NP-MRD: Showing NP-Card for pieceid-2''-O-gallate (NP0030889)

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Record Information

Version

2.0

Created at

2021-06-19 22:07:33 UTC

Updated at

2021-06-29 23:59:09 UTC

NP-MRD ID

NP0030889

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pieceid-2''-O-gallate

Provided By

JEOL Database JEOL Logo

Description

(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. pieceid-2''-O-gallate is found in Pleuropterus ciliinervis. pieceid-2''-O-gallate was first documented in 2003 (Lee, J. P., et al.). Based on a literature review very few articles have been published on (2S,3S,4R,5R,6S)-4,5-dihydroxy-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100073D          

 65 68  0  0  0  0            999 V2000
   -2.4833   -0.5127    1.7099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745   -0.8646    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -2.0748    0.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -3.0049    1.3400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0964   -3.5870    1.8701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3553   -4.3071    0.8696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958   -3.5528   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -3.9359   -1.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2705   -3.1870   -2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -3.5719   -3.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202100073D          

 65 68  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0030889

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C2=C([H])C(O[H])=C([H])C(O[C@]3([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]3([H])OC(=O)C3=C([H])C(O[H])=C(O[H])C(O[H])=C3[H])=C2[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H26O12/c28-12-21-23(34)24(35)25(39-26(36)15-9-19(31)22(33)20(32)10-15)27(38-21)37-18-8-14(7-17(30)11-18)2-1-13-3-5-16(29)6-4-13/h1-11,21,23-25,27-35H,12H2/b2-1+/t21-,23-,24+,25-,27+/m0/s1

> <INCHI_KEY>
FRCZCWMUKGVPEF-IEPXMDBCSA-N

> <FORMULA>
C27H26O12

> <MOLECULAR_WEIGHT>
542.493

> <EXACT_MASS>
542.142426277

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
52.56912632442818

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.718926676666666

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.688773399125997

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.982272315708262

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810929914690316

> <JCHEM_POLAR_SURFACE_AREA>
206.6

> <JCHEM_REFRACTIVITY>
135.36460000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 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  O   UNK     0      -2.483  -0.513   1.710  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.775  -0.865   0.578  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.286  -2.075   0.242  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.434  -3.005   1.340  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.096  -3.587   1.870  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.355  -4.307   0.870  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.696  -3.553  -0.058  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.861  -3.936  -1.387  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.271  -3.187  -2.395  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.496  -3.572  -3.683  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.502  -2.068  -2.095  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.697  -1.689  -0.759  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.490  -0.480  -0.482  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.286   0.326   0.574  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.008   1.586   0.792  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.365   1.947   2.098  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.006   3.164   2.350  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.274   4.027   1.294  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.892   5.225   1.493  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.913   3.694  -0.006  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.276   2.477  -0.257  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.124  -2.468   0.259  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.383  -4.480   2.969  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.182  -5.615   2.571  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.376  -6.492   3.814  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.102  -6.870   4.343  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.529  -5.169   1.994  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.277  -6.281   1.499  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.321  -4.157   0.862  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.613  -3.670   0.457  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.556  -0.015  -0.623  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.971   1.251  -0.430  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.684   2.050  -1.530  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.080   3.270  -1.406  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.995   1.611  -2.810  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.718   2.389  -3.901  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.581   0.367  -3.001  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.872  -0.063  -4.263  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.865  -0.456  -1.919  0.00  0.00           C+0
HETATM   40  H   UNK     0      -3.968  -2.493   2.153  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.482  -2.795   2.304  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.469  -4.800  -1.640  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.138  -2.896  -4.282  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.940  -1.479  -2.896  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.245  -0.232  -1.225  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.536   0.093   1.326  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.156   1.279   2.930  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.281   3.418   3.369  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.126   5.303   2.432  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.124   4.380  -0.821  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.985   2.240  -1.278  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.319  -2.221   1.298  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.616  -6.205   1.838  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.934  -7.404   3.586  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.901  -5.943   4.603  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.558  -6.059   4.320  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.137  -4.701   2.779  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.033  -5.891   1.015  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.899  -4.647  -0.024  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.447  -2.991  -0.225  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.728   1.587   0.575  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.811   3.391  -0.476  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.334   3.208  -3.522  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.618   0.682  -4.846  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.302  -1.434  -2.101  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3    1   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   29   40                                             
CONECT    5    4   23    6   41                                             
CONECT    6    7    5                                                       
CONECT    7    6    8   22                                                  
CONECT    8    9    7   42                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9   43                                                       
CONECT   11   12    9   44                                                  
CONECT   12   22   11   13                                                  
CONECT   13   12   14   45                                                  
CONECT   14   13   15   46                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   47                                                  
CONECT   17   16   18   48                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   49                                                       
CONECT   20   18   21   50                                                  
CONECT   21   20   15   51                                                  
CONECT   22    7   12   52                                                  
CONECT   23   24    5                                                       
CONECT   24   27   23   25   53                                             
CONECT   25   26   24   54   55                                             
CONECT   26   25   56                                                       
CONECT   27   28   29   24   57                                             
CONECT   28   27   58                                                       
CONECT   29   30    4   27   59                                             
CONECT   30   29   60                                                       
CONECT   31   39   32    2                                                  
CONECT   32   33   31   61                                                  
CONECT   33   34   35   32                                                  
CONECT   34   33   62                                                       
CONECT   35   36   37   33                                                  
CONECT   36   35   63                                                       
CONECT   37   38   39   35                                                  
CONECT   38   37   64                                                       
CONECT   39   31   37   65                                                  
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    8                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
CONECT   61   32                                                            
CONECT   62   34                                                            
CONECT   63   36                                                            
CONECT   64   38                                                            
CONECT   65   39                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  136    0
END

