NP-MRD: Showing NP-Card for rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan (NP0025258)

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Record Information

Version

2.0

Created at

2021-06-19 17:25:45 UTC

Updated at

2021-06-29 23:50:05 UTC

NP-MRD ID

NP0025258

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan

Provided By

JEOL Database JEOL Logo

Description

rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan is found in Peperomia blanda. rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan was first documented in 2008 (Felippe, L.G., et al.). Based on a literature review very few articles have been published on 2beta-(3,4,5-Trimethoxyphenyl)-3beta,4alpha-dimethyl-5beta-(3,5-dimethoxy-4-hydroxyphenyl)tetrahydrofuran.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119253D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306192119253D          

 60 62  0  0  0  0            999 V2000
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    4.4990   -0.1573    3.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3932   -2.4827    6.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -4.4940    4.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  7  1  0  0  0  0
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  6 23  1  0  0  0  0
  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
 14 17  1  0  0  0  0
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 26 25  1  0  0  0  0
 17 20  2  0  0  0  0
 25  5  2  0  0  0  0
 11 12  1  0  0  0  0
 20  9  1  0  0  0  0
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  6  5  1  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
 23 21  1  0  0  0  0
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  4  3  2  0  0  0  0
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  3 29  1  0  0  0  0
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 11 14  2  0  0  0  0
 29 30  1  0  0  0  0
  4 34  1  0  0  0  0
 25 56  1  0  0  0  0
  6 35  1  6  0  0  0
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  8 36  1  6  0  0  0
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 28 57  1  0  0  0  0
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 28 59  1  0  0  0  0
 30 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025258

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@@]1([H])O[C@@]([H])(C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2[H])[C@@]([H])(C([H])([H])[H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O7/c1-12-13(2)22(15-10-18(27-5)23(29-7)19(11-15)28-6)30-21(12)14-8-16(25-3)20(24)17(9-14)26-4/h8-13,21-22,24H,1-7H3/t12-,13-,21-,22+/m0/s1

> <INCHI_KEY>
BJMZZPKIBSAQBA-TXMYPURDSA-N

> <FORMULA>
C23H30O7

> <MOLECULAR_WEIGHT>
418.486

> <EXACT_MASS>
418.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.4969087292219

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S,3S,4S,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
3.736851278999999

