NP-MRD: Showing NP-Card for Homodimericin A (NP0015730)

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Record Information

Version

2.0

Created at

2021-01-06 00:55:08 UTC

Updated at

2021-07-15 17:20:46 UTC

NP-MRD ID

NP0015730

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Homodimericin A

Provided By

NPAtlas

Description

Homodimericin A is found in Trichoderma harzianum. Homodimericin A was first documented in 2016 (PMID: 27608853). Based on a literature review very few articles have been published on (1R,2R,3S,4S,9S,13S,18R,19S)-2,7,16-trihydroxy-6,15,19-trimethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]hexacyclo[10.7.1.0³,¹⁸.0⁴,⁹.0⁹,¹³.0¹³,¹⁸]Icosa-6,12(20),15-triene-5,8,11,14,17-pentone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117223D          

 62 67  0  0  0  0            999 V2000
    7.3714    1.2048    0.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1115    1.1652    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242117223D          

 62 67  0  0  0  0            999 V2000
    7.3714    1.2048    0.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1115    1.1652    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6405   -0.5147    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0326    0.3211   -2.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -1.9673   -1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120   -1.6283   -3.3933 H   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  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 32  1  6  0  0  0
 25 35  1  0  0  0  0
 35 36  1  0  0  0  0
 24  6  1  0  0  0  0
 34 25  1  0  0  0  0
 35  8  1  0  0  0  0
 34 10  1  0  0  0  0
 23 14  1  0  0  0  0
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  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
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  2 40  1  0  0  0  0
  3 41  1  0  0  0  0
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 35 59  1  1  0  0  0
 36 60  1  0  0  0  0
 36 61  1  0  0  0  0
 36 62  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0015730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)[C@@]2([H])[C@]3([H])[C@@](O[H])(C(\[H])=C(/[H])\C(\[H])=C(/[H])C([H])([H])[H])[C@]4([H])C([H])=C5C(=O)C([H])([H])[C@@]2(C1=O)[C@@]51C(=O)C(=C(O[H])C(=O)[C@]31[C@@]4([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H26O8/c1-5-6-7-8-26(36)14-9-15-16(29)10-25-17(18(30)11(2)19(31)23(25)34)21(26)27(13(14)4)24(35)20(32)12(3)22(33)28(15,25)27/h5-9,13-14,17,21,31-32,36H,10H2,1-4H3/b6-5+,8-7+/t13-,14+,17-,21+,25+,26+,27-,28-/m0/s1

> <INCHI_KEY>
QKNJDMWFQJHKLS-JZWHQYQUSA-N

> <FORMULA>
C28H26O8

> <MOLECULAR_WEIGHT>
490.508

> <EXACT_MASS>
490.162767797

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
48.950145928055164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,4S,9S,13S,18R,19S)-2,7,16-trihydroxy-6,15,19-trimethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]hexacyclo[10.7.1.0^{3,18}.0^{4,9}.0^{9,13}.0^{13,18}]icosa-6,12(20),15-triene-5,8,11,14,17-pentone

