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T3165

Sigma-Aldrich

7-Methoxy-4-(trifluoromethyl)coumarin

≥99% (TLC)

Synonym(s):

Methyl 4-(trifluoromethyl)umbelliferyl ether

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About This Item

Empirical Formula (Hill Notation):
C11H7F3O3
CAS Number:
575-04-2
Molecular Weight:
244.17
Beilstein/REAXYS Number:
225039
MDL number:
MFCD00132980
UNSPSC Code:
12352204
PubChem Substance ID:
24900113
NACRES:
NA.32

assay

≥99% (TLC)

form

powder

solubility

acetone: 50 mg/mL, clear, colorless to faintly yellow

fluorescence

λex 333 nm; λem 416 nm in methanol

SMILES string

COc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

InChI

1S/C11H7F3O3/c1-16-6-2-3-7-8(11(12,13)14)5-10(15)17-9(7)4-6/h2-5H,1H3

InChI key

HAZHUELNIGDYQH-UHFFFAOYSA-N

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Application

7-Methoxy-4-(trifluoromethyl)coumarin has been used as a substrate in cytochrome P450 2E1 (CYP2E1) activity assay and aromatase assay.

Biochem/physiol Actions

The enzymatic action of cytochrome P450 2E1 (CYP2E1) on 7-methoxy-4-(trifluoromethyl)coumarin results in a fluorescent product 7-hydroxy-4-(trifluoromethyl)coumarin (HFC) that can be measured at 409/530 nm.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Carlo Matera et al.
European journal of pharmacology, 820, 265-273 (2017-12-25)
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Toxicology in vitro : an international journal published in association with BIBRA, 69, 105009-105009 (2020-10-03)
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Gaku Okamatsu et al.
Xenobiotica; the fate of foreign compounds in biological systems, 47(2), 93-102 (2016-03-10)
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Thomas Piper et al.
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The steroid profile, that is, the urinary concentrations and concentration ratios of selected steroids, is used in sports drug testing to detect the misuse of endogenous steroids such as testosterone. Since several years, not only population-based thresholds are applied but
Yuka Ono et al.
Xenobiotica; the fate of foreign compounds in biological systems, 49(6), 627-635 (2018-06-01)
1. Compared to information for herbivores and omnivores, knowledge on xenobiotic metabolism in carnivores is limited. The cytochrome P450 2C (CYP2C) subfamily is recognized as one of the most important CYP groups in human and dog. We identified and characterized
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