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Details

Stereochemistry ACHIRAL
Molecular Formula C12H26O4S
Molecular Weight 266.399
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAURYL SULFATE

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)

HIDE SMILES / InChI
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: virus envelope and/or capsid protein
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Inactive ingredient
Clean Getaway Bag

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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
[Purification and biochemical characterization of high-molecular-weight-glutenin subunits 14 and 15].
2001
Influence of protein composition on total urinary protein determined by pyrocatechol-violet (UPRO vitros) and pyrogallol red dye binding methods.
2001
Skin sensitisation testing--new perspectives and recommendations.
2001 Apr
Films of collagen crosslinked by S-S bonds: preparation and characterization.
2001 Apr
CytK toxin of Bacillus cereus forms pores in planar lipid bilayers and is cytotoxic to intestinal epithelia.
2001 Apr 1
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 Apr 27
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 Apr 27
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 Feb
Determination of alkylphenol ethoxylates by micellar electrokinetic chromatography with bile salts.
2001 Feb
Investigation of the threshold for allergic reactivity to chromium.
2001 Feb
Increased antibacterial activity of 15-residue murine lactoferricin derivatives.
2001 Feb
Complex effects of papain on function and inhibitor sensitivity of the red cell anion exchanger AE1 suggest the presence of different transport subsites.
2001 Feb 1
Optimization of separation and migration behavior of chloropyridines in micellar electrokinetic chromatography.
2001 Feb 23
A simple technique for the simultaneous determination of molecular weight and activity of superoxide dismutase using SDS-PAGE.
2001 Feb 26
[Calorimetric evaluation of directly compressed tablets].
2001 Jan
Electric field-induced mobilisation of multiphase solution systems based on the nitration of benzene in a micro reactor.
2001 Jan
Determination of synthesized alpha-vitamin E by micellar electrokinetic chromatography.
2001 Jan
Preparation of platinum nanoparticles by sonochemical reduction of the Pt(IV) ions: role of surfactants.
2001 Jan
Solute-solvent interactions in micellar electrokinetic chromatography. Selectivity of lithium dodecyl sulfate-lithium perfluorooctanesulfonate mixed-micellar buffers.
2001 Jan 12
A novel hydrophobic diheme c-type cytochrome. Purification from Corynebacterium glutamicum and analysis of the QcrCBA operon encoding three subunit proteins of a putative cytochrome reductase complex.
2001 Jan 19
Sulfonated acrylamide copolymers as pseudo-stationary phases in electrokinetic chromatography.
2001 Jan 5
The role of histidine 632 in catalysis by human topoisomerase I.
2001 Jan 5
Extension of A beta2M amyloid fibrils with recombinant human beta2-microglobulin.
2001 Mar
Determining effective interfacial tension and predicting finger spacing for DNAPL penetration into water-saturated porous media.
2001 Mar
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 Mar
Capillary electrophoretic separation, immunochemical recognition and analysis of the diastereomers quinine and quinidine and two quinidine metabolites in body fluids.
2001 Mar
Capillary electrophoretic determination of the constituents of Artemisiae Capillaris Herba.
2001 Mar 16
Capillary electrophoretic analysis of carbohydrates derivatized by in-capillary condensation with 1-phenyl-3-methyl-5-pyrazolone.
2001 Mar 16
Stabilisation of natural anthocyanins by micellar systems.
2001 Mar 23
Freezability of spermatozoa from Finn and Dorset rams in multiple semen extenders.
2001 Mar 30
Structural and immunological similarities between high molecular weight zinc ion-dependent p-nitrophenylphosphatase and fructose-1,6-bisphosphate aldolase from bovine liver.
2001 Mar 9
Patents

Sample Use Guides

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.
Name Type Language
LAURYL SULFATE
II   VANDF  
Systematic Name English
MONODODECYL HYDROGEN SULFATE
Systematic Name English
DODECYL SULPHATE
Systematic Name English
SULFURIC ACID, MONODODECYL ESTER
Common Name English
MONODODECYL SULFATE
Systematic Name English
DODECYL HYDROGEN SULPHATE
Systematic Name English
LAURYL SULFATE [VANDF]
Common Name English
DODECYL SULFATE
HSDB  
Systematic Name English
DODECYL SULFATE [HSDB]
Common Name English
LAURYL SULPHATE
Systematic Name English
LAURYL SULFATE [II]
Common Name English
Code System Code Type Description
EPA CompTox
151-41-7
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
HSDB
936
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
MESH
C028913
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
CAS
151-41-7
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
EVMPD
SUB183758
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
DRUG BANK
DB03967
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
RXCUI
1362927
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
205-791-8
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
FDA UNII
DIQ16UC154
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY
PUBCHEM
8778
Created by admin on Sat Jun 26 08:00:23 UTC 2021 , Edited by admin on Sat Jun 26 08:00:23 UTC 2021
PRIMARY