K3125
Kojic acid
≥98.5% (HPLC), powder, tyrosinase inhibitor
Synonym(s):
2-Hydroxymethyl-5-hydroxy-γ-pyrone, 5-Hydroxy-2-hydroxymethyl-4H-4-pyranone
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About This Item
Empirical Formula (Hill Notation):
C6H6O4
CAS Number:
Molecular Weight:
142.11
Beilstein:
120895
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
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Product Name
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 Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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)
Xiao Hu et al.
Journal of natural products, 75(1), 82-87 (2011-12-15)
Two novel 2-arylbenzofuran dimers, morusyunnansins A and B (1 and 2), two new biflavonoids, morusyunnansins C and D (3 and 4), two new flavans, morusyunnansins E and F (5 and 6), and four known flavans (7-10) were isolated from the
Kojic acid and its manganese and zinc complexes as potential radioprotective agents
Emami S, et al.
Bioorganic & Medicinal Chemistry Letters, 17(1), 45-48 (2007)
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)
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