4-Hexylresorcinol

From Wikipedia, the free encyclopedia
(Redirected from E586)

Template:Short description Template:Cs1 config Template:Short description Page Template:Infobox drug/styles.css has no content.

Page Module:Infobox/styles.css has no content.

4-Hexylresorcinol
Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found.
Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found.
Clinical data
Trade namesS.T.37, Crystoids[1]
AHFS/Drugs.comInternational Drug Names
ATC codePage Template:Plainlist/styles.css has no content.
Identifiers
  • 4-hexylbenzene-1,3-diol
CAS NumberPage Template:Plainlist/styles.css has no content.
PubChem CIDPage Template:Plainlist/styles.css has no content.
PubChem SIDPage Template:Plainlist/styles.css has no content.
IUPHAR/BPSPage Template:Plainlist/styles.css has no content.
DrugBankPage Template:Plainlist/styles.css has no content.
ChemSpiderPage Template:Plainlist/styles.css has no content.
UNIIPage Template:Plainlist/styles.css has no content.
KEGGPage Template:Plainlist/styles.css has no content.
ChEBIPage Template:Plainlist/styles.css has no content.
ChEMBLPage Template:Plainlist/styles.css has no content.
NIAID ChemDBPage Template:Plainlist/styles.css has no content.
PDB ligandPage Template:Plainlist/styles.css has no content.
CompTox Dashboard (EPA)Page Template:Plainlist/styles.css has no content.
Chemical and physical data
FormulaC12H18O2
Molar mass194.274 g·mol−1
3D model (JSmol)Page Template:Plainlist/styles.css has no content.
Melting point68 to 69 °C (154 to 156 °F)
Boiling point333 to 335 °C (631 to 635 °F)
  • Oc1cc(O)ccc1CCCCCC
  • InChI=1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3 checkY
  • Key:WFJIVOKAWHGMBH-UHFFFAOYSA-N checkY
Data page
Template:Infobox drug/data page link
Page Template:Nobold/styles.css has no content.  (verify)

4-Hexylresorcinol is an organic compound with local anaesthetic, antiseptic, and anthelmintic properties.[2]

As an antiseptic, it is marketed as S.T.37 by Numark Laboratories, Inc. (in a 0.1% solution) for oral pain relief and as a topical antiseptic. It is available for use topically on small skin infections or as an ingredient in throat lozenges.

As an anthelmintic, 4-hexylresorcinol was sold under the brand Crystoids.[3] Sytheon Ltd., USA markets 4-hexylresorcinol (trade named Synovea HR).

Johnson & Johnson uses 4-hexylresorcinol in its Neutrogena, Aveeno, and RoC skincare products as an anti-aging cream. 4-Hexylresorcinol has been used commercially by many cosmetic and personal care companies, such as Mary Kay, Clarins, Unilever, Murad, Facetheory, Arbonne, and many small and large companies.

A study published in Chemical Research in Toxicology [4] shows that 4-hexylresorcinol used as a food additive (E-586) exhibits some estrogenic activity, i.e. resembles action of the female sex hormone estrogen. However, a recent study published in Applied Sciences [5] shows that 4-hexylresorcinol did not change the expression of estrogen receptor-α, -β, or p-ERK1/2 in MCF-7 cells. In an ovariectomized animal model, the 4HR group showed similar levels of ERα, ERβ, and prolactin expression in the pituitary gland compared to the solvent only group, while the estradiol group showed higher levels. Serum prolactin levels were similar between the 4HR and solvent only groups.[5]

In one study, 4-hexylresorcinol increased the shelf life of shrimp by reducing melanosis (black spots).[6]

In mice with cancer, 4-hexylresorcinol inhibited NF-κB and extended their survival rate.[7]


References

Page Template:Reflist/styles.css has no content.

  1. ^ Page Module:Citation/CS1/styles.css has no content."Hexylresorcinol". NIST Chemistry WebBook, SRD 69. NIST. Retrieved 19 April 2024.
  2. ^ Page Module:Citation/CS1/styles.css has no content.Gisvold O (1966). Wilson CO, Gisvold O, Doerge RF (eds.). Textbook of Organic Medicinal and Pharmaceutical Chemistry (5th ed.). Philadelphia: Lippincott. pp. 237–262.
  3. ^ Page Module:Citation/CS1/styles.css has no content."Anthelmintic Crystoids" (Object in collection). National Museum of American History. ID number 1985.0481.142. Retrieved 19 April 2024.
  4. ^ Page Module:Citation/CS1/styles.css has no content.Amadasi A, Mozzarelli A, Meda C, Maggi A, Cozzini P (January 2009). "Identification of xenoestrogens in food additives by an integrated in silico and in vitro approach". Chemical Research in Toxicology. 22 (1): 52–63. doi:10.1021/tx800048m. PMC 2758355. PMID 19063592.
  5. ^ a b Page Module:Citation/CS1/styles.css has no content.Kang YJ, Oh JH, Seok H, Jo YY, Kim DW, Garagiola U, et al. (2020). "4-Hexylresorcinol Exhibits Different Characteristics to Estrogen". Applied Sciences. 10 (5): 1737. doi:10.3390/app10051737. hdl:2434/962276.
  6. ^ Page Module:Citation/CS1/styles.css has no content.Montero P (2006). "Effectiveness of Onboard Application of 4-Hexylresorcinol in Inhibiting Melanosis in Shrimp (Parapenaeus longirostris)". Journal of Food Science. 69: C643–C647. doi:10.1111/j.1365-2621.2004.tb09913.x.
  7. ^ Page Module:Citation/CS1/styles.css has no content.Kim SG, Lee SW, Park YW, Jeong JH, Choi JY (December 2011). "4-hexylresorcinol inhibits NF-κB phosphorylation and has a synergistic effect with cisplatin in KB cells". Oncology Reports. 26 (6): 1527–32. doi:10.3892/or.2011.1436. PMID 21874263.

Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found. Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found.