NP-MRD: Showing NP-Card for (8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate (NP0215896)

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Record Information

Version

2.0

Created at

2022-09-05 15:40:11 UTC

Updated at

2022-09-05 15:40:12 UTC

NP-MRD ID

NP0215896

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate

Description

(8S,9S,10S,11R)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]Hexadeca-1(16),2,4,6,12,14-hexaen-8-yl (2E)-3-phenylprop-2-enoate 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)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate is found in Kadsura angustifolia. Based on a literature review very few articles have been published on (8S,9S,10S,11R)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]Hexadeca-1(16),2,4,6,12,14-hexaen-8-yl (2E)-3-phenylprop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052217402D          

 45 48  0  0  1  0            999 V2000
    4.3824    1.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990    1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073    1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    1.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6406    0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9532    0.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7397   -0.3417    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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 40 45  1  0  0  0  0
M  END

     RDKit          3D

 83 86  0  0  0  0  0  0  0  0999 V2000
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    1.3761    3.2961    2.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4488    2.4063    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763    1.3202    0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
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 45 83  1  0
M  END


  Mrv1652309052217402D          

 45 48  0  0  1  0            999 V2000
    4.3824    1.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990    1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9917    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073    1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    1.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6406    0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    0.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7397   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.2438    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7622    3.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8699    4.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321    4.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    4.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    3.8271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2676    4.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1948    4.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    4.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    3.2438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7539    3.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616    4.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071    4.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6238    4.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315    5.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4937    5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6014    6.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3636    6.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0181    6.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9104    5.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1482    5.3246    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
  7  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 31 34  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 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
 40 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215896

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C34H38O11/c1-18-29(44-19(2)35)21-16-24(40-5)31(42-7)32(43-8)27(21)26-22(17-23(39-4)30(41-6)28(26)37)33(34(18,3)38)45-25(36)15-14-20-12-10-9-11-13-20/h9-18,29,33,37-38H,1-8H3/b15-14+/t18-,29+,33-,34-/m0/s1

> <INCHI_KEY>
HCRDYSMLGNXTDO-BRHQRLRRSA-N

> <FORMULA>
C34H38O11

> <MOLECULAR_WEIGHT>
622.667

> <EXACT_MASS>
622.241412044

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
64.3759030005602

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,9S,10S,11R)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_LOGP>
4.606400343

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.602901393003421

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.340260402442748

> <JCHEM_PKA_STRONGEST_BASIC>
-3.416402760569885

> <JCHEM_POLAR_SURFACE_AREA>
139.21

> <JCHEM_REFRACTIVITY>
165.09599999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9S,10S,11R)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       8.180   3.319   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.092   2.230   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.604   2.629   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.205   4.116   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.718   4.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.629   3.426   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.028   1.939   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.328   0.566   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.515   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.914   0.052   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.401  -0.346   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.089   3.426   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000   4.515   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.488   4.116   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.886   2.629   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.374   2.230   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.463   3.319   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.797   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.196   0.052   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.683  -0.346   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.690   1.939   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.779   0.850   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.381  -0.638   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   6.055   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.423   6.644   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.624   8.171   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.047   8.761   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.402   9.109   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.089   7.144   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.500   8.567   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.629   7.144   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.230   8.632   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.963   7.914   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.718   6.055   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.141   6.644   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.342   8.171   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.120   9.109   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.764   8.761   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.965  10.287   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.388  10.877   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.589  12.404   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.012  12.993   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.234  12.055   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.033  10.529   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.610   9.939   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   34                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13   21                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   12   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   13   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31    5   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   40                                                       
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Value	Source
(8S,9S,10S,11R)-11-(Acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0,]hexadeca-1(16),2,4,6,12,14-hexaen-8-yl (2E)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₃₄H₃₈O₁₁

Average Mass

622.6670 Da

Monoisotopic Mass

622.24141 Da

IUPAC Name

(8S,9S,10S,11R)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2E)-3-phenylprop-2-enoate

Traditional Name

(8S,9S,10S,11R)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2E)-3-phenylprop-2-enoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C34H38O11/c1-18-29(44-19(2)35)21-16-24(40-5)31(42-7)32(43-8)27(21)26-22(17-23(39-4)30(41-6)28(26)37)33(34(18,3)38)45-25(36)15-14-20-12-10-9-11-13-20/h9-18,29,33,37-38H,1-8H3/b15-14+/t18-,29+,33-,34-/m0/s1

InChI Key

HCRDYSMLGNXTDO-BRHQRLRRSA-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 angustifolia	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
Cinnamic acid or derivatives
Cinnamic acid ester
Anisole
Styrene
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Ether
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.61	ChemAxon
pKa (Strongest Acidic)	9.34	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	11	ChemAxon
Refractivity	165.1 m³·mol⁻¹	ChemAxon
Polarizability	64.38 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

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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

163186625

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 (8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate (NP0215896)

MOL for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

3D MOL for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

3D SDF for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

3D-SDF for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

PDB for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

3D PDB for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

SMILES for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

INCHI for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

Structure for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)

3D Structure for NP0215896 ((8s,9s,10s,11r)-11-(acetyloxy)-3,9-dihydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-8-yl (2e)-3-phenylprop-2-enoate)