Perillyl alcohol

Synonyms: Perilla alcohol, Isocarveol

Perillyl alcohol (Perilla alcohol, Isocarveol) is a monoterpene isolated from the essential oils of lavendin, peppermint, spearmint, cherries, celery seeds, and several other plants.

Perillyl alcohol Chemical Structure

Perillyl alcohol Chemical Structure

CAS No. 536-59-4

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Signaling Pathway

Biological Activity

Description Perillyl alcohol (Perilla alcohol, Isocarveol) is a monoterpene isolated from the essential oils of lavendin, peppermint, spearmint, cherries, celery seeds, and several other plants.
In vitro
In vitro In vitro, perillyl alcohol induces cell cycle arrest and apoptosis, inhibits the isoprenylation of small G proteins (21–26 kDa) involved in signal transduction and affects differential gene regulation[1]. Perillyl alcohol (POH) inhibits cell proliferation in a dose-dependent manner in all cell lines tested (KPL-1, MCF-7, MKL-F and MDA-MB-231). POH at a dose of 500μM has a cytostatic effect, in which growth inhibition is due to accumulation of cells in G1-phase. Cell cycle progression is preceded by a decrease in G1 cyclins (cyclin D1 and E), followed by an increase in p21Cip1/Waf1 and a decrease in proliferating cell nuclear antigen level[2].
Cell Research Cell lines BroTo and A549 cells
Concentrations 0-3 mM
Incubation Time 12 or 24 hr
Method The toxicity of the compounds on treated cells is assessed using colony formation assay. Cells (200 cells/well) are plated overnight in 6-well plates. The culture medium is replaced with medium containing varying concentrations of perillyl alcohol (POH) or perillaldehyde (PALD) and the cells are exposed to the agents for 12 or 24 hr. Following the exposure, treatment medium is removed and the cells washed twice with sterile PBS and once with the appropriate medium. Fresh medium is then added to each well and the cells incubated for 12–14 days at 37 ℃. Plates are viewed under the microscope every other day. At termination, the culture medium is decanted and the cells rinsed with PBS. The cells are then fixed and stained with crystal violet (0.5% in 95% ethanol) for 5 min and the dye gently rinsed off. Colonies, containing at least 50 cells, are counted.
In Vivo
In vivo Perillyl alcohol (POH) at a dose of 75mg/kg administered intraperitoneally three times a week throughout the entire 6-week experimental period suppresses orthotopically transplanted KPL-1 tumor cell growth and regional lymph node metastasis in a nude mouse system. POH inhibits both ER-positive and -negative human breast cancer cell growth in vitro, and suppressed growth and metastasis in vivo[2].
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT00608634 Completed
Precancerous Condition
University of Arizona|National Cancer Institute (NCI)|Arizona Disease Control Research Commission
May 2004 Phase 2

Chemical Information & Solubility

Molecular Weight 152.23 Formula

C10H16O

CAS No. 536-59-4 SDF Download Perillyl alcohol SDF
Density 0.96 g/mL at 25 °C
Smiles CC(=C)C1CCC(=CC1)CO
Storage (From the date of receipt) 2 years -80°C liquid

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