NP-MRD: Showing NP-Card for Verbalactone (NP0025837)

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Record Information

Version

2.0

Created at

2021-06-19 17:51:10 UTC

Updated at

2021-06-29 23:51:01 UTC

NP-MRD ID

NP0025837

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Verbalactone

Provided By

JEOL Database JEOL Logo

Description

Verbalactone is found in Verbascum undulatum. Verbalactone was first documented in 2001 (Magiatis, P., et al.). Based on a literature review very few articles have been published on (4S,6R,10S,12R)-4,10-dihydroxy-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119513D          

 62 62  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192119513D          

 62 62  0  0  0  0            999 V2000
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    0.9154   -3.9104    2.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -3.0422    4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7497   -1.8751    1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -1.9222    2.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8984   -0.5817    4.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1462    0.3362    4.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -0.2782    4.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
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 11 12  2  0  0  0  0
 11 10  1  0  0  0  0
  8  9  1  0  0  0  0
 21 22  1  0  0  0  0
 26 24  1  0  0  0  0
  6  5  1  0  0  0  0
 24 23  1  0  0  0  0
 14 15  1  0  0  0  0
 23 21  1  0  0  0  0
  5  4  1  0  0  0  0
 10  8  1  0  0  0  0
  4  3  1  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
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  2  1  1  0  0  0  0
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  7  6  1  0  0  0  0
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  8 41  1  6  0  0  0
  7 39  1  0  0  0  0
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  6 38  1  6  0  0  0
 23 61  1  0  0  0  0
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  4 34  1  0  0  0  0
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  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  1 27  1  0  0  0  0
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 18 53  1  0  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025837

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])C(=O)O[C@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[C@]([H])(O[H])C([H])([H])C(=O)O[C@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O6/c1-3-5-7-9-17-11-15(21)13-20(24)26-18(10-8-6-4-2)12-16(22)14-19(23)25-17/h15-18,21-22H,3-14H2,1-2H3/t15-,16-,17+,18+/m0/s1

> <INCHI_KEY>
PENUWXDRGVMHGY-WNRNVDISSA-N

> <FORMULA>
C20H36O6

> <MOLECULAR_WEIGHT>
372.502

> <EXACT_MASS>
372.251188879

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.09214965848325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,6R,10S,12R)-4,10-dihydroxy-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
3.1266366246666646

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.21556792043507

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.613507888177196

> <JCHEM_PKA_STRONGEST_BASIC>
-2.836181129607869

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
98.25359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,6R,10S,12R)-4,10-dihydroxy-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 10  8  1  0
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  8 41  1  6
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 18 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  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      -2.152  -6.876  -0.704  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.095  -7.247   0.770  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.441  -6.087   1.706  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.427  -4.941   1.653  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.764  -3.859   2.683  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.836  -2.632   2.609  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.565  -2.941   3.162  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.644  -1.906   2.801  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.884  -2.420   3.313  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.430  -0.512   3.392  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.684   0.386   2.441  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.815   0.372   1.226  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.132   1.229   3.132  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.907   2.175   2.357  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.008   3.395   2.071  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.588   4.419   1.088  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.132   4.243  -0.365  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.654   2.974  -1.034  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.315   2.946  -2.516  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.127   2.556   3.212  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.253   1.507   3.227  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.336   2.088   3.970  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.886   0.177   3.886  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.373  -0.821   2.881  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.786  -0.931   1.736  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.406  -1.598   3.445  0.00  0.00           O+0
HETATM   27  H   UNK     0      -1.378  -6.149  -0.965  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.992  -7.766  -1.321  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.127  -6.454  -0.965  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.098  -7.636   1.010  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.805  -8.063   0.952  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.487  -6.476   2.731  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.442  -5.708   1.466  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.423  -4.492   0.653  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.425  -5.342   1.834  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.803  -3.539   2.530  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.736  -4.280   3.696  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.751  -2.280   1.573  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.915  -3.910   2.790  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.523  -3.042   4.255  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.750  -1.875   1.710  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.605  -1.922   2.889  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.389  -0.023   3.601  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.898  -0.582   4.348  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.248   1.709   1.427  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.981   3.070   1.726  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.184   3.900   3.028  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.249   5.413   1.408  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.682   4.446   1.126  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.480   5.114  -0.934  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.964   4.260  -0.411  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.741   2.905  -0.912  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.211   2.091  -0.563  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.689   2.025  -2.973  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.768   2.988  -2.672  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.771   3.793  -3.039  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.567   3.495   2.857  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.813   2.753   4.247  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.619   1.369   2.203  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.133   1.561   3.787  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.146   0.336   4.679  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.763  -0.278   4.363  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1   30   31                                             
CONECT    3    4    2   32   33                                             
CONECT    4    5    3   34   35                                             
CONECT    5    6    4   36   37                                             
CONECT    6   26    5    7   38                                             
CONECT    7    8    6   39   40                                             
CONECT    8    9   10    7   41                                             
CONECT    9    8   42                                                       
CONECT   10   11    8   43   44                                             
CONECT   11   12   10   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   15   20   13   45                                             
CONECT   15   14   16   46   47                                             
CONECT   16   15   17   48   49                                             
CONECT   17   16   18   50   51                                             
CONECT   18   17   19   52   53                                             
CONECT   19   18   54   55   56                                             
CONECT   20   21   14   57   58                                             
CONECT   21   22   23   20   59                                             
CONECT   22   21   60                                                       
CONECT   23   24   21   61   62                                             
CONECT   24   25   26   23                                                  
CONECT   25   24                                                            
CONECT   26    6   24                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    2                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  124    0
END

