NP-MRD: Showing NP-Card for Phenochalasin A (NP0003107)

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Record Information

Version

1.0

Created at

2020-12-09 00:11:52 UTC

Updated at

2021-07-15 16:45:32 UTC

NP-MRD ID

NP0003107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phenochalasin A

Provided By

NPAtlas

Description

Phenochalasin A is found in Phomopsis and Phomopsis sp. FT-0211. It was first documented in 1999 (PMID: 10604753). Based on a literature review very few articles have been published on 6,17-dihydroxy-15-[(4-hydroxyphenyl)methyl]-6,8,13,14-tetramethyl-2H,6H,7H,8H,9H,14H,14aH,15H,17bH-1,3-dioxacyclotrideca[5,4-e]isoindole-2,7-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117453D          

 69 72  0  0  0  0            999 V2000
    1.2044   -4.3968   -1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -3.1154   -0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242117453D          

 69 72  0  0  0  0            999 V2000
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   -5.6804    1.8790   -1.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0023    0.0977    2.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3104    0.1201    0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7868   -0.0124    0.3255 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3731    1.3460    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    2.0359    1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0731    3.2986    1.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4666   -1.8741   -1.2019 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.3051    3.3168   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2000    2.3358   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0751    0.6265   -0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6712    3.7313   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6808    1.4423   -1.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947   -1.8207    0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116   -1.2906   -1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -2.8211   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234   -1.2205   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847   -2.7067   -1.3073 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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35  2  1  0  0  0  0
 21  4  1  0  0  0  0
 33 27  1  0  0  0  0
 34 21  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  3 40  1  0  0  0  0
  4 41  1  6  0  0  0
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 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])[C@]1([H])N([H])C(=O)[C@]23OC(=O)O\C([H])=C([H])/[C@@](O[H])(C(=O)[C@@]([H])(C([H])([H])[H])C([H])([H])\C([H])=C([H])/[C@]2([H])C([H])=C(C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@@]13[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H33NO7/c1-16-6-5-7-20-14-17(2)18(3)23-22(15-19-8-10-21(30)11-9-19)29-25(32)28(20,23)36-26(33)35-13-12-27(4,34)24(16)31/h5,7-14,16,18,20,22-23,30,34H,6,15H2,1-4H3,(H,29,32)/b7-5-,13-12-/t16-,18-,20+,22-,23-,27+,28-/m0/s1

> <INCHI_KEY>
UWGGHVBZMJIJSU-TXTXDJJGSA-N

> <FORMULA>
C28H33NO7

> <MOLECULAR_WEIGHT>
495.572

> <EXACT_MASS>
495.225702407

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
52.386042695187754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,8S,14R,14aS,15S,17aS,17bR)-6-hydroxy-15-[(4-hydroxyphenyl)methyl]-6,8,13,14-tetramethyl-2H,6H,7H,8H,9H,14H,14aH,15H,16H,17H,17bH-1,3-dioxacyclotrideca[5,4-e]isoindole-2,7,17-trione

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
4.180482005999999

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.587820860595379

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.503914322266949

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7670802175835645

> <JCHEM_POLAR_SURFACE_AREA>
122.16000000000001

> <JCHEM_REFRACTIVITY>
134.7231

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R,8S,14R,14aS,15S,17aS,17bR)-6-hydroxy-15-[(4-hydroxyphenyl)methyl]-6,8,13,14-tetramethyl-8H,9H,14H,14aH,15H,16H,17bH-1,3-dioxacyclotrideca[5,4-e]isoindole-2,7,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
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   -0.0023    0.0977    2.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7868   -0.0124    0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2095    1.5753    2.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841    3.8254    2.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0593    5.3514    0.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4986   -2.8211   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234   -1.2205   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847   -2.7067   -1.3073 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  6
 12 15  1  0
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 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 21 20  1  6
 21 22  1  0
 22 23  2  0
 22 24  1  0
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 34 35  1  0
 35 36  1  0
 35  2  1  0
 21  4  1  0
 33 27  1  0
 34 21  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
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 34 65  1  1
 35 66  1  6
 36 67  1  0
 36 68  1  0
 36 69  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       1.204  -4.397  -1.369  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.735  -3.115  -0.863  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.318  -3.013  -0.098  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.809  -1.671   0.428  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.311  -1.945   1.792  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.312  -1.259   2.311  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.955  -0.193   1.536  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.425  -0.385   1.313  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.796  -1.683   0.651  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.986   0.810   0.616  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.906   1.436   1.133  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.513   1.325  -0.694  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.631   2.502  -0.462  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.680   1.879  -1.317  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.048   0.315  -1.629  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.864   0.210  -2.213  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.942   1.122  -1.939  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.737   1.206  -1.284  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.352   2.453  -1.232  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.046   0.292  -0.734  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.142  -0.574   0.327  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.510   0.117   1.618  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.002   0.098   2.736  0.00  0.00           O+0
HETATM   24  N   UNK     0       1.688   0.849   1.186  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.310   0.120   0.098  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.787  -0.012   0.326  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.373   1.346   0.409  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.524   2.036   1.590  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.073   3.299   1.597  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.494   3.932   0.457  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.047   5.214   0.494  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.345   3.246  -0.730  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.801   1.989  -0.755  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.569  -1.169   0.122  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.467  -1.874  -1.202  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.748  -2.131  -1.902  0.00  0.00           C+0
HETATM   37  H   UNK     0       1.182  -4.432  -2.476  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.702  -5.272  -0.908  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.295  -4.529  -1.105  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.885  -3.897   0.191  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.689  -1.500  -0.276  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.868  -2.722   2.407  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.684  -1.459   3.312  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.886   0.733   2.203  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.411   0.097   0.641  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.886  -0.420   2.330  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.044  -2.476   1.416  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.743  -1.579   0.060  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.973  -2.087   0.062  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.858   2.393   0.300  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.263   2.966  -1.418  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.305   3.317  -0.048  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.200   2.336  -0.587  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.795  -0.459  -1.874  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.787  -0.678  -2.898  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.021   1.748   1.596  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.075   0.627  -0.874  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.899  -0.474   1.352  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.309  -0.672  -0.358  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.210   1.575   2.519  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.184   3.825   2.531  0.00  0.00           H+0
HETATM   62  H   UNK     0       7.059   5.351   0.609  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.671   3.731  -1.637  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.681   1.442  -1.689  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.795  -1.821   0.967  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.812  -1.291  -1.885  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.499  -2.821  -2.764  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.123  -1.220  -2.363  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.485  -2.707  -1.307  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    1    3   35                                                  
CONECT    3    2    4   40                                                  
CONECT    4    3    5   21   41                                             
CONECT    5    4    6   42                                                  
CONECT    6    5    7   43                                                  
CONECT    7    6    8   44   45                                             
CONECT    8    7    9   10   46                                             
CONECT    9    8   47   48   49                                             
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   15                                             
CONECT   13   12   50   51   52                                             
CONECT   14   12   53                                                       
CONECT   15   12   16   54                                                  
CONECT   16   15   17   55                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22    4   34                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   56                                                  
CONECT   25   24   26   34   57                                             
CONECT   26   25   27   58   59                                             
CONECT   27   26   28   33                                                  
CONECT   28   27   29   60                                                  
CONECT   29   28   30   61                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30   62                                                       
CONECT   32   30   33   63                                                  
CONECT   33   32   27   64                                                  
CONECT   34   25   35   21   65                                             
CONECT   35   34   36    2   66                                             
CONECT   36   35   67   68   69                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48    9                                                            
CONECT   49    9                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   14                                                            
CONECT   54   15                                                            
CONECT   55   16                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   31                                                            
CONECT   63   32                                                            
CONECT   64   33                                                            
CONECT   65   34                                                            
CONECT   66   35                                                            
CONECT   67   36                                                            
CONECT   68   36                                                            
CONECT   69   36                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  144    0
END

RDKit          3D

69 72  0  0  0  0  0  0  0  0999 V2000
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 33 64  1  0
 34 65  1  1
 35 66  1  6
 36 67  1  0
 36 68  1  0
 36 69  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₈H₃₃NO₇

Average Mass

495.5720 Da

Monoisotopic Mass

495.22570 Da

IUPAC Name

(6R,8S,14R,14aS,15S,17aS,17bR)-6-hydroxy-15-[(4-hydroxyphenyl)methyl]-6,8,13,14-tetramethyl-2H,6H,7H,8H,9H,14H,14aH,15H,16H,17H,17bH-1,3-dioxacyclotrideca[5,4-e]isoindole-2,7,17-trione

Traditional Name

(6R,8S,14R,14aS,15S,17aS,17bR)-6-hydroxy-15-[(4-hydroxyphenyl)methyl]-6,8,13,14-tetramethyl-8H,9H,14H,14aH,15H,16H,17bH-1,3-dioxacyclotrideca[5,4-e]isoindole-2,7,17-trione

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3=CC=C(O)C=C3)NC(=O)C22OC(=O)O\C=C/C(C)(O)C(=O)C(C)C\C=C/C2C=C1C

InChI Identifier

InChI=1S/C28H33NO7/c1-16-6-5-7-20-14-17(2)18(3)23-22(15-19-8-10-21(30)11-9-19)29-25(32)28(20,23)36-26(33)35-13-12-27(4,34)24(16)31/h5,7-14,16,18,20,22-23,30,34H,6,15H2,1-4H3,(H,29,32)/b7-5-,13-12-

InChI Key

UWGGHVBZMJIJSU-TXTXDJJGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Phomopsis	NPAtlas	10604753
Phomopsis sp. FT-0211	Fungi	KNApSAcK

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	3.48	ALOGPS
logP	4.18	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	134.72 m³·mol⁻¹	ChemAxon
Polarizability	52.39 Å³	ChemAxon
Number of Rings	4	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

NPA009517

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tomoda H, Namatame I, Si S, Kawaguchi K, Masuma R, Namikoshi M, Omura S: Phenochalasins, inhibitors of lipid droplet formation in mouse macrophages, produced by Phomopsis sp. FT-0211. J Antibiot (Tokyo). 1999 Oct;52(10):851-6. doi: 10.7164/antibiotics.52.851. [PubMed:10604753 ]

Showing NP-Card for Phenochalasin A (NP0003107)

MOL for NP0003107 (Phenochalasin A)

3D MOL for NP0003107 (Phenochalasin A)

3D SDF for NP0003107 (Phenochalasin A)

3D-SDF for NP0003107 (Phenochalasin A)

PDB for NP0003107 (Phenochalasin A)

3D PDB for NP0003107 (Phenochalasin A)

SMILES for NP0003107 (Phenochalasin A)

INCHI for NP0003107 (Phenochalasin A)

Structure for NP0003107 (Phenochalasin A)

3D Structure for NP0003107 (Phenochalasin A)