Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H6O |
Molecular Weight | 94.1112 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=CC=C1
InChI
InChIKey=ISWSIDIOOBJBQZ-UHFFFAOYSA-N
InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H
Molecular Formula | C6H6O |
Molecular Weight | 94.1112 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://echa.europa.eu/substance-information/-/substanceinfo/100.025.245http://onlinelibrary.wiley.com/doi/10.1002/14356007.a19_299.pub2/fullCurator's Comment: description was created based on several sources, including
https://www.drugbank.ca/drugs/DB03255
Sources: https://echa.europa.eu/substance-information/-/substanceinfo/100.025.245http://onlinelibrary.wiley.com/doi/10.1002/14356007.a19_299.pub2/full
Curator's Comment: description was created based on several sources, including
https://www.drugbank.ca/drugs/DB03255
Phenol is an industrially important organic compound, produced on a large scale and used as a precursor to many materials and useful compounds. Phenol and its vapors are corrosive to the eyes, the skin, and the respiratory tract. The corrosive effect on skin and mucous membranes is due to a protein-degenerating effect. In medicine, phenol is used as an antiseptic and disinfectant. Phenol is also used as an oral analgesic or anesthetic in products such as Chloraseptic to treat sore throat pain, sore mouth, pain associated with canker sores and minor mouth irritation. Additionally, phenol and its related compounds are used in surgical ingrown toenail treatment, a process termed phenolization.
CNS Activity
Sources: http://www.msdvetmanual.com/pharmacology/antiseptics-and-disinfectants/phenols-and-related-compounds
Curator's Comment: Oral ingestion or extensive application to skin can cause systemic toxicity, manifested primarily by CNS and cardiovascular effects; death may result.
Approval Year
PubMed
Title | Date | PubMed |
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Carboxylation of phenylphosphate by phenol carboxylase, an enzyme system of anaerobic phenol metabolism. | 1992 Jun |
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Expression of LRP and MDR1 in locally advanced breast cancer predicts axillary node invasion at the time of rescue mastectomy after induction chemotherapy. | 2001 |
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Decomposition of hazardous organic materials in the solidification/stabilization process using catalytic-activated carbon. | 2001 |
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Polymorphisms in the Mn-SOD and EC-SOD genes and their relationship to diabetic neuropathy in type 1 diabetes mellitus. | 2001 |
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Fungal virulence studies come of age. | 2001 |
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Research of quality indices for cold-smoked salmon using a stepwise multiple regression of microbiological counts and physico-chemical parameters. | 2001 Apr |
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Extensive deproteinization of Dictyostelium discoideum RNase P reveals a new catalytic activity. | 2001 Apr |
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Stability analysis of the biodegradation of mixed wastes in a continuous bioreactor with cell recycle. | 2001 Apr |
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Generation and propagation of radical reactions on proteins. | 2001 Apr 2 |
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Ketene reactions with the aminoxyl radical tempo: preparative, kinetic, and theoretical studies. | 2001 Apr 20 |
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Bimetallic reactivity. Preparation and properties of bimetallic complexes formed by binucleating ligands bearing 4- and 6-coordinate sites. | 2001 Apr 23 |
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Protein dynamics control proton transfers to the substrate on the His72Asn mutant of p-hydroxybenzoate hydroxylase. | 2001 Apr 3 |
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Acid dissociation constant, a potential physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES). | 2001 Apr 9 |
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Ab initio and density functional theory studies for the explanation of the antioxidant activity of certain phenolic acids. | 2001 Feb |
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Structural determinants for AMPA agonist activity of aryl or heteroaryl substituted AMPA analogues. Synthesis and pharmacology. | 2001 Feb |
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Comparative contents of dietary fiber, total phenolics, and minerals in persimmons and apples. | 2001 Feb |
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Flavonoids as peroxynitrite scavengers: the role of the hydroxyl groups. | 2001 Feb |
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Phenolic ablation of the nail matrix. | 2001 Feb |
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[Pharmacological and clinical properties of beraprost sodium, orally active prostacyclin analogue]. | 2001 Feb |
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Treatment of a foul condensate from Kraft pulping with horseradish peroxidase and hydrogen peroxide. | 2001 Feb |
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Heavy metal removal with Mexican clinoptilolite: multi-component ionic exchange. | 2001 Feb |
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Minimizing postoperative drainage with 20% ferric chloride after chemical matricectomy with phenol. | 2001 Feb |
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Temperature dependence of DCDD/F isomer distributions from chlorophenol precursors. | 2001 Feb-Mar |
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An experimental and numerical study of the thermal oxidation of chlorobenzene. | 2001 Feb-Mar |
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Electrooxidation of phenol by catalase immobilized on graphite electrodes. | 2001 Jan |
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Dendrimeric organochalcogen catalysts for the activation of hydrogen peroxide: improved catalytic activity through statistical effects and cooperativity in successive generations. | 2001 Jan 10 |
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Determination of phenols in soil by supercritical fluid extraction-capillary electrochromatography. | 2001 Jan 12 |
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Quinoprotein glucose dehydrogenase modified thick-film electrodes for the amperometric detection of phenolic compounds in flow injection analysis. | 2001 Jan 2 |
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Self-assembly and selective guest binding of three-dimensional open-framework solids from a macrocyclic complex as a trifunctional metal building block. | 2001 Jan 5 |
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QSAR models using a large diverse set of estrogens. | 2001 Jan-Feb |
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Comparative QSAR: on the toxicology of the phenolic OH moiety. | 2001 Mar |
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Pincer nails: definition and surgical treatment. | 2001 Mar |
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Acting with awareness and care. | 2001 Mar |
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Protection against nitrofurantoin-induced oxidative stress by coelenterazine analogues and their oxidation products in rat hepatocytes. | 2001 Mar |
