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00020590

Supelco

1,8-Cineole

primary reference standard

Synonym(s):

Eucalyptol, 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:
470-82-6
Molecular Weight:
154.25
Beilstein:
105109
EC Number:
207-431-5
MDL number:
MFCD00167977
UNSPSC Code:
85151701
PubChem Substance ID:
329746991
NACRES:
NA.24

grade

primary reference standard

form

liquid

CofA

certificate is enclosed in each package

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

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.)

storage temp.

−20°C

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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General description

1,8-Cineole is the main constituent of essential oils. It is a terpene oxide. It is used as percutaneous penetration enhancer, skin stimulant in skin baths, treating bronchitis, sinusitis and rheumatism. It has decongestant and antitussive property.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

1,8-Cineole may have been used in quantitative analysis of volatile and semi-volatile compounds of Salvia officinalis using GC-MS method.
Reference Standard in the analysis of herbal medicinal products

Other Notes

This compound is commonly found in plants of the genus: achillea angelica cinnamomum curcuma eucalyptus mentha salvia thymus valeriana zingiber

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H317

Hazard Classifications

Flam. Liq. 3 - Skin Sens. 1

WGK

WGK 2

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
HWI00654-5
HWI00654-4
HWI00654-3
HWI00654-2
HWI00654-1

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Capillary gas chromatography-mass spectrometry of volatile and semi-volatile compounds of Salvia officinalis.
Radulescu V, Chiliment S, Oprea E.
Journal of Chromatography A, 1027(1-2), 121-126 (2004)
Antiinflammatory and antinociceptive effects of 1,8-cineole a terpenoid oxide present in many plant essential oils.
Santos FA, Rao VS.
Phytotherapy Research, 14(4), 240-244 (2000)
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
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
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