MiMeDB: Showing metabocard for digoxin (MMDBc0054457)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:13:27 UTC

Update Date

2024-04-30 20:53:33 UTC

Metabolite ID

MMDBc0054457

Metabolite Identification

Common Name

digoxin

Description

Digoxin is a cardiac glycoside extracted from the foxglove plant, digitalis. It is widely used in the treatment of various heart conditions, namely atrial fibrillation, atrial flutter and congestive heart failure that cannot be controlled by other medication. Digoxin preparations are commonly marketed under the trade name Lanoxin. Digoxin has positive inotropic and negative chronotropic activity. It is used to control ventricular rate in atrial fibrillation and in the management of congestive heart failure with atrial fibrillation. Its use in congestive heart failure and sinus rhythm is less certain. The margin between toxic and therapeutic doses is small. (From Martindale, The Extra Pharmacopoeia, 30th ed, p666) -- Pubchem; Digoxin is a cardiotonic glycoside obtained mainly from Digitalis lanata; It consists of three sugars and the aglycone digoxigenin. Digoxin binds to a site on the extracellular aspect of the of the Na+/K+ ATPase pump in the membranes of heart cells (myocytes). This causes an increase in the level of sodium ions in the myocytes, which then leads to a rise in the level of calcium ions. The proposed mechanism is the following: inhibition of the Na+/K+ pump leads to increased Na+ levels, which in turn slows down the extrusion of Ca2+ via the Na+/Ca2+ exchange pump. Increased amounts of Ca2+ are then stored in the sarcoplasmic reticulum and released by each action potential, which is unchanged by digoxin. This is a different mechanism from that of catecholamines. -- Wikipedia ; Owing to its narrow therapeutic index (the margin between effectiveness and toxicity), side effects of digoxin are inevitable. Nausea, vomiting and GIT upset are common, especially in higher doses. Decreased conduction in the AV node can lead to AV blocks, increased intracellular Ca2+ causes a type of arrhythmia called bigeminy (coupled beats), eventually ventricular tachycardia or fibrillation. An often described but rarely seen side effect of digoxin is a disturbance of color vision (mostly yellow and green color) called xanthopsia.

Structure

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


  Mrv0541 04191212122D          

 58 65  0  0  1  0            999 V2000
   13.3011   -7.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0047   -7.2489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7192   -7.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4336   -7.2489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4336   -6.4239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7192   -6.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0047   -6.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1481   -7.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8626   -7.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8626   -6.4239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1481   -6.0114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5770   -6.0114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5770   -5.1864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8626   -4.7739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1481   -5.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3616   -6.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8466   -5.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3616   -4.9315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6204   -4.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4518   -4.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7255   -3.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0655   -2.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3839   -3.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5063   -3.1334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5770   -4.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5770   -6.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8626   -5.5989    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4336   -5.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4336   -8.0739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1481   -6.8364    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5632   -7.3271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5632   -6.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8487   -6.0896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1342   -6.5021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1342   -7.3271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8487   -7.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4197   -6.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7053   -6.5021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7053   -7.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4197   -7.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9908   -6.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2764   -6.5021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2764   -7.3271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9908   -7.7396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5618   -6.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8474   -6.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8474   -7.3271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5618   -7.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330   -6.0896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4185   -6.5021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4185   -7.3271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1330   -7.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7040   -6.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7040   -7.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8485   -5.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9906   -8.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330   -5.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8626   -3.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  2  0  0  0  0
 13 25  1  1  0  0  0
 12 26  1  1  0  0  0
 10 27  1  1  0  0  0
  5 28  1  1  0  0  0
  4 29  1  1  0  0  0
 11 30  1  6  0  0  0
 31  1  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 34 37  1  6  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 35 40  1  6  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 44  1  0  0  0  0
 42 45  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 43 48  1  1  0  0  0
 46 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 47 52  1  0  0  0  0
 50 53  1  6  0  0  0
 51 54  1  6  0  0  0
 33 55  1  1  0  0  0
 44 56  1  6  0  0  0
 49 57  1  1  0  0  0
 14 58  1  1  0  0  0
M  END

