Sesamol

This article is about the component of sesame oil. For the drug sold as Sesamol, see Flucloxacillin.
Sesamol[1]
Names
Preferred IUPAC name
2H-1,3-Benzodioxol-5-ol
Other names
1,3-Benzodioxol-5-ol
Benzo[d][1,3]dioxol-5-ol
Sesamol
3,4-Methylenedioxyphenol
Identifiers
533-31-3 YesY
3D model (Jmol) Interactive image
ChemSpider 61586 YesY
ECHA InfoCard 100.007.784
KEGG C10832 YesY
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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Sesamol is a natural organic compound which is a component of sesame seeds and 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 Ayurvedic 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.
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