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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

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9984
Advantage
60
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
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Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
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ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4941
Advantage
60
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17779
Advantage
75
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24835
Advantage
65
Shanghai Ruji Biology Technology Co., Ltd.
Tel
+86-21-65211385-8001 36031160
Fax
+86-21-65211385-8004
Email
sales@shruji.com
Country
China
ProdList
3224
Advantage
55
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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 Yanxi Chemical Co., Ltd.
Product
Citrinin 518-75-2
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-18
Hebei Mojin Biotechnology Co., Ltd
Product
CITRININ 518-75-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-11-30

518-75-2, CITRININRelated Search:


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