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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:41:19 UTC

Update Date

2022-03-07 02:56:51 UTC

HMDB ID

HMDB0041047

Secondary Accession Numbers

HMDB41047

Metabolite Identification

Common Name

Physagulin A

Description

Physagulin 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. Based on a literature review a small amount of articles have been published on Physagulin A.

Structure

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

  Mrv0541 02241215592D          

 37 42  0  0  0  0            999 V2000
   -3.6066   -1.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -1.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379   -1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    0.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2237   -0.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431    0.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -0.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -3.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -0.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379   -1.8691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728   -2.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -2.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728   -3.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431    0.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    0.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8904    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8904    2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    2.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066    0.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    3.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6053    2.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 20  1  0  0  0  0
  6 18  2  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 21  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  2  0  0  0  0
 17 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  2  0  0  0  0
 32 33  2  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 33 36  1  0  0  0  0
M  END

HMDB0041047
     RDKit          3D
Physagulin A
 75 80  0  0  0  0  0  0  0  0999 V2000
   -2.0017    5.2513   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    3.8642   -2.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    3.3379   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390    3.0766   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409    1.7285   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    1.6216   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366    0.7725   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106    0.5437   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.6941   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3661   -0.7772   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864   -0.8062   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -1.2990    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8431   -0.9481    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -2.0433    1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850   -2.5157    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -2.3680    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7362   -3.0918    1.8563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8551   -1.8756   -0.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2008    0.3071    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    1.0392    1.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -1.1336    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.3369    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -1.4371   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9059   -0.2980   -1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0843    0.3743   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1661   -0.6127   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022   -0.7425   -1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -0.6462   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9423    0.5112    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    0.5184    1.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858   -0.4900    2.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271   -1.6944    1.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -2.7863    2.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6545   -1.6262    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975   -3.0013   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    0.7877   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    1.5000    0.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9654    5.2571   -1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    5.9119   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2238    5.6012   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122    1.4934   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935    2.1519   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270    0.7249    0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042    1.8842   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.6057   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879    1.6111   -2.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -1.0112   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.5340   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3716    0.1349   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9084   -0.7333    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2044   -0.0675    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5245   -1.8016    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3035   -3.1105    2.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451   -3.1405    3.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -1.6811    3.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    2.0327    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    0.3909    2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6223    1.2116    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7218   -1.3936    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2324   -1.8435   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6610   -0.5125    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -2.2724    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -2.4018   -0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527   -0.6760   -1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.5762   -2.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    1.3589   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7897   -1.5848   -2.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726    1.5105    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0784    0.5981    0.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.4221    2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6944   -0.4680    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -3.7736    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7356   -3.3115   -1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -2.9780   -0.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778    2.4202    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
  7 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 24 36  1  0
 36 37  1  0
 36  5  1  0
 18 10  1  0
 36 19  1  0
 34 23  1  0
 28 26  1  0
 34 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 37 75  1  0
M  END

  Mrv0541 02241215592D          

 37 42  0  0  0  0            999 V2000
   -3.6066   -1.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -1.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0379   -1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0379   -1.8691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0268    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    0.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8904    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8904    2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    2.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066    0.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    3.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6053    2.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 20  1  0  0  0  0
  6 18  2  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 21  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  2  0  0  0  0
 17 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  2  0  0  0  0
 32 33  2  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 33 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041047

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1CC(C)=C(C)C(=O)O1)C1=CC(OC(C)=O)C2(O)C3CC4OC44CC=CC(=O)C4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O7/c1-15-12-22(36-26(33)16(15)2)17(3)20-13-25(35-18(4)31)30(34)21-14-24-29(37-24)10-7-8-23(32)28(29,6)19(21)9-11-27(20,30)5/h7-8,13,17,19,21-22,24-25,34H,9-12,14H2,1-6H3

> <INCHI_KEY>
GPTVOZHQPZXWDW-UHFFFAOYSA-N

> <FORMULA>
C30H38O7

> <MOLECULAR_WEIGHT>
510.6185

> <EXACT_MASS>
510.26175357

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
55.706672529108126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-4,14-dien-13-yl acetate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
3.816945164999998

