Kojic acid
| Kojic acid | |
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5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one |
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Other names
Kojic acid, 5-Hydroxy-2-(hydroxymethyl)-4-pyrone, 2-Hydroxymethyl-5-hydroxy-γ-pyrone |
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| Identifiers | |
| CAS number | 501-30-4  |
| PubChem | 3840 |
| ChemSpider | 3708 |
| UNII | 6K23F1TT52 |
| EC number | 207-922-4 |
| DrugBank | DB01759 |
| KEGG | C14516 |
| ChEBI | CHEBI:43572  |
| ChEMBL | CHEMBL287556 |
| RTECS number | UQ0875000 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H6O4 |
| Molar mass | 142.11 g/mol |
| Appearance | Tan powder |
| Melting point |
152 - 155 °C |
| Solubility in water | Slight |
| Acidity (pKa) | 9.40[1] |
| Hazards | |
| R-phrases | R36/37/38 |
| S-phrases | S22, S24/25 |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
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.[2] 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.[3] 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.[4]
[edit] References
- ^ Bjerrum, J., et al. Stability Constants, Chemical Society, London, 1958.
- ^ 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.
- ^ Kojic acid and enzymatic browning
- ^ Melasma, American Academy of Dermatology
