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HomeProduct name listPATULIN

PATULIN

Synonym(s):4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one

  • CAS NO.:149-29-1
  • Empirical Formula: C7H6O4
  • Molecular Weight: 154.12
  • MDL number: MFCD00005858
  • EINECS: 205-735-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 20:04:50
PATULIN Structural

What is PATULIN?

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

The Uses of PATULIN

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

The Uses of PATULIN

An inhibitor of protein prenylation

What are the applications of Application

Patulin is an inhibitor of protein prenylation

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

Properties of PATULIN

Melting point: 108-111 °C
Boiling point: 197.46°C (rough estimate)
alpha  D21 -6.2° (chloroform)
Density  1.1993 (rough estimate)
refractive index  1.4300 (estimate)
Flash point: 2℃
storage temp.  −20°C
solubility  ethyl acetate: soluble50mg/mL
pka 11.69±0.20(Predicted)
form  Crystals or Crystalline Powder
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 for PATULIN

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H300:Acute toxicity,oral
H315:Skin corrosion/irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.

Computed Descriptors for PATULIN

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