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(-​)​-​α-​Terpineol Sale

(Synonyms: (-)-α-松油醇; (S​)​-​α-​Terpineol) 目录号 : GC40670

(-)-α-Terpineol ((S)-α-Terpineol) 是一种单萜化合物,是Melaleuca alternifolia中化合物之一。(-)-α-Terpineol 具有抗氧化和抗炎活性。

(-​)​-​α-​Terpineol Chemical Structure

Cas No.:10482-56-1

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10mM (in 1mL DMSO)
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10g
¥90.00
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25g
¥180.00
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产品描述

(-)-α-Terpineol ((S)-α-Terpineol), a monoterpene compound, is one of compounds in Melaleuca alternifolia. (-)-α-Terpineol has antioxidant and anti-inflammatory activities.

(-)-α-Terpineol ((S)-α-Terpineol) 是一种单萜化合物,是Melaleuca alternifolia中化合物之一。(-)-α-Terpineol 具有抗氧化和抗炎活性。

Chemical Properties

Cas No. 10482-56-1 SDF
别名 (-)-α-松油醇; (S​)​-​α-​Terpineol
Canonical SMILES OC(C)(C)[C@@H]1CC=C(C)CC1
分子式 C10H18O 分子量 154.25
溶解度 DMSO : 100 mg/mL (648.30 mM; Need ultrasonic) 储存条件
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1 mg 5 mg 10 mg
1 mM 6.483 mL 32.4149 mL 64.8298 mL
5 mM 1.2966 mL 6.483 mL 12.966 mL
10 mM 0.6483 mL 3.2415 mL 6.483 mL
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Research Update

Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids

Molecules 2022 Feb 8;27(3):1126.PMID:35164391DOI:10.3390/molecules27031126.

We report the use of five alpha-hydroxy acids (citric, tartaric, mandelic, lactic and glycolic acids) as catalysts in the synthesis of Terpineol from alpha-pinene. The study found that the hydration rate of pinene was slow when only catalyzed by alpha-hydroxyl acids. Ternary composite catalysts, composed of AHAs, phosphoric acid, and acetic acid, had a good catalytic performance. The reaction step was hydrolysis of the intermediate terpinyl acetate, which yielded Terpineol. The optimal reaction conditions were as follows: alpha-pinene, acetic acid, water, citric acid, and phosphoric acid, at a mass ratio of 1:2.5:1:(0.1-0.05):0.05, a reaction temperature of 70 °C, and a reaction time of 12-15 h. The conversion of alpha-pinene was 96%, the content of alpha-terpineol was 46.9%, and the selectivity of alpha-terpineol was 48.1%. In addition, the catalytic performance of monolayer graphene oxide and its composite catalyst with citric acid was studied, with acetic acid used as an additive.

Fragrance material review on Terpineol

Food Chem Toxicol 2008 Nov;46 Suppl 11:S275-9.PMID:18640175DOI:10.1016/j.fct.2008.06.075.

A toxicologic and dermatologic review of Terpineol when used as a fragrance ingredient is presented.

A method to control Terpineol production from turpentine by acid catalysts mixing

Heliyon 2020 Oct 8;6(10):e04984.PMID:33083585DOI:10.1016/j.heliyon.2020.e04984.

Terpineol, a promising valorisation product of pine industry, is widely used as an active ingredient for disinfectant soap, cleansers, perfumes, and pharmaceutical purposes. Synthesis of Terpineol is generally carried out by separation of α-pinene compounds from crude turpentine through fractionation and then hydrated (addition of water) with the help of acid catalysts. However, direct turpentine hydration without pre-fractionation process can be more beneficial from economic and process point of views. This study aims to investigate the effect of both single and mixed/combined catalysts towards Terpineol yield. Combined strong and weak acid catalysts were required to obtain high feed conversion and Terpineol yield. The selectivity of Terpineol is then correlated to the solubility of a weak/organic acid. In this study, the highest yield of Terpineol was 54.0 ± 8.2%-w/w using combination of formic acid and sulphuric acid.

Antidepressant-Like Effect of Terpineol in an Inflammatory Model of Depression: Involvement of the Cannabinoid System and D2 Dopamine Receptor

Biomolecules 2020 May 20;10(5):792.PMID:32443870DOI:10.3390/biom10050792.

Depression has a multifactorial etiology that arises from environmental, psychological, genetic, and biological factors. Environmental stress and genetic factors acting through immunological and endocrine responses generate structural and functional changes in the brain, inducing neurogenesis and neurotransmission dysfunction. Terpineol, monoterpenoid alcohol, has shown immunomodulatory and neuroprotective effects, but there is no report about its antidepressant potential. Herein, we used a single lipopolysaccharide (LPS) injection to induce a depressive-like effect in the tail suspension test (TST) and the splash test (ST) for a preventive and therapeutic experimental schedule. Furthermore, we investigated the antidepressant-like mechanism of action of Terpineol while using molecular and pharmacological approaches. Terpineol showed a coherent predicted binding mode mainly against CB1 and CB2 receptors and also against the D2 receptor during docking modeling analyses. The acute administration of Terpineol produced the antidepressant-like effect, since it significantly reduced the immobility time in TST (100-200 mg/kg, p.o.) as compared to the control group. Moreover, Terpineol showed an antidepressant-like effect in the preventive treatment that was blocked by a nonselective dopaminergic receptor antagonist (haloperidol), a selective dopamine D2 receptor antagonist (sulpiride), a selective CB1 cannabinoid receptor antagonist/inverse agonist (AM281), and a potent and selective CB2 cannabinoid receptor inverse agonist (AM630), but it was not blocked by a nonselective adenosine receptor antagonist (caffeine) or a β-adrenoceptor antagonist (propranolol). In summary, molecular docking suggests that CB1 and CB2 receptors are the most promising targets of Terpineol action. Our data showed Terpineol antidepressant-like modulation by CB1 and CB2 cannabinoid receptors and D2-dopaminergic receptors to further corroborate our molecular evidence.