PATULIN Property

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

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

PATULIN Chemical Properties,Usage,Production

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