HMDB0001917
     RDKit          3D
Digoxin
119126  0  0  0  0  0  0  0  0999 V2000
   11.5191   -0.1291    3.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419   -0.5402    1.6048 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3236    0.3399    1.0306 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -0.2615   -0.1155 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0461    0.6725   -0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801    0.4029   -0.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9419    1.5671   -0.1712 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7565    2.6903   -0.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638    1.9503   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619    0.7361   -1.4557 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5230    0.1384   -0.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410   -0.0045   -0.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7236   -1.4557   -0.1775 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2240   -2.1665    0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2114   -1.4519   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342   -0.6324    1.0800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3004    0.1791    0.6286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5259   -0.0951    1.2226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1354    1.0753    1.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6254    0.8723    2.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3552    0.9387    0.7122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5865    2.4164    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6470    0.2069    0.7395 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6268    0.7680    1.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9342    0.0841    1.6479 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.8222    0.4788    2.6469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5594    0.2157    0.2712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8971    1.6767    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7611   -0.6544    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.9415   -0.0751   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0841    0.1346    0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0307    0.6863   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2476    1.0202   -0.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3775    0.7872   -2.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0622    0.3457   -1.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3317   -1.9459   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8084   -1.8321   -0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6168   -0.3325   -0.7269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0531    0.0234   -2.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2018    0.1122   -0.6263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2926   -0.8466   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085   -0.0494   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229    0.4240   -0.3300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4985   -0.6549    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7664    0.0088    1.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5264    0.8160    0.8830 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6252    1.8648    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815   -0.1204   -2.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1139    0.1784   -2.1741 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9224   -0.8391   -2.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7995   -1.0054   -0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2186   -0.5216   -0.6341 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0759   -1.5187   -1.1527 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5341   -0.4117    0.8282 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4709   -1.3326    1.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7544   -0.4981    3.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5138   -0.5258    3.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5125    0.9776    3.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8383   -1.5568    1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367   -1.0090    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4755   -0.5115   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5215    1.2545    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5702    3.1870    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    2.5961   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1253    2.5647   -1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379    0.9985   -2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    0.4032   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -1.9094   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1080   -1.8669    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -2.4639   -0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -0.9396   -1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426   -1.3653    1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -0.9142    1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892    2.0337    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465    1.1445    2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850    1.6959    2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -0.0634    2.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7200    2.9413    1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5007    2.6344   -0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773    2.9029    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4285   -0.8433    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2189    0.4796    2.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6468    1.8568    1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7576   -1.0074    1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5533    0.0178    3.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5101    1.9678   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3793    2.2778    0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9989    1.8295    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0599   -0.8409    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3387   -0.0549    1.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8024   -0.4731   -2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4087    1.2001   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5651   -2.7910    0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8428   -2.1313   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -2.3634   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2585   -2.2316    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5401    0.8149   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195    1.0754   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1336   -1.7918   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7362   -0.9941   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -0.7308   -2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    0.7555   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    1.2746   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708   -1.5169    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890   -1.0130   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.3316    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    1.4288   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8163    2.1575    0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2177    2.7713   -0.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2642   -1.2407   -3.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3463   -1.6287   -2.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7768   -0.3400   -3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7757   -2.1073   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6340   -0.8449   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4390    0.4031   -1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -1.2224   -1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9235    0.6252    1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1590   -1.4918    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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  7  8  1  0
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 21 22  1  6
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 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  6
 27 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
 29 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  6
 38 40  1  0
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 45 46  1  0
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 48 49  1  0
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 31 90  1  0
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 39 97  1  0
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 49110  1  6
 50111  1  0
 50112  1  0
 50113  1  0
 51114  1  0
 51115  1  0
 52116  1  6
 53117  1  0
 54118  1  6
 55119  1  0
M  END


  Mrv0541 04191212122D          

 58 65  0  0  1  0            999 V2000
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   14.0047   -7.2489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7192   -7.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4336   -7.2489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4336   -6.4239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7192   -6.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0047   -6.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1481   -7.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1481   -6.0114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   12.5632   -6.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8487   -7.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4197   -6.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4197   -7.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9908   -6.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2764   -6.5021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2764   -7.3271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9908   -7.7396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5618   -6.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8474   -6.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5618   -7.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330   -6.0896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4185   -6.5021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4185   -7.3271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1330   -7.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7040   -6.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7040   -7.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8485   -5.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9906   -8.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8626   -3.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  2  0  0  0  0
 13 25  1  1  0  0  0
 12 26  1  1  0  0  0
 10 27  1  1  0  0  0
  5 28  1  1  0  0  0
  4 29  1  1  0  0  0
 11 30  1  6  0  0  0
 31  1  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 34 37  1  6  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 35 40  1  6  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 44  1  0  0  0  0
 42 45  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 43 48  1  1  0  0  0
 46 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 47 52  1  0  0  0  0
 50 53  1  6  0  0  0
 51 54  1  6  0  0  0
 33 55  1  1  0  0  0
 44 56  1  6  0  0  0
 49 57  1  1  0  0  0
 14 58  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054457

