Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H8O2 |
| Molecular Weight | 124.1372 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC=C(O)C(O)=C1
InChI
InChIKey=ZBCATMYQYDCTIZ-UHFFFAOYSA-N
InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3
| Molecular Formula | C7H8O2 |
| Molecular Weight | 124.1372 |
| 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 |
|---|---|---|
| Structure Effect on Antioxidant Activity of Catecholamines toward Singlet Oxygen and Other Reactive Oxygen Species in vitro. | 2010-11 |
|
| Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison. | 2010-09-14 |
|
| Catechol 1,2-dioxygenase from the Gram-positive Rhodococcus opacus 1CP: quantitative structure/activity relationship and the crystal structures of native enzyme and catechols adducts. | 2010-06 |
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| The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader. | 2010-03-22 |
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| Discovery of fragment molecules that bind the human peroxiredoxin 5 active site. | 2010-03-17 |
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| Rutin metabolites: novel inhibitors of nonoxidative advanced glycation end products. | 2010-03-01 |
|
| 4-Methylcatechol-induced heme oxygenase-1 exerts a protective effect against oxidative stress in cultured neural stem/progenitor cells via PI3 kinase/Akt pathway. | 2010-02 |
|
| A multidisciplinary study of archaeological grape seeds. | 2010-02 |
|
| Effects of 4-methylcatechol on skin reinnervation: promotion of cutaneous nerve regeneration after crush injury. | 2009-12 |
|
| Crystal structure and catalytic mechanism of 4-methylmuconolactone methylisomerase. | 2009-11-20 |
|
| Extracellular and intracellular polyphenol oxidases cause opposite effects on sensitivity of Streptomyces to phenolics: a case of double-edged sword. | 2009-10-14 |
|
| Catalytic properties of catechol 1,2-dioxygenase from Acinetobacter radioresistens S13 immobilized on nanosponges. | 2009-09-07 |
|
| Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme. | 2009-09 |
|
| The innate immune and systemic response in honey bees to a bacterial pathogen, Paenibacillus larvae. | 2009-08-21 |
|
| Purification and biochemical characterization of polyphenol oxidases from embryogenic and nonembryogenic cotton (Gossypium hirsutum L.) cells. | 2009-08 |
|
| An updated review of tyrosinase inhibitors. | 2009-05-26 |
|
| Characterization of catechol derivative removal by lignin peroxidase in aqueous mixture. | 2009-04 |
|
| Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor. | 2009-04 |
|
| Simple ortho- and para-hydroquinones as compounds neuroprotective against oxidative stress in a manner associated with specific transcriptional activation. | 2009-02-06 |
|
| Production of o-diphenols by immobilized mushroom tyrosinase. | 2009-01-15 |
|
| Nerve sprouting suppresses myocardial I(to) and I(K1) channels and increases severity to ventricular fibrillation in rat. | 2008-12-15 |
|
| Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase. | 2008-11 |
|
| Interleukin-6 protects against paclitaxel, cisplatin and vincristine-induced neuropathies without impairing chemotherapeutic activity. | 2008-11 |
|
| A wounding-induced PPO from cowpea (Vigna unguiculata) seedlings. | 2008-09 |
|
| Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions. | 2008-06-25 |
|
| Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity. | 2008-06-24 |
|
| Ultrasmall c(RGDyK)-coated Fe3O4 nanoparticles and their specific targeting to integrin alpha(v)beta3-rich tumor cells. | 2008-06-18 |
|
| Titania sol-gel-derived tyrosinase-based amperometric biosensor for determination of phenolic compounds in water samples. Examination of interference effects. | 2008-06 |
|
| Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles. | 2008-05-05 |
|
| Effects of 4-methylcatechol on spatial memory and depression. | 2008-02-12 |
|
| Characterisation by liquid chromatography coupled to electrospray ionisation ion trap mass spectrometry of phloroglucinol and 4-methylcatechol oxidation products to study the reactivity of epicatechin in an apple juice model system. | 2008-02-01 |
|
| Enhancement of cutaneous nerve regeneration by 4-methylcatechol in resiniferatoxin-induced neuropathy. | 2008-02 |
|
| Biomimetic modeling of copper complexes: a study of enantioselective catalytic oxidation on d-(+)-catechin and L-( - )-epicatechin with copper complexes. | 2008 |
|
| Kinetics and mechanism of the reaction between chromium(III) and 3,4-dihydroxy-phenyl-propenoic acid (caffeic acid) in weak acidic aqueous solutions. | 2008 |
|
| Polyphenol oxidase from wheat bran is a serpin. | 2008 |
|
| Purification and characterization of peroxidase from cauliflower (Brassica oleracea L. var. botrytis) buds. | 2008 |
|
| Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4. | 2007-10 |
|
| Purification and characterization of catechol 2,3-dioxygenase from the aniline degradation pathway of Acinetobacter sp. YAA and its mutant enzyme, which resists substrate inhibition. | 2007-07 |
|
| Intradiol pathway of para-cresol conversion by Rhodococcus opacus 1CP. | 2007-07 |
|
| Oxidation of 4-methylcatechol: implications for the oxidation of catecholamines. | 2007-06-12 |
|
| Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling. | 2007-05-16 |
|
| Polyphenol oxidase from yacon roots (Smallanthus sonchifolius). | 2007-03-21 |
|
| Understanding marine mussel adhesion. | 2007-03-07 |
|
| Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using "in bean" model experiments and stable isotope dilution analysis. | 2006-12-27 |
|
| A novel meta-cleavage product hydrolase from Flavobacterium sp. ATCC27551. | 2006-12-22 |
|
| A green method for the electroorganic synthesis of new 1,3-Indandione derivatives. | 2006-10 |
|
| Development of a stable isotope dilution analysis with liquid chromatography-tandem mass spectrometry detection for the quantitative analysis of di- and trihydroxybenzenes in foods and model systems. | 2006-08-09 |
|
| Effects of increased nerve growth factor plasma levels on the expression of TrkA and p75 in rat testicles. | 2006-03 |
|
| Interleukin-6 attenuates the development of experimental diabetes-related neuropathy. | 2006-02 |
|
| Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication. | 1991 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:07:20 GMT 2025
by
admin
on
Mon Mar 31 19:07:20 GMT 2025
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| Record UNII |
12GLI7JGB3
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| Record Status |
Validated (UNII)
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| Record Version |
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C018599
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207-214-5
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17489
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452-86-8
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17254
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9958
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DTXSID5020861
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4-Methylcatechol
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12GLI7JGB3
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DB04120
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| Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Compound was 34 ug of the yeild of the HTT fraction collected from tobacco smoke.
Compound was detected by LTT and derived from the bright tobacco and sample of compound was found to be 128 ug/g.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
4-Methylcatechol content for water extract of plant leaf was 25.61+/-0.26 and plant callus was 3.27+/-0.13 expressed as mg/100 g of dry base of extract.
For the analysis of phenolic acids, a Nova pack C18 UG120 equipped with a Guard column, a JASCO HPLC system consisting of a column oven, a UV-Vis diode array detector set at 280 nm, a Liquid chromatography pump and a ChromNAV software program were used.
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| Related Record | Type | Details | ||
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PARENT -> METABOLITE |
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PARENT -> METABOLITE |
