Kojic acid Cas 501-30-4

Product Name: Kojic acid
Synonyms: 4H-Pyran-4-one, 5-hydroxy-2-(hydroxymethyl)-;4H-Pyran-4-one,5-hydroxy-2-(hydroxymethyl)-;5-hydroxy-2-(hydroxymethyl)-4h-pyran-4-on;kojic;Pyran-4-one, 5-hydroxy-2-(hydroxymethyl);2-HYDROXYMETHYL-5-HYDROXY-4-PYRONE;5-Hydroxy-2-(hydroxymethyl)-γ-pyrone;Kojic acid
CAS: 501-30-4
MF: C6H6O4
MW: 142.11
EINECS: 207-922-4
Product Categories: Pyridines;Cosmetics;Chelating Agents & Ligands;Herb extract;inhibitor;Fine Chemical;FINE Chemical & INTERMEDIATES;Heterocycles;Plant Oils, Toxins, Phenolic Acids & Derivatives;organic interm;VX:15689727968
Mol File: 501-30-4.mol
Kojic acid Structure
Kojic acid Chemical Properties
Melting point 152-155 ®C (lit.)
Boiling point 179.65®C (rough estimate)
density 1.1712 (rough estimate)
refractive index 1.4434 (estimate)
storage temp. Store below +30®C.
pka 7.9(at 25℃)
form Crystalline Powder
color White to beige-brown
Water Solubility SOLUBLE
λmax 269nm(CHCl3)(lit.)
Merck 14,5317
BRN 120895
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 501-30-4(CAS DataBase Reference)
Organic acids Kojic acid is composed of glucose by Aspergillus Candida in 30~32 ℃ under aerobic fermentation, having the antibacterial effect of organic acid, molecular structure is for substituted gamma pyrone, in naturally occurring γ-pyranone compounds, well-known compounds are only kojic acid and maltol. In 1907, Saito is by Aspergillus isolated kojic acid crystals. In 1912, it was named by Yabuta and in 1924 to determine the structure of kojic acid. In 1953, Arnstela (surface fermentation) and in1971 Kitada Makio (submerged fermentation) using isotope tracing technique converted that kojic acid is glucose without carbon frame fracture direct oxidation and dehydration to form.
Kojic acid is present in the song, it is what people eat, safe use. In recent years, application of a large number of patent documentation report kojic acid was used in cosmetics. Tyrosinase is a key enzyme in melanin formation. Kojic acid can combine with tyrosinase copper chelate and make the loss of activity, which is the whitening effect.Clinical application and experimental results show that kojic acid can generate strong inhibitory effect on human skin melanin, safe and non-toxic, will not be caused sequelae of leukoplakia. Better combination of kojic acid and other agents (such as superoxide dismutase (SOD), placenta extract, amino acids, sunscreen agents and various kinds of plant extracts, etc.). Kojic acid is mainly used for skin whitening products, anti-aging products, sunscreen products, whitening facial cleanser and cosmetics.
Kojic acid has certain antibacterial activity. Gram negative bacteria of kojic acid sodium of sensitive degree is greater than gram positive bacteria, while most other contrary in the antimicrobial substances. Inhibitory effect of kojic acid is far below other antibacterial substances and its antibacterial activity is bacteriostatic rather than sterilization. Kojic acid on yeast, virus and phage is invalid.
The above information is edited by the chemicalbook Han Ya.
Physicochemical properties Kojic acid crystal is prism shape, acicular, colorless. Kojic acid is soluble in water, alcohol, acetone, slightly soluble in ether, ethyl acetate, chloroform and pyridine, insoluble in most other solvent. Crystallization can be in acetone, ethyl acetate solvent , also be in the 150 to 200℃ by vacuum sublimation. The melting point of the reported in the literature is 151 to 154 ℃. 5,7-diethyl kojic acid and its derivatives respectively at 315 nm and 255nm have specific absorption peaks.
Kojic acid is unstable to light and heat, the concentration 0.5% solution of kojic acid at different pH at a temperature of 100℃ treatment for 3h or sun light shined for 5h. The results at pH 5~7 solution become yellow to tan, but did not change much at pH4.
Effect of kojic acid and ferric chloride is special red, this method can be used for kojic acid quantitative. Kojic acid can be reduced fee Lin reagent and ammoniacal silver nitrate and its molecular structure near the carbonyl has a hydroxyl group, and a variety of metal to form a salt and other hydroxyl can generate ether and ester derivatives.
kojic acid
Food additives Kojic acid may be developed as a new food additive. As a food preservative sorbic acid is more than the performance of the ideal.
Kojic acid can be used for fresh vegetables, fruits, fresh seafood, such as the cut apple, bananas, potatoes, mushrooms in 0.1% kojic acid solution leaching for 1 hour, can effectively prevent browning. Crab meat and shrimp and other seafood with 0.25%~0.6% kojic acid and 0.1% sodium sulfite solution respectively spray or infiltration method to treat Lentinus edodes, perishable vegetables such as spinach, results at room temperature for 1 day the alteration of mushroom and spinach 4 days later still keeps fresh, rarely atrophy. The dip of cut rose, rose, and so in 0.1% kojic acid solution at room temperature can be fresh for 8 days long. Kojic acid as an antioxidant can prevent oil deterioration and prevent the browning of dough. Combining with Ascorbic acid effect is better.
Kojic acid can replace part of sodium nitrite in color hair color, and can inhibit the conversion of nitrite to carcinogenic nitrosamines.
Studies suggest that the preservation mechanism of kojic acid inhibition of polyphenol oxidase in plants and animal carapace (i.e. tyrosinase).
As mentioned above, kojic acid of antibacterial, antisepsis, fresh-keeping, color protection hair color, antioxidant effect in a body is a potential and the superior performance of food additives.
Add whitening whitening cosmetics and kojic acid in food Kojic acid is a tyrosinase inhibitor, preemptive combined with tyrosinase copper ions, making the copper ions lose effect, can inhibit the synthesis of dopachrome.
Kojic acid can inhibit 5,6-two hydroxy indole (DHI) polymerization, inhibition of DHICA oxidase activity.
Addition of kojic acid in cosmetics can have skin care, moisturizing, whitening, bright, sunscreen, freckle function. Forms have cream, lotion, emulsion, soft membrane powder, clay, powder and so on.
The earliest (1987) domestic developed and obtained the approval of the Ministry of health of the symbol (1991) is Nanjing Shi Shan Tou pharmaceutical factory 142-kojic acid freckle cream, kojic acid content is 1.5%, 2.0% in two sizes. Mainly used for pigmentation, chloasma, pregnancy spots, coffee spot), secondary pigment siderosis and melanosis, on chloasma total efficiency above 85% in the treatment of a variety of colors.
Three Ming Feng reports containing 1% or 2.5% of kojic acid cream is used for chloasma, sunshine and senile spots, inflammation that leads to pigment accumulation and patients with freckles, paint for two months, on 204 cases of statistical results is: effective symptom is alleviated) more than 93 cases (accounted for 45.6%); slightly effective (symptoms relieved slightly) more than 151 cases (74%); kojic acid dosage 1% and 2.5% difference.
Kojic acid, when heated and in the light, is easy to be yellowing, thus affecting the shelf life of kojic acid in cosmetics. Cryopreservation, adding ascorbic acid and hydroxyl methoxy phenyl ketone (2-hydroxy-4-dimethoxy diphenyl ketone) etc. shading agent can enhance its stability.