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Merck
CN

60890

Sigma-Aldrich

Kojic acid

purum, ≥98.0% (HPLC)

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:
12352200
PubChem Substance ID:
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grade

purum

Assay

≥98.0% (HPLC)

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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Biochem/physiol Actions

Tyrosinase inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Edisson Tello et al.
Journal of natural products, 75(9), 1637-1642 (2012-08-22)
Three new cembranoid diterpenes, knightine (1), 11(R)-hydroxy-12(20)-en-knightal (2), and 11(R)-hydroxy-12(20)-en-knightol acetate (3), were isolated as minor constituents of the Caribbean gorgonian Eunicea knighti, along with the known cembranoids 4-8. The stereostructures of the new compounds were determined by detailed spectroscopic
Ya-Li Wang et al.
Journal of analytical methods in chemistry, 2018, 2141389-2141389 (2018-06-05)
Tyrosinase (TYR) is a rate-limiting enzyme in the synthesis of melanin, while direct TYR inhibitors are a class of important clinical antimelanoma drugs. This study established a spectrum-effect relationship analysis method and high-performance liquid chromatography-mass spectrometry (LC-MS) analysis method to
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
Hyunjung Choi et al.
Journal of dermatological science, 66(3), 207-215 (2012-04-03)
Kojic acid is a fungal metabolite widely used in medicinal and cosmetic formulations as a skin-lightening agent based on its de-pigmenting activity. Although in human clinical studies kojic acid has been shown to be effective in the treatment of hyper-pigmentation
Ahmad Firdaus B Lajis et al.
Journal of biomedicine & biotechnology, 2012, 952452-952452 (2012-10-24)
The depigmenting effect of kojic acid esters synthesized by the esterification of kojic acid using Rhizomucor miehei immobilized lipase was investigated in B16F1 melanoma cells. The depigmenting effect of kojic acid and kojic acid esters was evaluated by the inhibitory

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