NP-MRD: Showing NP-Card for Mersinine B (NP0025443)

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Record Information

Version

2.0

Created at

2021-06-19 17:34:11 UTC

Updated at

2021-06-29 23:50:24 UTC

NP-MRD ID

NP0025443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mersinine B

Provided By

JEOL Database JEOL Logo

Description

Mersinine B is found in Kopsia. Mersinine B was first documented in 2001 (Kam, T.-S., et al.). Based on a literature review very few articles have been published on Mersinine B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119343D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306192119343D          

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    0.2264   -0.4941   -2.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9151    1.5163    2.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3959   -3.4705    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0545   -4.2632    2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2887    1.2635   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447    3.9422   -1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908    3.0420   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706    4.8195    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935    5.2973    0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    5.4871    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2206    1.8515    1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
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 11  6  2  0  0  0  0
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  7  8  2  0  0  0  0
  7  6  1  0  0  0  0
 18 17  1  0  0  0  0
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 27 22  1  0  0  0  0
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 36 22  1  0  0  0  0
  5  3  1  0  0  0  0
  9 10  2  0  0  0  0
  3  4  2  0  0  0  0
  3  2  1  0  0  0  0
 17 16  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
 32 34  1  0  0  0  0
 22 21  1  0  0  0  0
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 26 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(N(C(=O)OC([H])([H])[H])C2=C3OC([H])([H])OC3=C([H])C([H])=C2[C@@]23C([H])([H])C([H])([H])N4C([H])([H])C([H])=C([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])C([H])([H])[C@@]12[H])[C@@]34[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H28N2O9/c1-32-20(28)23-8-4-11-26-12-10-24(19(23)26)14-5-6-15-18(36-13-35-15)17(14)27(22(30)34-3)25(31,21(29)33-2)16(24)7-9-23/h4-6,8,16,19,31H,7,9-13H2,1-3H3/t16-,19+,23+,24+,25+/m1/s1

> <INCHI_KEY>
WTHKQEVBLOSRDI-SSTJULJHSA-N

> <FORMULA>
C25H28N2O9

> <MOLECULAR_WEIGHT>
500.504

> <EXACT_MASS>
500.17948049

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
50.118596818757396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11,12,16-trimethyl (1R,12S,13R,16R,23R)-12-hydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0^{1,13}.0^{2,10}.0^{5,9}.0^{20,23}]tricosa-2,4,9,17-tetraene-11,12,16-tricarboxylate

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
1.713427093

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.352960722660418

> <JCHEM_PKA_STRONGEST_BASIC>
8.336537033836262

> <JCHEM_POLAR_SURFACE_AREA>
124.07000000000001

> <JCHEM_REFRACTIVITY>
123.12839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,12,16-trimethyl (1R,12S,13R,16R,23R)-12-hydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0^{1,13}.0^{2,10}.0^{5,9}.0^{20,23}]tricosa-2,4,9,17-tetraene-11,12,16-tricarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 69  0  0  0  0  0  0  0  0999 V2000
    4.4052   -2.9076   -2.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4105    1.7817   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2264   -0.4941   -2.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0263    2.1842    0.5701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0959   -3.9575   -3.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2670   -2.4522   -3.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9151    1.5163    2.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5464    0.1137    3.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959   -3.4705    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2887    1.2635   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8908    3.0420   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706    4.8195    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935    5.2973    0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2206    1.8515    1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 30  1  0
 30 29  1  0
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 11  6  2  0
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 22 23  1  6
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  9  8  1  0
 32 34  1  0
 22 21  1  0
 34 35  1  0
 21 20  2  0
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 20 19  1  0
 23 25  1  0
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 23 24  2  0
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 25 26  1  0
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 36 64  1  1
  6  5  1  0
 29 59  1  1
 15 16  1  6
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 26 54  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.405  -2.908  -2.999  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.682  -2.180  -2.008  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.330  -2.196  -2.166  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.774  -2.723  -3.129  0.00  0.00           O+0
HETATM    5  N   UNK     0       1.631  -1.446  -1.225  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.157  -1.037   0.038  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.702   0.177   0.620  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.223   0.582   1.873  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.155  -0.198   2.559  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.541  -1.388   1.989  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.058  -1.805   0.769  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.502  -3.061   0.468  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.377  -3.333   1.576  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.389  -2.285   2.562  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.648   1.003  -0.168  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.411   1.782  -1.256  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.837   3.100  -0.569  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.017   3.209   0.640  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.582   4.541   1.048  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.886   4.652   1.420  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.826   3.800   0.966  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.402   2.692   0.014  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.456   3.403  -1.376  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.568   4.067  -1.894  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.701   3.285  -1.938  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.848   3.953  -3.193  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.324   1.461  -0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.768   0.425  -0.988  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.385  -0.091  -0.554  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.242  -1.104  -1.550  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.226  -0.494  -2.839  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.598  -2.430  -1.451  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.593  -3.200  -0.496  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.358  -2.599  -2.576  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.124  -3.803  -2.584  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.026   2.184   0.570  0.00  0.00           C+0
HETATM   37  H   UNK     0       4.096  -3.958  -3.008  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.468  -2.864  -2.743  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.267  -2.452  -3.984  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.915   1.516   2.336  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.546   0.114   3.521  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.396  -3.470   1.195  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.054  -4.263   2.056  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.756   1.997  -2.106  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.289   1.264  -1.657  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.745   3.942  -1.260  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.891   3.042  -0.273  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.171   4.819   1.929  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.794   5.297   0.283  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.170   5.487   2.054  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.874   3.930   1.216  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.863   3.771  -3.556  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.141   3.552  -3.926  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.712   5.032  -3.070  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.353   1.718  -0.279  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.394   1.017   1.002  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.725   0.841  -2.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.473  -0.414  -1.034  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.604  -0.644   0.377  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.459  -1.216  -3.458  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.853  -3.797  -1.767  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.469  -4.676  -2.515  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.668  -3.852  -3.531  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.221   1.851   1.602  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5   30    3    6                                                  
CONECT    6   11    7    5                                                  
CONECT    7    8    6   15                                                  
CONECT    8    7    9   40                                                  
CONECT    9   10    8   41                                                  
CONECT   10   14    9   11                                                  
CONECT   11   12    6   10                                                  
CONECT   12   13   11                                                       
CONECT   13   14   12   42   43                                             
CONECT   14   10   13                                                       
CONECT   15   29   36    7   16                                             
CONECT   16   17   15   44   45                                             
CONECT   17   18   16   46   47                                             
CONECT   18   36   17   19                                                  
CONECT   19   20   18   48   49                                             
CONECT   20   21   19   50                                                  
CONECT   21   22   20   51                                                  
CONECT   22   23   27   36   21                                             
CONECT   23   22   25   24                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   52   53   54                                             
CONECT   27   28   22   55   56                                             
CONECT   28   29   27   57   58                                             
CONECT   29   30   15   28   59                                             
CONECT   30    5   29   32   31                                             
CONECT   31   30   60                                                       
CONECT   32   30   34   33                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   61   62   63                                             
CONECT   36   18   15   22   64                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   16                                                            
CONECT   45   16                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   19                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   26                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   28                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
CONECT   60   31                                                            
CONECT   61   35                                                            
CONECT   62   35                                                            
CONECT   63   35                                                            
CONECT   64   36                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  138    0
END

RDKit          3D

64 69  0  0  0  0  0  0  0  0999 V2000
    4.4052   -2.9076   -2.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6820   -2.1797   -2.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301   -2.1955   -2.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7735   -2.7233   -3.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6311   -1.4457   -1.2251 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.0370    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    0.1772    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2229    0.5818    1.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -0.1982    2.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -1.3882    1.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0583   -1.8052    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025   -3.0607    0.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3771   -3.3327    1.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891   -2.2853    2.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6481    1.0030   -0.1679 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4105    1.7817   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8370    3.0997   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172    3.2089    0.6399 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    4.5412    1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863    4.6518    1.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8259    3.7996    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    2.6919    0.0141 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4555    3.4026   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677    4.0669   -1.8938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7011    3.2852   -1.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.9528   -3.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240    1.4608   -0.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7681    0.4247   -0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845   -0.0911   -0.5538 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2416   -1.1042   -1.5504 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2264   -0.4941   -2.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977   -2.4301   -1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5932   -3.1995   -0.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -2.5988   -2.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244   -3.8025   -2.5837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0263    2.1842    0.5701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0959   -3.9575   -3.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4675   -2.8637   -2.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2670   -2.4522   -3.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9151    1.5163    2.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5464    0.1137    3.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959   -3.4705    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0545   -4.2632    2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560    1.9966   -2.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    1.2635   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447    3.9422   -1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908    3.0420   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706    4.8195    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935    5.2973    0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    5.4871    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8739    3.9304    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8626    3.7705   -3.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408    3.5517   -3.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7122    5.0318   -3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527    1.7181   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    1.0170    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.8413   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732   -0.4140   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6037   -0.6438    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4594   -1.2156   -3.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -3.7968   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4690   -4.6764   -2.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6678   -3.8521   -3.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2206    1.8515    1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 30  1  0
 30 29  1  0
 15 29  1  0
 10 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 36 18  1  0
 11  6  2  0
 15 36  1  0
  7  8  2  0
  7  6  1  0
 18 17  1  0
 29 28  1  0
 22 23  1  6
 28 27  1  0
 30 32  1  0
 27 22  1  0
 30 31  1  6
 36 22  1  0
  5  3  1  0
  9 10  2  0
  3  4  2  0
  3  2  1  0
 17 16  1  0
  2  1  1  0
  9  8  1  0
 32 34  1  0
 22 21  1  0
 34 35  1  0
 21 20  2  0
 32 33  2  0
 20 19  1  0
 23 25  1  0
 19 18  1  0
 23 24  2  0
 11 10  1  0
 25 26  1  0
  7 15  1  0
 36 64  1  1
  6  5  1  0
 29 59  1  1
 15 16  1  6
 17 46  1  0
 17 47  1  0
 16 44  1  0
 16 45  1  0
  9 41  1  0
  8 40  1  0
 28 57  1  0
 28 58  1  0
 27 55  1  0
 27 56  1  0
 21 51  1  0
 20 50  1  0
 19 48  1  0
 19 49  1  0
 13 42  1  0
 13 43  1  0
 31 60  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 35 61  1  0
 35 62  1  0
 35 63  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈N₂O₉

Average Mass

500.5040 Da

Monoisotopic Mass

500.17948 Da

IUPAC Name

11,12,16-trimethyl (1R,12S,13R,16R,23R)-12-hydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0^{1,13}.0^{2,10}.0^{5,9}.0^{20,23}]tricosa-2,4,9,17-tetraene-11,12,16-tricarboxylate

Traditional Name

11,12,16-trimethyl (1R,12S,13R,16R,23R)-12-hydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0^{1,13}.0^{2,10}.0^{5,9}.0^{20,23}]tricosa-2,4,9,17-tetraene-11,12,16-tricarboxylate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1(N(C(=O)OC([H])([H])[H])C2=C3OC([H])([H])OC3=C([H])C([H])=C2[C@@]23C([H])([H])C([H])([H])N4C([H])([H])C([H])=C([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])C([H])([H])[C@@]12[H])[C@@]34[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C25H28N2O9/c1-32-20(28)23-8-4-11-26-12-10-24(19(23)26)14-5-6-15-18(36-13-35-15)17(14)27(22(30)34-3)25(31,21(29)33-2)16(24)7-9-23/h4-6,8,16,19,31H,7,9-13H2,1-3H3/t16-,19+,23+,24+,25+/m1/s1

InChI Key

WTHKQEVBLOSRDI-SSTJULJHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Kopsia	JEOL database	Kam, T.-S., et al, Tetrahedron Letts. 42, 5977 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melodinus alkaloids. These are alkaloids with a structure that is based on the melodinus skeleton. This backbone is a pentacyclic structure that contains a tetrahydroquinoline and an indolizine joined to each other through a cyclopentane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Melodinus alkaloids

Sub Class

Not Available

Direct Parent

Melodinus alkaloids

Alternative Parents

Substituents

Melodinus skeleton
Benzoquinoline
Phenanthridine
1,8-phenanthroline
Alpha-amino acid ester
Alpha-amino acid or derivatives
Tetrahydroquinoline
Quinoline
Indole or derivatives
Benzodioxole
Aralkylamine
Dicarboxylic acid or derivatives
Benzenoid
N-alkylpyrrolidine
Methyl ester
Pyrrolidine
Carbamic acid ester
Carboxylic acid ester
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Azacycle
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Alkanolamine
Carbonyl group
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.34	ALOGPS
logP	1.71	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	8.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	124.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	123.13 m³·mol⁻¹	ChemAxon
Polarizability	50.12 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

15511596

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kam, T.-S., et al. (2001). Kam, T.-S., et al, Tetrahedron Letts. 42, 5977 (2001). Tetrahedron Lett.

Showing NP-Card for Mersinine B (NP0025443)

MOL for NP0025443 (Mersinine B)

3D MOL for NP0025443 (Mersinine B)

3D SDF for NP0025443 (Mersinine B)

3D-SDF for NP0025443 (Mersinine B)

PDB for NP0025443 (Mersinine B)

3D PDB for NP0025443 (Mersinine B)

SMILES for NP0025443 (Mersinine B)

INCHI for NP0025443 (Mersinine B)

Structure for NP0025443 (Mersinine B)

3D Structure for NP0025443 (Mersinine B)