Record Information
Version1.0
Creation date2010-04-08 22:09:11 UTC
Update date2019-11-27 17:16:23 UTC
Primary IDFDB010555
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePiperonyl acetate
DescriptionPiperonyl acetate, also known as fema 2912 or heliotropin acetate, 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 acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Piperonyl acetate is a sweet, bitter, and floral tasting compound. Piperonyl acetate has been detected, but not quantified in, green vegetables. This could make piperonyl acetate a potential biomarker for the consumption of these foods.
CAS Number326-61-4
Structure
Thumb
Synonyms
SynonymSource
Piperonyl acetic acidGenerator
(3,4-Methylenedioxy)benzyl acetateHMDB
1,3-Benzodioxol, 5-(acetoxymethyl)HMDB
1,3-Benzodioxol-5-ylmethyl acetateHMDB
1,3-Benzodioxole-5-methanol, 5-acetateHMDB
1,3-Benzodioxole-5-methanol, acetateHMDB
3,4-Methylenedioxybenzyl acetateHMDB
Acetic acid, (3, 4-methylenedioxy)benzyl esterHMDB
Acetic acid, (3,4-methylenedioxy)benzyl esterHMDB
FEMA 2912HMDB
Heliotropin acetateHMDB
Heliotropyl acetateHMDB
Methyl 1,3-benzodioxol-5-ylacetateHMDB
Piperonal acetateHMDB
Piperonyl alcohol, acetateHMDB
Piperonyl alcohol, acetate (6ci,7ci,8ci)HMDB
PiperonylacetateHMDB
1,3-Benzodioxole-5-methanol acetateMeSH
(2H-1,3-Benzodioxol-5-yl)methyl acetic acidGenerator
Piperonyl acetateMeSH
1,3-benzodioxol-5-ylmethyl acetatebiospider
Piperonyl alcohol, acetate (6CI,7CI,8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility2.17 g/LALOGPS
logP1.4ALOGPS
logP1.27ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.79 m³·mol⁻¹ChemAxon
Polarizability19.26 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H10O4
IUPAC name2H-1,3-benzodioxol-5-ylmethyl acetate
InChI IdentifierInChI=1S/C10H10O4/c1-7(11)12-5-8-2-3-9-10(4-8)14-6-13-9/h2-4H,5-6H2,1H3
InChI KeyPFWYHTORQZAGCA-UHFFFAOYSA-N
Isomeric SMILESCC(=O)OCC1=CC2=C(OCO2)C=C1
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
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

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 61.85%; H 5.19%; O 32.96%DFC
Melting PointMp 51°DFC
Boiling PointBp14 153-154°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd184 1.24DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f76-4900000000-92da8e820031602709c7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f76-4900000000-92da8e820031602709c7View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-4900000000-e40b664e869f3f27ae75View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-fae17415db827f864dabView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-466494e8eb86c24650ddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9800000000-ba12bb6a6e41a820a746View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2900000000-4620fb177da88172db65View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2900000000-540e08888772c4194626View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9500000000-0280106f7a7edf9f86d9View in MoNA
ChemSpider ID9101
ChEMBL IDCHEMBL1366925
KEGG Compound IDNot Available
Pubchem Compound ID9473
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32614
CRC / DFC (Dictionary of Food Compounds) IDFCW96-B:FCW97-C
EAFUS ID3062
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1020671
SuperScent IDNot Available
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
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
strawberry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference