Sesamol

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This article is about the component of sesame oil. For the drug sold as Sesamol, see Flucloxacillin.
Sesamol[1]
IUPAC name

3,4-Methylenedioxyphenol

Other names

Sesamol
1,3-Benzodioxol-5-ol

Identifiers
CAS number 533-31-3 YesY
PubChem 68289
ChemSpider 61586 YesY
KEGG C10832 YesY
Jmol-3D images Image 1
Properties
Molecular formula C7H6O3
Molar mass 138.12 g/mol
Melting point 62–65 °C
Boiling point 121–127 °C at 5 mmHg
Hazards
NFPA 704
1
1
0
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Sesamol is a natural organic compound which is a component of sesame oil. It is a white crystalline solid that is a derivative of phenol. It is sparingly soluble in water, but miscible with most oils. It can be produced by organic synthesis from heliotropine.

Sesamol has been found to be an antioxidant that may prevent the spoilage of oils,[2] and may protect the body from damage from free radicals.[3] It also may prevent the spoilage of oils by acting as an antifungal.[4]

Sesamol is used as a chemical intermediate in the industrial synthesis of the pharmaceutical drug paroxetine (Paxil).

Sesame oil is used in Ayur-Vedic Medicine. Sesamol possess number of pharmacological properties. Sesamol pretreatment offer radioprotection and prevent radiation induced chromosomal aberrations in human blood lymphocytes.[5][6]

See also

References

  1. ↑ Sesamol at Chemicalland21.com
  2. ↑ Joo Yeon Kim, Dong Seong Choi and Mun Yhung Jung "Antiphoto-oxidative Activity of Sesamol in Methylene Blue- and Chlorophyll-Sensitized Photo-oxidation of Oil" J. Agric. Food Chem., 51 (11), 3460 -3465, 2003.
  3. ↑ Ohsawa, Toshiko. "Sesamol and sesaminol as antioxidants." New Food Industry (1991), 33(6), 1-5.
  4. ↑ Wynn, James P.; Kendrick, Andrew; Ratledge, Colin. "Sesamol as an inhibitor of growth and lipid metabolism in Mucor circinelloides via its action on malic enzyme." Lipids (1997), 32(6), 605-610.
  5. ↑ Prasad NR, Menon VP, Vasudev V, Pugalendi KV. Radioprotective effect of sesamol on gamma-radiation induced DNA damage, lipid peroxidation and antioxidants levels in cultured human lymphocytes. Toxicology. 2005 May 5;209(3):225-35, PubMed
  6. ↑ Ramachandran S, Rajendra Prasad N, Karthikeyan S. Sesamol inhibits UVB-induced ROS generation and subsequent oxidative damage in cultured human skin dermal fibroblasts. Arch Dermatol Res. 2010 Dec;302(10):733-44. doi:10.1007/s00403-010-1072-1, PubMed
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