Skip to Content
Merck
CN

00302

Citrinin

from Penicillium citrinum, ≥98.0% (TLC)

Synonym(s):

4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C13H14O5
CAS Number:
518-75-2
Molecular Weight:
250.25
EC Number:
208-257-2
UNSPSC Code:
12352200
MDL number:
MFCD00006912
Beilstein/REAXYS Number:
5282243

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

CQIUKKVOEOPUDV-IYSWYEEDSA-N

InChI

1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,15H,1-3H3,(H,16,17)/t5-,7-/m1/s1

SMILES string

C[C@H]1OC=C2C(O)=C(C(O)=O)C(=O)C(C)=C2[C@@H]1C

biological source

Penicillium citrinum

assay

≥98.0% (TLC)

storage temp.

2-8°C

Biochem/physiol Actions

A mycotoxin found in grains and animal feed that nephrotoxic and is a teratogen in rodents, reducing blastocyst cell number, embryonic survival, and neonatial weight and increasing fetal abnormalities. It′s cytotoxicity to cells in culture are associated with the production of reactive oxygen species, the activation of mitochondrial apoptotic pathways, and the inhibition of antiapoptotic phosphorylation pathways.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

S M Ribeiro et al.
Cell biochemistry and function, 15(3), 203-209 (1997-10-23)
The effects of citrinin in the maintenance of the homeostasis of the reactive oxygen species in rat liver cells were evaluated. Citrinin (CTN) modifies the antioxidant enzymatic defences of cells through the inhibition of GSSG-reductase and transhydrogenase. No effect was
Wen-Hsiung Chan
The Biochemical journal, 404(2), 317-326 (2007-03-03)
The mycotoxin CTN (citrinin), a natural contaminant in foodstuffs and animal feeds, has cytotoxic and genotoxic effects on various mammalian cells. CTN is known to cause cell injury, including apoptosis, but the precise regulatory mechanisms of CTN action, particularly in
Nittin D Singh et al.
Journal of applied toxicology : JAT, 27(2), 143-151 (2006-12-23)
Dietary exposures to food pollutants such as mycotoxin(s) or pesticide(s) are most significant due to their adverse effects on the production and reproduction in animals and the human population. The present investigation was conducted to evaluate the teratogenic potential of
Terje Svingen et al.
Environmental toxicology, 32(5), 1658-1664 (2016-09-16)
Mycotoxins are fungi-born metabolites that can contaminate foods through mould-infected crops. They are a significant food/feed-safety issue across the globe and represent a substantial financial burden for the world economy. Moreover, with a changing climate and fungal biota, there is

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service