Alpha-pinene

CAS# 80-56-8

Alpha-pinene

Catalog No. BCN3855----Order now to get a substantial discount!

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Chemical structure

Alpha-pinene

3D structure

Chemical Properties of Alpha-pinene

Cas No. 80-56-8 SDF Download SDF
PubChem ID 6654 Appearance Colorless liquid
Formula C10H16 M.Wt 136.2
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Synonyms Acintene A; 2-Pinene; Sylvapine A
Solubility Soluble in ethanol; insoluble in water
Chemical Name 4,6,6-trimethylbicyclo[3.1.1]hept-3-ene
SMILES CC1=CCC2CC1C2(C)C
Standard InChIKey GRWFGVWFFZKLTI-UHFFFAOYSA-N
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-pinene

The heartwoods of Pinus armandii Franch

Biological Activity of Alpha-pinene

DescriptionAlpha-pinene inhibits the nuclear translocation of NF-kappa B induced by LPS in THP-1 cells, and this effect is partly due to the upregulation of I kappa B alpha expression. Alpha-pinene inhibits early root growth and causes oxidative damage in root tissue through enhanced generation of ROS, as indicated by increased lipid peroxidation, disruption of membrane integrity and elevated antioxidant enzyme levels.
TargetsNF-kB | p65 | ROS
In vitro

Effect of alpha-pinene on nuclear translocation of NF-kappa B in THP-1 cells.[Pubmed: 15066217]

Acta Pharmacol Sin. 2004 Apr;25(4):480-4.


METHODS AND RESULTS:
To study the effects of Alpha-pinene on nuclear translocation of nuclear factor-kappa B (NF-kappa B) and the expression of the inhibitThe majority of FITC-labelled NF-kappa B/p65 was located in the nuclei being stimulated with LPS. Whereas, no such fluorescence was seen in the nuclei of the groups pretreated with Alpha-pinene or control cells. Alpha-pinene pretreatment decreased the NF-kappa B/p65 nuclear translocation in LPS-stimulated THP-1 cells, and this effect was dose-dependent, but there was no reaction in LPS-unstimulated THP-1 cells. Alpha-pinene pretreatment increased I kappa B alpha protein level in cytoplasm, compared with that in LPS-stimulated THP-1 cells.
CONCLUSIONS:
In a dose-related fashion, Alpha-pinene inhibits the nuclear translocation of NF-kappa B induced by LPS in THP-1 cells, and this effect is partly due to the upregulation of I kappa B alpha expression.or of NF-kappa B (I kappa B alpha) in human monocyte THP-1 cell line.

Protocol of Alpha-pinene

Kinase Assay

alpha-Pinene inhibits growth and induces oxidative stress in roots.[Pubmed: 17028297 ]

Ann Bot. 2006 Dec;98(6):1261-9.

Determining the mode of action of allelochemicals is one of the challenging aspects in allelopathic studies. Recently, allelochemicals have been proposed to cause oxidative stress in target tissue and induce an antioxidant mechanism. Alpha-pinene, one of the common monoterpenoids emitted from several aromatic plants including forest trees, is known for its growth-inhibitory activity. However, its mechanism of action remains unexplored.
METHODS AND RESULTS:
The aim of the present study was to determine the inhibitory effect of Alpha-pinene on root growth and generation of reactive oxygen species, as indicators of oxidative stress and changes in activities of antioxidant enzymes.Alpha-pinene inhibited the radicle growth of all the test species. Exposure of C. occidentalis roots to Alpha-pinene enhanced solute leakage, and increased levels of malondialdehyde, proline and hydrogen peroxide, indicating lipid peroxidation and induction of oxidative stress. Activities of the antioxidant enzymes SOD, CAT, GPX, APX and GR were significantly elevated, thereby indicating the enhanced generation of reactive oxygen species (ROS) upon Alpha-pinene exposure. Increased levels of scavenging enzymes indicates their induction as a secondary defence mechanism in response to Alpha-pinene.
CONCLUSIONS:
It is concluded that Alpha-pinene inhibits early root growth and causes oxidative damage in root tissue through enhanced generation of ROS, as indicated by increased lipid peroxidation, disruption of membrane integrity and elevated antioxidant enzyme levels.

