Perillyl alcohol

CAS# 536-59-4

Perillyl alcohol

Catalog No. BCN3876----Order now to get a substantial discount!

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Perillyl alcohol: 5mg $23 In Stock
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Quality Control of Perillyl alcohol

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Chemical structure

Perillyl alcohol

3D structure

Chemical Properties of Perillyl alcohol

Cas No. 536-59-4 SDF Download SDF
PubChem ID 10819 Appearance Oil
Formula C10H16O M.Wt 152.2
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Solubility DMSO : 250 mg/mL (1642.25 mM; Need ultrasonic)
Chemical Name (4-prop-1-en-2-ylcyclohexen-1-yl)methanol
SMILES CC(=C)C1CCC(=CC1)CO
Standard InChIKey NDTYTMIUWGWIMO-UHFFFAOYSA-N
Standard InChI InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Perillyl alcohol

The herbs of Cymbopogon citratus

Biological Activity of Perillyl alcohol

DescriptionPerillyl alcohol has potential chemopreventive, and antileukemia activities, it can suppress antigen-induced immune responses in the lung, it could be a novel preventive or therapeutic option for immunologic lung disorders such as asthma with minimal side effects. Perillyl alcohol can suppress antigen-induced immune responses in the lung, it could be a novel preventive or therapeutic option for immunologic lung disorders such as asthma with minimal side effects.
TargetsAP-1 | TNF-α | NF-kB | gp120/CD4
In vivo

Perillyl alcohol suppresses antigen-induced immune responses in the lung.[Pubmed: 24309112 ]

Int. Res., 2002, 443(5):266-71.

Perillyl alcohol (POH) is an isoprenoid which inhibits farnesyl transferase and geranylgeranyl transferase, key enzymes that induce conformational and functional changes in small G proteins to conduct signal production for cell proliferation. Thus, it has been tried for the treatment of cancers. However, although it affects the proliferation of immunocytes, its influence on immune responses has been examined in only a few studies. Notably, its effect on antigen-induced immune responses has not been studied.
METHODS AND RESULTS:
In this study, we examined whether POH suppresses Ag-induced immune responses with a mouse model of allergic airway inflammation. POH treatment of sensitized mice suppressed proliferation and cytokine production in Ag-stimulated spleen cells or CD4(+) T cells. Further, sensitized mice received aerosolized OVA to induce allergic airway inflammation, and some mice received POH treatment. POH significantly suppressed indicators of allergic airway inflammation such as airway eosinophilia. Cytokine production in thoracic lymph nodes was also significantly suppressed.
CONCLUSIONS:
These results demonstrate that POH suppresses antigen-induced immune responses in the lung. Considering that it exists naturally, POH could be a novel preventive or therapeutic option for immunologic lung disorders such as asthma with minimal side effects.

Protocol of Perillyl alcohol

Animal Research

Inhibitory effects of perillyl alcohol on UVB-induced murine skin cancer and AP-1 transactivation.[Pubmed: 9485025]

Cancer Res., 1998, 58(4):711-6.

The monoterpene Perillyl alcohol (POH) has proven efficacious against the formation and progression of a variety of cancers.
METHODS AND RESULTS:
In this study, we tested the ability of POH to inhibit photocarcinogenesis in a nonmelanoma model of mouse skin carcinogenesis and its ability to inhibit UVB-induced activator protein 1 (AP-1) transactivation in mouse skin and human keratinocytes. POH (10 mM) was applied topically to the ears and shaved dorsal surface of groups of 35 BALB/c mice throughout the experiment, during and after UVB treatment. Topical POH significantly inhibited tumor incidence and multiplicity, average tumor size, and the average tumor burden/mouse without any apparent toxicity. POH inhibited UVB-induced AP-1 transactivation in both cultured human keratinocytes and transgenic mice that stably express a luciferase reporter driven by AP-1 elements.
CONCLUSIONS:
The results suggest that POH might be used for chemoprevention of human skin cancer, and that inhibition of AP-1 activity is functionally related to inhibition of skin carcinogenesis.

Perillyl alcohol Dilution Calculator

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Perillyl alcohol Molarity Calculator

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Preparing Stock Solutions of Perillyl alcohol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.5703 mL 32.8515 mL 65.703 mL 131.406 mL 164.2576 mL
5 mM 1.3141 mL 6.5703 mL 13.1406 mL 26.2812 mL 32.8515 mL
10 mM 0.657 mL 3.2852 mL 6.5703 mL 13.1406 mL 16.4258 mL
50 mM 0.1314 mL 0.657 mL 1.3141 mL 2.6281 mL 3.2852 mL
100 mM 0.0657 mL 0.3285 mL 0.657 mL 1.3141 mL 1.6426 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Perillyl alcohol

Perillyl alcohol suppresses antigen-induced immune responses in the lung.[Pubmed:24309112]

Biochem Biophys Res Commun. 2014 Jan 3;443(1):266-71.

Perillyl alcohol (POH) is an isoprenoid which inhibits farnesyl transferase and geranylgeranyl transferase, key enzymes that induce conformational and functional changes in small G proteins to conduct signal production for cell proliferation. Thus, it has been tried for the treatment of cancers. However, although it affects the proliferation of immunocytes, its influence on immune responses has been examined in only a few studies. Notably, its effect on antigen-induced immune responses has not been studied. In this study, we examined whether POH suppresses Ag-induced immune responses with a mouse model of allergic airway inflammation. POH treatment of sensitized mice suppressed proliferation and cytokine production in Ag-stimulated spleen cells or CD4(+) T cells. Further, sensitized mice received aerosolized OVA to induce allergic airway inflammation, and some mice received POH treatment. POH significantly suppressed indicators of allergic airway inflammation such as airway eosinophilia. Cytokine production in thoracic lymph nodes was also significantly suppressed. These results demonstrate that POH suppresses antigen-induced immune responses in the lung. Considering that it exists naturally, POH could be a novel preventive or therapeutic option for immunologic lung disorders such as asthma with minimal side effects.

Inhibitory effects of perillyl alcohol on UVB-induced murine skin cancer and AP-1 transactivation.[Pubmed:9485025]

Cancer Res. 1998 Feb 15;58(4):711-6.

The monoterpene Perillyl alcohol (POH) has proven efficacious against the formation and progression of a variety of cancers. In this study, we tested the ability of POH to inhibit photocarcinogenesis in a nonmelanoma model of mouse skin carcinogenesis and its ability to inhibit UVB-induced activator protein 1 (AP-1) transactivation in mouse skin and human keratinocytes. POH (10 mM) was applied topically to the ears and shaved dorsal surface of groups of 35 BALB/c mice throughout the experiment, during and after UVB treatment. Topical POH significantly inhibited tumor incidence and multiplicity, average tumor size, and the average tumor burden/mouse without any apparent toxicity. POH inhibited UVB-induced AP-1 transactivation in both cultured human keratinocytes and transgenic mice that stably express a luciferase reporter driven by AP-1 elements. The results suggest that POH might be used for chemoprevention of human skin cancer, and that inhibition of AP-1 activity is functionally related to inhibition of skin carcinogenesis.

Description

Perillyl alcohol is a monoterpene isolated from the essential oils of lavendin, peppermint, spearmint, cherries, celery seeds, and several other plants. Perillyl alcohol is active in inducing apoptosis in tumor cells without affecting normal cells.

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