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4-Hexylresorcinol

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4-Hexylresorcinol
File:Hexylresorcinol.svg
File:Hexylresorcinol-3D-balls.png
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • 4-hexylbenzene-1,3-diol
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.004.780 Edit this at Wikidata
Chemical and physical data
FormulaC12H18O2
Molar mass194.27 g·mol−1
3D model (JSmol)
  • 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
  (verify)

Hexylresorcinol is an organic compound with local anaesthetic, antiseptic and anthelmintic properties.[1]

It is available for use topically on small skin infections, or as an ingredient in throat lozenges. Johnson & Johnson markets hexylresorcinol in its Neutrogena and RoC skincare products as an anti-aging cream. It is marketed as S.T. 37 by Numark Laboratories, Inc. (in a 0.1% solution) for oral pain relief and as an antiseptic.

A study published in Chemical Research in Toxicology [2] 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.

In one study, 4-hexylresorcinol increased the shelf life of shrimp by reducing melanosis (black spots).[3]

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

References

  1. ^ O. Gisvold (1966). Textbook of Organic Medicinal and Pharmaceutical Chemistry (5th ed.). Philadelphia: Lippincott. pp. 237–262. {{cite book}}: Unknown parameter |editors= ignored (|editor= suggested) (help)
  2. ^ Amadasi, A; Mozzarelli, A; Meda, C; Maggi, A; Cozzini, P (2009). "Identification of xenoestrogens in food additives by an integrated in silico and in vitro approach". Chem. Res. Toxicol. 22 (1): 52–63. doi:10.1021/tx800048m. PMC 2758355. PMID 19063592.
  3. ^ Montero, P. (2006). "Effectiveness of Onboard Application of 4-Hexylresorcinol in Inhibiting Melanosis in Shrimp (Parapenaeus longirostris [es])". Journal of Food Science. 69: C643–C647. doi:10.1111/j.1365-2621.2004.tb09913.x.
  4. ^ Kim, Seong-Gon (2011). "4-hexylresorcinol inhibits NF-κB phosphorylation and has a synergistic effect with cisplatin in KB cells". Oncology Reports.