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1

> <INCHI_KEY>
LTMHDMANZUZIPE-PUGKRICDSA-N

> <FORMULA>
C41H64O14

> <MOLECULAR_WEIGHT>
780.9385

> <EXACT_MASS>
780.429606756

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
84.80330180640148

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
2.366680672000001

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.98355438761116

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.151115824532209

> <JCHEM_PKA_STRONGEST_BASIC>
-2.976075008150179

> <JCHEM_POLAR_SURFACE_AREA>
203.05999999999997

> <JCHEM_REFRACTIVITY>
193.2328

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
digoxin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001917
     RDKit          3D
Digoxin
119126  0  0  0  0  0  0  0  0999 V2000
   11.5191   -0.1291    3.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419   -0.5402    1.6048 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3236    0.3399    1.0306 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -0.2615   -0.1155 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0461    0.6725   -0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801    0.4029   -0.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9419    1.5671   -0.1712 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7565    2.6903   -0.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638    1.9503   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619    0.7361   -1.4557 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5230    0.1384   -0.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410   -0.0045   -0.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7236   -1.4557   -0.1775 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2240   -2.1665    0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2114   -1.4519   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342   -0.6324    1.0800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3004    0.1791    0.6286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5259   -0.0951    1.2226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1354    1.0753    1.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6254    0.8723    2.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3552    0.9387    0.7122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5865    2.4164    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6470    0.2069    0.7395 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6268    0.7680    1.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9342    0.0841    1.6479 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.8222    0.4788    2.6469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5594    0.2157    0.2712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8971    1.6767    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7611   -0.6544    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.9415   -0.0751   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.0307    0.6863   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7815   -0.1204   -2.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.3387   -0.0549    1.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2585   -2.2316    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5401    0.8149   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195    1.0754   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1336   -1.7918   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7362   -0.9941   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -0.7308   -2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    0.7555   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    1.2746   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708   -1.5169    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890   -1.0130   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1433    1.4288   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7757   -2.1073   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6340   -0.8449   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4390    0.4031   -1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.1590   -1.4918    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  O   UNK     0      24.829 -14.382   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      26.142 -13.531   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.476 -14.301   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.809 -13.531   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.809 -11.991   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.476 -11.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.142 -11.991   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.143 -14.301   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.477 -13.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.477 -11.991   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.143 -11.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.810 -11.221   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.810  -9.681   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.477  -8.911   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.143  -9.681   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.275 -11.697   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.180 -10.451   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.275  -9.205   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.758  -7.717   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.310  -7.748   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.821  -6.287   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      35.589  -5.349   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      34.317  -6.231   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      38.278  -5.849   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      32.810  -8.141   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      32.810 -12.761   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0      31.477 -10.451   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0      28.809 -10.451   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      28.809 -15.071   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      30.143 -12.761   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      23.451 -13.677   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      23.451 -12.137   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      22.118 -11.367   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      20.784 -12.137   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.784 -13.677   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.118 -14.447   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      19.450 -11.367   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      18.117 -12.137   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      18.117 -13.677   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      19.450 -14.447   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      16.783 -11.367   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.449 -12.137   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.449 -13.677   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.783 -14.447   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      14.115 -11.367   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      12.782 -12.137   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      12.782 -13.677   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      14.115 -14.447   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      11.448 -11.367   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      10.115 -12.137   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      10.115 -13.677   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      11.448 -14.447   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       8.781 -11.367   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       8.781 -14.447   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      22.117  -9.806   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      16.782 -15.966   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      11.448  -9.806   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      31.477  -7.370   0.000  0.00  0.00           O+0
CONECT    1    2   31                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8   29                                             
CONECT    5    4    6   11   28                                             
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    4    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   27                                             
CONECT   11   10    5   15   30                                             
CONECT   12   10   13   16   26                                             
CONECT   13   12   14   18   25                                             
CONECT   14   13   15   58                                                  
CONECT   15   14   11                                                       
CONECT   16   12   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24   21                                                            
CONECT   25   13                                                            
CONECT   26   12                                                            
CONECT   27   10                                                            
CONECT   28    5                                                            
CONECT   29    4                                                            
CONECT   30   11                                                            
CONECT   31    1   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   55                                                  
CONECT   34   33   35   37                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   31                                                       
CONECT   37   34   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   44                                                       
CONECT   40   35                                                            
CONECT   41   38   42                                                       
CONECT   42   41   43   45                                                  
CONECT   43   42   44   48                                                  
CONECT   44   43   39   56                                                  
CONECT   45   42                                                            
CONECT   46   47   49                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   43                                                       
CONECT   49   46   50   57                                                  
CONECT   50   49   51   53                                                  
CONECT   51   50   52   54                                                  
CONECT   52   51   47                                                       
CONECT   53   50                                                            
CONECT   54   51                                                            
CONECT   55   33                                                            
CONECT   56   44                                                            
CONECT   57   49                                                            
CONECT   58   14                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  130    0
END

