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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:22:36 UTC

Update Date

2022-03-07 02:55:12 UTC

HMDB ID

HMDB0037130

Secondary Accession Numbers

HMDB37130

Metabolite Identification

Common Name

Piperonyl isobutyrate

Description

Piperonyl isobutyrate 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. Piperonyl isobutyrate is a berry, fruity, and heliotrope tasting compound. Based on a literature review very few articles have been published on Piperonyl isobutyrate.

Structure

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

HMDB0037130
     RDKit          3D
Piperonyl isobutyrate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.2791   -0.4796    0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    0.5058    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.1534   -1.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8229   -0.1368    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1035    0.2617    1.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -1.1935   -0.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1720   -1.8976    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0032   -1.0188   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -0.6923   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289    0.1222   -1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    0.6420   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.3276    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -0.4956    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    0.9785    1.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    1.3418    0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    1.4778   -0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -0.0490    0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5627   -0.8721   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9113   -1.3271    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.2844    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925    0.3723   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9173    1.9322   -1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    1.5932   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -2.7062   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901   -2.4482    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8916   -1.0907   -2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529    0.3681   -2.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -0.7255    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197    2.2829    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.4892    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
M  END


  Mrv0541 05061309352D          

 16 17  0  0  0  0            999 V2000
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5564    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037130

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=O)OCC1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-8(2)12(13)14-6-9-3-4-10-11(5-9)16-7-15-10/h3-5,8H,6-7H2,1-2H3

> <INCHI_KEY>
RQULTIASPCVEFO-UHFFFAOYSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.2372

> <EXACT_MASS>
222.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.447250446736668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.5137770520000005

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.740224583708216

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
56.99370000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037130
     RDKit          3D
Piperonyl isobutyrate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.2791   -0.4796    0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    0.5058    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.1534   -1.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8229   -0.1368    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1035    0.2617    1.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -1.1935   -0.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1720   -1.8976    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0032   -1.0188   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -0.6923   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289    0.1222   -1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    0.6420   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.3276    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -0.4956    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    0.9785    1.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    1.3418    0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    1.4778   -0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -0.0490    0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5627   -0.8721   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9113   -1.3271    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.2844    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925    0.3723   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9173    1.9322   -1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    1.5932   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -2.7062   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901   -2.4482    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8916   -1.0907   -2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529    0.3681   -2.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -0.7255    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197    2.2829    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.4892    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  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       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.372   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -9.467   3.556   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -9.467   1.064   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5    9   11                                                       
CONECT    6    9   14                                                       
CONECT    7   15   16                                                       
CONECT    8    1    2   12                                                  
CONECT    9    3    5    6                                                  
CONECT   10    4   11   15                                                  
CONECT   11    5   10   16                                                  
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14    6   12                                                       
CONECT   15    7   10                                                       
CONECT   16    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0037130
HETATM    1  C1  UNL     1      -4.279  -0.480   0.397  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.130   0.506   0.297  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.119   1.153  -1.070  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.823  -0.137   0.619  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.104   0.262   1.570  1.00  0.00           O  
HETATM    6  O2  UNL     1      -1.374  -1.194  -0.132  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.172  -1.898   0.047  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.003  -1.019  -0.085  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.434  -0.692  -1.364  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.529   0.122  -1.566  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.236   0.642  -0.503  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.822   0.328   0.774  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.715  -0.496   0.973  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.703   0.978   1.636  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.876   1.342   0.930  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.361   1.478  -0.396  1.00  0.00           O  
HETATM   17  H1  UNL     1      -5.136  -0.049   0.933  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.563  -0.872  -0.595  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.911  -1.327   1.028  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.311   1.284   1.063  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.392   0.372  -1.809  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.917   1.932  -1.094  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.144   1.593  -1.323  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.167  -2.706  -0.742  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.190  -2.448   1.013  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.892  -1.091  -2.228  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.853   0.368  -2.565  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.417  -0.725   1.964  1.00  0.00           H  
HETATM   29  H13 UNL     1       5.320   2.283   1.301  1.00  0.00           H  
HETATM   30  H14 UNL     1       5.573   0.489   0.929  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9    9   13
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   16
CONECT   12   13   13   14
CONECT   13   28
CONECT   14   15
CONECT   15   16   29   30
END

