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Key Documents

35995

Supelco

Eugenol

PESTANAL®, analytical standard

Sinônimo(s):

2-Methoxy-4-(2-propenyl)phenol, 4-Allyl-2-methoxyphenol, 4-Allylguaiacol

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About This Item

Fórmula linear:
4-(H2C=CHCH2)C6H3-2-(OCH3)OH
Número CAS:
Peso molecular:
164.20
Beilstein:
1366759
Número CE:
Número MDL:
Código UNSPSC:
41116107
ID de substância PubChem:
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

linha de produto

PESTANAL®

Ensaio

99.6% (GC)

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

índice de refração

n20/D 1.541 (lit.)

pb

254 °C (lit.)

pf

−12-−10 °C (lit.)

densidade

1.067 g/mL at 25 °C (lit.)

aplicação(ões)

agriculture
cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

formato

neat

cadeia de caracteres SMILES

COc1cc(CC=C)ccc1O

InChI

1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3

chave InChI

RRAFCDWBNXTKKO-UHFFFAOYSA-N

Informações sobre genes

human ... UGT1A4(54657)

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Descrição geral

Eugenol is a naturally occurring flavor extract isolated from the plants, including kernels of Myristica fragrans Houtt, bark of the genus Cinnamonum, roots of Valeriana officinalis, etc. It finds applications as a substrate for vanillin production via enzymatic transformation. Eugenol is released from clove-bud-containing cigarettes, and reportedly exhibits analgesic property, which helps to reduce the pain in the lungs and throat by freezing the pain receptors in the mouth and throat.
Eugenol is a phenolic compound and a major constituent of clove oil, which can find applications as an anti H. pylori agents and anti-bacterial agents. It can also act like a fungicidal agent, which can completely inhibit the growth of Saccharomyces cerevisiae, a species of yeast.

Aplicação

Eugenol may be used as an analytical reference standard for the quantification of the analyte in the following:
  • Bioconversion broth using reversed-phase high-performance liquid chromatography with UV detection (RP-HPLC-UV).
  • Mainstream cigarette smoke using gas chromatography/mass spectrometry (GC/MS).
  • Plant extracts using high-performance thin-layer chromatography (HPTLC) and gas chromatography coupled to mass spectrometry (GC-MS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Outras notas

This compound is commonly found in plants of the genus: angelica cinnamomum

Produtos recomendados

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Informações legais

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Sens. 1

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

255.2 °F - closed cup

Ponto de fulgor (°C)

124 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Certificados de análise (COA)

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Sigma-Aldrich

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o-Eugenol

Surface alteration of Saccharomyces cerevisiae induced by thymol and eugenol
Bennis.S, et al.
Letters in Applied Microbiology, 38, 454-458 (2004)
Antimicrobial activities of Eugenol and Cinnamaldehyde against the human gastric pathogen Helicobacter pylori
Ali MS, et al.
Annals of Clinical Microbiology and Antimicrobials, 4, 20-20 (2005)
Determination of vanillin, eugenol and isoeugenol by RP-HPLC.
Li-H-Y, et al.
Chromatographia, 60(11-12), 709-713 (2004)
I U Fischer et al.
Journal of chromatography, 525(2), 369-377 (1990-02-23)
The high-performance liquid chromatographic assay described permitted a simple, rapid, sensitive, selective and precise quantitative determination of eugenol in body fluids (serum, urine and bile) without derivatization. Amounts in the range 0.02-100 micrograms of eugenol per millilitre of body fluid
Hyang Nam et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 55, 106-112 (2013-01-15)
The oxidative damage of lipid, protein and DNA is known to be involved in chronic inflammation as well as metastasis. It has been highlighted for searching natural compounds without toxicity to prevent development of these diseases. Thus, it was investigated

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