00020590

1,8-Cineole

primary reference standard

Synonym(s):
Eucalyptol, 1,8-Epoxy-p-menthane, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein/REAXYS Number:
105109
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

primary reference standard

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

Looking for similar products? Visit Product Comparison Guide

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.
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.

Application

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

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

RIDADR

UN 1993C 3 / PGIII

WGK Germany

WGK 2

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

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)
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...
Articles
-Cymene; Linalool; Menthol; α-Terpineol; Menthyl acetate
Read More
Protocols
Cymene; 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran; Linalool; Menthol; Menthone; Menthyl acetate; Germacrene D; Bicyclogermacrene; Thymol
Read More
-α-Bergamotene; β-Bisabolene; α-Terpineol; Neryl acetate; Geranyl acetate; Neral; Geranial
Read More

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.