RDKit          3D

62 62  0  0  0  0  0  0  0  0999 V2000
   -2.1522   -6.8762   -0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945   -7.2470    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -6.0869    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4267   -4.9405    1.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644   -3.8588    2.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -2.6320    2.6093 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5647   -2.9409    3.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6444   -1.9056    2.8006 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8837   -2.4204    3.3128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4296   -0.5123    3.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6838    0.3864    2.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8147    0.3717    1.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1318    1.2294    3.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9066    2.1751    2.3566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0083    3.3947    2.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5884    4.4192    1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317    4.2427   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6542    2.9735   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3149    2.9464   -2.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    2.5560    3.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2527    1.5070    3.2270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3357    2.0884    3.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863    0.1773    3.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730   -0.8211    2.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7861   -0.9306    1.7363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4059   -1.5982    3.4447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778   -6.1492   -0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9922   -7.7661   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275   -6.4537   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -7.6355    1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8045   -8.0628    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4875   -6.4759    2.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4416   -5.7079    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229   -4.4918    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245   -5.3419    1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -3.5388    2.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363   -4.2798    3.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -2.2801    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154   -3.9104    2.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -3.0422    4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7497   -1.8751    1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -1.9222    2.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885   -0.0230    3.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8984   -0.5817    4.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480    1.7088    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9808    3.0697    1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1836    3.8996    3.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2485    5.4127    1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6817    4.4455    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    5.1139   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9642    4.2603   -0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412    2.9045   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2114    2.0913   -0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6885    2.0247   -2.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    2.9883   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707    3.7933   -3.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5665    3.4951    2.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    2.7528    4.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186    1.3693    2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1334    1.5608    3.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    0.3362    4.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -0.2782    4.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  2  0
  6 26  1  0
 11 12  2  0
 11 10  1  0
  8  9  1  0
 21 22  1  0
 26 24  1  0
  6  5  1  0
 24 23  1  0
 14 15  1  0
 23 21  1  0
  5  4  1  0
 10  8  1  0
  4  3  1  0
 13 11  1  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
 21 20  1  0
 15 16  1  0
 20 14  1  0
 16 17  1  0
 14 13  1  0
 17 18  1  0
  7  6  1  0
 18 19  1  0
 10 43  1  0
 10 44  1  0
  8 41  1  6
  7 39  1  0
  7 40  1  0
  6 38  1  6
 23 61  1  0
 23 62  1  0
 21 59  1  6
 20 57  1  0
 20 58  1  0
 14 45  1  6
  9 42  1  0
 22 60  1  0
  5 36  1  0
  5 37  1  0
 15 46  1  0
 15 47  1  0
  4 34  1  0
  4 35  1  0
  3 32  1  0
  3 33  1  0
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₆O₆

Average Mass

372.5020 Da

Monoisotopic Mass

372.25119 Da

IUPAC Name

(4S,6R,10S,12R)-4,10-dihydroxy-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione

Traditional Name

(4S,6R,10S,12R)-4,10-dihydroxy-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])C(=O)O[C@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[C@]([H])(O[H])C([H])([H])C(=O)O[C@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C20H36O6/c1-3-5-7-9-17-11-15(21)13-20(24)26-18(10-8-6-4-2)12-16(22)14-19(23)25-17/h15-18,21-22H,3-14H2,1-2H3/t15-,16-,17+,18+/m0/s1

InChI Key

PENUWXDRGVMHGY-WNRNVDISSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Verbascum undulatum	JEOL database	Magiatis, P., et al, J. Nat. Prod. 64, 1093 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Dicarboxylic acid or derivatives
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	2.97	ALOGPS
logP	3.13	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.61	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.25 m³·mol⁻¹	ChemAxon
Polarizability	42.09 Å³	ChemAxon
Number of Rings	1	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

10384667

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Magiatis, P., et al. (2001). Magiatis, P., et al, J. Nat. Prod. 64, 1093 (2001). J. Nat. Prod..

Showing NP-Card for Verbalactone (NP0025837)

MOL for NP0025837 (Verbalactone)

3D MOL for NP0025837 (Verbalactone)

3D SDF for NP0025837 (Verbalactone)

3D-SDF for NP0025837 (Verbalactone)

PDB for NP0025837 (Verbalactone)

3D PDB for NP0025837 (Verbalactone)

SMILES for NP0025837 (Verbalactone)

INCHI for NP0025837 (Verbalactone)

Structure for NP0025837 (Verbalactone)

3D Structure for NP0025837 (Verbalactone)