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Details

Stereochemistry ACHIRAL
Molecular Formula C6H5O.Na
Molecular Weight 116.0931
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENOLATE SODIUM

SMILES

[Na+].[O-]C1=CC=CC=C1

InChI

InChIKey=NESLWCLHZZISNB-UHFFFAOYSA-M
InChI=1S/C6H6O.Na/c7-6-4-2-1-3-5-6;/h1-5,7H;/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C6H5O
Molecular Weight 93.1033
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

Curator's Comment: Oral ingestion or extensive application to skin can cause systemic toxicity, manifested primarily by CNS and cardiovascular effects; death may result.

Originator

Sources: Phenol was discovered in 1834 by Friedlieb Ferdinand Runge, who extracted it (in impure form) from coal tar
Curator's Comment: http://babel.hathitrust.org/cgi/pt?id=wu.89048351654;view=1up;seq=81

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PHENOL 1.4%

Approved Use

Temporarily relieves sore throat pain, sore mouth, pain associated with canker sores, minor mouth irritation.
Curative
Unknown

Approved Use

Treatment of ingrown nails
PubMed

PubMed

TitleDatePubMed
Carboxylation of phenylphosphate by phenol carboxylase, an enzyme system of anaerobic phenol metabolism.
1992 Jun
Expression of LRP and MDR1 in locally advanced breast cancer predicts axillary node invasion at the time of rescue mastectomy after induction chemotherapy.
2001
Decomposition of hazardous organic materials in the solidification/stabilization process using catalytic-activated carbon.
2001
Polymorphisms in the Mn-SOD and EC-SOD genes and their relationship to diabetic neuropathy in type 1 diabetes mellitus.
2001
Fungal virulence studies come of age.
2001
Research of quality indices for cold-smoked salmon using a stepwise multiple regression of microbiological counts and physico-chemical parameters.
2001 Apr
Extensive deproteinization of Dictyostelium discoideum RNase P reveals a new catalytic activity.
2001 Apr
Stability analysis of the biodegradation of mixed wastes in a continuous bioreactor with cell recycle.
2001 Apr
A novel serine protease inhibition motif involving a multi-centered short hydrogen bonding network at the active site.
2001 Apr 13
Generation and propagation of radical reactions on proteins.
2001 Apr 2
Ketene reactions with the aminoxyl radical tempo: preparative, kinetic, and theoretical studies.
2001 Apr 20
Bimetallic reactivity. Preparation and properties of bimetallic complexes formed by binucleating ligands bearing 4- and 6-coordinate sites.
2001 Apr 23
Protein dynamics control proton transfers to the substrate on the His72Asn mutant of p-hydroxybenzoate hydroxylase.
2001 Apr 3
Acid dissociation constant, a potential physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES).
2001 Apr 9
Ab initio and density functional theory studies for the explanation of the antioxidant activity of certain phenolic acids.
2001 Feb
Structural determinants for AMPA agonist activity of aryl or heteroaryl substituted AMPA analogues. Synthesis and pharmacology.
2001 Feb
Comparative contents of dietary fiber, total phenolics, and minerals in persimmons and apples.
2001 Feb
Flavonoids as peroxynitrite scavengers: the role of the hydroxyl groups.
2001 Feb
Neural mechanisms involved in the delay of gastric emptying and gastrointestinal transit of liquid after thoracic spinal cord transection in awake rats.
2001 Feb 20
Experimental and computational mapping of the binding surface of a crystalline protein.
2001 Jan
Modified phenol chemical face peels: recognizing the role of application technique.
2001 Jan
Dendrimeric organochalcogen catalysts for the activation of hydrogen peroxide: improved catalytic activity through statistical effects and cooperativity in successive generations.
2001 Jan 10
Two-week (ten-day) inhalation toxicity and two-week recovery study of phenol vapor in the rat.
2001 Jan-Feb
[Features of extracting phenol and 4-methylphenol from aqueous solutions].
2001 Jan-Feb
Comparative QSAR: on the toxicology of the phenolic OH moiety.
2001 Mar
Recurrence of curetted and bone-grafted giant-cell tumours with and without adjuvant phenol therapy.
2001 Mar
Airway responses to a diluent used in the methacholine challenge test.
2001 Mar