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.651463060738514

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.1231182919588

> <JCHEM_PKA_STRONGEST_BASIC>
-3.613805574420808

> <JCHEM_POLAR_SURFACE_AREA>
102.43

> <JCHEM_REFRACTIVITY>
136.8726

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-4,14-dien-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041047
     RDKit          3D
Physagulin A
 75 80  0  0  0  0  0  0  0  0999 V2000
   -2.0017    5.2513   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    3.8642   -2.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    3.3379   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390    3.0766   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409    1.7285   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    1.6216   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366    0.7725   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106    0.5437   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.6941   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3661   -0.7772   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864   -0.8062   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -1.2990    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8431   -0.9481    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -2.0433    1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850   -2.5157    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -2.3680    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7362   -3.0918    1.8563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8551   -1.8756   -0.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2008    0.3071    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    1.0392    1.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -1.1336    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.3369    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -1.4371   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9059   -0.2980   -1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0843    0.3743   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1661   -0.6127   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022   -0.7425   -1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -0.6462   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9423    0.5112    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    0.5184    1.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858   -0.4900    2.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271   -1.6944    1.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -2.7863    2.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6545   -1.6262    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975   -3.0013   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    0.7877   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    1.5000    0.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9654    5.2571   -1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    5.9119   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2238    5.6012   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122    1.4934   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935    2.1519   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270    0.7249    0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042    1.8842   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.6057   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879    1.6111   -2.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -1.0112   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.5340   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3716    0.1349   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9084   -0.7333    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2044   -0.0675    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5245   -1.8016    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3035   -3.1105    2.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451   -3.1405    3.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -1.6811    3.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    2.0327    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    0.3909    2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6223    1.2116    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7218   -1.3936    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2324   -1.8435   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6610   -0.5125    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -2.2724    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -2.4018   -0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527   -0.6760   -1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.5762   -2.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    1.3589   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7897   -1.5848   -2.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726    1.5105    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0784    0.5981    0.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.4221    2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6944   -0.4680    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -3.7736    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7356   -3.3115   -1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -2.9780   -0.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778    2.4202    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
  7 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 24 36  1  0
 36 37  1  0
 36  5  1  0
 18 10  1  0
 36 19  1  0
 34 23  1  0
 28 26  1  0
 34 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 37 75  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.732  -2.715   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.732  -4.258   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.398  -5.029   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.066  -4.258   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.066  -2.715   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.398  -1.946   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.732  -5.029   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.400  -4.258   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.400  -2.715   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.732  -1.946   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.071  -1.946   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.071  -0.411   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.400   0.355   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.732  -0.411   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.387  -2.419   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.284  -1.178   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.387   0.059   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.398  -0.404   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.066  -5.800   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.066  -1.172   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.071  -3.489   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.071   1.131   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.786  -3.911   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.123  -4.682   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.459  -3.911   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.123  -6.225   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.387   1.602   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.050   2.373   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.724   2.373   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.061   1.602   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.395   2.373   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.395   3.913   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.061   4.682   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.724   3.913   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.732   1.602   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.061   6.225   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.730   4.684   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7   19                                             
CONECT    5    4    6   10   20                                             
CONECT    6    1    5   18                                                  
CONECT    7    4    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14                                                  
CONECT   11    9   12   15   21                                             
CONECT   12   11   13   17   22                                             
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   12   16   27                                                  
CONECT   18    6                                                            
CONECT   19    4    7                                                       
CONECT   20    5                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   15   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   17   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33   37                                                  
CONECT   33   32   34   36                                                  
CONECT   34   29   33                                                       
CONECT   35   31                                                            
CONECT   36   33                                                            
CONECT   37   32                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

COMPND    HMDB0041047
HETATM    1  C1  UNL     1      -2.002   5.251  -1.593  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.714   3.864  -2.010  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.120   3.338  -3.076  1.00  0.00           O  
HETATM    4  O2  UNL     1      -0.939   3.077  -1.170  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.641   1.728  -1.544  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.818   1.622  -1.582  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.337   0.773  -0.650  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.811   0.544  -0.546  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.591   1.694  -1.181  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.366  -0.777  -0.835  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.886  -0.806  -0.753  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.430  -1.299   0.514  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.843  -0.948   0.900  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.761  -2.043   1.363  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.385  -2.516   2.642  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.381  -2.368   1.038  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.736  -3.092   1.856  1.00  0.00           O  
HETATM   18  O4  UNL     1       2.855  -1.876  -0.133  1.00  0.00           O  
HETATM   19  C15 UNL     1       0.201   0.307   0.149  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.371   1.039   1.516  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.111  -1.134   0.496  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.345  -1.337   1.019  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.234  -1.437  -0.237  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.906  -0.298  -1.126  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.084   0.374  -1.810  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.166  -0.613  -1.820  1.00  0.00           C  
HETATM   27  O5  UNL     1      -5.402  -0.742  -1.452  1.00  0.00           O  
HETATM   28  C23 UNL     1      -4.618  -0.646  -0.356  1.00  0.00           C  
HETATM   29  C24 UNL     1      -4.942   0.511   0.445  1.00  0.00           C  
HETATM   30  C25 UNL     1      -4.544   0.518   1.864  1.00  0.00           C  
HETATM   31  C26 UNL     1      -3.986  -0.490   2.451  1.00  0.00           C  
HETATM   32  C27 UNL     1      -3.727  -1.694   1.705  1.00  0.00           C  
HETATM   33  O6  UNL     1      -3.565  -2.786   2.299  1.00  0.00           O  
HETATM   34  C28 UNL     1      -3.655  -1.626   0.212  1.00  0.00           C  
HETATM   35  C29 UNL     1      -4.198  -3.001  -0.236  1.00  0.00           C  
HETATM   36  C30 UNL     1      -1.083   0.788  -0.466  1.00  0.00           C  
HETATM   37  O7  UNL     1      -1.791   1.500   0.473  1.00  0.00           O  
HETATM   38  H1  UNL     1      -2.965   5.257  -1.006  1.00  0.00           H  
HETATM   39  H2  UNL     1      -2.090   5.912  -2.485  1.00  0.00           H  
HETATM   40  H3  UNL     1      -1.224   5.601  -0.884  1.00  0.00           H  
HETATM   41  H4  UNL     1      -1.112   1.493  -2.530  1.00  0.00           H  
HETATM   42  H5  UNL     1       1.494   2.152  -2.286  1.00  0.00           H  
HETATM   43  H6  UNL     1       3.027   0.725   0.577  1.00  0.00           H  
HETATM   44  H7  UNL     1       4.504   1.884  -0.611  1.00  0.00           H  
HETATM   45  H8  UNL     1       2.947   2.606  -0.981  1.00  0.00           H  
HETATM   46  H9  UNL     1       3.688   1.611  -2.258  1.00  0.00           H  
HETATM   47  H10 UNL     1       3.145  -1.011  -1.927  1.00  0.00           H  
HETATM   48  H11 UNL     1       5.274  -1.534  -1.539  1.00  0.00           H  
HETATM   49  H12 UNL     1       5.372   0.135  -0.999  1.00  0.00           H  
HETATM   50  H13 UNL     1       6.908  -0.733   1.988  1.00  0.00           H  
HETATM   51  H14 UNL     1       7.204  -0.067   0.343  1.00  0.00           H  
HETATM   52  H15 UNL     1       7.525  -1.802   0.715  1.00  0.00           H  
HETATM   53  H16 UNL     1       6.304  -3.111   2.456  1.00  0.00           H  
HETATM   54  H17 UNL     1       4.645  -3.141   3.160  1.00  0.00           H  
HETATM   55  H18 UNL     1       5.661  -1.681   3.304  1.00  0.00           H  
HETATM   56  H19 UNL     1       0.831   2.033   1.351  1.00  0.00           H  
HETATM   57  H20 UNL     1       1.011   0.391   2.153  1.00  0.00           H  
HETATM   58  H21 UNL     1      -0.622   1.212   1.974  1.00  0.00           H  
HETATM   59  H22 UNL     1       0.722  -1.394   1.369  1.00  0.00           H  
HETATM   60  H23 UNL     1       0.232  -1.844  -0.312  1.00  0.00           H  
HETATM   61  H24 UNL     1      -1.661  -0.512   1.647  1.00  0.00           H  
HETATM   62  H25 UNL     1      -1.343  -2.272   1.585  1.00  0.00           H  
HETATM   63  H26 UNL     1      -1.909  -2.402  -0.695  1.00  0.00           H  
HETATM   64  H27 UNL     1      -1.253  -0.676  -1.945  1.00  0.00           H  
HETATM   65  H28 UNL     1      -2.858   0.576  -2.907  1.00  0.00           H  
HETATM   66  H29 UNL     1      -3.259   1.359  -1.388  1.00  0.00           H  
HETATM   67  H30 UNL     1      -3.790  -1.585  -2.276  1.00  0.00           H  
HETATM   68  H31 UNL     1      -4.673   1.511   0.046  1.00  0.00           H  
HETATM   69  H32 UNL     1      -6.078   0.598   0.515  1.00  0.00           H  
HETATM   70  H33 UNL     1      -4.736   1.422   2.434  1.00  0.00           H  
HETATM   71  H34 UNL     1      -3.694  -0.468   3.514  1.00  0.00           H  
HETATM   72  H35 UNL     1      -3.950  -3.774   0.513  1.00  0.00           H  
HETATM   73  H36 UNL     1      -3.736  -3.312  -1.191  1.00  0.00           H  
HETATM   74  H37 UNL     1      -5.288  -2.978  -0.357  1.00  0.00           H  
HETATM   75  H38 UNL     1      -1.478   2.420   0.565  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   36   41
CONECT    6    7    7   42
CONECT    7    8   19
CONECT    8    9   10   43
CONECT    9   44   45   46
CONECT   10   11   18   47
CONECT   11   12   48   49
CONECT   12   13   14   14
CONECT   13   50   51   52
CONECT   14   15   16
CONECT   15   53   54   55
CONECT   16   17   17   18
CONECT   19   20   21   36
CONECT   20   56   57   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   34   63
CONECT   24   25   36   64
CONECT   25   26   65   66
CONECT   26   27   28   67
CONECT   27   28
CONECT   28   29   34
CONECT   29   30   68   69
CONECT   30   31   31   70
CONECT   31   32   71
CONECT   32   33   33   34
CONECT   34   35
CONECT   35   72   73   74
CONECT   36   37
CONECT   37   75
END

HMDB0041047
     RDKit          3D
Physagulin A
 75 80  0  0  0  0  0  0  0  0999 V2000
   -2.0017    5.2513   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    3.8642   -2.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    3.3379   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390    3.0766   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409    1.7285   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    1.6216   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366    0.7725   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106    0.5437   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.6941   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3661   -0.7772   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864   -0.8062   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -1.2990    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8431   -0.9481    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -2.0433    1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850   -2.5157    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -2.3680    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7362   -3.0918    1.8563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8551   -1.8756   -0.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2008    0.3071    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    1.0392    1.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -1.1336    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.3369    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -1.4371   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9059   -0.2980   -1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0843    0.3743   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1661   -0.6127   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022   -0.7425   -1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -0.6462   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9423    0.5112    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    0.5184    1.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858   -0.4900    2.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271   -1.6944    1.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -2.7863    2.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6545   -1.6262    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975   -3.0013   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    0.7877   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    1.5000    0.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9654    5.2571   -1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    5.9119   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2238    5.6012   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122    1.4934   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935    2.1519   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270    0.7249    0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042    1.8842   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.6057   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879    1.6111   -2.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -1.0112   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.5340   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3716    0.1349   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9084   -0.7333    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2044   -0.0675    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5245   -1.8016    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3035   -3.1105    2.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451   -3.1405    3.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -1.6811    3.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    2.0327    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    0.3909    2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6223    1.2116    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7218   -1.3936    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2324   -1.8435   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6610   -0.5125    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -2.2724    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -2.4018   -0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527   -0.6760   -1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.5762   -2.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    1.3589   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7897   -1.5848   -2.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726    1.5105    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0784    0.5981    0.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.4221    2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6944   -0.4680    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -3.7736    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7356   -3.3115   -1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -2.9780   -0.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778    2.4202    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
  7 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 24 36  1  0
 36 37  1  0
 36  5  1  0
 18 10  1  0
 36 19  1  0
 34 23  1  0
 28 26  1  0
 34 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 37 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Marshmine	HMDB
1,5-Dihydroxy-4-(2-hydroxy-3-methyl-3-butenyl)-3-methoxy-10-methylacridone	HMDB
15-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-4,14-dien-13-yl acetic acid	HMDB

Chemical Formula

C₃₀H₃₈O₇

Average Molecular Weight

510.6185

Monoisotopic Molecular Weight

510.26175357

IUPAC Name

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-4,14-dien-13-yl acetate

Traditional Name

15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-4,14-dien-13-yl acetate

CAS Registry Number

146713-98-6

SMILES

CC(C1CC(C)=C(C)C(=O)O1)C1=CC(OC(C)=O)C2(O)C3CC4OC44CC=CC(=O)C4(C)C3CCC12C

InChI Identifier

InChI=1S/C30H38O7/c1-15-12-22(36-26(33)16(15)2)17(3)20-13-25(35-18(4)31)30(34)21-14-24-29(37-24)10-7-8-23(32)28(29,6)19(21)9-11-27(20,30)5/h7-8,13,17,19,21-22,24-25,34H,9-12,14H2,1-6H3

InChI Key

GPTVOZHQPZXWDW-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
Steroid ester
5,6-epoxysteroid
Dihydropyranone
Oxepane
Cyclohexenone
Dicarboxylic acid or derivatives
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0041047)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0041047)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041047)

Source

Endogenous

Endogenous (HMDB: HMDB0041047)

Plant

Plant (HMDB: HMDB0041047)

Animal

Animal (HMDB: HMDB0041047)

Exogenous

Food

Food (HMDB: HMDB0041047)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0041047)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041047)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041047)

Lipid metabolism pathway (HMDB: HMDB0041047)

Cellular process

Cell signaling (HMDB: HMDB0041047)

Biochemical process

Lipid transport (HMDB: HMDB0041047)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0041047)

Molecular messenger

Signaling molecule (HMDB: HMDB0041047)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041047)

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	0.0049 g/L	ALOGPS
logP	4.16	ALOGPS
logP	3.82	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.12	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.43 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	136.87 m³·mol⁻¹	ChemAxon
Polarizability	55.71 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	216.416	31661259
DarkChem	[M-H]-	211.742	31661259
DeepCCS	[M-2H]-	253.776	30932474
DeepCCS	[M+Na]+	229.129	30932474
AllCCS	[M+H]+	220.4	32859911
AllCCS	[M+H-H2O]+	218.7	32859911
AllCCS	[M+NH4]+	221.9	32859911
AllCCS	[M+Na]+	222.4	32859911
AllCCS	[M-H]-	223.9	32859911
AllCCS	[M+Na-2H]-	226.0	32859911
AllCCS	[M+HCOO]-	228.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Physagulin A	CC(C1CC(C)=C(C)C(=O)O1)C1=CC(OC(C)=O)C2(O)C3CC4OC44CC=CC(=O)C4(C)C3CCC12C	4613.4	Standard polar	33892256
Physagulin A	CC(C1CC(C)=C(C)C(=O)O1)C1=CC(OC(C)=O)C2(O)C3CC4OC44CC=CC(=O)C4(C)C3CCC12C	3437.3	Standard non polar	33892256
Physagulin A	CC(C1CC(C)=C(C)C(=O)O1)C1=CC(OC(C)=O)C2(O)C3CC4OC44CC=CC(=O)C4(C)C3CCC12C	4016.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Physagulin A,1TMS,isomer #1	CC(=O)OC1C=C(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45CC=CC(=O)C35C)C12O[Si](C)(C)C	3983.2	Semi standard non polar	33892256
Physagulin A,1TBDMS,isomer #1	CC(=O)OC1C=C(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45CC=CC(=O)C35C)C12O[Si](C)(C)C(C)(C)C	4205.6	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 - Physagulin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0609-7453900000-51e2e279ce7d823632f4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physagulin A GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-9300770000-4c2d71c5f1070567b1f8	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 10V, Positive-QTOF	splash10-03du-0000930000-fb10fbebcec870197f34	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 20V, Positive-QTOF	splash10-0f6y-3204900000-dcfa29855d5e7c65b564	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 40V, Positive-QTOF	splash10-0f6x-9004400000-c55bfa48e513d2c536ff	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 10V, Negative-QTOF	splash10-0aor-2000950000-ca0936776dc42ec89bfa	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 20V, Negative-QTOF	splash10-0aor-4100910000-0f37f03dcc7bcc961f6f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 40V, Negative-QTOF	splash10-0a4i-9201300000-5144d8dc9e769ca236f0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 10V, Positive-QTOF	splash10-01tc-0105940000-d5fedad445e8068745be	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 20V, Positive-QTOF	splash10-02ti-1209710000-2452cb92477c1f0eb54c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 40V, Positive-QTOF	splash10-1159-1965110000-7bf703cc2c2cff90bd17	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 10V, Negative-QTOF	splash10-0a4i-1000390000-4331a71cd4ea09dcb96b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 20V, Negative-QTOF	splash10-0a4i-9005730000-cf90039f5755be3f8988	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physagulin A 40V, Negative-QTOF	splash10-0a6u-9417510000-25c5a686d7b13661ed22	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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

FDB020920

KNApSAcK ID

C00024218

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

85110396

PDB ID

Not Available

ChEBI ID

169456

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 Physagulin A (HMDB0041047)

MOL for HMDB0041047 (Physagulin A)

3D MOL for HMDB0041047 (Physagulin A)

3D SDF for HMDB0041047 (Physagulin A)

3D-SDF for HMDB0041047 (Physagulin A)

PDB for HMDB0041047 (Physagulin A)

3D PDB for HMDB0041047 (Physagulin A)

SMILES for HMDB0041047 (Physagulin A)

INCHI for HMDB0041047 (Physagulin A)

Structure for HMDB0041047 (Physagulin A)

3D Structure for HMDB0041047 (Physagulin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra