Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H12O3 |
Molecular Weight | 216.2326 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC2=CC=C(CC(O)=O)C=C2C=C1
InChI
InChIKey=PHJFLPMVEFKEPL-UHFFFAOYSA-N
InChI=1S/C13H12O3/c1-16-12-5-4-10-6-9(7-13(14)15)2-3-11(10)8-12/h2-6,8H,7H2,1H3,(H,14,15)
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P23219|||Q5T7T7 Gene ID: 5742.0 Gene Symbol: PTGS1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7965814 |
64.0 µM [IC50] | ||
Target ID: P35354 Gene ID: 5743.0 Gene Symbol: PTGS2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7965814 |
93.0 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Evaluation of hydroxyimine as cytochrome P450-selective prodrug structure. | 2006 Feb 9 |
|
Effect of a nonprotein bioactive agent on the reduction of cyclooxygenase-2 and tumor necrosis factor-alpha in human intervertebral disc cells in vitro. | 2008 Nov |
|
Simultaneous determination of two anti-inflammatory drugs in serum using isopotential fluorimetry. | 2008 Sep 5 |
|
Serum protein binding displacement: theoretical analysis using a hypothetical radiopharmaceutical and experimental analysis with 123I-N-isopropyl-p-iodoamphetamine. | 2009 Jan |
|
Pathway-Targeted Pharmacogenomics of CYP1A2 in Human Liver. | 2010 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12635655
In the indometacin-induced gastric mucosal injury, rats were treated with indometacin and then nabumetone or 6MNA (6-Methoxy-2-Naphthylacetic acid) was orally administered. Nabumetone prevented gastric damage accompanied by the reduction of neutrophil infiltration into gastric mucosa, but such an effect was not observed with 6MNA
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8931119
Curator's Comment: 6MNA (6-Methoxy-2-Naphthylacetic acid) had variable effects on cyclooxygenase activity, depending on the concentration and was less potent and less effective than indomethacin. Sulphasalazine inhibited 15-PGDH in a concentration-dependent manner whereas 6MNA inhibited it only at high concentrations. Basal 5-lipoxy-genase (5-L) activity was attenuated by phenidone and unaltered by 6MNA but increased by nabumetone at the highest concentration. In the presence of arachidonic acid, to raise 5-LO activity, nabumetone, 6MNA, BW755C and phenidone apparently inhibited this activity. However, it was possible that both nabumetone and 6MNA inhibited a prostanoid-mediated stimulatory effect on 5-LO rather than effecting enzyme inhibition per se.
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23981-47-7
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PARENT (METABOLITE ACTIVE)
SUBSTANCE RECORD