LAURYL SULFATE

First approved in 1964

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

Structure Search

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

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

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
Target ID: virus envelope and/or capsid protein Sources: https://www.ncbi.nlm.nih.gov/pubmed/11899262	Interacts 314

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 145 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 98 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=16d2264b-e00b-4a3a-9b52-2bf4ca33a73a	Inactive ingredient	Approved 8307	Clean Getaway Bag Approved Use Unknown

PubMed

Title	Date	PubMed
The state of the art of dynamic coatings.	2001	11296915
Influence of protein composition on total urinary protein determined by pyrocatechol-violet (UPRO vitros) and pyrogallol red dye binding methods.	2001	11170233
Skin sensitisation testing--new perspectives and recommendations.	2001 Apr	11295477
Isolation of 2000-kDa complexes of N-methyl-D-aspartate receptor and postsynaptic density 95 from mouse brain.	2001 Apr	11279284
Enzyme-catalyzed and enzyme-triggered pathways in dioxygenation of 1-monolinoleoyl-rac-glycerol by potato tuber lipoxygenase.	2001 Apr 7	11295443
Separation of basic, acidic and neutral compounds by capillary electrochromatography using uncharged monolithic capillary columns modified with anionic and cationic surfactants.	2001 Feb	11258767
Determination of alkylphenol ethoxylates by micellar electrokinetic chromatography with bile salts.	2001 Feb	11258765
Production and evaluation of size reduced grades of microcrystalline cellulose.	2001 Feb 1	11165090
Two isoforms of a nucleotide-sugar pyrophosphatase/phosphodiesterase from barley leaves (Hordeum vulgare L.) are distinct oligomers of HvGLP1, a germin-like protein.	2001 Feb 9	11172808
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	11115640
[An amphiphilic substance inhibits the mollusk capacity to fliter phytoplankton cells from water].	2001 Jan-Feb	11236572
Capillary electrophoretic separation, immunochemical recognition and analysis of the diastereomers quinine and quinidine and two quinidine metabolites in body fluids.	2001 Mar	11248471
Physico-chemical requirements for cellular uptake of pAntp peptide. Role of lipid-binding affinity.	2001 Mar	11231282
Amelin extracellular processing and aggregation during rat incisor amelogenesis.	2001 Mar	11165565
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 Mar-Apr	11275802
Unusually stable and long-lived ligand-induced conformations of integrins.	2001 May 18	11278530

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 `Fri Dec 16 15:53:33 UTC 2022` Edited by `admin` on `Fri Dec 16 15:53:33 UTC 2022`
Record UNII	DIQ16UC154
Record Status	`Validated (UNII)`
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Name

Type

Language

LAURYL SULFATE

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

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

DTXSID0042088