NP-MRD: Showing NP-Card for (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+ (NP0035970)

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Record Information

Version

2.0

Created at

2021-06-20 19:16:06 UTC

Updated at

2021-06-30 00:07:21 UTC

NP-MRD ID

NP0035970

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+

Provided By

JEOL Database JEOL Logo

Description

(+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxylignan-9,9'-diol 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 (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxylignan-9,9'-diol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+ is found in Sinocalamus affinis. (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+ was first documented in 2011 (Xiong, L., et al.). Based on a literature review very few articles have been published on (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxylignan-9,9'-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121163D          

 62 64  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202121163D          

 62 64  0  0  0  0            999 V2000
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  8  7  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0035970

> <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])O[H])[C@@]1([H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O9/c1-27-16-6-12(7-17(28-2)20(16)26)21-14(10-24)15(11-25)22(32-21)13-8-18(29-3)23(31-5)19(9-13)30-4/h6-9,14-15,21-22,24-26H,10-11H2,1-5H3/t14-,15-,21+,22+/m1/s1

> <INCHI_KEY>
TXNROPYUDLUIHU-SDVFQCAASA-N

> <FORMULA>
C23H30O9

> <MOLECULAR_WEIGHT>
450.484

> <EXACT_MASS>
450.188982546

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
48.05968617598056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
0.9466074996666671

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.058846979605992

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.302971190074986

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6413900707628652

> <JCHEM_POLAR_SURFACE_AREA>
116.07000000000002

> <JCHEM_REFRACTIVITY>
116.01900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.104   6.854   5.584  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.619   6.200   4.420  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.779   4.844   4.332  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.356   4.324   3.102  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.427   2.951   2.816  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.927   2.434   1.486  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.783   1.377   1.017  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.966   0.330   0.461  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.547  -0.119  -0.859  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.633  -1.485  -1.163  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.149  -1.920  -2.388  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.193  -3.282  -2.545  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.730  -3.733  -3.816  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.635  -0.985  -3.311  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.248  -1.408  -4.463  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.653  -1.538  -4.232  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.505   0.385  -3.044  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.914   1.393  -3.880  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.475   1.237  -5.228  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.988   0.807  -1.816  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.457   0.887   0.354  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.505  -0.222   0.378  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.788   0.278   0.034  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.485   1.846   1.548  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.564   2.921   1.504  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.846   2.323   1.668  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.941   2.084   3.792  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.373   2.581   5.022  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.894   1.831   6.050  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.110   0.449   5.786  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.283   3.960   5.288  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.706   4.389   6.522  0.00  0.00           O+0
HETATM   33  H   UNK     0      -3.180   6.699   5.712  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.947   7.929   5.446  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.535   6.558   6.471  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.967   5.015   2.357  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.989   3.228   0.732  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.008  -0.495   1.185  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.294  -2.230  -0.446  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.567  -3.824  -4.514  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.942  -3.094  -4.231  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.307  -4.733  -3.678  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.862  -2.282  -3.456  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.113  -1.883  -5.163  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.104  -0.575  -3.970  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.233   0.713  -5.816  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.361   2.238  -5.656  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.505   0.733  -5.302  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.935   1.874  -1.607  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.579   1.475  -0.566  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.264  -0.999  -0.353  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.569  -0.701   1.361  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.017   0.956   0.706  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.616   1.250   2.463  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.553   3.463   0.552  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.431   3.642   2.317  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.486   3.055   1.761  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.997   1.024   3.562  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.161  -0.070   5.613  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.572   0.009   6.675  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.799   0.308   4.947  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.010   3.581   6.980  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    3    1                                                       
CONECT    3   31    4    2                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6   27                                                  
CONECT    6    7   24    5   37                                             
CONECT    7    8    6                                                       
CONECT    8    7   21    9   38                                             
CONECT    9   20   10    8                                                  
CONECT   10    9   11   39                                                  
CONECT   11   12   10   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12   40   41   42                                             
CONECT   14   15   17   11                                                  
CONECT   15   14   16                                                       
CONECT   16   15   43   44   45                                             
CONECT   17   20   14   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   46   47   48                                             
CONECT   20   17    9   49                                                  
CONECT   21   24    8   22   50                                             
CONECT   22   21   23   51   52                                             
CONECT   23   22   53                                                       
CONECT   24    6   21   25   54                                             
CONECT   25   24   26   55   56                                             
CONECT   26   25   57                                                       
CONECT   27    5   28   58                                                  
CONECT   28   29   27   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   59   60   61                                             
CONECT   31    3   32   28                                                  
CONECT   32   31   62                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    4                                                            
CONECT   37    6                                                            
CONECT   38    8                                                            
CONECT   39   10                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   16                                                            
CONECT   44   16                                                            
CONECT   45   16                                                            
CONECT   46   19                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   23                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   30                                                            
CONECT   60   30                                                            
CONECT   61   30                                                            
CONECT   62   32                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  128    0
END

