Citrinin

Citrinin
Skeletal formula of citrinin
Space-filling model of the citrinin molecule
Names
Preferred IUPAC name
(3R,4S)-8-Hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-2-benzopyran-7-carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.508 Edit this at Wikidata
KEGG
UNII
  • 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 ☒N
    Key: CQIUKKVOEOPUDV-IYSWYEEDSA-N ☒N
  • InChI=1/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
    Key: CQIUKKVOEOPUDV-IYSWYEEDBV
  • O=C2C(C(O)=O)=C(O)C1=CO[C@H](C)[C@@H](C)C1=C2C
Properties
C13H14O5
Molar mass 250.25
Appearance Lemon-yellow crystals
Melting point 175 °C (347 °F; 448 K) (decomposes (dry conditions), when water is present 100 degrees Celsius))
Insoluble
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazard
H301, H311, H331, H351
P261, P280, P301+P310, P311
Safety data sheet (SDS) MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Citrinin is a mycotoxin which is often found in food. It is a secondary metabolite produced by fungi that contaminates long-stored food and it can cause a variety of toxic effects, including kidney, liver and cell damage. Citrinin is mainly found in stored grains, but sometimes also in fruits and other plant products.