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
Perillyl alcohol dehydrogenase from a soil pseudomonad.	1966 May 25	4289759
Microbiological transformations of terpenes. IX. Pathways of degradation of limonene in a soil pseudomonad.	1966 Sep	4227571
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 Jul	12141851
Synthesis of both enantiomers of isorobinal, a novel cyclic monoterpene isolated from the astigmatid mite, Rhizoglyphus sp.	2002 Nov	12506997
Bactericidal activities of plant essential oils and some of their isolated constituents against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica.	2002 Oct	12380738
Monoterpene regulation of Ras and Ras-related protein expression.	2003 Jun	12671036
Perillyl alcohol and perillaldehyde induced cell cycle arrest and cell death in BroTo and A549 cells cultured in vitro.	2003 Oct 17	14511768
Antibacterial activities of naturally occurring compounds against antibiotic-resistant Bacillus cereus vegetative cells and spores, Escherichia coli, and Staphylococcus aureus.	2004 Aug	15330549
Essential oils: their antibacterial properties and potential applications in foods--a review.	2004 Aug 1	15246235
Olfactory discrimination ability of human subjects for enantiomers with an isopropenyl group at the chiral center.	2004 Feb	14977811
Action of different monoterpenic compounds against Anisakis simplex s.l. L3 larvae.	2004 Jan	14971725
Study of the carbonyl products of terpene/OH radical reactions: detection of the 2,4-DNPH derivatives by HPLC-MS.	2004 Jun	15118801
Repellency of essential oils of some Kenyan plants against Anopheles gambiae.	2004 Oct	15474566
Kinetic mechanism for predicting secondary organic aerosol formation from the reaction of d-limonene with ozone.	2005 Dec 15	16475339
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 Feb	15703336
Fumigant toxicity of the essential oils of some African plants against Anopheles gambiae sensu stricto.	2005 Mar	15830848
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.	2005 May	17192005
Vasodilative effect of perillaldehyde on isolated rat aorta.	2005 May	15957366
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 Mar 10	16472529
Antimicrobial effect of trans-cinnamaldehyde, (-)-perillaldehyde, (-)-citronellal, citral, eugenol and carvacrol on airborne microbes using an airwasher.	2006 Nov	17077531
Parectadial, a monoterpenoid from the defensive spray of Parectatosoma mocquerysi.	2007 Aug	17661519
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.	2008 Aug 11	18611395
Conformational flexibility in terpenes: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-perillaldehyde.	2008 Aug 28	18672866
Opposite stereochemical courses for enzyme-mediated alkene reductions of an enantiomeric substrate pair.	2008 Jun 18	18500801
Increasing antioxidant activity and reducing decay of blueberries by essential oils.	2008 May 28	18442248
Inhibitory activity of hydrosols, herbal teas and related essential oils against filament formation and the growth of Candida albicans.	2009	19942796
A nine-step total synthesis of (-)-platencin.	2009 Apr 17	19260660
Perillartine.	2009 Aug 15	21577558
Taste-guided identification of high potency TRPA1 agonists from Perilla frutescens.	2009 Feb 15	19162486
Preliminary analysis on essential oil composition of Perilla L. cultivated in Lithuania.	2009 Jul-Aug	19702173
Fragrant unsaturated aldehydes elicit activation of the Keap1/Nrf2 system leading to the upregulation of thioredoxin expression and protection against oxidative stress.	2009 May	19123792
Chemical composition and antimicrobial activity of the extracts of Kefe cumin (Laser trilobum L.) fruits from different regions.	2009 Nov	19817640
Tumour-specific HMG-CoAR is an independent predictor of recurrence free survival in epithelial ovarian cancer.	2010 Apr 1	20359358
(S)-Perillaldehyde azine.	2010 Feb 6	21580329
A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells.	2010 Sep	20491607

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:31:58 GMT 2023` Edited by `admin` on `Fri Dec 15 18:31:58 GMT 2023`
Record UNII	6EQL0XA86G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

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

Systematic Name

English

PERILLALDEHYDE [INCI]

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