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Perillaldehyde

$52

  • Brand : BIOFRON

  • Catalogue Number : BD-D1373

  • Specification : 98%(HPLC)

  • CAS number : 18031-40-8

  • Formula : C10H14O

  • Molecular Weight : 150.22

  • PUBCHEM ID : 2724159

  • Volume : 20MG

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Catalogue Number

BD-D1373

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

150.22

Appearance

Yellow liquid

Botanical Source

Perilla herb oil

Structure Type

Monoterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

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

Synonyms

(-)-Perillaldehyde/(−)-Perillaaldehyde/1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-, (S)-(-)-/1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-/L6UTJ AVH DY1&U1 &&S-(-)- Form/1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (4S)-/S(-)-Perillaldehyde/(−)-Perillaaldehyde,(S)-p-Mentha-1,8-dien-7-al,(S)-4-Isopropenyl-cyclohexene-1-carboxaldehyde/(S)-p-Mentha-1,8-dien-7-al/(S)-(-)-Perillaldehyde/L-Perillaldehyde/(4S)-4-Isopropenylcyclohex-1-ene-1-carbaldehyde/(-)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde/Perillaldehyde/L(-)-Perillaldehyde/(S)-4-(prop-1-En-2-yl)cyclohex-1-enecarbaldehyde/(4S)-4-Isopropenyl-1-cyclohexene-1-carbaldehyde

IUPAC Name

(4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde

Applications

Density

1.0±0.1 g/cm3

Solubility

Flash Point

95.6±0.0 °C

Boiling Point

238.0±29.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2912290000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:18031-40-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

29643980

Abstract

The skin covers the outer surface of the body, so the epidermal keratinocytes within it are susceptible to reactive oxygen species (ROS) generated by environmental pollutants such as benzo(a)pyrene (BaP), a potent activator of aryl hydrocarbon receptor (AHR). Antioxidant activity is generally mediated by the nuclear factor-erythroid 2-related factor-2 (NRF2) and heme oxygenase-1 (HO1) axis in human keratinocytes. Perillaldehyde is the main component of Perilla frutescens, which is a medicinal antioxidant herb traditionally consumed in East Asia. However, the effect of perillaldehyde on the AHR/ROS and/or NRF2/HO1 pathways remains unknown. In human keratinocytes, we found that perillaldehyde (1) inhibited BaP-induced AHR activation and ROS production, (2) inhibited BaP/AHR-mediated release of the CCL2 chemokine, and (3) activated the NRF2/HO1 antioxidant pathway. Perillaldehyde is thus potentially useful for managing inflammatory skin diseases or disorders related to oxidative stress.

Title

Perillaldehyde Inhibits AHR Signaling and Activates NRF2 Antioxidant Pathway in Human Keratinocytes

Author

Yoko Fuyuno 1 , Hiroshi Uchi 1 , Mao Yasumatsu 2 , Saori Morino-Koga 3 , Yuka Tanaka 2 , Chikage Mitoma 1 2 , Masutaka Furue 1 2

Publish date

2018 Feb 14;

PMID

31003153

Abstract

Background: Perillaldehyde is one of the main components in perilla. Previous studies have shown that perillaldehyde exerted an antidepressant effect in mice, some of which is mediated through regulation of the anti-inflammatory system and the monoamine system. The primary objective of this study was to investigate the possible effects of perillaldehyde on the neurotrophic system and to elucidate whether its antidepressant effect requires brain-derived neurotrophic factor (BDNF) signaling.
Methods: Mice were exposed to chronic unpredictable mild stress (CUMS) and orally administrated with perillaldehyde for 4 weeks for behavioral testing.
Results: Perillaldehyde not only reversed the decrease in sucrose preference but also attenuated the increase in feeding latency. In addition, perillaldehyde can attenuate the reduction of CUMS-induced hippocampal BDNF levels. Our further study found that the BDNF receptor tropomyosin receptor kinase B (TrkB) antagonist K252a completely blocked the antidepressant effect of perillaldehyde in mice. Biochemical analysis showed that K252a pretreatment completely prevented the improvement of BDNF, extracellular signal-regulated kinase (ERK) phosphorylation and synaptic protein.
Conclusions: These results indicated that activation of BDNF-ERK signaling in the hippocampus was required, at least in part for the antidepressant effects of perillaldehyde.

Title

Hippocampal BDNF Signaling Is Required for the Antidepressant Effects of Perillaldehyde

Author

Ji-Xiao Zhu 1 , Wei-Qiong Hu 1 , Shu-Qi Dong 2 , Li-Tao Yi 2 , Jin-Xiang Zeng 1 , Min Li 3

Publish date

2019 Jun

PMID

27593899

Abstract

Perillaldehyde, a natural monocyclic terpenoid found most abundantly in the herb perilla, has a long history of use as a flavouring ingredient to add spiciness and citrus taste to foods. Previously, it was judged to be safe by several international expert panels. To confirm the safety of flavourings placed on the European Union list of flavourings, perillaldehyde was selected by the European Food Safety Authority as a representative of a subgroup of alicyclic aldehyde flavouring substances to be evaluated for genotoxic potential. Perillaldehyde was tested in a bacterial reverse mutation assay, an in vitro micronucleus assay in human lymphocytes, an HPRT assay in mouse lymphoma cells, and a micronucleus/comet assay in Han Wistar rats. In contrast to previously published results, perillaldehyde induced mutation in Salmonella typhimurium strain TA98 in the absence of metabolic activation. The comet assay was negative for duodenum and weakly positive for liver but only at a hepatotoxic dose of perillaldehyde. All other genotoxicity assays were negative. These data do not provide an indication of any genotoxic potential for perillaldehyde, and they provide the primary basis for recent scientific opinions regarding perillaldehyde genotoxicity announced by several international organizations responsible for safety assessment of food additives and flavourings.

KEYWORDS

DNA damage; Flavouring agent; Genotoxicity; Perilla aldehyde; Perillaldehyde; p-mentha-1,8-dien-7-al.

Title

Genotoxicity Assessment of the Flavouring Agent, Perillaldehyde

Author

Cheryl A Hobbs 1 , Sean V Taylor 2 , Carol Beevers 3 , Melvyn Lloyd 3 , Rachael Bowen 3 , Lucinda Lillford 3 , Robert Maronpot 4 , Shim-Mo Hayashi 5

Publish date

2016 Nov