PATULIN Chemical Properties

Melting point:

108-111 °C

alpha 

D21 -6.2° (chloroform)

Boiling point:

197.46°C (rough estimate)

Density 

1.1993 (rough estimate)

refractive index 

1.4300 (estimate)

Flash point:

2℃

storage temp. 

−20°C

solubility 

ethyl acetate: soluble50mg/mL

form 

Crystals or Crystalline Powder

pka

11.69±0.20(Predicted)

color 

White

Merck 

13,7125

BRN 

149675

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.

CAS DataBase Reference

149-29-1(CAS DataBase Reference)

IARC

3 (Vol. 40, Sup 7) 1987

EPA Substance Registry System

Patulin (149-29-1)

Safety Information

Hazard Codes 

T,Xn,C,F

Risk Statements 

25-38-48/20/22-40-22-34-11-36-20/21/22-67-36/38-20-63

Safety Statements 

45-36/37-36/37/39-26-16

RIDADR 

UN 3462 6.1/PG 2

WGK Germany 

3

RTECS 

LV2625000

HazardClass 

6.1(a)

PackingGroup 

I

HS Code 

29419090

Hazardous Substances Data

149-29-1(Hazardous Substances Data)

Toxicity

LD50 s.c. in mice: 10-15 mg/kg (Kinosita, Shikata)

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

PATULIN Usage And Synthesis

Description

Spergillus and Penicillium species. Patulin is also an animal carcinogen, inhibits K1-uptake into erythrocytes, and inhibits various forms of Na1/K1-ATPase.

Chemical Properties

white crystals or fine crystalline powder

Uses

An inhibitor of protein prenylation

Uses

Patulin (PAT), a mycotoxin produced by certain species of Penicillium, Aspergillus, and Byssochlamys, is mainly found in ripe apple and apple products.

Definition

ChEBI: A furopyran and lactone that is 2H-pyran-3(6H)-ylidene)acetic acid which is syubstituted by hydroxy groups at positions 2 and 4 and in which the hydroxy group at position 4 has condensed with the carboxy group to give he corresponding bicyclic lactone. A mycotoxin produced by several species of Aspergillus and Penicillium, it has antibiotic properties but has been shown to be carcinogenic and mutagenic.

Purification Methods

Crystallise patulin from *C6H6, Et2O, EtOH or chloroform. It sublimes at 90o/high vacuum [Bergel et al. J Chem Soc 415 1944]. [Beilstein 18 III/IV 1184, 18/3 V 5.] (Highly TOXIC).

References

1) Jin et al. (2016), p53 activation contributes to patulin-induced nephrotoxicity via modulation of reactive oxygen species generation; Sci. Rep., 6 24455 2) Zouaoui et al. (2016), Cytotoxic effects induced by patulin, sterigmatocystin and beauvericin on CHO-K1 cells; Food Chem. Toxicol., 89 92 3) Boussabbeh et al. (2016), Tissue oxidative stress induced by patulin and protective effect of crocin; Neurotoxicology, 53 343 4) Pillay et al. (2015), Patulin triggers NRF2-meditated survival mechanisms in kidney cells; Toxicon, 99 1 5) Boussabbeh et al. (2015), Patulin induces apoptosis through ROS-mediated endoplasmic reticulum stress pathway; Toxicol. Sci., 144 328

PATULIN(149-29-1)Related Product Information

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• Ethyl propenyl ether
• 2-Methylene-1,3-propanediol
• 2,5-Dihydrofuran
• Ethyl vinyl ether
• Isopropenyl acetate
• 4-METHYL-2(5H)-FURANONE
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• 2(5H)-Furanone
• VINYL ACRYLATE
• 5-methylenefuran-2(5H)-one
• 2-Ethoxypropene
• 3-Methyl-2-buten-1-ol
• 3,3-Dimethylacrylic acid
• ALLYL VINYL ETHER