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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:47 UTC
Update Date2023-02-21 17:22:29 UTC
HMDB IDHMDB0032614
Secondary Accession Numbers
  • HMDB32614
Metabolite Identification
Common NamePiperonyl acetate
DescriptionPiperonyl 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 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. Based on a literature review very few articles have been published on Piperonyl acetate.
Structure
Data?1677000149
Synonyms
ValueSource
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
(2H-1,3-Benzodioxol-5-yl)methyl acetic acidGenerator
1,3-Benzodioxole-5-methanol acetateMeSH
Piperonyl acetateMeSH
Chemical FormulaC10H10O4
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
IUPAC Name2H-1,3-benzodioxol-5-ylmethyl acetate
Traditional Namepiperonyl acetate
CAS Registry Number326-61-4
SMILES
CC(=O)OCC1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=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
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point51 °CNot Available
Boiling Point150.00 to 151.00 °C. @ 10.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP1.938 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.17 g/LALOGPS
logP1.4ALOGPS
logP1.27ChemAxon
logS-2ALOGPS
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.40731661259
DarkChem[M-H]-140.87231661259
DeepCCS[M+H]+136.66930932474
DeepCCS[M-H]-134.27330932474
DeepCCS[M-2H]-169.57430932474
DeepCCS[M+Na]+144.03330932474
AllCCS[M+H]+140.832859911
AllCCS[M+H-H2O]+136.632859911
AllCCS[M+NH4]+144.732859911
AllCCS[M+Na]+145.932859911
AllCCS[M-H]-142.832859911
AllCCS[M+Na-2H]-143.132859911
AllCCS[M+HCOO]-143.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Piperonyl acetateCC(=O)OCC1=CC2=C(OCO2)C=C12446.9Standard polar33892256
Piperonyl acetateCC(=O)OCC1=CC2=C(OCO2)C=C11513.7Standard non polar33892256
Piperonyl acetateCC(=O)OCC1=CC2=C(OCO2)C=C11586.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Piperonyl acetate EI-B (Non-derivatized)splash10-0f76-4900000000-92da8e820031602709c72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Piperonyl acetate EI-B (Non-derivatized)splash10-0f76-4900000000-92da8e820031602709c72018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Piperonyl acetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-4900000000-e40b664e869f3f27ae752017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Piperonyl acetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 10V, Positive-QTOFsplash10-0002-0900000000-fae17415db827f864dab2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 20V, Positive-QTOFsplash10-0002-0900000000-466494e8eb86c24650dd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 40V, Positive-QTOFsplash10-0006-9800000000-ba12bb6a6e41a820a7462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 10V, Negative-QTOFsplash10-0006-2900000000-4620fb177da88172db652016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 20V, Negative-QTOFsplash10-0006-2900000000-540e08888772c41946262016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 40V, Negative-QTOFsplash10-0006-9500000000-0280106f7a7edf9f86d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 10V, Positive-QTOFsplash10-000i-0900000000-4aa46a9717b95d9ed7212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 20V, Positive-QTOFsplash10-000i-0900000000-44a492319107ab04e6ba2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 40V, Positive-QTOFsplash10-0006-9600000000-694e5b64c4e6746504ca2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 10V, Negative-QTOFsplash10-0udi-0900000000-1750905022a298264c012021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 20V, Negative-QTOFsplash10-0fk9-0900000000-f2187ed17caab45933a52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Piperonyl acetate 40V, Negative-QTOFsplash10-00di-5900000000-af92226ec7c8bc1af18d2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 IDFDB010555
KNApSAcK IDC00057346
Chemspider ID9101
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9473
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1020671
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.. .