NP-MRD: Showing NP-Card for Cytochalasin Z12 (NP0007803)

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Record Information

Version

2.0

Created at

2020-12-09 04:35:00 UTC

Updated at

2021-07-15 16:58:35 UTC

NP-MRD ID

NP0007803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cytochalasin Z12

Provided By

NPAtlas

Description

Cytochalasin Z12 is found in Spicaria elegans and Spicaria elegans. Based on a literature review very few articles have been published on (1S,3aS,4S,5S,7aS)-1-benzyl-4-[(1E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-en-1-yl]-6,7-dimethyl-3a,4,5,7a-tetrahydro-1H-isoindole-3,3a,5-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106043D          

 66 68  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242106043D          

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    2.9150    1.4458    1.3366 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7976    1.8494    0.2525 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1275    2.3239   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8392   -0.3023   -0.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7963    1.4735   -2.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6219    1.0931   -2.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3107    1.2290   -1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376   -1.7458   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -2.4200    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1673   -0.2297   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700    0.2267    2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    1.2114    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    2.3650    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0477    2.5926   -0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1843    1.5945   -1.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    3.2692   -1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5258    1.0089    1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4999   -0.8988    0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0878    1.2208   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7807    1.3421   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    2.3170   -2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2434    0.5226   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4880    3.5780   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.6031    2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454   -1.6587    3.4836 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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30  2  1  0  0  0  0
 17  5  1  0  0  0  0
 13  8  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  5 38  1  6  0  0  0
  6 39  1  1  0  0  0
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  9 42  1  0  0  0  0
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 30 65  1  1  0  0  0
 31 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C(\[H])=C(/[H])[C@@]1([H])[C@]([H])(O[H])C(=C(C([H])([H])[H])[C@@]2([H])[C@@]([H])(N([H])C(=O)[C@@]12O[H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H35NO5/c1-14(22(28)17(4)27)9-8-12-19-23(29)16(3)15(2)21-20(26-24(30)25(19,21)31)13-18-10-6-5-7-11-18/h5-8,10-12,14,17,19-23,27-29,31H,9,13H2,1-4H3,(H,26,30)/b12-8+/t14-,17+,19-,20-,21-,22+,23+,25+/m0/s1

> <INCHI_KEY>
HOIPGQDLLAWNHD-USBMXEKVSA-N

> <FORMULA>
C25H35NO5

> <MOLECULAR_WEIGHT>
429.557

> <EXACT_MASS>
429.251523231

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.99991721963055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,3aS,6S,7S,7aS)-3-benzyl-7-[(1E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-en-1-yl]-6,7a-dihydroxy-4,5-dimethyl-2,3,3a,6,7,7a-hexahydro-1H-isoindol-1-one

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
1.3962934386666674

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.660688323937428

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.082837294852332

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0141814527059188

> <JCHEM_POLAR_SURFACE_AREA>
110.02000000000001

> <JCHEM_REFRACTIVITY>
121.06790000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,3aS,6S,7S,7aS)-3-benzyl-7-[(1E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-en-1-yl]-6,7a-dihydroxy-4,5-dimethyl-3,3a,6,7-tetrahydro-2H-isoindol-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
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    3.7976    1.8494    0.2525 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1275    2.3239   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1328   -1.0504   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0878    1.2208   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6454   -1.6587    3.4836 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  2  0
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 22 23  1  0
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 30  2  1  0
 17  5  1  0
 13  8  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
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  5 38  1  6
  6 39  1  1
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 13 46  1  0
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 27 60  1  1
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  1
 31 66  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      -1.252  -3.614   2.736  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.115  -2.623   1.601  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.916  -2.679   0.548  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.955  -3.755   0.530  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.785  -1.720  -0.559  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.494  -0.424  -0.353  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.963  -0.638  -0.577  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.798   0.550  -0.411  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.040   1.340  -1.511  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.809   2.478  -1.464  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.366   2.851  -0.265  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.135   2.074   0.842  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.361   0.932   0.788  0.00  0.00           C+0
HETATM   14  N   UNK     0      -1.873   0.435  -1.337  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.520   0.003  -1.422  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.407   0.689  -1.897  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.360  -1.367  -0.875  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.101  -2.162  -1.942  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.564  -1.463   0.294  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.624  -0.387   0.238  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.945   0.393   1.232  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.915   1.446   1.337  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.798   1.849   0.253  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.127   2.324  -1.009  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.031   1.011   0.036  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.839  -0.302  -0.257  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.071   1.685  -0.837  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.796   1.474  -2.303  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.234   3.017  -0.532  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.084  -1.555   1.632  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.869  -1.979   2.568  0.00  0.00           O+0
HETATM   32  H   UNK     0      -2.184  -3.462   3.284  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.224  -4.651   2.355  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.383  -3.475   3.384  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.517  -4.760   0.551  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.677  -3.580   1.358  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.569  -3.687  -0.407  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.215  -2.199  -1.467  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.322   0.047   0.632  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.294  -1.406   0.152  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.133  -1.050  -1.591  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.622   1.093  -2.500  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.971   3.069  -2.357  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.975   3.760  -0.245  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.566   2.349   1.804  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.193   0.328   1.693  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.311   1.229  -1.893  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.938  -1.746  -2.290  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.152  -2.420   0.159  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.167  -0.230  -0.682  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.370   0.227   2.168  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.575   1.211   2.230  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.356   2.365   1.701  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.277   2.820   0.644  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.048   2.593  -0.797  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.184   1.595  -1.847  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.546   3.269  -1.421  0.00  0.00           H+0
HETATM   58  H   UNK     0       5.526   1.009   1.069  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.500  -0.899   0.180  0.00  0.00           H+0
HETATM   60  H   UNK     0       7.088   1.221  -0.641  0.00  0.00           H+0
HETATM   61  H   UNK     0       6.781   1.342  -2.818  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.260   2.317  -2.784  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.243   0.523  -2.429  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.488   3.578  -1.300  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.485  -0.603   2.022  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.645  -1.659   3.484  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3   30                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   35   36   37                                             
CONECT    5    3    6   17   38                                             
CONECT    6    5    7   14   39                                             
CONECT    7    6    8   40   41                                             
CONECT    8    7    9   13                                                  
CONECT    9    8   10   42                                                  
CONECT   10    9   11   43                                                  
CONECT   11   10   12   44                                                  
CONECT   12   11   13   45                                                  
CONECT   13   12    8   46                                                  
CONECT   14    6   15   47                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19    5                                             
CONECT   18   17   48                                                       
CONECT   19   17   20   30   49                                             
CONECT   20   19   21   50                                                  
CONECT   21   20   22   51                                                  
CONECT   22   21   23   52   53                                             
CONECT   23   22   24   25   54                                             
CONECT   24   23   55   56   57                                             
CONECT   25   23   26   27   58                                             
CONECT   26   25   59                                                       
CONECT   27   25   28   29   60                                             
CONECT   28   27   61   62   63                                             
CONECT   29   27   64                                                       
CONECT   30   19   31    2   65                                             
CONECT   31   30   66                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    7                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   27                                                            
CONECT   61   28                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   30                                                            
CONECT   66   31                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  136    0
END

