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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/REAXYS Number:
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

signalword

Warning

hcodes

H226,H317

Hazard Classifications

Flam. Liq. 3 - Skin Sens. 1

wgk_germany

WGK 2

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

Sigma-Aldrich

27395

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1,4-Cineole analytical standard

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27393

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(+)-Terpinen-4-ol analytical standard

Supelco

86477

(+)-Terpinen-4-ol

α-Pinene 98%

Sigma-Aldrich

147524

α-Pinene

α-Pinene primary reference standard

00040590

α-Pinene

(−)-Terpinen-4-ol analytical standard

Supelco

49598

(−)-Terpinen-4-ol

(−)-Bornyl acetate analytical standard

Supelco

45855

(−)-Bornyl acetate

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)
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)
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
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