Hmdb loader

Showing metabocard for Ouabain (HMDB0015224)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2)transporters (5) Show 7 proteinsXML
enzymes (2)transporters (5) Show 7 proteins
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:54 UTC
HMDB IDHMDB0015224
Secondary Accession Numbers
  • HMDB15224
Metabolite Identification
Common NameOuabain
DescriptionOuabain is only found in individuals that have used or taken this drug. It is a cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like digitalis. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-exchanging ATPase. [PubChem]Ouabain inhibits the Na-K-ATPase membrane pump, resulting in an increase in intracellular sodium and calcium concentrations. Increased intracellular concentrations of calcium may promote activation of contractile proteins (e.g., actin, myosin). Ouabain also acts on the electrical activity of the heart, increasing the slope of phase 4 depolarization, shortening the action potential duration, and decreasing the maximal diastolic potential.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015224 (Ouabain)

1092
  Mrv0541 02231215142D          

 43 48  0  0  1  0            999 V2000
    9.3991   -1.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2065   -2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557    0.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145    0.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498   -2.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4384    2.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402   -0.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8908    3.0948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5177   -2.8408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -2.0103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983   -0.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9702   -0.3281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6847   -0.7406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3991   -0.3281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3991    0.4969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2194   -0.7463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2128   -1.6056    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9702    0.4969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6847    0.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1798    0.7483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6979   -1.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1798   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9570   -2.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -0.2809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6612    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4411   -2.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3991    1.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728   -0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.6116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4361    1.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9523    2.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2212    1.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2370   -1.6060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2226    2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209   -2.0158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8081   -1.6005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5273   -0.3658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8112   -0.7755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5304    0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418    0.0019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2588   -1.0662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  1  0  0  0
 18  2  1  1  0  0  0
 19  3  1  6  0  0  0
 25  4  1  1  0  0  0
  5 28  1  0  0  0  0
 31  6  1  1  0  0  0
 35  6  1  1  0  0  0
  7 33  1  0  0  0  0
  7 36  1  0  0  0  0
  8 35  1  0  0  0  0
  8 39  1  0  0  0  0
  9 36  2  0  0  0  0
 37 10  1  6  0  0  0
 38 11  1  6  0  0  0
 40 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 19  1  0  0  0  0
 13 42  1  6  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 14 43  1  1  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  0  0  0  0
 16 29  1  1  0  0  0
 17 18  1  0  0  0  0
 17 25  1  0  0  0  0
 17 28  1  1  0  0  0
 18 24  1  0  0  0  0
 18 27  1  0  0  0  0
 19 20  1  0  0  0  0
 21 26  1  0  0  0  0
 21 32  1  1  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 25 30  1  0  0  0  0
 27 31  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 34 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 40  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  6  0  0  0
M  END
Download

3D MOL for HMDB0015224 (Ouabain)

