NP-MRD: Showing NP-Card for flueggedine (NP0042587)

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Record Information

Version

2.0

Created at

2021-06-21 00:13:02 UTC

Updated at

2021-06-30 00:17:45 UTC

NP-MRD ID

NP0042587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

flueggedine

Provided By

JEOL Database JEOL Logo

Description

Flueggedine belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. flueggedine is found in Flueggea virosa. flueggedine was first documented in 2015 (PMID: 25845059). Based on a literature review very few articles have been published on Flueggedine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102133D          

 62 70  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306212102133D          

 62 70  0  0  0  0            999 V2000
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  5  4  1  0  0  0  0
 17 26  1  0  0  0  0
 19 21  1  0  0  0  0
 12 11  1  1  0  0  0
 11  9  1  0  0  0  0
  9  8  1  0  0  0  0
 32 31  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
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  8  7  2  0  0  0  0
 21 45  1  6  0  0  0
 19  4  1  0  0  0  0
 16 41  1  1  0  0  0
  5 34  1  6  0  0  0
 16 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 15  6  1  0  0  0  0
 32 62  1  6  0  0  0
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 15 40  1  1  0  0  0
  5 16  1  0  0  0  0
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  3  2  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0042587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2[C@@]3([H])[C@]4([H])C5=C([H])C(=O)O[C@]55C([H])([H])[C@@]([H])(N6C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]56[H])[C@]4([H])[C@@]3([H])[C@]3([H])N4C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]4([H])[C@@]2(OC1=O)C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H30N2O4/c29-19-9-13-21-22-14-10-20(30)32-26(14)12-16(28-8-4-2-6-18(26)28)24(22)23(21)15-11-25(13,31-19)17-5-1-3-7-27(15)17/h9-10,15-18,21-24H,1-8,11-12H2/t15-,16-,17+,18+,21+,22+,23+,24+,25-,26-/m1/s1

> <INCHI_KEY>
DVUJULGIOINVNJ-ZXGBZNCISA-N

> <FORMULA>
C26H30N2O4

> <MOLECULAR_WEIGHT>
434.536

> <EXACT_MASS>
434.220557454

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.46192737272453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,6S,7S,12R,13S,19R,20S,21S,22R,28S)-2,11-dioxa-18,23-diazanonacyclo[20.6.1.1^{12,19}.0^{1,5}.0^{6,21}.0^{7,20}.0^{8,12}.0^{13,18}.0^{23,28}]triaconta-4,8-diene-3,10-dione

