Sodium lauryl sulfoacetate

Identification

Summary

Sodium lauryl sulfoacetate is a laxative indicated in the treatment of constipation and bowel preparation for rectal endoscopy.

Generic Name
Sodium lauryl sulfoacetate
DrugBank Accession Number
DB13157
Background

Sodium lauryl sulfoacetate is a wetting agent and surfactant used in enema-type laxative products.

Type
Small Molecule
Groups
Approved, Experimental
Structure
Weight
Average: 330.41
Monoisotopic: 330.14768942
Chemical Formula
C14H27NaO5S
Synonyms
  • Lathanol
  • Lathanol LAL
  • Sulfoacetic acid dodecyl ester S-sodium salt

Pharmacology

Indication

Sodium lauryl sulfoacetate is not an active pharmacological ingredient in pharmaceutical preparations and so has no official indication.

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofConstipation••• •••
Associated Therapies
Contraindications & Blackbox Warnings
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Pharmacodynamics

Sodium lauryl sulfoacetate acts as a wetting agent and surfactant in pharmaceutical preparations 1. It is currently used in enema-type laxatives.

Mechanism of action
Not Available
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Microlax - MicroklistierSodium lauryl sulfoacetate (45 mg) + Sodium citrate (450 mg) + Sorbitol (3125 mg)EnemaRectalJohnson & Johnson1962-06-20Not applicableAustria flag
Microlax Micro EnemaSodium lauryl sulfoacetate (9 mg / mL) + Sodium citrate (90 mg / mL) + Sorbitol (625 mg / mL)Enema; LiquidRectalMcneil Consumer Healthcare Division Of Johnson & Johnson Inc1995-12-312020-08-06Canada flag
Microlax Micro-enemaSodium lauryl sulfoacetate (9 g / 1 L) + Sodium citrate (90 g / 1 L) + Sorbitol (625 g / 1 L)LiquidRectalKabi Pharmacia Canada Inc.1993-12-311996-09-10Canada flag
STITILAXSodium lauryl sulfoacetate (0.04515 g/5ml) + Sodium citrate (0.45 g/5ml) + Sorbitol (4.465 g/5ml)EnemaRectalCarlo Erba O.T.C. S.R.L.2018-05-01Not applicableItaly flag
STITILAXSodium lauryl sulfoacetate (0.04515 g/5ml) + Sodium citrate (0.45 g/5ml) + Sorbitol (4.465 g/5ml)EnemaRectalCarlo Erba O.T.C. S.R.L.2018-05-01Not applicableItaly flag

Categories

ATC Codes
A06AG11 — Sodium lauryl sulfoacetate, incl. combinations
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as organosulfonic acids. These are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom).
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Organic sulfonic acids and derivatives
Sub Class
Organosulfonic acids and derivatives
Direct Parent
Organosulfonic acids
Alternative Parents
Sulfonyls / Alkanesulfonic acids / Carboxylic acid esters / Monocarboxylic acids and derivatives / Organic sodium salts / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds / Organic cations
Substituents
Aliphatic acyclic compound / Alkanesulfonic acid / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic alkali metal salt / Organic cation / Organic oxide
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
D0Y70F2B9J
CAS number
1847-58-1
InChI Key
UAJTZZNRJCKXJN-UHFFFAOYSA-M
InChI
InChI=1S/C14H28O5S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-19-14(15)13-20(16,17)18;/h2-13H2,1H3,(H,16,17,18);/q;+1/p-1
IUPAC Name
sodium 2-(dodecyloxy)-2-oxoethane-1-sulfonate
SMILES
[Na+].CCCCCCCCCCCCOC(=O)CS([O-])(=O)=O

References

General References
  1. US Patent 3211614 [Link]
PubChem Compound
23668827
PubChem Substance
347829267
ChemSpider
15024
RxNav
314832
Wikipedia
Sodium_citrate/sodium_lauryl_sulfoacetate/glycerol

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
EnemaRectal
Enema; liquidRectal
LiquidRectal
EmulsionRectal
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00576 mg/mLALOGPS
logP4.49ALOGPS
logP4Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)-1.1Chemaxon
pKa (Strongest Basic)-7.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area83.5 Å2Chemaxon
Rotatable Bond Count14Chemaxon
Refractivity77.32 m3·mol-1Chemaxon
Polarizability34.95 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0006-4910000000-a5b25e7fc7b3d48b7aff
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-192.9658026
predicted
DarkChem Lite v0.1.0
[M-H]-165.48494
predicted
DeepCCS 1.0 (2019)
[M+H]+193.5422026
predicted
DarkChem Lite v0.1.0
[M+H]+168.93732
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.0029026
predicted
DarkChem Lite v0.1.0
[M+Na]+176.68436
predicted
DeepCCS 1.0 (2019)

Drug created at December 05, 2016 03:16 / Updated at June 08, 2021 11:32