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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:10:56 UTC

Update Date

2022-03-07 02:55:56 UTC

HMDB ID

HMDB0038834

Secondary Accession Numbers

HMDB38834

Metabolite Identification

Common Name

(2E)-Piperamide-C5:1

Description

(2E)-Piperamide-C5:1 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 (2E)-Piperamide-C5:1 has been detected, but not quantified in, herbs and spices and pepper (spice). This could make (2E)-piperamide-C5:1 a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (2E)-Piperamide-C5:1.

Structure

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

HMDB0038834
     RDKit          3D
(2E)-Piperamide-C5:1
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.1880    1.9196   -1.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.0097   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    0.7773    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407    1.5007   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    1.2785    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846    0.9184   -0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9964    0.6630   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9606    1.6641   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541    1.2897   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6160   -0.0129   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -0.9947   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3663   -0.6409   -0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045   -2.1981    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6946   -2.0165   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8290   -0.6263    0.1997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0590    0.2167    0.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4375    0.3563   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.6926    0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1115   -1.7252    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351   -0.8357    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.0086    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562    2.2633   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    2.2055    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    0.4733    0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    1.7278   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476    0.0120   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    2.6583   -0.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0045    2.0595   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283   -1.4323   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3207   -2.6203    0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8627   -2.2140   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716    0.0979   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8514    1.3504    0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5167   -0.2214    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0149   -1.1489    0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9711   -2.2924   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3340   -2.3613    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1680   -0.3908    2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9799   -1.3649    1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12  7  1  0
 20 16  1  0
 15 10  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
M  END


  Mrv0541 05061310412D          

 20 22  0  0  0  0            999 V2000
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2638   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5187   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  8  7  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  2  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  2  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 12  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038834

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(\C=C\CCC1=CC2=C(OCO2)C=C1)N1CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h2,6-8,11H,1,3-5,9-10,12H2/b6-2+

