NP-MRD: Showing NP-Card for Symlandine (NP0025508)

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Record Information

Version

1.0

Created at

2021-06-19 17:36:58 UTC

Updated at

2021-06-29 23:50:31 UTC

NP-MRD ID

NP0025508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Symlandine

Provided By

JEOL Database JEOL Logo

Description

Symlandine is found in Cynoglossum officinale , Echium plantagineum, Myosotis scorpioides, Symphytine, Symphytum x uplandicum, Symphytum asperum, Symphytum bohemium, Symphytum caucasicum, Symphytum consolidum, Symphytum grandiflorum, Symphytum ibericum, Symphytum officinale, Symphytum officinalis, Symphytum orientale, Symphytum peregrinum, Symphytum tanaiense and Symphytum tuberosum. It was first documented in 2010 (PMID: 21170807). Based on a literature review very few articles have been published on Symlandine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119363D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306192119363D          

 58 59  0  0  0  0            999 V2000
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    0.2179   -0.7299    5.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6467    2.7600   -2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553    1.6422   -3.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    2.2419   -3.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    0.8657   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2319   -1.4400   -3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -1.2434    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    1.3253   -0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 21  1  0  0  0  0
 11 12  1  0  0  0  0
 19 24  1  0  0  0  0
 12 13  1  0  0  0  0
 24 25  1  0  0  0  0
 13 14  2  0  0  0  0
 24 26  1  0  0  0  0
 14 27  1  0  0  0  0
 21 22  1  0  0  0  0
 27 11  1  0  0  0  0
 21 23  1  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
  7  5  1  0  0  0  0
 15 16  1  0  0  0  0
  5  6  2  0  0  0  0
  5  3  1  0  0  0  0
 16 17  1  0  0  0  0
  3  2  2  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
 17 19  1  0  0  0  0
 27 58  1  6  0  0  0
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 24 53  1  1  0  0  0
 27  8  1  0  0  0  0
  3  4  1  0  0  0  0
  8 35  1  6  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
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 21 46  1  6  0  0  0
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 26 57  1  0  0  0  0
 22 47  1  0  0  0  0
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 23 50  1  0  0  0  0
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  2 31  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
 20 45  1  0  0  0  0
  4 32  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[H])[C@](O[H])(C(=O)OC([H])([H])C1=C([H])C([H])([H])N2C([H])([H])C([H])([H])[C@@]([H])(OC(=O)C(=C(\[H])C([H])([H])[H])\C([H])([H])[H])[C@@]12[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H31NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-7,12,14,16-17,22,25H,8-11H2,1-5H3/b13-6-/t14-,16+,17+,20-/m0/s1

> <INCHI_KEY>
MVWPTZQHBOWRTF-QKJMJVMDSA-N

> <FORMULA>
C20H31NO6

> <MOLECULAR_WEIGHT>
381.469

> <EXACT_MASS>
381.215137722

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.86373227658954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,7aR)-7-({[(2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
1.921822241

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.80089916468054

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.342812061582523

> <JCHEM_PKA_STRONGEST_BASIC>
8.135801445677528

> <JCHEM_POLAR_SURFACE_AREA>
96.3

> <JCHEM_REFRACTIVITY>
101.77230000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
symlandine

