NP-MRD: Showing NP-Card for bryophyllin B (NP0034983)

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Record Information

Version

2.0

Created at

2021-06-20 18:33:26 UTC

Updated at

2021-06-30 00:05:42 UTC

NP-MRD ID

NP0034983

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bryophyllin B

Provided By

JEOL Database JEOL Logo

Description

Bryophyllin B belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. bryophyllin B is found in Kalanchoe gracilis. bryophyllin B was first documented in 2006 (PMID: 17078679). Based on a literature review very few articles have been published on Bryophyllin B (PMID: 26927036).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120333D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202120333D          

 69 74  0  0  0  0            999 V2000
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    4.4955    2.7006    5.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3829    2.3971    6.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4648    1.0729    5.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9206   -0.5473    3.8823 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.5863    3.1455    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.5408    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.6815    4.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6824    3.5267    3.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0449    3.6758    3.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7248    2.4325    3.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3131    3.3460    4.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7217    0.4588    6.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6013   -1.3948    3.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5321   -0.5956    4.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -0.8203    1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -1.3784    3.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0  0  0  0
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  2  3  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0034983

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])O[C@]2([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]([H])(C4=C([H])OC(=O)C([H])=C4[H])C([H])([H])C([H])([H])[C@]3(O[H])[C@]3([H])C([H])([H])C([H])([H])[C@]4(O[H])C([H])([H])[C@@]([H])(O[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]14[C@@]23[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O9/c1-13(27)34-19-9-15(28)10-24(31)7-5-17-21-18(35-22(30)26(19,21)24)11-23(2)16(6-8-25(17,23)32)14-3-4-20(29)33-12-14/h3-4,12,15-19,21-22,28,30-32H,5-11H2,1-2H3/t15-,16+,17+,18+,19+,21+,22-,23+,24-,25-,26+/m0/s1

> <INCHI_KEY>
IJJFGJIZGZSCBF-LMFPGIEDSA-N

> <FORMULA>
C26H34O9

> <MOLECULAR_WEIGHT>
490.549

> <EXACT_MASS>
490.220282675

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.4327735840599

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4R,6R,7S,10S,11R,14S,16S,18R,19S)-2,10,14,16-tetrahydroxy-6-methyl-7-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[9.7.1.0^{1,14}.0^{4,19}.0^{6,10}]nonadecan-18-yl acetate

> <ALOGPS_LOGP>
0.26

> <JCHEM_LOGP>
-0.609868253000001

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.819018485692414

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.769465597833783

> <JCHEM_PKA_STRONGEST_BASIC>
-2.763658292387512

> <JCHEM_POLAR_SURFACE_AREA>
142.75000000000003

> <JCHEM_REFRACTIVITY>
121.48359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4R,6R,7S,10S,11R,14S,16S,18R,19S)-2,10,14,16-tetrahydroxy-6-methyl-7-(6-oxopyran-3-yl)-3-oxapentacyclo[9.7.1.0^{1,14}.0^{4,19}.0^{6,10}]nonadecan-18-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 74  0  0  0  0  0  0  0  0999 V2000
    1.2571   -0.9045   -2.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1819   -0.8881   -2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117   -1.8682   -2.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9177    0.5502   -1.6532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8010    0.7528   -2.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566    1.0066   -2.5255 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9759    1.3676   -3.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957    2.1348   -1.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018    1.9561   -0.2678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6620    3.1363    0.5325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0214    0.7850    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    0.2416    1.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    1.2073    1.9187 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1604    1.4695    0.5964 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2980    2.6930    0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8999    2.2955    1.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658    1.7514    3.0410 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2048    2.9732    3.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    0.7963    3.5755 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5412    1.3411    4.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6256    2.1965    4.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4955    2.7006    5.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3829    2.3971    6.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1897    2.8650    7.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554    1.5802    6.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648    1.0729    5.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9206   -0.5473    3.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5863    3.1455    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.5408    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.6815    4.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0449    3.6758    3.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    0.5463    2.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7248    2.4325    3.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3131    3.3460    4.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7217    0.4588    6.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6013   -1.3948    3.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5321   -0.5956    4.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -0.8203    1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -1.3784    3.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    0.2558    4.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0280    2.8832   -2.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    4.8669   -1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 20  1  0
 20 18  1  0
  7  8  1  0
 12 13  1  0
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 35  5  1  0
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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.257  -0.905  -2.856  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.182  -0.888  -2.442  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.912  -1.868  -2.423  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.551   0.375  -2.091  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.918   0.550  -1.653  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.801   0.753  -2.890  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.257   1.007  -2.526  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.976   1.368  -3.701  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.396   2.135  -1.508  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.502   1.956  -0.268  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.662   3.136   0.533  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.021   0.785   0.625  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.019   0.242   1.671  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.864   1.207   1.919  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.160   1.470   0.596  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.298   2.693   0.783  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.900   2.296   1.630  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.466   1.751   3.041  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.205   2.973   3.953  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.612   0.796   3.575  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.541   1.341   4.643  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.626   2.196   4.211  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.495   2.701   5.093  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.383   2.397   6.531  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.190   2.865   7.327  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.355   1.580   6.914  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.465   1.073   5.953  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.921  -0.547   3.882  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.238  -0.599   2.890  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.823   0.813   2.998  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.484   0.877   4.273  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.007   3.082  -0.551  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.244   2.978  -1.258  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.942   4.199  -1.067  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.010   1.756  -0.657  0.00  0.00           C+0
HETATM   36  H   UNK     0       1.401  -0.253  -3.721  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.543  -1.923  -3.134  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.885  -0.582  -2.021  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.242  -0.358  -1.129  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.738  -0.123  -3.548  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.417   1.572  -3.512  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.712   0.090  -2.137  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.967   0.603  -4.304  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.177   3.094  -1.996  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.448   2.232  -1.206  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.247   3.878   0.038  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.350  -0.067   0.020  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.914   1.129   1.165  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.627  -0.719   1.314  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.560   0.024   2.598  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.326   2.134   2.288  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.518   0.611   0.364  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.833   3.525   1.258  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.586   3.146   1.729  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.472   1.541   1.074  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.042   2.682   4.996  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.682   3.527   3.627  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.045   3.676   3.938  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.269   0.546   2.727  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.725   2.433   3.156  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.313   3.346   4.800  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.722   0.459   6.443  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.601  -1.395   3.747  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.532  -0.596   4.905  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.138  -0.820   1.886  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.950  -1.378   3.178  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.232   0.256   4.271  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.028   2.883  -2.326  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.385   4.867  -1.506  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5   35    6    4   39                                             
CONECT    6    7    5   40   41                                             
CONECT    7    8    6    9   42                                             
CONECT    8    7   43                                                       
CONECT    9   10    7   44   45                                             
CONECT   10   11    9   35   12                                             
CONECT   11   10   46                                                       
CONECT   12   13   10   47   48                                             
CONECT   13   12   14   49   50                                             
CONECT   14   13   15   30   51                                             
CONECT   15   14   16   35   52                                             
CONECT   16   15   17   32   53                                             
CONECT   17   18   16   54   55                                             
CONECT   18   20   17   19   30                                             
CONECT   19   18   56   57   58                                             
CONECT   20   28   18   21   59                                             
CONECT   21   20   27   22                                                  
CONECT   22   21   23   60                                                  
CONECT   23   24   22   61                                                  
CONECT   24   26   23   25                                                  
CONECT   25   24                                                            
CONECT   26   27   24                                                       
CONECT   27   21   26   62                                                  
CONECT   28   29   20   63   64                                             
CONECT   29   28   30   65   66                                             
CONECT   30   14   18   31   29                                             
CONECT   31   30   67                                                       
CONECT   32   16   33                                                       
CONECT   33   35   34   32   68                                             
CONECT   34   33   69                                                       
CONECT   35   33    5   10   15                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    6                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   13                                                            
CONECT   51   14                                                            
CONECT   52   15                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   17                                                            
CONECT   56   19                                                            
CONECT   57   19                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   27                                                            
CONECT   63   28                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   29                                                            
CONECT   67   31                                                            
CONECT   68   33                                                            
CONECT   69   34                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  148    0
END

