NP-MRD: Showing NP-Card for Strophanthidin (NP0072370)

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Record Information

Version

2.0

Created at

2022-04-28 17:43:18 UTC

Updated at

2022-04-28 17:43:18 UTC

NP-MRD ID

NP0072370

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Strophanthidin

Description

Strophanthidin, also known as convallatoxigenin or corchorgenin, belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. Thus, strophanthidin is considered to be a sterol lipid molecule. Strophanthidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Strophanthidin is found in Adonis aestivalis, Adonis amurensis , Adonis tienschanicus, Antiaris toxicaria LESCH. , Apocynum androsaemifolium, Apocynum cannabinum, Apocynum venetum , Convallaria majalis L. , Corchorus capsularis, Corchorus olitorius, Descurainia sophia , Erysimum cheiranthoides, Erysimum cheiri, Erysimum inconspicuum, Erysimum leptophyllum, Erysimum pulchellum, Erysimum repandum, Periploca nigrescens and Strophanthus kombe . Strophanthidin is a potentially toxic compound.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 08291401092D          

 33 37  0  0  1  0            999 V2000
   -1.2483    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0798    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2594    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439    2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6404    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900    3.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2193    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1722    1.5048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7130    2.2041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7358    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2040    1.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3242    3.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    2.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5480    1.7952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8283    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6081    1.4549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7995    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167    3.8338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728    4.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5232    2.0486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0763    2.0856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 15 11  1  0  0  0  0
 16  5  1  0  0  0  0
 16 14  1  6  0  0  0
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 18 17  1  0  0  0  0
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 20 16  1  0  0  0  0
 21  7  1  0  0  0  0
 21 13  1  6  0  0  0
 21 17  1  0  0  0  0
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 15 25  1  6  0  0  0
 26 19  2  0  0  0  0
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 29 12  1  0  0  0  0
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 15 30  1  1  0  0  0
 16 31  1  1  0  0  0
 17 32  1  1  0  0  0
 18 33  1  6  0  0  0
M  END

     RDKit          3D

 61 65  0  0  0  0  0  0  0  0999 V2000
   -3.0613    0.3538   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121    0.2171   -0.7912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2466    1.5000   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9880   -0.7329    0.1731 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1317   -0.7481   -0.6312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -0.8910    1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2360    0.2934    2.0890 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5846   -0.0198    2.2589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    1.4878    1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    1.6496    0.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1992    0.5303   -0.0478 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3597    1.0240   -1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136    0.6480   -2.2001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271   -0.9444   -1.1946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3690   -1.3432   -2.4984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623   -2.0749   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849   -1.7012    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730   -0.2040    0.5339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7513    0.5020    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4025    1.4878    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5352    1.8951    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3762    2.8225    1.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5324    1.0842    2.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4662    0.1899    2.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0687    0.0058   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0871    1.3695   -2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -0.3144   -2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9203    2.2888   -0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5482    1.4775    1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5919   -0.4758    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883    0.1218   -2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -1.7049   -2.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -2.6403   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880   -2.3474    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -2.7490   -0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0717   -1.4415   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -1.7723    1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5858   -1.1404    2.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372    0.5787    3.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133    0.7323    1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119    2.4104    1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6144    1.3704    0.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    2.6231    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9910    1.6044    1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622    1.7731   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914   -2.2778   -2.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6894   -2.2944    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5914   -3.0328   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9746   -2.2335    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -1.8977   -0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
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 25 59  1  0
 29 60  1  0
 29 61  1  0
M  END


  Mrv0541 08291401092D          

 33 37  0  0  1  0            999 V2000
   -1.2483    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0798    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6404    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8283    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.7995    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167    3.8338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728    4.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4525    0.7289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5232    2.0486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161    1.1645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763    2.0856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
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 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 15 11  1  0  0  0  0
 16  5  1  0  0  0  0
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 29 12  1  0  0  0  0
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 16 31  1  1  0  0  0
 17 32  1  1  0  0  0
 18 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0072370

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@@]([H])(O)CC[C@]4(C=O)[C@@]3([H])CC[C@]12C)C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1

> <INCHI_KEY>
ODJLBQGVINUMMR-HZXDTFASSA-N

> <FORMULA>
C23H32O6

> <MOLECULAR_WEIGHT>
404.4966

> <EXACT_MASS>
404.219888756

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.34249881536591

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,7S,10R,11S,14R,15R)-5,7,11-trihydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-2-carbaldehyde

