kojic acid

Names

[ CAS No. ]:
501-30-4

[ Name ]:
kojic acid

[Synonym ]:
2-(hydroxymethyl)-5-hydroxy-4H-pyran-4-one
5-hydroxy-2-(hydroxymethyl)pyran-4-one
UNII-6K23F1TT52
5-Hydroxy-2-(hydroxymethyl)-4-pyrone
5-Hydroxy-2-hydroxymethyl-4H-4-pyranone
2-Hydroxymethyl-5-hydroxy-γ-pyrone
MFCD00006580
5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
4H-PYRAN-4-ONE,5-HYDROXY-2-(HYDROXYMETHYL)
5-hydroxy-2-(hydroxmetyl)-4H-pyran-4-one
3-hydroxy-6-hydroxymethyl-4H-pyran-4-one
EINECS 207-922-4

Biological Activity

[Description]:

Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Others >> Others

[References]

[1]. Wei X, et al. Kojic acid inhibits senescence of human corneal endothelial cells via NF-κB and p21 signaling pathways. Exp Eye Res. 2018 Dec 28;180:174-183.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
401.7±45.0 °C at 760 mmHg

[ Melting Point ]:
152-155 °C(lit.)

[ Molecular Formula ]:
C₆H₆O₄

[ Molecular Weight ]:
142.11

[ Flash Point ]:
179.9±22.2 °C

[ Exact Mass ]:
142.026611

[ PSA ]:
70.67000

[ LogP ]:
-0.64

[ Vapour Pressure ]:
0.0±2.1 mmHg at 25°C

[ Index of Refraction ]:
1.607

[ Storage condition ]:
Refrigerator

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
SOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UQ0875000

CHEMICAL NAME :: 4H-Pyran-4-one, 5-hydroxy-2-(hydroxymethyl)-

CAS REGISTRY NUMBER :: 501-30-4

BEILSTEIN REFERENCE NO. :: 0120895

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C6-H6-O4

MOLECULAR WEIGHT :: 142.12

WISWESSER LINE NOTATION :: T6O DVJ B1Q EQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1500 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1500 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 4500 mg/L

REFERENCE :: TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 59,213,1991

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R40

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UQ0875000

[ HS Code ]:
29329995

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Ciprofloxacin containing Mannich base and its copper complex induce antitumor activity via different mechanism of action.

Int. J. Oncol. 45(5) , 2092-100, (2014)

The Mannich base containing ciprofloxacin and kojic acid structural units was prepared and evaluated in antitumor activity. The enhancement in antitumor activity was observed both from the Mannich bas...

Design, synthesis, and anti-melanogenic effects of (E)-2-benzoyl-3-(substituted phenyl)acrylonitriles.

Drug Des. Devel. Ther. 9 , 4259-68, (2015)

Tyrosinase is the most prominent target for inhibitors of hyperpigmentation because it plays a critical role in melaninogenesis. Although many tyrosinase inhibitors have been identified, from both nat...

Chemical compositions and biological activities of the essential oils of Beilschmiedia madang Blume (Lauraceae).

Arch. Pharm. Res. 38(4) , 485-93, (2015)

The present study aimed to examine the chemical compositions of the essential oils of Beilschmiedia madang and their antioxidant, antibacterial, antifungal, anticholinesterase and anti-tyrosinase acti...