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.821313411333334

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.71967019257864

> <JCHEM_PKA_STRONGEST_BASIC>
10.920781155796258

> <JCHEM_POLAR_SURFACE_AREA>
59.08000000000001

> <JCHEM_REFRACTIVITY>
116.74499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6S,7S,12R,13S,19R,20S,21S,22R,28S)-2,11-dioxa-18,23-diazanonacyclo[20.6.1.1^{12,19}.0^{1,5}.0^{6,21}.0^{7,20}.0^{8,12}.0^{13,18}.0^{23,28}]triaconta-4,8-diene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 18 44  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  O   UNK     0      -0.281  -3.177  -5.508  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.319  -2.211  -4.769  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.377  -1.959  -3.786  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.049  -0.812  -3.207  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.728  -0.163  -2.067  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.757  -0.975  -0.740  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.052  -1.010  -0.032  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.199  -1.496  -0.485  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.191  -1.171   0.545  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.369  -1.468   0.486  0.00  0.00           O+0
HETATM   11  O   UNK     0      -4.600  -0.466   1.555  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.206  -0.399   1.313  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.645   1.011   1.265  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.151   0.681   1.247  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.745   0.039  -0.104  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.840   0.927  -1.374  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.487   1.304  -2.080  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.159   0.065  -2.673  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.182  -0.229  -3.798  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.621  -1.220  -4.708  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.045   1.176  -4.410  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.871   1.466  -5.609  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.781   2.928  -6.032  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.830   3.885  -4.840  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.132   3.172  -3.524  0.00  0.00           C+0
HETATM   26  N   UNK     0       0.142   2.123  -3.267  0.00  0.00           N+0
HETATM   27  N   UNK     0      -1.004  -0.357   2.295  0.00  0.00           N+0
HETATM   28  C   UNK     0      -0.543   0.202   3.569  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.559  -0.865   4.661  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.941  -1.491   4.852  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.939  -1.035   3.793  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.316  -1.070   2.389  0.00  0.00           C+0
HETATM   33  H   UNK     0      -2.188  -2.635  -3.591  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.700   0.243  -2.378  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.330  -1.985  -0.810  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.436  -1.981  -1.414  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.931   1.582   2.157  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.992   1.582   0.398  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.529   1.564   1.432  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.255  -0.406   0.007  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.410   1.848  -1.183  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.138   1.832  -1.374  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.270  -0.769  -1.971  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.160   0.286  -3.064  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.083   1.275  -4.757  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.598   0.827  -6.457  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.914   1.225  -5.363  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.597   3.155  -6.728  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.150   3.095  -6.587  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.583   4.661  -5.021  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.133   4.408  -4.760  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.152   2.769  -3.547  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.098   3.908  -2.712  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.153   1.060   3.879  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.485   0.567   3.452  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.219  -0.429   5.608  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.162  -1.654   4.412  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.330  -1.245   5.847  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.845  -2.584   4.822  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.284  -0.022   4.036  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.825  -1.680   3.830  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.140  -2.124   2.133  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3    1   20                                                  
CONECT    3    4    2   33                                                  
CONECT    4    5   19    3                                                  
CONECT    5    6    4   34   16                                             
CONECT    6    5   15    7   35                                             
CONECT    7   12    8    6                                                  
CONECT    8    9    7   36                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9                                                            
CONECT   11   12    9                                                       
CONECT   12   32    7   11   13                                             
CONECT   13   12   14   37   38                                             
CONECT   14   15   27   13   39                                             
CONECT   15   14   16    6   40                                             
CONECT   16   17   41   15    5                                             
CONECT   17   16   26   18   42                                             
CONECT   18   17   19   43   44                                             
CONECT   19   20   21    4   18                                             
CONECT   20   19    2                                                       
CONECT   21   26   22   19   45                                             
CONECT   22   21   23   46   47                                             
CONECT   23   22   24   48   49                                             
CONECT   24   23   25   50   51                                             
CONECT   25   26   24   52   53                                             
CONECT   26   21   25   17                                                  
CONECT   27   14   32   28                                                  
CONECT   28   27   29   54   55                                             
CONECT   29   28   30   56   57                                             
CONECT   30   29   31   58   59                                             
CONECT   31   32   30   60   61                                             
CONECT   32   12   27   31   62                                             
CONECT   33    3                                                            
CONECT   34    5                                                            
CONECT   35    6                                                            
CONECT   36    8                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   18                                                            
CONECT   45   21                                                            
CONECT   46   22                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   24                                                            
CONECT   52   25                                                            
CONECT   53   25                                                            
CONECT   54   28                                                            
CONECT   55   28                                                            
CONECT   56   29                                                            
CONECT   57   29                                                            
CONECT   58   30                                                            
CONECT   59   30                                                            
CONECT   60   31                                                            
CONECT   61   31                                                            
CONECT   62   32                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  140    0
END

RDKit          3D

62 70  0  0  0  0  0  0  0  0999 V2000
   -0.2809   -3.1769   -5.5085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185   -2.2107   -4.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3767   -1.9591   -3.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489   -0.8116   -3.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7277   -0.1628   -2.0669 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7565   -0.9754   -0.7398 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0521   -1.0097   -0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1995   -1.4962   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1908   -1.1705    0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693   -1.4680    0.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -0.4656    1.5554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063   -0.3991    1.3131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6450    1.0108    1.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514    0.6813    1.2466 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7454    0.0388   -0.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8398    0.9267   -1.3740 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4869    1.3040   -2.0797 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1592    0.0648   -2.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -0.2291   -3.7976 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6206   -1.2204   -4.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453    1.1757   -4.4100 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8714    1.4656   -5.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7813    2.9284   -6.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295    3.8853   -4.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319    3.1721   -3.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    2.1231   -3.2668 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040   -0.3570    2.2952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425    0.2021    3.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594   -0.8647    4.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408   -1.4914    4.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394   -1.0348    3.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163   -1.0702    2.3891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1882   -2.6353   -3.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6995    0.2428   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -1.9847   -0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4362   -1.9811   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    1.5819    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    1.5818    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286    1.5637    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -0.4063    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4096    1.8483   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    1.8324   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696   -0.7686   -1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1598    0.2855   -3.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827    1.2751   -4.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979    0.8267   -6.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    1.2251   -5.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5973    3.1553   -6.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501    3.0953   -6.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    4.6610   -5.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1327    4.4077   -4.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524    2.7687   -3.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982    3.9078   -2.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    1.0599    3.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848    0.5671    3.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188   -0.4286    5.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -1.6541    4.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298   -1.2453    5.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8450   -2.5838    4.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2842   -0.0215    4.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8251   -1.6801    3.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404   -2.1238    2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  6
 26 21  1  0
 15 14  1  0
 14 27  1  0
 12 32  1  0
  7 12  1  0
  6  5  1  0
 16 17  1  0
 26 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 32 27  1  0
  5  4  1  0
 17 26  1  0
 19 21  1  0
 12 11  1  1
 11  9  1  0
  9  8  1  0
 32 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  8  7  2  0
 21 45  1  6
 19  4  1  0
 16 41  1  1
  5 34  1  6
 16 15  1  0
 12 13  1  0
 14 13  1  0
 15  6  1  0
 32 62  1  6
  6  7  1  0
 15 40  1  1
  5 16  1  0
  6 35  1  6
  4  3  2  0
 17 18  1  0
 19 18  1  0
  3  2  1  0
  2  1  2  0
  2 20  1  0
  9 10  2  0
 17 42  1  1
 14 39  1  1
  8 36  1  0
  3 33  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 13 37  1  0
 13 38  1  0
 18 43  1  0
 18 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀N₂O₄

