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Identification
Name Sodium lauryl sulfate
Accession Number DB00815 (APRD01606)
Type small molecule
Groups approved
Description

Sodium Lauryl Sulfate (SLS) is an anionic surfactant naturally derived from coconut and/or palm kernel oil. It usually consisting of a mixture of sodium alkyl sulfates, mainly the lauryl. SLS lowers surface tension of aqueous solutions and is used as fat emulsifier, wetting agent, and detergent in cosmetics, pharmaceuticals and toothpastes. It is also used in creams and pastes to properly disperse the ingredients and as research tool in protein biochemistry. SLS also has some microbicidal activity.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  • Dodecyl alcohol, hydrogen sulfate, sodium salt
  • Dodecyl sodium sulfate
  • Dodecyl sulfate sodium
  • Dodecyl sulfate sodium salt
  • Dodecyl sulfate, sodium salt
  • Lauryl sodium sulfate
  • Lauryl sulfate sodium
  • Lauryl sulfate sodium salt
  • Lauryl sulfate, sodium salt
  • Laurylsiran sodny [czech]
  • Lauyl sodium sulfate
  • Monododecyl sodium sulfate
  • N-dodecyl sulfate sodium
  • NADDS
  • NALS
  • Natrium laurylsulfuricum
  • Natriumlaurylsulfat
  • SDS
  • Sodium dodecyl sulfate
  • Sodium lauryl sulfate
  • Sodium lauryl sulphate
  • Sodium monododecyl sulfate
  • Sodium monolauryl sulfate
  • Sodium n-dodecyl sulfate
  • Sodiumlauryl ether sulfate
  • Sulfuric acid dodecyl ester sodium salt
  • Sulfuric acid monododecyl ester sodium salt
  • Sulfuric acid, monododecyl ester, sodium salt
Brand names
  • Adeka Hope LS 35
  • Adeka Hope LS 90
  • Akyposal NLS
  • Akyposal SDS
  • Alscoap LN 40A
  • Alscoap LN 90
  • Alscoap MP 90N
  • Alscoap SP 40
  • Alscoap-LN 90P
  • Anticerumen
  • Aquarex me
  • Aquarex methyl
  • Avirol 101
  • Avirol 118 conc
  • Avirol SL 2010
  • Berol 452
  • Bio-Soft SDBS 60
  • Calfoam ES 303
  • Calfoam SLS 30
  • Carsonol SLS
  • Carsonol SLS paste b
  • Carsonol SLS special
  • Carsonol SLS-s
  • Caswell No. 779
  • Conco sulfate wa
  • Conco sulfate WA-1200
  • Conco sulfate WA-1245
  • Conco sulfate WAG
  • Conco sulfate WAN
  • Conco sulfate WAS
  • Conco sulfate WN
  • Cycloryl 21
  • Cycloryl 21LS
  • Cycloryl 31
  • Cycloryl 580
  • Cycloryl 585N
  • Dehydag sulfate GL
  • Dehydag sulfate GL emulsion
  • Dehydag sulphate GL emulsion
  • Dehydrag sulfate GL emulsion
  • Dermacide
  • Detergent 66
  • Dreft
  • Dupanol waq
  • Duponal
  • Duponal waqe
  • Duponol
  • Duponol c
  • Duponol ME
  • Duponol methyl
  • Duponol QC
  • Duponol QX
  • Duponol WA
  • Duponol WA DRY
  • Duponol WAQ
  • Duponol waqa
  • Duponol waqe
  • Duponol waqm
  • Emal 10
  • Emal 10 Needle
  • Emal 10 Powder
  • Emal 2F
  • Emal 2F Needle
  • Emal 2F30
  • Emal o
  • Emal os
  • Emersal 6400
  • Empicol 0303
  • Empicol 0303VA
  • Empicol BSD 70
  • Empicol LPZ
  • Empicol LS 30
  • Empicol LX 2
  • Empicol LX 28
  • Empicol LX 28R
  • Empicol LX 42
  • Empicol LXSV 938U
  • Empicol LXV
  • Empicol LY 28S
  • Empicol LZ/D
  • Empimin SDS
  • Emulsogen LS
  • Equex S
  • Equex SP
  • Finasol OSR 2
  • Finasol osr(sub 2)
  • Finasol OSR2
  • Fongrapol LSS
  • Gardinol
  • Gardinol type detergent
  • Genapol LSS
  • Hexamol SLS
  • Incronol SLS
  • Irium
  • Jordanol SL-300
  • K 12 (surfactant)
  • Lanette wax s
  • Lanette wax-s
  • Maprobix neu
  • Maprofix 563
  • Maprofix LK
  • Maprofix neu
  • Maprofix wac
  • Maprofix wac-la
  • Melanol CL
  • Melanol CL 30
  • Monagen Y 100
  • Monogen LH
  • Monogen Y 100
  • Monogen Y 500
  • Montopol LA paste
  • Needle 10
  • Neutrazyme
  • Nikkol SLS
  • Nissan persoft SP
  • Nissan Sintrex L 100
  • Odoripon Al 95
  • Orvus WA
  • Orvus WA paste
  • Perklankrol ESD 60
  • Perlandrol L
  • Perlankrol E.S.D. 60
  • Perlankrol L
  • Pionin A 21
  • Polystep B 3
  • Polystep B 5
  • Quolac ex-ub
  • Rewopol NLS 28
  • Rewopol NLS 30
  • Rhodapon LCP
  • Rhodapon LSB
  • Rhodapon SB
  • Rhodapon SB 8208S
  • Rhodapon SM
  • Rhodapon UB
  • Richonol A
  • Richonol AF
  • Richonol C
  • Rolpon LS
  • Rosulfan L 1
  • Sandet ona
  • Silipon RN 6031
  • Sinnopon LS 100
  • Sinnopon LS 95
  • Sinolin 90TK-N
  • Sintapon l
  • Sintrex L 100
  • Sipex op
  • Sipex SB
  • Sipex SD
  • Sipex SP
  • Sipex ub
  • Sipon LCS 98
  • Sipon LS
  • Sipon LS 100
  • Sipon LSB
  • Sipon PD
  • Sipon ub
  • Sipon WD
  • Solsol needles
  • Sorpol 5029O
  • Sorpol 8070
  • Standapol 112 conc
  • Standapol WA-AC
  • Standapol WAQ
  • Standapol WAQ special
  • Standapol WAQ-LC
  • Standapol WAS 100
  • Stanfax 234
  • Steinapol NLS
  • Steinapol NLS 90
  • Stepanal WAC
  • Stepanol ME
  • Stepanol ME DRY
  • Stepanol ME DRY AW
  • Stepanol ME DRY SLS
  • Stepanol methyl
  • Stepanol methyl DRY AW
  • Stepanol T 28
  • Stepanol WA
  • Stepanol WA 100
  • Stepanol WA extra
  • Stepanol WA paste
  • Stepanol WA special
  • Stepanol WA-100
  • Stepanol WAC
