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Key Documents

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
Lisa A Shipley et al.
Journal of chemical ecology, 38(9), 1178-1189 (2012-10-12)
Pygmy rabbits (Brachylagus idahoensis) are one of only three vertebrates that subsist virtually exclusively on sagebrush (Artemisia spp.), which contains high levels of monoterpenes that can be toxic. We examined the mechanisms used by specialist pygmy rabbits to eliminate 1,8-cineole
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
Xun Hu et al.
Bioresource technology, 123, 249-255 (2012-09-04)
Bio-oil from pyrolysis of mallee (Eucalyptus loxophleba ssp. gratiae) leaves differs from that obtained with wood by its content of cyclic ethers, terpenoids and N-containing organic compounds. Upgrading of the leaf bio-oil in methanol with a solid acid catalyst was

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