| Size | Price | Stock | Qty |
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| 250mg |
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| Targets |
1-Ethynylnaphthalene is a selective inhibitor of cytochrome P450 IB1. It does not effect 2-hydroxylation but inhibits 4-hydroxylation by 38%. At higher doses, 1-ethynylnaphthalene can inhibit the 2-hydroxylation of estradiol (E2) 2-hydroxylation by roughly 30% and the 4-hydroxylation of E2 by up to 80% [1].
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| ln Vitro |
1-Ethynylnaphthalene is a selective inhibitor of cytochrome P450 IB1. It does not effect 2-hydroxylation but inhibits 4-hydroxylation by 38%. At higher doses, 1-ethynylnaphthalene can inhibit the 2-hydroxylation of estradiol (E2) 2-hydroxylation by roughly 30% and the 4-hydroxylation of E2 by up to 80% [1].
1-Ethynylnaphthalene was used as a tool inhibitor to study estrogen metabolism. In incubations with human uterine myoma microsomes and 5 μM estradiol (E₂), 10 μM 1-Ethynylnaphthalene did not affect the 2-hydroxylation of E₂ (97% of control activity) but inhibited the 4-hydroxylation of E₂ by 38% (62% of control activity). [1] In human uterine myometrium microsomes, 1-Ethynylnaphthalene (at an unspecified concentration, likely similar) inhibited 4-hydroxylation by less than 25% and did not affect 2-hydroxylation. [1] At higher concentrations (concentration not specified), 1-Ethynylnaphthalene inhibited the 2-hydroxylation of E₂ by approximately 30% and the 4-hydroxylation of E₂ by up to 80%. [1] |
| Enzyme Assay |
The study utilized a microsome-mediated catechol estrogen formation assay. Briefly, microsomal protein (750–1500 µg) was incubated with 5 mM NADPH and 1–100 µM [³H]estradiol as substrate in a Tris-HCl/Hepes buffer (pH 7.4) containing 5 mM ascorbic acid at 30°C for 30 minutes. Reactions were terminated by rapid freezing. Trace amounts of ¹⁴C-labeled catechol estrogens were added to correct for losses. Metabolites were adsorbed onto neutral alumina, washed, eluted with HCl, and separated by thin-layer chromatography. Inhibitors like 1-Ethynylnaphthalene were dissolved in ethanol (2 µL) and added to the incubation mixture. [1]
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| References | |
| Additional Infomation |
1-Ethynylnaphthalene is classified as an inhibitor of ethynylated polycyclic aromatic hydrocarbons. [1]
It can be used as a selective chemical probe to distinguish different cytochrome P450 enzymes involved in estrogen metabolism, particularly inhibiting P450 IB1-related activities responsible for estradiol 4-hydroxylation. [1] Studies have shown that 4-hydroxylase activity in human uterine tissue is catalyzed by one or more cytochrome P450s associated with P450 IB1, partly based on the inhibitory spectrum of compounds such as 1-ethynylnaphthalene. [1] |
| Molecular Formula |
C12H8
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|---|---|
| Molecular Weight |
152.19192
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| Exact Mass |
152.063
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| CAS # |
15727-65-8
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| Related CAS # |
31961-12-3
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| PubChem CID |
123357
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| Appearance |
Colorless to light yellow liquid
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| Density |
1.070 g/mL at 25ºC(lit.)
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| Boiling Point |
270.4ºC at 760 mmHg
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| Flash Point |
106.3ºC
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| Vapour Pressure |
0.0114mmHg at 25°C
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| Index of Refraction |
n20/D 1.6500(lit.)
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| LogP |
2.821
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
0
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
12
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| Complexity |
195
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| Defined Atom Stereocenter Count |
0
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| SMILES |
C#CC1=C2C=CC=CC2=CC=C1
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| InChi Key |
MCZUXEWWARACSP-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C12H8/c1-2-10-7-5-8-11-6-3-4-9-12(10)11/h1,3-9H
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| Chemical Name |
1-ethynylnaphthalene
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ≥ 125 mg/mL (~821.34 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (13.67 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (13.67 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (13.67 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.5707 mL | 32.8537 mL | 65.7073 mL | |
| 5 mM | 1.3141 mL | 6.5707 mL | 13.1415 mL | |
| 10 mM | 0.6571 mL | 3.2854 mL | 6.5707 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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