Sesamol

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Sesamol[1]
Chemical structure of sesamol
Names
IUPAC name
3,4-Methylenedioxyphenol
Other names
Sesamol
1,3-Benzodioxol-5-ol
Identifiers
533-31-3 YesY
ChemSpider 61586 YesY
Jmol 3D model Interactive image
KEGG C10832 YesY
PubChem 68289
  • InChI=1S/C7H6O3/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3,8H,4H2 YesY
    Key: LUSZGTFNYDARNI-UHFFFAOYSA-N YesY
  • InChI=1/C7H6O3/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3,8H,4H2
    Key: LUSZGTFNYDARNI-UHFFFAOYAT
  • O1c2ccc(O)cc2OC1
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
Vapor pressure {{{value}}}
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 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

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  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. Lua error in package.lua at line 80: module 'strict' not found.