Showing Compound Card for Piperonyl butoxide (CDB006195)

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Record Information
Version1.0
Created at2020-07-28 20:15:03 UTC
Updated at2020-11-18 16:40:14 UTC
CannabisDB IDCDB006195
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePiperonyl butoxide
DescriptionPiperonyl butoxide, also known as para pio or rid mousse, 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 butoxide is a drug which is used for the treatment of head, pubic (crab), and body lice. Based on a literature review a significant number of articles have been published on Piperonyl butoxide.
Structure
Thumb
MOLSDFPDBSMILESInChI
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 Weight338.4385
Monoisotopic Molecular Weight338.20932407
IUPAC Name5-{[2-(2-butoxyethoxy)ethoxy]methyl}-6-propyl-2H-1,3-benzodioxole
Traditional Namepiperonyl butoxide
CAS Registry Number51-03-6
SMILES
CCCCOCCOCCOCC1=CC2=C(OCO2)C=C1CCC
InChI Identifier
InChI=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
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point180°C (0.13 kPa)Not Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004i-3900000000-edf43c4a8ef3e628b1f32014-09-20View Spectrum
Predicted GC-MSPiperonyl butoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPiperonyl butoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-004i-0900000000-83a568261ed03ec9a2ee2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-004i-0090000000-7f8c0c60f00b77cf3fb72020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 28V, positivesplash10-004i-0090000000-a6b6459c8dfb544e77ac2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, negativesplash10-03di-0900000000-ef2b2f7b7a6f98cb2e332020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, negativesplash10-03e9-0900000000-e11e12fcf6e8688cb65f2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, negativesplash10-001i-0900000000-fd66d18958b4e959166a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 26V, negativesplash10-0bt9-9400000000-d77c812ecba12a04a5922020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-03e9-0900000000-e11e12fcf6e8688cb65f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-ef2b2f7b7a6f98cb2e332021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-7f8c0c60f00b77cf3fb72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-83a568261ed03ec9a2ee2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-000i-0009000000-a8b8ed9c0d32ae5fc67d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-001i-0900000000-fd66d18958b4e959166a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-0109000000-1a8b29cb1a5b44dc668d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-00n0-0902000000-9eb3ea566e2af2d8f02e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-00bl-1900000000-c75b103603964ff92d162021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004u-1900000000-8ddf1c337724ccbd2e8f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-004i-1900000000-21a606b5cf7421bf55b42021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2619000000-000e675745b2a31606dd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-9722000000-2cb812d5895c280683892016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9710000000-313b68d43467f69fe0f62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-2339000000-9f3d34c953c6df5d8e4d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-8797000000-527927977cf352299b162016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06xx-7920000000-a2edfe60bbf2682d413f2016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0256579
DrugBank IDDB09350
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00056079
Chemspider ID5590
KEGG Compound IDC18880
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPiperonyl_Butoxide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID32687
References
General References
  1. Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]