NP-MRD: Showing NP-Card for isostrychnine (NP0327036)

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Record Information

Version

1.0

Created at

2022-09-12 09:13:04 UTC

Updated at

2022-09-12 09:13:04 UTC

NP-MRD ID

NP0327036

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isostrychnine

Description

Isostrychnine belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton. isostrychnine is found in Strychnos nux-vomica. It was first documented in 2012 (PMID: 22707864). Based on a literature review a significant number of articles have been published on Isostrychnine (PMID: 34213916) (PMID: 28008675) (PMID: 25832293) (PMID: 25146769).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122211132D          

 25 30  0  0  0  0            999 V2000
    3.3832    3.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960    3.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8121    3.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5396    3.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5883    2.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4053    1.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0210    1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5219    0.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9471    0.1831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5519    0.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    1.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641    0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4184    0.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5944    0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159    1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4856    1.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    2.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898    0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0102    1.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8119    1.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1830    1.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 12 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 47 52  0  0  0  0  0  0  0  0999 V2000
   -2.8234    2.7866    1.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    2.3271    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    2.8490    1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6099    2.3010    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    1.4403   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    0.9515   -0.5170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9514    1.2860    0.4262 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781    0.3133    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3577    0.4395    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1749   -0.6122   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5787   -1.7587   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001   -1.8637   -0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3565   -0.8238   -0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364   -0.5471   -0.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4880   -0.8586    1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5413   -1.9318    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9711   -1.8306   -0.4855 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3212   -1.4325   -0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897    0.0380   -0.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5260    0.6516    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289   -0.0512    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7991    0.2727   -0.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546    0.8708   -1.1532 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7203   -0.1053   -2.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.1537   -1.2581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1424    2.6780    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4774    3.9607    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    2.6615    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    1.2328   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    1.3630    0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2466   -0.5755   -0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1754   -2.6235   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -2.7623   -1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.0096    1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.2310    1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -1.7638    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -2.9493    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351   -1.9208   -1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -1.8412    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5840    1.7475   -0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -1.1062    0.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686    0.4327    1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0603   -0.5327   -0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912    1.6487   -1.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958   -0.5870   -2.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486    0.4293   -2.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -1.8285   -2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 14 15  1  1
 14 25  1  0
 25 24  1  0
 24 23  1  0
 23  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2  7  1  0
  7  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 23 19  1  0
  6  5  1  0
 13  8  1  0
 25 17  1  0
  6 14  1  0
 13 14  1  0
 22 43  1  0
 21 41  1  0
 21 42  1  0
 20 40  1  0
 18 38  1  0
 18 39  1  0
 16 36  1  0
 16 37  1  0
 15 34  1  0
 15 35  1  0
 25 47  1  6
 24 45  1  0
 24 46  1  0
 23 44  1  6
  4 28  1  0
  3 26  1  0
  3 27  1  0
  6 29  1  6
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
M  END


  Mrv1652309122211132D          

 25 30  0  0  0  0            999 V2000
    3.3832    3.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960    3.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8121    3.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5396    3.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5883    2.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4053    1.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0210    1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5219    0.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9471    0.1831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5519    0.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    1.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641    0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4184    0.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5944    0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159    1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4856    1.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    2.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898    0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0102    1.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8119    1.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1830    1.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 12 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327036

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC\C=C1/CN2CCC34C2CC1C1=CCC(=O)N(C31)C1=CC=CC=C41

> <INCHI_IDENTIFIER>
InChI=1S/C21H22N2O2/c24-10-7-13-12-22-9-8-21-16-3-1-2-4-17(16)23-19(25)6-5-14(20(21)23)15(13)11-18(21)22/h1-5,7,15,18,20,24H,6,8-12H2/b13-7+

> <INCHI_KEY>
PNYOGGAOQVIZDM-NTUHNPAUSA-N

> <FORMULA>
C21H22N2O2

> <MOLECULAR_WEIGHT>
334.419

> <EXACT_MASS>
334.168127956

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.65260328296989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(14Z)-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.1^{1,8}.0^{2,7}.0^{16,19}.0^{12,21}]henicosa-2,4,6,11-tetraen-9-one

