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Safety Information

T2803

Sigma-Aldrich

7-Ethoxy-4-(trifluoromethyl)coumarin

≥98% (TLC), powder

Synonym(s):

Ethyl 4-(trifluoromethyl)umbelliferyl ether

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About This Item

Empirical Formula (Hill Notation):
C12H9F3O3
CAS Number:
115453-82-2
Molecular Weight:
258.19
Beilstein:
8555209
MDL number:
MFCD00467588
UNSPSC Code:
12352204
PubChem Substance ID:
24900082
NACRES:
NA.32

product name

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

Assay

≥98% (TLC)

form

powder

solubility

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

fluorescence

λex 333 nm; λem 415 nm in methanol

storage temp.

−20°C

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

InChI key

OLHOIERZAZMHGK-UHFFFAOYSA-N

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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.

Storage Class Code

11 - 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

T2803-5MG:
T2803-BULK:
T2803-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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
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