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Y0000176

Cineole

European Pharmacopoeia (EP) 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/REAXYS Number:
105109
MDL number:
MFCD00167977
UNSPSC Code:
41116107
PubChem Substance ID:
329830872
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

cineole

manufacturer/tradename

EDQM

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.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Cineole EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

hcodes

H226,H317

Hazard Classifications

Flam. Liq. 3 - Skin Sens. 1

wgk_germany

WGK 2

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1,4-Cineole ≥95%, FG

Sigma-Aldrich

W365820

1,4-Cineole

1,4-Cineole technical, mixture of isomers, ≥85% (GC)

Sigma-Aldrich

27395

1,4-Cineole

(−)-Bornyl acetate analytical standard

Supelco

45855

(−)-Bornyl acetate

(−)-Borneol analytical standard

Supelco

15598

(−)-Borneol

Menthone mixture of isomers, ≥97.0% (GC)

Sigma-Aldrich

63680

Menthone

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
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
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
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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