NP-MRD: Showing NP-Card for (+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine (NP0040290)

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Record Information

Version

2.0

Created at

2021-06-20 22:29:31 UTC

Updated at

2021-06-30 00:14:07 UTC

NP-MRD ID

NP0040290

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine

Provided By

JEOL Database JEOL Logo

Description

(+)-(6AR,7R,E)-N-(2-Butenoyl)norushinsunine belongs to the class of organic compounds known as hydroxy-7-aporphines. These are aporphines containing a hydroxyl group at the 7-position. (+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine is found in Illigera luzonensis. (+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine was first documented in 2011 (Chen, J.-J., et al.). Based on a literature review very few articles have been published on (+)-(6aR,7R,E)-N-(2-Butenoyl)norushinsunine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100293D          

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M  END

     RDKit          3D

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  1 28  1  0  0  0  0
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 17 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040290

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C2=C([H])C([H])=C([H])C([H])=C2C2=C3OC([H])([H])OC3=C([H])C3=C2[C@@]1([H])N(C(=O)C(\[H])=C(/[H])C([H])([H])[H])C([H])([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H19NO4/c1-2-5-16(23)22-9-8-12-10-15-21(26-11-25-15)18-13-6-3-4-7-14(13)20(24)19(22)17(12)18/h2-7,10,19-20,24H,8-9,11H2,1H3/b5-2+/t19-,20-/m1/s1

> <INCHI_KEY>
LGMGIUVWEZJWJS-OHLVZGNVSA-N

> <FORMULA>
C21H19NO4

> <MOLECULAR_WEIGHT>
349.386

> <EXACT_MASS>
349.131408096

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.19824194487628

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-[(12R,13R)-13-hydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14,16,18-hexaen-11-yl]but-2-en-1-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.775471687666667

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.785197621672971

> <JCHEM_PKA_STRONGEST_BASIC>
-0.38006686082873375

> <JCHEM_POLAR_SURFACE_AREA>
59.000000000000014

> <JCHEM_REFRACTIVITY>
97.59310000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-[(12R,13R)-13-hydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14,16,18-hexaen-11-yl]but-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
    3.1300   -4.4422   -3.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643   -3.2380   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -3.0062   -1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2810   -1.7978   -1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -1.3091   -0.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095   -1.2555   -1.1165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769   -1.6478   -2.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551   -2.1570   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -1.0720   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0502   -1.0176    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4391    0.0396    0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5622    1.0282    1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2107    1.0117    1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7889   -0.0900    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2998   -0.1860   -0.1391 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2097    1.2283   -0.5654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6002    1.2521   -0.9072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586    2.2242    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8369    3.2791    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    4.1630    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5057    4.0031    2.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    2.9737    2.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339    2.0798    1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2138    1.9896    2.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5596    1.4840    2.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7135    0.2467    1.3771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -5.1144   -3.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4991   -4.1364   -4.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225   -5.0013   -2.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -2.5237   -2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -3.7139   -2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3570   -0.7598   -2.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -2.4048   -2.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690   -3.0388   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687   -2.4403   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7747   -1.7597   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2192   -0.4731    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3333    1.5687   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    0.4201   -0.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251    3.4056    0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    4.9663    2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6785    4.6807    3.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    2.8842    3.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8576    1.3281    3.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2242    2.2329    1.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
 15 14  1  0
 18 19  2  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
  9 14  2  0
 15 37  1  1
 12 11  1  0
 12 13  2  0
  9 10  1  0
 15 16  1  0
 14 13  1  0
 11 26  1  0
 26 25  1  0
 25 24  1  0
 24 12  1  0
 13 23  1  0
  6  4  1  0
 18 16  1  0
  4  3  1  0
 18 23  1  0
  3  2  2  0
 10 11  2  0
  2  1  1  0
  9  8  1  0
  4  5  2  0
 15  6  1  0
 16 17  1  0
 10 36  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 16 38  1  6
 22 43  1  0
 21 42  1  0
 20 41  1  0
 19 40  1  0
 25 44  1  0
 25 45  1  0
  3 31  1  0
  2 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 17 39  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       3.130  -4.442  -3.214  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.764  -3.238  -2.411  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.536  -3.006  -1.924  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.281  -1.798  -1.099  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.186  -1.309  -0.422  0.00  0.00           O+0
HETATM    6  N   UNK     0       0.010  -1.256  -1.117  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.077  -1.648  -2.011  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.255  -2.157  -1.186  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.713  -1.072  -0.245  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.050  -1.018   0.155  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.439   0.040   0.945  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.562   1.028   1.347  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.211   1.012   1.004  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.789  -0.090   0.210  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.300  -0.186  -0.139  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.210   1.228  -0.565  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.600   1.252  -0.907  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.059   2.224   0.558  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.837   3.279   0.815  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.614   4.163   1.866  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.506   4.003   2.671  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.416   2.974   2.412  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.234   2.080   1.342  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.214   1.990   2.067  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.560   1.484   2.091  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.713   0.247   1.377  0.00  0.00           O+0
HETATM   27  H   UNK     0       2.279  -5.114  -3.362  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.499  -4.136  -4.198  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.922  -5.001  -2.707  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.565  -2.524  -2.222  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.732  -3.714  -2.069  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.357  -0.760  -2.592  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.767  -2.405  -2.733  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.969  -3.039  -0.601  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.069  -2.440  -1.864  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.775  -1.760  -0.163  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.219  -0.473   0.788  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.333   1.569  -1.456  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.003   0.420  -0.579  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.725   3.406   0.198  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.319   4.966   2.060  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.679   4.681   3.503  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.271   2.884   3.076  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.858   1.328   3.135  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.224   2.233   1.646  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1   30                                                  
CONECT    3    4    2   31                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4                                                            
CONECT    6    7    4   15                                                  
CONECT    7    6    8   32   33                                             
CONECT    8    7    9   34   35                                             
CONECT    9   14   10    8                                                  
CONECT   10    9   11   36                                                  
CONECT   11   12   26   10                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14   23                                                  
CONECT   14   15    9   13                                                  
CONECT   15   14   37   16    6                                             
CONECT   16   15   18   17   38                                             
CONECT   17   16   39                                                       
CONECT   18   19   16   23                                                  
CONECT   19   18   20   40                                                  
CONECT   20   21   19   41                                                  
CONECT   21   22   20   42                                                  
CONECT   22   23   21   43                                                  
CONECT   23   22   13   18                                                  
CONECT   24   25   12                                                       
CONECT   25   26   24   44   45                                             
CONECT   26   11   25                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36   10                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   25                                                            
CONECT   45   25                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

