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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:
Molecular Weight:
190.20
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
EC Number:
250-429-4
MDL number:
Beilstein/REAXYS Number:
146200
Assay:
≥99.45% (HPLC)
Form:
powder
Quality level:
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Product Name

7-Ethoxycoumarin,

assay

≥99.45% (HPLC)

Quality Level

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.

Biochem/physiol Actions

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

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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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)
Yasufumi Fukano et al.
Nanomedicine (London, England), 7(9), 1365-1374 (2012-05-16)
We investigated the heterogeneity of tafluprost metabolism in primary human hepatocytes at a single-cell level by live single-cell mass spectrometry (MS). Picoliter volumes of cytoplasm were analyzed by nano-electrospray ionization MS in order to obtain single-cell metabolite profiles. The subcellular
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
Janja Plazar et al.
Toxicology in vitro : an international journal published in association with BIBRA, 22(2), 318-327 (2007-11-06)
Xanthohumol (XN), the principal prenylated flavonoid in the hop plant, Humulus lupulus L., is suggested to have cancer chemo-preventive activities. Its mechanisms of protection have been proposed to be inhibition of metabolic activation, induction of detoxifying enzymes and antioxidant activity.

Global Trade Item Number

SKUGTIN
E1379-1G04061826709313
E1379-500MG04061833601730
E1379-100MG04061833601723
E1379-25MG04061833460986

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