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Merck
CN

E1379

7-Ethoxycoumarin

≥99.45% (HPLC), CYP450 substrate, powder

Synonym(s):

7-Ethoxy-1-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C11H10O3
CAS Number:
31005-02-4
Molecular Weight:
190.20
NACRES:
NA.77
PubChem Substance ID:
24894404
UNSPSC Code:
12161501
EC Number:
250-429-4
MDL number:
MFCD00006877
Beilstein/REAXYS Number:
146200
Assay:
≥99.45% (HPLC)
Form:
powder
Quality level:
200

Key Documents

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Product Name

7-Ethoxycoumarin,

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

SMILES string

CCOc1ccc2C=CC(=O)Oc2c1

assay

≥99.45% (HPLC)

form

powder

mp

88-90 °C (lit.)

solubility

95% ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

fluorescence

λex 323 nm; λem 386 nm

Quality Level

200

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Biochem/physiol Actions

Substrate for CYP2B6
7-Ethoxycoumarin is a cytochrome P450 substrate.

Application

7-Ethoxycoumarin has been used to study the functional activity of recombinant P450. ) It has also been used as an internal standard for in vitro S-warfarin 7-hydroxylation and high performance liquid chromatography (HPLC) analysis.

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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Certificates of Analysis (COA)

Lot/Batch Number
MKBN6201V
10707DJ
126K3746
056K3663
045K3734

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Functional characterization of human CYP2C9 allelic variants in COS-7 cells
Du H, et al.
Frontiers in Pharmacology, 7, 98-98 (2016)
Unravelling the molecular determinants of bee sensitivity to neonicotinoid insecticides
Manjon C, et al.
Current Biology, 28(7), 1137-1143 (2018)
Hiroshi Hamamoto et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 149(3), 334-339 (2008-09-23)
To evaluate the feasibility of using the silkworm as a model animal for screening drug candidates, we examined whether the lethal dose of cytotoxic chemicals in silkworm, Bombyx mori, were consistent with those in mammals, and compared the metabolic pathways
Dong-Hyun Kim et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(11), 2166-2170 (2008-08-02)
Recently, wild-type and mutant forms of bacterial cytochrome P450 BM3 (CYP102A1) have been found to metabolize various drugs through reactions similar to those catalyzed by human cytochromes P450 (P450s). Therefore, it has been suggested that CYP102A1 may be used to
Ying Zhou et al.
Applied microbiology and biotechnology, 87(2), 647-655 (2010-03-13)
Systematic screening of single-gene knockout collection of Escherichia coli BW25113 (the Keio collection) was performed to select mutants that could enhance the deethylation of 7-ethoxycoumarin catalyzed by CYP154A1. After 96-well plate high-throughput screening followed by test tube assays, four mutants
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