> <INCHI_KEY>
XZTCTKKANUDQCW-QHHAFSJGSA-N

> <FORMULA>
C16H19NO3

> <MOLECULAR_WEIGHT>
273.327

> <EXACT_MASS>
273.136493479

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.488297193963177

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
2.6119640420000008

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.1708893930870286

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
77.1854

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.57e-01 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038834
     RDKit          3D
(2E)-Piperamide-C5:1
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.1880    1.9196   -1.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.0097   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    0.7773    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407    1.5007   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    1.2785    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846    0.9184   -0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9964    0.6630   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9606    1.6641   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541    1.2897   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6160   -0.0129   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -0.9947   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3663   -0.6409   -0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045   -2.1981    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6946   -2.0165   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8290   -0.6263    0.1997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0590    0.2167    0.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4375    0.3563   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.6926    0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1115   -1.7252    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351   -0.8357    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.0086    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562    2.2633   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    2.2055    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    0.4733    0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    1.7278   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476    0.0120   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    2.6583   -0.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0045    2.0595   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283   -1.4323   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3207   -2.6203    0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8627   -2.2140   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716    0.0979   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8514    1.3504    0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5167   -0.2214    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0149   -1.1489    0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9711   -2.2924   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3340   -2.3613    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1680   -0.3908    2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9799   -1.3649    1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12  7  1  0
 20 16  1  0
 15 10  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.019  -6.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.559  -6.990   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.455  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.543  -5.525   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.035  -5.525   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.789  -3.080   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      12.789  -4.620   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      14.123  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5    1   13                                                       
CONECT    6    2   16                                                       
CONECT    7    8   13                                                       
CONECT    8    7   14                                                       
CONECT    9    3   17                                                       
CONECT   10    4   17                                                       
CONECT   11   13   15                                                       
CONECT   12   19   20                                                       
CONECT   13    5    7   11                                                  
CONECT   14    8   15   19                                                  
CONECT   15   11   14   20                                                  
CONECT   16    6   17   18                                                  
CONECT   17    9   10   16                                                  
CONECT   18   16                                                            
CONECT   19   12   14                                                       
CONECT   20   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0038834
HETATM    1  O1  UNL     1      -3.188   1.920  -1.154  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.000   1.010  -0.293  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.653   0.777   0.195  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.641   1.501  -0.249  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.767   1.279   0.242  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.585   0.918  -0.964  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.996   0.663  -0.682  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.961   1.664  -0.714  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.254   1.290  -0.428  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.616  -0.013  -0.119  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.666  -0.995  -0.088  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.366  -0.641  -0.371  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.304  -2.198   0.248  1.00  0.00           O  
HETATM   14  C12 UNL     1       6.695  -2.017  -0.026  1.00  0.00           C  
HETATM   15  O3  UNL     1       6.829  -0.626   0.200  1.00  0.00           O  
HETATM   16  N1  UNL     1      -4.059   0.217   0.205  1.00  0.00           N  
HETATM   17  C13 UNL     1      -5.437   0.356  -0.205  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.206  -0.693   0.592  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.112  -1.725   0.836  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.935  -0.836   1.182  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.475   0.009   0.927  1.00  0.00           H  
HETATM   22  H2  UNL     1      -0.856   2.263  -0.983  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.069   2.205   0.726  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.796   0.473   0.990  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.458   1.728  -1.738  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.148   0.012  -1.431  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.644   2.658  -0.956  1.00  0.00           H  
HETATM   28  H8  UNL     1       6.004   2.060  -0.451  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.628  -1.432  -0.341  1.00  0.00           H  
HETATM   30  H10 UNL     1       7.321  -2.620   0.656  1.00  0.00           H  
HETATM   31  H11 UNL     1       6.863  -2.214  -1.088  1.00  0.00           H  
HETATM   32  H12 UNL     1      -5.572   0.098  -1.265  1.00  0.00           H  
HETATM   33  H13 UNL     1      -5.851   1.350   0.010  1.00  0.00           H  
HETATM   34  H14 UNL     1      -6.517  -0.221   1.541  1.00  0.00           H  
HETATM   35  H15 UNL     1      -7.015  -1.149   0.023  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.971  -2.292  -0.085  1.00  0.00           H  
HETATM   37  H17 UNL     1      -5.334  -2.361   1.711  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.168  -0.391   2.184  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.980  -1.365   1.160  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    8   12
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11   15
CONECT   11   12   12   13
CONECT   12   29
CONECT   13   14
CONECT   14   15   30   31
CONECT   16   17   20
CONECT   17   18   32   33
CONECT   18   19   34   35
CONECT   19   20   36   37
CONECT   20   38   39
END

HMDB0038834
     RDKit          3D
(2E)-Piperamide-C5:1
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.1880    1.9196   -1.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.0097   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    0.7773    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407    1.5007   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    1.2785    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846    0.9184   -0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9964    0.6630   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9606    1.6641   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541    1.2897   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6160   -0.0129   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -0.9947   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3663   -0.6409   -0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045   -2.1981    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6946   -2.0165   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8290   -0.6263    0.1997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0590    0.2167    0.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4375    0.3563   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.6926    0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1115   -1.7252    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351   -0.8357    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.0086    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562    2.2633   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    2.2055    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    0.4733    0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    1.7278   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476    0.0120   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    2.6583   -0.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0045    2.0595   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283   -1.4323   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3207   -2.6203    0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8627   -2.2140   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716    0.0979   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8514    1.3504    0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5167   -0.2214    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0149   -1.1489    0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9711   -2.2924   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3340   -2.3613    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1680   -0.3908    2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9799   -1.3649    1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12  7  1  0
 20 16  1  0
 15 10  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Piperamide-C5:1 (2E)	HMDB

Chemical Formula

C₁₆H₁₉NO₃

Average Molecular Weight

273.327

Monoisotopic Molecular Weight

273.136493479

IUPAC Name

(2E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)pent-2-en-1-one

Traditional Name

(2E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)pent-2-en-1-one

CAS Registry Number

117137-65-2

SMILES

O=C(\C=C\CCC1=CC2=C(OCO2)C=C1)N1CCCC1

InChI Identifier

InChI=1S/C16H19NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h2,6-8,11H,1,3-5,9-10,12H2/b6-2+

