NP-MRD: Showing NP-Card for (8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate (NP0221888)

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Record Information

Version

2.0

Created at

2022-09-05 23:34:41 UTC

Updated at

2022-09-05 23:34:41 UTC

NP-MRD ID

NP0221888

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate

Description

(8S,9S,10S,11R)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]Nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl benzoate 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. (8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate is found in Kadsura japonica. Based on a literature review very few articles have been published on (8S,9S,10S,11R)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]Nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062201342D          

 47 52  0  0  1  0            999 V2000
    4.4682    2.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520    1.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0393    2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    3.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140    2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6104    2.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941    1.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3230    1.7036    0.0000 C   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


  Mrv1652309062201342D          

 47 52  0  0  1  0            999 V2000
    4.4682    2.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520    1.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0429    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    3.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140    2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6104    2.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941    1.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905    0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230    1.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194    0.8786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0321    0.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    3.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4087    3.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    3.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    2.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5704    1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773    1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295    2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    3.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257    4.6734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0266    5.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846    5.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8482    6.3083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677    6.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3313    6.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9836    6.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8723    7.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    7.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4564    7.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419    5.0828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2378    5.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    4.8658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1415    5.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    5.0758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5473    4.1495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3657    4.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    5.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854    5.6711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    5.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222    5.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406    5.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399    5.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209    4.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025    4.4618    0.0000 C   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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 35 38  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221888

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(OC)=C1OC)C1=C(C=C3OCOC3=C1O)[C@H](OC(=O)C1=CC=CC=C1)[C@H](C)[C@](C)(O)[C@H]2OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H34O11/c1-19-29(46-34(38)20-12-8-6-9-13-20)22-16-25-30(45-18-44-25)28(37)26(22)27-23(17-24(41-3)31(42-4)32(27)43-5)33(36(19,2)40)47-35(39)21-14-10-7-11-15-21/h6-17,19,29,33,37,40H,18H2,1-5H3/t19-,29+,33-,36-/m0/s1

> <INCHI_KEY>
NODADUFVEVXYDI-YCNQWJLFSA-N

> <FORMULA>
C36H34O11

> <MOLECULAR_WEIGHT>
642.657

> <EXACT_MASS>
642.210111915

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
65.38685039095026

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,9S,10S,11R)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate

> <JCHEM_LOGP>
6.0605599109999995

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.593333273569307

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.177653901446892

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4165976545132484

> <JCHEM_POLAR_SURFACE_AREA>
139.21

> <JCHEM_REFRACTIVITY>
168.86129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9S,10S,11R)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       8.341   3.932   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.004   3.168   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.673   3.944   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.680   5.484   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.350   6.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.013   5.496   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.006   3.956   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.669   3.192   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.662   1.652   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.336   3.180   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.330   1.640   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.660   0.864   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.527   5.901   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.763   7.238   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.777   7.245   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.553   5.914   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.789   4.577   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.751   4.571   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.065   3.063   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.824   3.437   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.228   4.070   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.061   5.601   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.168   8.724   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.050   9.667   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.158  11.192   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.583  11.776   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.060  12.135   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.485  11.552   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.703  12.495   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.495  14.021   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.070  14.604   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.852  13.661   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.505   9.488   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.311  11.016   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.991   9.083   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.997  10.623   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.480   9.475   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.755   7.746   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.283   7.940   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.878   9.360   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.946  10.586   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.406   9.555   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.001  10.975   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.529  11.169   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.461   9.943   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.866   8.523   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.338   8.329   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   38                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    6   14   18                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   16                                                       
CONECT   23   14   24   33                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   23   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35    5   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

View in JSmol

Synonyms

Value	Source
(8S,9S,10S,11R)-8-(Benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0,.0,]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl benzoic acid	Generator

Chemical Formula

C₃₆H₃₄O₁₁

Average Mass

642.6570 Da

Monoisotopic Mass

642.21011 Da

IUPAC Name

(8S,9S,10S,11R)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate

Traditional Name

(8S,9S,10S,11R)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(OC)=C1OC)C1=C(C=C3OCOC3=C1O)[C@H](OC(=O)C1=CC=CC=C1)[C@H](C)[C@](C)(O)[C@H]2OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C36H34O11/c1-19-29(46-34(38)20-12-8-6-9-13-20)22-16-25-30(45-18-44-25)28(37)26(22)27-23(17-24(41-3)31(42-4)32(27)43-5)33(36(19,2)40)47-35(39)21-14-10-7-11-15-21/h6-17,19,29,33,37,40H,18H2,1-5H3/t19-,29+,33-,36-/m0/s1

InChI Key

NODADUFVEVXYDI-YCNQWJLFSA-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
Kadsura japonica	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
Dibenzocyclooctane lignan
Benzoate ester
Benzodioxole
Benzoic acid or derivatives
Anisole
Benzoyl
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Acetal
Ether
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
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	6.06	ChemAxon
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	139.21 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	168.86 m³·mol⁻¹	ChemAxon
Polarizability	65.39 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162971133

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate (NP0221888)

MOL for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

3D MOL for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

3D SDF for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

3D-SDF for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

PDB for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

3D PDB for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

SMILES for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

INCHI for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

Structure for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)

3D Structure for NP0221888 ((8s,9s,10s,11r)-8-(benzoyloxy)-9,19-dihydroxy-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(12),2(7),3,5,13,18-hexaen-11-yl benzoate)