COMPND    HMDB0001917
HETATM    1  C1  UNL     1      11.519  -0.129   3.038  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.242  -0.540   1.605  1.00  0.00           C  
HETATM    3  O1  UNL     1      10.324   0.340   1.031  1.00  0.00           O  
HETATM    4  C3  UNL     1       9.774  -0.261  -0.115  1.00  0.00           C  
HETATM    5  O2  UNL     1       9.046   0.672  -0.831  1.00  0.00           O  
HETATM    6  C4  UNL     1       7.680   0.403  -0.796  1.00  0.00           C  
HETATM    7  C5  UNL     1       6.942   1.567  -0.171  1.00  0.00           C  
HETATM    8  O3  UNL     1       7.756   2.690  -0.043  1.00  0.00           O  
HETATM    9  C6  UNL     1       5.764   1.950  -1.029  1.00  0.00           C  
HETATM   10  C7  UNL     1       4.962   0.736  -1.456  1.00  0.00           C  
HETATM   11  O4  UNL     1       4.523   0.138  -0.279  1.00  0.00           O  
HETATM   12  C8  UNL     1       3.141  -0.005  -0.226  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.724  -1.456  -0.178  1.00  0.00           C  
HETATM   14  O5  UNL     1       3.224  -2.167   0.876  1.00  0.00           O  
HETATM   15  C10 UNL     1       1.211  -1.452  -0.094  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.734  -0.632   1.080  1.00  0.00           C  
HETATM   17  O6  UNL     1      -0.300   0.179   0.629  1.00  0.00           O  
HETATM   18  C12 UNL     1      -1.526  -0.095   1.223  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.135   1.075   1.900  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.625   0.872   2.051  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.355   0.939   0.712  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.587   2.416   0.455  1.00  0.00           C  
HETATM   23  C17 UNL     1      -5.647   0.207   0.739  1.00  0.00           C  
HETATM   24  C18 UNL     1      -6.627   0.768   1.745  1.00  0.00           C  
HETATM   25  C19 UNL     1      -7.934   0.084   1.648  1.00  0.00           C  
HETATM   26  O7  UNL     1      -8.822   0.479   2.647  1.00  0.00           O  
HETATM   27  C20 UNL     1      -8.559   0.216   0.271  1.00  0.00           C  
HETATM   28  C21 UNL     1      -8.897   1.677   0.047  1.00  0.00           C  
HETATM   29  C22 UNL     1      -9.761  -0.654   0.254  1.00  0.00           C  
HETATM   30  C23 UNL     1     -10.941  -0.075  -0.478  1.00  0.00           C  
HETATM   31  C24 UNL     1     -12.084   0.135   0.134  1.00  0.00           C  
HETATM   32  C25 UNL     1     -13.031   0.686  -0.803  1.00  0.00           C  
HETATM   33  O8  UNL     1     -14.248   1.020  -0.562  1.00  0.00           O  
HETATM   34  O9  UNL     1     -12.378   0.787  -2.010  1.00  0.00           O  
HETATM   35  C26 UNL     1     -11.062   0.346  -1.873  1.00  0.00           C  
HETATM   36  C27 UNL     1      -9.332  -1.946  -0.389  1.00  0.00           C  
HETATM   37  C28 UNL     1      -7.808  -1.832  -0.555  1.00  0.00           C  
HETATM   38  C29 UNL     1      -7.617  -0.333  -0.727  1.00  0.00           C  
HETATM   39  O10 UNL     1      -8.053   0.023  -2.017  1.00  0.00           O  
HETATM   40  C30 UNL     1      -6.202   0.112  -0.626  1.00  0.00           C  
HETATM   41  C31 UNL     1      -5.293  -0.847  -1.407  1.00  0.00           C  
HETATM   42  C32 UNL     1      -4.009  -0.049  -1.603  1.00  0.00           C  
HETATM   43  C33 UNL     1      -3.423   0.424  -0.330  1.00  0.00           C  
HETATM   44  C34 UNL     1      -2.498  -0.655   0.206  1.00  0.00           C  
HETATM   45  O11 UNL     1       1.766   0.009   1.689  1.00  0.00           O  
HETATM   46  C35 UNL     1       2.526   0.816   0.883  1.00  0.00           C  
HETATM   47  C36 UNL     1       1.625   1.865   0.255  1.00  0.00           C  
HETATM   48  O12 UNL     1       5.781  -0.120  -2.161  1.00  0.00           O  
HETATM   49  C37 UNL     1       7.114   0.178  -2.174  1.00  0.00           C  
HETATM   50  C38 UNL     1       7.922  -0.839  -2.960  1.00  0.00           C  
HETATM   51  C39 UNL     1      10.799  -1.005  -0.904  1.00  0.00           C  
HETATM   52  C40 UNL     1      12.219  -0.522  -0.634  1.00  0.00           C  
HETATM   53  O13 UNL     1      13.076  -1.519  -1.153  1.00  0.00           O  
HETATM   54  C41 UNL     1      12.534  -0.412   0.828  1.00  0.00           C  
HETATM   55  O14 UNL     1      13.471  -1.333   1.263  1.00  0.00           O  
HETATM   56  H1  UNL     1      10.754  -0.498   3.739  1.00  0.00           H  
HETATM   57  H2  UNL     1      12.514  -0.526   3.317  1.00  0.00           H  
HETATM   58  H3  UNL     1      11.513   0.978   3.057  1.00  0.00           H  
HETATM   59  H4  UNL     1      10.838  -1.557   1.585  1.00  0.00           H  
HETATM   60  H5  UNL     1       9.037  -1.009   0.291  1.00  0.00           H  
HETATM   61  H6  UNL     1       7.475  -0.511  -0.201  1.00  0.00           H  
HETATM   62  H7  UNL     1       6.521   1.255   0.812  1.00  0.00           H  
HETATM   63  H8  UNL     1       7.570   3.187   0.793  1.00  0.00           H  
HETATM   64  H9  UNL     1       5.120   2.596  -0.343  1.00  0.00           H  
HETATM   65  H10 UNL     1       6.125   2.565  -1.864  1.00  0.00           H  
HETATM   66  H11 UNL     1       4.138   0.998  -2.134  1.00  0.00           H  
HETATM   67  H12 UNL     1       2.760   0.403  -1.182  1.00  0.00           H  
HETATM   68  H13 UNL     1       3.012  -1.909  -1.132  1.00  0.00           H  
HETATM   69  H14 UNL     1       4.108  -1.867   1.207  1.00  0.00           H  
HETATM   70  H15 UNL     1       0.790  -2.464  -0.050  1.00  0.00           H  
HETATM   71  H16 UNL     1       0.851  -0.940  -1.024  1.00  0.00           H  
HETATM   72  H17 UNL     1       0.343  -1.365   1.849  1.00  0.00           H  
HETATM   73  H18 UNL     1      -1.366  -0.914   1.958  1.00  0.00           H  
HETATM   74  H19 UNL     1      -1.989   2.034   1.363  1.00  0.00           H  
HETATM   75  H20 UNL     1      -1.746   1.144   2.958  1.00  0.00           H  
HETATM   76  H21 UNL     1      -3.985   1.696   2.721  1.00  0.00           H  
HETATM   77  H22 UNL     1      -3.783  -0.063   2.584  1.00  0.00           H  
HETATM   78  H23 UNL     1      -4.720   2.941   1.447  1.00  0.00           H  
HETATM   79  H24 UNL     1      -5.501   2.634  -0.105  1.00  0.00           H  
HETATM   80  H25 UNL     1      -3.677   2.903   0.024  1.00  0.00           H  
HETATM   81  H26 UNL     1      -5.429  -0.843   1.093  1.00  0.00           H  
HETATM   82  H27 UNL     1      -6.219   0.480   2.766  1.00  0.00           H  
HETATM   83  H28 UNL     1      -6.647   1.857   1.709  1.00  0.00           H  
HETATM   84  H29 UNL     1      -7.758  -1.007   1.838  1.00  0.00           H  
HETATM   85  H30 UNL     1      -8.553   0.018   3.485  1.00  0.00           H  
HETATM   86  H31 UNL     1      -8.510   1.968  -0.944  1.00  0.00           H  
HETATM   87  H32 UNL     1      -8.379   2.278   0.812  1.00  0.00           H  
HETATM   88  H33 UNL     1      -9.999   1.830   0.072  1.00  0.00           H  
HETATM   89  H34 UNL     1     -10.060  -0.841   1.331  1.00  0.00           H  
HETATM   90  H35 UNL     1     -12.339  -0.055   1.178  1.00  0.00           H  
HETATM   91  H36 UNL     1     -10.802  -0.473  -2.581  1.00  0.00           H  
HETATM   92  H37 UNL     1     -10.409   1.200  -2.171  1.00  0.00           H  
HETATM   93  H38 UNL     1      -9.565  -2.791   0.308  1.00  0.00           H  
HETATM   94  H39 UNL     1      -9.843  -2.131  -1.341  1.00  0.00           H  
HETATM   95  H40 UNL     1      -7.476  -2.363  -1.469  1.00  0.00           H  
HETATM   96  H41 UNL     1      -7.259  -2.232   0.298  1.00  0.00           H  
HETATM   97  H42 UNL     1      -7.540   0.815  -2.309  1.00  0.00           H  
HETATM   98  H43 UNL     1      -6.120   1.075  -1.208  1.00  0.00           H  
HETATM   99  H44 UNL     1      -5.134  -1.792  -0.888  1.00  0.00           H  
HETATM  100  H45 UNL     1      -5.736  -0.994  -2.390  1.00  0.00           H  
HETATM  101  H46 UNL     1      -3.292  -0.731  -2.109  1.00  0.00           H  
HETATM  102  H47 UNL     1      -4.227   0.756  -2.335  1.00  0.00           H  
HETATM  103  H48 UNL     1      -2.719   1.275  -0.597  1.00  0.00           H  
HETATM  104  H49 UNL     1      -3.071  -1.517   0.577  1.00  0.00           H  
HETATM  105  H50 UNL     1      -1.889  -1.013  -0.649  1.00  0.00           H  
HETATM  106  H51 UNL     1       3.341   1.332   1.479  1.00  0.00           H  
HETATM  107  H52 UNL     1       1.143   1.429  -0.644  1.00  0.00           H  
HETATM  108  H53 UNL     1       0.816   2.157   0.955  1.00  0.00           H  
HETATM  109  H54 UNL     1       2.218   2.771  -0.032  1.00  0.00           H  
HETATM  110  H55 UNL     1       7.247   1.138  -2.741  1.00  0.00           H  
HETATM  111  H56 UNL     1       7.264  -1.241  -3.752  1.00  0.00           H  
HETATM  112  H57 UNL     1       8.346  -1.629  -2.316  1.00  0.00           H  
HETATM  113  H58 UNL     1       8.777  -0.340  -3.457  1.00  0.00           H  
HETATM  114  H59 UNL     1      10.776  -2.107  -0.670  1.00  0.00           H  
HETATM  115  H60 UNL     1      10.634  -0.845  -1.980  1.00  0.00           H  
HETATM  116  H61 UNL     1      12.439   0.403  -1.206  1.00  0.00           H  
HETATM  117  H62 UNL     1      13.541  -1.222  -1.958  1.00  0.00           H  
HETATM  118  H63 UNL     1      12.923   0.625   1.001  1.00  0.00           H  
HETATM  119  H64 UNL     1      14.159  -1.492   0.550  1.00  0.00           H  
CONECT    1    2   56   57   58
CONECT    2    3   54   59
CONECT    3    4
CONECT    4    5   51   60
CONECT    5    6
CONECT    6    7   49   61
CONECT    7    8    9   62
CONECT    8   63
CONECT    9   10   64   65
CONECT   10   11   48   66
CONECT   11   12
CONECT   12   13   46   67
CONECT   13   14   15   68
CONECT   14   69
CONECT   15   16   70   71
CONECT   16   17   45   72
CONECT   17   18
CONECT   18   19   44   73
CONECT   19   20   74   75
CONECT   20   21   76   77
CONECT   21   22   23   43
CONECT   22   78   79   80
CONECT   23   24   40   81
CONECT   24   25   82   83
CONECT   25   26   27   84
CONECT   26   85
CONECT   27   28   29   38
CONECT   28   86   87   88
CONECT   29   30   36   89
CONECT   30   31   31   35
CONECT   31   32   90
CONECT   32   33   33   34
CONECT   34   35
CONECT   35   91   92
CONECT   36   37   93   94
CONECT   37   38   95   96
CONECT   38   39   40
CONECT   39   97
CONECT   40   41   98
CONECT   41   42   99  100
CONECT   42   43  101  102
CONECT   43   44  103
CONECT   44  104  105
CONECT   45   46
CONECT   46   47  106
CONECT   47  107  108  109
CONECT   48   49
CONECT   49   50  110
CONECT   50  111  112  113
CONECT   51   52  114  115
CONECT   52   53   54  116
CONECT   53  117
CONECT   54   55  118
CONECT   55  119
END

