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Kojic acid

Name: Kojic acid
Brand: SIGMA

≥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:

501-30-4

Molecular Weight:

142.11

Beilstein:

120895

EC Number:

207-922-4

MDL number:

MFCD00006580

UNSPSC Code:

12352106

PubChem Substance ID:

24896226

NACRES:

NA.77

product name

Kojic acid,

Assay

≥98.5% (HPLC)

Quality Level

200

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.

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

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)

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)

From miso, saké and shoyu to cosmetics: a century of science for kojic acid.

Ronald Bentley

Natural product reports, 23(6), 1046-1062 (2006-11-23)

This article reviews the curious history of kojic acid, discovered as a fungal natural product in 1907. It was one of the first secondary metabolites to have its biosynthetic pathway studied by the isotope tracer technique, and, more recently, has

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