NP-MRD: Showing NP-Card for 11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate (NP0147106)

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Record Information

Version

2.0

Created at

2022-09-02 02:38:34 UTC

Updated at

2022-09-02 02:38:34 UTC

NP-MRD ID

NP0147106

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate

Description

11-(Acetyloxy)-3-hydroxy-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 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. 11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate is found in Kadsura angustifolia. 11-(Acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241511292D          

 44 47  0  0  0  0            999 V2000
   -1.1813   -1.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5979   -1.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990   -1.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4472    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    1.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    1.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863    2.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409    3.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332    4.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8499    4.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    3.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3031    2.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7928    0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178    0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2011    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710    1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4165    1.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332    1.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9980   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -1.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0084   -1.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6282   -2.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -2.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386   -3.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5688   -2.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2281   -3.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END

     RDKit          3D

 82 85  0  0  0  0  0  0  0  0999 V2000
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    0.3021    4.3009    2.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948    3.1932    1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112    1.9908    1.5837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    0.8302    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404    0.9380    0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5431    3.2292    0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7402   -5.7740    0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8096   -0.2931    1.3240 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
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M  END


  Mrv1533004241511292D          

 44 47  0  0  0  0            999 V2000
   -1.1813   -1.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5979   -1.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2094   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4472    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    1.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    1.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863    2.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409    3.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332    4.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8499    4.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    3.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3031    2.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7928    0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178    0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2011    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710    1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4165    1.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332    1.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2011   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9980   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -1.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0084   -1.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5918   -1.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6282   -2.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -2.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386   -3.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -1.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -2.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4614   -3.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178   -1.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7928   -1.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -1.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538   -2.6163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823   -2.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688   -2.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2281   -3.1051    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
 11 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  2  0  0  0  0
 12 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  2  0  0  0  0
 27 38  1  0  0  0  0
 38 39  1  0  0  0  0
  5 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147106

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(O)=C1OC)C1=C(OC)C(OC)=C(OC)C=C1C(OC(C)=O)C(C)C(C)C2OC(=O)C=CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H38O10/c1-18-19(2)31(44-26(36)15-14-21-12-10-9-11-13-21)22-16-24(38-4)32(40-6)29(37)27(22)28-23(30(18)43-20(3)35)17-25(39-5)33(41-7)34(28)42-8/h9-19,30-31,37H,1-8H3

> <INCHI_KEY>
CIBGLFBJCVCPRD-UHFFFAOYSA-N

> <FORMULA>
C34H38O10

> <MOLECULAR_WEIGHT>
606.668

> <EXACT_MASS>
606.246497424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
63.614810964593325

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-(acetyloxy)-3-hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2(7),3,5,12,14-hexaen-8-yl 3-phenylprop-2-enoate

> <ALOGPS_LOGP>
5.45

> <JCHEM_LOGP>
5.724143381

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.346447319835617

> <JCHEM_PKA_STRONGEST_BASIC>
-4.233637828767164

> <JCHEM_POLAR_SURFACE_AREA>
118.98000000000002

> <JCHEM_REFRACTIVITY>
163.66670000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.03e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-(acetyloxy)-3-hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2(7),3,5,12,14-hexaen-8-yl 3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.205  -2.131   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.116  -3.220   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.371  -2.821   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.258  -0.935   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.258   0.605   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.835   1.194   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.634   2.721   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.789   3.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.856   3.659   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.654   5.185   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.876   6.123   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.675   7.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.897   8.587   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.320   7.998   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.521   6.471   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.299   5.534   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.346   1.694   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.757   3.117   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.886   1.694   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.476   3.117   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.975   0.605   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.398   1.194   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.599   2.721   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.377   3.659   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.022   3.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.975  -0.935   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.463  -1.334   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.862  -2.821   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.349  -3.220   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.438  -2.131   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.773  -3.910   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.171  -5.398   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.659  -5.796   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.285  -3.512   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.196  -4.601   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.595  -6.088   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.886  -2.024   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.346  -2.024   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.948  -3.512   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.647  -4.884   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.460  -3.910   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.062  -5.398   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -0.426  -5.796   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   39                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    6   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   38                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35   27   39                                                  
CONECT   39   38    5   40                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    3   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₃₄H₃₈O₁₀

Average Mass

606.6680 Da

Monoisotopic Mass

606.24650 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)=C1OC)C1=C(OC)C(OC)=C(OC)C=C1C(OC(C)=O)C(C)C(C)C2OC(=O)C=CC1=CC=CC=C1

InChI Identifier

InChI=1S/C34H38O10/c1-18-19(2)31(44-26(36)15-14-21-12-10-9-11-13-21)22-16-24(38-4)32(40-6)29(37)27(22)28-23(30(18)43-20(3)35)17-25(39-5)33(41-7)34(28)42-8/h9-19,30-31,37H,1-8H3

InChI Key

CIBGLFBJCVCPRD-UHFFFAOYSA-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
Dicarboxylic acid or derivatives
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
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	5.45	ALOGPS
logP	5.72	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.98 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	163.67 m³·mol⁻¹	ChemAxon
Polarizability	63.61 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate (NP0147106)

MOL for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

3D MOL for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

3D SDF for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

3D-SDF for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

PDB for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

3D PDB for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

SMILES for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

INCHI for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

Structure for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)

3D Structure for NP0147106 (11-(acetyloxy)-3-hydroxy-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 3-phenylprop-2-enoate)