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 19 20  1  1
 17 18  2  0
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 27  8  1  0
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  8 35  1  6
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 20 45  1  0
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  4 33  1  0
  4 34  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      -0.293  -3.640   1.596  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.333  -3.150   3.009  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.481  -1.880   3.430  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.539  -1.490   4.874  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.572  -0.761   2.462  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.330  -0.431   1.707  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.788  -0.191   2.590  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.112   0.912   1.714  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.901   1.906   2.555  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.277   1.252   2.652  0.00  0.00           C+0
HETATM   11  N   UNK     0      -4.468   0.523   1.391  0.00  0.00           N+0
HETATM   12  C   UNK     0      -4.818  -0.900   1.574  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.013  -1.618   0.540  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.089  -0.807   0.010  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.172  -1.095  -1.129  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.895  -0.521  -0.860  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.005  -0.642  -1.890  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.245  -1.212  -2.948  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.329   0.067  -1.544  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.178   0.965  -0.426  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.762   0.947  -2.761  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.737   2.056  -3.060  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.133   1.609  -2.563  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.376  -1.014  -1.140  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.800  -1.966  -2.253  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.902  -1.830  -0.059  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.167   0.537   0.654  0.00  0.00           C+0
HETATM   28  H   UNK     0      -1.040  -4.428   1.462  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.506  -2.861   0.862  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.692  -4.064   1.378  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.247  -3.936   3.758  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.524  -1.082   5.126  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.354  -2.343   5.535  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.218  -0.730   5.095  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.220   1.377   1.285  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.466   2.064   3.547  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.975   2.870   2.039  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.059   2.008   2.780  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.310   0.597   3.531  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.889  -1.038   1.402  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.561  -1.299   2.562  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.196  -2.642   0.250  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.066  -2.176  -1.274  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.591  -0.645  -2.038  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.728   0.457   0.285  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.821   0.318  -3.658  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.038   2.627  -3.946  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.647   2.760  -2.227  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.255   1.642  -3.265  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.383   2.242  -3.421  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.930   0.866  -2.473  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.151   2.239  -1.668  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.271  -0.517  -0.749  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.552  -2.668  -1.876  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.962  -2.580  -2.599  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.232  -1.440  -3.108  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.672  -1.243   0.691  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.232   1.325  -0.106  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    3    1   31                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3   32   33   34                                             
CONECT    5    7    6    3                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    7    9   27   35                                             
CONECT    9    8   10   36   37                                             
CONECT   10    9   11   38   39                                             
CONECT   11   12   27   10                                                  
CONECT   12   11   13   40   41                                             
CONECT   13   12   14   42                                                  
CONECT   14   13   27   15                                                  
CONECT   15   14   16   43   44                                             
CONECT   16   15   17                                                       
CONECT   17   16   19   18                                                  
CONECT   18   17                                                            
CONECT   19   21   24   17   20                                             
CONECT   20   19   45                                                       
CONECT   21   19   22   23   46                                             
CONECT   22   21   47   48   49                                             
CONECT   23   21   50   51   52                                             
CONECT   24   19   25   26   53                                             
CONECT   25   24   54   55   56                                             
CONECT   26   24   57                                                       
CONECT   27   14   11   58    8                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    2                                                            
CONECT   32    4                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   12                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   20                                                            
CONECT   46   21                                                            
CONECT   47   22                                                            
CONECT   48   22                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  118    0
END

RDKit          3D

58 59  0  0  0  0  0  0  0  0999 V2000
   -0.2925   -3.6399    1.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3332   -3.1495    3.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814   -1.8797    3.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393   -1.4895    4.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719   -0.7609    2.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3304   -0.4307    1.7074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883   -0.1912    2.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1125    0.9121    1.7144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9011    1.9055    2.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2771    1.2522    2.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4677    0.5233    1.3911 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8179   -0.8998    1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0134   -1.6178    0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.8073    0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724   -1.0948   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8952   -0.5206   -0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052   -0.6419   -1.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453   -1.2115   -2.9483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3295    0.0673   -1.5441 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1775    0.9650   -0.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7617    0.9467   -2.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7369    2.0557   -3.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1330    1.6089   -2.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3758   -1.0136   -1.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7998   -1.9656   -2.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9019   -1.8300   -0.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1671    0.5366    0.6543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0400   -4.4284    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5059   -2.8606    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921   -4.0639    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -3.9358    3.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5236   -1.0818    5.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538   -2.3428    5.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -0.7299    5.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    1.3768    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4665    2.0637    3.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9751    2.8700    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0587    2.0080    2.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3103    0.5971    3.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8894   -1.0383    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5615   -1.2985    2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -2.6422    0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660   -2.1762   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906   -0.6447   -2.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277    0.4569    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215    0.3180   -3.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378    2.6266   -3.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6467    2.7600   -2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553    1.6422   -3.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    2.2419   -3.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    0.8657   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1509    2.2394   -1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712   -0.5165   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521   -2.6682   -1.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625   -2.5797   -2.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319   -1.4400   -3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -1.2434    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    1.3253   -0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 21  1  0
 11 12  1  0
 19 24  1  0
 12 13  1  0
 24 25  1  0
 13 14  2  0
 24 26  1  0
 14 27  1  0
 21 22  1  0
 27 11  1  0
 21 23  1  0
 14 15  1  0
  8  7  1  0
  8  9  1  0
  7  5  1  0
 15 16  1  0
  5  6  2  0
  5  3  1  0
 16 17  1  0
  3  2  2  0
  9 10  1  0
  2  1  1  0
 17 19  1  0
 27 58  1  6
 10 11  1  0
 19 20  1  1
 17 18  2  0
 24 53  1  1
 27  8  1  0
  3  4  1  0
  8 35  1  6
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 21 46  1  6
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
  2 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 20 45  1  0
  4 32  1  0
  4 33  1  0
  4 34  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
7-Angelyl-9-(-)-viridiflorylretronecine	Kegg
(1R,7AR)-7-({[(2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₀H₃₁NO₆