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
0.8683371626666666

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.064862236502563

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.182636131216869

> <JCHEM_PKA_STRONGEST_BASIC>
0.2689601481734716

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
105.91689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
strophanthidin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-AUG-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-14         0                                  
HETATM    1  C   UNK     0      -2.330   5.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.398   4.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.850   5.071   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.904   0.996   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.626   2.635   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.666   5.342   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.882   4.528   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.420   0.725   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.351   1.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.682   5.280   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.929   1.632   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.715   6.809   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.366   4.799   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.143   5.330   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.921   2.809   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.198   4.114   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.374   3.622   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.381   2.445   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.205   6.728   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.658   4.164   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.890   3.351   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.413   1.903   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.135   2.716   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.359   5.977   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.437   2.538   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -7.684   7.156   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.936   0.454   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.766   1.221   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.989   7.674   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       6.445   1.361   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.710   3.824   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.897   2.174   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.142   3.893   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2    7   15                                                       
CONECT    3    6   17                                                       
CONECT    4    8   18                                                       
CONECT    5    9   16                                                       
CONECT    6    3   20                                                       
CONECT    7    2   21                                                       
CONECT    8    4   22                                                       
CONECT    9    5   23                                                       
CONECT   10   14   19                                                       
CONECT   11   15   22                                                       
CONECT   12   14   29                                                       
CONECT   13   21   24                                                       
CONECT   14   10   12   16                                                  
CONECT   15    2   11   25   30                                             
CONECT   16    5   14   20   31                                             
CONECT   17    3   18   21   32                                             
CONECT   18    4   17   23   33                                             
CONECT   19   10   26   29                                                  
CONECT   20    1    6   16   23                                             
CONECT   21    7   13   17   22                                             
CONECT   22    8   11   21   27                                             
CONECT   23    9   18   20   28                                             
CONECT   24   13                                                            
CONECT   25   15                                                            
CONECT   26   19                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29   12   19                                                       
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
5beta-Hydroxy-19-oxodigitoxigenin	ChEBI
Convallatoxigenin	ChEBI
Corchorgenin	ChEBI
Corchorin	ChEBI
Corchoside a aglycon	ChEBI
Corchsularin	ChEBI
Erysimupicrone	ChEBI
Strophanthidin K	ChEBI
Strophanthidine	ChEBI
5b-Hydroxy-19-oxodigitoxigenin	Generator
5Β-hydroxy-19-oxodigitoxigenin	Generator
Cymarigenin	MeSH
K Strophanthidin	MeSH
K-Strophanthidin	MeSH
KStrophanthidin	MeSH

Chemical Formula

C₂₃H₃₂O₆

Average Mass

404.4966 Da

Monoisotopic Mass

404.21989 Da

IUPAC Name

(1S,2S,5S,7S,10R,11S,14R,15R)-5,7,11-trihydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-2-carbaldehyde

Traditional Name

strophanthidin

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@@]([H])(O)CC[C@]4(C=O)[C@@]3([H])CC[C@]12C)C1=CC(=O)OC1

InChI Identifier

InChI=1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1

InChI Key

ODJLBQGVINUMMR-HZXDTFASSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Adonis aestivalis	LOTUS Database	35616633
Adonis amurensis	Plant	KNApSAcK
Adonis tienschanicus	Plant	KNApSAcK
Antiaris toxicaria	Plant	KNApSAcK
Apocynum androsaemifolium	LOTUS Database	35616633
Apocynum cannabinum	LOTUS Database	35616633
Apocynum venetum	Plant	KNApSAcK
Convallaria majalis	Plant	KNApSAcK
Corchorus capsularis	LOTUS Database	35616633
Corchorus olitorius	LOTUS Database	35616633
Descurainia Sophia	Plant	KNApSAcK
Erysimum cheiranthoides	Plant	KNApSAcK
Erysimum cheiri	LOTUS Database	35616633
Erysimum inconspicuum	LOTUS Database	35616633
Erysimum leptophyllum	LOTUS Database	35616633
Erysimum pulchellum	LOTUS Database	35616633
Erysimum repandum	LOTUS Database	35616633
Periploca nigrescens	Plant	KNApSAcK
Strophanthus kombe	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolides and derivatives

Alternative Parents

Substituents

Cardanolide-skeleton
19-oxosteroid
3-hydroxysteroid
3-beta-hydroxysteroid
14-hydroxysteroid
5-hydroxysteroid
Oxosteroid
Hydroxysteroid
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aldehyde
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3beta-hydroxy steroid (CHEBI:38178 )
19-oxo steroid (CHEBI:38178 )
14beta-hydroxy steroid (CHEBI:38178 )
5beta-hydroxy steroid (CHEBI:38178 )
cardenolides (CHEBI:38178 )
Cardanolides and derivatives (LMST01120005 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.41	ALOGPS
logP	0.87	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	0.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.92 m³·mol⁻¹	ChemAxon
Polarizability	43.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00032213

Chemspider ID

Not Available

KEGG Compound ID

C19988

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

K-Strophanthidin

METLIN ID

Not Available

PubChem Compound

6185

PDB ID

Not Available

ChEBI ID

38178

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Strophanthidin (NP0072370)

MOL for NP0072370 (Strophanthidin)

3D MOL for NP0072370 (Strophanthidin)

3D SDF for NP0072370 (Strophanthidin)

3D-SDF for NP0072370 (Strophanthidin)

PDB for NP0072370 (Strophanthidin)

3D PDB for NP0072370 (Strophanthidin)

SMILES for NP0072370 (Strophanthidin)

INCHI for NP0072370 (Strophanthidin)

Structure for NP0072370 (Strophanthidin)

3D Structure for NP0072370 (Strophanthidin)