U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H6O3
Molecular Weight 150.1314
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPERONAL

SMILES

O=CC1=CC=C2OCOC2=C1

InChI

InChIKey=SATCULPHIDQDRE-UHFFFAOYSA-N
InChI=1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2

HIDE SMILES / InChI
Molecular Formula C8H6O3
Molecular Weight 150.1314
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

2010
474
PubMed

PubMed

TitleDatePubMed
1-(2-Bromobenzoyl)-6,7-(methylene-dioxy)isoquinoline.
2010-12-11
N-[(E)-1,3-Benzodioxol-5-yl-methyl-idene]-4-methyl-aniline.
2010-11-24
14-(1,3-Benzodioxol-5-yl)-7,14-dihydro-dibenzo[a,j]acridine.
2010-11-06
(2E)-3-(1,3-Benzodioxol-5-yl)-1-(3-bromo-2-thien-yl)prop-2-en-1-one.
2010-09-04
Preparation and In vitro / In vivo characterization of spray dried microsphere formulation encapsulating 4-chlorocurcumin.
2010-05
Dynamic planar solid phase microextraction-ion mobility spectrometry for rapid field air sampling and analysis of illicit drugs and explosives.
2010-04-01
Toxicological methods for tracing drug abuse: chromatographic, spectroscopic and biological characterisation of ecstasy derivatives.
2010-03
Detection of piperonal emitted from polymer controlled odor mimic permeation systems utilizing Canis familiaris and solid phase microextraction-ion mobility spectrometry.
2010-02-25
4-Methyl-1,3-bis-(3,4-methyl-enedioxy-benz-yl)-2-(3,4-methyl-enedioxy-phen-yl)imidazolidine.
2009-11-11
Total synthesis of (+)-virgatusin via AlCl3-catalyzed [3+2] cycloaddition.
2009-09-14
(E)-N'-(1,3-Benzodioxol-5-ylmethyl-ene)nicotinohydrazide monohydrate.
2009-09-05
3',6'-Bis(ethyl-amino)-2',7'-dimethyl-2-{[2-[(E)-3,4-methyl-enedioxy-benzyl-idene-amino]eth-yl}spiro-[isoindoline-1,9'-xanthen]-3-one.
2009-07-15
Titanium imido complexes utilizing orthometallated derivatized acetophenone and piperonal imine ligands: synthesis, isolation, and characterization.
2009-07-07
Enhancement in sample collection for the detection of MDMA using a novel planar SPME (PSPME) device coupled to ion mobility spectrometry (IMS).
2009-07
A combined experimental and theoretical study of the polar [3 + 2] cycloaddition of electrophilically activated carbonyl ylides with aldehydes and imines.
2009-03-06
Synthesis and use of 4-peptidylhydrazido-N-hexyl-1,8-naphthalimides as fluorogenic histochemical substrates for dipeptidyl peptidase IV and tripeptidyl peptidase I.
2009-01
Novel piperidinylpyrimidine derivatives as inhibitors of HIV-1 LTR activation.
2008-11-15
Design, synthesis, and biological evaluation of platensimycin analogues with varying degrees of molecular complexity.
2008-10-01
Headspace sampling and detection of cocaine, MDMA, and marijuana via volatile markers in the presence of potential interferences by solid phase microextraction-ion mobility spectrometry (SPME-IMS).
2008-09
[Synthesis of pyridine-containing diacylhydrazones and study on their spectral properties].
2008-07
Influence of chalcone analogues on serum glucose levels in hyperglycemic rats.
2008-02-15
Silenes in organic synthesis: a concise synthesis of (+/-) -epi-picropodophyllin.
2007-10-07
Alpha-phenyl-N-tert-butyl nitrone (PBN) derivatives: synthesis and protective action against microvascular damages induced by ischemia/reperfusion.
2007-05-15
Development and validation of an RP-HPLC method for quantitative determination of vanillin and related phenolic compounds in Vanilla planifolia.
2007-01
Highly efficient cyclization of o-iodobenzoates with aldehydes catalyzed by cobalt bidentate phosphine complexes: a novel entry to chiral phthalides.
2007
Synthesis of 7-deoxypancratistatin from carbohydrates by the use of olefin metathesis.
2006-04-12
The fumigant and repellent activity of aliphatic lactones against Pediculus humanus capitis (Anoplura: Pediculidae).
2006-02
Synthesis, Spectral, and Biological Properties of Copper(II) Complexes of Thiosemicarbazones of Schiff Bases Derived from 4-Aminoantipyrine and Aromatic Aldehydes.
2006
A study of impurities in intermediates and 3,4-methylenedioxymethamphetamine (MDMA) samples produced via reductive amination routes.
2005-12-20
Determination of synthesis method of ecstasy based on the basic impurities.
2005-09-10
First total synthesis of justicidone, a p-quinone-lignan derivative from Justicia hyssopifolia.
2005-08
Chemical profiling of 3,4-methylenedioxymethamphetamine (MDMA) tablets seized in Hong Kong.
2003-11
[Succivil efficacy in endogenous intoxication].
2003-10-16
Bhc-diol as a photolabile protecting group for aldehydes and ketones.
2003-06-12
Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco.
2003-02
Microbiologic oxidation of isosafrole into piperonal.
2003
[Comparative evaluation of antioxidant properties of neoselen and berberin in chronic heliotrinal hepatitis].
2002-07-31
A short synthesis of (+/-)-epiasarinin.
2002-04-04
Antioxidant properties of 8.0.4'-neolignans.
2001-11
[Morphological features of the thymus in heliotrin hepatitis upon administration of immunostimulators].
2001
Patents

Patents

04014885
1
04024274
1
04073798
9
04125541
3
04125714
3
04182729
3
04227015
1
04344954
3
05182404
5
05233057
5
05517350
1
05574056
1
05594006
2
05661168
3
05716984
3
05719183
1
05731321
1
06133456
1
06162927
2
06218427
1
06252080
1
06306870
4
06310076
4
06310211
1
06329387
1
06448260
2
06498172
5
JP2001288179A
1
JP2004124078A
1
JP2004203839A
3
JP2004250334A
2
JP2004269376A
1
JP2006095182A
1
JP2006325902A
2
JP2006340785A
1
JP2007502860A
3
JP2011207797A
1
JPH03215835A
1
JPH0383904A
1
JPH0390004A
1
JPH04124123A
1
JPH04178388A
1
JPH04342511A
2
JPH07330755A
2
JPH0827144A
1
JPH09227568A
1
JPH10259121A
1
JPH11228368A
3
JPS5522615A
1
JPS55314A
1
JPS5535003A
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:20:14 GMT 2025
Edited
by admin
on Mon Mar 31 18:20:14 GMT 2025
Record UNII
KE109YAK00
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PIPERONAL
FCC   FHFI   HSDB   MART.   MI   WHO-DD  
Common Name English
HELIOTROPINE
INCI  
INCI  
Preferred Name English
PIPERONAL (CONSTITUENT OF BLACK PEPPER) [DSC]
Common Name English
PIPERONAL [HSDB]
Common Name English
DIOXYMETHYLENEPROTOCATECHUIC ALDEHYDE
Common Name English
3,4-(METHYLENEDIOXY)BENZALDEHYDE
Systematic Name English
2H-BENZO(3,4-D)-1,3-DIOXOLAN-5-YLFORMALDEHYDE
Systematic Name English
NSC-26826
Code English
PIPERONAL [FHFI]
Common Name English
1,3-BENZODIOXOLE-6-CARBOXALDEHYDE
Systematic Name English
PIPERONAL [FCC]
Common Name English
FEMA NO. 2911
Code English
GELIOTROPIN
Common Name English
Piperonal [WHO-DD]
Common Name English
PIPERONAL [MI]
Common Name English
PIPERONAL [MART.]
Common Name English
PIPERONYLALDEHYDE
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION PIPERONAL
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
DEA NO. 8750
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
Code System Code Type Description
EVMPD
SUB37596
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
WIKIPEDIA
PIPERONAL
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
HSDB
581
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
EPA CompTox
DTXSID7025924
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
RXCUI
33753
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY RxNorm
SMS_ID
100000129172
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
CHEBI
8240
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
NSC
26826
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
FDA UNII
KE109YAK00
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
JECFA MONOGRAPH
808
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
DAILYMED
KE109YAK00
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
MESH
C005454
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
PUBCHEM
8438
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
MERCK INDEX
m8858
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY Merck Index
CAS
120-57-0
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-409-7
Created by admin on Mon Mar 31 18:20:14 GMT 2025 , Edited by admin on Mon Mar 31 18:20:14 GMT 2025
PRIMARY
Related Record Type Details
BLACK PEPPER
PARENT -> CONSTITUENT ALWAYS PRESENT
USP-DSC
Structure of MDE
MDE
PARENT->PRECURSOR
Structure of TENAMFETAMINE
PARENT->PRECURSOR
Related Record Type Details
Structure of METHAMPHETAMINE
PARENT -> IMPURITY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966