Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H10O |
| Molecular Weight | 194.2286 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC2=C(C=CC=C2)C3=C1C=CC=C3
InChI
InChIKey=DZKIUEHLEXLYKM-UHFFFAOYSA-N
InChI=1S/C14H10O/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15H
| Molecular Formula | C14H10O |
| Molecular Weight | 194.2286 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
9-Phenanthrol is a small molecule capable of modulating vascular and smooth muscle contractility through inhibition of the TRMP4 and Anoctamin-1 Ca(2+) channels. This mechanism of action has suggested implications for ischemic injuries to the heart and brain, as well as control over the excitability of vascular smooth muscle and urinary bladder smooth muscle.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Q8TD43 Gene ID: 54795.0 Gene Symbol: TRPM4 Target Organism: Homo sapiens (Human) |
17.0 µM [IC50] | ||
Target ID: Q5XXA6 Gene ID: 55107.0 Gene Symbol: ANO1 Target Organism: Homo sapiens (Human) |
12.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Stereoselective formation of a K-region dihydrodiol from phenanthrene by Streptomyces flavovirens. | 1990 |
|
| Application of microscopic fungi isolated from polluted industrial areas for polycyclic aromatic hydrocarbons and pentachlorophenol reduction. | 2003 |
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| Liquid chromatography-mass spectrometry analysis of hydroxylated polycyclic aromatic hydrocarbons, formed in a simulator of the human gastrointestinal tract. | 2004 Jul 5 |
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| The importance of both charge exchange and proton transfer in the analysis of polycyclic aromatic compounds using atmospheric pressure chemical ionization mass spectrometry. | 2004 Mar |
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| Road pavers' occupational exposure to asphalt containing waste plastic and tall oil pitch. | 2006 Jan |
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| Facilitating effects of metal cations on phenanthrone sorption in soils. | 2008 Apr 1 |
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| Development of a gas chromatography/mass spectrometry method to quantify several urinary monohydroxy metabolites of polycyclic aromatic hydrocarbons in occupationally exposed subjects. | 2008 Nov 15 |
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| Using gold nanoparticles to improve the recovery and the limits of detection for the analysis of monohydroxy-polycyclic aromatic hydrocarbons in urine samples. | 2009 Jul 31 |
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| Urinary profiles to assess polycyclic aromatic hydrocarbons exposure in coke-oven workers. | 2010 Jan 15 |
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| Pharmacological inhibition of TRPM4 hyperpolarizes vascular smooth muscle. | 2010 Nov |
|
| Differential action of monohydroxylated polycyclic aromatic hydrocarbons with estrogen receptors α and β. | 2013 Apr |
Sample Use Guides
Tetracycline-inducible HEK-293 cells were transfected to express the human TRPM4 channel and cultured in DMEM supplemented with 10% fetal bovine serum and 2 mM glutamine under a 5% CO2 atmosphere at 37 deg-C. The growth media was further supplemented with 5 micro-g/mL S-blasticidin and 0.4 mg/mL Zeocin. Cells were resuspended in media containing 1 micro-g/mL tetracycline 18 - 22 hours before experimentation. Whole-cell currents were recorded using the inside out configuration of the voltage patch-clamp technique. TRPM4 currents were monitored with seven doses of 9-phenanthrol between 10^-8 to 10^-4 M. At 10^-4 M 9-phenanthrol almost totally inhibited the channel current. The fitting of the dose-response curves with the Hill equation yielded an IC50 in the range of 2 × 10−5 m and showed no voltage dependence of the drug effect.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:16:12 GMT 2023
by
admin
on
Sat Dec 16 02:16:12 GMT 2023
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| Record UNII |
9FYU45OV9H
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| Record Status |
Validated (UNII)
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| Record Version |
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207-602-4
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28820
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DTXSID9047592
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50554
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9-Phenanthrol
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484-17-3
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10229
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9FYU45OV9H
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admin on Sat Dec 16 02:16:12 GMT 2023 , Edited by admin on Sat Dec 16 02:16:12 GMT 2023
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