HMDB0015224
     RDKit          3D
Ouabain
 85 90  0  0  0  0  0  0  0  0999 V2000
   -5.7145    1.4806    2.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5917    1.1001    1.3391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5537    1.8681    0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2078    1.3097   -0.4582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4305    0.1769   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    0.3517   -0.8367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2839    0.3663    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308   -1.0447    0.8766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4761   -1.6207    0.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -1.7855    0.0107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1812   -3.1371    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102   -4.1060    0.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302   -1.1323    0.0644 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7169   -0.8092    1.3887 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9083   -0.3532    2.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107    0.3065    1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8399   -0.2187    0.3376 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8589   -0.7901    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050    0.9749   -0.4178 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2054    1.9355    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5523    2.0401    1.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4061    3.2314    1.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803    3.5697    2.8768 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5399    3.8323    0.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8468    3.1230   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876    0.2737   -1.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9068   -0.6336   -2.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.2500   -0.6833 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5287   -2.2605   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052   -1.9208   -0.6649 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6893   -2.2081   -2.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.4607   -2.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040   -1.7054   -1.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1678   -2.9929   -1.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7600   -0.7439   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3873    1.1677   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1494    1.7259   -2.6176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5431    1.9618   -0.7690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2808    3.3130   -0.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9038    1.4319    0.6286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5712    0.2264    0.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2175    0.6494    3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2896    2.4216    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    1.6710    3.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3459    0.0311    1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    2.0780   -0.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096    1.3877   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720    0.8923    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8765    0.9689    1.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -1.2518    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088   -2.3426   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057   -3.6170    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -2.9816    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0402   -4.6057    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228   -0.1561   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3540   -1.6745    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402    0.6272    2.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516    0.7296    2.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1643    1.1111    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8685   -0.4322    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -0.6925    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9184   -1.9060    1.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    1.5143   -0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069    1.4249    2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4823    2.7320   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056    3.7378   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8922   -0.3400   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4068    0.9455   -2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857   -1.3620   -2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -0.0160   -2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266   -3.1606   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654   -2.8864   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5453   -3.2883   -2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -1.8870   -2.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6096   -0.3662   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -1.8170   -3.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -2.9580   -2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260   -1.2468   -2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106   -0.2154   -2.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7599    0.1251   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988    2.3465   -2.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4724    1.8376   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8609    3.8779   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5504    2.1043    1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5596    0.3961    0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 19 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
  4 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 40  2  1  0
 35  6  1  0
 33 10  1  0
 30 13  1  0
 28 17  1  0
 25 20  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  1
  4 46  1  6
  6 47  1  6
  7 48  1  0
  7 49  1  0
  8 50  1  1
  9 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  6
 14 56  1  1
 15 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  6
 21 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 30 72  1  1
 31 73  1  0
 31 74  1  0
 32 75  1  0
 32 76  1  0
 34 77  1  0
 35 78  1  0
 35 79  1  0
 36 80  1  6
 37 81  1  0
 38 82  1  6
 39 83  1  0
 40 84  1  1
 41 85  1  0
M  END
Download

3D SDF for HMDB0015224 (Ouabain)

1092
  Mrv0541 02231215142D          

 43 48  0  0  1  0            999 V2000
    9.3991   -1.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2065   -2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557    0.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145    0.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498   -2.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4384    2.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402   -0.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8908    3.0948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5177   -2.8408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -2.0103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983   -0.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9702   -0.3281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6847   -0.7406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3991   -0.3281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3991    0.4969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2194   -0.7463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2128   -1.6056    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9702    0.4969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6847    0.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1798    0.7483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6979   -1.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1798   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9570   -2.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -0.2809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6612    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4411   -2.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3991    1.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728   -0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.6116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4361    1.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9523    2.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2212    1.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2370   -1.6060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2226    2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209   -2.0158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8081   -1.6005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5273   -0.3658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8112   -0.7755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5304    0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418    0.0019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2588   -1.0662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  1  0  0  0
 18  2  1  1  0  0  0
 19  3  1  6  0  0  0
 25  4  1  1  0  0  0
  5 28  1  0  0  0  0
 31  6  1  1  0  0  0
 35  6  1  1  0  0  0
  7 33  1  0  0  0  0
  7 36  1  0  0  0  0
  8 35  1  0  0  0  0
  8 39  1  0  0  0  0
  9 36  2  0  0  0  0
 37 10  1  6  0  0  0
 38 11  1  6  0  0  0
 40 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 19  1  0  0  0  0
 13 42  1  6  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 14 43  1  1  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  0  0  0  0
 16 29  1  1  0  0  0
 17 18  1  0  0  0  0
 17 25  1  0  0  0  0
 17 28  1  1  0  0  0
 18 24  1  0  0  0  0
 18 27  1  0  0  0  0
 19 20  1  0  0  0  0
 21 26  1  0  0  0  0
 21 32  1  1  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 25 30  1  0  0  0  0
 27 31  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 34 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 40  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0015224

