NP-MRD: Showing NP-Card for cucullamide (NP0039536)

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Record Information

Version

2.0

Created at

2021-06-20 21:56:24 UTC

Updated at

2021-06-30 00:12:56 UTC

NP-MRD ID

NP0039536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cucullamide

Provided By

JEOL Database JEOL Logo

Description

Cucullamide belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. cucullamide is found in Aglaia cucullata and Amoora cucullata. cucullamide was first documented in 2010 (PMID: 20686272). Based on a literature review very few articles have been published on Cucullamide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123563D          

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M  END

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  Mrv1652306202123563D          

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  7  9  1  0  0  0  0
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  7  8  2  0  0  0  0
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  3  2  1  0  0  0  0
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  2  1  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0039536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)C(\[H])=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=O)C(=C(/[H])C([H])([H])OC(=O)C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H30N2O5/c1-20(16-19-33-26(31)22-11-13-23(32-2)14-12-22)25(30)28-18-7-6-17-27-24(29)15-10-21-8-4-3-5-9-21/h3-5,8-16H,6-7,17-19H2,1-2H3,(H,27,29)(H,28,30)/b15-10+,20-16+

> <INCHI_KEY>
UXEVFTFWWUXKCP-XRSREISPSA-N

> <FORMULA>
C26H30N2O5

> <MOLECULAR_WEIGHT>
450.535

> <EXACT_MASS>
450.215472074

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.940396409310935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-methyl-3-({4-[(2E)-3-phenylprop-2-enamido]butyl}carbamoyl)prop-2-en-1-yl 4-methoxybenzoate

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.7473408336666667

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.891735524474697

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.186343691244897

> <JCHEM_PKA_STRONGEST_BASIC>
0.06093662561507529

> <JCHEM_POLAR_SURFACE_AREA>
93.72999999999999

> <JCHEM_REFRACTIVITY>
129.4206

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-methyl-3-({4-[(2E)-3-phenylprop-2-enamido]butyl}carbamoyl)prop-2-en-1-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.599  -6.960  -2.482  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.939  -6.886  -1.103  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.395  -5.855  -0.388  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.476  -4.883  -0.881  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.954  -3.872  -0.039  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.558  -3.821   1.305  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.027  -2.758   2.232  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.899  -2.809   3.445  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.593  -1.744   1.536  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.029  -0.639   2.333  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.198   0.518   1.396  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.675   1.752   1.529  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.837   2.269   2.656  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.852   2.712   0.403  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.884   3.266  -0.107  0.00  0.00           O+0
HETATM   16  N   UNK     0      -3.152   2.908   0.017  0.00  0.00           N+0
HETATM   17  C   UNK     0      -3.507   3.823  -1.046  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.360   3.169  -2.127  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.731   1.976  -2.859  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.374   2.261  -3.508  0.00  0.00           C+0
HETATM   21  N   UNK     0      -1.271   1.881  -2.652  0.00  0.00           N+0
HETATM   22  C   UNK     0      -0.809   0.589  -2.609  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.251  -0.325  -3.296  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.264   0.386  -1.603  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.731  -0.852  -1.380  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.737  -1.208  -0.369  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.881  -0.502   0.833  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.801  -0.919   1.799  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.583  -2.050   1.577  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.443  -2.767   0.391  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.523  -2.350  -0.574  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.306  -4.803   1.801  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.779  -5.811   0.956  0.00  0.00           C+0
HETATM   34  H   UNK     0       0.938  -6.069  -3.021  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.477  -7.118  -2.615  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.118  -7.824  -2.908  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.803  -4.877  -1.916  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.626  -3.123  -0.451  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.304  -0.424   3.123  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.996  -0.890   2.781  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.756   0.273   0.492  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.210   2.352   2.349  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.883   1.635   3.544  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.184   3.263   2.960  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.893   2.452   0.534  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.612   4.279  -1.481  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.080   4.630  -0.577  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.306   2.832  -1.683  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.624   3.935  -2.867  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.433   1.689  -3.653  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.668   1.117  -2.181  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.259   3.320  -3.762  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.293   1.687  -4.439  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.893   2.571  -2.006  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.625   1.250  -1.063  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.348  -1.683  -1.970  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.268   0.369   1.043  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.900  -0.365   2.728  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.295  -2.377   2.330  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.043  -3.656   0.217  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.421  -2.933  -1.486  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.623  -4.782   2.841  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.456  -6.566   1.347  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    3    1                                                       
CONECT    3    2   33    4                                                  
CONECT    4    3    5   37                                                  
CONECT    5    6    4   38                                                  
CONECT    6    5    7   32                                                  
CONECT    7    9    8    6                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   39   40                                             
CONECT   11   10   12   41                                                  
CONECT   12   13   11   14                                                  
CONECT   13   12   42   43   44                                             
CONECT   14   16   12   15                                                  
CONECT   15   14                                                            
CONECT   16   14   17   45                                                  
CONECT   17   16   18   46   47                                             
CONECT   18   17   19   48   49                                             
CONECT   19   18   20   50   51                                             
CONECT   20   19   21   52   53                                             
CONECT   21   20   22   54                                                  
CONECT   22   21   24   23                                                  
CONECT   23   22                                                            
CONECT   24   22   25   55                                                  
CONECT   25   24   26   56                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   57                                                  
CONECT   28   27   29   58                                                  
CONECT   29   28   30   59                                                  
CONECT   30   29   31   60                                                  
CONECT   31   30   26   61                                                  
CONECT   32   33    6   62                                                  
CONECT   33   32    3   63                                                  
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   16                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   24                                                            
CONECT   56   25                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
CONECT   61   31                                                            
CONECT   62   32                                                            
CONECT   63   33                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  128    0
END

RDKit          3D

63 64  0  0  0  0  0  0  0  0999 V2000
    0.5986   -6.9595   -2.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9385   -6.8855   -1.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954   -5.8546   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -4.8833   -0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9535   -3.8715   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581   -3.8213    1.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267   -2.7583    2.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8989   -2.8087    3.4454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -1.7443    1.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -0.6389    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.5178    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    1.7519    1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    2.2691    2.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8843    3.2661   -0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5066    3.8229   -1.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3604    3.1687   -2.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7313    1.9761   -2.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    2.2613   -3.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.8812   -2.6525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087    0.5887   -2.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509   -0.3248   -3.2957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    0.3859   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -0.8521   -1.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368   -1.2077   -0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808   -0.5023    0.8328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -0.9191    1.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826   -2.0502    1.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4434   -2.7665    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5230   -2.3496   -0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -4.8031    1.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7785   -5.8108    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377   -6.0685   -3.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4767   -7.1180   -2.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1176   -7.8236   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -4.8771   -1.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263   -3.1226   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3040   -0.4242    3.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.8895    2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    0.2729    0.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    2.3515    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827    1.6348    3.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    3.2628    2.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8927    2.4516    0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123    4.2792   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    4.6305   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3058    2.8323   -1.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235    3.9353   -2.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4327    1.6887   -3.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6679    1.1167   -2.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    3.3198   -3.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928    1.6873   -4.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8929    2.5715   -2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254    1.2505   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3481   -1.6832   -1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678    0.3691    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -0.3647    2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945   -2.3770    2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0428   -3.6563    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -2.9330   -1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233   -4.7824    2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563   -6.5657    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
 14 16  1  0
 12 13  1  0
  7  8  2  0
 16 17  1  0
 32 33  1  0
 17 18  1  0
  3  2  1  0
 18 19  1  0
  5  6  1  0
 19 20  1  0
  2  1  1  0
 20 21  1  0
 33  3  2  0
 21 22  1  0
  9 10  1  0
 22 24  1  0
  3  4  1  0
 24 25  2  0
 10 11  1  0
 25 26  1  0
  4  5  2  0
 22 23  2  0
 11 12  2  0
 26 27  2  0
  6  7  1  0
 27 28  1  0
 12 14  1  0
 28 29  2  0
  6 32  2  0
 29 30  1  0
 14 15  2  0
 30 31  2  0
 31 26  1  0
  4 37  1  0
  5 38  1  0
 32 62  1  0
 33 63  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 16 45  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 24 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀N₂O₅

Average Mass

450.5350 Da

Monoisotopic Mass

450.21547 Da

IUPAC Name

(2E)-3-methyl-3-({4-[(2E)-3-phenylprop-2-enamido]butyl}carbamoyl)prop-2-en-1-yl 4-methoxybenzoate

Traditional Name

(2E)-3-methyl-3-({4-[(2E)-3-phenylprop-2-enamido]butyl}carbamoyl)prop-2-en-1-yl 4-methoxybenzoate

CAS Registry Number

Not Available

SMILES

[H]N(C(=O)C(\[H])=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=O)C(=C(/[H])C([H])([H])OC(=O)C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C26H30N2O5/c1-20(16-19-33-26(31)22-11-13-23(32-2)14-12-22)25(30)28-18-7-6-17-27-24(29)15-10-21-8-4-3-5-9-21/h3-5,8-16H,6-7,17-19H2,1-2H3,(H,27,29)(H,28,30)/b15-10+,20-16+

InChI Key

UXEVFTFWWUXKCP-XRSREISPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Aglaia cucullata	LOTUS Database	35616633
Amoora cucullata	JEOL database	Abdelfattah, M. S., et al, Chem. Pharm. Bull. 58, 1116 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid amides

Direct Parent

Cinnamic acid amides

Alternative Parents

Substituents

Cinnamic acid amide
P-methoxybenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Carboxylic acid derivative
Ether
Organic oxide
Carbonyl group
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.72	ALOGPS
logP	3.75	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	15.19	ChemAxon
pKa (Strongest Basic)	0.061	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.73 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	129.42 m³·mol⁻¹	ChemAxon
Polarizability	47.94 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

Not Available

Chemspider ID

28287877

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46873470

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Abdelfattah MS, Toume K, Ahmed F, Sadhu SK, Ishibashi M: Cucullamide, a new putrescine bisamide from Amoora cucullata. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1116-8. doi: 10.1248/cpb.58.1116. [PubMed:20686272 ]
Abdelfattah, M. S., et al. (2010). Abdelfattah, M. S., et al, Chem. Pharm. Bull. 58, 1116 (2010). Chem. Pharm. Bull..

Showing NP-Card for cucullamide (NP0039536)

MOL for NP0039536 (cucullamide)

3D MOL for NP0039536 (cucullamide)

3D SDF for NP0039536 (cucullamide)

3D-SDF for NP0039536 (cucullamide)

PDB for NP0039536 (cucullamide)

3D PDB for NP0039536 (cucullamide)

SMILES for NP0039536 (cucullamide)

INCHI for NP0039536 (cucullamide)

Structure for NP0039536 (cucullamide)

3D Structure for NP0039536 (cucullamide)