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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 21:20:03 UTC

Update Date

2021-09-23 21:20:05 UTC

HMDB ID

HMDB0302871

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-trans-Piperamide-C-9-1

Description

8-trans-piperamide-c-9-1 is a member of the class of compounds known as benzodioxoles. Benzodioxoles are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. 8-trans-piperamide-c-9-1 is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 8-trans-piperamide-c-9-1 can be found in pepper (spice), which makes 8-trans-piperamide-c-9-1 a potential biomarker for the consumption of this food product.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0302871
     RDKit          3D
8-trans-Piperamide-C-9-1
 51 53  0  0  0  0  0  0  0  0999 V2000
   -4.3433   -0.8041    1.4218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9255   -0.0095    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5318    0.4354    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -0.3520    1.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549   -1.8117    1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9819   -2.1345    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -1.6072   -0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227   -2.1617    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064   -1.6424    0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324   -0.7947   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.2536   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847   -0.5986    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6588   -0.0623    0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421    0.8339   -0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9183    1.1818   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688    0.6372   -1.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4743    2.0775   -2.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6757    2.5822   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0926    1.5103   -0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8484    0.3853   -0.4587 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2147   -0.0130   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9044    1.3230   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8387    2.1341   -1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5784    1.2724   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6451   -2.2807    1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191   -2.2661    2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4722   -0.3310    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584    0.9048   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254    2.8236   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6218   -0.4816    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1453    1.7568    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5635    0.7279   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6712    1.8905   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
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  5  6  1  0
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 18 19  1  0
  2 20  1  0
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 19 14  1  0
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 21 44  1  0
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 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
M  END

  Mrv0541 02241212582D          

 24 26  0  0  0  0            999 V2000
    7.5638    4.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    4.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336    4.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336    3.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4191    2.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954    3.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0800    3.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    3.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1349    4.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8494    4.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4561    5.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
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  3 11  1  0  0  0  0
  1 12  1  0  0  0  0
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
  2 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23  1  1  0  0  0  0
  1 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302871

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCCCC\C=C\C1=CC=C2OCOC2=C1)N1CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C20H27NO3/c22-20(21-13-7-8-14-21)10-6-4-2-1-3-5-9-17-11-12-18-19(15-17)24-16-23-18/h5,9,11-12,15H,1-4,6-8,10,13-14,16H2/b9-5+

> <INCHI_KEY>
VBHDFZGBKBFFDM-WEVVVXLNSA-N

> <FORMULA>
C20H27NO3

> <MOLECULAR_WEIGHT>
329.4333

> <EXACT_MASS>
329.199093735

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.09397604875514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)non-8-en-1-one

