NP-MRD: Showing NP-Card for 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside (NP0035905)

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Record Information

Version

2.0

Created at

2021-06-20 19:13:18 UTC

Updated at

2021-06-30 00:07:14 UTC

NP-MRD ID

NP0035905

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside 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. 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside is found in Gordonia chrysandra. 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside was first documented in 2011 (Fu, H. -Z., et al.). Based on a literature review very few articles have been published on 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121133D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202121133D          

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   -4.0022   -4.7472   -4.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  1  0  0  0  0
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 15 14  2  0  0  0  0
  9  8  1  0  0  0  0
 22 23  1  0  0  0  0
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 21 18  1  0  0  0  0
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  4  3  2  0  0  0  0
  3 33  1  0  0  0  0
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  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
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 24 21  2  0  0  0  0
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  6  8  1  0  0  0  0
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  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 34 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035905

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])C(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C([H])C(O[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O12/c1-29-14-6-10(4-5-12(14)23)21(28)32-9-16-17(25)18(26)19(27)22(34-16)33-11-7-13(24)20(31-3)15(8-11)30-2/h4-8,16-19,22-27H,9H2,1-3H3/t16-,17-,18+,19-,22-/m1/s1

> <INCHI_KEY>
WCXHEUMNHRAWIJ-NFSXTHTRSA-N

> <FORMULA>
C22H26O12

> <MOLECULAR_WEIGHT>
482.438

> <EXACT_MASS>
482.142426277

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.450644269339136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
0.8167678093333328

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.920949139263081

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.937391653959315

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649110481445793

> <JCHEM_POLAR_SURFACE_AREA>
173.6

> <JCHEM_REFRACTIVITY>
113.35670000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 31  5  2  0
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 24 21  2  0
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  1 37  1  0
 34 60  1  0
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      -5.304  -3.190  -1.225  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.539  -3.898  -2.195  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.216  -4.106  -1.899  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.582  -3.794  -0.696  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.207  -4.048  -0.540  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.480  -3.698   0.710  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.737  -3.678   0.807  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.358  -3.408   1.698  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.793  -2.941   2.941  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.279  -1.499   2.813  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.317  -0.694   2.229  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.879   0.636   1.949  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.922   1.399   1.320  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.352   0.963   0.093  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.672   0.082  -0.741  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.236  -0.268  -1.960  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.542  -1.142  -2.753  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.467   0.247  -2.384  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.888  -0.231  -3.602  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.534   0.726  -4.438  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.170   1.121  -1.540  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.405   1.545  -1.955  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.145   2.391  -1.085  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.589   1.485  -0.314  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.538   1.346   3.273  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.039   2.677   3.060  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.529   0.544   4.020  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.759   1.111   5.320  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.109  -0.921   4.181  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.177  -1.658   4.775  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.475  -4.619  -1.591  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.109  -4.943  -2.790  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.466  -4.684  -2.930  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.065  -4.998  -4.120  0.00  0.00           O+0
HETATM   35  H   UNK     0      -6.308  -3.044  -1.635  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.879  -2.201  -1.026  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.401  -3.772  -0.303  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.130  -3.335   0.119  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.013  -3.631   3.284  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.612  -2.982   3.668  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.586  -1.494   2.138  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.010   0.641   1.304  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.715  -0.355  -0.481  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.137  -1.346  -3.502  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.613   0.720  -4.261  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.117   1.733  -4.326  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.372   0.417  -5.476  0.00  0.00           H+0
HETATM   48  H   UNK     0      -7.100   2.614  -1.571  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.626   3.341  -0.923  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.365   1.890  -0.137  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.091   2.163   0.368  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.434   1.447   3.898  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.692   3.121   2.484  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.492   0.606   3.498  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.882   2.069   5.162  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.743  -0.974   4.871  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.477  -1.116   5.533  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.591  -4.808  -1.481  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.549  -5.384  -3.610  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.002  -4.747  -4.003  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    1                                                       
CONECT    3    4   33    2                                                  
CONECT    4    5    3   38                                                  
CONECT    5   31    4    6                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    9    6                                                       
CONECT    9    8   10   39   40                                             
CONECT   10   29   11    9   41                                             
CONECT   11   10   12                                                       
CONECT   12   25   11   13   42                                             
CONECT   13   14   12                                                       
CONECT   14   15   13   24                                                  
CONECT   15   14   16   43                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16   44                                                       
CONECT   18   21   16   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   45   46   47                                             
CONECT   21   18   24   22                                                  
CONECT   22   23   21                                                       
CONECT   23   22   48   49   50                                             
CONECT   24   14   21   51                                                  
CONECT   25   12   27   26   52                                             
CONECT   26   25   53                                                       
CONECT   27   25   29   28   54                                             
CONECT   28   27   55                                                       
CONECT   29   27   10   30   56                                             
CONECT   30   29   57                                                       
CONECT   31   32    5   58                                                  
CONECT   32   33   31   59                                                  
CONECT   33   32    3   34                                                  
CONECT   34   33   60                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39    9                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   12                                                            
CONECT   43   15                                                            
CONECT   44   17                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   25                                                            
CONECT   53   26                                                            
CONECT   54   27                                                            
CONECT   55   28                                                            
CONECT   56   29                                                            
CONECT   57   30                                                            
CONECT   58   31                                                            
CONECT   59   32                                                            
CONECT   60   34                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
   -5.3039   -3.1898   -1.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5393   -3.8985   -2.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2163   -4.1065   -1.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821   -3.7940   -0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2073   -4.0485   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796   -3.6980    0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7365   -3.6775    0.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580   -3.4078    1.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927   -2.9414    2.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -1.4991    2.8134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3172   -0.6943    2.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8790    0.6359    1.9490 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9218    1.3991    1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    0.9633    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6718    0.0824   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -0.2676   -1.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -1.1419   -2.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4674    0.2469   -2.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8884   -0.2305   -3.6017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336    0.7255   -4.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1698    1.1209   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4046    1.5445   -1.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1453    2.3911   -1.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5891    1.4846   -0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378    1.3464    3.2731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0392    2.6771    3.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291    0.5435    4.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7586    1.1106    5.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -0.9213    4.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1767   -1.6581    4.7751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -4.6193   -1.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087   -4.9429   -2.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -4.6841   -2.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647   -4.9977   -4.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3082   -3.0439   -1.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8792   -2.2012   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4009   -3.7717   -0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1300   -3.3347    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127   -3.6310    3.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6116   -2.9816    3.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.4941    2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0100    0.6410    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -0.3549   -0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374   -1.3460   -3.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6129    0.7195   -4.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169    1.7327   -4.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3720    0.4169   -5.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1001    2.6142   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6258    3.3410   -0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3646    1.8895   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0908    2.1630    0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    1.4470    3.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921    3.1214    2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    0.6056    3.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.0688    5.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -0.9737    4.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4766   -1.1162    5.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908   -4.8076   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -5.3836   -3.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0022   -4.7472   -4.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 25  1  0
 25 27  1  0
 27 29  1  0
 29 10  1  0
 10 11  1  0
 11 12  1  0
 29 30  1  0
 27 28  1  0
 15 14  2  0
  9  8  1  0
 22 23  1  0
 25 26  1  0
 21 18  1  0
 14 13  1  0
 33 32  2  0
 18 16  2  0
 32 31  1  0
 16 15  1  0
 31  5  2  0
 16 17  1  0
  5  4  1  0
 14 24  1  0
  4  3  2  0
  3 33  1  0
 18 19  1  0
  3  2  1  0
  2  1  1  0
 19 20  1  0
 33 34  1  0
 24 21  2  0
  5  6  1  0
 21 22  1  0
  6  7  2  0
  6  8  1  0
 10  9  1  0
 12 13  1  0
 15 43  1  0
 24 51  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 12 42  1  6
 29 56  1  1
 30 57  1  0
 27 54  1  6
 28 55  1  0
 25 52  1  1
  9 39  1  0
  9 40  1  0
 10 41  1  6
 26 53  1  0
 32 59  1  0
 31 58  1  0
  4 38  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 34 60  1  0
M  END