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A directed approach to the selection of bacteria with enhanced catabolic activity. | 2001 Mar |
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Optimization of random amplification of polymorphic DNA analysis for molecular subtyping of Escherichia coli O157. | 2001 Mar |
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Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens. | 2001 Mar |
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Different generation of inhibitors against gallic acid-induced apoptosis produces different sensitivity to gallic acid. | 2001 Mar |
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Relationship between effects of phenolic compounds on the generation of free radicals from lactoperoxidase-catalyzed oxidation of NAD(P)H or GSH and their DPPH scavenging ability. | 2001 Mar |
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Enhanced biodegradation of petrochemical wastewater using ozonation and BAC advanced treatment system. | 2001 Mar |
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Determination of tartaric acid in wines by FIA with tubular tartrate-selective electrodes. | 2001 Mar 1 |
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Phenol derivatives accelerate inactivation kinetics in one inactivation-deficient mutant human skeletal muscle Na(+) channel. | 2001 Mar 23 |
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Density functional study of tetraphenolate and calix[4]arene complexes of early transition metals. | 2001 Mar 26 |
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On-line flow sample stacking in a flow injection analysis-capillary electrophoresis system: 2000-fold enhancement of detection sensitivity for priority phenol pollutants. | 2001 Mar 30 |
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A new phenoxyacetate-based linker system for the solid-phase synthesis of oligosaccharides. | 2001 Mar 8 |
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Fast determination of phenols in contaminated soils. | 2001 Mar 9 |
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Photo-Fries rearrangements of phenyl phenylacylates in polyethylene films: comparison of reactivity and selectivity with 1-naphthyl phenylacylates. | 2001 Mar 9 |
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Electrochemical and ferromagnetic couplings in 4,4',4' '-(1,3,5-benzenetriyl)tris(phenoxyl) radical formation. | 2001 Mar 9 |
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Reaction of human myoglobin and H2O2. Electron transfer between tyrosine 103 phenoxyl radical and cysteine 110 yields a protein-thiyl radical. | 2001 May 11 |
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NMR investigation of exchange dynamics and binding of phenol and phenolate in DODAC vesicular dispersions. | 2012 Aug 2 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22731738
Curator's Comment: The interaction between phenol molecules, both in their undissociated and dissociated states, and cationic dioctadecyl dimethylammonium chloride (DODAC) vesicles were thoroughly investigated using NMR techniques. In particular, diffusion and relaxation measurements, combined with the two sites Kärger model, were used to evaluate the exchange dynamics and the binding of the aromatic molecules to the vesicles. The results reveal that, besides concentration and vesicle preparation method, pH conditions have the biggest impact on the phenol sorption behavior. Although the dissociated form of phenol formed at high pH is more hydrophilic, the results indicated that phenol-DODAC interactions were largely favored in basic conditions as a consequence of the strong electrostatic interaction between the phenolate anions and the cationic surfactant headgroup.
Unknown
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 14:58:37 GMT 2023
by
admin
on
Fri Dec 15 14:58:37 GMT 2023
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Record UNII |
339NCG44TV
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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WHO-VATC |
QC05BB05
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DSLD |
1842 (Number of products:5)
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WHO-VATC |
QD08AE99
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WHO-ATC |
D08AE03
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EPA PESTICIDE CODE |
64001
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WHO-ATC |
N01BX03
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WHO-VATC |
QN01BX03
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NCI_THESAURUS |
C45494
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WHO-ATC |
C05BB05
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CFR |
21 CFR 310.531
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JECFA EVALUATION |
PHENOL
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WHO-ATC |
R02AA19
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WHO-VATC |
QD08AE03
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WHO-VATC |
QR02AA19
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100000091344
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D019800
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339NCG44TV
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PRIMARY | |||
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C1191
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996
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PRIMARY | |||
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CHEMBL14060
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PRIMARY | |||
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33290
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108-95-2
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4266
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PRIMARY | |||
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239351
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ALTERNATIVE | |||
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PHENOL
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PRIMARY | |||
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m8624
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PRIMARY | Merck Index | ||
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570
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PRIMARY | |||
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203-632-7
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PRIMARY | |||
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SUB12552MIG
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PRIMARY | |||
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36808
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1524806
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PRIMARY | |||
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DB03255
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15882
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339NCG44TV
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SUB_CONCEPT->SUBSTANCE | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
BEECHWOOD CREOSATE
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
Ph.Eur.; USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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