Merck
All Photos(4)

E1379

Sigma-Aldrich

7-Ethoxycoumarin

Synonym(s):
7-Ethoxy-1-benzopyran-2-one
Empirical Formula (Hill Notation):
C11H10O3
CAS Number:
Molecular Weight:
190.20
Beilstein:
146200
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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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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.

Packaging

1 g in glass bottle
25, 100, 500 mg in glass insert

Biochem/physiol Actions

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

Storage Class Code

13 - Non 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Unravelling the molecular determinants of bee sensitivity to neonicotinoid insecticides
Manjon C, et al.
Current Biology, 28(7), 1137-1143 (2018)
Functional characterization of human CYP2C9 allelic variants in COS-7 cells
Du H, et al.
Frontiers in Pharmacology, 7, 98-98 (2016)
Tomohide Uno et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 147(3), 278-285 (2008-02-05)
We indicated that two P450s (1A9 and 1C1) from Japanese eel (Anguilla japonica) metabolized 7-ethoxycoumarin, 7-ethoxyresorufin, and flavanone. At first, we constructed expression vectors for two types of P450 (1A9 and 1C1). The reduced CO-difference spectra of Escherichia coli cells
Wataru Kuki et al.
Nutrition and cancer, 60(3), 368-372 (2008-04-30)
We previously reported that auraptene (7-geranyloxycoumarin; AUR), a coumarin that occurs widely in citrus fruit, has been shown to be a promising cancer-preventive agent in several rodent models. However, its bioavailability and metabolism have not been investigated. In this study
Diansong Zhou et al.
Drug metabolism and disposition: the biological fate of chemicals, 38(7), 1015-1018 (2010-04-13)
Dog CYP2A13 and CYP2A25 were coexpressed with dog NADPH-cytochrome P450 reductase (OR) in baculovirus-infected Sf9 insect cells. CYP2A13 effectively catalyzed 7-ethoxycoumarin (7EC) deethylation and coumarin hydroxylation with apparent K(m) values of 4.8 and 2.1 microM, respectively, similar to those observed

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