> <JCHEM_LOGP>
0.6264463520000007

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.622147519803828

> <JCHEM_PKA_STRONGEST_BASIC>
8.997845055222234

> <JCHEM_POLAR_SURFACE_AREA>
43.78

> <JCHEM_REFRACTIVITY>
97.37410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(14Z)-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.1^{1,8}.0^{2,7}.0^{16,19}.0^{12,21}]henicosa-2,4,6,11-tetraen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  O   UNK     0       6.315   6.674   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.646   5.898   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.983   6.696   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.341   5.956   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.432   4.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.957   3.646   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.239   2.750   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.308   1.594   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      11.101   0.342   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.786  -0.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.497   0.333   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.841   1.959   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.213   1.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.381   0.543   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.843   0.616   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.136   1.984   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.968   3.280   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.506   3.208   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.611   4.332   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.978   3.602   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.674   0.765   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.086   2.374   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.582   2.737   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.645   1.623   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      17.142   1.986   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8   13   20                                             
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18    2   20                                                  
CONECT   20   19    5   12                                                  
CONECT   21    9   22                                                       
CONECT   22   21    6   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂N₂O₂

Average Mass

334.4190 Da

Monoisotopic Mass

334.16813 Da

IUPAC Name

(14Z)-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.1^{1,8}.0^{2,7}.0^{16,19}.0^{12,21}]henicosa-2,4,6,11-tetraen-9-one

Traditional Name

(14Z)-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.1^{1,8}.0^{2,7}.0^{16,19}.0^{12,21}]henicosa-2,4,6,11-tetraen-9-one

CAS Registry Number

Not Available

SMILES

OC\C=C1/CN2CCC34C2CC1C1=CCC(=O)N(C31)C1=CC=CC=C41

InChI Identifier

InChI=1S/C21H22N2O2/c24-10-7-13-12-22-9-8-21-16-3-1-2-4-17(16)23-19(25)6-5-14(20(21)23)15(13)11-18(21)22/h1-5,7,15,18,20,24H,6,8-12H2/b13-7+

InChI Key

PNYOGGAOQVIZDM-NTUHNPAUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Strychnos nux-vomica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Strychnos alkaloids

Sub Class

Not Available

Direct Parent

Strychnos alkaloids

Alternative Parents

Substituents

Strychnan skeleton
Akuammicine-skeleton
Stemmadenine-skeleton
Carbazole
Indole or derivatives
Indolizidine
Aralkylamine
Piperidine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Alcohol
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
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	0.63	ChemAxon
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.78 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.37 m³·mol⁻¹	ChemAxon
Polarizability	36.65 Å³	ChemAxon
Number of Rings	6	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

C00050999

Chemspider ID

4477195

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318675

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bhati R, Singh A, Saharan VA, Ram V, Bhandari A: Strychnos nux-vomica seeds: Pharmacognostical standardization, extraction, and antidiabetic activity. J Ayurveda Integr Med. 2012 Apr;3(2):80-4. doi: 10.4103/0975-9476.96523. [PubMed:22707864 ]
Wang P, Chen J, He W, Song J, Song H, Wei H, Xie W: An Asymmetric Synthesis of (+)-Isostrychnine Based on Catalytic Asymmetric Tandem Double Michael Addition. Org Lett. 2021 Jul 16;23(14):5476-5479. doi: 10.1021/acs.orglett.1c01828. Epub 2021 Jul 2. [PubMed:34213916 ]
Verma K, Kannan K, V S, R S, V K, K R: Exploring beta-Tubulin Inhibitors from Plant Origin using Computational Approach. Phytochem Anal. 2017 May;28(3):230-241. doi: 10.1002/pca.2665. Epub 2016 Dec 23. [PubMed:28008675 ]
Jacquemot G, Maertens G, Canesi S: Isostrychnine synthesis mediated by hypervalent iodine reagent. Chemistry. 2015 May 18;21(21):7713-5. doi: 10.1002/chem.201500185. Epub 2015 Apr 1. [PubMed:25832293 ]
Mohsen AM, Heller E, Holzgrabe U, Jensen AA, Zlotos DP: Structure-activity relationships of strychnine analogs at glycine receptors. Chem Biodivers. 2014 Aug;11(8):1256-62. doi: 10.1002/cbdv.201400110. [PubMed:25146769 ]
LOTUS database [Link]

Showing NP-Card for isostrychnine (NP0327036)

MOL for NP0327036 (isostrychnine)

3D MOL for NP0327036 (isostrychnine)

3D SDF for NP0327036 (isostrychnine)

3D-SDF for NP0327036 (isostrychnine)

PDB for NP0327036 (isostrychnine)

3D PDB for NP0327036 (isostrychnine)

SMILES for NP0327036 (isostrychnine)

INCHI for NP0327036 (isostrychnine)

Structure for NP0327036 (isostrychnine)

3D Structure for NP0327036 (isostrychnine)