SODIUM LAURYL SULFATE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H25O4S.Na
Molecular Weight	288.379
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].CCCCCCCCCCCCOS([O-])(=O)=O

InChI

InChIKey=DBMJMQXJHONAFJ-UHFFFAOYSA-M

InChI=1S/C12H26O4S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15;/h2-12H2,1H3,(H,13,14,15);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula	Na
Molecular Weight	22.98976928
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C12H25O4S
Molecular Weight	265.39
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11899262

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
virus envelope and/or capsid protein 3 Target ID: virus envelope and/or capsid protein Sources: https://www.ncbi.nlm.nih.gov/pubmed/11899262	Interacts 323

Conditions

Condition	Modality	Highest Phase	Product
Herpes simplex virus type 2 infection 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11899262	Preventing	Preclinical	Unknown Approved Use Unknown
HIV-1 infection 156 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11899262	Preventing	Preclinical	Unknown Approved Use Unknown
Human papilloma virus 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11899262	Preventing	Preclinical	Unknown Approved Use Unknown
Acne 100 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=16d2264b-e00b-4a3a-9b52-2bf4ca33a73a	Inactive ingredient	Approved 8583	Clean Getaway Bag Approved Use Unknown

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	11285556
Unusually stable and long-lived ligand-induced conformations of integrins.	2001-05-18	11278530
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	11267911
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	11267891
Relaxed DM requirements during class II peptide loading and CD4+ T cell maturation in BALB/c mice.	2001-04-15	11290790
Enzyme-catalyzed and enzyme-triggered pathways in dioxygenation of 1-monolinoleoyl-rac-glycerol by potato tuber lipoxygenase.	2001-04-07	11295443
Conformational properties of alpha-synuclein in its free and lipid-associated states.	2001-04-06	11286556
CytK toxin of Bacillus cereus forms pores in planar lipid bilayers and is cytotoxic to intestinal epithelia.	2001-04-01	11287145
Skin sensitisation testing--new perspectives and recommendations.	2001-04	11295477
Isolation of 2000-kDa complexes of N-methyl-D-aspartate receptor and postsynaptic density 95 from mouse brain.	2001-04	11279284
Pathological findings in cumulative irritation induced by SLS and croton oil in hairless mice.	2001-04	11260241
Effect of different moisturizers on SLS-irritated human skin.	2001-04	11260239
Films of collagen crosslinked by S-S bonds: preparation and characterization.	2001-04	11246954
Freezability of spermatozoa from Finn and Dorset rams in multiple semen extenders.	2001-03-30	11267804
Monoclonal antibodies against different epitopes of nonstructural protein sigmaNS of avian reovirus S1133.	2001-03-30	11259199
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	11275802
Stabilisation of natural anthocyanins by micellar systems.	2001-03-23	11274803
Safety and immunogenicity of an intranasal Pseudomonas aeruginosa hybrid outer membrane protein F-I vaccine in human volunteers.	2001-03-21	11257350
Capillary electrophoretic determination of the constituents of Artemisiae Capillaris Herba.	2001-03-16	11293590
Capillary electrophoretic analysis of carbohydrates derivatized by in-capillary condensation with 1-phenyl-3-methyl-5-pyrazolone.	2001-03-16	11293587
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	11243917
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	11238627
Secondary structure and position of the cell-penetrating peptide transportan in SDS micelles as determined by NMR.	2001-03-13	11258929
[An amphiphilic substance inhibits the mollusk capacity to fliter phytoplankton cells from water].	2001-03-10	11236572
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	11269589
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	11257525
Determination of aloenin, barbaloin and isobarbaloin in aloe species by micellar electrokinetic chromatography.	2001-03-05	11254203
Analysis of sialo-N-glycans in glycoproteins as 1-phenyl-3-methyl-5-pyrazolone derivatives by capillary electrophoresis.	2001-03-02	11261727
Extension of A beta2M amyloid fibrils with recombinant human beta2-microglobulin.	2001-03	11293823
Determining effective interfacial tension and predicting finger spacing for DNAPL penetration into water-saturated porous media.	2001-03	11291479
Subclinical, non-erythematous irritation with an open assay model (washing): sodium lauryl sulfate (SLS) versus sodium laureth sulfate (SLES).	2001-03	11278060
Proteoglycans and hyaluronan in human fetal membranes.	2001-03	11262472
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	11250534
Capillary electrophoretic separation, immunochemical recognition and analysis of the diastereomers quinine and quinidine and two quinidine metabolites in body fluids.	2001-03	11248471
Pitfalls of irritant patch testing using different test chamber sizes.	2001-03	11244137
Effect of patch type on the cumulative irritation potential of 4 test materials.	2001-03	11244136
Simple and rapid method for production of whole-virus antigen for serodiagnosis of caprine arthritis-encephalitis virus by enzyme-linked immunosorbent assay.	2001-03	11238221
A simple technique for the simultaneous determination of molecular weight and activity of superoxide dismutase using SDS-PAGE.	2001-02-26	11245894
Protein concentration of cerebrospinal fluid by precipitation with Pyrogallol Red prior to sodium dodecyl sulphate-polyacrylamide gel electrophoresis.	2001-02-26	11245891
Optimization of separation and migration behavior of chloropyridines in micellar electrokinetic chromatography.	2001-02-23	11263570
X-ray diffraction study on ordered, disordered and reconstituted intercellular lipid lamellar structure in stratum corneum.	2001-02-15	11254216
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	11246420
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	11293719
Separation of basic, acidic and neutral compounds by capillary electrochromatography using uncharged monolithic capillary columns modified with anionic and cationic surfactants.	2001-02	11258767
Determination of alkylphenol ethoxylates by micellar electrokinetic chromatography with bile salts.	2001-02	11258765
The cold-shock stress response in Mycobacterium smegmatis induces the expression of a histone-like protein.	2001-02	11251819
Purification and some properties of ubiquinol oxidase from obligately chemolithotrophic iron-oxidizing bacterium, Thiobacillus ferrooxidans NASF-1.	2001-01	11272847
[Calorimetric evaluation of directly compressed tablets].	2001-01	11242832
The state of the art of dynamic coatings.	2001	11296915
Microwave corneosurfametry and the short-duration dansyl chloride extraction test for rating concentrated irritant surfactants.	2001	11244229

Patents

Sample Use Guides

In Vivo Use Guide

in rabbits

Route of Administration: Vaginal

In Vitro Use Guide

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 `Mon Mar 31 17:34:41 GMT 2025` Edited by `admin` on `Mon Mar 31 17:34:41 GMT 2025`
Record UNII	368GB5141J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SODIUM LAURILSULFATE

Preferred Name

English

SODIUM LAURYL SULFATE

Official Name

English

SODIUM DODECYLSULFATE

Systematic Name

English

SODIUM LAURYL SULFATE [VANDF]

Common Name

English

Sodium lauryl sulfate [WHO-DD]

Common Name

English

SODIUM MONODODECYL SULPHATE

Systematic Name

English

SODIUM LAURYL SULPHATE

Systematic Name

English

SODIUM LAURYL SULFATE [USP-RS]

Common Name

English

SODIUM LAURYL SULFATE [HSDB]

Common Name

English

SODIUM LAURILSULFATE [EP MONOGRAPH]

Common Name

English

TEXAPON K 12 P

Brand Name

English

SODIUM LAURYL SULFATE [MI]

Common Name

English

SODIUM DODECYL SULFATE

Systematic Name

English

SULFURIC ACID MONODODECYL ESTER SODIUM SALT

Common Name

English

NSC-402488

Code

English

SODIUM LAURILSULFATE [MART.]

Common Name

English

SODIUM LAURYL SULFATE [JAN]

Common Name

English

SODIUM LAURYL SULFATE, SYNTHETIC

Common Name

English

Sodium monododecyl sulfate

Systematic Name

English

SODIUM LAURYL SULFATE [II]

Common Name

English

SODIUM LAURILSULFATE [EP IMPURITY]

Common Name

English

SODIUM LAURYL SULFATE [FCC]

Common Name

English

SODIUM DODECYL SULPHATE

Systematic Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

NOT YET ASSIGNED