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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:22:36 UTC
Update Date2019-07-23 06:23:01 UTC
HMDB IDHMDB0037130
Secondary Accession Numbers
  • HMDB37130
Metabolite Identification
Common NamePiperonyl isobutyrate
DescriptionPiperonyl isobutyrate, also known as fema 2913, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). Piperonyl isobutyrate is a berry, fruity, and heliotrope tasting compound. Outside of the human body,.
Structure
Data?1563862981
Synonyms
ValueSource
Piperonyl isobutyric acidGenerator
1,3-Benzodioxol-5-ylmethyl 2-methylpropanoateHMDB
1,3-Benzodioxol-5-ylmethyl isobutyrateHMDB
3,4-Methylenedioxybenzyl 2-methylpropanoateHMDB
FEMA 2913HMDB
Heliotropyl 2-methylpropanoateHMDB
Isobutyric acid 3,4-methylenedioxybenzyl esterHMDB
Piperonyl 2-methylpropanoateHMDB
Propanoic acid, 2-methyl-, 1,3-benzodioxol-5-ylmethyl esterHMDB
(2H-1,3-Benzodioxol-5-yl)methyl 2-methylpropanoic acidGenerator
1,3-Benzodioxole-5-methanol isobutyrateMeSH
Piperonyl isobutyrateMeSH
Chemical FormulaC12H14O4
Average Molecular Weight222.2372
Monoisotopic Molecular Weight222.089208936
IUPAC Name2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate
Traditional Name2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate
CAS Registry Number5461-08-5
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 KeyRQULTIASPCVEFO-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.59 g/LALOGPS
logP2.47ALOGPS
logP2.51ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity56.99 m³·mol⁻¹ChemAxon
Polarizability23.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000l-8900000000-9e8a136046b90346f1ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-4190000000-1314f6d4a2fcde220f09Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9120000000-5803c1895802f247e96eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9100000000-da2e5c7d643cf8d1836eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1090000000-783f98ae185b3f5a6743Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-6590000000-3955b9863796ddfaac52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00xs-9500000000-8a5f1c7eba33961a9d1eSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016124
KNApSAcK IDNot Available
Chemspider ID56342
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62580
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .