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Merck

E3763

Resorufin ethyl ether

≥98% (TLC), CXPIA1/2 substrate, powder

Synonym(s):

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

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1 MG

CZK 2,520.00

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CZK 8,520.00

CZK 2,520.00


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About This Item

Empirical Formula (Hill Notation):
C14H11NO3
CAS Number:
Molecular Weight:
241.24
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12161501
MDL number:
Beilstein/REAXYS Number:
225973

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Product Name

Resorufin ethyl ether, ≥98% (TLC), powder

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

SMILES string

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

InChI key

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

assay

≥98% (TLC)

form

powder

storage condition

(Tightly closed. Dry)

technique(s)

activity assay: suitable

color

orange to red

mp

223-225 °C (lit.)

solubility

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

suitability

suitable for fluorescence

storage temp.

−20°C

Quality Level

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1 of 4

This Item
M154446121P0928
assay

≥98% (TLC)

assay

≥98.0% (HPLC)

assay

≥95% (UV)

assay

≥98% (TLC)

technique(s)

activity assay: suitable

technique(s)

-

technique(s)

-

technique(s)

-

suitability

suitable for fluorescence

suitability

-

suitability

suitable for fluorescence

suitability

-

solubility

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

solubility

dichloromethane: 0.95-1.05 mg/mL, clear, orange to very deep orange

solubility

DMF: soluble, DMSO: soluble, alcohols: soluble

solubility

acetonitrile: 0.95- 1.05 mg/mL, clear, orange

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

form

powder

form

powder

form

solid

form

powder

General description

Fluorimetric substrate for cytochrome P450 linked enzyme, CXPIA1/2
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.[1]
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

Application

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.[2] It is suitable to study the ethoxyresorufin-O-deethylase (EROD) activity of cytochrome P450 activity (CYP1A1).[3]

used together

Product No.
Description
Pricing

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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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
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
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
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

Articles

Phase I biotransformation reactions increase drug compound polarity, mainly occurring in hepatic circulation.

Questions

  1. What is the solution stability of E3763?

    1 answer
    1. It is recommended to prepare solutions fresh.

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