CITRININ

ChemicalBook > CAS DataBase List > CITRININ

Product Name: CITRININ
CAS No.: 518-75-2
Chemical Name: CITRININ
Synonyms: CIT;ANTIMYCIN;CTRO;NSC 186;CITRININ;KIAA0949;Cltrinin;Citriain;CITRININE;Cytrinine
CBNumber: CB3190931
Molecular Formula: C13H14O5
Formula Weight: 250.25
MOL File: 518-75-2.mol

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CITRININ Property

Melting point:: 175°C (dec.)
alpha: D18 -37.4° (c = 1.15 in alc.)
Boiling point:: 313.38°C (rough estimate)
Density: 1.37
refractive index: 1.4560 (estimate)
Flash point:: 2℃
storage temp.: 2-8°C
solubility: ≤2mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide
form: Crystalline Powder or Flakes
pka: 1.52±0.60(Predicted)
color: Yellow
Merck: 13,2351
BRN: 5282243
Stability:: Hygroscopic
CAS DataBase Reference: 518-75-2(CAS DataBase Reference)
IARC: 3 (Vol. 40, Sup 7) 1987
EPA Substance Registry System: Citrinin (518-75-2)

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Safety

Hazard Codes: T
Risk Statements: 23/24/25-40-36/37/38
Safety Statements: 26-36/37/39-45-22-7/9
RIDADR: UN 3462 6.1/PG 3
WGK Germany: 3
RTECS: DJ2275000
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29419090
Hazardous Substances Data: 518-75-2(Hazardous Substances Data)
Toxicity: LD50 in mice, rats (mg/kg): 35, 67 i.p. (Ambrose, De Eds)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H351Suspected of causing cancer

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C1017
Product name: Citrinin
Purity: from
Packaging: 5mg
Price: $227
Updated: 2024/03/01

Sigma-Aldrich

Product number: SAB4500213
Product name: Anti-CTRO antibody produced in rabbit
Purity: affinity isolated antibody
Packaging: 100μg
Price: $506
Updated: 2024/03/01

Sigma-Aldrich

Product number: 35410
Product name: Citrinin solution
Purity: 100 μg/mL in acetonitrile, analytical standard
Packaging: 1ml
Price: $835
Updated: 2024/03/01

Alfa Aesar

Product number: J64007
Product name: Citrinin, 98%
Packaging: 5mg
Price: $139
Updated: 2021/12/16

Cayman Chemical

Product number: 11320
Product name: Citrinin
Purity: ≥98%
Packaging: 1mg
Price: $36
Updated: 2024/03/01

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CITRININ Chemical Properties,Usage,Production

Description

Citrinin is a mycotoxin that has been found in Monascus and has diverse biological activities. It is active against S. aureus, methicillin-resistant S. aureus (MRSA), rifampicin-resistant S. aureus, and vancomycin-resistant E. faecium (MICs = 1.95, 3.9, 0.97, and 7.81 μg/ml, respectively), as well as the pathogenic yeast C. neoformans (MIC = 3.9 μg/ml). It is cytotoxic to a variety of cells in vitro, including bovine kidney cells and mice embryonic stem cells. Citrinin (30 μM) induces reactive oxygen species (ROS) production, mitochondrial membrane potential loss, and apoptosis in HepG2 cells, effects that can be blocked by the antioxidant resveratrol. In contrast, citrinin reduces glutamate-induced excitotoxicity in primary rat cortical neurons at concentrations ranging from 0.1 to 1,000 nM and inhibits LPS-induced production of nitric oxide (NO) in RAW 264.7 cells at 0.625 to 40 μM. It is toxic to brine shrimp larvae (LD₅₀ = 96 μg/ml), as well as to rats and mice with oral LD₅₀ values of 50 and 87-105 mg/kg, respectively. It induces reproductive abnormalities in male mice and toxic effects in the liver, kidney, heart, and gastrointestinal tracts of various animals. Citrinin has been found in stored cereal grains, as well as beans, fruit, and herbs.

Chemical Properties

Antimycin (A3C26H36N2O9) and (Antimycin A1) C28H40N2O9 are crystalline solids.

Chemical Properties

yellow crystalline powder or flakes

Uses

Antibiotic substance produced by a white spore aspergilus which has been placed under the species name Aspergillus niveus. Also produced in small quantities by Penicillium citrinum.

Uses

antibacterial

Uses

Citrinin is a quinonemethine mycotoxin produced by diverse fungi including Aspergillus and Penicillium. Citrinin has been extensively investigate, 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.

Definition

ChEBI: (-)-citrinin is a citrinin. It has a role as a Penicillium metabolite. It is an enantiomer of a (+)-citrinin.

General Description

Citrinin is a hepato-nephrotoxic mycotoxin. It can be produced by several filamentous fungi genera of Monauscus, Aspergillus, and Penicillium, which is commonly found as a contaminant in stored grains, foods, feedstuffs and also in biological fluids.