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1

> <INCHI_KEY>
LPMXVESGRSUGHW-HBYQJFLCSA-N

> <FORMULA>
C29H44O12

> <MOLECULAR_WEIGHT>
584.6525

> <EXACT_MASS>
584.283276872

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
59.92556829434825

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
-1.03

> <JCHEM_LOGP>
-2.7818058896666673

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.210394291601636

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.181446894362235

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8503841755458543

> <JCHEM_POLAR_SURFACE_AREA>
206.59999999999997

> <JCHEM_REFRACTIVITY>
140.83379999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ouabain

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0015224 (Ouabain)

HMDB0015224
     RDKit          3D
Ouabain
 85 90  0  0  0  0  0  0  0  0999 V2000
   -5.7145    1.4806    2.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5917    1.1001    1.3391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5537    1.8681    0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2078    1.3097   -0.4582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4305    0.1769   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    0.3517   -0.8367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2839    0.3663    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308   -1.0447    0.8766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4761   -1.6207    0.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -1.7855    0.0107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1812   -3.1371    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102   -4.1060    0.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302   -1.1323    0.0644 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7169   -0.8092    1.3887 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9083   -0.3532    2.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107    0.3065    1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8399   -0.2187    0.3376 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8589   -0.7901    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050    0.9749   -0.4178 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2054    1.9355    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5523    2.0401    1.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4061    3.2314    1.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803    3.5697    2.8768 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5399    3.8323    0.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8468    3.1230   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876    0.2737   -1.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9068   -0.6336   -2.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.2500   -0.6833 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5287   -2.2605   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052   -1.9208   -0.6649 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6893   -2.2081   -2.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.4607   -2.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040   -1.7054   -1.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1678   -2.9929   -1.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7600   -0.7439   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3873    1.1677   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1494    1.7259   -2.6176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5431    1.9618   -0.7690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2808    3.3130   -0.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9038    1.4319    0.6286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5712    0.2264    0.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2175    0.6494    3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2896    2.4216    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    1.6710    3.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3459    0.0311    1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    2.0780   -0.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096    1.3877   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720    0.8923    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8765    0.9689    1.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -1.2518    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088   -2.3426   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057   -3.6170    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -2.9816    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0402   -4.6057    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228   -0.1561   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3540   -1.6745    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402    0.6272    2.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516    0.7296    2.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1643    1.1111    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8685   -0.4322    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -0.6925    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9184   -1.9060    1.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    1.5143   -0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069    1.4249    2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4823    2.7320   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056    3.7378   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8922   -0.3400   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4068    0.9455   -2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857   -1.3620   -2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -0.0160   -2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266   -3.1606   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654   -2.8864   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5453   -3.2883   -2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -1.8870   -2.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6096   -0.3662   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -1.8170   -3.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -2.9580   -2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260   -1.2468   -2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106   -0.2154   -2.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7599    0.1251   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988    2.3465   -2.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4724    1.8376   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8609    3.8779   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5504    2.1043    1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5596    0.3961    0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 19 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
  4 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 40  2  1  0
 35  6  1  0
 33 10  1  0
 30 13  1  0
 28 17  1  0
 25 20  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  1
  4 46  1  6
  6 47  1  6
  7 48  1  0
  7 49  1  0
  8 50  1  1
  9 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  6
 14 56  1  1
 15 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  6
 21 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 30 72  1  1
 31 73  1  0
 31 74  1  0
 32 75  1  0
 32 76  1  0
 34 77  1  0
 35 78  1  0
 35 79  1  0
 36 80  1  6
 37 81  1  0
 38 82  1  6
 39 83  1  0
 40 84  1  1
 41 85  1  0
M  END
Download

