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Key Documents

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:
Molecular Weight:
227.22
Beilstein:
209529
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.47

Assay

≥98.0% (HPLC)

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
Caroline McCart et al.
Pest management science, 64(6), 639-645 (2008-03-14)
The cytochrome P450 gene Cyp6g1 is overtranscribed in all field isolates of DDT-resistant Drosophila melanogaster (Meigen) and confers a fitness advantage when inherited via the female. Overtranscription is associated with the insertion of an Accord transposable element into the 5'
Xiaowei Zhang et al.
Toxicology and applied pharmacology, 234(3), 306-313 (2008-12-02)
As part of an ongoing effort to understand aryl hydrocarbon receptor (AhR) mediated toxicity in mink, cDNAs encoding for CYP1A1 and the CYP1A2 mixed function monooxygenases were cloned and characterized. In addition, the effects of selected dibenzofurans on the expression
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

Articles

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

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