RDKit          3D

62 64  0  0  0  0  0  0  0  0999 V2000
   -2.1036    6.8545    5.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186    6.2003    4.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7786    4.8443    4.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3562    4.3238    3.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4270    2.9507    2.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    2.4335    1.4865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7833    1.3770    1.0174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9662    0.3298    0.4610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5474   -0.1190   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327   -1.4852   -1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491   -1.9203   -2.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1931   -3.2821   -2.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -3.7328   -3.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6347   -0.9846   -3.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2480   -1.4082   -4.4635 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5047    0.3852   -3.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140    1.3929   -3.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749    1.2371   -5.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880    0.8073   -1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4569    0.8866    0.3541 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5050   -0.2224    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    0.2775    0.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    1.8461    1.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5643    2.9213    1.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8463    2.3226    1.6675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410    2.0837    3.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    2.5811    5.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8938    1.8311    6.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1095    0.4489    5.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2825    3.9602    5.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    4.3888    6.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796    6.6990    5.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9474    7.9292    5.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347    6.5580    6.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9668    5.0153    2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890    3.2285    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -0.4945    1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937   -2.2302   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666   -3.8244   -4.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417   -3.0938   -4.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068   -4.7327   -3.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8623   -2.2821   -3.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1127   -1.8827   -5.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1045   -0.5746   -3.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2332    0.7127   -5.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611    2.2380   -5.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5046    0.7326   -5.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353    1.8737   -1.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    1.4754   -0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640   -0.9993   -0.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5689   -0.7010    1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    0.9557    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    1.2501    2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533    3.4627    0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    3.6415    2.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4858    3.0546    1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969    1.0244    3.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1612   -0.0704    5.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.0085    6.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7990    0.3082    4.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095    3.5806    6.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
 31  3  2  0
 17 20  2  0
  3  4  1  0
  4  5  2  0
 11 12  1  0
 20  9  1  0
 14 15  1  0
 14 17  1  0
 17 18  1  0
  7  6  1  0
 12 13  1  0
  6 24  1  0
 15 16  1  0
 24 21  1  0
 18 19  1  0
 21  8  1  0
 28 29  1  0
  9 10  2  0
 31 32  1  0
  6  5  1  0
  3  2  1  0
 10 11  1  0
  2  1  1  0
  5 27  1  0
 29 30  1  0
 11 14  2  0
 21 22  1  0
 27 28  2  0
 24 25  1  0
 22 23  1  0
 28 31  1  0
 25 26  1  0
  8  9  1  0
 20 49  1  0
 10 39  1  0
  8 38  1  1
  6 37  1  6
 24 54  1  1
 21 50  1  6
 27 58  1  0
  4 36  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 32 62  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 22 51  1  0
 22 52  1  0
 25 55  1  0
 25 56  1  0
 23 53  1  0
 26 57  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₉

Average Mass

450.4840 Da

Monoisotopic Mass

450.18898 Da

IUPAC Name

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

Traditional Name

4-[(2R,3S,4S,5R)-3,4-bis(hydroxymethyl)-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])O[H])[C@@]1([H])C([H])([H])O[H]

InChI Identifier

InChI=1S/C23H30O9/c1-27-16-6-12(7-17(28-2)20(16)26)21-14(10-24)15(11-25)22(32-21)13-8-18(29-3)23(31-5)19(9-13)30-4/h6-9,14-15,21-22,24-26H,10-11H2,1-5H3/t14-,15-,21+,22+/m1/s1

InChI Key

TXNROPYUDLUIHU-SDVFQCAASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sinocalamus affinis	JEOL database	Xiong, L., et al, J. Nat. Prod. 74, 1188 (2011)

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
Phenoxy compound
Phenol ether
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Tetrahydrofuran
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

phenols (CHEBI:67629 )
primary alcohol (CHEBI:67629 )
methoxybenzene (CHEBI:67629 )
oxolanes (CHEBI:67629 )
lignan (CHEBI:67629 )

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	1.71	ALOGPS
logP	0.95	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	116.02 m³·mol⁻¹	ChemAxon
Polarizability	48.06 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

26607586

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

67629

Good Scents ID

Not Available

References

General References

Xiong, L., et al. (2011). Xiong, L., et al, J. Nat. Prod. 74, 1188 (2011). J. Nat. Prod..

Showing NP-Card for (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+ (NP0035970)

MOL for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

3D MOL for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

3D SDF for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

3D-SDF for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

PDB for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

3D PDB for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

SMILES for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

INCHI for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

Structure for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)

3D Structure for NP0035970 ((+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxy lignan+)