NP-MRD: Showing NP-Card for Polysyphorin (NP0025752)

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Record Information

Version

1.0

Created at

2021-06-19 17:47:33 UTC

Updated at

2021-06-29 23:50:53 UTC

NP-MRD ID

NP0025752

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Polysyphorin

Provided By

JEOL Database JEOL Logo

Description

(7R,8R)-Polysphorin, also known as polysyphorin, belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Polysyphorin is found in Acorus gramineus, Piper polysyphorum and Rhaphidophora decursiva. It was first documented in 2001 (Zhang, H.-J., et al.). Based on a literature review very few articles have been published on (7R,8R)-Polysphorin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119473D          

 60 61  0  0  0  0            999 V2000
   -6.8412   -2.7248   -5.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8591   -2.1004   -4.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1736   -1.6842   -2.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3848    0.4561   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10  9  1  0  0  0  0
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  9  6  2  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306192119473D          

 60 61  0  0  0  0            999 V2000
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   -5.8591   -2.1004   -4.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  5  1  0  0  0  0
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  4 30  1  0  0  0  0
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 29 57  1  0  0  0  0
 29 58  1  0  0  0  0
 29 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025752

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C1[H])[C@]([H])(OC1=C(OC([H])([H])[H])C([H])=C(\C([H])=C(/[H])C([H])([H])[H])C([H])=C1OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O7/c1-8-9-15-10-17(25-3)23(18(11-15)26-4)30-14(2)21(24)16-12-19(27-5)22(29-7)20(13-16)28-6/h8-14,21,24H,1-7H3/b9-8+/t14-,21+/m1/s1

> <INCHI_KEY>
FLBWVIKFCMUTDS-UGZSOSCUSA-N

> <FORMULA>
C23H30O7

> <MOLECULAR_WEIGHT>
418.486

> <EXACT_MASS>
418.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.3915431831614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R)-2-{2,6-dimethoxy-4-[(1E)-prop-1-en-1-yl]phenoxy}-1-(3,4,5-trimethoxyphenyl)propan-1-ol

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
3.6612684846666665

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.379635966481867

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5075472282608313

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
115.19089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R)-2-{2,6-dimethoxy-4-[(1E)-prop-1-en-1-yl]phenoxy}-1-(3,4,5-trimethoxyphenyl)propan-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 29 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -6.841  -2.725  -5.042  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.859  -2.100  -4.104  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.174  -1.684  -2.867  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.209  -1.079  -1.937  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.274  -0.124  -2.364  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.385   0.456  -1.456  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.463   1.421  -1.771  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.317   1.770  -3.142  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.432   0.061  -0.108  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.587   0.640   0.814  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.239   0.112   0.739  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.085  -0.970   1.809  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.284   1.311   0.986  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.453   2.305  -0.035  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.182   0.939   0.999  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.834   0.523  -0.172  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.183   0.161  -0.153  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.700  -0.253  -1.355  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.922   0.401  -1.692  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.890   0.166   1.057  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.183  -0.292   1.101  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.180  -1.698   1.362  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.267   0.632   2.222  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.863   0.702   3.455  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.124   1.368   3.440  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.916   0.992   2.193  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.397  -0.853   0.346  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.391  -1.122   1.690  0.00  0.00           O+0
HETATM   29  C   UNK     0      -5.397  -1.990   2.192  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.276  -1.423  -0.579  0.00  0.00           C+0
HETATM   31  H   UNK     0      -6.512  -3.734  -5.308  0.00  0.00           H+0
HETATM   32  H   UNK     0      -7.843  -2.796  -4.606  0.00  0.00           H+0
HETATM   33  H   UNK     0      -6.909  -2.131  -5.958  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.841  -2.010  -4.476  0.00  0.00           H+0
HETATM   35  H   UNK     0      -7.187  -1.805  -2.490  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.274   0.169  -3.409  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.036   0.899  -3.744  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.506   2.501  -3.215  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.227   2.241  -3.526  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.036  -0.320  -0.250  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.076  -1.391   1.824  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.781  -1.795   1.627  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.319  -0.573   2.803  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.560   1.806   1.925  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.393   2.253  -0.303  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.290   0.495  -1.114  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.776  -0.190  -1.347  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.978   0.454  -2.784  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.976   1.425  -1.306  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.718  -1.923   2.329  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.678  -2.251   0.560  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.221  -2.031   1.400  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.180   2.154   2.678  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.934   0.644   3.312  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.259   1.843   4.417  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.440   1.320   3.115  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.290  -2.997   1.777  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.398  -1.587   2.004  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.266  -2.062   3.276  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.022  -2.147  -0.266  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3    1   34                                                  
CONECT    3    4    2   35                                                  
CONECT    4    3    5   30                                                  
CONECT    5    6    4   36                                                  
CONECT    6    7    9    5                                                  
CONECT    7    6    8                                                       
CONECT    8    7   37   38   39                                             
CONECT    9   27   10    6                                                  
CONECT   10   11    9                                                       
CONECT   11   13   10   12   40                                             
CONECT   12   11   41   42   43                                             
CONECT   13   14   11   15   44                                             
CONECT   14   13   45                                                       
CONECT   15   16   26   13                                                  
CONECT   16   17   15   46                                                  
CONECT   17   20   18   16                                                  
CONECT   18   17   19                                                       
CONECT   19   18   47   48   49                                             
CONECT   20   23   21   17                                                  
CONECT   21   20   22                                                       
CONECT   22   21   50   51   52                                             
CONECT   23   20   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   53   54   55                                             
CONECT   26   23   15   56                                                  
CONECT   27   30    9   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   57   58   59                                             
CONECT   30   27    4   60                                                  
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    3                                                            
CONECT   36    5                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   16                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   19                                                            
CONECT   50   22                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   29                                                            
CONECT   58   29                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  122    0
END

RDKit          3D

60 61  0  0  0  0  0  0  0  0999 V2000
   -6.8412   -2.7248   -5.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8591   -2.1004   -4.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1736   -1.6842   -2.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2090   -1.0790   -1.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2742   -0.1240   -2.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3848    0.4561   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    1.4212   -1.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170    1.7696   -3.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    0.0611   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5868    0.6397    0.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386    0.1123    0.7390 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0854   -0.9699    1.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2835    1.3114    0.9860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4534    2.3051   -0.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823    0.9391    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8340    0.5228   -0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832    0.1605   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -0.2530   -1.3546 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9222    0.4006   -1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.1657    1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -0.2923    1.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801   -1.6977    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668    0.6320    2.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8629    0.7020    3.4555 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1242    1.3682    3.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9161    0.9924    2.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3967   -0.8532    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3911   -1.1216    1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3973   -1.9898    2.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2757   -1.4227   -0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5119   -3.7337   -5.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428   -2.7963   -4.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9092   -2.1312   -5.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413   -2.0098   -4.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1868   -1.8049   -2.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2740    0.1688   -3.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357    0.8994   -3.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065    2.5010   -3.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2271    2.2414   -3.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0363   -0.3199   -0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0762   -1.3909    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7809   -1.7951    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -0.5726    2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596    1.8063    1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933    2.2528   -0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2900    0.4953   -1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759   -0.1897   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9781    0.4540   -2.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9763    1.4251   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -1.9229    2.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778   -2.2505    0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2214   -2.0311    1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    2.1542    2.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341    0.6444    3.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2589    1.8433    4.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    1.3201    3.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2903   -2.9973    1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3982   -1.5873    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2663   -2.0618    3.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0218   -2.1465   -0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 20  2  0
 30 27  2  0
 27  9  1  0
 13 14  1  0
  6  7  1  0
 27 28  1  0
 13 11  1  0
 20 21  1  0
 20 17  1  0
 17 18  1  0
 11 10  1  0
 23 24  1  0
 26 23  1  0
 11 12  1  0
 10  9  1  0
 11 40  1  6
 17 16  2  0
 18 19  1  0
  9  6  2  0
 21 22  1  0
 16 15  1  0
 24 25  1  0
  6  5  1  0
  4  3  1  0
 15 26  2  0
  3  2  2  0
  5  4  2  0
  2  1  1  0
 15 13  1  0
  7  8  1  0
  4 30  1  0
 28 29  1  0
 26 56  1  0
 16 46  1  0
 13 44  1  1
 14 45  1  0
  5 36  1  0
 30 60  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
  3 35  1  0
  2 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Polysyphorin	MeSH

Chemical Formula

C₂₃H₃₀O₇

Average Mass

418.4860 Da

Monoisotopic Mass

418.19915 Da

IUPAC Name

(1R,2R)-2-{2,6-dimethoxy-4-[(1E)-prop-1-en-1-yl]phenoxy}-1-(3,4,5-trimethoxyphenyl)propan-1-ol

Traditional Name

(1R,2R)-2-{2,6-dimethoxy-4-[(1E)-prop-1-en-1-yl]phenoxy}-1-(3,4,5-trimethoxyphenyl)propan-1-ol

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C1[H])[C@]([H])(OC1=C(OC([H])([H])[H])C([H])=C(\C([H])=C(/[H])C([H])([H])[H])C([H])=C1OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H30O7/c1-8-9-15-10-17(25-3)23(18(11-15)26-4)30-14(2)21(24)16-12-19(27-5)22(29-7)20(13-16)28-6/h8-14,21,24H,1-7H3/b9-8+/t14-,21+/m1/s1

InChI Key

FLBWVIKFCMUTDS-UGZSOSCUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Acorus gramineus	LOTUS Database	35616633
Piper polysyphorum	Plant	KNApSAcK
Rhaphidophora decursiva	JEOL database	Zhang, H.-J., et al, J. Nat. Prod. 64, 772 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Neolignan skeleton
M-dimethoxybenzene
Dimethoxybenzene
Phenylpropane
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ether
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylpropanoid (CHEBI:69673 )

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	4.03	ALOGPS
logP	3.66	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.61 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	115.19 m³·mol⁻¹	ChemAxon
Polarizability	46.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

4943811

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, H.-J., et al. (2001). Zhang, H.-J., et al, J. Nat. Prod. 64, 772 (2001). J. Nat. Prod..

Showing NP-Card for Polysyphorin (NP0025752)

MOL for NP0025752 (Polysyphorin)

3D MOL for NP0025752 (Polysyphorin)

3D SDF for NP0025752 (Polysyphorin)

3D-SDF for NP0025752 (Polysyphorin)

PDB for NP0025752 (Polysyphorin)

3D PDB for NP0025752 (Polysyphorin)

SMILES for NP0025752 (Polysyphorin)

INCHI for NP0025752 (Polysyphorin)

Structure for NP0025752 (Polysyphorin)

3D Structure for NP0025752 (Polysyphorin)