K3125
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:
Peso molecular:
142.11
Beilstein/REAXYS Number:
120895
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
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Nombre del producto
Kojic acid,
assay
≥98.5% (HPLC)
Quality Level
form
powder
mp
152-155 °C (lit.)
SMILES string
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
InChI key
BEJNERDRQOWKJM-UHFFFAOYSA-N
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Application
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
Biochem/physiol Actions
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Kojic acid and its manganese and zinc complexes as potential radioprotective agents
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Bioorganic & Medicinal Chemistry Letters, 17(1), 45-48 (2007)
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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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