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.113193555666667

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.12475066302839577

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
95.6127

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)non-8-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302871
     RDKit          3D
8-trans-Piperamide-C-9-1
 51 53  0  0  0  0  0  0  0  0999 V2000
   -4.3433   -0.8041    1.4218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9255   -0.0095    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5318    0.4354    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -0.3520    1.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549   -1.8117    1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9819   -2.1345    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -1.6072   -0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227   -2.1617    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064   -1.6424    0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4743    2.0775   -2.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6757    2.5822   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0926    1.5103   -0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8484    0.3853   -0.4587 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1453    1.7568    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8161    1.1925   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1595    2.3953   -2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5635    0.7279   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6712    1.8905   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  2 20  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 16 11  1  0
 24 20  1  0
 19 14  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
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 21 45  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
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      14.119   8.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.450   8.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.116   7.715   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.116   6.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.782   5.405   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.551   6.175   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.016   5.699   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.921   6.945   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.016   8.191   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.551   7.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.782   8.485   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      15.607   8.087   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      16.804   9.056   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.095   8.217   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.696   6.730   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.159   6.649   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.783   7.715   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.117   8.485   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.451   7.715   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.784   8.485   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.118   7.715   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.452   8.485   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.786   7.715   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.918  10.012   0.000  0.00  0.00           O+0
CONECT    1   12   23   24                                                  
CONECT    2    3   17                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10    3                                                       
CONECT   12    1   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17    2   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    1                                                       
CONECT   24    1                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0302871
HETATM    1  O1  UNL     1      -4.343  -0.804   1.422  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.925  -0.010   0.527  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.532   0.435   0.584  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.757  -0.352   1.599  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.655  -1.812   1.341  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.982  -2.135   0.024  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.424  -1.607  -0.071  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.323  -2.162   0.988  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.706  -1.642   0.887  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.032  -0.795  -0.059  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.372  -0.254  -0.206  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.385  -0.599   0.641  1.00  0.00           C  
HETATM   13  C12 UNL     1       6.659  -0.062   0.474  1.00  0.00           C  
HETATM   14  C13 UNL     1       6.942   0.834  -0.551  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.918   1.182  -1.407  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.669   0.637  -1.219  1.00  0.00           C  
HETATM   17  O2  UNL     1       6.474   2.078  -2.321  1.00  0.00           O  
HETATM   18  C16 UNL     1       7.676   2.582  -1.770  1.00  0.00           C  
HETATM   19  O3  UNL     1       8.093   1.510  -0.946  1.00  0.00           O  
HETATM   20  N1  UNL     1      -4.848   0.385  -0.459  1.00  0.00           N  
HETATM   21  C17 UNL     1      -6.215  -0.013  -0.563  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.904   1.323  -0.864  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.839   2.134  -1.569  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.578   1.272  -1.552  1.00  0.00           C  
HETATM   25  H1  UNL     1      -2.031   0.427  -0.406  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.559   1.515   0.917  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.218  -0.237   2.625  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.742   0.119   1.723  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.645  -2.281   1.312  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.019  -2.266   2.134  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.934  -3.228  -0.113  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.543  -1.724  -0.839  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.363  -0.491  -0.028  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.789  -1.863  -1.081  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.951  -1.791   1.990  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.347  -3.258   0.957  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.415  -1.991   1.616  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.247  -0.483  -0.774  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.263  -1.282   1.461  1.00  0.00           H  
HETATM   40  H16 UNL     1       7.472  -0.331   1.144  1.00  0.00           H  
HETATM   41  H17 UNL     1       3.858   0.905  -1.887  1.00  0.00           H  
HETATM   42  H18 UNL     1       8.425   2.824  -2.551  1.00  0.00           H  
HETATM   43  H19 UNL     1       7.435   3.446  -1.123  1.00  0.00           H  
HETATM   44  H20 UNL     1      -6.622  -0.482   0.348  1.00  0.00           H  
HETATM   45  H21 UNL     1      -6.363  -0.651  -1.469  1.00  0.00           H  
HETATM   46  H22 UNL     1      -7.145   1.757   0.128  1.00  0.00           H  
HETATM   47  H23 UNL     1      -7.816   1.193  -1.452  1.00  0.00           H  
HETATM   48  H24 UNL     1      -6.159   2.395  -2.581  1.00  0.00           H  
HETATM   49  H25 UNL     1      -5.628   3.033  -0.947  1.00  0.00           H  
HETATM   50  H26 UNL     1      -4.564   0.728  -2.513  1.00  0.00           H  
HETATM   51  H27 UNL     1      -3.671   1.890  -1.407  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   10   37
CONECT   10   11   38
CONECT   11   12   12   16
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   19
CONECT   15   16   16   17
CONECT   16   41
CONECT   17   18
CONECT   18   19   42   43
CONECT   20   21   24
CONECT   21   22   44   45
CONECT   22   23   46   47
CONECT   23   24   48   49
CONECT   24   50   51
END

HMDB0302871
     RDKit          3D
8-trans-Piperamide-C-9-1
 51 53  0  0  0  0  0  0  0  0999 V2000
   -4.3433   -0.8041    1.4218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9255   -0.0095    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5318    0.4354    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -0.3520    1.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549   -1.8117    1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9819   -2.1345    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -1.6072   -0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227   -2.1617    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064   -1.6424    0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324   -0.7947   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.2536   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847   -0.5986    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6588   -0.0623    0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421    0.8339   -0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9183    1.1818   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688    0.6372   -1.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4743    2.0775   -2.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6757    2.5822   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0926    1.5103   -0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8484    0.3853   -0.4587 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2147   -0.0130   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9044    1.3230   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8387    2.1341   -1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5784    1.2724   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313    0.4274   -0.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5588    1.5146    0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2183   -0.2371    2.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416    0.1192    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451   -2.2807    1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191   -2.2661    2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -3.2281   -0.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5434   -1.7239   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632   -0.4910   -0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887   -1.8631   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -1.7913    1.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3474   -3.2584    0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4151   -1.9911    1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465   -0.4829   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629   -1.2821    1.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4722   -0.3310    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584    0.9048   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254    2.8236   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4355    3.4459   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6218   -0.4816    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3627   -0.6511   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1453    1.7568    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8161    1.1925   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1595    2.3953   -2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6281    3.0329   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5635    0.7279   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6712    1.8905   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 16 11  1  0
 24 20  1  0
 19 14  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 21 44  1  0
 21 45  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
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₇NO₃

Average Molecular Weight

329.4333

Monoisotopic Molecular Weight

329.199093735

IUPAC Name

(8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)non-8-en-1-one

Traditional Name

(8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)non-8-en-1-one

CAS Registry Number

Not Available

SMILES

O=C(CCCCCC\C=C\C1=CC=C2OCOC2=C1)N1CCCC1

InChI Identifier

InChI=1S/C20H27NO3/c22-20(21-13-7-8-14-21)10-6-4-2-1-3-5-9-17-11-12-18-19(15-17)24-16-23-18/h5,9,11-12,15H,1-4,6-8,10,13-14,16H2/b9-5+

InChI Key

VBHDFZGBKBFFDM-WEVVVXLNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
N-acylpyrrolidine
Styrene
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Acetal
Carboxylic acid derivative
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzodioxoles (CHEBI:70097 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302871)

Food

Herb and spice

Spice

Pepper (Spice) (FooDB: FOOD00139)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.71	ALOGPS
logP	4.11	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	0.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.61 m³·mol⁻¹	ChemAxon
Polarizability	39.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	183.335	32859911
AllCCS	[M+H-H2O]+	180.169	32859911
AllCCS	[M+Na]+	187.107	32859911
AllCCS	[M+NH4]+	186.266	32859911
AllCCS	[M-H]-	186.47	32859911
AllCCS	[M+Na-2H]-	187.036	32859911
AllCCS	[M+HCOO]-	187.81	32859911
DeepCCS	[M+H]+	184.068	30932474
DeepCCS	[M-H]-	181.71	30932474
DeepCCS	[M-2H]-	214.657	30932474
DeepCCS	[M+Na]+	190.295	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 10V, Negative-QTOF	splash10-004i-0019000000-9d54ba8783f68066746d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 20V, Negative-QTOF	splash10-00fr-9147000000-9b67609da8c740fab8d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 40V, Negative-QTOF	splash10-00di-9010000000-0cd4fdfeb50216a6208f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 10V, Negative-QTOF	splash10-004i-0009000000-0f5638ae26e5b35ccb4f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 20V, Negative-QTOF	splash10-004i-1139000000-3d8ae9dfc024b738231b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 40V, Negative-QTOF	splash10-004m-9456000000-73d54035be673819d6c7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 10V, Positive-QTOF	splash10-001i-3119000000-929de533757a1cd72225	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 20V, Positive-QTOF	splash10-00e9-9854000000-940d4d28e77b424ac4cd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 40V, Positive-QTOF	splash10-00di-9210000000-841a776e9c4cc543a1a4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 10V, Positive-QTOF	splash10-001i-1039000000-cb2ac9c053db08a6ca0c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 20V, Positive-QTOF	splash10-00e9-9143000000-8b4d67b6e0f502da1941	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-trans-Piperamide-C-9-1 40V, Positive-QTOF	splash10-00di-9510000000-76d588fc4bc3744c29e7	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006611

KNApSAcK ID

C00055284

Chemspider ID

10192702

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 8-trans-Piperamide-C-9-1 (HMDB0302871)

MOL for HMDB0302871 (8-trans-Piperamide-C-9-1)

3D MOL for HMDB0302871 (8-trans-Piperamide-C-9-1)

3D SDF for HMDB0302871 (8-trans-Piperamide-C-9-1)

3D-SDF for HMDB0302871 (8-trans-Piperamide-C-9-1)

PDB for HMDB0302871 (8-trans-Piperamide-C-9-1)

3D PDB for HMDB0302871 (8-trans-Piperamide-C-9-1)

SMILES for HMDB0302871 (8-trans-Piperamide-C-9-1)

INCHI for HMDB0302871 (8-trans-Piperamide-C-9-1)

Structure for HMDB0302871 (8-trans-Piperamide-C-9-1)

3D Structure for HMDB0302871 (8-trans-Piperamide-C-9-1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra