Docusate potassiumProduct ingredient for Docusate

Name
Docusate potassium
Drug Entry
Docusate

Docusate, or dioctyl sulfosuccinate, is a stool softener indicated for the treatment of constipation1. Docusate acts by increasing the amount of water the stool absorbs in the gut, making the stool softer and easier to pass 7. Docusate can be orally or rectally administered. Docusate is on the World Health Organization's List of Essential Medicines10. However the effectiveness of docusate in treating constipation remains unclear, as several studies report docusate to be no more effective than placebo for increasing the frequency of stool or stool softening 6,2,5. Recently there has been pressure to stop prescribing docusate as it has been identified as an ineffective medicine3,5,9. Additionally, it does not appear to lessen symptoms associated with constipation such as abdominal cramps. Still docusate is available in over-the-counter products as a common laxative.

Accession Number
DBSALT002872
Structure
Synonyms
Dioctyl potassium sulfosuccinate / Docusate potassium
UNII
CIK9F54ZHR
CAS Number
7491-09-0
Weight
Average: 460.67
Monoisotopic: 460.1897062
Chemical Formula
C20H37KO7S
InChI Key
CACRHRQTJDKAPJ-UHFFFAOYSA-M
InChI
InChI=1S/C20H38O7S.K/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
IUPAC Name
potassium 1,4-bis[(2-ethylhexyl)oxy]-1,4-dioxobutane-2-sulfonate
SMILES
[K+].CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S([O-])(=O)=O
ChemSpider
22527
ChEMBL
CHEMBL2107648
Wikipedia
Docusate
Predicted Properties
PropertyValueSource
Water Solubility0.00481 mg/mLALOGPS
logP4.26ALOGPS
logP5.24Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)-0.75Chemaxon
pKa (Strongest Basic)-6.9Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area109.8 Å2Chemaxon
Rotatable Bond Count18Chemaxon
Refractivity106.23 m3·mol-1Chemaxon
Polarizability46.31 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon