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Details

Stereochemistry RACEMIC
Molecular Formula C7H6O4
Molecular Weight 154.1201
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PATULIN

SMILES

OC1OCC=C2OC(=O)C=C12

InChI

InChIKey=ZRWPUFFVAOMMNM-UHFFFAOYSA-N
InChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2

HIDE SMILES / InChI

Molecular Formula C7H6O4
Molecular Weight 154.1201
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Patulin is a toxic secondary metabolite produced by molds, especially Penicillium and Aspergillus, and is usually found in apples and apple-derived products including juice and compote. Several reports have demonstrated that exposure to different levels of this polyketide metabolite is associated with immunotoxicity, genotoxicity, embryotoxicity, and teratogenicity in animals and some microorganisms. Recently was shown, that patulin possesses the antitumor activity against cervical and colorectal cancer cell lines.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
risk assessment of patulin occurrence in fruit juices: revealed no health concern.
Route of Administration: Oral
In Vitro Use Guide
To determine the efficacy of patulin as a therapeutic strategy for cervical and colorectal cancers, there were investigated its effects on HeLa,SW-48, and MRC-5 cell lines. Cell lines were exposed to various concentrations of patulin (i.e., 0.5, 1, 2, and 4 µM), then using methyl thiazolyl tetrazolium (MTT) and bromo-2'-deoxyuridine (BrdU) assays, the rates of apoptosis and cell viability were determined.
Substance Class Chemical
Record UNII
95X2BV4W8R
Record Status Validated (UNII)
Record Version