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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H14O
Molecular Weight 150.2176
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERILLALDEHYDE, (-)-

SMILES

CC(=C)[C@H]1CCC(C=O)=CC1

InChI

InChIKey=RUMOYJJNUMEFDD-SNVBAGLBSA-N
InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H14O
Molecular Weight 150.2176
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells.
2010-09
Tumour-specific HMG-CoAR is an independent predictor of recurrence free survival in epithelial ovarian cancer.
2010-04-01
(S)-Perillaldehyde azine.
2010-02-06
Chemical composition and antimicrobial activity of the extracts of Kefe cumin (Laser trilobum L.) fruits from different regions.
2009-11
Preliminary analysis on essential oil composition of Perilla L. cultivated in Lithuania.
2009-08-26
Perillartine.
2009-08-15
Fragrant unsaturated aldehydes elicit activation of the Keap1/Nrf2 system leading to the upregulation of thioredoxin expression and protection against oxidative stress.
2009-05
A nine-step total synthesis of (-)-platencin.
2009-04-17
Taste-guided identification of high potency TRPA1 agonists from Perilla frutescens.
2009-02-15
Inhibitory activity of hydrosols, herbal teas and related essential oils against filament formation and the growth of Candida albicans.
2009
Conformational flexibility in terpenes: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-perillaldehyde.
2008-08-28
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.
2008-08-11
Opposite stereochemical courses for enzyme-mediated alkene reductions of an enantiomeric substrate pair.
2008-06-18
Increasing antioxidant activity and reducing decay of blueberries by essential oils.
2008-05-28
Parectadial, a monoterpenoid from the defensive spray of Parectatosoma mocquerysi.
2007-08
Antimicrobial effect of trans-cinnamaldehyde, (-)-perillaldehyde, (-)-citronellal, citral, eugenol and carvacrol on airborne microbes using an airwasher.
2006-11
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
Kinetic mechanism for predicting secondary organic aerosol formation from the reaction of d-limonene with ozone.
2005-12-15
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
2005-05
Vasodilative effect of perillaldehyde on isolated rat aorta.
2005-05
Fumigant toxicity of the essential oils of some African plants against Anopheles gambiae sensu stricto.
2005-03
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
Repellency of essential oils of some Kenyan plants against Anopheles gambiae.
2004-10
Essential oils: their antibacterial properties and potential applications in foods--a review.
2004-08-01
Antibacterial activities of naturally occurring compounds against antibiotic-resistant Bacillus cereus vegetative cells and spores, Escherichia coli, and Staphylococcus aureus.
2004-08
Study of the carbonyl products of terpene/OH radical reactions: detection of the 2,4-DNPH derivatives by HPLC-MS.
2004-06
Olfactory discrimination ability of human subjects for enantiomers with an isopropenyl group at the chiral center.
2004-02
Action of different monoterpenic compounds against Anisakis simplex s.l. L3 larvae.
2004-01
Perillyl alcohol and perillaldehyde induced cell cycle arrest and cell death in BroTo and A549 cells cultured in vitro.
2003-10-17
Monoterpene regulation of Ras and Ras-related protein expression.
2003-06
Synthesis of both enantiomers of isorobinal, a novel cyclic monoterpene isolated from the astigmatid mite, Rhizoglyphus sp.
2002-11
Bactericidal activities of plant essential oils and some of their isolated constituents against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica.
2002-10
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
Microbiological transformations of terpenes. IX. Pathways of degradation of limonene in a soil pseudomonad.
1966-09
Perillyl alcohol dehydrogenase from a soil pseudomonad.
1966-05-25
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:52:06 GMT 2025
Edited
by admin
on Mon Mar 31 21:52:06 GMT 2025
Record UNII
5EL0Y7P6LP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(-)-PERILLA ALDEHYDE
Preferred Name English
PERILLALDEHYDE, (-)-
Common Name English
L-PERILLALDEHYDE
Common Name English
(S)-(-)-PERILLIC ALDEHYDE
Common Name English
1-CYCLOHEXENE-1-CARBOXALDEHYDE, 4-(1-METHYLETHENYL)-, (4S)-
Systematic Name English
(S)-4-ISOPROPENYL-1-CYCLOHEXENE-1-CARBOXALDEHYDE
Systematic Name English
(S)-PERILLALDEHYDE
Common Name English
(4S)-P-MENTHA-1,8-DIEN-7-AL
Systematic Name English
PERILLALDEHYDE L-FORM [MI]
Common Name English
(-)-PERILLALDEHYDE
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 115869
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID5041190
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
CAS
18031-40-8
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
FDA UNII
5EL0Y7P6LP
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
MERCK INDEX
m8552
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY Merck Index
PUBCHEM
2724159
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
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Pure compound identified in the Paeonia lactiflora (Paeoniaceae) root steam distillate with growth-inhibiting activity against nine harmful intestinal bacteria and eight lactic acid-producing bacteria.