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T3D3630 - Sodium laureth sulfate

Record Information
Version 1.0
Creation Date 2009-11-28 02:36:32 UTC
Update Date 2013-04-25 08:48:19 UTC
Accession Number T3D3630
Identification
Common Name Sodium laureth sulfate
Description Sodium laureth sulfate is a detergent and surfactant found in many personal care products (soaps, shampoos, toothpaste etc.). It is an inexpensive and very effective foaming agent made by mixing sulfuric acid, monododecyl ester, and sodium salt. Sodium laureth sulfate may cause eye or skin irritation. (W640)
Compound Type
  • Cosmetic Toxin
Chemical Structure
Thumb
MOL SDF SMILES InChI
Synonyms
  1. 2-(Dodecyloxy)ethanol hydrogen sulfate sodium salt
  2. 2-(Dodecyloxy)ethyl sodium sulfate
  3. Avirol 100E
  4. Conco sulfate we
  5. Cycloryl na
  6. Dodecyl sodium ethoxysulfate
  7. Elfan 242
  8. Elfan NS 242
  9. Elfan NS 243
  10. Empicol ESB 3
  11. Empicol ESB 30
  12. Empimin KSN
  13. Empimin KSN 27
  14. Empimin KSN 60
  15. Empimin KSN 70
  16. Etoxon epa
  17. Laureth-8 carboxylic acid sodium salt
  18. Maprofix 60S
  19. Maprofix es
  20. PEG-12 Lauryl ether sulfate sodium salt
  21. PEG-5 Lauryl ether sulfate sodium salt
  22. PEG-7 Lauryl ether sulfate sodium salt
  23. PEG-8 Lauryl ether sulfate sodium salt
  24. Polyethylene glycol (5) lauryl ether sulfate sodium salt
  25. Polyethylene Glycol (7) Lauryl Ether Sulfate Sodium Salt
  26. Polyethylene glycol 400 lauryl ether sulfate sodium salt
  27. Polyethylene glycol 600 lauryl ether sulfate sodium salt
  28. Polyethylene glycol sulfate monododecyl ether sodium salt
  29. Polyoxyethylene (12) lauryl ether sulfate sodium salt
  30. Polyoxyethylene (5) lauryl ether sulfate sodium salt
  31. Polyoxyethylene (7) lauryl ether sulfate sodium salt
  32. Polyoxyethylene (8) lauryl ether sulfate sodium salt
  33. Retzolate 60
  34. Rewopol NL-2
  35. Rhodapex esy
  36. Sipon es
  37. Sipon esy
  38. Sipon LES 25
  39. Sodium (lauryloxypolyethoxy)ethyl sulfate
  40. Sodium 2-(dodecyloxy)ethyl sulfate
  41. Sodium 2-(dodecyloxy)ethyl sulphate
  42. Sodium 2-(lauryloxy)ethyl sulfate
  43. Sodium dodeceth-1 sulfate
  44. Sodium dodecylpoly(oxyethylene) sulfate
  45. Sodium laureth sulfate
  46. Sodium laureth-12 sulfate
  47. Sodium laureth-3 sulfate
  48. Sodium laureth-5 sulfate
  49. Sodium laureth-7 sulfate
  50. Sodium laureth-8 sulfate
  51. Sodium lauryl ether sulfate
  52. Sodium lauryl ethoxysulphate
  53. Sodium lauryl oxyethyl sulfate
  54. Sodium lauryl sulfate ethoxylate
  55. Sodium laurylpoly(oxyethylene) sulfate
  56. Sodium poly(oxyethylene) lauryl ether sulfate
  57. Sodium polyethylene glycol (5) lauryl ether sulfate
  58. Sodium polyethylene glycol (7) lauryl ether sulfate
  59. Sodium polyethylene glycol 400 sulfate
  60. Sodium polyethylene glycol 600 lauryl ether sulfate
  61. Sodium polyoxyethylene (12) lauryl ether sulfate
  62. Sodium polyoxyethylene (5) lauryl ether sulfate
  63. Sodium polyoxyethylene (7) lauryl ether sulfate
  64. Sodium polyoxyethylene (8) sulfate
  65. Standapol ES 2
  66. Standapol ES-3
  67. Steol CS-460
  68. Texapon N40
  69. Zetesol LES 2
Chemical Formula C14H29NaO5S
Average Molecular Weight 332.432
Monoisotopic Molecular Weight 332.163339403
Chemical IUPAC Name
sodium 2-(dodecyloxy)ethyl sulfate
CAS Registry Number 9004-82-4
SMILES
[Na+].CCCCCCCCCCCCOCCOS([O-])(=O)=O
InChI Identifier
InChI=1S/C14H30O5S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-18-13-14-19-20(15,16)17;/h2-14H2,1H3,(H,15,16,17);/q;+1/p-1
InChI Key InChIKey=ASEFUFIKYOCPIJ-UHFFFAOYSA-M
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Organic Acids and Derivatives
Class Organic Sulfuric Acids and Derivatives
Sub Class Sulfuric Acid Monoesters
Direct Parent Sulfuric Acid Monoesters
Alternative Parents
  • Dialkyl Ethers
  • Organic Alkali Metal Compounds
  • Organosulfur Compounds
Molecular Framework Aliphatic Acyclic Compounds
Substituents
  • organosulfur compound
  • dialkyl ether
  • organometallic compound
  • organic alkali metal moeity
External Descriptors Not Available
DrugBank ID Not Available
PubChem Compound ID 23665884 Link_out
