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M1544

Sigma-Aldrich

Resorufin methyl ether

Synonym(s):

7-Methoxy-3H-phenoxazin-3-one, Methoxyresorufin, O7-Methylresorufin

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About This Item

Empirical Formula (Hill Notation):
C13H9NO3
CAS Number:
5725-89-3
Molecular Weight:
227.22
Beilstein/REAXYS Number:
209529
MDL number:
MFCD00037663
UNSPSC Code:
12161501
PubChem Substance ID:
24896665
NACRES:
NA.47

assay

≥98.0% (HPLC)

Quality Level

200

form

powder

mp

≥220 °C (lit.)

solubility

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

storage temp.

2-8°C

SMILES string

COc1ccc2N=C3C=CC(=O)C=C3Oc2c1

InChI

1S/C13H9NO3/c1-16-9-3-5-11-13(7-9)17-12-6-8(15)2-4-10(12)14-11/h2-7H,1H3

InChI key

KNYYMGDYROYBRE-UHFFFAOYSA-N

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Application

Resorufin methyl ether have been used as substrate in the incubation mixture, during the determination of cytochrome P4501A activities such as ethoxyresorufin O-deethylase (EROD) and methoxyresorufin O-demethylase(MROD) in liver microsomes, using high performance liquid chromatography(HPLC).

Biochem/physiol Actions

Fluorimetric substrate for cytochrome P450 linked enzymes.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dissecting the insecticide-resistance- associated cytochrome P450 gene Cyp6g1.
McCart C and ffrench-Constant R H
Pest Management Science, 64(6), 639-645 (2008)
Determination of cytochrome P450 1A activities in mammalian liver microsomes by high-performance liquid chromatography with fluorescence detection
Hanioka N, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 744(2), 399-406 (2000)
Nicholas E Hadjokas et al.
British journal of pharmacology, 136(3), 347-352 (2002-05-25)
1. Cytochrome P4501A2 (CYP1A2) activates a large number of procarcinogens to carcinogens. Phytochemicals such as flavones can inhibit CYP1A2 activity competitively, and hydroxylated derivatives of flavone (galangin) may be potent, selective inhibitors of CYP1A2 activity relative to CYP1A1 activity. Molecular
M Teresa Donato et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(9), 1556-1562 (2006-06-10)
Liver grafts discarded for transplantation because of macrosteatosis can constitute a valuable source of human hepatocytes for in vitro metabolic and pharmacotoxicological studies or for therapeutic applications. A condition for using hepatocyte suspensions for these purposes is the preservation of
Yune-Fang Ueng et al.
The Journal of pharmacy and pharmacology, 57(2), 227-232 (2005-02-22)
Rutaecarpine is a main active alkaloid present in the medicinal herb, Evodia rutaecarpa. The cytochrome P450 (CYP) 1A2 substrate, theophylline, is an important therapeutic agent for the treatment of asthma, but has a narrow therapeutic index. To evaluate the pharmacokinetic
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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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