 Home > Encyclopedia > Citrinin

Citrinin

Citrinin structure

CAS No:
518-75-2
Formula:
C13H14O5
Chemical Name:
Citrinin
Synonyms:
3H-2-Benzopyran-7-carboxylic acid,4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-,(3R,4S)-;Citrinin;3H-2-Benzopyran-7-carboxylic acid,4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-,(3R-trans)-;(3R,4S)-4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid;4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid;(-)-Citrinin;NSC 186;11003-17-1;16051-41-5
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Citrinin is a mycotoxin which causes contamination in the food and is associated with different toxic effects. Citrinin is usually found together with another nephrotoxic mycotoxin, Ochratoxin A. Citrinin is also reported to possess a broad spectrum of bioactivities, including antibacterial, antifungal, and potential anticancer and neuro-protective effects in vitro[1][2].

Citrinin Basic Attributes

Molecular Weight：

250.25

Exact Mass：

250.25

EC Number：

208-257-2

HScode：

29419090

Characteristics

PSA：

83.8

XLogP3：

0.45 /Estimated/

Appearance：

Yellow Crystalline Powder or Flakes

Density：

1.4±0.1 g/cm3

Melting Point：

178.5 °C (decomp)

Boiling Point：

178-179 deg C (decomposes)

Flash Point：

2℃

Refractive Index：

1.596

Water Solubility：

Slightly sol in ether; sol in acetone

Storage Conditions：

2-8°C

Vapor Pressure：

5.6X10-10 mm Hg at 25 deg C /Estimated/

Toxicity：

Peritoneal-rat LD50: 50 mg/kg; peritoneal-mouse LD50: 35 mg/kg

Flammability characteristics：

Flammable, decomposes toxic nitrogen oxides and chloride gases when burned

Specific rotation：

D18 -37.4° (c = 1.15 in alc.)

PH：

Strong acid

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

UN 3462 6.1/PG 3

wgk germany：

hazard class code：

23/24/25-40-36/37/38

safety instructions：

26-36/37/39-45-22-7/9

RTECS Number：

DJ2275000

Marks：

Storage features：

Treasury is low temperature, ventilated, dry; stored separately from food raw materials

Precautionary statement(s)：

P210-P280-P305 + P351 + P338

Hazard Statements：

H225-H302-H312-H319-H332

Toxicity

Toxicity class：

highly toxic

Citrinin Use and Manufacturing

Citrinin is a quinonemethine mycotoxin produced by diverse fungi including Aspergillus and Penicillium. Citrinin has been extensively investigated and is a potent nephrotoxin with hepatoxic and teratogenic activity. Citrinin is the causative agent of Balkan nephropathy and yellow rice fever in humans. At the molecular level, citrinin exhibits a range of effects including free radical damage to DNA and disruption of mitochondrial membrane-bound enzymic activities and structural integrity. Specifically, citrinin is an inhibitor of NADH dehydrogenase in the mitochondrial electron transport chain and this action is responsible for recent reports of citrinin's apoptotic activity.