Synthetic musks

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This article was researched and written by a student at Mount Holyoke College participating in the Encyclopedia of Earth's (EoE) Student Science Communication Project. The project encourages students in undergraduate and graduate programs to write about timely scientific issues under close faculty guidance. All articles have been reviewed by internal EoE editors, and by independent experts on each topic.

What are synthetic musks?

Cosmetics. (Source: Wikipedia)

Musk is a word used to describe pleasant smelling fragrances found in many personal and home care products. There are two major types of synthetic musks used in today’s products, nitro-musks and polycyclic-musks. The musks discussed in this article are used commonly in consumer products and have been found to persist in the environment (they have been detected in various fish and mollusk species, as well as in humans). The potential toxicity of these compounds in either humans or wildlife is unknown.

Why were synthetic musks developed?

Synthetic musks were developed for scent enhancement of such products as perfumes, detergents, and soaps. They came into favor during the 1950s because of their relatively easy and inexpensive production—as compared to natural musks from oxen and other animals. Today synthetic musks are used in thousands of products which include:

  • Bar soap, liquid soap, detergent, perfume, cologne, shampoo, hand and body creams, make up, deodorants, facial cleansers, aerosol sprays, and plug-in deodorizers among many others.

Although not all products use the musks discussed, the majority of these products use some type of synthetic musk.

Nitro-Musks

Musk ketone chemical structure. (Source: Wikipedia)

“Nitro-musk” is the common name for nitrogen-containing musks. There are 2 common nitro-musks:

  • Musk xylene (MX) (1-ter-butyl-3,5-dimethyl-2,4,6-trinitorbenzene) which is widely used in bar soaps and detergents; and
  • Musk ketone (MK) (4-ter-butyl-2,6-dimethyl-3,5-dinitoracetophenone) which is found most frequently in cosmetics.

Other Musks Include:

  • Ambrette (6-tert-butyl-3-mthyl-2,4-dinitroanisole);
  • Tibetene ((1-tert-butyl-3-metheyl-2,4-dinitoranisole); and
  • Musk moskene (1,1,3,3,5-pentamethyl-4,6-dinitorindane).

The use of musk Ambrette was discontinued after studies demonstrated its tendency to irritate the skin through photosensitization. The musks tibetene and moskene are still used in small quantities for detergents

Polycyclic Musks

“Polycyclic-musk” is the common name for a group of synthetic musks whose chemical structure has many rings. The most commonly used musks in production and found in the environment that fall under this category are:

Galaxolide chemical structure. (Source: Wikipedia)
  • Galaxolide (HHCB) (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-gamma-2-benzopyran), used most commonly in a wide category of products including make up, soap and shampoo; and
  • Tonalide (AHTN) (6-Acetyl-1,1,2,4,4,7-hexamethyltetralin), used less commonly but found in many different products.

Potential impact on the environment

How do synthetic musks get into the environment?

Synthetic musks are released into the environment through household grey water and wastewater. Since synthetic musks are used in many home cleaning products as well as in detergents, they are washed down the drain readily. Also, synthetic musks and their metabolites are found in human feces and urine.

Wastewater treatment

Wastewater treatment is designed to clean water and treat it before its discharge to natural water bodies. There is no process, however, for extracting synthetic musks—and many other personal care product and pharmaceutical residues—from the effluent. As a result, the concentration and type of musk found at each plant varies according to the density of the human population in its service area and the density of industries relating to the production or use of synthetic musks. Although evidence suggests that fungal and bacterial breakdown of some musks can occur, musk metabolites are present, as yet, in the water effluent of many wastewater treatment plants.

Synthetic musks' effect on mollusks

Synthetic musks have been measured in various fish and mollusk species. Although there are few studies on the health impacts of musks on these organisms, recent studies demonstrate that they can inhibit efflux transporters of the mollusk Mytilus californianus. Efflux transporters allow xenobiotics to be eliminated from within the cell and they are an important part of an organism’s xenobiotic defense mechanisms.

Human exposure

Synthetic musks and their metabolites are found in human feces and urine. This is most likely due to dermal exposure and absorption through the skin. Because of the predominance of synthetic musks in household as well as personal care products, almost everyone has some measurable concentration in their blood stream.

