive-QTOF	splash10-0gb9-0001900000-2204a326af263e705e8d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 20V, Positive-QTOF	splash10-0uxs-5124900000-34d1e754591d3819b203	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 40V, Positive-QTOF	splash10-0gb9-4192200000-dd945a9866fc33ab163a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 10V, Negative-QTOF	splash10-000l-0002900000-39f3b69caf58a357fbda	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 20V, Negative-QTOF	splash10-014i-0933300000-3077b34d34c7b4636eed	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 40V, Negative-QTOF	splash10-014i-9404000000-5c236be12b01e7594930	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 10V, Positive-QTOF	splash10-00kr-0000900000-521d71771dc99c4e0abb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 20V, Positive-QTOF	splash10-0f9y-7009200000-4703dc726dd1f9e3ce98	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 40V, Positive-QTOF	splash10-0fvi-2953000000-dd27c659e51aa1731bbc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 10V, Negative-QTOF	splash10-000i-0004900000-c74f53ee6ce2a90e169c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 20V, Negative-QTOF	splash10-0297-3029500000-44925742678112f694b0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapruin A 40V, Negative-QTOF	splash10-0fr6-9401000000-b34ff5bae7687fcd6cbc	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020575

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for Physapruin A (HMDB0303754)

MOL for HMDB0303754 (Physapruin A)

3D MOL for HMDB0303754 (Physapruin A)

3D SDF for HMDB0303754 (Physapruin A)

3D-SDF for HMDB0303754 (Physapruin A)

PDB for HMDB0303754 (Physapruin A)

3D PDB for HMDB0303754 (Physapruin A)

SMILES for HMDB0303754 (Physapruin A)

INCHI for HMDB0303754 (Physapruin A)

Structure for HMDB0303754 (Physapruin A)

3D Structure for HMDB0303754 (Physapruin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra