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7-Ethoxycoumarin

CAS 31005-02-4 ≥99%

7-Ethoxycoumarin | CAS 31005-02-4 | ≥99%

Pack sizes & prices

Pack sizes and prices
Pack size Excl. VAT Add to cart
100 mg €29,64€296,40/g€37,20 incl. VAT
250 mg €39,20€156,80/g€49,20 incl. VAT
1.0 g €67,09€67,09/g€84,20 incl. VAT
2.0 g €102,95€51,48/g€129,20 incl. VAT
5.0 g €198,57€39,71/g€249,20 incl. VAT

Prices are shown without VAT. The price in the box includes VAT at 25.5% for Finland. Shipping calculated at checkout.Free shipping on orders above €250 incl. VAT. For businesses in other EU countries that give a VAT number, the limit is €250 excl. VAT.

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Technical Specifications

CAS Number 31005-02-4
EC / EINECS Number 250-429-4
MDL Number MFCD00006877
SMILES CCOC1=CC2=C(C=C1)C=CC(=O)O2
InChI InChI=1S/C11H10O3/c1-2-13-9-5-3-8-4-6-11(12)14-10(8)7-9/h3-7H,2H2,1H3
InChIKey LIFAQMGORKPVDH-UHFFFAOYSA-N
PubChem CID 35703
Molecular Formula C₁₁H₁₀O₃
Molecular Weight 190.2 g/mol
Melting Point 88-90 °C
Solubility Partly soluble in water and sparingly soluble in aqueous buffers; soluble in 95% ethanol (50 mg/mL), DMF (30 mg/mL) and DMSO (10–15 mg/mL); approximately 0.5 mg/mL in 1:1 DMF/PBS at pH 7.2
Purity ≥99%
Physical Form White to off-white crystalline powder
HS Code 2932.20
Country of Origin Finland
Shelf Life Retest period: 36 months from date of manufacture.
Storage Conditions Store in a cool, dry place in a tightly sealed container, protected from light.

Product Description & Scientific Applications

7-Ethoxycoumarin (7-ethoxychromen-2-one) is the classic fluorogenic probe substrate for cytochrome P450. Mixed-function oxidation converts the non-fluorescent substrate to fluorescent 7-hydroxycoumarin, so activity is read directly as a rise in fluorescence.

Why this substrate. It reports a broader spectrum of P450 activity than the 1A-selective ethoxyresorufin, so total rather than isoform-specific activity is captured. O-deethylase activity serves as an indirect measure of the P450 system and can be followed in vivo without killing the organism; rates correlate with fluorescence read directly from the liver surface at r = 0.91.

Reading the product. 7-Hydroxycoumarin has a ground-state pKa of 7.8, its acidic and basic forms absorbing at 326 and 365 nm. Excited-state deprotonation to the excited anion is rapid, the excited-state pKa being 0.45, and the emission maximum holds at 452 nm from pH 5 to 12. Published assays excite at 390 nm and read at 445 or 465 nm; against fluorescence standards the product is tabulated at 325/455 nm with a quantum yield of 0.81.

Both metabolic phases. In perfused livers from fasted, phenobarbital-treated rats about half the deethylated product was conjugated, so the substrate reports conjugation as well as oxidation.

Range of systems. O-deethylation is one of the standard model reactions for P450-dependent monooxygenase function, alongside ethoxyresorufin and pentoxyresorufin O-dealkylation. Activity has been followed in collagen gel cultures of rat hepatocytes with and without phenobarbital, in human placenta, where it was induced about two-fold in smokers whose benzo[a]pyrene hydroxylase was markedly induced, in Helianthus tuberosus, where the O-dealkylating P450s are strongly xenobiotic-inducible, and in a freshwater gastropod, where benzo[a]pyrene exposure was detectable non-destructively.

Shipping Destinations

  • EU & UK: Priority delivery, 2–5 business days.
  • United States (DDP): 3–7 business days, duties and taxes prepaid.
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  • Worldwide: 7–14 business days, selected locations.

Safety Information

Hazard Class Not regulated for transport
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)

Documentation

Safety Data Sheet Download PDF
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