Sesamol

This article is about the component of sesame oil. For the drug sold as Sesamol, see Flucloxacillin.
Sesamol[1]
Names
IUPAC name
3,4-Methylenedioxyphenol
Other names
Sesamol
1,3-Benzodioxol-5-ol
Identifiers
533-31-3 Yes
ChemSpider 61586 Yes
Jmol-3D images Image
KEGG C10832 Yes
PubChem 68289
Properties
C7H6O3
Molar mass 138.12 g/mol
Melting point 62 to 65 °C (144 to 149 °F; 335 to 338 K)
Boiling point 121 to 127 °C (250 to 261 °F; 394 to 400 K) at 5 mmHg
Hazards
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
1
1
0
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 Yes verify (what is: Yes/?)
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][3] It also may prevent the spoilage of oils by acting as an antifungal.[4]

Sesamol can be used as a chemical intermediate in the industrial synthesis of the pharmaceutical drug paroxetine (Paxil).[5]:138-141

Sesame oil is used in Ayur-Vedic Medicine.[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. Li JJ et al. Contemporary Drug Synthesis John Wiley & Sons, Inc . Hoboken, New Jersey, 2004
  6. "A Closer Look at Ayurvedic Medicine". Focus on Complementary and Alternative Medicine (Bethesda, Maryland: National Center for Complementary and Alternative Medicine (NCCAM), US National Institutes of Health (NIH)) 12 (4). Fall 2005 – Winter 2006. Archived from the original on 2006-12-09.