HMDB0001917
     RDKit          3D
Digoxin
119126  0  0  0  0  0  0  0  0999 V2000
   11.5191   -0.1291    3.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419   -0.5402    1.6048 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3236    0.3399    1.0306 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -0.2615   -0.1155 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0461    0.6725   -0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801    0.4029   -0.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9419    1.5671   -0.1712 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7565    2.6903   -0.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638    1.9503   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619    0.7361   -1.4557 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5230    0.1384   -0.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410   -0.0045   -0.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7236   -1.4557   -0.1775 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2240   -2.1665    0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2114   -1.4519   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342   -0.6324    1.0800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3004    0.1791    0.6286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5259   -0.0951    1.2226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1354    1.0753    1.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6254    0.8723    2.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3552    0.9387    0.7122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5865    2.4164    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6470    0.2069    0.7395 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6268    0.7680    1.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9342    0.0841    1.6479 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.8222    0.4788    2.6469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5594    0.2157    0.2712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8971    1.6767    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7611   -0.6544    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.9415   -0.0751   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0841    0.1346    0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0307    0.6863   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2476    1.0202   -0.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3775    0.7872   -2.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0622    0.3457   -1.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3317   -1.9459   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8084   -1.8321   -0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6168   -0.3325   -0.7269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0531    0.0234   -2.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2018    0.1122   -0.6263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2926   -0.8466   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085   -0.0494   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229    0.4240   -0.3300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4985   -0.6549    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7664    0.0088    1.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5264    0.8160    0.8830 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6252    1.8648    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815   -0.1204   -2.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1139    0.1784   -2.1741 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9224   -0.8391   -2.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7995   -1.0054   -0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2186   -0.5216   -0.6341 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0759   -1.5187   -1.1527 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5341   -0.4117    0.8282 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4709   -1.3326    1.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7544   -0.4981    3.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5138   -0.5258    3.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5125    0.9776    3.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8383   -1.5568    1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367   -1.0090    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4755   -0.5115   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5215    1.2545    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5702    3.1870    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    2.5961   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1253    2.5647   -1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379    0.9985   -2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    0.4032   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -1.9094   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1080   -1.8669    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -2.4639   -0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -0.9396   -1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426   -1.3653    1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -0.9142    1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892    2.0337    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465    1.1445    2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850    1.6959    2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -0.0634    2.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7200    2.9413    1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5007    2.6344   -0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773    2.9029    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4285   -0.8433    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2189    0.4796    2.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6468    1.8568    1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7576   -1.0074    1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5533    0.0178    3.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5101    1.9678   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3793    2.2778    0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9989    1.8295    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0599   -0.8409    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3387   -0.0549    1.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8024   -0.4731   -2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4087    1.2001   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5651   -2.7910    0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8428   -2.1313   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -2.3634   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2585   -2.2316    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5401    0.8149   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195    1.0754   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1336   -1.7918   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7362   -0.9941   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -0.7308   -2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    0.7555   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    1.2746   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708   -1.5169    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890   -1.0130   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.3316    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    1.4288   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8163    2.1575    0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2177    2.7713   -0.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2466    1.1383   -2.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2642   -1.2407   -3.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3463   -1.6287   -2.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7768   -0.3400   -3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7757   -2.1073   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6340   -0.8449   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4390    0.4031   -1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -1.2224   -1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9235    0.6252    1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1590   -1.4918    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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M  END

Synonyms

Value	Source
12beta-Hydroxydigitoxin	ChEBI
Lanoxicaps	Kegg
Lanoxin	Kegg
12b-Hydroxydigitoxin	Generator
12Β-hydroxydigitoxin	Generator
Cardoxin	HMDB
Cogoxin	HMDB
Davoxin	HMDB
Digacin	HMDB
Digitalis glycoside	HMDB
Digoxin pediatric	HMDB
Dilanacin	HMDB
Dynamos	HMDB
Eudigox	HMDB
Homolle'S digitalin	HMDB
Lanacrist	HMDB
Lanicor	HMDB
Neo-lanicor	HMDB
Rougoxin	HMDB
SK-Digoxin	HMDB
Vanoxin	HMDB
AWD.pharma brand OF digoxin	HMDB
Boehringer, digoxina	HMDB
Hemigoxine nativelle	HMDB
Nativelle, hemigoxine	HMDB
Novartis brand OF digoxin	HMDB
Roche brand OF digoxin	HMDB
Teofarma brand OF digoxin	HMDB
Lanoxin PG	HMDB
Lanoxin-PG	HMDB
R.A.N. brand OF digoxin	HMDB
Digoregen	HMDB
Digoxina boehringer	HMDB
Kern brand OF digoxin	HMDB
Lanacordin	HMDB
Lilly brand OF digoxin	HMDB
Mapluxin	HMDB
Proctor and gamble brand OF digoxin	HMDB
UDL brand OF digoxin	HMDB
Virco brand OF digoxin	HMDB
Bertek brand OF digoxin	HMDB
Digitek	HMDB
Digoxine nativelle	HMDB
Glaxo wellcome brand OF digoxin	HMDB
GlaxoSmithKline brand 1 OF digoxin	HMDB
GlaxoSmithKline brand 2 OF digoxin	HMDB
Lenoxin	HMDB
Nativelle, digoxine	HMDB

