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53801

Sigma-Aldrich

Eucalyptol

tested according to Ph. Eur.

Synonym(s):

Cineolum, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole, 1,8-Epoxy-p-menthane

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein:
105109
EC Number:
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.21

Agency

tested according to Ph. Eur.

Quality Level

refractive index

n20/D 1.457 (lit.)

bp

176-177 °C (lit.)

mp

1-2 °C (lit.)

density

0.921 g/mL at 25 °C (lit.)

SMILES string

C[C@]12CC[C@H](CC1)C(C)(C)O2

InChI

1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3/t8-,10+

InChI key

WEEGYLXZBRQIMU-WAAGHKOSSA-N

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Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup


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Hee-jin Jun et al.
Bioorganic & medicinal chemistry letters, 23(2), 579-583 (2012-12-19)
We investigated the effect of cineole on the expression of genes related to reverse cholesterol transport and hepatic fatty acid metabolism. Cineole, a small aroma compound in teas and herbs, significantly stimulated the transactivation of liver X receptor modulator (LXR)-α
Zerihun A Demissie et al.
Plant molecular biology, 79(4-5), 393-411 (2012-05-18)
Several members of the genus Lavandula produce valuable essential oils (EOs) that are primarily constituted of the low molecular weight isoprenoids, particularly monoterpenes. We isolated over 8,000 ESTs from the glandular trichomes of L. x intermedia flowers (where bulk of
Johannes F-W Greiner et al.
Biochimica et biophysica acta, 1833(12), 2866-2878 (2013-07-23)
Natural plant-derived products are commonly applied to treat a broad range of human diseases, including cancer as well as chronic and acute airway inflammation. In this regard, the monoterpene oxide 1,8-cineol, the active ingredient of the clinically approved drug Soledum®
Anke Fähnrich et al.
Plant molecular biology, 85(1-2), 135-145 (2014-02-05)
Nicotiana species of the section Alatae emit a characteristic floral scent comprising the' cineole cassette' monoterpenes 1,8-cineole, limonene, myrcene, β-pinene, α-pinene, sabinene and α-terpineol. All previously isolated 'cineole cassette'-monoterpene synthase genes are multi product enzymes that synthesize the seven compounds
Jossana Pereira de Sousa et al.
International journal of food microbiology, 158(1), 9-13 (2012-07-17)
This study aimed to investigate the effects of sublethal concentrations of carvacrol (CAR) and 1,8-cineole (CIN) alone and in combination on the morphology, cell viability and membrane permeability of Pseudomonas fluorescens ATCC 11253 cultivated in a vegetable-based broth. Transmission and

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