PIPERITENONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H14O
Molecular Weight	150.2176
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=C1CCC(C)=CC1=O

InChI

InChIKey=HKZQJZIFODOLFR-UHFFFAOYSA-N

InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6H,4-5H2,1-3H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Menthone and isomenthone biosynthesis in Pelargonium tomentosum Jacq.	2001	11958337
Cardiovascular effects of the essential oil of Mentha x villosa and its main constituent, piperitenone oxide, in normotensive anaesthetised rats: role of the autonomic nervous system.	2001 Oct	11582542
Essential oil composition and antioxidant activity of endemic Ziziphora taurica subsp. cleonioides.	2002 Dec	12490239
Activity of essential oils of three Micromeria species (Lamiaceae) against micromycetes and bacteria.	2002 Jun	12112289
Composition of the essential oil of Mentha microphylla from the Gennargentu Mountains (Sardinia, Italy).	2003 Jun 4	12769534
Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint.	2003 Oct 1	13679086
Composition and antimicrobial activities of volatile components of Lippia javanica.	2004 Aug	15381004
Supercritical carbon dioxide extraction of Mentha pulegium L. essential oil.	2004 Feb 6	18969310
Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxidant activity.	2004 Jan 30	14753676
Piperitenone oxide as toxic, repellent, and reproduction retardant toward malarial vector Anopheles stephensi (Diptera: Anophelinae).	2004 Jul	15311462
Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L.	2005 Apr	15868213
(-)-Menthol biosynthesis and molecular genetics.	2005 Dec	16292524
Transformation of a monoterpene ketone, piperitenone, and related terpenoids using Mucor piriformis.	2005 Jun	16121222
Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint.	2005 Mar	15734920
Essential oil composition, antibacterial and antioxidant activity of the oil and various extracts of Ziziphora clinopodioides subsp. rigida (BOISS.) RECH. f. from Iran.	2005 Oct	16204941
The chemical composition of essential oil and in vitro antibacterial activities of essential oil and methanol extract of Ziziphora persica Bunge.	2006 Jul 19	16529887
Antibacterial activity and composition of the essential oil of Ziziphora clinopodioides subsp. bungeana (Juz.) Rech. f. from Iran.	2006 Sep-Oct	17137113
Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris.	2007 May	17487612
Highly Enantio- and s-trans C=C bond selective catalytic hydrogenation of cyclic enones: alternative synthesis of (-)-menthol.	2008	18080262
Perilla frutescens var. frutescens in northern Laos.	2008 Apr	18404336
Antimicrobial activity and chemical composition of Mentha pulegium L. essential oil.	2008 Sep 26	18703127
Influence of growth phase on the essential oil composition of Ziziphora clinopodioides Lam.	2009	19401912
Crude extracts of, and purified compounds from, Pterocarpus angolensis, and the essential oil of Lippia javanica: their in-vitro cytotoxicities and activities against selected bacteria and Entamoeba histolytica.	2009 Jul	19583913
Antinociceptive effects of the essential oil of Mentha x villosa leaf and its major constituent piperitenone oxide in mice.	2009 Jul	19578645
Composition and chemical variability of Mentha suaveolens ssp. suaveolens and M. suaveolens ssp. insularis from Corsica.	2010 Apr	20397217
Antimicrobial activity and volatile constituents of the essential oil of Pulsatilla albana from Iran.	2010 Aug	20839640
Intraspecific variability of the essential oil of Ziziphora clinopodioides ssp. rigida from Iran.	2010 Jul	20658666
Chemical composition and biological assays of essential oils of Calamintha nepeta (L.) Savi subsp. nepeta (Lamiaceae).	2010 Nov	20981614

Patents

Name

Type

Language

PIPERITENONE

Common Name

English

P-MENTHA-1,4(8)-DIEN-3-ONE [FHFI]

Common Name

English

3-METHYL-6-(1-METHYLETHYLIDENE)CYCLOHEX-2-EN-1-ONE

Systematic Name

English

PULESPENONE

Common Name

English

NSC-667470

Code

English

P-MENTHA-1,4(8)-DIEN-3-ONE

Systematic Name

English

3-TERPINOLENONE

Common Name

English

1-METHYL-4-ISOPROPYLIDENE-1-CYCLOHEXEN-3-ONE

Systematic Name

English

2-CYCLOHEXEN-1-ONE, 3-METHYL-6-(1-METHYLETHYLIDENE)-

Systematic Name

English

FEMA NO. 3560

Code

English

Classification Tree Code System Code

CFR

21 CFR 172.515