Showing metabocard for piperonylate (MMDBc0056255)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 20:20:55 UTC
Update Date2022-08-12 20:09:39 UTC
Metabolite IDMMDBc0056255
Metabolite Identification
Common Namepiperonylate
Description1,3-benzodioxole-5-carboxylate, also known as 3,4-(methylenedioxy)benzoate or piperonylic acid anion, 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. Based on a literature review very few articles have been published on 1,3-benzodioxole-5-carboxylate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9234032230>


  Mrv1652306172222202D          

 12 13  0  0  0  0            999 V2000
    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
    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
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  5  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  2  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  1  0  0  0  0
M  CHG  1  10  -1
M  END
Download

3D MOL for #<Metabolite:0x00007f9234032230>

Download
3D SDF for #<Metabolite:0x00007f9234032230>

  Mrv1652306172222202D          

 12 13  0  0  0  0            999 V2000
    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
    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
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  5  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  2  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  1  0  0  0  0
M  CHG  1  10  -1
M  END
> <DATABASE_ID>
MMDBc0056255

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10)/p-1

> <INCHI_KEY>
VDVJGIYXDVPQLP-UHFFFAOYSA-M

> <FORMULA>
C8H5O4

> <MOLECULAR_WEIGHT>
165.125

> <EXACT_MASS>
165.019332221

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
14.780864067823316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2H-1,3-benzodioxole-5-carboxylate

> <JCHEM_LOGP>
1.2540621916666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.096594162681219

> <JCHEM_PKA_STRONGEST_BASIC>
-4.756293400267887

> <JCHEM_POLAR_SURFACE_AREA>
58.59

> <JCHEM_REFRACTIVITY>
49.9182

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2H-1,3-benzodioxole-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x00007f9234032230>
Download
PDB for #<Metabolite:0x00007f9234032230>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.122  -0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   12  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    5    7                                                       
CONECT    4   11   12                                                       
CONECT    5    1    3    8                                                  
CONECT    6    2    7   11                                                  
CONECT    7    3    6   12                                                  
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    4    6                                                       
CONECT   12    4    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

Download
3D PDB for #<Metabolite:0x00007f9234032230>
Download
SMILES for #<Metabolite:0x00007f9234032230>
[O-]C(=O)C1=CC2=C(OCO2)C=C1
Download
INCHI for #<Metabolite:0x00007f9234032230>
InChI=1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10)/p-1
Download
Synonyms
ValueSource
1,3-Dioxaindane-5-carboxylateChEBI
3,4-(Methylenedioxy)benzoateChEBI
3,4-DioxymethylenebenzoateChEBI
3,4-MethylenedioxybenzoateChEBI
Piperonylic acid anionChEBI
1,3-Dioxaindane-5-carboxylic acidGenerator
3,4-(Methylenedioxy)benzoic acidGenerator
3,4-Dioxymethylenebenzoic acidGenerator
3,4-Methylenedioxybenzoic acidGenerator
Piperonylate anionGenerator
1,3-Benzodioxole-5-carboxylic acidGenerator
Molecular FormulaC8H5O4
Average Mass165.125
Monoisotopic Mass165.019332221
IUPAC Name2H-1,3-benzodioxole-5-carboxylate
Traditional Name2H-1,3-benzodioxole-5-carboxylate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10)/p-1
InChI KeyVDVJGIYXDVPQLP-UHFFFAOYSA-M