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00020590

Supelco

Eucalyptol

primary reference standard

Synonyme(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

Formule empirique (notation de Hill):
C10H18O
Numéro CAS:
470-82-6
Poids moléculaire :
154.25
Numéro Beilstein :
105109
Numéro CE :
207-431-5
Numéro MDL:
MFCD00167977
Code UNSPSC :
85151701
ID de substance PubChem :
329746991
Nomenclature NACRES :
NA.24

Qualité

primary reference standard

Forme

liquid

CofA (certificat d'analyse)

certificate is enclosed in each package

Durée de conservation

limited shelf life, expiry date on the label

Fabricant/nom de marque

HWI

Indice de réfraction

n20/D 1.457 (lit.)

Point d'ébullition

176-177 °C (lit.)

Pf

1-2 °C (lit.)

Densité

0.921 g/mL at 25 °C (lit.)

Température de stockage

−20°C

Chaîne SMILES 

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+

Clé InChI

WEEGYLXZBRQIMU-WAAGHKOSSA-N

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Catégories apparentées

Description générale

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

Autres remarques

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

Pictogrammes

FlameExclamation mark
GHS02,GHS07

Mention d'avertissement

Warning

Mentions de danger

H226,H317

Classification des risques

Flam. Liq. 3 - Skin Sens. 1

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

125.6 °F - closed cup

Point d'éclair (°C)

52 °C - closed cup

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Certificats d'analyse (COA)

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

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Sigma-Aldrich

53801

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

Sigma-Aldrich

27395

1,4-Cineole

1,4-Cineole analytical standard

Supelco

27393

1,4-Cineole

(+)-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
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
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
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