Further, studies have shown that airborne concentrations of musks are higher in urban areas compared with rural areas. A study done in the Great Lakes and in rural and urban Iowa, measuring concentrations of several different musks in rural, suburban and urban areas, reported a positive relationship between population density and airborne musk concentrations.

Although the overall impact of synthetic musks on the environment and on humans is currently unknown, musks are an active area of international research. Some preliminary studies demonstrate adverse effects on wildlife (Biomonitoring in wildlife) and suggest the same may be possible in humans.

Regulation

United States and Canada versus Europe

Western Europe and the United states (US) differ when it comes to regulation of synthetic musks. Following studies indicating bioaccumulation of nitro-musks, Western Europe responded by phasing out nitro-musks through increased restriction of use—replacing them with polycyclic-musks. Studies show that levels of polycyclic-musks are two times higher in European aquatic biota than in US and Canadian aquatic biota. Nitro-musks are found in higher concentrations in United States and Canadian aquatic biota.

References

  • Duedahl-Olesen, Lene et al. (2005). Synthetic Musk Fragrances in trout from Danish Fish farms human milk. Chemosphere 61: 422-431.
  • Hutter, H. P. et al. (2005). Blood Concentrations of polycyclic musks in healthy young Adults. Chemosphere 59: 487-492.
  • Kupper, T. Berset, J.D. et al. (2004). Concentrations and specific loads of polycyclic musks in sewage sludge originating from a a monitoring network in Switzerland. Chemosphere 54: 1111-1120.
  • Gatermann, Robert et al. (1999). Polycyclic and Nitro Musk in the Environment: A comparison between Canadian and European Aquatic biota. Chemosphere 38: 3431-3441.
  • Hawkins, David R., et al. (2002). Dermal absorption and disposition of musk ambrette, musk ketone, and musk xylene in human subjects. Toxicology Letters 131: 147-151.
  • Luckenbach, Till and David Epel. (2005). Nitromusk and Polycyclic Musk Compounds as Long-Term inhibitors of Cellular Xenobiotic Defense Systems Mediated by Multi Drug Transporters. Environental Health Perspectives 113: 17-24.
  • Mottaleb, M. A., Brumley, W. C., Pyle S. M., and Sovocool G. W. (2004). Metabolite Determination: Determination of a bound musk xylene metabolite in carp hemoglobin as a biomarker of exposure by gas chromatography mass spectrometry using selected ion monitoring. Published in the Journal of Analytical Toxicology in 2004; minor content and formatting differences exist between the web version and the published version.
  • Osemwengie, Lantis I. (2004). Synthetic Fragrances in Aquatic Environment: Over view of chemistry, Monitoring and Significance. EPA PowerPoint Presentation.
  • Peck, Aaron M, and Keri C. Hornbuckle. (2006). Synthetic musk fragrances in urban and rural air of Iowa and the Great Lakes. Atmospheric Environment 40: 5101-6111.
  • Reiner, Jessica L. and Jurunthachalam Kannan. (2006). A survey of polycyclic musks in selected household commodities form the united states. Chemosphere 62: 867-873.
  • Riedel, Jens and Dekant, Wolfgang. (1999). Biotransformatin and Toxicokinetics of Musk Xylene. Toxicology and Applied Pharmecology 157: 145-155.
  • Roosens, Laurence, et al. (2007). Concentrations of synthetic musk compounds in personal care and sanitation products and human exposure profiles through dermal application. Chemosphere 69: 1540-1547.
  • Tvrtko, Smital and Luckenbach, Till. (2004). Emerging Contaminants—pesticides, PPCPs microbial degradation products and natural substances as inhibitors of multixenobiotic defense in aquatic organisms. Fundemental and Molecular Mechanism of Mutagensis 522: 101-117.
  • Xiz, Kang and Ghandari, Alok. (2005) Occurrence and Fate of Pharmaceuticals and Personal Care Products (PPCPs) in Biosolids. Journal of Environmental Quality 34: 91-104.

Citation

Budd, L. (2013). Synthetic musks. Retrieved from http://editors.eol.org/eoearth/wiki/Synthetic_musks