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038834)

Cellular substructure

Membrane (HMDB: HMDB0038834)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038834)

Source

Exogenous

Food

Food (HMDB: HMDB0038834)

Herb and spice

Spice

Pepper (Spice) (FooDB: FOOD00139)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038834)

Not Available

Nutrient (HMDB: HMDB0038834)

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
Water Solubility	0.46 g/L	ALOGPS
logP	3.08	ALOGPS
logP	2.61	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	2.17	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	4	ChemAxon
Refractivity	77.19 m³·mol⁻¹	ChemAxon
Polarizability	30.49 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.449	31661259
DarkChem	[M-H]-	166.834	31661259
DeepCCS	[M+H]+	161.926	30932474
DeepCCS	[M-H]-	159.568	30932474
DeepCCS	[M-2H]-	192.575	30932474
DeepCCS	[M+Na]+	168.019	30932474
AllCCS	[M+H]+	165.4	32859911
AllCCS	[M+H-H2O]+	161.8	32859911
AllCCS	[M+NH4]+	168.8	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	170.3	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	170.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2E)-Piperamide-C5:1	O=C(\C=C\CCC1=CC2=C(OCO2)C=C1)N1CCCC1	3559.6	Standard polar	33892256
(2E)-Piperamide-C5:1	O=C(\C=C\CCC1=CC2=C(OCO2)C=C1)N1CCCC1	2376.5	Standard non polar	33892256
(2E)-Piperamide-C5:1	O=C(\C=C\CCC1=CC2=C(OCO2)C=C1)N1CCCC1	2584.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2E)-Piperamide-C5:1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-5950000000-b4d7e2f774f92b2a9bce	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E)-Piperamide-C5:1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 10V, Positive-QTOF	splash10-00di-3190000000-5e5258b77dc75ec31b38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 20V, Positive-QTOF	splash10-00di-8970000000-07a38534843fd442085f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 40V, Positive-QTOF	splash10-00dl-9200000000-ab562e9231f401beea76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 10V, Negative-QTOF	splash10-00di-0090000000-2c0e4cf36789c0f56a25	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 20V, Negative-QTOF	splash10-00di-6390000000-e3b5951f33cc4b4e73cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 40V, Negative-QTOF	splash10-00di-9200000000-1751d7a9395fe5b70b8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 10V, Positive-QTOF	splash10-00di-0090000000-f93f25a7eea83feeebed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 20V, Positive-QTOF	splash10-00di-1690000000-f76714ed47db4fa6f630	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 40V, Positive-QTOF	splash10-00du-8950000000-0f80d0ce42a300c4a795	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 10V, Negative-QTOF	splash10-00di-0090000000-4faf07911359b4bc1b7e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 20V, Negative-QTOF	splash10-00di-0190000000-9238610c7cc086decfef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Piperamide-C5:1 40V, Negative-QTOF	splash10-05fv-0490000000-11573d253a7ac4e64969	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB018269

KNApSAcK ID

C00056894

Chemspider ID

10192700

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12073743

PDB ID

Not Available

ChEBI ID

173943

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (2E)-Piperamide-C5:1 (HMDB0038834)

MOL for HMDB0038834 ((2E)-Piperamide-C5:1)

3D MOL for HMDB0038834 ((2E)-Piperamide-C5:1)

3D SDF for HMDB0038834 ((2E)-Piperamide-C5:1)

3D-SDF for HMDB0038834 ((2E)-Piperamide-C5:1)

PDB for HMDB0038834 ((2E)-Piperamide-C5:1)

3D PDB for HMDB0038834 ((2E)-Piperamide-C5:1)

SMILES for HMDB0038834 ((2E)-Piperamide-C5:1)

INCHI for HMDB0038834 ((2E)-Piperamide-C5:1)

Structure for HMDB0038834 ((2E)-Piperamide-C5:1)

3D Structure for HMDB0038834 ((2E)-Piperamide-C5:1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra