docusate sodium

Also known as dioctyl sodium sulfosuccinate, dioctyl sulfosuccinate

Docusate is the common chemical and pharmaceutical name of the anion bis(2-ethylhexyl) sulfosuccinate, also commonly called dioctyl sulfosuccinate (DOSS).

Key facts

Drug.image: Docusate2DCSD.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.caption: Docusate sodium
Drug.tradename: Colace, Ex-Lax Stool Softener, others
Drug.MedlinePlus: a601113
Drug.DailyMedID: Docusate
Drug.pregnancy_AU: A
Drug.routes_of_administration: By mouth, rectal
Drug.class: Stool softener
Drug.ATC_prefix: A06
Drug.ATC_suffix: AA02
Drug.legal_CA: OTC
Drug.legal_UK: GSL
Drug.legal_US: OTC
Drug.legal_status: OTC
Drug.onset: 12 hrs to 5 days
Drug.duration_of_action: 3 days

via Wikipedia infobox

Chemical data

Formula: C20H37NaO7S
Molecular weight: 444.6 g/mol
IUPAC name: sodium 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate
SMILES: CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)[O-].[Na+]
InChIKey: APSBXTVYXVQYAB-UHFFFAOYSA-M
Polar surface area: 118 Å²
H-bond donors: 0
H-bond acceptors: 7
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 444.216

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canonical SMILES: CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)[O-].[Na+]
chemical formula: C₂₀H₃₇NaO₇S
MCN code: 3003.90.31
Commons category: Docusates
subject has role: essential medicine

Sources (1)

wikidata.org

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Encyclopedic overview

20 sections

Contents

History
Medical use
Constipation
Other medical uses
Precautions and contraindications
Side effects
Interactions
Mechanism of action
Pharmaceutical brand names
Other uses
Food additive
Microencapsulation
Non-medical brand names
Chemistry
Structure and properties
Synthesis
Toxicity
Marine species
Freshwater species
References

Docusate is the common chemical and pharmaceutical name of the anion bis(2-ethylhexyl) sulfosuccinate, also commonly called dioctyl sulfosuccinate (DOSS).

Salts of this anion, especially docusate sodium, are widely used in medicine as an emollient laxative and as stool softeners, by mouth or rectally. Some studies state that docusate is not more effective than a placebo for improving constipation. Other docusate salts with medical use include those of calcium and potassium. Docusate salts are also used as food additives, emulsifiers, dispersants, and wetting agents, among other uses.

Excerpted from Wikipedia’s “docusate sodium” article, available under the CC BY-SA 4.0 licence.

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