PERILLALDEHYDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H14O
Molecular Weight	150.2176
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=RUMOYJJNUMEFDD-UHFFFAOYSA-N

InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3

HIDE SMILES / InChI

Molecular Formula	C10H14O
Molecular Weight	150.2176
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells.	2010-09	20491607
Tumour-specific HMG-CoAR is an independent predictor of recurrence free survival in epithelial ovarian cancer.	2010-04-01	20359358
(S)-Perillaldehyde azine.	2010-02-06	21580329
Chemical composition and antimicrobial activity of the extracts of Kefe cumin (Laser trilobum L.) fruits from different regions.	2009-11	19817640
Preliminary analysis on essential oil composition of Perilla L. cultivated in Lithuania.	2009-08-26	19702173
Perillartine.	2009-08-15	21577558
Fragrant unsaturated aldehydes elicit activation of the Keap1/Nrf2 system leading to the upregulation of thioredoxin expression and protection against oxidative stress.	2009-05	19123792
A nine-step total synthesis of (-)-platencin.	2009-04-17	19260660
Taste-guided identification of high potency TRPA1 agonists from Perilla frutescens.	2009-02-15	19162486
Inhibitory activity of hydrosols, herbal teas and related essential oils against filament formation and the growth of Candida albicans.	2009	19942796
Conformational flexibility in terpenes: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-perillaldehyde.	2008-08-28	18672866
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.	2008-08-11	18611395
Opposite stereochemical courses for enzyme-mediated alkene reductions of an enantiomeric substrate pair.	2008-06-18	18500801
Increasing antioxidant activity and reducing decay of blueberries by essential oils.	2008-05-28	18442248
Parectadial, a monoterpenoid from the defensive spray of Parectatosoma mocquerysi.	2007-08	17661519
Antimicrobial effect of trans-cinnamaldehyde, (-)-perillaldehyde, (-)-citronellal, citral, eugenol and carvacrol on airborne microbes using an airwasher.	2006-11	17077531
Analysis by gas chromatography-mass spectrometry of the volatiles from the fruits of Ammodaucus leucotrichus subsp. leucotrichus and subsp. nanocarpus grown in North Africa and the Canary Islands, respectively.	2006-03-10	16472529
Kinetic mechanism for predicting secondary organic aerosol formation from the reaction of d-limonene with ozone.	2005-12-15	16475339
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.	2005-05	17192005
Vasodilative effect of perillaldehyde on isolated rat aorta.	2005-05	15957366
Fumigant toxicity of the essential oils of some African plants against Anopheles gambiae sensu stricto.	2005-03	15830848
The number of functional olfactory receptor genes and the relative size of olfactory brain structures are poor predictors of olfactory discrimination performance with enantiomers.	2005-02	15703336
Repellency of essential oils of some Kenyan plants against Anopheles gambiae.	2004-10	15474566
Essential oils: their antibacterial properties and potential applications in foods--a review.	2004-08-01	15246235
Antibacterial activities of naturally occurring compounds against antibiotic-resistant Bacillus cereus vegetative cells and spores, Escherichia coli, and Staphylococcus aureus.	2004-08	15330549
Study of the carbonyl products of terpene/OH radical reactions: detection of the 2,4-DNPH derivatives by HPLC-MS.	2004-06	15118801
Olfactory discrimination ability of human subjects for enantiomers with an isopropenyl group at the chiral center.	2004-02	14977811
Action of different monoterpenic compounds against Anisakis simplex s.l. L3 larvae.	2004-01	14971725
Perillyl alcohol and perillaldehyde induced cell cycle arrest and cell death in BroTo and A549 cells cultured in vitro.	2003-10-17	14511768
Monoterpene regulation of Ras and Ras-related protein expression.	2003-06	12671036
Synthesis of both enantiomers of isorobinal, a novel cyclic monoterpene isolated from the astigmatid mite, Rhizoglyphus sp.	2002-11	12506997
Bactericidal activities of plant essential oils and some of their isolated constituents against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica.	2002-10	12380738
Carvone and perillaldehyde interfere with the serum-induced formation of filamentous structures in Candida albicans at substantially lower concentrations than those causing significant inhibition of growth.	2002-07	12141851
Microbiological transformations of terpenes. IX. Pathways of degradation of limonene in a soil pseudomonad.	1966-09	4227571
Perillyl alcohol dehydrogenase from a soil pseudomonad.	1966-05-25	4289759

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:14:24 GMT 2025` Edited by `admin` on `Mon Mar 31 19:14:24 GMT 2025`
Record UNII	6EQL0XA86G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

P-MENTHA-1,8-DIEN-7-AL

Preferred Name

English

PERILLALDEHYDE

Official Name

English

(±)-PERILLALDEHYDE

Common Name

English

1-CYCLOHEXENE-1-CARBOXALDEHYDE, 4-(1-METHYLETHENYL)-

Systematic Name

English

4-(2-PROPENYL)-1-CYCLOHEXENECARBOXALDEHYDE

Systematic Name

English

PERILLYL ALDEHYDE

Common Name

English

4-(1-METHYLETHENYLPRO)-1-CYCLOHEXENE-1-CARBOXALDEHYDE

Common Name

English

PERILLA ALDEHYDE

Common Name

English

P-MENTHA-1,8-DIEN-7-AL [FHFI]

Common Name

English

DL-PERILLALDEHYDE

Common Name

English

NSC-138642

Code

English

PERILLAL

Common Name

English

PERILLALDEHYDE [MI]

Common Name

English

FEMA NO. 3557

Code

English

4-ISOPROPENYL-1-CYCLOHEXENECARBOXALDEHYDE

Systematic Name

English

4-ISOPROPENYL-1-CYCLOHEXENE-1-CARBOXALDEHYDE

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

P-MENTHA-1,8-DIEN-7-AL