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.132368823333334

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.440245107067337

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.791793486469925

> <JCHEM_PKA_STRONGEST_BASIC>
-3.315671302167437

> <JCHEM_POLAR_SURFACE_AREA>
146.04

> <JCHEM_REFRACTIVITY>
132.45209999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3S,4S,9S,13S,18R,19S)-2,7,16-trihydroxy-6,15,19-trimethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]hexacyclo[10.7.1.0^{3,18}.0^{4,9}.0^{9,13}.0^{13,18}]icosa-6,12(20),15-triene-5,8,11,14,17-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 32 33  2  0
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 35 36  1  0
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 23 14  1  0
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 35 59  1  1
 36 60  1  0
 36 61  1  0
 36 62  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       7.371   1.205   0.907  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.112   1.165   0.101  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.018   0.577   0.533  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.785   0.541  -0.264  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.689  -0.034   0.138  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.495  -0.014  -0.744  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.664   0.808  -1.838  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.196  -1.416  -1.274  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.222  -1.254  -2.409  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.923  -0.626  -2.216  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.802   0.201  -3.021  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.913   0.163  -4.265  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.574   1.127  -2.143  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.908   0.830  -0.778  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.771   1.200   0.325  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.865   0.598   0.526  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.433   2.265   1.249  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.279   2.597   2.333  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.333   2.976   1.131  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.933   4.068   2.032  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.432   2.655   0.017  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.443   3.481  -0.349  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.517   1.371  -0.708  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.275   0.334   0.080  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.561  -0.890   0.174  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.170  -1.166   1.472  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.730  -0.656   2.524  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.319  -2.057   1.554  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.655  -2.734   2.724  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.078  -2.232   0.472  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.251  -3.137   0.541  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.754  -1.530  -0.791  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.516  -1.735  -1.756  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.609  -0.657  -0.881  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.405  -1.995  -0.142  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.258  -3.259  -0.602  0.00  0.00           C+0
HETATM   37  H   UNK     0       7.481   0.249   1.482  0.00  0.00           H+0
HETATM   38  H   UNK     0       8.211   1.234   0.186  0.00  0.00           H+0
HETATM   39  H   UNK     0       7.432   2.091   1.552  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.087   1.628  -0.860  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.006   0.098   1.500  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.801   1.021  -1.230  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.640  -0.515   1.085  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.033   0.321  -2.627  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.068  -1.967  -1.591  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.412  -1.628  -3.393  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.358   2.175  -2.352  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.624   0.858  -2.047  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.915   3.365   2.136  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.077   3.692   2.657  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.479   4.871   1.386  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.747   4.490   2.624  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.145   1.460  -1.757  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.547   0.724   1.082  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.614  -3.765   2.731  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.165  -2.618   0.155  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.118  -4.069  -0.033  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.457  -3.390   1.584  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.985  -2.212   0.757  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.977  -3.119  -1.420  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.681  -3.856   0.238  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.562  -3.909  -1.030  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    1    3   40                                                  
CONECT    3    2    4   41                                                  
CONECT    4    3    5   42                                                  
CONECT    5    4    6   43                                                  
CONECT    6    5    7    8   24                                             
CONECT    7    6   44                                                       
CONECT    8    6    9   35   45                                             
CONECT    9    8   10   46                                                  
CONECT   10    9   11   34                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   47   48                                             
CONECT   14   13   15   23   34                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   49                                                       
CONECT   19   17   20   21                                                  
CONECT   20   19   50   51   52                                             
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   14   53                                             
CONECT   24   23   25    6   54                                             
CONECT   25   24   26   35   34                                             
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28   55                                                       
CONECT   30   28   31   32                                                  
CONECT   31   30   56   57   58                                             
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   10   14                                             
CONECT   35   25   36    8   59                                             
CONECT   36   35   60   61   62                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    2                                                            
CONECT   41    3                                                            
CONECT   42    4                                                            
CONECT   43    5                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   18                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   23                                                            
CONECT   54   24                                                            
CONECT   55   29                                                            
CONECT   56   31                                                            
CONECT   57   31                                                            
CONECT   58   31                                                            
CONECT   59   35                                                            
CONECT   60   36                                                            
CONECT   61   36                                                            
CONECT   62   36                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

RDKit          3D

62 67  0  0  0  0  0  0  0  0999 V2000
    7.3714    1.2048    0.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1115    1.1652    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179    0.5765    0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    0.5412   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6887   -0.0337    0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946   -0.0135   -0.7441 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6644    0.8081   -1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965   -1.4162   -1.2741 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2219   -1.2543   -2.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9231   -0.6264   -2.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    0.2012   -3.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9125    0.1627   -4.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736    1.1266   -2.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084    0.8301   -0.7780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7705    1.1999    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8653    0.5979    0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    2.2655    1.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    2.5967    2.3325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327    2.9761    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9326    4.0681    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4321    2.6553    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4431    3.4808   -0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172    1.3708   -0.7077 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2749    0.3343    0.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5613   -0.8896    0.1737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1703   -1.1664    1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -0.6559    2.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187   -2.0567    1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6550   -2.7343    2.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0776   -2.2322    0.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2507   -3.1366    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539   -1.5302   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5161   -1.7352   -1.7563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6090   -0.6567   -0.8805 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4049   -1.9951   -0.1421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2576   -3.2592   -0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4808    0.2489    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2111    1.2339    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4319    2.0908    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869    1.6278   -0.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0064    0.0983    1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8008    1.0206   -1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6405   -0.5147    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0326    0.3211   -2.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -1.9673   -1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120   -1.6283   -3.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3582    2.1752   -2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6242    0.8583   -2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9148    3.3654    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0769    3.6922    2.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4790    4.8712    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    4.4897    2.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1446    1.4605   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465    0.7243    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6144   -3.7652    2.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1653   -2.6182    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1177   -4.0686   -0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4575   -3.3904    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -2.2116    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768   -3.1188   -1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806   -3.8560    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5624   -3.9086   -1.0301 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  2  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 34 32  1  6
 25 35  1  0
 35 36  1  0
 24  6  1  0
 34 25  1  0
 35  8  1  0
 34 10  1  0
 23 14  1  0
 34 14  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  4 42  1  0
  5 43  1  0
  7 44  1  0
  8 45  1  6
  9 46  1  0
 13 47  1  0
 13 48  1  0
 18 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  6
 24 54  1  1
 29 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 35 59  1  1
 36 60  1  0
 36 61  1  0
 36 62  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₈H₂₆O₈

Average Mass

490.5080 Da

Monoisotopic Mass

490.16277 Da

IUPAC Name

(1R,2R,3S,4S,9S,13S,18R,19S)-2,7,16-trihydroxy-6,15,19-trimethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]hexacyclo[10.7.1.0^{3,18}.0^{4,9}.0^{9,13}.0^{13,18}]icosa-6,12(20),15-triene-5,8,11,14,17-pentone

Traditional Name

(1R,2R,3S,4S,9S,13S,18R,19S)-2,7,16-trihydroxy-6,15,19-trimethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]hexacyclo[10.7.1.0^{3,18}.0^{4,9}.0^{9,13}.0^{13,18}]icosa-6,12(20),15-triene-5,8,11,14,17-pentone

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\[C@@]1(O)[C@@H]2C=C3C(=O)C[C@]45[C@H]([C@H]1[C@@]1([C@H]2C)C(=O)C(O)=C(C)C(=O)[C@@]341)C(=O)C(C)=C(O)C5=O

InChI Identifier

InChI=1S/C28H26O8/c1-5-6-7-8-26(36)14-9-15-16(29)10-25-17(18(30)11(2)19(31)23(25)34)21(26)27(13(14)4)24(35)20(32)12(3)22(33)28(15,25)27/h5-9,13-14,17,21,31-32,36H,10H2,1-4H3/b6-5+,8-7+/t13-,14+,17-,21+,25+,26+,27-,28-/m0/s1

InChI Key

QKNJDMWFQJHKLS-JZWHQYQUSA-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
Trichoderma harzianum	NPAtlas	27608853

Chemical Taxonomy

Classification

Not classified

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	2.16	ALOGPS
logP	2.13	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	146.04 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	132.45 m³·mol⁻¹	ChemAxon
Polarizability	48.95 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020037

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58828697

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588660

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mevers E, Sauri J, Liu Y, Moser A, Ramadhar TR, Varlan M, Williamson RT, Martin GE, Clardy J: Homodimericin A: A Complex Hexacyclic Fungal Metabolite. J Am Chem Soc. 2016 Sep 28;138(38):12324-7. doi: 10.1021/jacs.6b07588. Epub 2016 Sep 16. [PubMed:27608853 ]

Showing NP-Card for Homodimericin A (NP0015730)

MOL for NP0015730 (Homodimericin A)

3D MOL for NP0015730 (Homodimericin A)

3D SDF for NP0015730 (Homodimericin A)

3D-SDF for NP0015730 (Homodimericin A)

PDB for NP0015730 (Homodimericin A)

3D PDB for NP0015730 (Homodimericin A)

SMILES for NP0015730 (Homodimericin A)

INCHI for NP0015730 (Homodimericin A)

Structure for NP0015730 (Homodimericin A)

3D Structure for NP0015730 (Homodimericin A)