Lilial

Lilial is a widely used synthetic fragrance and ester in consumer products. Lilial possesses estrogenic activity in vitro. Lilial can induce a toxic effect on mitochondria that causes a decrease in the viability of HaCaT cells. Lilial can increase NRF2 protein level in vitro. Lilial is able to target respiratory chain complexes, inhibit complexes I and II of the electron transport chain, increase the generation of reactive oxygen species, and decrease the level of intracellular ATP. Lilial can induce systemic toxicity in vivo. Lilial induces significant DNA strand breaks[1][2][3][4].

Product Specifications

CAS Number

[80-54-6]

UNSPSC

12352005

Hazard Statement

H227, H302, H315, H317, H361, H401, H412

Target

Keap1-Nrf2; Mitochondrial Metabolism; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/lilial.html

Purity

99.49

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

O=CC(C)CC1=CC=C(C(C)(C)C)C=C1

Molecular Formula

C14H20O

Molecular Weight

204.31

Precautions

H227, H302, H315, H317, H361, H401, H412

References & Citations

[1]Arnau EG, et al. Identification of Lilial as a fragrance sensitizer in a perfume by bioassay-guided chemical fractionation and structure-activity relationships. Contact Dermatitis. 2000 Dec;43 (6) :351-8.|[2]Charles, A. K., & Darbre, P. D. (2009) . Oestrogenic activity of benzyl salicylate, benzyl benzoate and butylphenylmethylpropional (Lilial) in MCF7 human breast cancer cells in vitro. Journal of applied toxicology : JAT, 29 (5), 422–434.|[3]Jablonská, E., et al., (2023) . Toxicological investigation of lilial. Scientific reports, 13 (1), 18536. |[4]Usta, J., et al., (2013) . Fragrance chemicals lyral and lilial decrease viability of HaCat cells' by increasing free radical production and lowering intracellular ATP level: protection by antioxidants. Toxicology in vitro : an international journal published in association with BIBRA, 27 (1), 339–348.