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Record Information
Version1.0
Creation Date2014-08-29 06:51:44 UTC
Update Date2016-11-09 01:09:09 UTC
Accession NumberCHEM003484
Identification
Common NamePiperonyl butoxide
ClassSmall Molecule
DescriptionPiperonyl butoxide (PBO) is an organic compound used as a component of pesticide formulations. It is a waxy white solid. It is a synergist. That is, despite having no pesticidal activity of its own, it enhances the potency of certain pesticides such as especially for carbamates, pyrethrins, pyrethroids, and rotenone. It is a semisynthetic derivative of safrole.
Contaminant Sources
  • Clean Air Act Chemicals
  • EPA Endocrine Screening
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ether
  • Household Toxin
  • Organic Compound
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
(3,4-Methylenedioxy-6-propylbenzyl) (butyl) diethylene glycol etherChEBI
(Butylcarbityl)(6-propylpiperonyl)etherChEBI
2-(2-Butoxyethoxy)ethyl 6-propylpiperonyl etherChEBI
5-Propyl-4-(2,5,8-trioxa-dodecyl)-1,3-benzodioxoleChEBI
6-Propylpiperonyl butyl diethylene glycol etherChEBI
alpha-(2-(2-N-Butoxyethoxy)-ethoxy)-4,5-methylenedioxy-2-propyltolueneChEBI
alpha-[2-(2-Butoxyethoxy)ethoxy]-4,5-(methylenedioxy)-2-propyltolueneChEBI
Butyl carbitol 6-propylpiperonyl etherChEBI
Para pioKegg
Rid mousseKegg
a-(2-(2-N-Butoxyethoxy)-ethoxy)-4,5-methylenedioxy-2-propyltolueneGenerator
Α-(2-(2-N-butoxyethoxy)-ethoxy)-4,5-methylenedioxy-2-propyltolueneGenerator
a-[2-(2-Butoxyethoxy)ethoxy]-4,5-(methylenedioxy)-2-propyltolueneGenerator
Α-[2-(2-butoxyethoxy)ethoxy]-4,5-(methylenedioxy)-2-propyltolueneGenerator
Butoxide, piperonylMeSH
Chemical FormulaC19H30O5
Average Molecular Mass338.439 g/mol
Monoisotopic Mass338.209 g/mol
CAS Registry Number51-03-6
IUPAC Name5-{[2-(2-butoxyethoxy)ethoxy]methyl}-6-propyl-2H-1,3-benzodioxole
Traditional Namepiperonyl butoxide
SMILESCCCCOCCOCCOCC1=CC2=C(OCO2)C=C1CCC
InChI IdentifierInChI=1S/C19H30O5/c1-3-5-7-20-8-9-21-10-11-22-14-17-13-19-18(23-15-24-19)12-16(17)6-4-2/h12-13H,3-11,14-15H2,1-2H3
InChI KeyFIPWRIJSWJWJAI-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
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Acetal
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cell surface
  • Cytosol
  • Endoplasmic reticulum
  • Extracellular
  • Membrane
  • Microsome
  • Microtubule
  • Mitochondrial Membrane
  • Mitochondrion
  • Plasma Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Cell cycleNot Availablemap04110
AnticonvulsantsNot AvailableNot Available
ApoptosisNot Availablemap04210
Metabolic PathwaysNot AvailableNot Available
Applications
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling Point180°C (0.13 kPa)
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0061 g/LALOGPS
logP3.07ALOGPS
logP4.1ChemAxon
logS-4.7ALOGPS
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area46.15 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity93.6 m³·mol⁻¹ChemAxon
Polarizability40.43 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-004i-0900000000-83a568261ed03ec9a2eeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-004i-0090000000-7f8c0c60f00b77cf3fb7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 28V, positivesplash10-004i-0090000000-a6b6459c8dfb544e77acView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, negativesplash10-03di-0900000000-ef2b2f7b7a6f98cb2e33View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, negativesplash10-03e9-0900000000-e11e12fcf6e8688cb65fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, negativesplash10-001i-0900000000-fd66d18958b4e959166aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 26V, negativesplash10-0bt9-9400000000-d77c812ecba12a04a592View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2619000000-000e675745b2a31606ddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-9722000000-2cb812d5895c28068389View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9710000000-313b68d43467f69fe0f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-2339000000-9f3d34c953c6df5d8e4dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-8797000000-527927977cf352299b16View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06xx-7920000000-a2edfe60bbf2682d413fView in MoNA
MSMass Spectrum (Electron Ionization)splash10-004i-3900000000-edf43c4a8ef3e628b1f3View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (1)
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB09350
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPiperonyl_Butoxide
Chemspider IDNot Available
ChEBI ID32687
PubChem Compound ID5794
Kegg Compound IDC18880
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available