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218324

Sigma-Aldrich

(+)-Limonene oxide, mixture of cis and trans

97%

Synonyme(s) :

(3R)-6-Methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane, (4R)-1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, (4R)-Limonene 1,2-epoxide

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About This Item

Formule empirique (notation de Hill) :
C10H16O
Numéro CAS:
203719-54-4
Poids moléculaire :
152.23
Numéro MDL:
MFCD00074770
Code UNSPSC :
12352005
ID de substance PubChem :
24853059
Nomenclature NACRES :
NA.22

160,00 $

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Niveau de qualité

100

Essai

97%

Forme

liquid

Pureté optique

ee: 98% (GLC)

Indice de réfraction

n20/D 1.466 (lit.)

pb

113-114 °C/50 mmHg (lit.)

Densité

0.929 g/mL at 25 °C (lit.)

Groupe fonctionnel

ether

Chaîne SMILES 

CC(=C)[C@@H]1CCC2(C)OC2C1

InChI

1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3/t8-,9?,10?/m1/s1

Clé InChI

CCEFMUBVSUDRLG-XNWIYYODSA-N

Catégories apparentées

Description générale

Limonene oxide, also known as limonene 1,2-epoxide, is a monoterpene that can be prepared from limonene. It has antinociceptive and antitumoral activities and is used in many products like food additives, cosmetics, and perfumes.[1]

Application

(+)-Limonene oxide (mixture of cis and trans) undergoes biocatalytic resolution in the presence of epoxide hydrolase to form enantiomerically pure cis- and trans-limonene oxides.[2]

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

149.0 °F - closed cup

Point d'éclair (°C)

65 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
MKCV8650
MKCS1168
MKCR4966
MKCS6374
MKCP5215

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Efficient Epoxide Hydrolase Catalyzed Resolutions of (+)-and (-)-cis/trans-Limonene Oxides.
Ferrandi EE, et al.
ChemCatChem, 7(19), 3171-3178 (2015)
Antonia Amanda C de Almeida et al.
Brain research, 1448, 56-62 (2012-03-01)
The aim of the study is to determine the acute toxicity and anxiolytic-like effects of a mixture of cis and trans of (+)-limonene epoxide in animal models of anxiety. After acute treatment with (+)-limonene epoxide at doses of 25, 50
Kelli L Hvorecny et al.
Structure (London, England : 1993), 25(5), 697-707 (2017-04-11)
Pseudomonas aeruginosa secretes an epoxide hydrolase with catalytic activity that triggers degradation of the cystic fibrosis transmembrane conductance regulator (CFTR) and perturbs other host defense networks. Targets of this CFTR inhibitory factor (Cif) are largely unknown, but include an epoxy-fatty

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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