HMDB0037130
     RDKit          3D
Piperonyl isobutyrate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.2791   -0.4796    0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    0.5058    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.1534   -1.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8229   -0.1368    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1035    0.2617    1.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -1.1935   -0.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1720   -1.8976    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0032   -1.0188   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -0.6923   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289    0.1222   -1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    0.6420   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.3276    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -0.4956    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    0.9785    1.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    1.3418    0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    1.4778   -0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -0.0490    0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5627   -0.8721   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9113   -1.3271    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.2844    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925    0.3723   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9173    1.9322   -1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    1.5932   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -2.7062   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901   -2.4482    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8916   -1.0907   -2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529    0.3681   -2.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -0.7255    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197    2.2829    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.4892    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Piperonyl isobutyric acid	Generator
1,3-Benzodioxole-5-methanol isobutyrate	MeSH
1,3-Benzodioxol-5-ylmethyl 2-methylpropanoate	HMDB
1,3-Benzodioxol-5-ylmethyl isobutyrate	HMDB
3,4-Methylenedioxybenzyl 2-methylpropanoate	HMDB
FEMA 2913	HMDB
Heliotropyl 2-methylpropanoate	HMDB
Isobutyric acid 3,4-methylenedioxybenzyl ester	HMDB
Piperonyl 2-methylpropanoate	HMDB
Propanoic acid, 2-methyl-, 1,3-benzodioxol-5-ylmethyl ester	HMDB
(2H-1,3-Benzodioxol-5-yl)methyl 2-methylpropanoic acid	Generator
Piperonyl isobutyrate	MeSH

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Weight

222.2372

Monoisotopic Molecular Weight

222.089208936

IUPAC Name

2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate

Traditional Name

2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate

CAS Registry Number

5461-08-5

SMILES

CC(C)C(=O)OCC1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C12H14O4/c1-8(2)12(13)14-6-9-3-4-10-11(5-9)16-7-15-10/h3-5,8H,6-7H2,1-2H3

InChI Key

RQULTIASPCVEFO-UHFFFAOYSA-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
Benzenoid
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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
Water Solubility	0.59 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.51	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.99 m³·mol⁻¹	ChemAxon
Polarizability	23.45 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.864	31661259
DarkChem	[M-H]-	149.489	31661259
DeepCCS	[M+H]+	151.032	30932474
DeepCCS	[M-H]-	148.674	30932474
DeepCCS	[M-2H]-	181.744	30932474
DeepCCS	[M+Na]+	157.125	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	151.8	32859911
AllCCS	[M+Na]+	152.8	32859911
AllCCS	[M-H]-	152.7	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	153.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Piperonyl isobutyrate	CC(C)C(=O)OCC1=CC2=C(OCO2)C=C1	2516.3	Standard polar	33892256
Piperonyl isobutyrate	CC(C)C(=O)OCC1=CC2=C(OCO2)C=C1	1640.2	Standard non polar	33892256
Piperonyl isobutyrate	CC(C)C(=O)OCC1=CC2=C(OCO2)C=C1	1692.7	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 - Piperonyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-8900000000-9e8a136046b90346f1ce	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperonyl isobutyrate 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 - Piperonyl isobutyrate 10V, Positive-QTOF	splash10-00di-4190000000-1314f6d4a2fcde220f09	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 20V, Positive-QTOF	splash10-00dl-9120000000-5803c1895802f247e96e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 40V, Positive-QTOF	splash10-006x-9100000000-da2e5c7d643cf8d1836e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 10V, Negative-QTOF	splash10-00di-1090000000-783f98ae185b3f5a6743	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 20V, Negative-QTOF	splash10-00di-6590000000-3955b9863796ddfaac52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 40V, Negative-QTOF	splash10-00xs-9500000000-8a5f1c7eba33961a9d1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 10V, Positive-QTOF	splash10-0079-0940000000-ed0620871e2dd8290b4c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 20V, Positive-QTOF	splash10-000i-1910000000-e1626984da4d71e5d1ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 40V, Positive-QTOF	splash10-000f-6900000000-54d7d9856e20765de783	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 10V, Negative-QTOF	splash10-000i-9200000000-0aef0fb30ca129f51e97	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 20V, Negative-QTOF	splash10-0fe0-3900000000-1ccec5ea0d8cbe65e0ab	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperonyl isobutyrate 40V, Negative-QTOF	splash10-05fr-3900000000-761291dcc6c7f967f725	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB016124

KNApSAcK ID

Not Available

Chemspider ID

56342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62580

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

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

Showing metabocard for Piperonyl isobutyrate (HMDB0037130)

MOL for HMDB0037130 (Piperonyl isobutyrate)

3D MOL for HMDB0037130 (Piperonyl isobutyrate)

3D SDF for HMDB0037130 (Piperonyl isobutyrate)

3D-SDF for HMDB0037130 (Piperonyl isobutyrate)

PDB for HMDB0037130 (Piperonyl isobutyrate)

3D PDB for HMDB0037130 (Piperonyl isobutyrate)

SMILES for HMDB0037130 (Piperonyl isobutyrate)

INCHI for HMDB0037130 (Piperonyl isobutyrate)

Structure for HMDB0037130 (Piperonyl isobutyrate)

3D Structure for HMDB0037130 (Piperonyl isobutyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra