80-54-6
Chemical Structure
Lilial
- CAS No.: 80-54-6
- Formula:C14H20O
- Molecular Weight:204.31
IUPAC Name: 3-(4-(tert-butyl)phenyl)-2-methylpropanal
InChIKey: SDQFDHOLCGWZPU-UHFFFAOYSA-N
SMILES: O=CC(C)CC1=CC=C(C(C)(C)C)C=C1
Biological Activity: 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].
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Lilial | 99.49% | 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. | ||||||||||||||||||||
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Lilial (Standard) | 96.55% | Lilial (Standard) is the analytical standard of Lilial. This product is intended for research and analytical applications. 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. | ||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
- [3]. Jablonská, E., et al., (2023). Toxicological investigation of lilial. Scientific reports, 13(1), 18536. [Content Brief]
- [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. [Content Brief]
Keywords