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.30305745252673

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9244835489731806

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
112.35920000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S,3S,4S,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 28 59  1  0
 30 60  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       0.591  -4.495   1.275  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.191  -4.193   2.531  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.024  -3.100   2.568  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.193  -2.175   1.537  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.066  -1.085   1.683  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.257  -0.057   0.584  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.708  -0.548  -0.658  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.063   0.527  -1.366  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.608   0.165  -1.597  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.247  -0.224  -0.550  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.591  -0.535  -0.783  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.484  -0.911   0.189  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.042  -0.871   1.539  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.091  -0.465  -2.094  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.415  -0.754  -2.325  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.197   0.432  -2.182  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.244  -0.128  -3.157  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.620  -0.039  -4.472  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.368  -1.162  -4.936  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.085   0.214  -2.898  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.364   1.807  -0.579  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.353   2.936  -0.714  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.578   1.297   0.845  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.396   2.258   1.701  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.786  -0.970   2.884  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.629  -1.882   3.937  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.409  -1.582   5.021  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.380  -2.470   6.130  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.736  -2.941   3.770  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.516  -3.870   4.756  0.00  0.00           O+0
HETATM   31  H   UNK     0       1.350  -4.657   0.501  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.030  -5.428   1.390  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.118  -3.716   0.979  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.656  -2.289   0.601  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.333   0.071   0.406  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.563   0.591  -2.341  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.159  -0.281   0.452  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.723   0.138   1.823  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.246  -1.602   1.716  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.889  -1.143   2.176  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.148   0.825  -1.161  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.890   1.200  -2.901  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.239   0.171  -2.393  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.079  -2.097  -4.443  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.164  -1.275  -6.005  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.440  -0.976  -4.825  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.719   0.503  -3.734  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.329   2.187  -0.945  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.182   3.179  -1.768  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.718   3.844  -0.223  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.390   2.683  -0.258  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.608   1.151   1.335  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.479   1.898   2.730  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.922   3.244   1.744  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.407   2.388   1.302  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.499  -0.157   3.014  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.088  -2.090   6.873  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.716  -3.473   5.847  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.393  -2.483   6.602  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.867  -4.494   4.375  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   29                                                  
CONECT    4    5    3   34                                                  
CONECT    5    4   25    6                                                  
CONECT    6    7   23    5   35                                             
CONECT    7    8    6                                                       
CONECT    8   21    7    9   36                                             
CONECT    9   20   10    8                                                  
CONECT   10    9   11   37                                                  
CONECT   11   12   10   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12   38   39   40                                             
CONECT   14   17   15   11                                                  
CONECT   15   14   16                                                       
CONECT   16   15   41   42   43                                             
CONECT   17   14   20   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   44   45   46                                             
CONECT   20   17    9   47                                                  
CONECT   21    8   22   23   48                                             
CONECT   22   21   49   50   51                                             
CONECT   23    6   24   21   52                                             
CONECT   24   23   53   54   55                                             
CONECT   25   26    5   56                                                  
CONECT   26   29   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   57   58   59                                             
CONECT   29   26    3   30                                                  
CONECT   30   29   60                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35    6                                                            
CONECT   36    8                                                            
CONECT   37   10                                                            
CONECT   38   13                                                            
CONECT   39   13                                                            
CONECT   40   13                                                            
CONECT   41   16                                                            
CONECT   42   16                                                            
CONECT   43   16                                                            
CONECT   44   19                                                            
CONECT   45   19                                                            
CONECT   46   19                                                            
CONECT   47   20                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   22                                                            
CONECT   51   22                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   24                                                            
CONECT   55   24                                                            
CONECT   56   25                                                            
CONECT   57   28                                                            
CONECT   58   28                                                            
CONECT   59   28                                                            
CONECT   60   30                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
    0.5911   -4.4955    1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906   -4.1931    2.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -3.0999    2.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1931   -2.1752    1.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -1.0848    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2572   -0.0569    0.5838 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7079   -0.5478   -0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0627    0.5269   -1.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6077    0.1649   -1.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2465   -0.2238   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -0.5354   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838   -0.9113    0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0417   -0.8712    1.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906   -0.4646   -2.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -0.7542   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    0.4317   -2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -0.1281   -3.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -0.0390   -4.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682   -1.1617   -4.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.2142   -2.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639    1.8065   -0.5785 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3526    2.9361   -0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5778    1.2968    0.8446 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3959    2.2578    1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863   -0.9696    2.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.8817    3.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4087   -1.5822    5.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -2.4701    6.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7359   -2.9405    3.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -3.8700    4.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -4.6570    0.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299   -5.4278    1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179   -3.7159    0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6559   -2.2889    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3329    0.0708    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.5906   -2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1592   -0.2813    0.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    0.1375    1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465   -1.6019    1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8890   -1.1430    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1482    0.8251   -1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    1.1997   -2.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2388    0.1711   -2.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789   -2.0969   -4.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1638   -1.2750   -6.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402   -0.9758   -4.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194    0.5035   -3.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290    2.1874   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820    3.1793   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    3.8435   -0.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903    2.6831   -0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6079    1.1506    1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    1.8981    2.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225    3.2437    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075    2.3876    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990   -0.1573    3.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884   -2.0903    6.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161   -3.4728    5.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932   -2.4827    6.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -4.4940    4.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  8  1  0
  8  7  1  0
  7  6  1  0
  6 23  1  0
  5  4  1  0
 23 24  1  0
 14 17  1  0
 21 22  1  0
 26 29  2  0
 26 25  1  0
 17 20  2  0
 25  5  2  0
 11 12  1  0
 20  9  1  0
 12 13  1  0
 14 15  1  0
  9 10  2  0
 17 18  1  0
 10 11  1  0
 18 19  1  0
  6  5  1  0
  3  2  1  0
  8  9  1  0
  2  1  1  0
 23 21  1  0
 15 16  1  0
  4  3  2  0
 26 27  1  0
  3 29  1  0
 27 28  1  0
 11 14  2  0
 29 30  1  0
  4 34  1  0
 25 56  1  0
  6 35  1  6
 20 47  1  0
 10 37  1  0
  8 36  1  6
 23 52  1  1
 21 48  1  6
 24 53  1  0
 24 54  1  0
 24 55  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 30 60  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
2b-(3,4,5-Trimethoxyphenyl)-3b,4a-dimethyl-5b-(3,5-dimethoxy-4-hydroxyphenyl)tetrahydrofuran	Generator
2Β-(3,4,5-trimethoxyphenyl)-3β,4α-dimethyl-5β-(3,5-dimethoxy-4-hydroxyphenyl)tetrahydrofuran	Generator

Chemical Formula

C₂₃H₃₀O₇

Average Mass

418.4860 Da

Monoisotopic Mass

418.19915 Da

IUPAC Name

4-[(2S,3S,4S,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol

Traditional Name

4-[(2S,3S,4S,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@@]1([H])O[C@@]([H])(C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2[H])[C@@]([H])(C([H])([H])[H])[C@]1([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H30O7/c1-12-13(2)22(15-10-18(27-5)23(29-7)19(11-15)28-6)30-21(12)14-8-16(25-3)20(24)17(9-14)26-4/h8-13,21-22,24H,1-7H3/t12-,13-,21-,22+/m0/s1

InChI Key

BJMZZPKIBSAQBA-TXMYPURDSA-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
Peperomia blanda	JEOL database	Felippe, L.G., et al, Phytochem. 69, 445 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,7'-epoxylignans

Alternative Parents

Substituents

7,7p-epoxylignan
Dibenzylbutane lignan skeleton
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Methoxybenzene
Phenol ether
Phenoxy compound
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxolane
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	3.8	ALOGPS
logP	3.74	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-3.9	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	7	ChemAxon
Refractivity	112.36 m³·mol⁻¹	ChemAxon
Polarizability	45.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

28945000

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24796592

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Felippe, L.G., et al. (2008). Felippe, L.G., et al, Phytochem. 69, 445 (2008). Phytochem..

Showing NP-Card for rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan (NP0025258)

MOL for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

3D MOL for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

3D SDF for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

3D-SDF for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

PDB for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

3D PDB for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

SMILES for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

INCHI for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

Structure for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)

3D Structure for NP0025258 (rel-(7R,8S,7'S,8'S)-4'-hydroxy-3,4,5,3',5'-pentamethoxy-7,7'-epoxylignan)