Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H8O3 |
| Molecular Weight | 140.1366 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=CC(O)=C1O
InChI
InChIKey=LPYUENQFPVNPHY-UHFFFAOYSA-N
InChI=1S/C7H8O3/c1-10-6-4-2-3-5(8)7(6)9/h2-4,8-9H,1H3
| Molecular Formula | C7H8O3 |
| Molecular Weight | 140.1366 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Oxidative stress and vascular function: implications for pharmacologic treatments. | 2010-06 |
|
| A previously uncultured, paper mill Propionibacterium is able to degrade O-aryl alkyl ethers and various aromatic hydrocarbons. | 2009-06 |
|
| Urine biomarkers of risk in the molecular etiology of breast cancer. | 2009-01-06 |
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| Prevention of estrogen-DNA adduct formation in MCF-10F cells by resveratrol. | 2008-07-15 |
|
| The reactivity of ortho-methoxy-substituted catechol radicals with sulfhydryl groups: contribution for the comprehension of the mechanism of inhibition of NADPH oxidase by apocynin. | 2007-08-01 |
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| The oxidation of apocynin catalyzed by myeloperoxidase: proposal for NADPH oxidase inhibition. | 2007-01-15 |
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| Alanine 101 and alanine 110 of the alpha subunit of Pseudomonas stutzeri OX1 toluene-o-xylene monooxygenase influence the regiospecific oxidation of aromatics. | 2005-12-05 |
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| Quantitative structure toxicity relationships for catechols in isolated rat hepatocytes. | 2004-04-15 |
|
| Vibrational analysis of substituted phenols: part I. Vibrational spectra, normal coordinate analysis and transferability of force constants of some formyl-, methoxy-, formylmethoxy-, methyl- and halogeno-phenols. | 2002-12 |
|
| In vitro activity of polyhydroxycarboxylates against herpesviruses and HIV. | 2001-11 |
|
| Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase. | 2001-02 |
|
| Effects of combined treatment with phenolic compounds and sodium nitrite on two-stage carcinogenesis and cell proliferation in the rat stomach. | 1994-01 |
|
| Effects of sodium nitrite and catechol or 3-methoxycatechol in combination on rat stomach epithelium. | 1990-09 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8416747
Multi-organ cancer was induced in rats by application of 100 mg/kg of body weight diethylnitrosamine intraperitoneal injection, 4 times intraperitoneal injection of 20 mg/kg of body weight N-methylnitrosourea, 4 times subcutaneous injection of 40 mg/kg of body weight dimethylhydrazine, 0.05% oral N-butyl-N-(4-hydroxybutyl)nitrosamine in the drinking water for the first 2 weeks and 0.1% oral 2,2'-dihydroxy-di-n-propylnitrosamine in the drinking water for the next 2 weeks. Starting 3 days after completion of these carcinogen treatments animals were given diets containing 2% butylated hydroxyanisole, 0.8% catechol, 2% 3-methoxycatechol, or basal diet either alone or in combination with 0.3% sodium nitrite until week 28 when a complete autopsy was performed. The combination of NaNO2 with 3-methoxycatechol inhibited glandular stomach lesions with or without carcinogen exposure. However, 3-Methoxycatechol promoted esophageal carcinogenesis either with or without NaNO2.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15135085
Hepatocytes were isolated from rats by collagenase perfusion of the liver. Isolated hepatocytes were suspended in Krebs-Henseleit buffer (pH 7.4) containing HEPES (12.5 mM) in continuous rotation at 37 deg-C under a 5% CO2 atmosphere. After 30 min an aliquot of 3-methoxycatechol was added and the hepatocytes were incubated for another 2 hours. The concentration at which the compound caused 50% cell death was determined by counting the number of cells that excluded trypan blue. 3-methoxychatechol demonstrated an LD50 of 240 micro-M after 2 hours.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:38:58 GMT 2025
by
admin
on
Mon Mar 31 19:38:58 GMT 2025
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| Record UNII |
IC13U5393C
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| Record Status |
Validated (UNII)
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| Record Version |
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934-00-9
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13622
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DTXSID4020826
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C066344
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IC13U5393C
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66525
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213-276-4
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