Record Information
Version1.0
Creation date2010-04-08 22:12:15 UTC
Update date2015-07-20 23:25:44 UTC
Primary IDFDB016124
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePiperonyl isobutyrate
DescriptionFlavouring ingredient, not reported in nature
CAS Number5461-08-5
Structure
Thumb
Synonyms
SynonymSource
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
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H14O4
IUPAC name2H-1,3-benzodioxol-5-ylmethyl 2-methylpropanoate
InChI IdentifierInChI=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
Isomeric SMILESCC(C)C(=O)OCC1=CC2=C(OCO2)C=C1
Average Molecular Weight222.2372
Monoisotopic Molecular Weight222.089208936
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.85%; H 6.35%; O 28.80%DFC
Melting PointNot Available
Boiling PointBp0.005 91-92°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn25D 1.5068DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000l-8900000000-9e8a136046b90346f1ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-4190000000-1314f6d4a2fcde220f09View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9120000000-5803c1895802f247e96eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9100000000-da2e5c7d643cf8d1836eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1090000000-783f98ae185b3f5a6743View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-6590000000-3955b9863796ddfaac52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00xs-9500000000-8a5f1c7eba33961a9d1eView in MoNA
ChemSpider ID56342
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID62580
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37130
CRC / DFC (Dictionary of Food Compounds) IDFCW96-B:KOL13-G
EAFUS ID3063
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1033861
SuperScent ID62580
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
jam
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
berry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
plum
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
heliotrope
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference