NP-MRD: Showing NP-Card for (−)-R-skyrin (NP0014042)

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Record Information

Version

2.0

Created at

2021-01-05 23:17:52 UTC

Updated at

2021-07-15 17:16:12 UTC

NP-MRD ID

NP0014042

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(−)-R-skyrin

Provided By

NPAtlas

Description

(−)-R-skyrin is found in Chrysoporthe, Cortinarius icterinoides, Hypomyces lactifluorum, Lecanora gangaleoides, Lecanora gangleoides, Ophiocordyceps sinensis, Penicillium citreoviride, Talaromyces brunneus, Talaromyces islandicus and Talaromyces rugulosus. (−)-R-skyrin was first documented in 2015 (PMID: 25873318). Based on a literature review very few articles have been published on Skyrin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119523D          

 58 63  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242119523D          

 58 63  0  0  0  0            999 V2000
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    3.4783    3.4082    1.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360    4.4581    2.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2026    3.5446   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662    2.5732   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9076    2.7757   -2.1430 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3816    1.4509   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    0.3976   -1.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516    0.5170   -2.9631 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4818   -3.1950    1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272   -4.7951   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880   -3.6492   -3.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -1.0958   -4.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8338    4.4259   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0506    2.2874   -2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
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  8  2  1  0  0  0  0
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  1 41  1  0  0  0  0
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  5 45  1  0  0  0  0
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 32 55  1  0  0  0  0
 32 56  1  0  0  0  0
 33 57  1  0  0  0  0
 35 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014042

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C(C2=C(O[H])C([H])=C(O[H])C3=C2C(=O)C2=C([H])C(=C([H])C(O[H])=C2C3=O)C([H])([H])[H])C2=C1C(=O)C1=C(O[H])C([H])=C(C([H])=C1C2=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H18O10/c1-9-3-11-19(13(31)5-9)29(39)23-17(35)7-15(33)21(25(23)27(11)37)22-16(34)8-18(36)24-26(22)28(38)12-4-10(2)6-14(32)20(12)30(24)40/h3-8,31-36H,1-2H3

> <INCHI_KEY>
MQSXZQXHIJMNAF-UHFFFAOYSA-N

> <FORMULA>
C30H18O10

> <MOLECULAR_WEIGHT>
538.464

> <EXACT_MASS>
538.08999678

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
53.29077477710207

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-9H,9'H,10H,10'H-[1,1'-bianthracene]-9,9',10,10'-tetrone

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
7.316842544

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.9085191444055845

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.178154033995988

> <JCHEM_PKA_STRONGEST_BASIC>
-5.763720064753525

> <JCHEM_POLAR_SURFACE_AREA>
189.66

> <JCHEM_REFRACTIVITY>
143.34799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-[1,1'-bianthracene]-9,9',10,10'-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 29 30  2  0
 30 31  1  0
 31 32  1  0
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 33 34  1  0
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 36 37  1  0
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 18 11  1  0
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 39  6  1  0
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 33 57  1  0
 35 58  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      -5.283   1.488  -2.526  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.696   0.862  -1.315  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.437   0.864  -0.156  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.917   0.291   0.977  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.645   0.276   2.176  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.664  -0.288   0.978  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.952  -0.272  -0.200  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.446   0.290  -1.336  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.621  -0.885  -0.211  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.952  -0.883  -1.270  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.068  -1.492   0.988  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.813  -1.490   2.155  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.304  -2.061   3.298  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.058  -2.055   4.468  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.048  -2.623   3.234  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.701  -2.625   2.061  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.949  -3.195   2.038  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.188  -2.053   0.919  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.912  -2.017  -0.344  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.836  -2.993  -1.303  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.005  -4.095  -1.048  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.555  -2.876  -2.465  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.384  -1.766  -2.710  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.055  -1.735  -3.881  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.457  -0.790  -1.743  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.721  -0.926  -0.572  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.824   0.128   0.428  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.171   0.036   1.499  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.654   1.321   0.276  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.698   2.287   1.283  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.478   3.408   1.139  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.536   4.458   2.213  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.203   3.545  -0.011  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.166   2.573  -1.037  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.908   2.776  -2.143  0.00  0.00           O+0
HETATM   36  C   UNK     0       3.382   1.451  -0.887  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.292   0.398  -1.910  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.952   0.517  -2.963  0.00  0.00           O+0
HETATM   39  C   UNK     0      -3.141  -0.891   2.206  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.832  -0.886   3.280  0.00  0.00           O+0
HETATM   41  H   UNK     0      -6.387   1.452  -2.444  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.925   2.518  -2.676  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.033   0.893  -3.443  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.421   1.301  -0.091  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.559   0.704   2.158  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.852   0.277  -2.230  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.641  -2.486   5.282  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.350  -3.071   4.135  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.482  -3.195   1.197  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.027  -4.795  -1.776  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.488  -3.649  -3.214  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.664  -1.096  -4.258  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.106   2.133   2.175  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.077   4.106   3.136  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.038   5.398   1.862  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.610   4.729   2.341  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.834   4.426  -0.155  0.00  0.00           H+0
HETATM   58  H   UNK     0       5.051   2.287  -2.949  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   44                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   45                                                       
CONECT    6    4    7   39                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2   46                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   39                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   47                                                       
CONECT   15   13   16   48                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   49                                                       
CONECT   18   16   19   11                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   50                                                       
CONECT   22   20   23   51                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   52                                                       
CONECT   25   23   26   37                                                  
CONECT   26   25   27   19                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   36                                                  
CONECT   30   29   31   53                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   54   55   56                                             
CONECT   33   31   34   57                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34   58                                                       
CONECT   36   34   37   29                                                  
CONECT   37   36   38   25                                                  
CONECT   38   37                                                            
CONECT   39   12   40    6                                                  
CONECT   40   39                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    3                                                            
CONECT   45    5                                                            
CONECT   46    8                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   17                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   24                                                            
CONECT   53   30                                                            
CONECT   54   32                                                            
CONECT   55   32                                                            
CONECT   56   32                                                            
CONECT   57   33                                                            
CONECT   58   35                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  126    0
END

RDKit          3D

58 63  0  0  0  0  0  0  0  0999 V2000
   -5.2834    1.4876   -2.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6958    0.8615   -1.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4371    0.8644   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172    0.2914    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6452    0.2762    2.1765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6643   -0.2884    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9520   -0.2723   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463    0.2900   -1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207   -0.8849   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9519   -0.8833   -1.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.4924    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133   -1.4900    2.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3042   -2.0609    3.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0575   -2.0554    4.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0475   -2.6233    3.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -2.6253    2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -3.1954    2.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881   -2.0529    0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123   -2.0174   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358   -2.9927   -1.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053   -4.0952   -1.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5551   -2.8756   -2.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842   -1.7662   -2.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547   -1.7348   -3.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4568   -0.7900   -1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.9262   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8238    0.1280    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1709    0.0356    1.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536    1.3207    0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6977    2.2869    1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783    3.4082    1.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360    4.4581    2.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2026    3.5446   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662    2.5732   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9076    2.7757   -2.1430 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3816    1.4509   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    0.3976   -1.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516    0.5170   -2.9631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1413   -0.8908    2.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321   -0.8861    3.2796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3874    1.4518   -2.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9247    2.5184   -2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0333    0.8931   -3.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4211    1.3007   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5588    0.7043    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8519    0.2772   -2.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412   -2.4864    5.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -3.0712    4.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818   -3.1950    1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272   -4.7951   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880   -3.6492   -3.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -1.0958   -4.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    2.1333    2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0767    4.1056    3.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383    5.3982    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097    4.7287    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8338    4.4259   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0506    2.2874   -2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 36 37  1  0
 37 38  2  0
 12 39  1  0
 39 40  2  0
  8  2  1  0
 18 11  1  0
 26 19  1  0
 36 29  1  0
 39  6  1  0
 37 25  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  5 45  1  0
  8 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 30 53  1  0
 32 54  1  0
 32 55  1  0
 32 56  1  0
 33 57  1  0
 35 58  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2,2',4,4',5,5'-Hexahydroxy-7,7'-dimethyl-1,1'-bianthracene-9,9',10,10'-tetrone	MeSH
2,2',4,4',5,5'-Hexahydroxy-7,7'-dimethyl-1,1'-bisanthraquinone	MeSH
Skyrin, (+)-isomer	MeSH
Skyrin, (+-)-isomer	MeSH

Chemical Formula

C₃₀H₁₈O₁₀

Average Mass

538.4640 Da

Monoisotopic Mass

538.09000 Da

IUPAC Name

2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-9H,9'H,10H,10'H-[1,1'-bianthracene]-9,9',10,10'-tetrone

Traditional Name

2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-[1,1'-bianthracene]-9,9',10,10'-tetrone

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C2C(=O)C3=C(O)C=C(O)C(C4=C5C(=O)C6=CC(C)=CC(O)=C6C(=O)C5=C(O)C=C4O)=C3C(=O)C2=C1

InChI Identifier

InChI=1S/C30H18O10/c1-9-3-11-19(13(31)5-9)29(39)23-17(35)7-15(33)21(25(23)27(11)37)22-16(34)8-18(36)24-26(22)28(38)12-4-10(2)6-14(32)20(12)30(24)40/h3-8,31-36H,1-2H3

InChI Key

MQSXZQXHIJMNAF-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
Chrysoporthe	NPAtlas	25873318
Cortinarius icterinoides	LOTUS Database	35616633
Hypomyces lactifluorum	LOTUS Database	35616633
Lecanora gangaleoides	LOTUS Database	35616633
Lecanora gangleoides	-	KNApSAcK
Ophiocordyceps sinensis	LOTUS Database	35616633
Penicillium citreoviride	LOTUS Database	35616633
Talaromyces brunneus	LOTUS Database	35616633
Talaromyces islandicus	LOTUS Database	35616633
Talaromyces rugulosus	LOTUS Database	35616633
Ventilago leiocarpa	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hydroxyanthraquinones. These are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Biphenol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.97	ALOGPS
logP	7.32	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.18	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	189.66 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	143.35 m³·mol⁻¹	ChemAxon
Polarizability	53.29 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA008469

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00046410

Chemspider ID

65863

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73071

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nirma C, Eparvier V, Stien D: Reactivation of antibiosis in the entomogenous fungus Chrysoporthe sp. SNB-CN74. J Antibiot (Tokyo). 2015 Sep;68(9):586-90. doi: 10.1038/ja.2015.36. Epub 2015 Apr 15. [PubMed:25873318 ]

Showing NP-Card for (−)-R-skyrin (NP0014042)

MOL for NP0014042 ((−)-R-skyrin)

3D MOL for NP0014042 ((−)-R-skyrin)

3D SDF for NP0014042 ((−)-R-skyrin)

3D-SDF for NP0014042 ((−)-R-skyrin)

PDB for NP0014042 ((−)-R-skyrin)

3D PDB for NP0014042 ((−)-R-skyrin)

SMILES for NP0014042 ((−)-R-skyrin)

INCHI for NP0014042 ((−)-R-skyrin)

Structure for NP0014042 ((−)-R-skyrin)

3D Structure for NP0014042 ((−)-R-skyrin)