PDB for HMDB0015224 (Ouabain)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1092                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      17.545  -2.152   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      13.452  -4.537   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.544   1.698   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.082   0.674   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      12.160   0.927   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.240  -3.773   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      19.485   5.352   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.915  -1.458   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      22.196   5.777   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       6.566  -5.303   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.905  -3.753   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.917  -0.673   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.878  -0.612   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.211  -1.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.545  -0.612   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.545   0.928   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.476  -1.393   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.464  -2.997   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.878   0.928   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.211   1.698   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.002   1.397   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.236  -2.986   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.002  -1.082   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.853  -3.799   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.049  -0.524   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.901   0.158   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.023  -3.844   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.488   0.147   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.545   2.468   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.589  -1.337   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.576  -3.008   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.481   2.860   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.578   4.108   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      20.946   3.334   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.909  -2.998   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.949   4.874   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.572  -3.763   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.242  -2.988   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.584  -0.683   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.248  -1.448   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.590   0.857   0.000  0.00  0.00           C+0
HETATM   42  H   UNK     0      15.945   0.004   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      17.283  -1.990   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   25                                                            
CONECT    5   28                                                            
CONECT    6   31   35                                                       
CONECT    7   33   36                                                       
CONECT    8   35   39                                                       
CONECT    9   36                                                            
CONECT   10   37                                                            
CONECT   11   38                                                            
CONECT   12   40                                                            
CONECT   13   14   17   19   42                                             
CONECT   14   13   15   22   43                                             
CONECT   15    1   14   16   23                                             
CONECT   16   15   20   21   29                                             
CONECT   17   13   18   25   28                                             
CONECT   18    2   17   24   27                                             
CONECT   19    3   13   20                                                  
CONECT   20   16   19                                                       
CONECT   21   16   26   32                                                  
CONECT   22   14   24                                                       
CONECT   23   15   26                                                       
CONECT   24   18   22                                                       
CONECT   25    4   17   30                                                  
CONECT   26   21   23                                                       
CONECT   27   18   31                                                       
CONECT   28    5   17                                                       
CONECT   29   16                                                            
CONECT   30   25   31                                                       
CONECT   31    6   27   30                                                  
CONECT   32   21   33   34                                                  
CONECT   33    7   32                                                       
CONECT   34   32   36                                                       
CONECT   35    6    8   37                                                  
CONECT   36    7    9   34                                                  
CONECT   37   10   35   38                                                  
CONECT   38   11   37   40                                                  
CONECT   39    8   40   41                                                  
CONECT   40   12   38   39                                                  
CONECT   41   39                                                            
CONECT   42   13                                                            
CONECT   43   14                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END
Download

3D PDB for HMDB0015224 (Ouabain)