KEGG ID Not Available
UniProt ID Not Available
OMIM ID Not Available
ChEBI ID Not Available
BioCyc ID Not Available
CTD ID Not Available
Stitch ID Not Available
PDB ID Not Available
ACToR ID Not Available
Wikipedia Link http://en.wikipedia.org/wiki/Sodium_laureth_sulfate Link_out
Physical Properties
Appearance Not Available
Melting Point Not Available
Solubility 0.187 mg/mL at 25 oC
Predicted LogP 4.369881525666667
Toxicity Profile
Route of Exposure Oral (W628) ; inhalation (W628) ; dermal (W624)
Mechanism of Action While sodium laureth sulfate itself is not toxic, it is a nitrosating agent. Nitrosating agents may decompose and/or react to cause nitrosamine contamination. Nitrosamines are produced from secondary amines and amides in the presence of nitrite ions and are believed to be carcinogenic. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are then believed to induce their carcinogenic effects by forming DNA adducts at the N- and O-atoms. Sodium laureth sulfate may also be contaminated with low levels of 1,4-dioxane, another believed carcinogen. (W624, W625, W626, W627, W628, W640)
Metabolism Nitrosamines can enter the body via ingestion, inhalation, or dermal contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, which essentially activates them into carcinogens. (W626, W627)
Toxicity Values Not Available
Lethal Dose Not Available
Carcinogenicity (IARC Classification) Not Available
Uses/Sources Sodium laureth sulfate is a detergent and surfactant found in many personal care products (soaps, shampoos, toothpaste etc.). (W640)
Minimum Risk Level Not Available
Health Effects Sodium laureth sulfate may cause skin and eye irritation, as well as increase the frequency of canker sores when used in toothpaste. It may also react to produce nitrosamines or contain low levels of 1,4-dioxane, both of which are believed to be carcinogenic. (W625, W640)
Symptoms Sodium laureth sulfate may cause skin and eye irritation, as well as increase the frequency of canker sores when used in toothpaste. (W640)
Treatment Not Available
References
General References
  • W640 — Wikipedia. Sodium laureth sulfate. Last Updated 21 November 2009. [Link]
  • W625 — Organic Natural Health (1998). Cancer Causing Toxic Chemical Ingredients in Cosmetic and Skin Care Products. [Link]
  • W626 — Oyama T, Sugio K, Uramoto H, Iwata T, Onitsuka T, Isse T, Nozoe T, Kagawa N, Yasumoto K, Kawamoto T. Increased cytochrome P450 and aryl hydrocarbon receptor in bronchial epithelium of heavy smokers with non-small cell lung carcinoma carries a poor prognosis. Front Biosci. 2007 May 1;12:4497-503. [17485391 Link_out]
  • W627 — Sasaki S, Sata F, Katoh S, Saijo Y, Nakajima S, Washino N, Konishi K, Ban S, Ishizuka M, Kishi R. Adverse birth outcomes associated with maternal smoking and polymorphisms in the N-Nitrosamine-metabolizing enzyme genes NQO1 and CYP2E1. Am J Epidemiol. 2008 Mar 15;167(6):719-26. Epub 2008 Jan 23. [18218609 Link_out]
  • W624 — Wikipedia. Nitrosamine. Last Updated 16 November 2009. [Link]
  • W628 — Drabløs F, Feyzi E, Aas PA, Vaagbø CB, Kavli B, Bratlie MS, Peña-Diaz J, Otterlei M, Slupphaug G, Krokan HE. Alkylation damage in DNA and RNA--repair mechanisms and medical significance. DNA Repair (Amst). 2004 Nov 2;3(11):1389-407. [15380096 Link_out]

Targets

1. Cytokine receptor common subunit beta

High affinity receptor for interleukin-3, interleukin-5 and granulocyte-macrophage colony-stimulating factor.

Sodium laureth sulfate is a nitrosating agent and may decompose and/or react to cause nitrosamine contamination. Nitrosamines are believed to induce carcinogenic effects by forming DNA adducts at the N- and O-atoms. (W625, W628)
UniProt ID: P32927 Link_out
Gene: CSF2RB Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out
References:
  • W625 — Organic Natural Health (1998). Cancer Causing Toxic Chemical Ingredients in Cosmetic and Skin Care Products. [Link]
  • W628 — Drabløs F, Feyzi E, Aas PA, Vaagbø CB, Kavli B, Bratlie MS, Peña-Diaz J, Otterlei M, Slupphaug G, Krokan HE. Alkylation damage in DNA and RNA--repair mechanisms and medical significance. DNA Repair (Amst). 2004 Nov 2;3(11):1389-407. [15380096 Link_out]