E1379

7-Ethoxycoumarin

Name: 7-Ethoxycoumarin
Brand: SIGMA
Price: 33.5 USD
Availability: InStock

≥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

Beilstein/REAXYS Number:

146200

EC Number:

250-429-4

MDL number:

MFCD00006877

UNSPSC Code:

12161501

PubChem Substance ID:

24894404

NACRES:

NA.77

Key Documents

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Product Name

7-Ethoxycoumarin,

assay

≥99.45% (HPLC)

Quality Level

200

form

powder

mp

88-90 °C (lit.)

solubility

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

fluorescence

λ_ex 323 nm; λ_em 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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Show Differences

1 of 4

This Item	UC283	A9861	D7910
Sigma-Aldrich E1379 7-Ethoxycoumarin	Sigma-Aldrich UC283 7-Hydroxycoumarin sulfate potassium salt	Sigma-Aldrich A9861 Auraptene	Sigma-Aldrich D7910 3,4-Dichloroisocoumarin
form powder	form solid	form powder	form powder
assay ≥99.45% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (TLC)
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 200
solubility 95% ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow	solubility H₂O: soluble, methanol: soluble	solubility DMSO: >20 mg/mL	solubility ethyl acetate: 49.00-51.00 mg/mL, clear, colorless to faintly yellow
mp 88-90 °C (lit.)	mp 204-205 °C	mp -	mp -
fluorescence λ_ex 323 nm; λ_em 386 nm	fluorescence -	fluorescence -	fluorescence -

Application

7-Ethoxycoumarin has been used to study the functional activity of recombinant P450.[1] ) It has also been used as an internal standard for in vitro S-warfarin 7-hydroxylation and high performance liquid chromatography (HPLC) analysis.[2]

Biochem/physiol Actions

7-Ethoxycoumarin is a cytochrome P450 substrate.[3]

Substrate for CYP2B6

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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)

Expression and characterization of dog cytochrome P450 2A13 and 2A25 in baculovirus-infected insect cells.

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

Antigenotoxic effect of Xanthohumol in rat liver slices.

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.

Drug metabolite heterogeneity in cultured single cells profiled by pico-trapping direct mass spectrometry.

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

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7-Ethoxycoumarin