COMPND    HMDB0015224
HETATM    1  C1  UNL     1      -5.714   1.481   2.795  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.592   1.100   1.339  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.554   1.868   0.756  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.208   1.310  -0.458  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.430   0.177  -0.334  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.119   0.352  -0.837  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.284   0.366   0.459  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.231  -1.045   0.877  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.476  -1.621   0.612  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.210  -1.786   0.011  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.181  -3.137   0.645  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.610  -4.106   0.128  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.130  -1.132   0.064  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.717  -0.809   1.389  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.908  -0.353   2.377  1.00  0.00           O  
HETATM   16  C11 UNL     1       2.711   0.306   1.141  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.840  -0.219   0.338  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.859  -0.790   1.310  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.405   0.975  -0.418  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.205   1.935   0.284  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.552   2.040   1.535  1.00  0.00           C  
HETATM   22  C17 UNL     1       6.406   3.231   1.762  1.00  0.00           C  
HETATM   23  O6  UNL     1       6.880   3.570   2.877  1.00  0.00           O  
HETATM   24  O7  UNL     1       6.540   3.832   0.532  1.00  0.00           O  
HETATM   25  C18 UNL     1       5.847   3.123  -0.424  1.00  0.00           C  
HETATM   26  C19 UNL     1       5.088   0.274  -1.591  1.00  0.00           C  
HETATM   27  C20 UNL     1       3.907  -0.634  -2.034  1.00  0.00           C  
HETATM   28  C21 UNL     1       3.532  -1.250  -0.683  1.00  0.00           C  
HETATM   29  O8  UNL     1       4.529  -2.260  -0.559  1.00  0.00           O  
HETATM   30  C22 UNL     1       2.205  -1.921  -0.665  1.00  0.00           C  
HETATM   31  C23 UNL     1       1.689  -2.208  -2.047  1.00  0.00           C  
HETATM   32  C24 UNL     1       0.450  -1.461  -2.382  1.00  0.00           C  
HETATM   33  C25 UNL     1      -0.704  -1.705  -1.394  1.00  0.00           C  
HETATM   34  O9  UNL     1      -1.168  -2.993  -1.757  1.00  0.00           O  
HETATM   35  C26 UNL     1      -1.760  -0.744  -1.756  1.00  0.00           C  
HETATM   36  C27 UNL     1      -5.387   1.168  -1.339  1.00  0.00           C  
HETATM   37  O10 UNL     1      -5.149   1.726  -2.618  1.00  0.00           O  
HETATM   38  C28 UNL     1      -6.543   1.962  -0.769  1.00  0.00           C  
HETATM   39  O11 UNL     1      -6.281   3.313  -0.685  1.00  0.00           O  
HETATM   40  C29 UNL     1      -6.904   1.432   0.629  1.00  0.00           C  
HETATM   41  O12 UNL     1      -7.571   0.226   0.443  1.00  0.00           O  
HETATM   42  H1  UNL     1      -6.217   0.649   3.340  1.00  0.00           H  
HETATM   43  H2  UNL     1      -6.290   2.422   2.915  1.00  0.00           H  
HETATM   44  H3  UNL     1      -4.697   1.671   3.239  1.00  0.00           H  
HETATM   45  H4  UNL     1      -5.346   0.031   1.205  1.00  0.00           H  
HETATM   46  H5  UNL     1      -3.531   2.078  -0.948  1.00  0.00           H  
HETATM   47  H6  UNL     1      -2.010   1.388  -1.237  1.00  0.00           H  
HETATM   48  H7  UNL     1      -0.372   0.892   0.221  1.00  0.00           H  
HETATM   49  H8  UNL     1      -1.876   0.969   1.220  1.00  0.00           H  
