Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H26O4S |
| Molecular Weight | 266.397 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCOS(O)(=O)=O
InChI
InChIKey=MOTZDAYCYVMXPC-UHFFFAOYSA-N
InChI=1S/C12H26O4S/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h2-12H2,1H3,(H,13,14,15)
| Molecular Formula | C12H26O4S |
| Molecular Weight | 266.397 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Sodium Lauryl Sulfate (SLS) is an anionic surfactant naturally derived from coconut and/or palm kernel oil. It usually consists of a mixture of sodium alkyl sulfates, mainly the lauryl. It is a widely used and inexpensive chemical found in many mainstream personal hygiene products such as shampoos, toothpastes, soaps, detergents and body wash. SLS is a detergent and surfactant, which essentially means that it breaks surface tension and separates molecules in order to allow better interaction between the product and your hair. It is also widely used as a skin irritant when testing products used to heal skin conditions. It was found that SLS represented a potential candidate for the use as a topical microbicide to prevent the sexual transmission of HIV-1, herpes, human papillomavirus and possibly other sexually transmitted pathogens. The mechanism of action of SLS involves the solubilization of the viral envelope and/or the denaturation of envelope and/or capsid proteins.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: virus envelope and/or capsid protein |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
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| Inactive ingredient | Clean Getaway Bag Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of the incorporation of CHAPS into SDS micelles on neuropeptide-micelle binding: separation of the role of electrostatic interactions from hydrophobic interactions. | 2001-06 |
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| Unusually stable and long-lived ligand-induced conformations of integrins. | 2001-05-18 |
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| Specific biochemical marker-based techniques for the identification of damage to Douglas-fir seed resulting from feeding by the western conifer seed bug, Leptoglossus occidentalis Heidemann (Hemiptera: Coreidae). | 2001-04-27 |
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| Cloning and functional expression of a chitinase cDNA from the common cutworm, Spodoptera litura, using a recombinant baculovirus lacking the virus-encoded chitinase gene. | 2001-04-27 |
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| Relaxed DM requirements during class II peptide loading and CD4+ T cell maturation in BALB/c mice. | 2001-04-15 |
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| Enzyme-catalyzed and enzyme-triggered pathways in dioxygenation of 1-monolinoleoyl-rac-glycerol by potato tuber lipoxygenase. | 2001-04-07 |
|
| Conformational properties of alpha-synuclein in its free and lipid-associated states. | 2001-04-06 |
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| CytK toxin of Bacillus cereus forms pores in planar lipid bilayers and is cytotoxic to intestinal epithelia. | 2001-04-01 |
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| Skin sensitisation testing--new perspectives and recommendations. | 2001-04 |
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| Isolation of 2000-kDa complexes of N-methyl-D-aspartate receptor and postsynaptic density 95 from mouse brain. | 2001-04 |
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| Pathological findings in cumulative irritation induced by SLS and croton oil in hairless mice. | 2001-04 |
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| Effect of different moisturizers on SLS-irritated human skin. | 2001-04 |
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| Films of collagen crosslinked by S-S bonds: preparation and characterization. | 2001-04 |
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| Freezability of spermatozoa from Finn and Dorset rams in multiple semen extenders. | 2001-03-30 |
|
| Monoclonal antibodies against different epitopes of nonstructural protein sigmaNS of avian reovirus S1133. | 2001-03-30 |
|
| Reduced levels of glutathione S-transferases in patch test reactions to dithranol and sodium lauryl sulphate as demonstrated by quantitative immunocytochemistry: evidence for oxidative stress in acute irritant contact dermatitis. | 2001-03-29 |
|
| Stabilisation of natural anthocyanins by micellar systems. | 2001-03-23 |
|
| Safety and immunogenicity of an intranasal Pseudomonas aeruginosa hybrid outer membrane protein F-I vaccine in human volunteers. | 2001-03-21 |
|
| Capillary electrophoretic determination of the constituents of Artemisiae Capillaris Herba. | 2001-03-16 |
|
| Capillary electrophoretic analysis of carbohydrates derivatized by in-capillary condensation with 1-phenyl-3-methyl-5-pyrazolone. | 2001-03-16 |
|
| The determination of draining lymph node cell cytokine mRNA levels in BALB/c mice following dermal sodium lauryl sulfate, dinitrofluorobenzene, and toluene diisocyanate exposure. | 2001-03-15 |
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| A critical role for p38 mitogen-activated protein kinase in the maturation of human blood-derived dendritic cells induced by lipopolysaccharide, TNF-alpha, and contact sensitizers. | 2001-03-15 |
|
| Secondary structure and position of the cell-penetrating peptide transportan in SDS micelles as determined by NMR. | 2001-03-13 |
|
| [An amphiphilic substance inhibits the mollusk capacity to fliter phytoplankton cells from water]. | 2001-03-10 |
