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Key Documents

Safety Information

02644

Sigma-Aldrich

7-Ethoxycoumarin

for fluorescence, ≥99.0% (HPLC)

Synonym(s):

7-Ethoxy-1-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C11H10O3
CAS Number:
Molecular Weight:
190.20
Beilstein:
146200
EC Number:
MDL number:
UNSPSC Code:
12161501

grade

for fluorescence

Assay

≥99.0% (HPLC)

mp

88-90 °C (lit.)
90-92 °C

fluorescence

λex 323 nm; λem 386 nm in H2O

SMILES string

CCOc1ccc2C=CC(=O)Oc2c1

InChI

1S/C11H10O3/c1-2-13-9-5-3-8-4-6-11(12)14-10(8)7-9/h3-7H,2H2,1H3

InChI key

LIFAQMGORKPVDH-UHFFFAOYSA-N

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Biochem/physiol Actions

Substrate for CYP2B6

Other Notes

Substrate for a rapid sensitive fluorometric assay of microsomal monooxygenase activity

replaced by

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H Rothe et al.
Journal of applied toxicology : JAT, 37(7), 806-816 (2017-02-01)
Partition (K) and diffusion (D) coefficients are important to measure for the modelling of skin penetration of chemicals through the stratum corneum (SC). We compared the feasibility of three protocols for the testing of 50 chemicals in our main studies
Direct fluorometric methods for measuring mixed function oxidase activity.
R A Prough et al.
Methods in enzymology, 52, 372-377 (1978-01-01)
W F Greenlee et al.
The Journal of pharmacology and experimental therapeutics, 205(3), 596-605 (1978-06-01)
An improved in vitro fluorometric assay of the O-deethylation of 7-ethoxycoumarin which is at least 10 times more sensitive than existing methods is described. Nearly quantitative recovery of the product which is essentially free of fluorescent impurities is obtained by
B C Kunz et al.
FEBS letters, 161(2), 311-314 (1983-09-19)
Cytochrome P450 purified from phenobarbital-induced rat liver microsomes was acetylated at 3 lysyl residues. When reconstituted with purified NADPH-cytochrome P450 reductase, the modified cytochrome showed full activity and substrate-induced spectral changes with d-benzphetamine. With 7-ethoxycoumarin, neither enzymic activity nor binding
Michele Gottardi et al.
Aquatic toxicology (Amsterdam, Netherlands), 201, 11-20 (2018-06-03)
Azole fungicides, designed to halt fungal growth by specific inhibition of fungal cytochrome P450 (CYP51), inhibit cytochrome P450s involved in the metabolism of xenobiotics in several non-target organisms thus raising environmental concern. The present study investigates the degree by which

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