  • Stepanol WAQ
  • Sterling WA paste
  • Sterling waq-CH
  • Sterling waq-cosmetic
  • Sulfetal L 95
  • Sulfochem SLS
  • Sulfolyser
  • Sulfopon T 30
  • Sulfopon WA 1
  • Sulfopon WA 1 Special
  • Sulfopon WA 2
  • Sulfopon WA 3
  • Sulfopon WA1 Special
  • Sulfopon WA2
  • Sulfopon WA3
  • Sulfotex WA
  • Sulfotex wala
  • Sunnol LM 1130
  • Supralate C
  • Surfactant K12
  • Surfax 220
  • Swascol 1P
  • Swascol 3L
  • Swascol 4L
  • Syntapon L
  • Tarapon K 12
  • Texapon DL conc.
  • Texapon K 12
  • Texapon K 1296
  • Texapon K 1298
  • Texapon K 12G
  • Texapon K12
  • Texapon K1296
  • Texapon L 100
  • Texapon V HC
  • Texapon V HC powder
  • Texapon Z high conc. needles
  • Texapon ZHC
  • Trepenol WA
  • Ufarol AM 30
  • Ufarol TCL 92
  • Ultra sulfate SL-1
  • WAQE
  • Witcolate A
Brand name mixtures
  • For sope (sodium lauryl sulfate + stearic acid)
  • Plax anti-plaque den rinse peppermint liq (sodium benzoate + sodium lauryl sulfate + sodium salicylate)
  • Plax anti-plaque dent rinse soft mint liq (sodium benzoate + sodium lauryl sulfate + sodium salicylate)
  • Plax anti-plaque dental rinse (sodium benzoate + sodium lauryl sulfate + sodium salicylate)
Categories
  • Surface-Active Agents
CAS number 151-21-3
Weight Average: 288.379
Monoisotopic: 288.137124653
Chemical Formula C12H25NaO4S
InChI Key InChIKey=DBMJMQXJHONAFJ-UHFFFAOYSA-M
InChI
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
Plain Text
IUPAC Name
sodium dodecyl sulfate
SMILES
[Na+].CCCCCCCCCCCCOS([O-])(=O)=O
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication SLS is used as a surfactant in shampoos and toothpastes. SLS also has microbicidal activities against both enveloped (Herpes simplex viruses, HIV-1, Semliki Forest virus) and nonenveloped (papillomaviruses, reovirus, rotavirus and poliovirus) viruses, although it has not been approved for this use.
Pharmacodynamics SLS is an anionic surfactant. Its amphiphilic properties make it an ideal detergent.
Mechanism of action Like other surfactants, SLS is amphiphilic. It thus migrates to the surface of liquids, where its alignment and aggregation with other SLS molecules lowers the surface tension. This allows for easier spreading and mixing of the liquid. SLS has potent protein denaturing activity and inhibits the infectivity of viruses by by solubilizing the viral envelope and/or by denaturing envelope and/or capsid proteins.
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Oral (LD50): Acute: 1288 mg/kg [Rat]
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers
Dosage forms Not Available
Prices
Unit description Cost Unit
Monogen powder 0.09 USD g
Sodium lauryl sulfate cryst 0.03 USD g
Carrington whirlpool solution 0.01 USD ml
Patents Not Available
Properties
State solid
Melting point 205.5 oC
Experimental Properties
Property Value Source
water solubility 100 mg/mL [SINGER,MM & TJEERDEMA,RS (1993)] PhysProp
logP 1.60 [HANSCH,C ET AL. (1995)] PhysProp
Predicted Properties
Property Value Source
water solubility 1.21e-02 g/l ALOGPS
logP 3.86 ALOGPS
logP 4.42 ChemAxon Molconvert
logS -4.38 ALOGPS
pKa ChemAxon Molconvert
hydrogen acceptor count 3 ChemAxon Molconvert
hydrogen donor count 0 ChemAxon Molconvert
polar surface area 66.43 ChemAxon Molconvert
rotatable bond count 12 ChemAxon Molconvert
refractivity 67.81 ChemAxon Molconvert
polarizability 31.17 ChemAxon Molconvert
References
Synthesis Reference Not Available
General Reference
  1. Agner T: Susceptibility of atopic dermatitis patients to irritant dermatitis caused by sodium lauryl sulphate. Acta Derm Venereol. 1991;71(4):296-300. Pubmed
  2. Marrakchi S, Maibach HI: Sodium lauryl sulfate-induced irritation in the human face: regional and age-related differences. Skin Pharmacol Physiol. 2006;19(3):177-80. Epub 2006 May 4. Pubmed
  3. Loffler H, Effendy I: Skin susceptibility of atopic individuals. Contact Dermatitis. 1999 May;40(5):239-42. Pubmed
  4. Chahine L, Sempson N, Wagoner C: The effect of sodium lauryl sulfate on recurrent aphthous ulcers: a clinical study. Compend Contin Educ Dent. 1997 Dec;18(12):1238-40. Pubmed
  5. Herlofson BB, Barkvoll P: The effect of two toothpaste detergents on the frequency of recurrent aphthous ulcers. Acta Odontol Scand. 1996 Jun;54(3):150-3. Pubmed
  6. Piret J, Desormeaux A, Bergeron MG: Sodium lauryl sulfate, a microbicide effective against enveloped and nonenveloped viruses. Curr Drug Targets. 2002 Feb;3(1):17-30. Pubmed
External Links
Resource Link
KEGG Drug D01045 Link_out
KEGG Compound C11166 Link_out
ChEBI 8984 Link_out
ChEMBL 8984 Link_out
Therapeutic Targets Database DAP001227 Link_out
PharmGKB PA451398 Link_out
Drug Product Database 0 Link_out
Wikipedia http://en.wikipedia.org/wiki/Sodium_lauryl_sulfate Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS show (75.2 KB)
Interactions
Drug Interactions
Drug Interaction
Food Interactions Not Available
Carriers

