NP-MRD: Showing NP-Card for kadsuralignan B (NP0029993)

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Record Information

Version

2.0

Created at

2021-06-19 21:28:08 UTC

Updated at

2021-06-29 23:57:42 UTC

NP-MRD ID

NP0029993

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kadsuralignan B

Provided By

JEOL Database JEOL Logo

Description

Kadsuralignan B belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. kadsuralignan B is found in Kadsura coccinea. kadsuralignan B was first documented in 2014 (PMID: 24689220). Based on a literature review a small amount of articles have been published on Kadsuralignan B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123283D          

 70 73  0  0  0  0            999 V2000
    4.3870   -2.2553   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306192123283D          

 70 73  0  0  0  0            999 V2000
    4.3870   -2.2553   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5264   -1.6883   -1.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -1.1379   -1.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952   -0.9580    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6766    0.1910   -2.8086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3489   -0.9585   -3.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -0.7243   -2.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709   -0.9078   -3.4989 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3159   -1.4518    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.3552   -2.8315    2.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 57  1  0  0  0  0
 27 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029993

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2C2=C(OC([H])([H])[H])C3=C(OC([H])([H])O3)C([H])=C2[C@]([H])(OC(=O)C([H])([H])[H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O11/c1-12-21(37-13(2)28)15-9-18-23(36-11-35-18)25(34-8)19(15)20-16(26(27(12,4)30)38-14(3)29)10-17(31-5)22(32-6)24(20)33-7/h9-10,12,21,26,30H,11H2,1-8H3/t12-,21+,26-,27-/m0/s1

> <INCHI_KEY>
JTGLGTVZVIMKBZ-UEUMWDLYSA-N

> <FORMULA>
C27H32O11

> <MOLECULAR_WEIGHT>
532.542

> <EXACT_MASS>
532.19446185

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
54.266441217677865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,9S,10S,11R)-11-(acetyloxy)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
2.0981050903333336

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.588096894470265

> <JCHEM_PKA_STRONGEST_BASIC>
-3.416366418358706

> <JCHEM_POLAR_SURFACE_AREA>
128.21

> <JCHEM_REFRACTIVITY>
132.00260000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9S,10S,11R)-11-(acetyloxy)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    4.3870   -2.2553   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5264   -1.6883   -1.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -1.1379   -1.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952   -0.9580    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604   -0.3718    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1328    0.0537   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -0.1789   -1.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6766    0.1910   -2.8086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3489   -0.9585   -3.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -0.7243   -2.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709   -0.9078   -3.4989 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977    0.2696   -4.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4102    0.7235   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4886   -0.0007    0.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7256    0.6532    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8453    1.9842    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8004    2.6995   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    2.0984   -0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    2.7829   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557    3.5906   -2.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364    4.0035   -0.4281 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9666    2.7345    0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3159   -1.4518    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.3552   -2.8315    2.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5211   -3.8087    1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -2.6110    2.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3756    0.3515    3.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -1.0043    4.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -0.7879    3.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -3.6822    2.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243   -2.8316    2.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2323   -3.0328    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.6334    4.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    0.6464    2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472    0.0409    4.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816    1.5017    3.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9089    1.6270    5.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0
 23 22  1  0
 22 21  1  0
 21 17  1  0
 18 13  2  0
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 31 34  1  0
  7  8  1  0
 34  5  1  0
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  5  6  1  0
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 10  3  2  0
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 34 35  1  0
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 35 36  1  0
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 27 56  1  0
 27 57  1  0
 27 58  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.387  -2.255  -0.642  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.526  -1.688  -1.621  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.350  -1.138  -1.185  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.995  -0.958   0.154  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.760  -0.372   0.538  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.133   0.054  -0.468  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.213  -0.179  -1.821  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.677   0.191  -2.809  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.349  -0.959  -3.325  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.455  -0.724  -2.173  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.771  -0.908  -3.499  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.398   0.270  -4.007  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.410   0.724  -0.143  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.489  -0.001   0.444  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.726   0.653   0.640  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.845   1.984   0.305  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.800   2.700  -0.221  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.578   2.098  -0.464  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.484   2.783  -0.930  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.756   3.591  -2.073  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.136   4.003  -0.428  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.505   4.018   0.018  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.967   2.735   0.478  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.316  -1.452   0.901  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.603  -2.104   0.745  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.570  -3.443   0.508  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.964  -3.970   0.360  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.560  -4.126   0.430  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.856  -1.598   2.385  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.665  -0.701   3.346  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.309  -1.512   2.638  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.355  -2.832   2.195  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.124  -1.533   4.078  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.414  -0.244   2.025  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.676   0.014   2.705  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.606   0.729   3.856  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.979   0.986   4.393  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.568   1.088   4.397  0.00  0.00           O+0
HETATM   39  H   UNK     0       5.233  -2.711  -1.165  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.881  -3.045  -0.077  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.785  -1.484   0.025  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.677  -1.275   0.939  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.191  -0.607  -3.928  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.692  -1.543  -3.976  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.750  -1.589  -2.523  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.326   0.493  -3.469  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.652   0.087  -5.055  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.721   1.130  -3.970  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.579   0.139   1.072  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.175   3.686  -2.640  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.059   4.595  -1.764  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.505   3.143  -2.736  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.601   4.741   0.837  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.142   4.343  -0.813  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.618  -1.953   0.223  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.460  -3.476  -0.479  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.926  -5.044   0.158  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.521  -3.809   1.286  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.147  -2.611   2.701  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.376   0.352   3.264  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.518  -1.004   4.388  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.740  -0.788   3.157  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.070  -3.682   2.742  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.424  -2.832   2.436  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.232  -3.033   1.127  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.305  -0.633   4.421  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.208   0.646   2.173  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.447   0.041   4.679  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.582   1.502   3.640  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.909   1.627   5.276  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    3    1                                                       
CONECT    3    2   10    4                                                  
CONECT    4    3    5   42                                                  
CONECT    5   34    6    4                                                  
CONECT    6    5   13    7                                                  
CONECT    7    8    6   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   43   44   45                                             
CONECT   10   11    7    3                                                  
CONECT   11   10   12                                                       
CONECT   12   11   46   47   48                                             
CONECT   13   18    6   14                                                  
CONECT   14   24   13   15                                                  
CONECT   15   14   16   49                                                  
CONECT   16   23   17   15                                                  
CONECT   17   21   16   18                                                  
CONECT   18   13   19   17                                                  
CONECT   19   18   20                                                       
CONECT   20   19   50   51   52                                             
CONECT   21   22   17                                                       
CONECT   22   23   21   53   54                                             
CONECT   23   16   22                                                       
CONECT   24   25   14   29   55                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   56   57   58                                             
CONECT   28   26                                                            
CONECT   29   30   24   31   59                                             
CONECT   30   29   60   61   62                                             
CONECT   31   34   32   33   29                                             
CONECT   32   31   63   64   65                                             
CONECT   33   31   66                                                       
CONECT   34   31    5   35   67                                             
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36   68   69   70                                             
CONECT   38   36                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    4                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   12                                                            
CONECT   49   15                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   24                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
CONECT   58   27                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
CONECT   61   30                                                            
CONECT   62   30                                                            
CONECT   63   32                                                            
CONECT   64   32                                                            
CONECT   65   32                                                            
CONECT   66   33                                                            
CONECT   67   34                                                            
CONECT   68   37                                                            
CONECT   69   37                                                            
CONECT   70   37                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  146    0
END

RDKit          3D

70 73  0  0  0  0  0  0  0  0999 V2000
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 15 49  1  0
  4 42  1  0
 22 53  1  0
 22 54  1  0
 12 46  1  0
 12 47  1  0
 12 48  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
 33 66  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₂O₁₁

Average Mass

532.5420 Da

Monoisotopic Mass

532.19446 Da

IUPAC Name

(8S,9S,10S,11R)-11-(acetyloxy)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

Traditional Name

(8S,9S,10S,11R)-11-(acetyloxy)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2C2=C(OC([H])([H])[H])C3=C(OC([H])([H])O3)C([H])=C2[C@]([H])(OC(=O)C([H])([H])[H])[C@]1([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C27H32O11/c1-12-21(37-13(2)28)15-9-18-23(36-11-35-18)25(34-8)19(15)20-16(26(27(12,4)30)38-14(3)29)10-17(31-5)22(32-6)24(20)33-7/h9-10,12,21,26,30H,11H2,1-8H3/t12-,21+,26-,27-/m0/s1

InChI Key

JTGLGTVZVIMKBZ-UEUMWDLYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Kadsura coccinea	JEOL database	Li, H.-R.., et al, Chem. Pharm. Bull. 54, 1022 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Benzodioxole
Anisole
Alkyl aryl ether
Dicarboxylic acid or derivatives
Benzenoid
Tertiary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Ether
Acetal
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	3.16	ALOGPS
logP	2.1	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.59	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	128.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	132 m³·mol⁻¹	ChemAxon
Polarizability	54.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

17238941

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16079966

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Minh PT, Lam do T, Tien NQ, Tuan NN, Nhung VP, Van Hai N, Van Kiem P, Nhiem NX, Van Minh C, Ju PS, Hyun KS: New schiartane-type triterpene from Kadsura heteroclita and their cytotoxic activities. Nat Prod Commun. 2014 Mar;9(3):373-4. [PubMed:24689220 ]
Li, H.-R.., et al. (2006). Li, H.-R.., et al, Chem. Pharm. Bull. 54, 1022 (2006). Chem. Pharm. Bull..

Showing NP-Card for kadsuralignan B (NP0029993)

MOL for NP0029993 (kadsuralignan B)

3D MOL for NP0029993 (kadsuralignan B)

3D SDF for NP0029993 (kadsuralignan B)

3D-SDF for NP0029993 (kadsuralignan B)

PDB for NP0029993 (kadsuralignan B)

3D PDB for NP0029993 (kadsuralignan B)

SMILES for NP0029993 (kadsuralignan B)

INCHI for NP0029993 (kadsuralignan B)

Structure for NP0029993 (kadsuralignan B)

3D Structure for NP0029993 (kadsuralignan B)