NP-MRD: Showing NP-Card for [(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate (NP0167481)

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Record Information

Version

2.0

Created at

2022-09-03 03:04:07 UTC

Updated at

2022-09-03 03:04:07 UTC

NP-MRD ID

NP0167481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

Description

Glypentoside B belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. [(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate is found in Glycosmis pentaphylla. Based on a literature review very few articles have been published on Glypentoside B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032205042D          

 43 46  0  0  1  0            999 V2000
    1.9028    1.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    0.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -0.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636   -1.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -1.8732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -2.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -3.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1624   -3.0994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1830   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -6.4032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3323   -7.0706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1528   -6.9844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -7.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4582   -7.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7938   -6.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088   -6.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -7.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -7.9105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.4580   -5.8220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7376   -3.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7988    0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438    1.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
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 36 37  1  1  0  0  0
 14 38  1  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  6  0  0  0
  5 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 77 80  0  0  0  0  0  0  0  0999 V2000
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    9.9014    2.5778    0.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8580    1.7261    0.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038    1.7160    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6426    0.8818    0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4455    0.8861   -0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1490   -0.7320   -0.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.6294    1.5938    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653    1.8016    1.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489    3.0603    1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3833   -2.1418   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132   -2.5294   -1.9374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2321   -4.0022   -2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 40  2  0
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 30 17  1  0
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M  END


  Mrv1652309032205042D          

 43 46  0  0  1  0            999 V2000
    1.9028    1.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0116   -2.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7871   -9.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -8.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925   -9.6541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -8.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -7.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7938   -6.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088   -6.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -7.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -7.9105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1593   -8.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9798   -8.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3086   -7.2431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1291   -7.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731   -6.4894    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4580   -5.8220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -4.1974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7376   -3.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988    0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438    1.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  1  0  0  0
 14 38  1  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  6  0  0  0
  5 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C(=O)OC[C@@]1(O)CO[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=C(OC)C=C(O)C=C2OC)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O16/c1-36-15-6-12(4-5-14(15)30)24(34)39-10-27(35)11-40-26(23(27)33)43-22-20(32)19(31)18(9-28)41-25(22)42-21-16(37-2)7-13(29)8-17(21)38-3/h4-8,18-20,22-23,25-26,28-33,35H,9-11H2,1-3H3/t18-,19-,20+,22-,23+,25+,26+,27-/m1/s1

> <INCHI_KEY>
APIHCQSTUUDSHL-FTFNFDABSA-N

> <FORMULA>
C27H34O16

> <MOLECULAR_WEIGHT>
614.553

> <EXACT_MASS>
614.184685015

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
59.491086437558955

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3S,4R,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
-0.4597312506666663

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.879655199243256

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.931383609370739

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810925917909836

> <JCHEM_POLAR_SURFACE_AREA>
232.51999999999998

> <JCHEM_REFRACTIVITY>
140.02690000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,4R,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       3.552   3.506   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.028   2.042   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.997   0.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.473  -0.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.443  -1.712   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.919  -3.176   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.425  -3.497   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.888  -4.321   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.364  -5.786   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.303  -5.786   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.580  -7.835   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.104  -9.300   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.564  -9.300   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.342 -10.546   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.285 -11.953   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.620 -13.198   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.152 -13.037   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.057 -14.283   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.431 -15.690   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.899 -15.851   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.273 -17.258   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.336 -16.936   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.867 -16.775   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.773 -18.021   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.494 -15.368   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.589 -14.122   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.215 -12.716   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.310 -11.470   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.006 -14.605   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.538 -14.766   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.164 -16.173   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.696 -16.334   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.443 -13.520   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.974 -13.681   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.816 -12.114   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.722 -10.868   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.088  -7.835   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.377  -7.359   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.936  -1.392   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.461   0.073   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.491   1.217   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.015   2.682   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   38                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   38                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   36                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   19   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   17   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   16   37                                                  
CONECT   37   36                                                            
CONECT   38   14   10   39                                                  
CONECT   39   38                                                            
CONECT   40    5   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    3   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄O₁₆

Average Mass

614.5530 Da

Monoisotopic Mass

614.18469 Da

IUPAC Name

[(3S,4R,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

Traditional Name

[(3S,4R,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C(=O)OC[C@@]1(O)CO[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=C(OC)C=C(O)C=C2OC)[C@@H]1O

InChI Identifier

InChI=1S/C27H34O16/c1-36-15-6-12(4-5-14(15)30)24(34)39-10-27(35)11-40-26(23(27)33)43-22-20(32)19(31)18(9-28)41-25(22)42-21-16(37-2)7-13(29)8-17(21)38-3/h4-8,18-20,22-23,25-26,28-33,35H,9-11H2,1-3H3/t18-,19-,20+,22-,23+,25+,26+,27-/m1/s1

InChI Key

APIHCQSTUUDSHL-FTFNFDABSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Glycosmis pentaphylla	LOTUS Database	35616633

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
O-glycosyl compound
M-methoxybenzoic acid or derivatives
Glycosyl compound
Disaccharide
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Benzoate ester
4-alkoxyphenol
Benzoic acid or derivatives
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Benzoyl
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Oxane
Benzenoid
Tertiary alcohol
Oxolane
Secondary alcohol
Carboxylic acid ester
Ether
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
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	0.2	ALOGPS
logP	-0.46	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.93	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	232.52 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	140.03 m³·mol⁻¹	ChemAxon
Polarizability	59.49 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

C00034852

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

101396969

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate (NP0167481)

MOL for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D MOL for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D SDF for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D-SDF for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

PDB for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D PDB for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

SMILES for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

INCHI for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

Structure for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D Structure for NP0167481 ([(3s,4r,5s)-5-{[(2s,3r,4s,5s,6r)-4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)