|
| Identification and quantification of base and nucleoside markers in extracts of Ganoderma lucidum, Ganoderma japonicum and Ganoderma capsules by micellar electrokinetic chromatography. | 2001-03-09 |
|
| Structural and immunological similarities between high molecular weight zinc ion-dependent p-nitrophenylphosphatase and fructose-1,6-bisphosphate aldolase from bovine liver. | 2001-03-09 |
|
| Determination of aloenin, barbaloin and isobarbaloin in aloe species by micellar electrokinetic chromatography. | 2001-03-05 |
|
| Analysis of sialo-N-glycans in glycoproteins as 1-phenyl-3-methyl-5-pyrazolone derivatives by capillary electrophoresis. | 2001-03-02 |
|
| Extension of A beta2M amyloid fibrils with recombinant human beta2-microglobulin. | 2001-03 |
|
| Determining effective interfacial tension and predicting finger spacing for DNAPL penetration into water-saturated porous media. | 2001-03 |
|
| Subclinical, non-erythematous irritation with an open assay model (washing): sodium lauryl sulfate (SLS) versus sodium laureth sulfate (SLES). | 2001-03 |
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| Proteoglycans and hyaluronan in human fetal membranes. | 2001-03 |
|
| Soluble proteins of the nacre of the giant oyster Pinctada maxima and of the abalone Haliotis tuberculata: extraction and partial analysis of nacre proteins. | 2001-03 |
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| Capillary electrophoretic separation, immunochemical recognition and analysis of the diastereomers quinine and quinidine and two quinidine metabolites in body fluids. | 2001-03 |
|
| Pitfalls of irritant patch testing using different test chamber sizes. | 2001-03 |
|
| Effect of patch type on the cumulative irritation potential of 4 test materials. | 2001-03 |
|
| Simple and rapid method for production of whole-virus antigen for serodiagnosis of caprine arthritis-encephalitis virus by enzyme-linked immunosorbent assay. | 2001-03 |
|
| A simple technique for the simultaneous determination of molecular weight and activity of superoxide dismutase using SDS-PAGE. | 2001-02-26 |
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| Protein concentration of cerebrospinal fluid by precipitation with Pyrogallol Red prior to sodium dodecyl sulphate-polyacrylamide gel electrophoresis. | 2001-02-26 |
|
| Optimization of separation and migration behavior of chloropyridines in micellar electrokinetic chromatography. | 2001-02-23 |
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| X-ray diffraction study on ordered, disordered and reconstituted intercellular lipid lamellar structure in stratum corneum. | 2001-02-15 |
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| Complex effects of papain on function and inhibitor sensitivity of the red cell anion exchanger AE1 suggest the presence of different transport subsites. | 2001-02-01 |
|
| Spectrochemical investigations in molecularly organized solvent media: evaluation of pyridinium chloride as a selective fluorescence quenching agent of polycyclic aromatic hydrocarbons in aqueous carboxylate-terminated poly(amido) amine dendrimers and anionic micelles. | 2001-02 |
|
| Separation of basic, acidic and neutral compounds by capillary electrochromatography using uncharged monolithic capillary columns modified with anionic and cationic surfactants. | 2001-02 |
|
| Determination of alkylphenol ethoxylates by micellar electrokinetic chromatography with bile salts. | 2001-02 |
|
| The cold-shock stress response in Mycobacterium smegmatis induces the expression of a histone-like protein. | 2001-02 |
|
| Purification and some properties of ubiquinol oxidase from obligately chemolithotrophic iron-oxidizing bacterium, Thiobacillus ferrooxidans NASF-1. | 2001-01 |
|
| [Calorimetric evaluation of directly compressed tablets]. | 2001-01 |
|
| The state of the art of dynamic coatings. | 2001 |
|
| Microwave corneosurfametry and the short-duration dansyl chloride extraction test for rating concentrated irritant surfactants. | 2001 |
Sample Use Guides
Sodium lauryl sulfate, a model substance in testing skin irritability was examined with regard to its effects on DNA synthesis and fine structure of human thymocytes incubated in vitro. At 5 h, incorporation of 3H-thymidine into DNA was inhibited with a discernable effect at 3 X 10(-4) M in serum-free medium and at 6 X 10(-4) M in medium to containing 15% serum. Sodium lauryl sulfate suppressed the incorporation of 3H-thymidine into DNA at 1.2 X 10(-3) M. No clear alterations in cell morphology were observed at 3 X 10(-4) M, whereas signs of irreversible cell damage, including pyknotic nuclei, were seen at 6 X 10(-4) M and complete disruption of most cells occurred at 1.2 X 10(-3) M. The results show that sodium lauryl sulfate inhibits DNA synthesis in human thymocytes and that there is a partial discrepancy between this inhibition and the adverse effects on the structural organization of the cell. It is proposed that the irritant effect of sodium lauryl sulfate in vivo is due to the breaking up of lymphoid or other cells and a consequent release of material that gives rise to an inflammatory response.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:34:47 GMT 2025
by
admin
on
Mon Mar 31 17:34:47 GMT 2025
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| Record UNII |
DIQ16UC154
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| Record Status |
Validated (UNII)
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| Record Version |
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