Alpha-Terpineol

CAS# 10482-56-1

Alpha-Terpineol

2D Structure

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Alpha-Terpineol

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Chemical Properties of Alpha-Terpineol

Cas No. 10482-56-1 SDF Download SDF
PubChem ID 443162 Appearance Oil
Formula C10H18O M.Wt 154.25
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-ol
SMILES CC1=CCC(CC1)C(C)(C)O
Standard InChIKey WUOACPNHFRMFPN-SECBINFHSA-N
Standard InChI InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1
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 Alpha-Terpineol

The herbs of Vitis vinifera

Biological Activity of Alpha-Terpineol

Description1. Alpha-Terpineol has antitumour activity. it inhibits the growth of tumour cells through a mechanism that involves inhibition of the NF-kappaB pathway. 2. Alpha-Terpineol has anti-inflammatory property, it can suppress the production of inflammatory mediators in LPS-stimulated human macrophages by interfering with the NF-kB, p38 or ERK MAPK pathways. 3. Alpha-Terpineol has potent antimicrobial activity against MRSA and may have utility as an anti-MRSA cleansing agent for dental instruments and dental unit chairs.
TargetsTNF-α | NF-kB | IL Receptor | p38MAPK | ERK | Antifection

Alpha-Terpineol Dilution Calculator

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Alpha-Terpineol Molarity Calculator

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Preparing Stock Solutions of Alpha-Terpineol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.483 mL 32.4149 mL 64.8298 mL 129.6596 mL 162.0746 mL
5 mM 1.2966 mL 6.483 mL 12.966 mL 25.9319 mL 32.4149 mL
10 mM 0.6483 mL 3.2415 mL 6.483 mL 12.966 mL 16.2075 mL
50 mM 0.1297 mL 0.6483 mL 1.2966 mL 2.5932 mL 3.2415 mL
100 mM 0.0648 mL 0.3241 mL 0.6483 mL 1.2966 mL 1.6207 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 Alpha-Terpineol

Alpha terpineol: a potential anticancer agent which acts through suppressing NF-kappaB signalling.[Pubmed:20651334]

Anticancer Res. 2010 Jun;30(6):1911-9.

BACKGROUND: Alpha terpineol is a bioactive component of Salvia libanotica essential oil extract and has shown antitumour activity. MATERIALS AND METHODS: The cytotoxicity of alpha terpineol towards different tumour cell lines was evaluated in vitro. Mechanistic characterization was performed using analysis of drug activity in a cell line panel and drug-induced gene expression perturbation using the connectivity map approach. RESULTS: The small cell lung carcinoma was the cell line most sensitive to alpha terpineol. The results proposed alpha terpineol as an NF-kappaB inhibitor, which was confirmed by the observed dose-dependent inhibition of NF-kappaB translocation and activity using two NF-kappaB assays, and by the down-regulation of the expression of several NF-kappaB-related genes such as IL-1 beta and IL1R1. CONCLUSION: The results suggest that alpha terpineol inhibits the growth of tumour cells through a mechanism that involves inhibition of the NF-kappaB pathway.

Terpinen-4-ol and alpha-terpineol (tea tree oil components) inhibit the production of IL-1beta, IL-6 and IL-10 on human macrophages.[Pubmed:24947163]

Inflamm Res. 2014 Sep;63(9):769-78.

OBJECTIVE: Tea tree oil (TTO) is an essential oil with anti-inflammatory properties, steam distilled from the plant Melaleuca alternifolia. We investigated the immunomodulatory properties of TTO and its components (terpinen-4-ol and Alpha-Terpineol) using lipopolysaccharide (LPS)-stimulated macrophages. METHODS: The ability of TTO, terpinen-4-ol and Alpha-Terpineol to modulate the macrophage response to bacterial LPS stimulation was assessed by ELISA for tumor necrosis factor (TNF)-alpha, interleukin (IL)-1beta, IL-6 and IL-10 cytokine production and by western blotting for the activation of nuclear factor kappa B (NF-kappaB) and p38 mitogen-activated protein kinase (MAPK) signaling, which are associated with the expression of pro-inflammatory cytokines. We used a human monocytic cell line (U937) differentiated into macrophages. RESULTS: LPS induced the production of all cytokines, and TTO and its components significantly reduced the production of IL-1beta, IL-6 and IL-10. The production of TNF-alpha was not affected by either TTO or its major components. The modulation of cytokine production was not mediated by changes in NF-kappaB or p38 MAPK activation. CONCLUSION: TTO, terpinen-4-ol and Alpha-Terpineol can suppress the production of inflammatory mediators in LPS-stimulated human macrophages; this inhibition was mediated by interfering with the NF-kB, p38 or ERK MAPK pathways.

Description

(-)-α-Terpineol ((S)-α-Terpineol), a monoterpene compound, is one of important aroma compounds in white wines.

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