Potential Exposure

Specific uses for antimycin A were not found, however, antimycin A1, and antimycin A3 are reported to be antibiotic substances produced by streptomyces for use as a fungicide, possible insecticide and miticide. Registered as a pesticide in the U.S.

in vitro

previous study found that exposure of hek293 cells to citrinin led to an arrest of cell cycle g2/m in a concentration-dependent increase. citrinin treatment could also elevate the expression levels of p53 and p21 proteins, yet attenuate the signals of phosphorylated cell division cycle 2. moreover, treating hek293 with citrinin could increase both the value of mitotic index and the population of cells, indicating that arrest of citrinin -induced cell cycle occurred mainly during the mitotic phase [1].

in vivo

previous study showed that citrinin acted as a nephrotoxin in all tested animal species, but its acute toxicity varied in different species. the 50% lethal dose for ducks is 57 mg/kg; for chickens it is 95 mg/kg; and for rabbits it is 134 mg/kg. in murine kidneys, citrinin could also synergistically act with ochratoxin a to depress rna synthesis [2].

storage

+4°C

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

References

[1] chang ch, yu fy, wu ts, wang lt, liu bh. mycotoxin citrinin induced cell cycle g2/m arrest and numerical chromosomal aberration associated with disruption of microtubule formation in human cells. toxicol sci. 2011 jan;119(1):84-92.
[2] j. w. bennett and m. klich. mycotoxins. clin.microbiol.rev. 16(3), 497-516 (2003).

CITRININ Preparation Products And Raw materials

Raw materials

Preparation Products

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CITRININ Suppliers

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View Lastest Price from CITRININ manufacturers

hebei hongtan Biotechnology Co., Ltd

Product: CITRININ 518-75-2
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000
Release date: 2024-03-25

Hebei Weibang Biotechnology Co., Ltd

Product: Citrinin 518-75-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-30

Hebei Yanxi Chemical Co., Ltd.

Product: Citrinin 518-75-2
Price: US $40.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10 tons
Release date: 2023-10-18

518-75-2, CITRININRelated Search:

1-METHOXY-1,3-BUTADIENE TRANS-2-HEXEN-1-OL 2,3,4-TRIMETHYL-2-PENTENE Ethyl propenyl ether Allylacetic acid TRANS-2-HEPTEN-1-OL 3-HEPTEN-1-OL TRANS-2-PENTEN-1-OL 2-METHYL-2-HEXENOIC ACID CIS-4-HEPTENAL CITRININ TRANS-3-HEXEN-1-OL 2-METHYL-2-PENTENAL 2-METHYL-3-BUTEN-1-OL CIS-4-HEPTEN-1-OL GAMMA-TERPINENE ANTIMYCIN A1 ANTIMYCIN A FROM STREPTOMYCES SP.,ANTIMYCIN A,ANTIMYCIN

ANTIMYCIN

CIT

CITRININ

CITRININ, PENICILLIUM CITRINUM

4,6-DIHYDRO-8-HYDROXY-3,4,5-TRIMETHYL-6-OXO-3H-2-BENZOPYRAN-7-CARBOXYLIC

4,6-DIHYDRO-8-HYDROXY-3,4,5-TRIMETHYL-6-OXO-3H-2-BENZOPYRAN-7-CARBOXYLIC ACID

(3r,4s)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3h-2-benzopyran-7-carbox

3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R,4S)-

CITRININE

Antimycin, Citrinin

(3R)-3α,4β,5-Trimethyl-6-oxo-8-hydroxy-3,4-dihydro-6H-2-benzopyran-7-carboxylic acid

(3R)-4,6-Dihydro-8-hydroxy-3α,4β,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid

(3R,4S)-3,4,5-Trimethyl-6-oxo-8-hydroxy-4,6-dihydro-3H-2-benzopyran-7-carboxylic acid

Citrinin,98%

CITRININ(RG)

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

Anti-CTRO antibody produced in rabbit

CTRO

KIAA0949

Rho-interacting

Cltrinin

Citrinin, 100ppm

MeleaMycin, AntiMycin, Monascidin A

Citrinin solution

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

,(3r-trans)-

3H-2-Benzopyran-7-carboxylic acid, 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-, (3R-trans)-

4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3h-2-benzopyran-7-carboxylicaci

6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-(3r-trans)-3h-2-benzopyran-7-carboxylicaci

8-Hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid

Citriain

citrinin,antimycin

3,4-dihydro-8-hydroxy-3,4,5-trimethyl-6H-6-oxobenzo(c)pyran-7-carboxylic acid

CITRININ FROM PENICILLIUM CITRINUM

Cytrinine

(-)-2&szlig

-(4-iodophenyl)nortropane (nor-&szlig

-Carbomethoxy-3&szlig

(-)-Citrini

NSC 186

CITRININ USP/EP/BP

TIANFUCHEM--High purity CITRININ factory price

13C13]-Citrinin-10 μg/mL in ACN

(-)-Citrini

(3R,4S)-8-Hdroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid

Citrinin in acetonitrile

CITRININ(RG) 5mg

518-75-2

C13H14O5

antibiotic

Chiral Reagents

Heterocycles

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