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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 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
First Prev Next Last
Salts Not Available
Brand names
Name Company
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
First Prev Next Last
Brand mixtures
Brand Name Ingredients
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 Not Available
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
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents Not Available
Properties
State solid
Experimental Properties
Property Value Source
melting point 205.5 °C PhysProp
water solubility 1E+005 mg/L SINGER,MM & TJEERDEMA,RS (1993)
logP 1.60 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
water solubility 1.21e-02 g/l ALOGPS
logP 3.86 ALOGPS
logP 4.42 ChemAxon
logS -4.4 ALOGPS
pKa (strongest acidic) -1.5 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 3 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 66.43 ChemAxon
rotatable bond count 12 ChemAxon
refractivity 67.81 ChemAxon
polarizability 31.17 ChemAxon
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
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 Not Available
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 February 08, 2013 16:19