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Merck
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K3125

Sigma-Aldrich

Kojic acid

≥98.5% (HPLC), powder, tyrosinase inhibitor

Sinónimos:

2-Hydroxymethyl-5-hydroxy-γ-pyrone, 5-Hydroxy-2-hydroxymethyl-4H-4-pyranone

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About This Item

Fórmula empírica (notación de Hill):
C6H6O4
Número de CAS:
501-30-4
Peso molecular:
142.11
Beilstein:
120895
Número CE:
207-922-4
Número MDL:
MFCD00006580
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
24896226
NACRES:
NA.77

product name

Kojic acid,

Análisis

≥98.5% (HPLC)

formulario

powder

mp

152-155 °C (lit.)

cadena SMILES

OCC1=CC(=O)C(O)=CO1

InChI

1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2

Clave InChI

BEJNERDRQOWKJM-UHFFFAOYSA-N

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Aplicación

Kojic acid has been used:
  • as an inhibitor of tyrosinase in guinea pigs pigmented hyperopic (PH)
  • as a reference inhibitor standard for screening tyrosinase inhibition
  • as a positive control for inhibition of tyrosinase in B16F10 melanoma cells

Acciones bioquímicas o fisiológicas

Kojic acid is derived from some fungal species such as, Aspergillus, Acetobacter and Penicillium.. It halts melanin synthesis by inhibiting tyrosinase enzyme. It is used in the preparation of skin whitening cosmetics. However, kojic acid usage is minimal in cosmetics, as it induces skin irritation by its unstability and cytotoxic nature during long storage. It is an antioxidant and elicits radioprotective effects on chelating with manganese and zinc.
Tyrosinase inhibitor.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Effects of the Tyrosinase-Dependent Dopaminergic System on Refractive Error Development in Guinea Pigs
Jiang L, et al.
Investigative Ophthalmology & Visual Science, 59(11), 4631-4638 (2018)
Ka-Heng Lee et al.
European journal of medicinal chemistry, 44(8), 3195-3200 (2009-04-11)
A series of 46 curcumin related diarylpentanoid analogues were synthesized and evaluated for their anti-inflammatory, antioxidant and anti-tyrosinase activities. Among these compounds 2, 13 and 33 exhibited potent NO inhibitory effect on IFN-gamma/LPS-activated RAW 264.7 cells as compared to L-NAME
Traditional herbal prescription LASAP-C inhibits melanin synthesis in B16F10 melanoma cells and zebrafish
Kim MK, et al.
BMC Complementary and Alternative Medicine, 16(1), 223-223 (2016)
Synthesis, biological activities and molecular docking studies of some novel 2, 4, 5-trisubstituted-1, 2, 4-triazole-3-one derivatives as potent tyrosinase inhibitors
Akin S, et al.
Journal of Molecular Structure, 1175(11), 280-286 (2019)
Wei Yi et al.
European journal of medicinal chemistry, 46(9), 4330-4335 (2011-07-23)
Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the
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