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Details

Stereochemistry MIXED
Molecular Formula C20H37O7S.Na
Molecular Weight 444.558
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DOCUSATE SODIUM

SMILES

[Na+].CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S([O-])(=O)=O

InChI

InChIKey=APSBXTVYXVQYAB-UHFFFAOYSA-M
InChI=1S/C20H38O7S.Na/c1-5-9-11-16(7-3)14-26-19(21)13-18(28(23,24)25)20(22)27-15-17(8-4)12-10-6-2;/h16-18H,5-15H2,1-4H3,(H,23,24,25);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C20H37O7S
Molecular Weight 421.569
Charge -1
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Docusate, also known as docusate salts or dioctyl sulfosuccinate, prevents/relieves dry hard stool and thus is used to treat constipation. Results usually occurs 1 to 3 days after the first dose. In North America, docusate and a stimulant laxative such as sennosides are commonly used in bowel treatment protocols associated with institutionalized elderly and oncology treatments. A paucity of evidence is available to support the use of the stool softener docusate yet it continues to be prescribed in everyday clinical practice for the aforementioned populations. While the actual cost of docusate is low, additional costs associated with its administration (i.e. nursing time) and its widespread use can be significant. Docusate is absorbed into the bloodstream and excreted via the gallbladder after undergoing extensive metabolism. The effect of docusate may not necessarily be all due to its surfactant properties. Perfusion studies suggest that docusate inhibits fluid absorption or stimulates secretion in the portion of the small intestine known as the jejunum

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Separation of gamma-globulins from porcine plasma by reversed micellar extraction.
2001
Catalytic activity of laccase hosted in reversed micelles.
2001
Separation and simultaneous determination of water-soluble and fat-soluble vitamins by electrokinetic capillary chromatography.
2002 Apr 12
Effect of di-2-ethylhexyl sodium sulfosuccinate reversed micelles on the iron-tetrasulfonatophthalocyanine-catalyzed fluorogenic oxidation reaction of L-tyrosine with hydrogen peroxide.
2002 May
Surfactant-mediated capillary electrochromatography with octadecyl-silica- packed capillary columns for the separation of nonpolar compounds. Case of pyrethroid insecticides.
2002 May
Extraction of immunoglobulin-G from colostral whey by reverse micelles.
2003 May
Effect of reverse micelles on the Rose Bengal-sensitized photo-oxidation of 1- and 2-hydroxynaphthalenes.
2004
Characterization and application of sodium di(2-ethylhexyl) sulfosuccinate and sodium di(2-ethylhexyl) phosphate surfactants as pseudostationary phases in micellar electrokinetic chromatography.
2004 Dec 17
A solvothermal route to ZnO and Mn-doped ZnO nanoparticles using the cupferron complex as the precursor.
2004 Jan-Feb
Shear-induced orientation of a rigid surfactant mesophase.
2004 Jul 6
Selective precipitation and recovery of xylanase using surfactant and organic solvent.
2004 Jun 20
Effect of cellular uptake of gelatin nanoparticles on adhesion, morphology and cytoskeleton organisation of human fibroblasts.
2004 Mar 5
Higher order structure of proteins solubilized in AOT reverse micelles.
2004 Nov 15
Reverse micellar aggregates: effect on ketone reduction. 2. Surfactant role.
2004 Nov 26
Reverse micellar aggregates: effect on ketone reduction. 1. Substrate role.
2004 Nov 26
Enhanced stabilization of aerosol-OT surfactant monolayer upon interaction with small amounts of bovine serum albumin at the air-water interface.
2004 Oct 10
Effect of the addition of water-soluble polymers on the interfacial properties of aerosol OT vesicles.
2004 Oct 15
Spontaneous vesicle formation and vesicle-tubular microstructure transition in aqueous solution of a poly-tailed cationic and anionic surfactants mixture.
2004 Oct 15
Transition from micelle to vesicle in aqueous mixtures of anionic/zwitterionic surfactants studied by fluorescence, conductivity, and turbidity methods.
2005 Apr 15
Surfactant self-assembling in gas phase: electrospray ionization- and matrix-assisted laser desorption/ionization-mass spectrometry of singly charged AOT clusters.
2005 Dec
Dynamics of a membrane-bound tryptophan analog in environments of varying hydration: a fluorescence approach.
2005 Dec
Effect of graded hydration on the dynamics of an ion channel peptide: a fluorescence approach.
2005 Feb
Enhanced stabilization of reverse micelles by compressed CO2.
2005 Feb 4
Investigation of micelle formation by fluorescence correlation spectroscopy.
2005 Jul 14
Vibrational relaxation of azide in formamide reverse micelles.
2005 Jul 7
Recycling nanoparticles stabilized in water-in-CO2 microemulsions for catalytic hydrogenations.
2005 Mar 1
Formation mechanism of conducting polypyrrole nanotubes in reverse micelle systems.
2005 Nov 22
Use of a self-assembling organogel as a reverse template in the preparation of imprinted porous polymer films.
2005 Sep 27
Efficient gene transfection using chitosan-alginate core-shell nanoparticles.
2006
Incorporation of substituted acrylamides to the lamellar mesophase of Aerosol OT.
2006 Jul 1
Aggregation behavior in mixed system of double-chained anionic surfactant with single-chained nonionic surfactant in aqueous solution.
2006 Jul 15
Tuning the cooperativity of the helix-coil transition by aqueous reverse micelles.
2006 Jun 22
Photodetachment of ferrocyanide in reverse micelles.
2006 May 18
An insight into the mechanism of protein separation by colloidal gas aphrons (CGA) generated from ionic surfactants.
2006 Nov 7
Study of confined 5-aza[5]helicene in ytterbium(III) bis(2-ethylhexyl) sulfosuccinate reversed micelles.
2007 Apr 26
Compartmentalization of reactants in different regions of sodium 1,4-bis(2-ethylhexyl)sulfosuccinate/heptane/water reverse micelles and its influence on bimolecular electron-transfer kinetics.
2007 Aug 2
Dye-sensitized solar cells based on nanocrystalline titania electrodes made at various sintering temperatures.
2007 Feb
Comparative study of the photophysical behavior of fisetin in homogeneous media and in anionic and cationic reverse micelles media.
2007 May-Jun
Improvement in extraction and catalytic activity of Mucor javanicus lipase by modification of AOT reverse micelle.
2007 Nov
Site-specific hydration status of an amphipathic peptide in AOT reverse micelles.
2007 Oct 23
Ultrasound induced formation of paraffin emulsion droplets as template for the preparation of porous zirconia.
2007 Sep
On the possibility that cyclodextrins' chiral cavities can be available on AOT n-heptane reverse micelles. A UV-visible and induced circular dichroism study.
2007 Sep 13
Molecular dynamics simulations of AOT-water/formamide reverse micelles: structural and dynamical properties.
2008 Dec 28
Micellization and synergistic interaction of binary surfactant mixtures based on sodium nonylphenol polyoxyethylene ether sulfate.
2008 Feb 15
Kinetics of the photosensitized oxidation of chymotrypsin in different media.
2008 Jan
On the investigation of the bilayer functionalities of 1,2-di-oleoyl-sn-glycero-3-phosphatidylcholine (DOPC) large unilamellar vesicles using cationic hemicyanines as optical probes: a wavelength-selective fluorescence approach.
2008 Jan 1
Design and control of patterns in reaction-diffusion systems.
2008 Jun
Physico-chemical investigation of nanostructures in liquid phases: nickel chloride ionic clusters confined in sodium bis(2-ethylhexyl) sulfosuccinate reverse micelles.
2009 Aug 1
Characterization of multifunctional reverse micelles' interfaces using hemicyanines as molecular probes. II: Effect of the surfactant.
2009 May 14
Complexes between high charge density cationic polyelectrolytes and anionic single- and double-tail surfactants.
2009 May 21
Patents

Sample Use Guides

In Vivo Use Guide
Usual Adult Dose for Constipation: Oral: 50 to 400 mg (using any of the salt forms) orally administered in 1 to 4 equally divided doses each day. Rectal: 200 to 283 mg rectally administered as an enema once or twice. Alternative: 50 to 100 mg (docusate sodium liquid) added to a retention or flushing enema once a day. Usual Pediatric Dose for Constipation: Oral: less than 3 years: 10 to 40 mg (docusate sodium) orally divided in 1 to 4 doses. 3 to 6 years: 20 to 60 mg (docusate sodium) orally divided in 1 to 4 doses. 6 to 12 years: 40 to 150 mg (docusate sodium) orally divided in 1 to 4 doses. greater than 12 years: 50 to 400 mg (using any of the salt forms) orally administered in 1 to 4 equally divided doses each day. Rectal: 3 to 18 years: 50 to 100 mg (docusate sodium liquid) added to a retention or flushing enema once a day. Alternative: 200 to 283 mg rectally administered as an enema once daily as needed for constipation.
Route of Administration: Other
It was evaluated the efficacy and toxicity of docusate against herpes simplex viruses (HSV). Docusate was effective in vitro against wild type and drug-resistant strains of HSV type 1 and 2 with EC(90-100) (effective concentration giving 90-100% virus yield reduction) of approximately 0.005% (w/v). The cytotoxicity profiles of docusate were time- and dose-dependent and thus associated with the frequency of use. Kinetics of inactivation examined by pre-mixing virus and drug in a time-course experiment demonstrated that docusate could reach its EC(90-100) within 30 min.
Substance Class Chemical
Created
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on Fri Dec 15 15:01:22 GMT 2023
Edited
by admin
on Fri Dec 15 15:01:22 GMT 2023
Record UNII
F05Q2T2JA0
Record Status Validated (UNII)
Record Version
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Name Type Language
DOCUSATE SODIUM
EP   HSDB   II   INN   MART.   MI   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
DOCUSATE SODIUM [HSDB]
Common Name English
DIOTILAN
Brand Name English
DIALOSE
Brand Name English
MACKANATE DOS-70
Brand Name English
E-480
Common Name English
AEC DIETHYLHEXYL SODIUM SULFOSUCCINATE
Brand Name English
EUROWET
Brand Name English
NSC-760404
Code English
WAXSOL
Brand Name English
DIOCTYL SODIUM SULFOSUCCINATE [FCC]
Common Name English
EMPIMIN OP70
Brand Name English
VELMOL
Brand Name English
DOCUSATE SODIUM [USAN]
Common Name English
DIETHYLHEXYL SODIUM SULFOSUCCINATE [INCI]
Common Name English
DOCUSATE SODIUM [II]
Common Name English
COMFOLAX
Brand Name English
REGUTOL
Brand Name English
MOLATOC
Brand Name English
INS-480
Common Name English
DIETHYLHEXYL SODIUM SULFOSUCCINATE
INCI  
INCI  
Official Name English
DOCUSATE SODIUM [USP IMPURITY]
Common Name English
MONAWET MO 65-150
Common Name English
SODIUM DIOCTYL SULFOSUCCINATE
Systematic Name English
DOCUSATE SODIUM [USP MONOGRAPH]
Common Name English
DOCUSATE SODIUM [MART.]
Common Name English
GEMTEX PA-70
Brand Name English
SANMORIN OT 70N
Common Name English
NEVAX
Brand Name English
JAMYLENE
Brand Name English
DISONATE
Brand Name English
YAL
Brand Name English
TRITON GR-PG 70
Common Name English
MOLCER
Brand Name English
DIOCTYLAL
Brand Name English
DOCUSATE SODIUM [MI]
Common Name English
docusate sodium [INN]
Common Name English
DOXOL
Brand Name English
NIKKOL OTP-75
Brand Name English
INS NO.480
Common Name English
COPROLA
Brand Name English
NISSAN RAPISOL A 30
Common Name English
DOSS
Common Name English
SOLIWAX
Brand Name English
ADEKACOL EC 8600
Common Name English
Docusate sodium [WHO-DD]
Common Name English
DOCUSATE SODIUM [VANDF]
Common Name English
DOCUSATE SODIUM SOLUTION [VANDF]
Common Name English
COLACE
Brand Name English
DULCIVAC
Brand Name English
DIOCTYL SODIUM SULFOSUCCINATE [JAN]
Common Name English
DOCUSATE SODIUM [USP-RS]
Common Name English
AIRROL CT-1
Brand Name English
DOXINATE
Brand Name English
RAPISOL A 30
Common Name English
E 480
Common Name English
AEROSOL OT
Brand Name English
DIOCTYL
Brand Name English
CHEMAX DOSS/75E
Brand Name English
BUTANEDIOIC ACID, SULFO-, 1,4-BIS(2-ETHYLHEXYL) ESTER, SODIUM SALT
Common Name English
DIOCTYL SODIUM SULFOSUCCINATE
FCC   JAN  
Common Name English
Sodium 1,4-bis(2-ethylhexyl) sulfosuccinate
Systematic Name English
Classification Tree Code System Code
WHO-ATC A06AG10
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-480
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
CFR 21 CFR 176.170
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
WHO-VATC QA06AG10
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
CFR 21 CFR 172.520
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JECFA EVALUATION INS-480
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
CFR 21 CFR 172.810
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
CFR 21 CFR 175.320
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
WHO-VATC QA06AA02
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
WHO-ATC A06AA02
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NCI_THESAURUS C29699
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WHO-ESSENTIAL MEDICINES LIST 8.4
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
DSLD 3169 (Number of products:31)
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
Code System Code Type Description
GRAS Notification (GRN No.)
6
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PRIMARY
INN
531
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PRIMARY
MESH
C460182
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PRIMARY
MERCK INDEX
m4716
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PRIMARY Merck Index
PUBCHEM
23673837
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PRIMARY
ChEMBL
CHEMBL1477036
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PRIMARY
RS_ITEM_NUM
1224802
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PRIMARY
CAS
577-11-7
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PRIMARY
NCI_THESAURUS
C29000
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PRIMARY
DAILYMED
F05Q2T2JA0
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PRIMARY
FDA UNII
F05Q2T2JA0
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PRIMARY
RXCUI
71722
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PRIMARY RxNorm
DRUG CENTRAL
941
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PRIMARY
EPA CompTox
DTXSID8022959
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ECHA (EC/EINECS)
209-406-4
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PRIMARY
HSDB
3065
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PRIMARY
CHEBI
133817
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
PRIMARY
EVMPD
SUB06348MIG
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
PRIMARY
DRUG BANK
DBSALT001500
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
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WIKIPEDIA
DIOCTYL SODIUM SULFOSUCCINATE
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
PRIMARY
NSC
760404
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
PRIMARY
SMS_ID
100000092012
Created by admin on Fri Dec 15 15:01:22 GMT 2023 , Edited by admin on Fri Dec 15 15:01:22 GMT 2023
PRIMARY
Related Record Type Details
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