RDKit          3D

69 74  0  0  0  0  0  0  0  0999 V2000
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 31 67  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₉

Average Mass

490.5490 Da

Monoisotopic Mass

490.22028 Da

IUPAC Name

(1R,2S,4R,6R,7S,10S,11R,14S,16S,18R,19S)-2,10,14,16-tetrahydroxy-6-methyl-7-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[9.7.1.0^{1,14}.0^{4,19}.0^{6,10}]nonadecan-18-yl acetate

Traditional Name

(1R,2S,4R,6R,7S,10S,11R,14S,16S,18R,19S)-2,10,14,16-tetrahydroxy-6-methyl-7-(6-oxopyran-3-yl)-3-oxapentacyclo[9.7.1.0^{1,14}.0^{4,19}.0^{6,10}]nonadecan-18-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])O[C@]2([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]([H])(C4=C([H])OC(=O)C([H])=C4[H])C([H])([H])C([H])([H])[C@]3(O[H])[C@]3([H])C([H])([H])C([H])([H])[C@]4(O[H])C([H])([H])[C@@]([H])(O[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]14[C@@]23[H]

InChI Identifier

InChI=1S/C26H34O9/c1-13(27)34-19-9-15(28)10-24(31)7-5-17-21-18(35-22(30)26(19,21)24)11-23(2)16(6-8-25(17,23)32)14-3-4-20(29)33-12-14/h3-4,12,15-19,21-22,28,30-32H,5-11H2,1-2H3/t15-,16+,17+,18+,19+,21+,22-,23+,24-,25-,26+/m0/s1

InChI Key

IJJFGJIZGZSCBF-LMFPGIEDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kalanchoe gracilis	JEOL database	Wu, P. -L., et al, Org. Lett., 8, 5207 (2006)

Chemical Taxonomy

Classification

Not classified

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	0.26	ALOGPS
logP	-0.61	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.77	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	121.48 m³·mol⁻¹	ChemAxon
Polarizability	50.43 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

Not Available

Chemspider ID

24702523

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575928

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Moniuszko-Szajwaj B, Pecio L, Kowalczyk M, Stochmal A: New Bufadienolides Isolated from the Roots of Kalanchoe daigremontiana (Crassulaceae). Molecules. 2016 Feb 24;21(3):243. doi: 10.3390/molecules21030243. [PubMed:26927036 ]
Wu PL, Hsu YL, Wu TS, Bastow KF, Lee KH: Kalanchosides A-C, new cytotoxic bufadienolides from the aerial parts of Kalanchoe gracilis. Org Lett. 2006 Nov 9;8(23):5207-10. doi: 10.1021/ol061873m. [PubMed:17078679 ]
Wu, P. -L., et al. (2006). Wu, P. -L., et al, Org. Lett., 8, 5207 (2006). Org. Lett..

Showing NP-Card for bryophyllin B (NP0034983)

MOL for NP0034983 (bryophyllin B)

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Structure for NP0034983 (bryophyllin B)

3D Structure for NP0034983 (bryophyllin B)