NorrChemica™
7-Ethoxycoumarin
7-Ethoxycoumarin | CAS 31005-02-4 | ≥99%
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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
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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) |
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