NP-MRD: Showing NP-Card for spicochalasin A (NP0038744)

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Record Information

Version

2.0

Created at

2021-06-20 21:20:57 UTC

Updated at

2021-06-30 00:11:42 UTC

NP-MRD ID

NP0038744

Secondary Accession Numbers

None

Natural Product Identification

Common Name

spicochalasin A

Provided By

JEOL Database JEOL Logo

Description

(1S,2R,3R,6S,7R,8S,11R,13R,14R,16R)-10,13-dihydroxy-1,5,6-trimethyl-8-(2-methylpropyl)-19-oxa-9-azapentacyclo[14.2.1.0²,¹⁴.0³,¹¹.0⁷,¹¹]Nonadeca-4,9-diene-12,15-dione belongs to the class of organic compounds known as aspochalasins. These are cytochalasans with a structure in which the hydrogenated isoindole bears a 2-methylpropyl group. spicochalasin A is found in Spicaria elegans. spicochalasin A was first documented in 2009 (Lin, Z., et al.). Based on a literature review very few articles have been published on (1S,2R,3R,6S,7R,8S,11R,13R,14R,16R)-10,13-dihydroxy-1,5,6-trimethyl-8-(2-methylpropyl)-19-oxa-9-azapentacyclo[14.2.1.0²,¹⁴.0³,¹¹.0⁷,¹¹]Nonadeca-4,9-diene-12,15-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123203D          

 63 67  0  0  0  0            999 V2000
   -3.4367   -0.4631    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399    0.0517    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3654    0.6433   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0522    1.1382   -0.2639 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7416    1.8046   -1.5177 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2687    2.0378   -1.2449 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4550    3.3254   -0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2370    3.4106    0.5122 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 10  1  0  0  0  0
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M  END

     RDKit          3D

 63 67  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306202123203D          

 63 67  0  0  0  0            999 V2000
   -3.4367   -0.4631    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399    0.0517    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4550    3.3254   -0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  1  0  0  0  0
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  3  2  2  0  0  0  0
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  6  5  1  0  0  0  0
 25 27  1  0  0  0  0
  4 19  1  0  0  0  0
  2  1  1  0  0  0  0
  5 12  1  0  0  0  0
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  7  8  2  0  0  0  0
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 15 16  1  0  0  0  0
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  4 35  1  1  0  0  0
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  6 37  1  6  0  0  0
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M  END
> <DATABASE_ID>
NP0038744

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C(=O)[C@@]23C(=O)N([H])[C@@]([H])(C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@]2([H])[C@@]([H])(C(=C([H])[C@]3([H])[C@]2([H])[C@@]1([H])C(=O)[C@]1([H])O[C@@]2(C([H])([H])[H])C([H])([H])C1([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H33NO5/c1-10(2)8-14-17-12(4)11(3)9-13-18-16(19(26)15-6-7-23(18,5)30-15)20(27)21(28)24(13,17)22(29)25-14/h9-10,12-18,20,27H,6-8H2,1-5H3,(H,25,29)/t12-,13-,14+,15-,16+,17+,18-,20-,23+,24+/m1/s1

> <INCHI_KEY>
AUNPAALTSVXOPF-LOXSIOOTSA-N

> <FORMULA>
C24H33NO5

> <MOLECULAR_WEIGHT>
415.53

> <EXACT_MASS>
415.235873167

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.86982162205153

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3R,6S,7R,8S,11S,13R,14R,16R)-13-hydroxy-1,5,6-trimethyl-8-(2-methylpropyl)-19-oxa-9-azapentacyclo[14.2.1.0^{2,14}.0^{3,11}.0^{7,11}]nonadec-4-ene-10,12,15-trione

