NP-MRD: Showing NP-Card for marchantin B (NP0039802)

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Record Information

Version

2.0

Created at

2021-06-20 22:07:43 UTC

Updated at

2021-06-30 00:13:20 UTC

NP-MRD ID

NP0039802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

marchantin B

Provided By

JEOL Database JEOL Logo

Description

Marchantin B 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. marchantin B is found in Marchantia emarginata, Marchantia paleacea, Marchantia polymorpha, Marchantia sp., Plagiochasma rupestre and Wiesnerella denudata. marchantin B was first documented in 1985 (Tori, M., et al.). Based on a literature review very few articles have been published on Marchantin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100073D          

 58 62  0  0  0  0            999 V2000
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   -2.8640   -3.5442   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306212100073D          

 58 62  0  0  0  0            999 V2000
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  1 35  1  0  0  0  0
 24 50  1  0  0  0  0
 22 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C(OC3=C([H])C(=C([H])C([H])=C3[H])C([H])([H])C([H])([H])C3=C([H])C(OC4=C([H])C([H])=C(C([H])=C4[H])C([H])([H])C2([H])[H])=C(O[H])C(O[H])=C3[H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H24O6/c29-23-13-10-20-9-6-17-7-11-21(12-8-17)33-25-16-19(15-24(30)26(25)31)5-4-18-2-1-3-22(14-18)34-28(20)27(23)32/h1-3,7-8,10-16,29-32H,4-6,9H2

> <INCHI_KEY>
NCHXANMHUQGJGW-UHFFFAOYSA-N

> <FORMULA>
C28H24O6

> <MOLECULAR_WEIGHT>
456.494

> <EXACT_MASS>
456.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
47.63860362589151

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,15-dioxapentacyclo[22.2.2.1^{3,7}.1^{10,14}.0^{16,21}]triaconta-1(26),3,5,7(30),10,12,14(29),16,18,20,24,27-dodecaene-4,5,17,18-tetrol

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
6.859038463333333

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.115760939624735

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.507726361270954

> <JCHEM_PKA_STRONGEST_BASIC>
-3.432619880181504

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
129.0816

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.53e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,15-dioxapentacyclo[22.2.2.1^{3,7}.1^{10,14}.0^{16,21}]triaconta-1(26),3,5,7(30),10,12,14(29),16,18,20,24,27-dodecaene-4,5,17,18-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

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M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -5.862  -2.036  -1.488  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.769  -2.224  -0.691  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.454  -1.266   0.265  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.340  -1.450   1.102  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.548  -2.599   0.946  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.864  -3.544  -0.038  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.988  -3.363  -0.839  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.348  -4.277  -1.793  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.126  -4.695  -0.212  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.788  -4.496  -0.463  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.355  -3.849  -1.621  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.011  -3.668  -1.841  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.946  -4.129  -0.904  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.494  -4.810   0.237  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.130  -5.006   0.451  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.422  -3.866  -1.091  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.927  -2.678  -0.259  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.028  -1.384  -1.037  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.263  -1.036  -1.619  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.408   0.144  -2.353  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.313   0.976  -2.521  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.451   2.119  -3.256  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.080   0.652  -1.964  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.038   1.507  -2.217  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.937  -0.513  -1.204  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.702  -0.861  -0.711  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.228  -0.176   0.386  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.032   0.329   1.407  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.444   0.983   2.489  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.057   1.132   2.551  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.762   0.629   1.531  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.163  -0.036   0.454  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.261   0.806   1.599  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.005  -0.416   2.153  0.00  0.00           C+0
HETATM   35  H   UNK     0      -5.888  -2.829  -2.061  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.084  -0.386   0.361  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.686  -2.754   1.590  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.706  -5.010  -1.717  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.071  -3.474  -2.347  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.342  -3.140  -2.733  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.205  -5.183   0.972  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.213  -5.531   1.338  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.656  -3.743  -2.156  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.957  -4.772  -0.775  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.933  -2.925   0.109  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.328  -2.524   0.647  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.128  -1.688  -1.505  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.364   0.406  -2.797  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.561   2.526  -3.243  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.254   1.126  -1.781  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.112   0.215   1.383  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.068   1.378   3.287  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.380   1.649   3.404  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.778  -0.447  -0.344  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.472   1.662   2.254  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.639   1.095   0.610  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.446  -0.880   2.975  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.953  -0.080   2.595  0.00  0.00           H+0
CONECT    1    2   35                                                       
CONECT    2    3    7    1                                                  
CONECT    3    4    2   36                                                  
CONECT    4    5    3   34                                                  
CONECT    5    4    6   37                                                  
CONECT    6    7    9    5                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7   38                                                       
CONECT    9   10    6                                                       
CONECT   10   15   11    9                                                  
CONECT   11   10   12   39                                                  
CONECT   12   13   11   40                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15   41                                                  
CONECT   15   14   10   42                                                  
CONECT   16   13   17   43   44                                             
CONECT   17   16   18   45   46                                             
CONECT   18   17   19   25                                                  
CONECT   19   18   20   47                                                  
CONECT   20   19   21   48                                                  
CONECT   21   20   23   22                                                  
CONECT   22   21   49                                                       
CONECT   23   21   25   24                                                  
CONECT   24   23   50                                                       
CONECT   25   23   18   26                                                  
CONECT   26   25   27                                                       
CONECT   27   32   26   28                                                  
CONECT   28   29   27   51                                                  
CONECT   29   28   30   52                                                  
CONECT   30   29   31   53                                                  
CONECT   31   30   33   32                                                  
CONECT   32   27   31   54                                                  
CONECT   33   31   34   55   56                                             
CONECT   34    4   33   57   58                                             
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    5                                                            
CONECT   38    8                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   16                                                            
CONECT   44   16                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   19                                                            
CONECT   48   20                                                            
CONECT   49   22                                                            
CONECT   50   24                                                            
CONECT   51   28                                                            
CONECT   52   29                                                            
CONECT   53   30                                                            
CONECT   54   32                                                            
CONECT   55   33                                                            
CONECT   56   33                                                            
CONECT   57   34                                                            
CONECT   58   34                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

RDKit          3D

58 62  0  0  0  0  0  0  0  0999 V2000
   -5.8615   -2.0362   -1.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -2.2242   -0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4538   -1.2662    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3403   -1.4497    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5481   -2.5992    0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8640   -3.5442   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -3.3631   -0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3481   -4.2774   -1.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1263   -4.6948   -0.2122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7882   -4.4964   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -3.8489   -1.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110   -3.6680   -1.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459   -4.1286   -0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -4.8099    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -5.0059    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4218   -3.8663   -1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270   -2.6784   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0280   -1.3841   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2635   -1.0359   -1.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4077    0.1443   -2.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3129    0.9761   -2.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4512    2.1191   -3.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    0.6523   -1.9645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0384    1.5070   -2.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9371   -0.5129   -1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7025   -0.8611   -0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -0.1761    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0323    0.3290    1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    0.9834    2.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0573    1.1323    2.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617    0.6291    1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629   -0.0362    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    0.8064    1.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -0.4159    2.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8876   -2.8285   -2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0843   -0.3859    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6855   -2.7539    1.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064   -5.0100   -1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -3.4745   -2.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -3.1402   -2.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046   -5.1826    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2132   -5.5305    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -3.7432   -2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566   -4.7721   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9328   -2.9248    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -2.5240    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1280   -1.6875   -1.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3635    0.4057   -2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5611    2.5257   -3.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538    1.1260   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118    0.2149    1.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0684    1.3784    3.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795    1.6490    3.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7782   -0.4474   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722    1.6624    2.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    1.0953    0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -0.8802    2.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9527   -0.0795    2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0
 12 13  2  0
  4  3  1  0
 32 27  2  0
  3  2  2  0
 13 14  1  0
  2  7  1  0
  7  6  2  0
 28 29  2  0
 13 16  1  0
 14 15  2  0
 16 17  1  0
  4 34  1  0
 17 18  1  0
 15 10  1  0
 18 19  2  0
 30 29  1  0
 19 20  1  0
 10 11  2  0
 20 21  2  0
 11 12  1  0
 21 23  1  0
 30 31  2  0
 23 25  2  0
 25 18  1  0
 25 26  1  0
 10  9  1  0
  7  8  1  0
 27 26  1  0
 31 33  1  0
  9  6  1  0
 34 33  1  0
 27 28  1  0
  2  1  1  0
  6  5  1  0
 23 24  1  0
 31 32  1  0
 21 22  1  0
 28 51  1  0
 32 54  1  0
 30 53  1  0
 29 52  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 11 39  1  0
  5 37  1  0
  3 36  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
  8 38  1  0
 33 55  1  0
 33 56  1  0
 34 57  1  0
 34 58  1  0
  1 35  1  0
 24 50  1  0
 22 49  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₄O₆

Average Mass

456.4940 Da

Monoisotopic Mass

456.15729 Da

IUPAC Name

2,15-dioxapentacyclo[22.2.2.1^{3,7}.1^{10,14}.0^{16,21}]triaconta-1(26),3,5,7(30),10,12,14(29),16,18,20,24,27-dodecaene-4,5,17,18-tetrol

Traditional Name

2,15-dioxapentacyclo[22.2.2.1^{3,7}.1^{10,14}.0^{16,21}]triaconta-1(26),3,5,7(30),10,12,14(29),16,18,20,24,27-dodecaene-4,5,17,18-tetrol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C(OC3=C([H])C(=C([H])C([H])=C3[H])C([H])([H])C([H])([H])C3=C([H])C(OC4=C([H])C([H])=C(C([H])=C4[H])C([H])([H])C2([H])[H])=C(O[H])C(O[H])=C3[H])=C1O[H]

InChI Identifier

InChI=1S/C28H24O6/c29-23-13-10-20-9-6-17-7-11-21(12-8-17)33-25-16-19(15-24(30)26(25)31)5-4-18-2-1-3-22(14-18)34-28(20)27(23)32/h1-3,7-8,10-16,29-32H,4-6,9H2

InChI Key

NCHXANMHUQGJGW-UHFFFAOYSA-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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Marchantia emarginata	LOTUS Database	35616633
Marchantia paleacea	LOTUS Database	35616633
Marchantia polymorpha	Plant	KNApSAcK
Marchantia sp.	JEOL database	Tori, M., et al, Tetrahedron Lett. 39, 4735 (1985)
Plagiochasma rupestre	LOTUS Database	35616633
Wiesnerella denudata	-	KNApSAcK

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

Oxyneolignan skeleton
Diaryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	5.14	ALOGPS
logP	6.86	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	8.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	129.08 m³·mol⁻¹	ChemAxon
Polarizability	47.64 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

5319271

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tori, M., et al. (1985). Tori, M., et al, Tetrahedron Lett. 39, 4735 (1985). Tetrahedron Lett.

Showing NP-Card for marchantin B (NP0039802)

MOL for NP0039802 (marchantin B)

3D MOL for NP0039802 (marchantin B)

3D SDF for NP0039802 (marchantin B)

3D-SDF for NP0039802 (marchantin B)

PDB for NP0039802 (marchantin B)

3D PDB for NP0039802 (marchantin B)

SMILES for NP0039802 (marchantin B)

INCHI for NP0039802 (marchantin B)

Structure for NP0039802 (marchantin B)

3D Structure for NP0039802 (marchantin B)