HETATM   50  H9  UNL     1      -1.113  -1.252   1.959  1.00  0.00           H  
HETATM   51  H10 UNL     1      -2.509  -2.343  -0.007  1.00  0.00           H  
HETATM   52  H11 UNL     1      -1.206  -3.617   0.734  1.00  0.00           H  
HETATM   53  H12 UNL     1       0.038  -2.982   1.758  1.00  0.00           H  
HETATM   54  H13 UNL     1       1.040  -4.606   0.872  1.00  0.00           H  
HETATM   55  H14 UNL     1       1.123  -0.156  -0.535  1.00  0.00           H  
HETATM   56  H15 UNL     1       2.354  -1.675   1.745  1.00  0.00           H  
HETATM   57  H16 UNL     1       0.840   0.627   2.477  1.00  0.00           H  
HETATM   58  H17 UNL     1       3.052   0.730   2.105  1.00  0.00           H  
HETATM   59  H18 UNL     1       2.164   1.111   0.564  1.00  0.00           H  
HETATM   60  H19 UNL     1       5.869  -0.432   1.146  1.00  0.00           H  
HETATM   61  H20 UNL     1       4.526  -0.693   2.382  1.00  0.00           H  
HETATM   62  H21 UNL     1       4.918  -1.906   1.186  1.00  0.00           H  
HETATM   63  H22 UNL     1       3.534   1.514  -0.925  1.00  0.00           H  
HETATM   64  H23 UNL     1       5.307   1.425   2.386  1.00  0.00           H  
HETATM   65  H24 UNL     1       6.482   2.732  -1.252  1.00  0.00           H  
HETATM   66  H25 UNL     1       5.006   3.738  -0.804  1.00  0.00           H  
HETATM   67  H26 UNL     1       5.892  -0.340  -1.185  1.00  0.00           H  
HETATM   68  H27 UNL     1       5.407   0.946  -2.382  1.00  0.00           H  
HETATM   69  H28 UNL     1       4.386  -1.362  -2.717  1.00  0.00           H  
HETATM   70  H29 UNL     1       3.123  -0.016  -2.460  1.00  0.00           H  
HETATM   71  H30 UNL     1       4.127  -3.161  -0.675  1.00  0.00           H  
HETATM   72  H31 UNL     1       2.365  -2.886  -0.150  1.00  0.00           H  
HETATM   73  H32 UNL     1       1.545  -3.288  -2.270  1.00  0.00           H  
HETATM   74  H33 UNL     1       2.438  -1.887  -2.836  1.00  0.00           H  
HETATM   75  H34 UNL     1       0.610  -0.366  -2.517  1.00  0.00           H  
HETATM   76  H35 UNL     1       0.079  -1.817  -3.365  1.00  0.00           H  
HETATM   77  H36 UNL     1      -1.761  -2.958  -2.546  1.00  0.00           H  
HETATM   78  H37 UNL     1      -2.726  -1.247  -2.077  1.00  0.00           H  
HETATM   79  H38 UNL     1      -1.511  -0.215  -2.736  1.00  0.00           H  
HETATM   80  H39 UNL     1      -5.760   0.125  -1.438  1.00  0.00           H  
HETATM   81  H40 UNL     1      -4.399   2.347  -2.589  1.00  0.00           H  
HETATM   82  H41 UNL     1      -7.472   1.838  -1.376  1.00  0.00           H  
HETATM   83  H42 UNL     1      -6.861   3.878  -1.221  1.00  0.00           H  
HETATM   84  H43 UNL     1      -7.550   2.104   1.183  1.00  0.00           H  
HETATM   85  H44 UNL     1      -8.560   0.396   0.510  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3   40   45
CONECT    3    4
CONECT    4    5   36   46
CONECT    5    6
CONECT    6    7   35   47
CONECT    7    8   48   49
CONECT    8    9   10   50
CONECT    9   51
CONECT   10   11   13   33
CONECT   11   12   52   53
CONECT   12   54
CONECT   13   14   30   55
CONECT   14   15   16   56
CONECT   15   57
CONECT   16   17   58   59
CONECT   17   18   19   28
CONECT   18   60   61   62
CONECT   19   20   26   63
CONECT   20   21   21   25
CONECT   21   22   64
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   65   66
CONECT   26   27   67   68
CONECT   27   28   69   70
CONECT   28   29   30
CONECT   29   71
CONECT   30   31   72
CONECT   31   32   73   74
CONECT   32   33   75   76
CONECT   33   34   35
CONECT   34   77
CONECT   35   78   79
CONECT   36   37   38   80
CONECT   37   81
CONECT   38   39   40   82
CONECT   39   83
CONECT   40   41   84
CONECT   41   85
END
Download

SMILES for HMDB0015224 (Ouabain)

[H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
Download

INCHI for HMDB0015224 (Ouabain)

InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC29H44O12
Average Molecular Weight584.6525
Monoisotopic Molecular Weight584.283276872
IUPAC Name4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one
Traditional Nameouabain
CAS Registry Number630-60-4
SMILES
[H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1
InChI KeyLPMXVESGRSUGHW-HBYQJFLCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Phenylpropane
  • Phenylmethylamine
  • Benzylamine
  • Aralkylamine
  • Monocyclic benzene moiety
  • Tertiary aliphatic amine
  • Tertiary amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point200 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.61 g/LNot Available
LogP-1.2Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available233.962http://allccs.zhulab.cn/database/detail?ID=AllCCS00001195
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01092 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01092 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01092
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00003633
Chemspider ID388599
KEGG Compound IDC01443
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkOuabain
METLIN IDNot Available
PubChem Compound439501
PDB IDOBN
ChEBI ID472805
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Hamlyn JM, Blaustein MP, Bova S, DuCharme DW, Harris DW, Mandel F, Mathews WR, Ludens JH: Identification and characterization of a ouabain-like compound from human plasma. Proc Natl Acad Sci U S A. 1991 Jul 15;88(14):6259-63. [PubMed:1648735 ]
  2. Laredo J, Hamilton BP, Hamlyn JM: Ouabain is secreted by bovine adrenocortical cells. Endocrinology. 1994 Aug;135(2):794-7. [PubMed:8033829 ]
  3. Gao J, Wymore RS, Wang Y, Gaudette GR, Krukenkamp IB, Cohen IS, Mathias RT: Isoform-specific stimulation of cardiac Na/K pumps by nanomolar concentrations of glycosides. J Gen Physiol. 2002 Apr;119(4):297-312. [PubMed:11929882 ]
  4. Hamlyn JM, Laredo J, Shah JR, Lu ZR, Hamilton BP: 11-hydroxylation in the biosynthesis of endogenous ouabain: multiple implications. Ann N Y Acad Sci. 2003 Apr;986:685-93. [PubMed:12763919 ]
  5. Saunders R, Scheiner-Bobis G: Ouabain stimulates endothelin release and expression in human endothelial cells without inhibiting the sodium pump. Eur J Biochem. 2004 Mar;271(5):1054-62. [PubMed:15009217 ]
  6. TRUNZLER G, SCHULER E: [Comparative studies on the effect of a Crataegus extract, of digitoxin, digoxin and gstrophanthin on the isolated mammalian heart]. Arzneimittelforschung. 1962 Feb;12:198-202. [PubMed:13922712 ]
  7. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  8. 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 ]
  9. 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 ]
  10. 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 ]
  11. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details
1. Sodium/potassium-transporting ATPase subunit alpha-1
General function:
Involved in ATP binding
Specific function:
This is the catalytic component of the active enzyme, which catalyzes the hydrolysis of ATP coupled with the exchange of sodium and potassium ions across the plasma membrane. This action creates the electrochemical gradient of sodium and potassium ions, providing the energy for active transport of various nutrients.
Gene Name:
ATP1A1
Uniprot ID:
P05023
Molecular weight:
112895.01
References
  1. Mentre P, Debey P: An unexpected effect of an ouabain-sensitive ATPase activity on the amount of antigen-antibody complexes formed in situ. Cell Mol Biol (Noisy-le-grand). 1999 Sep;45(6):781-91. [PubMed:10541475 ]
  2. Qazzaz HM, El-Masri MA, Stolowich NJ, Valdes R Jr: Two biologically active isomers of dihydroouabain isolated from a commercial preparation. Biochim Biophys Acta. 1999 Nov 16;1472(3):486-97. [PubMed:10564763 ]
  3. Tao QF, Hollenberg NK, Graves SW: Sodium pump inhibition and regional expression of sodium pump alpha-isoforms in lens. Hypertension. 1999 Nov;34(5):1168-74. [PubMed:10567200 ]
  4. Hawke TJ, Willmets RG, Lindinger MI: K+ transport in resting rat hind-limb skeletal muscle in response to paraxanthine, a caffeine metabolite. Can J Physiol Pharmacol. 1999 Nov;77(11):835-43. [PubMed:10593655 ]
