Ethylmercurithiosalicylic acid

Identification

Name
Ethylmercurithiosalicylic acid
Accession Number
DB02731  (EXPT01342)
Type
Small Molecule
Groups
Experimental
Description

A topical antiseptic used on skin and mucous membranes. It is also used as a preservative in pharmaceuticals. [PubChem]

Structure
Thumb
Synonyms
  • [(o-carboxyphenyl)thio]ethylmercury
  • 2-(ethylmercuri-thio)-benzoic acid
  • 2-(ethylmercuriothio)benzoic acid
International/Other Brands
Elcide / Merseptyl
Categories
Not Available
UNII
4071N4J64W
CAS number
148-61-8
Weight
Average: 382.83
Monoisotopic: 384.010775858
Chemical Formula
C9H10HgO2S
InChI Key
HXQVQGWHFRNKMS-UHFFFAOYSA-M
InChI
InChI=1S/C7H6O2S.C2H5.Hg/c8-7(9)5-3-1-2-4-6(5)10;1-2;/h1-4,10H,(H,8,9);1H2,2H3;/q;;+1/p-1
IUPAC Name
[(2-carboxyphenyl)sulfanyl](ethyl)mercury
SMILES
CC[Hg]SC1=CC=CC=C1C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USuccinyl-CoA:3-ketoacid coenzyme A transferase 1, mitochondrialNot AvailableHuman
UMulti-sensor signal transduction histidine kinaseNot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
67361
PubChem Substance
46506518
ChemSpider
60691
BindingDB
50366032
ChEBI
33214
HET
EMT
PDB Entries
1kdg / 1o9l / 2ypd / 3a0w / 4gsr

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility4.63 mg/mLALOGPS
logP2.15ALOGPS
logP2.35ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)3.62ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.99 m3·mol-1ChemAxon
Polarizability21.08 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9961
Blood Brain Barrier+0.9615
Caco-2 permeable+0.6586
P-glycoprotein substrateNon-substrate0.7855
P-glycoprotein inhibitor INon-inhibitor0.9463
P-glycoprotein inhibitor IINon-inhibitor0.9897
Renal organic cation transporterNon-inhibitor0.8877
CYP450 2C9 substrateNon-substrate0.739
CYP450 2D6 substrateNon-substrate0.8709
CYP450 3A4 substrateNon-substrate0.7779
CYP450 1A2 substrateNon-inhibitor0.6683
CYP450 2C9 inhibitorNon-inhibitor0.6653
CYP450 2D6 inhibitorNon-inhibitor0.8804
CYP450 2C19 inhibitorNon-inhibitor0.822
CYP450 3A4 inhibitorNon-inhibitor0.8345
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8352
Ames testNon AMES toxic0.9055
CarcinogenicityNon-carcinogens0.5283
BiodegradationNot ready biodegradable0.6595
Rat acute toxicity2.4796 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9771
hERG inhibition (predictor II)Non-inhibitor0.9656
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as o-sulfanylbenzoic acids. These are benzoic acids which bear a sulfanyl group (R-SH) attached to the benzene ring at positions 1 and 2, respectively.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
O-sulfanylbenzoic acids
Alternative Parents
Benzoic acids / Thiophenols / Benzoyl derivatives / Carboxylic acid salts / Organic transition metal salts / Monocarboxylic acids and derivatives / Carboxylic acids / Thiols / Organooxygen compounds / Organic oxides
show 2 more
Substituents
O-sulfanylbenzoic acid / Benzoic acid / Benzoyl / Thiophenol / Carboxylic acid salt / Carboxylic acid derivative / Organic transition metal salt / Carboxylic acid / Arylthiol / Monocarboxylic acid or derivatives
show 9 more
Molecular Framework
Not Available
External Descriptors
alkylmercury compound (CHEBI:33214)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein homodimerization activity
Specific Function
Key enzyme for ketone body catabolism. Transfers the CoA moiety from succinate to acetoacetate. Formation of the enzyme-CoA intermediate proceeds via an unstable anhydride species formed between th...
Gene Name
OXCT1
Uniprot ID
P55809
Uniprot Name
Succinyl-CoA:3-ketoacid coenzyme A transferase 1, mitochondrial
Molecular Weight
56157.175 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
General Function
Phosphorelay sensor kinase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q9X180
Uniprot Name
Sensor histidine kinase
Molecular Weight
88728.26 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:02