NP-MRD: Showing NP-Card for piscroside A (NP0030012)

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Record Information

Version

2.0

Created at

2021-06-19 21:28:54 UTC

Updated at

2021-06-29 23:57:44 UTC

NP-MRD ID

NP0030012

Secondary Accession Numbers

None

Natural Product Identification

Common Name

piscroside A

Provided By

JEOL Database JEOL Logo

Description

ZINC252515864 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. piscroside A is found in Neopicrorhiza scrophulariiflora. piscroside A was first documented in 2006 (Wang, H., et al.). Based on a literature review very few articles have been published on ZINC252515864.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123283D          

 66 70  0  0  0  0            999 V2000
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    6.1045    2.4394    1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984    1.3395    1.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935    1.2076    1.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2791    0.0154    1.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898   -0.0678    1.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504    0.8327    2.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3240   -1.2577    1.5489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0133   -1.4702    2.0416 C   0  0  1  0  0  0  0  0  0  0  0  0
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  9 32  1  0  0  0  0
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M  END

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
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    6.1045    2.4394    1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192123283D          

 66 70  0  0  0  0            999 V2000
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    6.1045    2.4394    1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984    1.3395    1.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2791    0.0154    1.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898   -0.0678    1.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0045   -2.2230   -0.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2747    3.2628   -3.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7507    1.0406   -2.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471    2.0040   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997   -3.3792    1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4559    1.2597    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  0  0  0  0
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  9  8  1  0  0  0  0
 12 46  1  1  0  0  0
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 16 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030012

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])C(=O)O[C@]1([H])[C@@]([H])(Cl)[C@@]2(O[H])C([H])([H])O[C@]3([H])O[C@@]([H])(O[C@]4([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]4([H])O[H])[C@@]2([H])[C@@]1([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H29ClO13/c1-32-11-4-8(2-3-10(11)26)20(30)36-18-9-5-13-33-7-23(31,19(18)24)14(9)21(35-13)37-22-17(29)16(28)15(27)12(6-25)34-22/h2-4,9,12-19,21-22,25-29,31H,5-7H2,1H3/t9-,12-,13-,14-,15-,16+,17-,18+,19-,21+,22+,23-/m1/s1

> <INCHI_KEY>
OFCHERKLMXQQJW-BBECDWKJSA-N

> <FORMULA>
C23H29ClO13

> <MOLECULAR_WEIGHT>
548.92

> <EXACT_MASS>
548.1296687

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
52.458377958802274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4-hydroxy-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-6-yl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
-0.38

> <JCHEM_LOGP>
-0.6480529449999994

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.071338852350644

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.989026623386364

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847587232825

> <JCHEM_POLAR_SURFACE_AREA>
193.82999999999998

> <JCHEM_REFRACTIVITY>
119.55580000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4-hydroxy-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-6-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
    5.5589    3.5443    1.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 63  1  6
 14 47  1  0
 14 48  1  0
 35 65  1  0
 34 64  1  0
  4 41  1  0
 37 66  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 16 49  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       5.559   3.544   1.939  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.104   2.439   1.226  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.298   1.339   1.085  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.994   1.208   1.559  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.279   0.015   1.340  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.890  -0.068   1.867  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.350   0.833   2.490  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.324  -1.258   1.549  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.013  -1.470   2.042  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.051  -0.740   1.150  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.887   0.262   1.957  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.119  -0.430   2.532  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.714  -1.487   3.406  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.770  -2.789   2.838  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.857  -2.998   1.608  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.206  -4.233   0.974  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.965  -1.855   0.582  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.400  -1.377   0.344  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.357  -0.371  -0.671  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.652  -0.119  -1.225  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.053  -1.214  -2.046  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.352  -1.010  -2.638  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.682  -2.275  -3.440  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.628  -2.573  -4.358  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.367   0.244  -3.527  0.00  0.00           C+0
HETATM   26  O   UNK     0      -7.693   0.518  -3.990  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.869   1.456  -2.736  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.751   2.581  -3.620  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.528   1.159  -2.074  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.145   2.290  -1.276  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.020  -0.852   1.515  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.346  -2.955   1.883  0.00  0.00           C+0
HETATM   33 Cl   UNK     0       0.180  -3.935   3.274  0.00  0.00          Cl+0
HETATM   34  C   UNK     0       3.881  -1.045   0.646  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.185  -0.916   0.170  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.876   0.269   0.393  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.154   0.367  -0.086  0.00  0.00           O+0
HETATM   38  H   UNK     0       4.682   3.951   1.425  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.320   4.330   1.970  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.321   3.268   2.972  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.506   2.013   2.100  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.069  -1.166   3.094  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.554  -0.203   0.333  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.290   0.713   2.756  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.208   1.074   1.294  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.661   0.290   3.154  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.811  -3.035   2.593  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.515  -3.503   3.628  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.965  -4.959   1.582  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.548  -2.185  -0.381  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.005  -2.223  -0.004  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.372   0.038  -0.412  0.00  0.00           H+0
HETATM   53  H   UNK     0      -7.100  -0.914  -1.840  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.770  -3.135  -2.767  0.00  0.00           H+0
HETATM   55  H   UNK     0      -7.618  -2.176  -3.997  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.810  -2.568  -3.825  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.732   0.103  -4.410  0.00  0.00           H+0
HETATM   58  H   UNK     0      -7.628   1.377  -4.454  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.612   1.750  -1.983  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.275   3.263  -3.103  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.751   1.041  -2.839  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.347   2.004  -0.789  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.200  -3.379   1.030  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.350  -1.977   0.469  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.661  -1.730  -0.369  0.00  0.00           H+0
HETATM   66  H   UNK     0       7.456   1.260   0.174  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    3    1                                                       
CONECT    3   36    4    2                                                  
CONECT    4    5    3   41                                                  
CONECT    5   34    4    6                                                  
CONECT    6    5    8    7                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9   10   32    8   42                                             
CONECT   10    9   43   11   17                                             
CONECT   11   10   12   44   45                                             
CONECT   12   13   31   11   46                                             
CONECT   13   14   12                                                       
CONECT   14   15   13   47   48                                             
CONECT   15   32   17   14   16                                             
CONECT   16   15   49                                                       
CONECT   17   15   50   18   10                                             
CONECT   18   19   17   31   51                                             
CONECT   19   18   20                                                       
CONECT   20   29   21   19   52                                             
CONECT   21   22   20                                                       
CONECT   22   25   21   23   53                                             
CONECT   23   24   22   54   55                                             
CONECT   24   23   56                                                       
CONECT   25   27   22   26   57                                             
CONECT   26   25   58                                                       
CONECT   27   29   25   28   59                                             
CONECT   28   27   60                                                       
CONECT   29   30   20   27   61                                             
CONECT   30   29   62                                                       
CONECT   31   18   12                                                       
CONECT   32    9   15   33   63                                             
CONECT   33   32                                                            
CONECT   34   35    5   64                                                  
CONECT   35   36   34   65                                                  
CONECT   36    3   35   37                                                  
CONECT   37   36   66                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    4                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   14                                                            
CONECT   48   14                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   18                                                            
CONECT   52   20                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   32                                                            
CONECT   64   34                                                            
CONECT   65   35                                                            
CONECT   66   37                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  140    0
END

RDKit          3D

66 70  0  0  0  0  0  0  0  0999 V2000
    5.5589    3.5443    1.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1045    2.4394    1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9935    1.2076    1.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8808   -1.0451    0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851   -0.9156    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3213    3.2685    2.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061    2.0128    2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5477   -2.1846   -0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0045   -2.2230   -0.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3718    0.0381   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1003   -0.9140   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7696   -3.1350   -2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6181   -2.1765   -3.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -2.5679   -3.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7319    0.1031   -4.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1997   -3.3792    1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3502   -1.9771    0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6614   -1.7300   -0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4559    1.2597    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 32  1  0
 32 15  1  0
 15 17  1  0
 29 30  1  0
 15 14  1  0
 18 19  1  0
 10 43  1  6
 17 50  1  6
 23 24  1  0
 14 13  1  0
 12 13  1  0
 20 29  1  0
 29 27  1  0
  3 36  2  0
 27 25  1  0
 36 35  1  0
 25 22  1  0
 35 34  2  0
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 34  5  1  0
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  5  4  2  0
  4  3  1  0
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  5  6  1  0
 31 12  1  0
  6  8  1  0
 12 11  1  0
  6  7  2  0
 17 10  1  0
 36 37  1  0
 22 21  1  0
  3  2  1  0
 21 20  1  0
  2  1  1  0
  9  8  1  0
 12 46  1  1
 25 26  1  0
 32 33  1  0
 27 28  1  0
 15 16  1  6
 22 23  1  0
 20 19  1  0
 20 52  1  1
 25 57  1  6
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 28 60  1  0
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 23 54  1  0
 23 55  1  0
 22 53  1  1
 24 56  1  0
 18 51  1  6
 11 44  1  0
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  9 42  1  1
 32 63  1  6
 14 47  1  0
 14 48  1  0
 35 65  1  0
 34 64  1  0
  4 41  1  0
 37 66  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 16 49  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₉ClO₁₃

Average Mass

548.9200 Da

Monoisotopic Mass

548.12967 Da

IUPAC Name

(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4-hydroxy-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-6-yl 4-hydroxy-3-methoxybenzoate

Traditional Name

(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4-hydroxy-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-6-yl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])C(=O)O[C@]1([H])[C@@]([H])(Cl)[C@@]2(O[H])C([H])([H])O[C@]3([H])O[C@@]([H])(O[C@]4([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]4([H])O[H])[C@@]2([H])[C@@]1([H])C3([H])[H]

InChI Identifier

InChI=1S/C23H29ClO13/c1-32-11-4-8(2-3-10(11)26)20(30)36-18-9-5-13-33-7-23(31,19(18)24)14(9)21(35-13)37-22-17(29)16(28)15(27)12(6-25)34-22/h2-4,9,12-19,21-22,25-29,31H,5-7H2,1H3/t9-,12-,13-,14-,15-,16+,17-,18+,19-,21+,22+,23-/m1/s1

InChI Key

OFCHERKLMXQQJW-BBECDWKJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Neopicrorhiza scrophulariiflora	JEOL database	Wang, H., et al, Chem. Pharm. Bull. 54, 1144 (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
Hexose monosaccharide
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Glycosyl compound
M-methoxybenzoic acid or derivatives
O-glycosyl compound
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1,3-dioxepane
Alkyl aryl ether
Dioxepane
Oxepane
Phenol
Monosaccharide
Oxane
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Tertiary alcohol
Halohydrin
Chlorohydrin
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Primary alcohol
Alcohol
Organic oxygen compound
Organic oxide
Alkyl chloride
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl halide
Hydrocarbon derivative
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	-0.38	ALOGPS
logP	-0.65	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	193.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	119.56 m³·mol⁻¹	ChemAxon
Polarizability	52.46 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124858393

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, H., et al. (2006). Wang, H., et al, Chem. Pharm. Bull. 54, 1144 (2006). Chem. Pharm. Bull..

Showing NP-Card for piscroside A (NP0030012)

MOL for NP0030012 (piscroside A)

3D MOL for NP0030012 (piscroside A)

3D SDF for NP0030012 (piscroside A)

3D-SDF for NP0030012 (piscroside A)

PDB for NP0030012 (piscroside A)

3D PDB for NP0030012 (piscroside A)

SMILES for NP0030012 (piscroside A)

INCHI for NP0030012 (piscroside A)

Structure for NP0030012 (piscroside A)

3D Structure for NP0030012 (piscroside A)