  5. Almotrefi AA, Basco C, Moorji A, Dzimiri N: Class I antiarrhythmic drug effects on ouabain binding to guinea pig cardiac Na+ -K+ ATPase. Can J Physiol Pharmacol. 1999 Nov;77(11):866-70. [PubMed:10593659 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Enzyme Details
2. Cytochrome P450 1A1
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP1A1
Uniprot ID:
P04798
Molecular weight:
58164.815
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details
1. Solute carrier organic anion transporter family member 1B3
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:
SLCO1B3
Uniprot ID:
Q9NPD5
Molecular weight:
77402.2
References
  1. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. [PubMed:11159893 ]
Enzyme Details
2. Solute carrier organic anion transporter family member 1C1
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent high affinity transport of organic anions such as the thyroid hormones thyroxine (T4) and rT3. Other potential substrates, such as triiodothyronine (T3), 17-beta-glucuronosyl estradiol, estrone-3-sulfate and sulfobromophthalein (BSP) are transported with much lower efficiency
Gene Name:
SLCO1C1
Uniprot ID:
Q9NYB5
Molecular weight:
78695.6
References
  1. Pizzagalli F, Hagenbuch B, Stieger B, Klenk U, Folkers G, Meier PJ: Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter. Mol Endocrinol. 2002 Oct;16(10):2283-96. [PubMed:12351693 ]
Enzyme Details
3. Solute carrier organic anion transporter family member 1B1
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:
SLCO1B1
Uniprot ID:
Q9Y6L6
Molecular weight:
76448.0
References
  1. van Montfoort JE, Schmid TE, Adler ID, Meier PJ, Hagenbuch B: Functional characterization of the mouse organic-anion-transporting polypeptide 2. Biochim Biophys Acta. 2002 Aug 19;1564(1):183-8. [PubMed:12101011 ]
Enzyme Details
4. Solute carrier organic anion transporter family member 1A2
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:
SLCO1A2
Uniprot ID:
P46721
Molecular weight:
74144.1
References
  1. Li L, Lee TK, Meier PJ, Ballatori N: Identification of glutathione as a driving force and leukotriene C4 as a substrate for oatp1, the hepatic sinusoidal organic solute transporter. J Biol Chem. 1998 Jun 26;273(26):16184-91. [PubMed:9632674 ]
  2. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. [PubMed:11159893 ]
  3. Bossuyt X, Muller M, Meier PJ: Multispecific amphipathic substrate transport by an organic anion transporter of human liver. J Hepatol. 1996 Nov;25(5):733-8. [PubMed:8938553 ]
  4. Hagenbuch B, Adler ID, Schmid TE: Molecular cloning and functional characterization of the mouse organic-anion-transporting polypeptide 1 (Oatp1) and mapping of the gene to chromosome X. Biochem J. 2000 Jan 1;345 Pt 1:115-20. [PubMed:10600646 ]
  5. Bossuyt X, Muller M, Hagenbuch B, Meier PJ: Polyspecific drug and steroid clearance by an organic anion transporter of mammalian liver. J Pharmacol Exp Ther. 1996 Mar;276(3):891-6. [PubMed:8786566 ]
  6. Eckhardt U, Schroeder A, Stieger B, Hochli M, Landmann L, Tynes R, Meier PJ, Hagenbuch B: Polyspecific substrate uptake by the hepatic organic anion transporter Oatp1 in stably transfected CHO cells. Am J Physiol. 1999 Apr;276(4 Pt 1):G1037-42. [PubMed:10198348 ]
Enzyme Details
5. Solute carrier organic anion transporter family member 4C1
General function:
Involved in transporter activity
Specific function:
Organic anion transporter, capable of transporting pharmacological substances such as digoxin, ouabain, thyroxine, methotrexate and cAMP. May participate in the regulation of membrane transport of ouabain. Involved in the uptake of the dipeptidyl peptidase-4 inhibitor sitagliptin and hence may play a role in its transport into and out of renal proximal tubule cells. May be involved in the first step of the transport pathway of digoxin and various compounds into the urine in the kidney. May be involved in sperm maturation by enabling directed movement of organic anions and compounds within or between cells. This ion- transporting process is important to maintain the strict epididymal homeostasis necessary for sperm maturation. May have a role in secretory functions since seminal vesicle epithelial cells are assumed to secrete proteins involved in decapacitation by modifying surface proteins to facilitate the acquisition of the ability to fertilize the egg
Gene Name:
SLCO4C1
Uniprot ID:
Q6ZQN7
Molecular weight:
78947.5
References
  1. 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. Epub 2004 Mar 1. [PubMed:14993604 ]