View in JSmol

Synonyms

Value	Source
1-O-3,4-Dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-b-D-glucopyranoside	Generator
1-O-3,4-Dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside	Generator

Chemical Formula

C₂₂H₂₆O₁₂

Average Mass

482.4380 Da

Monoisotopic Mass

482.14243 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

Traditional Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])C(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C([H])C(O[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C22H26O12/c1-29-14-6-10(4-5-12(14)23)21(28)32-9-16-17(25)18(26)19(27)22(34-16)33-11-7-13(24)20(31-3)15(8-11)30-2/h4-8,16-19,22-27H,9H2,1-3H3/t16-,17-,18+,19-,22-/m1/s1

InChI Key

WCXHEUMNHRAWIJ-NFSXTHTRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-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
Polyspora chrysandra	JEOL database	Fu, H. -Z., et al, J. Nat. Prod. 74, 1066 (2011)

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
Phenolic glycoside
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
O-glycosyl compound
Glycosyl compound
Methoxyphenol
Benzoate ester
Dimethoxybenzene
O-dimethoxybenzene
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
Anisole
Benzoyl
Methoxybenzene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Oxane
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Carboxylic acid ester
Polyol
Ether
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

phenols (CHEBI:67506 )
beta-D-glucoside (CHEBI:67506 )
monosaccharide derivative (CHEBI:67506 )
dimethoxybenzene (CHEBI:67506 )
benzoate ester (CHEBI:67506 )

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	0.72	ALOGPS
logP	0.82	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	173.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	113.36 m³·mol⁻¹	ChemAxon
Polarizability	46.45 Å³	ChemAxon
Number of Rings	3	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

26343033

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

67506

Good Scents ID

Not Available

References

General References

Fu, H. -Z., et al. (2011). Fu, H. -Z., et al, J. Nat. Prod. 74, 1066 (2011). J. Nat. Prod..

Showing NP-Card for 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside (NP0035905)

MOL for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

3D MOL for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

3D SDF for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

3D-SDF for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

PDB for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

3D PDB for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

SMILES for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

INCHI for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

Structure for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)

3D Structure for NP0035905 (1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside)