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Merck

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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
207-922-4
MDL number:
Beilstein/REAXYS Number:
120895

Product Name

Kojic acid,

InChI key

BEJNERDRQOWKJM-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥98.5% (HPLC)

form

powder

mp

152-155 °C (lit.)

Quality Level

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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

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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)
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)
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)

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