Average Mass

434.5360 Da

Monoisotopic Mass

434.22056 Da

IUPAC Name

(1R,6S,7S,12R,13S,19R,20S,21S,22R,28S)-2,11-dioxa-18,23-diazanonacyclo[20.6.1.1^{12,19}.0^{1,5}.0^{6,21}.0^{7,20}.0^{8,12}.0^{13,18}.0^{23,28}]triaconta-4,8-diene-3,10-dione

Traditional Name

(1R,6S,7S,12R,13S,19R,20S,21S,22R,28S)-2,11-dioxa-18,23-diazanonacyclo[20.6.1.1^{12,19}.0^{1,5}.0^{6,21}.0^{7,20}.0^{8,12}.0^{13,18}.0^{23,28}]triaconta-4,8-diene-3,10-dione

CAS Registry Number

Not Available

SMILES

[H]C1=C2[C@@]3([H])[C@]4([H])C5=C([H])C(=O)O[C@]55C([H])([H])[C@@]([H])(N6C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]56[H])[C@]4([H])[C@@]3([H])[C@]3([H])N4C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]4([H])[C@@]2(OC1=O)C3([H])[H]

InChI Identifier

InChI=1S/C26H30N2O4/c29-19-9-13-21-22-14-10-20(30)32-26(14)12-16(28-8-4-2-6-18(26)28)24(22)23(21)15-11-25(13,31-19)17-5-1-3-7-27(15)17/h9-10,15-18,21-24H,1-8,11-12H2/t15-,16-,17+,18+,21+,22+,23+,24+,25-,26-/m1/s1

InChI Key

DVUJULGIOINVNJ-ZXGBZNCISA-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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Flueggea virosa	JEOL database	Zhao, B.-X., et al, Tetrahedron Lett. 54, 4708 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indolizidine
Azepane
2-furanone
Dicarboxylic acid or derivatives
N-alkylpyrrolidine
Piperidine
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Lactone
Carboxylic acid derivative
Oxacycle
Azacycle
Amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.87	ALOGPS
logP	1.82	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.72	ChemAxon
pKa (Strongest Basic)	10.92	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.08 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	116.74 m³·mol⁻¹	ChemAxon
Polarizability	47.46 Å³	ChemAxon
Number of Rings	9	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

29355889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102110859

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chirkin E, Atkatlian W, Poree FH: The Securinega alkaloids. Alkaloids Chem Biol. 2015;74:1-120. doi: 10.1016/bs.alkal.2014.11.001. [PubMed:25845059 ]
Zhao, B.-X., et al. (2013). Zhao, B.-X., et al, Tetrahedron Lett. 54, 4708 (2013). Tetrahedron Lett.

Showing NP-Card for flueggedine (NP0042587)

MOL for NP0042587 (flueggedine)

3D MOL for NP0042587 (flueggedine)

3D SDF for NP0042587 (flueggedine)

3D-SDF for NP0042587 (flueggedine)

PDB for NP0042587 (flueggedine)

3D PDB for NP0042587 (flueggedine)

SMILES for NP0042587 (flueggedine)

INCHI for NP0042587 (flueggedine)

Structure for NP0042587 (flueggedine)

3D Structure for NP0042587 (flueggedine)