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Kojic acid

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Kojic acid
Names
IUPAC name
5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
Other names
Kojic acid, 5-Hydroxy-2-(hydroxymethyl)-4-pyrone, 2-Hydroxymethyl-5-hydroxy-γ-pyrone
Identifiers
3D model (JSmol)
ECHA InfoCard 100.007.203 Edit this at Wikidata
EC Number
  • 207-922-4
RTECS number
  • UQ0875000
  • InChI=1/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
  • C1=C(OC=C(C1=O)O)CO
Properties
C6H6O4
Molar mass 142.11 g/mol
Appearance Tan powder
Melting point 152 - 155 °C
Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Kojic acid (C6H6O4; 5-hydroxy-2-(hydroxymethyl)-4-pyrone) is a chelation agent produced by several species of fungi, especially Aspergillus oryzae, which has the Japanese common name koji. Kojic acid is a by-product in the fermentation process of malting rice, for use in the manufacturing of sake, the Japanese rice wine.[citation needed] It is a mild inhibitor of the formation of pigment in plant and animal tissues, and is used in food and cosmetics to preserve or change colors of substances. It is used on cut fruits to prevent oxidative browning, in seafood to preserve pink and red colors, and in cosmetics to lighten skin. Kojic acid also has antibacterial and antifungal properties.

It is also used in skin diseases like melasma[1][2].

References

  • Yabuta T (1924). "The constitution of kojic acid, a gamma-pyrone derivative formed by Aspergillus oryzae from carbohydrates". Journal of the Chemical Society. 125: 575–587.