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Merck

C1017

Citrinin

from Penicillium citrinum, ≥98% (HPLC), powder, mycotoxin

Synonym(s):

(3R,4S)-8-Hydroxy-3,4,5-Trimethyl-6-Oxo-4,6-Dihydro-3H-Isochromene-7-Carboxylic Acid, 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C13H14O5
CAS Number:
518-75-2
Molecular Weight:
250.25
NACRES:
NA.77
PubChem Substance ID:
24892302
UNSPSC Code:
12352200
EC Number:
208-257-2
MDL number:
MFCD00006912
Beilstein/REAXYS Number:
5282243

Key Documents

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Product Name

Citrinin, from Penicillium citrinum, ≥98% (HPLC)

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% (HPLC)

form

powder

storage temp.

2-8°C

Quality Level

200

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Application

Citrinin has been used as:
  • a standard for calibration curve preparation for citrinin quantification Monascus purpureus ATCC 36928
  • an internal standard in thin layer chromatography (TLC) for characterizing the citrinin from Aspergillus and Penicillium strains
  • standard to characterize citrinin for rotten apples TLC

Biochem/physiol Actions

Citrinin is a predominant contaminant in agriculture supplies and food. It exhibits genotoxic, embryotoxic, and teratogenic properties. It is hepatonephrotoxin and a potent mycotoxin in rice grains.

General description

Citrinin is a mycotoxin from Penicillium citrinin that comprises a quinone methide component.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000417144
0000417143
0000417144
0000417143
0000395844

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Effect of dissolved oxygen concentration on red pigment and citrinin production by Monascus purpureus ATCC 36928
Brazilian Journal of Chemical Engineering, 25, 247-253 (2008)
M R Bragulat et al.
Letters in applied microbiology, 47(4), 286-289 (2009-02-26)
To assess the ability of fungi isolated from grapes to produce patulin and citrinin. A total of 446 Aspergillus isolates belonging to 20 species and 101 Penicillium isolates were inoculated in Czapek yeast extract agar and yeast extract sucrose agar
Liliana J G Silva et al.
Foods (Basel, Switzerland), 10(1) (2020-12-31)
Citrinin (CIT) deserves attention due to its known toxic effects in mammalian species and its widespread occurrence in food commodities, often along with ochratoxin A, another nephrotoxic mycotoxin. Human exposure, a key element in assessing risk related to food contaminants
M L Martins et al.
Food additives and contaminants, 19(6), 568-574 (2002-06-04)
Patulin and citrinin are mycotoxins produced by certain fungi mainly belonging to Penicillium and Aspergillus and may be detected in mouldy fruits and fruit products. The data presented here refer to the simultaneous occurrence of patulin and citrinin in 351
H K Frank
Zeitschrift fur Ernahrungswissenschaft, 31(3), 164-177 (1992-09-01)
Citrinin, a nephrotoxic mycotoxin, has been of growing importance also for the "International Agency for Research on Cancer", ever since its presumable role in the occurrence of Balcan endemic nephropathy (BEN) was discussed at the congress on "Mycotoxins, Endemic Nepthropathy
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