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2-Hydroxy-1,8-cineole

CAS# 60761-00-4

2-Hydroxy-1,8-cineole

2D Structure

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Quality Control of 2-Hydroxy-1,8-cineole

3D structure

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2-Hydroxy-1,8-cineole

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Chemical Properties of 2-Hydroxy-1,8-cineole

Cas No. 60761-00-4 SDF Download SDF
PubChem ID 109010 Appearance Oil
Formula C10H18O2 M.Wt 170.3
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,4S,5S)-2,2,4-trimethyl-3-oxabicyclo[2.2.2]octan-5-ol
SMILES CC1(C2CCC(O1)(C(C2)O)C)C
Standard InChIKey YVCUGZBVCHODNB-WEDXCCLWSA-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 2-Hydroxy-1,8-cineole

The fruits of Amomum tsaoko

Biological Activity of 2-Hydroxy-1,8-cineole

Description1. 2-endo-Hydroxy-1,8-cineole shows antimicrobial and bactericidal activities against against test bacteria (Staphylococcus aureus, Escherichia coli, and Pseudomonas fluorescens) .
TargetsAntifection

2-Hydroxy-1,8-cineole Dilution Calculator

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Preparing Stock Solutions of 2-Hydroxy-1,8-cineole

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.872 mL 29.36 mL 58.7199 mL 117.4398 mL 146.7998 mL
5 mM 1.1744 mL 5.872 mL 11.744 mL 23.488 mL 29.36 mL
10 mM 0.5872 mL 2.936 mL 5.872 mL 11.744 mL 14.68 mL
50 mM 0.1174 mL 0.5872 mL 1.1744 mL 2.3488 mL 2.936 mL
100 mM 0.0587 mL 0.2936 mL 0.5872 mL 1.1744 mL 1.468 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 2-Hydroxy-1,8-cineole

Antimicrobial and bactericidal activities of esters of 2-endo-hydroxy-1,8-cineole as new aroma chemicals.[Pubmed:12033822]

J Agric Food Chem. 2002 Jun 5;50(12):3522-6.

Fourteen kinds of alkyl esters of 2-endo-hydroxy-1,8-cineole were synthesized, with yields of 57.8-98.0%. Each ester had a characteristic and unique odor. Especially, the tert-butyl acetate of 2-endo-hydroxy-1,8-cineole had the most interesting odor of all the synthetic esters. The antimicrobial and bactericidal activities of these synthetic esters against test bacteria (Staphylococcus aureus, Escherichia coli, and Pseudomonas fluorescens) were examined using the broth dilution method. As a result, the tert-butyl acetate of 2-endo-hydroxy-1,8-cineole showed the highest antimicrobial and bactericidal activities against all kinds of the test bacteria.

Quantification of 1,8-cineole and of its metabolites in humans using stable isotope dilution assays.[Pubmed:20425757]

Mol Nutr Food Res. 2010 Oct;54(10):1515-29.

The metabolism of 1,8-cineole after ingestion of sage tea was studied. After application of the tea, the metabolites 2-Hydroxy-1,8-cineole, 3-hydroxy-1,8-cineole, 9-hydroxy-1,8-cineole and, for the first time in humans, 7-hydroxy-1,8-cineole were identified in plasma and urine of one volunteer. For quantitation of these metabolites and the parent compound, stable isotope dilution assays were developed after synthesis of [(2)H(3)]-1,8-cineole, [9/10-(2)H(3)]-2-Hydroxy-1,8-cineole and [(13)C,(2)H(2)]-9-hydroxy-1,8-cineole as internal standards. Using these standards, we quantified 1,8-cineole by solid phase microextraction GC-MS and the hydroxyl-1,8-cineoles by LC-MS/MS after deconjugation in blood and urine of the volunteer. After consumption of 1.02 mg 1,8-cineole (19 mug/kg bw), the hydroxycineoles along with their parent compound were detectable in the blood plasma of the volunteer under study after liberation from their glucuronides with 2-hydroxycineole being the predominant metabolite at a maximum plasma concentration of 86 nmol/L followed by the 9-hydroxy isomer at a maximum plasma concentration of 33 nmol/L. The parent compound 1,8-cineole showed a low maximum plasma concentration of 19 nmol/L. In urine, 2-hydroxycineole also showed highest contents followed by its 9-isomer. Summing up the urinary excretion over 10 h, 2-hydroxycineole, the 9-isomer, the 3-isomer and the 7-isomer accounted for 20.9, 17.2, 10.6 and 3.8% of the cineole dose, respectively.

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