NP-MRD: Showing NP-Card for Russuphelin A (NP0004722)

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Record Information

Version

1.0

Created at

2020-12-09 02:08:47 UTC

Updated at

2021-07-15 16:49:58 UTC

NP-MRD ID

NP0004722

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Russuphelin A

Provided By

NPAtlas

Description

Russuphelin A is found in Russula subnigricans. It was first documented in 1992 (PMID: 1294320). Based on a literature review very few articles have been published on 3,5-dichloro-4-[3-(2,6-dichloro-4-hydroxyphenoxy)-2,5-dimethoxyphenoxy]phenol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118093D          

 44 46  0  0  0  0            999 V2000
   -0.5899   -4.8013    2.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -4.2022    1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717   -3.1204    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.5357    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4406   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -0.9758   -0.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    0.3032    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    1.2084   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    0.8015   -2.4253 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0363    4.1632    1.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323    1.9819    1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321    0.7274    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -0.3880    2.6531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4667   -0.3773   -2.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461   -1.5179   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -1.1015   -1.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    0.1652   -1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207    1.0203   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6058   -3.7261 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    3.7847    2.9420   -2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2819    2.0465    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259   -3.0999    0.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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M  END

     RDKit          3D

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    0.4404   -4.2022    1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717   -3.1204    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.5357    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4406   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -0.9758   -0.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    0.3032    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    1.2084   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    0.8015   -2.4253 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481    2.4994   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6426    2.8905    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    4.1632    1.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242118093D          

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    0.4404   -4.2022    1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717   -3.1204    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4228   -1.1015   -1.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    0.1652   -1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207    1.0203   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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 30  3  1  0  0  0  0
 14  7  1  0  0  0  0
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 30 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004722

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(Cl)=C(OC2=C([H])C(OC([H])([H])[H])=C([H])C(OC3=C(Cl)C([H])=C(O[H])C([H])=C3Cl)=C2OC([H])([H])[H])C(Cl)=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H14Cl4O6/c1-27-11-7-16(29-18-12(21)3-9(25)4-13(18)22)20(28-2)17(8-11)30-19-14(23)5-10(26)6-15(19)24/h3-8,25-26H,1-2H3

> <INCHI_KEY>
DXTLLBQWXWSRKJ-UHFFFAOYSA-N

> <FORMULA>
C20H14Cl4O6

> <MOLECULAR_WEIGHT>
492.13

> <EXACT_MASS>
489.954449

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
44.229236877295236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dichloro-4-[3-(2,6-dichloro-4-hydroxyphenoxy)-2,5-dimethoxyphenoxy]phenol

> <ALOGPS_LOGP>
6.74

> <JCHEM_LOGP>
6.467525712666667

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.668705496078166

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.066645493963765

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4666815653167036

> <JCHEM_POLAR_SURFACE_AREA>
77.38000000000001

> <JCHEM_REFRACTIVITY>
114.64699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dichloro-4-[3-(2,6-dichloro-4-hydroxyphenoxy)-2,5-dimethoxyphenoxy]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -0.5899   -4.8013    2.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -4.2022    1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717   -3.1204    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.5357    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4406   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -0.9758   -0.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    0.3032    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    1.2084   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    0.8015   -2.4253 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481    2.4994   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6426    2.8905    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    4.1632    1.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323    1.9819    1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321    0.7274    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -0.3880    2.6531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -0.9831   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1646    0.1094   -1.6194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -0.3773   -2.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461   -1.5179   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -1.1015   -1.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    0.1652   -1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207    1.0203   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6058   -3.7261 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6878    2.2846   -1.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0982    2.6443   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6540    3.8753   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9567    1.7660    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040    0.5328    0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347   -0.5568    1.6513 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3600   -2.6145    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601   -5.4121    3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2217   -5.4555    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -4.0044    2.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -2.9638    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447    3.1917   -1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463    4.4185    2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    2.2597    2.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -1.0238   -2.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7004    0.4420   -3.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261   -1.0131   -3.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847    2.9420   -2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1454    4.7077   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2819    2.0465    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259   -3.0999    0.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
  5 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 19 30  2  0
 30  3  1  0
 14  7  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 24 41  1  0
 26 42  1  0
 27 43  1  0
 30 44  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.590  -4.801   2.575  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.440  -4.202   1.849  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.272  -3.120   0.993  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.940  -2.536   0.782  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.114  -1.441  -0.085  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.400  -0.976  -0.163  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.827   0.303   0.153  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.338   1.208  -0.747  0.00  0.00           C+0
HETATM    9 Cl   UNK     0      -3.591   0.802  -2.425  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      -3.748   2.499  -0.377  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.643   2.890   0.939  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.036   4.163   1.360  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.132   1.982   1.839  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.732   0.727   1.482  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -2.087  -0.388   2.653  0.00  0.00          Cl+0
HETATM   16  C   UNK     0      -0.001  -0.983  -0.720  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.165   0.109  -1.619  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.467  -0.377  -2.962  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.246  -1.518  -0.551  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.423  -1.101  -1.140  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.984   0.165  -1.011  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.121   1.020  -2.069  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       2.690   0.606  -3.726  0.00  0.00          Cl+0
HETATM   24  C   UNK     0       3.688   2.285  -1.852  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.098   2.644  -0.588  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.654   3.875  -0.359  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.957   1.766   0.480  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.404   0.533   0.276  0.00  0.00           C+0
HETATM   29 Cl   UNK     0       3.235  -0.557   1.651  0.00  0.00          Cl+0
HETATM   30  C   UNK     0       1.360  -2.615   0.331  0.00  0.00           C+0
HETATM   31  H   UNK     0      -0.160  -5.412   3.396  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.222  -5.455   1.941  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.248  -4.004   2.977  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.784  -2.964   1.307  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.145   3.192  -1.103  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.946   4.418   2.329  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.038   2.260   2.880  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.382  -1.024  -2.880  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.700   0.442  -3.645  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.326  -1.013  -3.353  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.785   2.942  -2.694  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.145   4.708  -0.107  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.282   2.046   1.486  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.326  -3.100   0.501  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   35                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   36                                                       
CONECT   13   11   14   37                                                  
CONECT   14   13   15    7                                                  
CONECT   15   14                                                            
CONECT   16    5   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   38   39   40                                             
CONECT   19   16   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   41                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   42                                                       
CONECT   27   25   28   43                                                  
CONECT   28   27   29   21                                                  
CONECT   29   28                                                            
CONECT   30   19    3   44                                                  
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35   10                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   18                                                            
CONECT   41   24                                                            
CONECT   42   26                                                            
CONECT   43   27                                                            
CONECT   44   30                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
   -0.5899   -4.8013    2.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -4.2022    1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717   -3.1204    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.5357    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4406   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -0.9758   -0.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    0.3032    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    1.2084   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    0.8015   -2.4253 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481    2.4994   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6426    2.8905    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    4.1632    1.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323    1.9819    1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321    0.7274    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -0.3880    2.6531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -0.9831   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1646    0.1094   -1.6194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -0.3773   -2.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461   -1.5179   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -1.1015   -1.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    0.1652   -1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207    1.0203   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6058   -3.7261 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6878    2.2846   -1.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0982    2.6443   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6540    3.8753   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9567    1.7660    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040    0.5328    0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347   -0.5568    1.6513 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3600   -2.6145    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601   -5.4121    3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2217   -5.4555    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -4.0044    2.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -2.9638    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447    3.1917   -1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463    4.4185    2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    2.2597    2.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -1.0238   -2.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7004    0.4420   -3.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261   -1.0131   -3.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847    2.9420   -2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1454    4.7077   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2819    2.0465    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259   -3.0999    0.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
  5 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 19 30  2  0
 30  3  1  0
 14  7  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 24 41  1  0
 26 42  1  0
 27 43  1  0
 30 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Russuphelin-a	MeSH
2,6-Bis(2,6-dichloro-4-hydroxyphenyloxy)-1,4-dimethoxybenzene	MeSH

Chemical Formula

C₂₀H₁₄Cl₄O₆

Average Mass

492.1300 Da

Monoisotopic Mass

489.95445 Da

IUPAC Name

3,5-dichloro-4-[3-(2,6-dichloro-4-hydroxyphenoxy)-2,5-dimethoxyphenoxy]phenol

Traditional Name

3,5-dichloro-4-[3-(2,6-dichloro-4-hydroxyphenoxy)-2,5-dimethoxyphenoxy]phenol

CAS Registry Number

Not Available

SMILES

COC1=CC(OC2=C(Cl)C=C(O)C=C2Cl)=C(OC)C(OC2=C(Cl)C=C(O)C=C2Cl)=C1

InChI Identifier

InChI=1S/C20H14Cl4O6/c1-27-11-7-16(29-18-12(21)3-9(25)4-13(18)22)20(28-2)17(8-11)30-19-14(23)5-10(26)6-15(19)24/h3-8,25-26H,1-2H3

InChI Key

DXTLLBQWXWSRKJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Russula subnigricans	NPAtlas	1294320

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Dimethoxybenzene
P-dimethoxybenzene
Phenoxy compound
1,3-dichlorobenzene
3-halophenol
3-chlorophenol
Phenol ether
Anisole
Methoxybenzene
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Chlorobenzene
Aryl chloride
Aryl halide
Ether
Organochloride
Organohalogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	6.74	ALOGPS
logP	6.47	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	8.07	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.65 m³·mol⁻¹	ChemAxon
Polarizability	44.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA015679

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

116899

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takahashi A, Agatsuma T, Matsuda M, Ohta T, Nunozawa T, Endo T, Nozoe S: Russuphelin A, a new cytotoxic substance from the mushroom Russula subnigricans Hongo. Chem Pharm Bull (Tokyo). 1992 Dec;40(12):3185-8. doi: 10.1248/cpb.40.3185. [PubMed:1294320 ]

Showing NP-Card for Russuphelin A (NP0004722)

MOL for NP0004722 (Russuphelin A)

3D MOL for NP0004722 (Russuphelin A)

3D SDF for NP0004722 (Russuphelin A)

3D-SDF for NP0004722 (Russuphelin A)

PDB for NP0004722 (Russuphelin A)

3D PDB for NP0004722 (Russuphelin A)

SMILES for NP0004722 (Russuphelin A)

INCHI for NP0004722 (Russuphelin A)

Structure for NP0004722 (Russuphelin A)

3D Structure for NP0004722 (Russuphelin A)