T2803

7-Ethoxy-4-(trifluoromethyl)coumarin

Name: 7-Ethoxy-4-(trifluoromethyl)coumarin
Brand: SIGMA
Price: 556 USD

≥98% (TLC), powder

Sinónimos:

Ethyl 4-(trifluoromethyl)umbelliferyl ether

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5 MG

US$ 556,00

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Fórmula empírica (notación de Hill):

C₁₂H₉F₃O₃

Número CAS:

115453-82-2

Peso molecular:

258.19

NACRES:

NA.32

PubChem Substance ID:

24900082

UNSPSC Code:

12352204

MDL number:

MFCD00467588

Beilstein/REAXYS Number:

8555209

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Nombre del producto

7-Ethoxy-4-(trifluoromethyl)coumarin, ≥98% (TLC)

InChI key

OLHOIERZAZMHGK-UHFFFAOYSA-N

SMILES string

CCOc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

InChI

1S/C12H9F3O3/c1-2-17-7-3-4-8-9(12(13,14)15)6-11(16)18-10(8)5-7/h3-6H,2H2,1H3

assay

≥98% (TLC)

form

powder

solubility

chloroform: 100 mg/mL, clear, colorless (Soluble in chloroform, methanol, and DMSO.)

fluorescence

λ_ex 333 nm; λ_em 415 nm in methanol

storage temp.

−20°C

Quality Level

100

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Este artículo	T3165	N0252	SML2821
Sigma-Aldrich T2803 7-Ethoxy-4-(trifluoromethyl)coumarin	Sigma-Aldrich T3165 7-Methoxy-4-(trifluoromethyl)coumarin	Sigma-Aldrich N0252 4-Nitrophenyl decanoate	Sigma-Aldrich SML2821 DiFMUP
assay ≥98% (TLC)	assay ≥99% (TLC)	assay ≥98% (TLC)	assay ≥98% (HPLC)
solubility chloroform: 100 mg/mL, clear, colorless (Soluble in chloroform, methanol, and DMSO.)	solubility acetone: 50 mg/mL, clear, colorless to faintly yellow	solubility chloroform: soluble 100 mg/mL, colorless to faintly yellow	solubility DMSO: 2 mg/mL, clear
Quality Level 100	Quality Level -	Quality Level 200	Quality Level 100
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. -	storage temp. −20°C	storage temp. room temp
fluorescence λ_ex 333 nm; λ_em 415 nm in methanol	fluorescence λ_ex 333 nm; λ_em 416 nm in methanol	fluorescence -	fluorescence -

Features and Benefits

7-Ethoxy-4-(trifluoromethyl)coumarin is a fluorogenic substrate for cytochrome P-450 catalyzed O-de-ethylation.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Clase de almacenamiento

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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A direct, highly sensitive assay for cytochrome P-450 catalyzed O-deethylation using a novel coumarin analog.

J G DeLuca et al.

Biochemical pharmacology, 37(9), 1731-1739 (1988-05-01)

The microsomal O-deethylation of a novel coumarin analog, 7-ethoxy-4-trifluoromethylcoumarin (EFC), to a fluorescent product was characterized. Results indicate that this analog provides a rapid, convenient and highly sensitive means to assay cytochrome P-450-mediated metabolism. Like microsomal 7-ethoxycoumarin (7-EC) O-deethylation, EFC

Substrate routes to the buried active site may vary among cytochromes P450: mutagenesis of the F-G region in P450 2B1.

Emily E Scott et al.

Chemical research in toxicology, 15(11), 1407-1413 (2002-11-20)

Until recently, all known structures of bacterial cytochromes P450 suggested that substrate access to the buried active site occurred via the F-G region, a surface loop distal to the heme cavity. However, the structure of P450 51 indicates a large

Development and Application of TK6-derived Cells Expressing Human Cytochrome P450s for Genotoxicity Testing.

Xilin Li et al.

Toxicological sciences : an official journal of the Society of Toxicology, 175(2), 251-265 (2020-03-12)

Metabolism plays a key role in chemical genotoxicity; however, most mammalian cells used for in vitro genotoxicity testing lack effective metabolizing enzymes. We recently developed a battery of TK6-derived cell lines that individually overexpress 1 of 8 cytochrome P450s (CYP1A1

Long-term cultivation of HepG2 liver cells encapsulated in alginate hydrogels: a study of cell viability, morphology and drug metabolism.

Shih-Feng Lan et al.

Toxicology in vitro : an international journal published in association with BIBRA, 24(4), 1314-1323 (2010-02-23)

In this study, we have evaluated the use of ultra-sterile alginate hydrogels encapsulated with HepG2 liver cells for applications in high throughput drug screening. We have studied the cellular viability and metabolic capacity of the encapsulated cells in two different

Effect of tamoxifen on the enzymatic activity of human cytochrome CYP2B6.

Chitra Sridar et al.

The Journal of pharmacology and experimental therapeutics, 301(3), 945-952 (2002-05-23)

Tamoxifen is primarily used in the treatment of breast cancer. It has been approved as a chemopreventive agent for individuals at high risk for this disease. Tamoxifen is metabolized to a number of different products by cytochrome P450 enzymes. The

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7-Ethoxy-4-(trifluoromethyl)coumarin