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

Molecular Formula	C10H14O
Molecular Weight	150.2176
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Chemical composition and biological assays of essential oils of Calamintha nepeta (L.) Savi subsp. nepeta (Lamiaceae).	2010-11	20981614
Antimicrobial activity and volatile constituents of the essential oil of Pulsatilla albana from Iran.	2010-08	20839640
Intraspecific variability of the essential oil of Ziziphora clinopodioides ssp. rigida from Iran.	2010-07	20658666
Composition and chemical variability of Mentha suaveolens ssp. suaveolens and M. suaveolens ssp. insularis from Corsica.	2010-04	20397217
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.	2009-07	19583913
Antinociceptive effects of the essential oil of Mentha x villosa leaf and its major constituent piperitenone oxide in mice.	2009-07	19578645
Influence of growth phase on the essential oil composition of Ziziphora clinopodioides Lam.	2009	19401912
Antimicrobial activity and chemical composition of Mentha pulegium L. essential oil.	2008-09-26	18703127
Perilla frutescens var. frutescens in northern Laos.	2008-04	18404336
Highly Enantio- and s-trans C=C bond selective catalytic hydrogenation of cyclic enones: alternative synthesis of (-)-menthol.	2008	18080262
Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris.	2007-05	17487612
Antibacterial activity and composition of the essential oil of Ziziphora clinopodioides subsp. bungeana (Juz.) Rech. f. from Iran.	2006-12-02	17137113
The chemical composition of essential oil and in vitro antibacterial activities of essential oil and methanol extract of Ziziphora persica Bunge.	2006-07-19	16529887
(-)-Menthol biosynthesis and molecular genetics.	2005-12	16292524
Essential oil composition, antibacterial and antioxidant activity of the oil and various extracts of Ziziphora clinopodioides subsp. rigida (BOISS.) RECH. f. from Iran.	2005-10	16204941
Transformation of a monoterpene ketone, piperitenone, and related terpenoids using Mucor piriformis.	2005-06	16121222
Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L.	2005-04	15868213
Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint.	2005-03	15734920
Composition and antimicrobial activities of volatile components of Lippia javanica.	2004-08	15381004
Piperitenone oxide as toxic, repellent, and reproduction retardant toward malarial vector Anopheles stephensi (Diptera: Anophelinae).	2004-07	15311462
Supercritical carbon dioxide extraction of Mentha pulegium L. essential oil.	2004-02-06	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.	2004-01-30	14753676
Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint.	2003-10-01	13679086
Composition of the essential oil of Mentha microphylla from the Gennargentu Mountains (Sardinia, Italy).	2003-06-04	12769534
Essential oil composition and antioxidant activity of endemic Ziziphora taurica subsp. cleonioides.	2002-12	12490239
Activity of essential oils of three Micromeria species (Lamiaceae) against micromycetes and bacteria.	2002-06	12112289
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.	2001-10	11582542
Menthone and isomenthone biosynthesis in Pelargonium tomentosum Jacq.	2001	11958337

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:01:48 GMT 2025` Edited by `admin` on `Mon Mar 31 19:01:48 GMT 2025`
Record UNII	IKR841W74D
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PIPERITENONE

Common Name

English

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

Preferred 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

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