Average Mass

381.4690 Da

Monoisotopic Mass

381.21514 Da

IUPAC Name

(1R,7aR)-7-({[(2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate

Traditional Name

symlandine

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C([H])([H])[H])[C@](O[H])(C(=O)OC([H])([H])C1=C([H])C([H])([H])N2C([H])([H])C([H])([H])[C@@]([H])(OC(=O)C(=C(\[H])C([H])([H])[H])\C([H])([H])[H])[C@@]12[H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C20H31NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-7,12,14,16-17,22,25H,8-11H2,1-5H3/b13-6-/t14-,16+,17+,20-/m0/s1

InChI Key

MVWPTZQHBOWRTF-QKJMJVMDSA-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
Cynoglossum officinale	Plant	KNApSAcK
Echium plantagineum	LOTUS Database	35616633
Myosotis scorpioides	Plant	KNApSAcK
Symphytine	-	KNApSAcK
Symphytum x uplandicum	Plant	KNApSAcK
Symphytum asperum	Plant	KNApSAcK
Symphytum bohemium	Plant	KNApSAcK
Symphytum caucasicum	Plant	KNApSAcK
Symphytum consolidum	Plant	KNApSAcK
Symphytum grandiflorum	Plant	KNApSAcK
Symphytum ibericum	Plant	KNApSAcK
Symphytum officinale	JEOL database	Kim, N.-C., et al, J. Nat. Prod. 64, 251 (2001)
Symphytum officinalis	Plant	KNApSAcK
Symphytum orientale	Plant	KNApSAcK
Symphytum peregrinum	Plant	KNApSAcK
Symphytum tanaiense	Plant	KNApSAcK
Symphytum tuberosum	Plant	KNApSAcK
Symphytum uplandicum	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.09	ALOGPS
logP	1.92	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.34	ChemAxon
pKa (Strongest Basic)	8.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	101.77 m³·mol⁻¹	ChemAxon
Polarizability	40.86 Å³	ChemAxon
Number of Rings	2	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

C00002122

Chemspider ID

4445067

KEGG Compound ID

C10408

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281753

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mei N, Guo L, Fu PP, Fuscoe JC, Luan Y, Chen T: Metabolism, genotoxicity, and carcinogenicity of comfrey. J Toxicol Environ Health B Crit Rev. 2010 Oct;13(7-8):509-26. doi: 10.1080/10937404.2010.509013. [PubMed:21170807 ]
Kim, N.-C., et al. (2001). Kim, N.-C., et al, J. Nat. Prod. 64, 251 (2001). J. Nat. Prod..

Showing NP-Card for Symlandine (NP0025508)

MOL for NP0025508 (Symlandine)

3D MOL for NP0025508 (Symlandine)

3D SDF for NP0025508 (Symlandine)

3D-SDF for NP0025508 (Symlandine)

PDB for NP0025508 (Symlandine)

3D PDB for NP0025508 (Symlandine)

SMILES for NP0025508 (Symlandine)

INCHI for NP0025508 (Symlandine)

Structure for NP0025508 (Symlandine)

3D Structure for NP0025508 (Symlandine)