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46121

Resorufin ethyl ether

Name: Resorufin ethyl ether
Brand: SIGMA

suitable for fluorescence, ≥95% (UV)

Synonym(s):

7-Ethoxy-3H-phenoxazin-3-one, Ethoxyresorufin, O⁷-Ethylresorufin

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₁NO₃

CAS Number:

5725-91-7

Molecular Weight:

241.24

UNSPSC Code:

12161501

NACRES:

NA.32

PubChem Substance ID:

329757074

MDL number:

MFCD00037661

Beilstein/REAXYS Number:

225973

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Quality Level

100

assay

≥95% (UV)

form

solid

mp

223-225 °C (lit.)

solubility

DMF: soluble, DMSO: soluble, alcohols: soluble

fluorescence

λ_ex 464 nm; λ_em 540 nm in methanol(lit.), λ_ex 571 nm; λ_em 585 nm in dealkylase(lit.)

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CCOc1ccc2N=C3C=CC(=O)C=C3Oc2c1.Fc4c(F)c(F)c(OC(=O)CNC(=O)OCC5c6ccccc6-c7ccccc57)c(F)c4F

InChI

1S/C23H14F5NO4.C14H11NO3/c24-17-18(25)20(27)22(21(28)19(17)26)33-16(30)9-29-23(31)32-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15;1-2-17-10-4-6-12-14(8-10)18-13-7-9(16)3-5-11(13)15-12/h1-8,15H,9-10H2,(H,29,31);3-8H,2H2,1H3

InChI key

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

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Related Categories

Protein Biology

Proteins & Enzymes

Detection Substrates & Enzymes

Application

7-Ethoxyresorufin (7-ER) is a substrate used in environmental toxicology studies to monitor ethoxyresorufin-O-deethylase catalytic activity in the EROD assay. The EROD assay monitors the induction of the xenobiotic-metabolizing enzyme cytochrome P-450 (CYP) 1A1 and is a widely used biomarker for exposure of wildlife to substances that bind the aryl hydrocarbon (Ah) receptor. It provides evidence of receptor-mediated induction of cytochrome P450-dependant monooxygenases (the CYP1A subfamily specifically) by xenobiotic chemicals.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Dealkylase substrate for the microfluorimetric analysis of microsomal cytochrome P-450

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Cytochrome P4501A induction in avian hepatocyte cultures exposed to polychlorinated biphenyls: comparisons with AHR1-mediated reporter gene activity and in ovo toxicity.

Gillian E Manning et al.

Toxicology and applied pharmacology, 266(1), 38-47 (2012-11-13)

Avian-specific toxic equivalency factors (TEFs) were developed by the World Health Organization to simplify environmental risk assessments of dioxin-like compounds (DLCs), but TEFs do not account for differences in the toxic and biochemical potencies of DLCs among species of birds.

Fluorescence-microscopic measurement of intracellular cytochrome P-450 enzyme activity (ethoxyresorufin O-de-ethylation) in unfixed liver section.

M D Burke et al.

The Biochemical journal, 212(1), 15-24 (1983-04-15)

A fluorescence-microscopic method has been developed for measurement of the intracellular kinetics of the cytochrome P-450 reaction, ethoxyresorufin O-de-ethylation, in individual hepatocytes in unfixed non-frozen liver sections obtained from control or 3-methylcholanthrene-pretreated mice. De-ethylation was enhanced in the presence of

How flood events affect rainbow trout: evidence of a biomarker cascade in rainbow trout after exposure to PAH contaminated sediment suspensions.

Markus Brinkmann et al.

Aquatic toxicology (Amsterdam, Netherlands), 128-129, 13-24 (2012-12-25)

Increasing frequency and intensity of flood events are major concerns in the context of climate change. In addition to the direct hydrological implications of such events, potential ecotoxicological impacts are of increasing interest. It is vital to understand mechanisms of

Lack of constitutive and inducible ethoxyresorufin-O-deethylase activity in the liver of suckermouth armored catfish (Hypostomus affinis and Hypostomus auroguttatus, Loricariidae).

T E M Parente et al.

Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 150(2), 252-260 (2009-05-23)

We investigated the presence and inducibility of CYP1A in suckermouth catfish (Hypostomus affinis and Hypostomus auroguttatus, Loricariidae), tilapia (Oreochromis niloticus, Cichlidae) and mice (Mus musculus, Muridae). Alkoxyresorufin-O-dealkylases (EROD, MROD, PROD and BROD) were detected and proved to be inducible (beta-naphthoflavone

Immunochemical detection of cytochrome P450 enzymes in liver microsomes of 27 cynomolgus monkeys.

Shotaro Uehara et al.

The Journal of pharmacology and experimental therapeutics, 339(2), 654-661 (2011-08-19)

The cynomolgus monkey is widely used as a primate model in preclinical studies because of its evolutionary closeness to humans. Despite their importance in drug metabolism, the content of each cytochrome P450 (P450) enzyme has not been systematically determined in

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Global Trade Item Number

SKU	GTIN
46121-25MG-F	04061833277218
46121-5MG-F	04061832344355

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