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.262125394333334

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.692861870168588

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.74384672002816

> <JCHEM_PKA_STRONGEST_BASIC>
-2.103998344801405

> <JCHEM_POLAR_SURFACE_AREA>
92.7

> <JCHEM_REFRACTIVITY>
111.2023

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,6S,7R,8S,11S,13R,14R,16R)-13-hydroxy-1,5,6-trimethyl-8-(2-methylpropyl)-19-oxa-9-azapentacyclo[14.2.1.0^{2,14}.0^{3,11}.0^{7,11}]nonadec-4-ene-10,12,15-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 30 63  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.437  -0.463   0.335  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.040   0.052   0.515  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.365   0.643  -0.490  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.052   1.138  -0.264  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.742   1.805  -1.518  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.269   2.038  -1.245  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.455   3.325  -0.433  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.237   3.411   0.512  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.624   4.513  -0.904  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.859   4.807  -2.372  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.887   3.876  -3.089  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.094   3.187  -1.956  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.388   3.152  -2.314  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.258   4.090  -0.841  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.006   0.856  -0.624  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.371   1.170  -0.384  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.256   0.380   0.616  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.785   0.364   1.727  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.823  -0.054   0.376  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.796  -1.274  -0.534  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.045  -1.294  -1.729  0.00  0.00           O+0
HETATM   22  N   UNK     0       0.473  -2.386   0.194  0.00  0.00           N+0
HETATM   23  C   UNK     0       0.266  -2.132   1.589  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.437  -2.666   2.434  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.622  -4.198   2.391  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.413  -4.952   2.949  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.877  -4.587   3.178  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.128  -0.593   1.687  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.338  -0.073   1.856  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.116  -0.806   2.955  0.00  0.00           C+0
HETATM   31  H   UNK     0      -4.121   0.027   1.034  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.472  -1.544   0.499  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.814  -0.274  -0.677  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.811   0.702  -1.478  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.001   1.935   0.493  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.653   1.118  -2.369  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.777   2.232  -2.199  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.790   5.374  -0.252  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.588   5.846  -2.592  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.897   4.659  -2.688  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.241   4.480  -3.737  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.389   3.158  -3.746  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.016   2.982  -1.436  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.719   4.126  -2.696  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.599   2.403  -3.083  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.034   0.028  -1.337  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.381   1.777   0.389  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.408  -3.294  -0.250  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.653  -2.646   1.871  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.291  -2.355   3.477  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.371  -2.203   2.095  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.774  -4.514   1.352  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.470  -4.812   2.319  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.168  -4.615   3.962  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.612  -6.028   2.990  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.049  -5.667   3.128  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.788  -4.306   4.233  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.763  -4.090   2.768  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.654  -0.245   2.586  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.251   0.959   2.233  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.017  -0.243   3.228  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.508  -0.903   3.861  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.440  -1.806   2.652  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3    1   29                                                  
CONECT    3    4    2   34                                                  
CONECT    4    5    3   19   35                                             
CONECT    5    4    6   12   36                                             
CONECT    6   15    5    7   37                                             
CONECT    7    8    6    9                                                  
CONECT    8    7                                                            
CONECT    9   10   14    7   38                                             
CONECT   10    9   11   39   40                                             
CONECT   11   12   10   41   42                                             
CONECT   12    5   13   14   11                                             
CONECT   13   12   43   44   45                                             
CONECT   14   12    9                                                       
CONECT   15   17    6   16   46                                             
CONECT   16   15   47                                                       
CONECT   17   19   15   18                                                  
CONECT   18   17                                                            
CONECT   19   20   17    4   28                                             
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   23   20   48                                                  
CONECT   23   28   22   24   49                                             
CONECT   24   23   25   50   51                                             
CONECT   25   24   26   27   52                                             
CONECT   26   25   53   54   55                                             
CONECT   27   25   56   57   58                                             
CONECT   28   23   29   19   59                                             
CONECT   29   28    2   30   60                                             
CONECT   30   29   61   62   63                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   11                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   24                                                            
CONECT   52   25                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   26                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
CONECT   58   27                                                            
CONECT   59   28                                                            
CONECT   60   29                                                            
CONECT   61   30                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  134    0
END

RDKit          3D

63 67  0  0  0  0  0  0  0  0999 V2000
   -3.4367   -0.4631    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399    0.0517    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3654    0.6433   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0522    1.1382   -0.2639 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7416    1.8046   -1.5177 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2687    2.0378   -1.2449 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4550    3.3254   -0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2370    3.4106    0.5122 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6240    4.5127   -0.9039 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8595    4.8069   -2.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872    3.8760   -3.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0938    3.1874   -1.9560 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3880    3.1524   -2.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7963   -1.2744   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -1.2941   -1.7293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733   -2.3859    0.1941 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -2.1325    1.5895 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4366   -2.6660    2.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -4.1983    2.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4131   -4.9516    2.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8769   -4.5866    3.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -0.5925    1.6869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3376   -0.0730    1.8558 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1165   -0.8058    2.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207    0.0266    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.5444    0.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137   -0.2738   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108    0.7015   -1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.9349    0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6531    1.1176   -2.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    2.2322   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7899    5.3744   -0.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    5.8460   -2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8969    4.6589   -2.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2408    4.4799   -3.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887    3.1578   -3.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0162    2.9817   -1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191    4.1262   -2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5994    2.4033   -3.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0342    0.0282   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3810    1.7772    0.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -3.2944   -0.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532   -2.6459    1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -2.3552    3.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3713   -2.2028    2.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -4.5136    1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704   -4.8123    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684   -4.6151    3.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -6.0282    2.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0493   -5.6670    3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -4.3059    4.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626   -4.0898    2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.2448    2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509    0.9587    2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0165   -0.2428    3.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081   -0.9030    3.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401   -1.8056    2.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  4  5  1  0
 19 20  1  6
 19 17  1  0
 28 23  1  0
 17 15  1  0
 23 22  1  0
 15  6  1  0
 23 24  1  0
  4  3  1  0
 24 25  1  0
  3  2  2  0
 25 26  1  0
  6  5  1  0
 25 27  1  0
  4 19  1  0
  2  1  1  0
  5 12  1  0
 17 18  2  0
  7  8  2  0
  6  7  1  0
 12 13  1  6
 29 28  1  0
 12 14  1  0
  9 14  1  0
 12 11  1  0
 15 16  1  0
 29  2  1  0
  4 35  1  1
  7  9  1  0
  6 37  1  6
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 29 30  1  0
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 20 21  2  0
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 29 60  1  1
 28 59  1  1
  3 34  1  0
 15 46  1  6
  5 36  1  6
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 11 42  1  0
  9 38  1  1
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 25 52  1  6
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 26 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 16 47  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₃NO₅

Average Mass

415.5300 Da

Monoisotopic Mass

415.23587 Da

IUPAC Name

(1S,2R,3R,6S,7R,8S,11S,13R,14R,16R)-13-hydroxy-1,5,6-trimethyl-8-(2-methylpropyl)-19-oxa-9-azapentacyclo[14.2.1.0^{2,14}.0^{3,11}.0^{7,11}]nonadec-4-ene-10,12,15-trione

Traditional Name

(1S,2R,3R,6S,7R,8S,11S,13R,14R,16R)-13-hydroxy-1,5,6-trimethyl-8-(2-methylpropyl)-19-oxa-9-azapentacyclo[14.2.1.0^{2,14}.0^{3,11}.0^{7,11}]nonadec-4-ene-10,12,15-trione

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C(=O)[C@@]23C(=O)N([H])[C@@]([H])(C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@]2([H])[C@@]([H])(C(=C([H])[C@]3([H])[C@]2([H])[C@@]1([H])C(=O)[C@]1([H])O[C@@]2(C([H])([H])[H])C([H])([H])C1([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C24H33NO5/c1-10(2)8-14-17-12(4)11(3)9-13-18-16(19(26)15-6-7-23(18,5)30-15)20(27)21(28)24(13,17)22(29)25-14/h9-10,12-18,20,27H,6-8H2,1-5H3,(H,25,29)/t12-,13-,14+,15-,16+,17+,18-,20-,23+,24+/m1/s1

InChI Key

AUNPAALTSVXOPF-LOXSIOOTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mariannaea elegans	JEOL database	Lin, Z., et al, EurJ. Org. Chem. 2009, 3045

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspochalasins. These are cytochalasans with a structure in which the hydrogenated isoindole bears a 2-methylpropyl group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cytochalasans

Sub Class

Aspochalasins

Direct Parent

Aspochalasins

Alternative Parents

Substituents

Aspochalasin skeleton
Naphthopyran
Azaspirodecane
Naphthalene
Isoindolone
Isoindoline
Isoindole or derivatives
Oxane
Pyran
Pyrrolidone
2-pyrrolidone
Pyrrolidine
Cyclic alcohol
Tetrahydrofuran
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.94	ALOGPS
logP	2.26	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.74	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.7 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	111.2 m³·mol⁻¹	ChemAxon
Polarizability	44.87 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27024265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44471184

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin, Z., et al. (2009). Lin, Z., et al, EurJ. Org. Chem. 2009, 3045. Eur. J. Org. Chem..

Showing NP-Card for spicochalasin A (NP0038744)

MOL for NP0038744 (spicochalasin A)

3D MOL for NP0038744 (spicochalasin A)

3D SDF for NP0038744 (spicochalasin A)

3D-SDF for NP0038744 (spicochalasin A)

PDB for NP0038744 (spicochalasin A)

3D PDB for NP0038744 (spicochalasin A)

SMILES for NP0038744 (spicochalasin A)

INCHI for NP0038744 (spicochalasin A)

Structure for NP0038744 (spicochalasin A)

3D Structure for NP0038744 (spicochalasin A)