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Merck
CN

04969

(S)-(−)-Perillaldehyde

analytical standard

Synonym(s):

(−)-Perillaaldehyde, (S)-4-Isopropenyl-cyclohexene-1-carboxaldehyde, (S)-p-Mentha-1,8-dien-7-al

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
Molecular Weight:
150.22
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2326448
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InChI key

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

SMILES string

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

grade

analytical standard

assay

≥97% (GC)

optical activity

[α]/D -125±5°, c = 10 in ethanol

shelf life

limited shelf life, expiry date on the label

refractive index

n20/D 1.508 (lit.)

bp

104-105 °C/10 mmHg (lit.)

density

0.965 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

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General description

Perillaldehyde is one of the key constituents of the essential oil of Perilla frutescens, which is used in traditional Chinese herbal medicines. It exhibits various pharmacological activities such as antidepressant, anti-inflammatory, neuroprotective and anti-fungal effects. Perillaldehyde is utilized as a flavor compound in various foods and beverages and also as a fragrance ingredient in the perfume industry for its characteristic mint-like cinnamon odor.

Application

(S)-(−)-Perillaldehyde may be used as an analytical reference standard for the determination of perillaldehyde in laboratory animal diet by high-performance liquid chromatography (HPLC) technique.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup


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Effects of perillaldehyde on alternations in serum cytokines and depressive-like behavior in mice after lipopolysaccharide administration
Ji WW, et al.
Pharmacology, Biochemistry, and Behavior, 116(11), 1-8 (2014)
Genotoxicity assessment of the flavouring agent, perillaldehyde
Hobbs CA, et al.
Food And Chemical Toxicology, 97(11), 232-242 (2016)
Quantification of carvone, cineole, perillaldehyde, perillyl alcohol and sobrerol by isocratic high-performance liquid chromatography
Tao L and Pereira MA
Journal of Chromatography A, 793(1), 71-76 (1998)
Antimicrobial effect of trans-cinnamaldehyde,(-)-perillaldehyde,(-)-citronellal, citral, eugenol and carvacrol on airborne microbes using an airwasher
Sato K, et al.
Bio bulletin, 29(11), 2292-2294 (2006)

Articles

A throughput HS-SPME-GC-MS method to analyze volatile compounds in Perilla leaves at low extraction temperatures using four different SPME fibers.

Protocols

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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