RDKit          3D

45 49  0  0  0  0  0  0  0  0999 V2000
    3.1300   -4.4422   -3.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643   -3.2380   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -3.0062   -1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2810   -1.7978   -1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -1.3091   -0.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095   -1.2555   -1.1165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769   -1.6478   -2.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551   -2.1570   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -1.0720   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0502   -1.0176    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4391    0.0396    0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5622    1.0282    1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2107    1.0117    1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7889   -0.0900    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2998   -0.1860   -0.1391 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2097    1.2283   -0.5654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6002    1.2521   -0.9072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586    2.2242    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8369    3.2791    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    4.1630    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5057    4.0031    2.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    2.9737    2.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339    2.0798    1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2138    1.9896    2.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5596    1.4840    2.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7135    0.2467    1.3771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -5.1144   -3.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4991   -4.1364   -4.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225   -5.0013   -2.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -2.5237   -2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -3.7139   -2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3570   -0.7598   -2.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -2.4048   -2.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690   -3.0388   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687   -2.4403   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7747   -1.7597   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2192   -0.4731    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3333    1.5687   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    0.4201   -0.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251    3.4056    0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    4.9663    2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6785    4.6807    3.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    2.8842    3.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8576    1.3281    3.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2242    2.2329    1.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
 15 14  1  0
 18 19  2  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
  9 14  2  0
 15 37  1  1
 12 11  1  0
 12 13  2  0
  9 10  1  0
 15 16  1  0
 14 13  1  0
 11 26  1  0
 26 25  1  0
 25 24  1  0
 24 12  1  0
 13 23  1  0
  6  4  1  0
 18 16  1  0
  4  3  1  0
 18 23  1  0
  3  2  2  0
 10 11  2  0
  2  1  1  0
  9  8  1  0
  4  5  2  0
 15  6  1  0
 16 17  1  0
 10 36  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 16 38  1  6
 22 43  1  0
 21 42  1  0
 20 41  1  0
 19 40  1  0
 25 44  1  0
 25 45  1  0
  3 31  1  0
  2 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 17 39  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₁H₁₉NO₄

Average Mass

349.3860 Da

Monoisotopic Mass

349.13141 Da

IUPAC Name

(2E)-1-[(12R,13R)-13-hydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14,16,18-hexaen-11-yl]but-2-en-1-one

Traditional Name

(2E)-1-[(12R,13R)-13-hydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14,16,18-hexaen-11-yl]but-2-en-1-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C2=C([H])C([H])=C([H])C([H])=C2C2=C3OC([H])([H])OC3=C([H])C3=C2[C@@]1([H])N(C(=O)C(\[H])=C(/[H])C([H])([H])[H])C([H])([H])C3([H])[H]

InChI Identifier

InChI=1S/C21H19NO4/c1-2-5-16(23)22-9-8-12-10-15-21(26-11-25-15)18-13-6-3-4-7-14(13)20(24)19(22)17(12)18/h2-7,10,19-20,24H,8-9,11H2,1H3/b5-2+/t19-,20-/m1/s1

InChI Key

LGMGIUVWEZJWJS-OHLVZGNVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
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
Illigera luzonensis	JEOL database	Chen, J.-J., et al, Phytochem. 72, 523 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxy-7-aporphines. These are aporphines containing a hydroxyl group at the 7-position.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Hydroxy-7-aporphines

Direct Parent

Hydroxy-7-aporphines

Alternative Parents

Substituents

Hydroxy-7-aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Acetal
Azacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen 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	2.52	ALOGPS
logP	2.78	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.79	ChemAxon
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.59 m³·mol⁻¹	ChemAxon
Polarizability	38.2 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

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

52937892

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen, J.-J., et al. (2011). Chen, J.-J., et al, Phytochem. 72, 523 (2011). Phytochem..

Showing NP-Card for (+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine (NP0040290)

MOL for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

3D MOL for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

3D SDF for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

3D-SDF for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

PDB for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

3D PDB for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

SMILES for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

INCHI for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

Structure for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)

3D Structure for NP0040290 ((+)-(6aR,7R,E)-N-(but-2-enoyl)norushinsunine)