NP-MRD: Showing NP-Card for 8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione (NP0273187)

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Record Information

Version

2.0

Created at

2022-09-08 20:08:40 UTC

Updated at

2022-09-08 20:08:40 UTC

NP-MRD ID

NP0273187

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione

Description

8,16-Dihydroxy-7,15-dimethoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]Hexadeca-1(12),4(9),5,7,13,15-hexaene-3,11-dione belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione is found in Ardisia japonica. Based on a literature review very few articles have been published on 8,16-dihydroxy-7,15-dimethoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]Hexadeca-1(12),4(9),5,7,13,15-hexaene-3,11-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082222082D          

 46 50  0  0  1  0            999 V2000
    7.0549   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3404    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    2.4469    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0549    3.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693    3.6844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7693    4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838    4.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838    3.2719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1983    3.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6259    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 17 45  1  0  0  0  0
 45 46  2  0  0  0  0
M  END

     RDKit          3D

 78 82  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309082222082D          

 46 50  0  0  1  0            999 V2000
    7.0549   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4838    4.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838    3.2719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1983    3.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838    2.4469    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1983    2.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693    1.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    0.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874   -0.1362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    0.7969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7763   -0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618   -0.4406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0618   -1.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -1.6781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526   -0.0281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3671   -0.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526    0.7969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3671    1.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618    1.2094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0618    2.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    2.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    3.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    3.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6438    3.3800    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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  1  0  0  0
 26 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 24 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 17 45  1  0  0  0  0
 45 46  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0273187

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=C2C(OC(=O)C3=CC([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC)C(O)=C3OC2=O)=C1O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O18/c1-41-21-7(23-17(35)15(33)13(31)11(5-29)43-23)3-9-25(19(21)37)45-28(40)10-4-8(22(42-2)20(38)26(10)46-27(9)39)24-18(36)16(34)14(32)12(6-30)44-24/h3-4,11-18,23-24,29-38H,5-6H2,1-2H3/t11-,12-,13-,14-,15+,16+,17-,18?,23+,24+/m1/s1

> <INCHI_KEY>
ORAUCQAGCNPIAZ-FLWDRNIYSA-N

> <FORMULA>
C28H32O18

> <MOLECULAR_WEIGHT>
656.546

> <EXACT_MASS>
656.15886419

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
62.796233826961895

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8,16-dihydroxy-7,15-dimethoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0^{4,9}]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione

> <JCHEM_LOGP>
-2.214244159333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.192329026906457

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.591189838017884

> <JCHEM_PKA_STRONGEST_BASIC>
-3.544058681939018

> <JCHEM_POLAR_SURFACE_AREA>
291.81999999999994

> <JCHEM_REFRACTIVITY>
146.73059999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
8,16-dihydroxy-7,15-dimethoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0^{4,9}]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      13.169  -0.052   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.169   1.488   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.835   2.258   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.835   3.798   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.169   4.568   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.169   6.108   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.503   6.878   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.503   8.418   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.836   9.188   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      15.836   6.108   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.170   6.878   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      15.836   4.568   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.170   3.798   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.503   3.798   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.503   2.258   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.502   4.568   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.168   3.798   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.168   2.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.502   1.488   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.502  -0.052   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.079   1.169   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.539   1.169   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.950  -0.254   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.450   2.258   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.116   1.488   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.783   2.258   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.449   1.488   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.449  -0.052   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.115  -0.822   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.115  -2.362   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.449  -3.132   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.218  -0.052   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.552  -0.822   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.218   1.488   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.552   2.258   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.115   2.258   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.115   3.798   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.783   3.798   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.449   4.568   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.449   6.108   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.116   4.568   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.116   6.108   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.450   3.798   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.539   4.886   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       8.079   4.886   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       8.668   6.309   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14                                                            
CONECT   16    4   17                                                       
CONECT   17   16   18   45                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18    3   20                                                  
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   43                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   38                                                  
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   27   37                                                  
CONECT   37   36                                                            
CONECT   38   26   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   24   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   17   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₂O₁₈

Average Mass

656.5460 Da

Monoisotopic Mass

656.15886 Da

IUPAC Name

8,16-dihydroxy-7,15-dimethoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0^{4,9}]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(C=C2C(OC(=O)C3=CC([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC)C(O)=C3OC2=O)=C1O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)C1O

InChI Identifier

InChI=1S/C28H32O18/c1-41-21-7(23-17(35)15(33)13(31)11(5-29)43-23)3-9-25(19(21)37)45-28(40)10-4-8(22(42-2)20(38)26(10)46-27(9)39)24-18(36)16(34)14(32)12(6-30)44-24/h3-4,11-18,23-24,29-38H,5-6H2,1-2H3/t11-,12-,13-,14-,15+,16+,17-,18?,23+,24+/m1/s1

InChI Key

ORAUCQAGCNPIAZ-FLWDRNIYSA-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
Ardisia japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
C-glycosyl compound
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
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	-2.2	ChemAxon
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	291.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	146.73 m³·mol⁻¹	ChemAxon
Polarizability	62.8 Å³	ChemAxon
Number of Rings	5	ChemAxon
Rule of Five	No	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

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

163195314

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione (NP0273187)

MOL for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

3D MOL for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

3D SDF for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

3D-SDF for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

PDB for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

3D PDB for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

SMILES for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

INCHI for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

Structure for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)

3D Structure for NP0273187 (8,16-dihydroxy-7,15-dimethoxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-14-[(2s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,10-dioxatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaene-3,11-dione)