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E3763

Sigma-Aldrich

Resorufin ethyl ether

≥98% (TLC), powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C14H11NO3
Número CAS:
5725-91-7
Peso molecular:
241.24
Beilstein:
225973
Número MDL:
MFCD00037661
Código UNSPSC:
12161501
ID de substância PubChem:
24894527
NACRES:
NA.47

Nível de qualidade

200

Ensaio

≥98% (TLC)

forma

powder

condição de armazenamento

(Tightly closed. Dry)

técnica(s)

activity assay: suitable

cor

orange to red

pf

223-225 °C (lit.)

solubilidade

chloroform: 9.80-10.20 mg/mL, clear, orange

adequação

suitable for fluorescence

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

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Descrição geral

Resorufin ethers are used as markers or substrates for different cytochrome P (CYP) isoforms. Resorufin ethyl ether is the preferred resorufin ether to be metabolized by microsomes of 3-methylcholanthrene treated animals.
Resorufin is the reduced product of resazurin, also termed as Alamar Blu. It exhibits fluorescence at longer wavelengths and is flexible for modification in its hydroxyl group.

Research area: Cell Signaling

Aplicação

Resorufin ethyl ether is suitable for the study of dealkylating activity of cytochrome P450 isozymes 1A1 and 1A2, where arylalkyl and alkyl isothiocyanates, and their glutathione, cysteine, and A′-acetylcysteine conjugates are used as inhibitors. It is suitable to study the ethoxyresorufin-O-deethylase (EROD) activity of cytochrome P450 activity (CYP1A1).

Substratos

Fluorimetric substrate for cytochrome P450 linked enzyme, CXPIA1/2

substrato

Nº do produto
Descrição
Preços

M1544

Resorufin methyl ether

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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A resorufin derivative as a fluorogenic indicator for cell viability
Ishiyama M, et al.
Analytical Sciences, 15(10), 1025-1028 (1999)
V Villa-Cruz et al.
Chemosphere, 74(9), 1145-1151 (2009-01-16)
Tilapia fish (Oreochromis niloticus) were fed with enriched diets containing broccoli and its phytochemical sulforaphane over 30 d. The levels of cytochrome P450, superoxide dismutase, catalase, lipid peroxidation and glutathione-S-transferase activities were measured. Basal value of cytochrome P450 activity was
Reduction of resazurin to resorufin catalyzed by gold nanoparticles: dramatic reaction acceleration by laser or LED plasmon excitation
Alejo CJ, et al.
Catalysis Science & Technology, 1(8), 1506-1511 (2011)
C C Conaway et al.
Carcinogenesis, 17(11), 2423-2427 (1996-11-01)
A series of arylalkyl and alkyl isothiocyanates, and their glutathione, cysteine, and N-acetylcysteine conjugates were used to study their inhibitory activity toward the dealkylation of ethoxyresorufin (EROD), pentoxyresorufin (PROD), and methoxyresorufin (MROD) in liver microsomes obtained from the 3-methylcholanthrene or
Thomas K H Chang et al.
Journal of pineal research, 48(1), 55-64 (2009-11-19)
Administration of melatonin to rodents decreases the incidence of tumorigenesis initiated by benzo[a]pyrene or 7,12-dimethylbenz[a]anthracene, which requires bioactivation by cytochrome P450 enzymes, such as CYP1A1, CYP1A2 and CYP1B1, to produce carcinogenic metabolites. The present study tested the hypothesis that melatonin
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Artigos

Phase I Drug Metabolism

Phase I biotransformation reactions introduce or expose functional groups on the drug with the goal of increasing the polarity of the compound. Although Phase I drug metabolism occurs in most tissues, the primary and first pass site of metabolism occurs during hepatic circulation.

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