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Merck
CN

P1639

Patulin

≥98.0% (HPLC)

Synonym(s):

Clavacin, Clavatin, Expansine, Gigantin, Leucopin, Mycoine C3, Terinin, 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one

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About This Item

Empirical Formula (Hill Notation):
C7H6O4
CAS Number:
Molecular Weight:
154.12
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
205-735-2
Beilstein/REAXYS Number:
149675
MDL number:
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Quality Level

assay

≥98.0% (HPLC)

form

powder

solubility

water: 9-11 mg/mL

antibiotic activity spectrum

fungi

mode of action

cell membrane | interferes

storage temp.

−20°C

SMILES string

OC1OCC=C2OC(=O)C=C12

InChI

1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2

InChI key

ZRWPUFFVAOMMNM-UHFFFAOYSA-N

General description

Patulin is a mycotoxin produced by a variety of molds, such as, Aspergillus and Penicillium. It is commonly found in apples. It is used as an inhibitor of potassium uptake and as an inducer of ion flux across cell membranes, potentially involving Na+-K+ dependent ATPase and to induce intra- and intermolecular protein crosslinking.

Application

Patulin has been used:
  • to study patulin contamination of bottled wine
  • in DNA-damaging activity of patulin in Escherichia coli
  • in molecular cloning and functional characterization of two CYP619 cytochrome P450s involved in biosynthesis of patulin in Aspergillus clavatus

Biochem/physiol Actions

Mycotoxin with anti-bacterial, potassium uptake inhibitory, and possibly carcinogenic activities. It is used as an inhibitor of potassium uptake and as an inducer of ion flux across cell membranes, potentially involving Na+-K+ dependent ATPase and to induce intra- and intermolecular protein crosslinking.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - Skin Irrit. 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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Effects of various lactones and related compounds on cation transfer in incubated cold-stored human erythrocytes.
J B KAHN
The Journal of pharmacology and experimental therapeutics, 121(2), 234-251 (1957-10-01)
Nikita Malhotra et al.
International journal of cardiology, 197, 318-325 (2015-07-08)
A therapeutic window in antiplatelet treatment has been associated with concurrent lowering of bleeding and ischemic risks. Prasugrel and ticagrelor provide potent platelet inhibition, but may increase bleeding. No study has evaluated a personalized therapy with selective use of novel
Birkinshaw, M., et al.
Lancet, 245, 625-625 (1943)



Global Trade Item Number

SKUGTIN
P1639-5MG04061834356011
P1639-10MG04061834355953
P1639-25MG04061832991832