Molecular Formula

C₄₁H₆₄O₁₄

Average Mass

780.9385

Monoisotopic Mass

780.429606756

IUPAC Name

4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one

Traditional Name

digoxin

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1

InChI Identifier

InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1

InChI Key

LTMHDMANZUZIPE-PUGKRICDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
Steroidal glycoside
Oligosaccharide
12-hydroxysteroid
14-hydroxysteroid
Hydroxysteroid
Glycosyl compound
O-glycosyl compound
2-furanone
Oxane
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Lactone
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

steroid saponin (CHEBI:4551 )
cardenolide glycoside (CHEBI:4551 )
cardanolide (C06956 )
Cardanolides and derivatives (C06956 )
Cardanolide and derivatives (C06956 )
Cardiac glycosides (C06956 )
Terpenoids (C06956 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	1.04	ALOGPS
logP	2.37	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	203.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	193.23 m³·mol⁻¹	ChemAxon
Polarizability	84.8 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_6) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0h9s-0004022900-fb7295b1343cfcb0f262	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ec-0209043100-9967a858c77340d2fab3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-007o-1419132100-e5de5e30c4299c931671	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01tj-0114011900-e0edd63658065bb869f3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01bj-2519564400-bd5189ac4cf921dbac79	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-6105930000-b03a6876fb182cec49e1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0113000900-5c07bff161d1ddd9c50e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01q9-2911000400-fe987c159da70447f56d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-005a-6942010000-377898578023a42020d5	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00os-0501095500-c884ce473f948cad43ce	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-4900011400-932fc5fee2cbc1e58a5a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-5900001400-b3251bf0b534b08a8db8	2021-09-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Brain
Intestine
Kidney
Liver
Platelet

Tissue Locations

Brain
Intestine
Kidney
Liver
Platelet

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192115	Solute carrier organic anion transporter family member 1B1	Transporter	Q9Y6L6	Homo sapiens
MMDBp0192362	Cholesterol side-chain cleavage enzyme, mitochondrial	Unknown	P05108	Homo sapiens
MMDBp0192962	Sodium/potassium-transporting ATPase subunit alpha-1	Unknown	P05023	Homo sapiens
MMDBp0194944	Solute carrier organic anion transporter family member 4C1	Transporter	Q6ZQN7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0017233	digoxin	dihydrodigoxin	Digoxin reductase	Reduction	RHEA	34755880
MMDBr0017234	digoxin	dihydrodigoxin	Digoxin reductase	Reduction	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Heart failure	Increased	Association	Human Blood	HMDB	11897434

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1	Human ; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	0.0014	0.0001	uM	Adult (>18 years old)	Both	Heart failure	HMDB	11897434
Human Blood	Detected and Quantified	0.0007	0.00007	uM	Adult (>18 years old)	Both	Normal	HMDB	11897434
Human Brain	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001917