Isolation of genomic DNA from feathers.
2001 Mar
Pincer nails: definition and surgical treatment.
2001 Mar
Acting with awareness and care.
2001 Mar
Protection against nitrofurantoin-induced oxidative stress by coelenterazine analogues and their oxidation products in rat hepatocytes.
2001 Mar
A directed approach to the selection of bacteria with enhanced catabolic activity.
2001 Mar
Optimization of random amplification of polymorphic DNA analysis for molecular subtyping of Escherichia coli O157.
2001 Mar
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.
2001 Mar
Different generation of inhibitors against gallic acid-induced apoptosis produces different sensitivity to gallic acid.
2001 Mar
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
Antioxidant activity of resveratrol compared with common food additives.
2001 Mar
Determination of tartaric acid in wines by FIA with tubular tartrate-selective electrodes.
2001 Mar 1
Microionization constants: novel approach for the determination of the zwitterionic equilibrium of hydroxyphenylalkylamines by photometric titration.
2001 Mar 14
Simultaneous quantification of neutral and acidic pharmaceuticals and pesticides at the low-ng/l level in surface and waste water.
2001 Mar 16
Phenol derivatives accelerate inactivation kinetics in one inactivation-deficient mutant human skeletal muscle Na(+) channel.
2001 Mar 23
Binding of substituted phenol and aniline derivatives to the corn protein zein studied by high-performance liquid chromatography.
2001 Mar 25
Density functional study of tetraphenolate and calix[4]arene complexes of early transition metals.
2001 Mar 26
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
A new phenoxyacetate-based linker system for the solid-phase synthesis of oligosaccharides.
2001 Mar 8
Fast determination of phenols in contaminated soils.
2001 Mar 9
Photo-Fries rearrangements of phenyl phenylacylates in polyethylene films: comparison of reactivity and selectivity with 1-naphthyl phenylacylates.
2001 Mar 9
Electrochemical and ferromagnetic couplings in 4,4',4' '-(1,3,5-benzenetriyl)tris(phenoxyl) radical formation.
2001 Mar 9
Reaction of human myoglobin and H2O2. Electron transfer between tyrosine 103 phenoxyl radical and cysteine 110 yields a protein-thiyl radical.
2001 May 11
NMR investigation of exchange dynamics and binding of phenol and phenolate in DODAC vesicular dispersions.
2012 Aug 2
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 Fri Dec 15 16:17:38 UTC 2023
Edited
by admin
on Fri Dec 15 16:17:38 UTC 2023
Record UNII
4NC0T56V35
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENOLATE SODIUM
HSDB   USAN  
USAN  
Official Name English
SODIUM PHENOXIDE [INCI]
Common Name English
PHENOL SODIUM SALT [MI]
Common Name English
PHENOLATE SODIUM [HSDB]
Common Name English
Sodium phenolate
Systematic Name English
PHENOL, SODIUM SALT
Common Name English
PHENOLATE SODIUM [USAN]
Common Name English
SODIUM PHENOXIDE
INCI  
INCI  
Official Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 64002
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
205-347-3
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
ChEMBL
CHEMBL14060
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
MERCK INDEX
m8624
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY Merck Index
DAILYMED
4NC0T56V35
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
CHEBI
52476
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
NCI_THESAURUS
C82320
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
PUBCHEM
4445035
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
RXCUI
1495317
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY RxNorm
EVMPD
SUB23138
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PRIMARY
EPA CompTox
DTXSID4027072
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
FDA UNII
4NC0T56V35
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
CAS
139-02-6
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
SMS_ID
100000089911
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
HSDB
5623
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
WIKIPEDIA
Sodium phenoxide
Created by admin on Fri Dec 15 16:17:38 UTC 2023 , Edited by admin on Fri Dec 15 16:17:38 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY