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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
Molecular Weight:
250.25
MDL Number:
MFCD00006912
MOL File:
518-75-2.mol
Last updated:2024-12-18 14:08:52

CITRININ Properties

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)
EWG's Food Scores 1
FDA UNII 3S697X6SNZ
IARC 3 (Vol. 40, Sup 7) 1987
EPA Substance Registry System Citrinin (518-75-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301+H311+H331-H351
Precautionary statements  P202-P261-P280-P301+P310-P302+P352+P312-P304+P340+P311
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)
NFPA 704
0
4 0

CITRININ price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C1017 Citrinin from 518-75-2 5mg $227 2024-03-01 Buy
Sigma-Aldrich SAB4500213 Anti-CTRO antibody produced in rabbit affinity isolated antibody 518-75-2 100μg $506 2024-03-01 Buy
Sigma-Aldrich 35410 Citrinin solution 100 μg/mL in acetonitrile, analytical standard 518-75-2 1ml $835 2024-03-01 Buy
Alfa Aesar J64007 Citrinin, 98% 518-75-2 5mg $139 2021-12-16 Buy
Cayman Chemical 11320 Citrinin ≥98% 518-75-2 1mg $36 2024-03-01 Buy
Product number Packaging Price Buy
C1017 5mg $227 Buy
SAB4500213 100μg $506 Buy
35410 1ml $835 Buy
J64007 5mg $139 Buy
11320 1mg $36 Buy

CITRININ Chemical Properties,Uses,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

yellow crystalline powder or flakes

Chemical Properties

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

Uses

antibacterial

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

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).

79755-69-4
518-75-2
Synthesis of CITRININ from 1,3-Benzenediol, 5-[(1S,2R)-2-hydroxy-1-methylpropyl]-4-methyl-

CITRININ Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 176)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12834 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5857 58
Hebei Weibang Biotechnology Co., Ltd
+8617732866630 bess@weibangbio.com China 18150 58
hebei hongtan Biotechnology Co., Ltd
+86-86-1913198-3935 +8617331935328 sales03@chemcn.cn China 970 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Hubei Ipure Biology Co., Ltd
+8613367258412 ada@ipurechemical.com China 10319 58

View Lastest Price from CITRININ manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
CITRININ pictures 2024-12-23 CITRININ
518-75-2
US $50.00 / kg 1kg 99% 1000 hebei hongtan Biotechnology Co., Ltd
Citrinin pictures 2024-10-30 Citrinin
518-75-2
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Citrinin pictures 2024-10-25 Citrinin
518-75-2
US $40.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
  • CITRININ pictures
  • CITRININ
    518-75-2
  • US $50.00 / kg
  • 99%
  • hebei hongtan Biotechnology Co., Ltd
  • Citrinin pictures
  • Citrinin
    518-75-2
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • Citrinin pictures
  • Citrinin
    518-75-2
  • US $40.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
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 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 TIANFUCHEM--High purity CITRININ factory price CITRININ USP/EP/BP NSC 186 (-)-Citrini -Carbomethoxy-3ß -(4-iodophenyl)nortropane (nor-ß (-)-2ß Citrinin, 100ppm ANTIMYCIN CIT 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 Intermediates & Fine Chemicals Pharmaceuticals Active Pharmaceutical Ingredients