DrugBank ID

DB00390

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Digoxin

METLIN ID

2047

PubChem Compound

2724385

PDB ID

Not Available

ChEBI ID

4551

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Doering W, Konig E, Sturm W: [Digitalis intoxication: specifity and significance of cardiac and extracardiac symptoms. part I: Patients with digitalis-induced arrhythmias (author's transl)]. Z Kardiol. 1977 Mar;66(3):121-8. [PubMed:857452 ]
Kaplanski J, Weinhouse E, Topaz M, Genchik G: Verapamil and digoxin: interactions in the rat. Res Commun Chem Pathol Pharmacol. 1983 Dec;42(3):377-88. [PubMed:6665298 ]
Thompson DF, Carter JR: Drug-induced gynecomastia. Pharmacotherapy. 1993 Jan-Feb;13(1):37-45. [PubMed:8094898 ]
Jablecka A, Chmara E, Korzeniowska K: The level of plasma neuroendocrine activity and the concentration of digoxin in the serum of patients with mild chronic heart failure. Int J Clin Pharmacol Res. 1998;18(4):171-8. [PubMed:10052027 ]
Dasgupta A, Trejo O: Suppression of total digoxin concentrations by digoxin-like immunoreactive substances in the MEIA digoxin assay. Elimination of negative interference by monitoring free digoxin concentrations. Am J Clin Pathol. 1999 Mar;111(3):406-10. doi: 10.1093/ajcp/111.3.406. [PubMed:10078117 ]
Bentur Y, Tsipiniuk A, Taitelman U: Postmortem digoxin-like immunoreactive substances (DLIS) in patients not treated with digoxin. Hum Exp Toxicol. 1999 Feb;18(2):67-70. doi: 10.1177/096032719901800201. [PubMed:10100017 ]
Johnson RD, Dorr MB, Hunt TL, Conway S, Talbot GH: Pharmacokinetic interaction of sparfloxacin and digoxin. Clin Ther. 1999 Feb;21(2):368-79. doi: 10.1016/S0149-2918(00)88293-4. [PubMed:10211539 ]
Mrozikiewicz A: Endogenous drug-like factors. Pol J Pharmacol. 1998 Nov-Dec;50(6):393-7. [PubMed:10385921 ]
Weber P, Lettieri JT, Kaiser L, Mazzu AL: Lack of mutual pharmacokinetic interaction between cerivastatin, a new HMG-CoA reductase inhibitor, and digoxin in healthy normocholesterolemic volunteers. Clin Ther. 1999 Sep;21(9):1563-75. doi: 10.1016/s0149-2918(00)80011-9. [PubMed:10509851 ]
Peters J, Welker HA, Bullingham R: Pharmacokinetic and pharmacodynamic aspects of concomitant mibefradil-digoxin therapy at therapeutic doses. Eur J Drug Metab Pharmacokinet. 1999 Apr-Jun;24(2):133-40. doi: 10.1007/BF03190358. [PubMed:10510740 ]
Pahkla R, Irs A, Oselin K, Rootslane L: Digoxin: use pattern in Estonia and bioavailability of the local market leader. J Clin Pharm Ther. 1999 Oct;24(5):375-80. doi: 10.1046/j.1365-2710.1999.00239.x. [PubMed:10583701 ]
Ravikumar A, Kurup PA: The isoprenoid pathway in lone atrial fibrillation with embolic stroke. Indian Heart J. 2001 Mar-Apr;53(2):184-8. [PubMed:11428474 ]
Cuena Boy R, Ortiz de Apodaca Ruiz MA, Macia Martinez MA: [Best result of digoxin dosing in the aged by taking into account that both the elimination as well as the volume of distribution of the drug decrease when the kidney function deteriorates]. An Med Interna. 2002 Jul;19(7):331-5. [PubMed:12224140 ]
Cuena Boy R, Martin Montero Mdel P: [Digoxin dosing in the aged: new pharmacokinetic system versus Jellife and Koup methods]. Invest Clin. 2003 Mar;44(1):31-9. [PubMed:12703181 ]
Kurup RK, Kurup PA: Hypothalamic digoxin and isoprenoid pathway dysfunction relation to alcoholic addiction, alcoholic cirrhosis, and acquired hepatocerebral degeneration--relation to hemispheric chemical dominance. Int J Neurosci. 2003 Apr;113(4):547-63. doi: 10.1080/00207450390162281. [PubMed:12856482 ]
Kurup RK, Kurup PA: Hypothalamic digoxin and hemispheric chemical dominance: relation to alcoholic addiction, alcoholic cirrhosis, and acquired hepatocerebral degeneration. Int J Neurosci. 2003 Aug;113(8):1105-25. doi: 10.1080/00207450390212023. [PubMed:12888425 ]
Kurup RK, Kurup PA: Hypothalamic digoxin, hemispheric chemical dominance, and inflammatory bowel disease. Int J Neurosci. 2003 Sep;113(9):1221-40. doi: 10.1080/00207450390232328. [PubMed:12959741 ]
Mikkaichi T, Suzuki T, Onogawa T, Tanemoto M, Mizutamari H, Okada M, Chaki T, Masuda S, Tokui T, Eto N, Abe M, Satoh F, Unno M, Hishinuma T, Inui K, Ito S, Goto J, Abe T: Isolation and characterization of a digoxin transporter and its rat homologue expressed in the kidney. Proc Natl Acad Sci U S A. 2004 Mar 9;101(10):3569-74. doi: 10.1073/pnas.0304987101. Epub 2004 Mar 1. [PubMed:14993604 ]
Flanagan RJ, Jones AL: Fab antibody fragments: some applications in clinical toxicology. Drug Saf. 2004;27(14):1115-33. doi: 10.2165/00002018-200427140-00004. [PubMed:15554746 ]
Chirinos JA, Castrellon A, Zambrano JP, Jimenez JJ, Jy W, Horstman LL, Willens HJ, Castellanos A, Myerburg RJ, Ahn YS: Digoxin use is associated with increased platelet and endothelial cell activation in patients with nonvalvular atrial fibrillation. Heart Rhythm. 2005 May;2(5):525-9. doi: 10.1016/j.hrthm.2005.01.016. [PubMed:15840479 ]
Bachmakov I, Rekersbrink S, Hofmann U, Eichelbaum M, Fromm MF: Characterisation of (R/S)-propafenone and its metabolites as substrates and inhibitors of P-glycoprotein. Naunyn Schmiedebergs Arch Pharmacol. 2005 Mar;371(3):195-201. doi: 10.1007/s00210-005-1025-y. Epub 2005 Apr 15. [PubMed:15900513 ]

Showing metabocard for digoxin (MMDBc0054457)

MOL for #<Metabolite:0x00007fa4d16ffea0>

3D MOL for #<Metabolite:0x00007fa4d16ffea0>

3D SDF for #<Metabolite:0x00007fa4d16ffea0>

3D-SDF for #<Metabolite:0x00007fa4d16ffea0>

PDB for #<Metabolite:0x00007fa4d16ffea0>

3D PDB for #<Metabolite:0x00007fa4d16ffea0>

SMILES for #<Metabolite:0x00007fa4d16ffea0>

INCHI for #<Metabolite:0x00007fa4d16ffea0>

Structure for #<Metabolite:0x00007fa4d16ffea0>

3D Structure for #<Metabolite:0x00007fa4d16ffea0>