RDKit          3D

65 68  0  0  0  0  0  0  0  0999 V2000
   -2.4833   -0.5127    1.7099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745   -0.8646    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -2.0748    0.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -3.0049    1.3400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0964   -3.5870    1.8701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3553   -4.3071    0.8696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958   -3.5528   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -3.9359   -1.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2705   -3.1870   -2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -3.5719   -3.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016   -2.0678   -2.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974   -1.6894   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899   -0.4800   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858    0.3258    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076    1.5859    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3655    1.9473    2.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055    3.1642    2.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2741    4.0268    1.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917    5.2251    1.4927 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125    3.6940   -0.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763    2.4766   -0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -2.4679    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -4.4797    2.9687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1819   -5.6155    2.5709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3755   -6.4918    3.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018   -6.8700    4.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5292   -5.1688    1.9938 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2768   -6.2810    1.4990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206   -4.1573    0.8617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6134   -3.6697    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560   -0.0151   -0.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710    1.2512   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6836    2.0503   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803    3.2699   -1.4057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9946    1.6105   -2.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7177    2.3894   -3.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812    0.3665   -3.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8719   -0.0631   -4.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655   -0.4562   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -2.4929    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -2.7947    2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4688   -4.8000   -1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380   -2.8955   -4.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402   -1.4791   -2.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -0.2322   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    0.0928    1.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    1.2786    2.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2806    3.4176    3.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1261    5.3033    2.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240    4.3800   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849    2.2400   -1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3191   -2.2215    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6164   -6.2048    1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9345   -7.4036    3.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9005   -5.9428    4.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5579   -6.0593    4.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369   -4.7011    2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0328   -5.8913    1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8987   -4.6467   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4473   -2.9910   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282    1.5870    0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    3.3912   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    3.2080   -3.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6178    0.6822   -4.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3023   -1.4336   -2.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 27 28  1  0
  2  1  2  0
 29 30  1  0
 33 34  1  0
  4  3  1  0
 35 36  1  0
 37 38  1  0
  6  7  1  0
 25 26  1  0
  5  4  1  0
  9  8  2  0
  8  7  1  0
  4 29  1  0
  7 22  2  0
 31 39  2  0
 22 12  1  0
 29 27  1  0
 12 11  2  0
 11  9  1  0
 39 37  1  0
  9 10  1  0
 27 24  1  0
 12 13  1  0
 37 35  2  0
 13 14  2  0
 14 15  1  0
 24 23  1  0
 35 33  1  0
 15 16  2  0
 23  5  1  0
 16 17  1  0
 33 32  2  0
 17 18  2  0
 32 31  1  0
 18 20  1  0
 20 21  2  0
 21 15  1  0
 31  2  1  0
 18 19  1  0
 24 25  1  0
  5  6  1  0
  5 41  1  1
 27 57  1  1
 28 58  1  0
 29 59  1  6
 30 60  1  0
  4 40  1  1
 25 54  1  0
 25 55  1  0
 24 53  1  6
 26 56  1  0
 39 65  1  0
 32 61  1  0
 34 62  1  0
 36 63  1  0
 38 64  1  0
  8 42  1  0
 22 52  1  0
 11 44  1  0
 10 43  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 20 50  1  0
 21 51  1  0
 19 49  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S,3S,4R,5R,6S)-4,5-Dihydroxy-2-{3-hydroxy-5-[(e)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₂₇H₂₆O₁₂

Average Mass

542.4930 Da

Monoisotopic Mass

542.14243 Da

IUPAC Name

(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoate

Traditional Name

(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C2=C([H])C(O[H])=C([H])C(O[C@]3([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]3([H])OC(=O)C3=C([H])C(O[H])=C(O[H])C(O[H])=C3[H])=C2[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C27H26O12/c28-12-21-23(34)24(35)25(39-26(36)15-9-19(31)22(33)20(32)10-15)27(38-21)37-18-8-14(7-17(30)11-18)2-1-13-3-5-16(29)6-4-13/h1-11,21,23-25,27-35H,12H2/b2-1+/t21-,23-,24+,25-,27+/m0/s1

InChI Key

FRCZCWMUKGVPEF-IEPXMDBCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Pleuropterus ciliinervis	JEOL database	Lee, J. P., et al, Phytochemistry 64, 759 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
Galloyl ester
Hexose monosaccharide
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Benzoate ester
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Styrene
Phenoxy compound
Phenol ether
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monosaccharide
Monocyclic benzene moiety
Oxane
Benzenoid
Secondary alcohol
Carboxylic acid ester
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.27	ALOGPS
logP	2.72	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.98	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	135.36 m³·mol⁻¹	ChemAxon
Polarizability	52.57 Å³	ChemAxon
Number of Rings	4	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

8251544

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10076006

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lee, J. P., et al. (2003). Lee, J. P., et al, Phytochemistry 64, 759 (2003). Phytochem..

Showing NP-Card for pieceid-2''-O-gallate (NP0030889)

MOL for NP0030889 (pieceid-2''-O-gallate)

3D MOL for NP0030889 (pieceid-2''-O-gallate)

3D SDF for NP0030889 (pieceid-2''-O-gallate)

3D-SDF for NP0030889 (pieceid-2''-O-gallate)

PDB for NP0030889 (pieceid-2''-O-gallate)

3D PDB for NP0030889 (pieceid-2''-O-gallate)

SMILES for NP0030889 (pieceid-2''-O-gallate)

INCHI for NP0030889 (pieceid-2''-O-gallate)

Structure for NP0030889 (pieceid-2''-O-gallate)

3D Structure for NP0030889 (pieceid-2''-O-gallate)