NP-MRD: Showing NP-Card for kadangustin A (NP0033620)

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Record Information

Version

2.0

Created at

2021-06-20 17:35:25 UTC

Updated at

2021-06-30 00:03:30 UTC

NP-MRD ID

NP0033620

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kadangustin A

Provided By

JEOL Database JEOL Logo

Description

Kadangustin A 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. kadangustin A is found in Kadsura angustifolia. kadangustin A was first documented in 2008 (Gao, X. -M., et al.). Based on a literature review very few articles have been published on Kadangustin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119353D          

 66 68  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202119353D          

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  3  4  1  0  0  0  0
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 23 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033620

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C3=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C3[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])C2=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O9/c1-11-12(2)22(34-13(3)26)15-10-17(30-5)24(32-7)25(33-8)19(15)18-14(20(11)27)9-16(29-4)23(31-6)21(18)28/h9-12,20,22,27-28H,1-8H3/t11-,12+,20-,22-/m0/s1

> <INCHI_KEY>
IVULARSTEOYXEB-RVWLSBLDSA-N

> <FORMULA>
C25H32O9

> <MOLECULAR_WEIGHT>
476.522

> <EXACT_MASS>
476.20463261

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.17182127221065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8S,9R,10S,11S)-11,16-dihydroxy-3,4,5,14,15-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaen-8-yl acetate

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.690252663

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.313774678090084

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.348583929659167

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1309457676953203

> <JCHEM_POLAR_SURFACE_AREA>
112.91000000000001

> <JCHEM_REFRACTIVITY>
124.099

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9R,10S,11S)-11,16-dihydroxy-3,4,5,14,15-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaen-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
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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      -4.425   1.994   2.612  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.491   0.728   1.968  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.378   0.290   1.302  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.210   1.048   1.146  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.056   0.547   0.495  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.089  -0.760  -0.040  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.259  -1.519   0.148  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.293  -2.828  -0.286  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.404  -1.004   0.777  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.453  -1.893   0.859  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.737  -1.327   0.613  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.060  -1.329  -0.773  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.268  -1.641  -0.113  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.340  -2.175  -0.864  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.240  -2.417  -2.237  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.372  -2.949  -2.794  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.643  -2.566  -4.138  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.033  -2.150  -2.882  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.873  -2.435  -4.216  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.150  -3.661  -4.361  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.023  -1.557  -2.167  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.188  -1.230  -2.830  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.040   0.017  -3.507  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.467  -1.340   1.374  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.283  -2.410   1.901  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.966  -2.865   3.142  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.843  -4.026   3.496  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.115  -2.394   3.882  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.165   0.047   1.526  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.198   0.083   2.665  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.189   1.267   1.618  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.490   1.377   2.984  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.200   1.407   0.421  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.205   2.783   0.334  0.00  0.00           O+0
HETATM   35  H   UNK     0      -4.306   2.801   1.882  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.375   2.155   3.131  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.629   2.016   3.364  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.160   2.060   1.540  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.180  -3.152  -0.038  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.373  -2.118   0.203  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.193  -0.996   1.551  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.707  -0.515  -0.123  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.284  -2.402  -0.371  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.138  -3.239  -4.838  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.720  -2.676  -4.301  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.387  -1.519  -4.335  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.150  -3.921  -5.424  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.891  -3.554  -4.042  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.635  -4.478  -3.815  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.357  -0.072  -4.359  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.022   0.306  -3.893  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.699   0.807  -2.829  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.502  -1.355   1.888  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.733  -4.816   2.748  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.540  -4.427   4.467  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.883  -3.698   3.559  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.762   0.225   0.619  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.754  -0.166   3.632  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.651   1.077   2.747  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.014  -0.623   2.474  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.837   2.156   1.567  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.176   2.246   3.015  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.096   0.484   3.219  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.216   1.520   3.790  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.726   1.216  -0.521  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.586   3.298   0.101  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    3    5   38                                                  
CONECT    5   33    4    6                                                  
CONECT    6    7    5   12                                                  
CONECT    7    6    9    8                                                  
CONECT    8    7   39                                                       
CONECT    9    7    3   10                                                  
CONECT   10   11    9                                                       
CONECT   11   10   40   41   42                                             
CONECT   12   21   13    6                                                  
CONECT   13   24   14   12                                                  
CONECT   14   13   15   43                                                  
CONECT   15   14   18   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   44   45   46                                             
CONECT   18   15   21   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   47   48   49                                             
CONECT   21   12   18   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   50   51   52                                             
CONECT   24   13   29   25   53                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   54   55   56                                             
CONECT   28   26                                                            
CONECT   29   24   31   30   57                                             
CONECT   30   29   58   59   60                                             
CONECT   31   33   61   32   29                                             
CONECT   32   31   62   63   64                                             
CONECT   33    5   31   34   65                                             
CONECT   34   33   66                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39    8                                                            
CONECT   40   11                                                            
CONECT   41   11                                                            
CONECT   42   11                                                            
CONECT   43   14                                                            
CONECT   44   17                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   20                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   27                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   29                                                            
CONECT   58   30                                                            
CONECT   59   30                                                            
CONECT   60   30                                                            
CONECT   61   31                                                            
CONECT   62   32                                                            
CONECT   63   32                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
CONECT   66   34                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  136    0
END

RDKit          3D

66 68  0  0  0  0  0  0  0  0999 V2000
   -4.4246    1.9943    2.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4913    0.7284    1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.2904    1.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104    1.0484    1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559    0.5465    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0894   -0.7595   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.5194    0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927   -2.8276   -0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4038   -1.0044    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4526   -1.8933    0.8589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7373   -1.3266    0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0595   -1.3291   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -1.6405   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3395   -2.1752   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395   -2.4171   -2.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -2.9489   -2.7943 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6428   -2.5662   -4.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0330   -2.1496   -2.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -2.4351   -4.2161 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504   -3.6606   -4.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229   -1.5571   -2.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1883   -1.2301   -2.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    0.0171   -3.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -1.3399    1.3743 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2832   -2.4102    1.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -2.8647    3.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429   -4.0262    3.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145   -2.3940    3.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    0.0468    1.5257 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1984    0.0826    2.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887    1.2667    1.6181 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4896    1.3772    2.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    1.4066    0.4212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2051    2.7830    0.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3057    2.8012    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3749    2.1546    3.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6289    2.0162    3.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599    2.0600    1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800   -3.1516   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3727   -2.1180    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1929   -0.9959    1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.5151   -0.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -2.4023   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -3.2388   -4.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7196   -2.6764   -4.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3874   -1.5190   -4.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501   -3.9211   -5.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -3.5535   -4.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354   -4.4775   -3.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.0717   -4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0222    0.3060   -3.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6985    0.8071   -2.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -1.3553    1.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332   -4.8157    2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5397   -4.4266    4.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832   -3.6978    3.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7623    0.2245    0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7539   -0.1663    3.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509    1.0769    2.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0139   -0.6233    2.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367    2.1556    1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763    2.2458    3.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    0.4838    3.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.5197    3.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262    1.2160   -0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    3.2976    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 13 24  1  0
  6  7  2  0
  5 33  1  0
 13 14  2  0
 24 29  1  0
  7  9  1  0
 33 31  1  0
 21 12  2  0
  7  8  1  0
  9  3  2  0
 33 34  1  0
 14 15  1  0
 31 61  1  6
  3  4  1  0
 31 32  1  0
 15 18  2  0
 24 25  1  0
  4  5  2  0
 25 26  1  0
  5  6  1  0
 26 27  1  0
 18 21  1  0
 26 28  2  0
  3  2  1  0
 15 16  1  0
 21 22  1  0
 16 17  1  0
  2  1  1  0
 18 19  1  0
 12 13  1  0
 19 20  1  0
 29 31  1  0
  9 10  1  0
 29 30  1  0
 12  6  1  0
 22 23  1  0
 14 43  1  0
  4 38  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
 24 53  1  1
 33 65  1  6
 29 57  1  6
  8 39  1  0
 34 66  1  0
 32 62  1  0
 32 63  1  0
 32 64  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂O₉

Average Mass

476.5220 Da

Monoisotopic Mass

476.20463 Da

IUPAC Name

(8S,9R,10S,11S)-11,16-dihydroxy-3,4,5,14,15-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaen-8-yl acetate

Traditional Name

(8S,9R,10S,11S)-11,16-dihydroxy-3,4,5,14,15-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaen-8-yl acetate

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C3=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C3[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])C2=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C25H32O9/c1-11-12(2)22(34-13(3)26)15-10-17(30-5)24(32-7)25(33-8)19(15)18-14(20(11)27)9-16(29-4)23(31-6)21(18)28/h9-12,20,22,27-28H,1-8H3/t11-,12+,20-,22-/m0/s1

InChI Key

IVULARSTEOYXEB-RVWLSBLDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Kadsura angustifolia	JEOL database	Gao, X. -M., et al, J. Nat. Prod. 71, 558 (2008)

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
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.77	ALOGPS
logP	2.69	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.1 m³·mol⁻¹	ChemAxon
Polarizability	50.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

23340826

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24862635

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gao, X. -M., et al. (2008). Gao, X. -M., et al, J. Nat. Prod. 71, 558 (2008) . J. Nat. Prod..

Showing NP-Card for kadangustin A (NP0033620)

MOL for NP0033620 (kadangustin A)

3D MOL for NP0033620 (kadangustin A)

3D SDF for NP0033620 (kadangustin A)

3D-SDF for NP0033620 (kadangustin A)

PDB for NP0033620 (kadangustin A)

3D PDB for NP0033620 (kadangustin A)

SMILES for NP0033620 (kadangustin A)

INCHI for NP0033620 (kadangustin A)

Structure for NP0033620 (kadangustin A)

3D Structure for NP0033620 (kadangustin A)