Alpha-pinene Dilution Calculator

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Preparing Stock Solutions of Alpha-pinene

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.3421 mL 36.7107 mL 73.4214 mL 146.8429 mL 183.5536 mL
5 mM 1.4684 mL 7.3421 mL 14.6843 mL 29.3686 mL 36.7107 mL
10 mM 0.7342 mL 3.6711 mL 7.3421 mL 14.6843 mL 18.3554 mL
50 mM 0.1468 mL 0.7342 mL 1.4684 mL 2.9369 mL 3.6711 mL
100 mM 0.0734 mL 0.3671 mL 0.7342 mL 1.4684 mL 1.8355 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-pinene

Effect of alpha-pinene on nuclear translocation of NF-kappa B in THP-1 cells.[Pubmed:15066217]

Acta Pharmacol Sin. 2004 Apr;25(4):480-4.

AIM: To study the effects of Alpha-pinene on nuclear translocation of nuclear factor-kappa B (NF-kappa B) and the expression of the inhibitor of NF-kappa B (I kappa B alpha) in human monocyte THP-1 cell line. METHODS: THP-1 cells were incubated with Alpha-pinene (1, 10, and 100 mg/L, for 30 min) before being stimulated with lipopolysaccharide (LPS, 1 mg/L, 30 min). The location of NF-kappa B p65 subunit (NF-kappa B/p65) in THP-1 cells was detected by immunofluorescence and laser scanning confocal microscope (LSCM). The expression of NF-kappa B/p65 in nuclei and that of I kappa B alpha in cytoplasm were measured by Western-blot analysis. RESULTS: The majority of FITC-labelled NF-kappa B/p65 was located in the nuclei being stimulated with LPS. Whereas, no such fluorescence was seen in the nuclei of the groups pretreated with Alpha-pinene or control cells. Alpha-pinene pretreatment decreased the NF-kappa B/p65 nuclear translocation in LPS-stimulated THP-1 cells, and this effect was dose-dependent, but there was no reaction in LPS-unstimulated THP-1 cells. Alpha-pinene pretreatment increased I kappa B alpha protein level in cytoplasm, compared with that in LPS-stimulated THP-1 cells. CONCLUSION: In a dose-related fashion, Alpha-pinene inhibits the nuclear translocation of NF-kappa B induced by LPS in THP-1 cells, and this effect is partly due to the upregulation of I kappa B alpha expression.

alpha-Pinene inhibits growth and induces oxidative stress in roots.[Pubmed:17028297]

Ann Bot. 2006 Dec;98(6):1261-9.

BACKGROUND AND AIMS: Determining the mode of action of allelochemicals is one of the challenging aspects in allelopathic studies. Recently, allelochemicals have been proposed to cause oxidative stress in target tissue and induce an antioxidant mechanism. Alpha-pinene, one of the common monoterpenoids emitted from several aromatic plants including forest trees, is known for its growth-inhibitory activity. However, its mechanism of action remains unexplored. The aim of the present study was to determine the inhibitory effect of Alpha-pinene on root growth and generation of reactive oxygen species, as indicators of oxidative stress and changes in activities of antioxidant enzymes. METHODS: Effects of Alpha-pinene on early root growth were studied in five test species, Cassia occidentalis, Amaranthus viridis, Triticum aestivum, Pisum sativum and Cicer arietinum. Electrolyte leakage, lipid peroxidation, hydrogen peroxide generation, proline accumulation, and activities of the enzymes superoxide dismutase (SOD), ascorbate peroxidase (APX), guaiacol peroxidase (GPX), catalase (CAT) and glutathione reductase (GR) were studied in roots of C. occidentalis. KEY RESULTS: Alpha-pinene inhibited the radicle growth of all the test species. Exposure of C. occidentalis roots to Alpha-pinene enhanced solute leakage, and increased levels of malondialdehyde, proline and hydrogen peroxide, indicating lipid peroxidation and induction of oxidative stress. Activities of the antioxidant enzymes SOD, CAT, GPX, APX and GR were significantly elevated, thereby indicating the enhanced generation of reactive oxygen species (ROS) upon Alpha-pinene exposure. Increased levels of scavenging enzymes indicates their induction as a secondary defence mechanism in response to Alpha-pinene. CONCLUSIONS: It is concluded that Alpha-pinene inhibits early root growth and causes oxidative damage in root tissue through enhanced generation of ROS, as indicated by increased lipid peroxidation, disruption of membrane integrity and elevated antioxidant enzyme levels.

Keywords:

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