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Totarol (Synonyms: NSC 299936, (+)-Totarol, trans-Totarol)

Catalog No.GC40043

Le totarol est un composé diterpénoïde isolé de Podocarpus spp.

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Totarol Chemical Structure

Cas No.: 511-15-9

Taille Prix Stock Qté
10mg
42,00 $US
En stock
25mg
98,00 $US
En stock
50mg
166,00 $US
En stock

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Sample solution is provided at 25 µL, 10mM.

Description of Totarol

Totarol is a diterpene originally isolated from P. totara that has diverse biological activities, including antibacterial, antioxidant, and neuroprotective properties.[1] It is active against Gram-positive bacteria, including P. acnes, S. mutans, B. subtilis, and B. ammoniagenes (MICs = 0.39, 0.78, 1.56, and 0.78 µg/ml, respectively), as well as penicillin-resistant and -susceptible strains of S. aureus (MICs = 0.78 and 1.56 µg/ml, respectively).[2] It inhibits mitochondrial respiration in P. aeruginosa, inhibiting NADH-cytochrome c, NADH-DPIP, and NADH-coenzyme Q reductases but not cytochrome c oxidase.[3] Totarol inhibits Fe(III)-ADP/NADPH-induced lipid oxidation in rat liver microsomes and mitochondria (IC50s = 4.79 and 0.47 µM, respectively) and autooxidation of linoleic acid with an IC50 value of 9.8 µM.[4] In rat primary cerebellar granule cells, totarol increases Akt and GSK-3β phosphorylation when used at a concentration of 5 µM and prevents neuronal death induced by glutamate or oxygen and glucose deprivation.[5] It also reduces infarct volume in a rat model of acute cerebral ischemic injury when administered at doses of 1 and 10 microgram/kg.

Reference:
[1]. Short, W.F., and Stromberg, H. Totarol. Part I. J. Chem. Soc. 0, 516-520 (1937).
[2]. Kubo, I., Muroi, H., and Himehima, M. Antibacterial activity of totarol and its potentiation. J. Nat. Prod. 55(10), 1436-1440 (1992).
[3]. Haraguchi, H., Oike, S., Muroi, H., et al. Mode of antibacterial action of totarol, a diterpene from Podocarpus nagi. Planta Med. 62(2), 122-125 (1996).
[4]. Haraguchi, H., Ishikawa, H., and Kubo, I. Antioxidative action of diterpenoids from Podocarpus nagi. Planta Med. 63(3), 213-215 (1997).
[5]. Gao, Y., Xu, X., Chang, S., et al. Totarol prevents neuronal injury in vitro and ameliorates brain ischemic stroke: Potential roles of Akt activation and HO-1 induction. Toxicol. Appl. Pharmacol. 289(2), 142-154 (2015).

Chemical Properties of Totarol

Cas No. 511-15-9 SDF
Synonymes NSC 299936, (+)-Totarol, trans-Totarol
Chemical Name (4bS,8aS)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenol
Canonical SMILES OC(C=C1)=C(C(C)C)C2=C1[C@]3(C)[C@](CC2)([H])C(C)(C)CCC3
Formula C20H30O M.Wt 286.5
Solubility 2mg/mL in ethanol, 10mg/mL in DMSO, 2.5mg/mL in DMF Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Totarol

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1 mg 5 mg 10 mg
1 mM 3.4904 mL 17.452 mL 34.904 mL
5 mM 698.1 μL 3.4904 mL 6.9808 mL
10 mM 349 μL 1.7452 mL 3.4904 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 20 reference(s) in Google Scholar.)

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