RDKit          3D

66 68  0  0  0  0  0  0  0  0999 V2000
   -1.2515   -3.6135    2.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150   -2.6232    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159   -2.6785    0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -3.7553    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845   -1.7204   -0.5589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4940   -0.4238   -0.3528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9629   -0.6384   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7977    0.5496   -0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0398    1.3404   -1.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8085    2.4780   -1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3656    2.8507   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1346    2.0743    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3613    0.9323    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731    0.4354   -1.3373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5203    0.0027   -1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4066    0.6890   -1.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596   -1.3673   -0.8745 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1011   -2.1623   -1.9420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5644   -1.4630    0.2935 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6241   -0.3872    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9450    0.3933    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150    1.4458    1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976    1.8494    0.2525 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1275    2.3239   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0313    1.0113    0.0364 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8392   -0.3023   -0.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0710    1.6854   -0.8372 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7963    1.4735   -2.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336    3.0169   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -1.5553    1.6321 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8686   -1.9792    2.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1843   -3.4615    3.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2238   -4.6512    2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -3.4749    3.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -4.7601    0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774   -3.5802    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5694   -3.6872   -0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -2.1989   -1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    0.0472    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2936   -1.4063    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1328   -1.0504   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    1.0931   -2.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9713    3.0690   -2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9753    3.7597   -0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5658    2.3494    1.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931    0.3283    1.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3107    1.2290   -1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376   -1.7458   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -2.4200    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1673   -0.2297   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700    0.2267    2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    1.2114    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    2.3650    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2766    2.8202    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    2.5926   -0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1843    1.5945   -1.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    3.2692   -1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5258    1.0089    1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4999   -0.8988    0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0878    1.2208   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7807    1.3421   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    2.3170   -2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2434    0.5226   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4880    3.5780   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.6031    2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454   -1.6587    3.4836 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 19 30  1  0
 30 31  1  0
 30  2  1  0
 17  5  1  0
 13  8  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  6
  6 39  1  1
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  1
 24 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  1
 26 59  1  0
 27 60  1  1
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  1
 31 66  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₅H₃₅NO₅

Average Mass

429.5570 Da

Monoisotopic Mass

429.25152 Da

IUPAC Name

(3S,3aS,6S,7S,7aS)-3-benzyl-7-[(1E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-en-1-yl]-6,7a-dihydroxy-4,5-dimethyl-2,3,3a,6,7,7a-hexahydro-1H-isoindol-1-one

Traditional Name

(3S,3aS,6S,7S,7aS)-3-benzyl-7-[(1E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-en-1-yl]-6,7a-dihydroxy-4,5-dimethyl-3,3a,6,7-tetrahydro-2H-isoindol-1-one

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@H](O)[C@@H](C)C\C=C\[C@H]1[C@H](O)C(C)=C(C)[C@H]2[C@H](CC3=CC=CC=C3)NC(=O)[C@@]12O

InChI Identifier

InChI=1S/C25H35NO5/c1-14(22(28)17(4)27)9-8-12-19-23(29)16(3)15(2)21-20(26-24(30)25(19,21)31)13-18-10-6-5-7-11-18/h5-8,10-12,14,17,19-23,27-29,31H,9,13H2,1-4H3,(H,26,30)/b12-8+/t14-,17+,19-,20-,21-,22+,23+,25+/m0/s1

InChI Key

HOIPGQDLLAWNHD-USBMXEKVSA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Mariannaea elegans	-	KNApSAcK
Spicaria elegans	NPAtlas	18507474

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	1.93	ALOGPS
logP	1.4	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.08	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.02 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.07 m³·mol⁻¹	ChemAxon
Polarizability	48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA014258

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23329909

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24970400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cytochalasin Z12 (NP0007803)

MOL for NP0007803 (Cytochalasin Z12)

3D MOL for NP0007803 (Cytochalasin Z12)

3D SDF for NP0007803 (Cytochalasin Z12)

3D-SDF for NP0007803 (Cytochalasin Z12)

PDB for NP0007803 (Cytochalasin Z12)

3D PDB for NP0007803 (Cytochalasin Z12)

SMILES for NP0007803 (Cytochalasin Z12)

INCHI for NP0007803 (Cytochalasin Z12)

Structure for NP0007803 (Cytochalasin Z12)

3D Structure for NP0007803 (Cytochalasin Z12)