1. Serum albumin

Actions: binder

Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood

UniProt ID: P02768 Link_out
Gene: ALB Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Chang-Ying Y, An-Xin H, Yi L, Hui T, Song-Sheng Q: Some properties of the interaction between 2,2’-diselenadibenzoic acid and serum albumins. J Pharm Biomed Anal. 2005 Sep 1;39(1-2):263-7. Pubmed
  2. Choi EJ, Foster MD: Surfactant displacement of human serum albumin adsorbed on loosely packed self-assembled monolayers: cetyltrimethylammonium bromide versus sodium dodecyl sulfate. J Colloid Interface Sci. 2003 May 15;261(2):273-82. Pubmed
  3. Santos SF, Zanette D, Fischer H, Itri R: A systematic study of bovine serum albumin (BSA) and sodium dodecyl sulfate (SDS) interactions by surface tension and small angle X-ray scattering. J Colloid Interface Sci. 2003 Jun 15;262(2):400-8. Pubmed
  4. Cao WG, Jiao QC, Liu Q: [Spatial orientation interaction mechanism of three component complex of protein—BSA/SDS/Azur a system] Guang Pu Xue Yu Guang Pu Fen Xi. 2005 Sep;25(9):1478-81. Pubmed
  5. Schweitzer B, Felippe AC, Dal Bo A, Minatti E, Zanette D, Lopes A: Sodium dodecyl sulfate promoting a cooperative association process of sodium cholate with bovine serum albumin. J Colloid Interface Sci. 2006 Jun 1;298(1):457-66. Epub 2006 Feb 2. Pubmed
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed
Comments
Drug created on June 13, 2005 07:24 / Updated on May 24, 2011 15:04

This project is supported by Genome Alberta & Genome Canada, a not-for-profit organization that is leading Canada's national genomics strategy with $600 million in funding from the federal government. This project is also supported in part by GenomeQuest, Inc., an enterprise genomic information company serving the life science community.