CITRININ
Citrinin
CAS: 518-75-2
Molecular Formula: C13H14O5
CITRININ - Names and Identifiers
| Name | Citrinin |
| Synonyms | CIT CITRININ Citrinin ANTIMYCIN CITRININ, PENICILLIUM CITRINUM 4,6-DIHYDRO-8-HYDROXY-3,4,5-TRIMETHYL-6-OXO-3H-2-BENZOPYRAN-7-CARBOXYLIC (3r,4s)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3h-2-benzopyran-7-carbox 4,6-DIHYDRO-8-HYDROXY-3,4,5-TRIMETHYL-6-OXO-3H-2-BENZOPYRAN-7-CARBOXYLIC ACID 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R,4S)- |
| CAS | 518-75-2 |
| EINECS | 208-257-2 |
| InChI | 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-/m0/s1 |
CITRININ - Physico-chemical Properties
| Molecular Formula | C13H14O5 |
| Molar Mass | 250.25 |
| Density | 1.37 |
| Melting Point | 175°C (dec.) |
| Boling Point | 313.38°C (rough estimate) |
| Specific Rotation(α) | D18 -37.4° (c = 1.15 in alc.) |
| Flash Point | 2℃ |
| Solubility | Soluble in methanol, ethanol, acetone, ethyl acetate, benzene, n-hexane, etc. |
| Vapor Presure | 1.99E-08mmHg at 25°C |
| Appearance | Crystalline Powder or Flakes(Yellow) |
| Color | Yellow |
| Merck | 13,2351 |
| BRN | 5282243 |
| pKa | 1.52±0.60(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.4560 (estimate) |
| MDL | MFCD00006912 |
CITRININ - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R40 - Limited evidence of a carcinogenic effect R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S22 - Do not breathe dust. S7/9 - |
| UN IDs | UN 3462 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | DJ2275000 |
| HS Code | 29419090 |
| Hazard Class | 6.1(a) |
| Packing Group | II |
| Toxicity | LD50 in mice, rats (mg/kg): 35, 67 i.p. (Ambrose, De Eds) |
CITRININ - Reference
| Reference Show more | 1. Zhuang Xiaoxiao, Wang Yu, Li kuogu et al. Low-yield citrinin and Monascus compound mutation breeding [J]. Journal of Biology, 2018, 35(001):104-106, 124. 2. Zhou Ke, Yan Pengcheng, Hu Yongdan. Optimization of liquid-state fermentation conditions of Monascus for high-yield orange pigment and low-yield citrinin [J]. Food and Fermentation Industry, 2020, 046(007):116-122. 3. Jia-Li Hu. Study on fermentation technology of Monascus and Polygonatum sibiricum and its immunomodulatory and hypolipidemic effects [D]. Guangdong Pharmaceutical University, 2020. 4. Xiong, Xiaoqian, et al. "Low-Frequency Magnetic Field of Appropriate strengths Changed Secondary metabolite Production and Na Concentration of intracellular and extracellular monascus purpureus." Bioelectromagnetics 41.4 (2020): 289-297.https:// doi.org/10 5. Zhen, Z.; Xiong, X.; Liu, Y.; Zhang, J.; Wang, S.; Li, L.; Gao, M. NaCl Inhibits Citrinin and Stimulates Monascus Pigments and Monacolin K Production. Toxins 2019, 11, 118. https://doi.org/10.3390/toxins11020118 6. [IF=3.757] Yunlei Wan et al."Citrinin-producing capacity of Monascus purpureus in response to low −frequency magnetic fields."Process Biochem. 2017 Feb;53:25 7. [IF=4.171] Ya-ping Huang et al."Protective effect and mechanism of Monascus-fermented red yeast rice against colitis caused by Salmonella enterica serotype Typhimurium ATCC 14028."Food Funct. 2020 Jul;11(7):6363-6375 8. [IF=2.01] Xiaoqian Xiong et al."Low-Frequency Magnetic Field of Appropriate Strengths Changed Secondary Metabolite Production and Na Concentration of Intracellular and Extracellular Monascus purpureus."Bioelectromagnetics. 2020 May;41(4):289-297 |
CITRININ - Nature
Open Data Verified Data
- like avermectin, it belongs to a sixteen-membered macrolide insecticidal and acaricidal antibiotic. Its structure is only one less disaccharide group than avermectin, and it is composed of six components, in which A3 and A4 are effective structures.
- milbemectin A3: pure product melting point 212~215 ℃, density 1. 1270(25 ℃). Vapor pressure 1.3 x 10-8 Pa(25 °c). Solubility in water (20 ℃):0.88 × 10 -6, solubility in other solvents (20 ℃,g/L): methanol 64.8, ethanol 234.0, acetone 365.3, ethyl acetate 320.4, benzene 524.2, N-hexane 6.5.
- milbemectin A4: pure product melting point 212~215 ℃, density 1. 1270(25 ℃). Vapor pressure 1.3 x 10-8 Pa(25 °c). Solubility in water (20 ℃):7.2 × 10-6, solubility in other solvents (20 ℃,g/L): methanol 458.8, ethanol 41.9, acetone 66.1, ethyl acetate 69.5, benzene 143.1, N-hexane 1.4.
- formulation EC.
Last Update：2024-01-02 23:10:35
CITRININ - Preparation Method
Open Data Verified Data
is a metabolite of Streptococcus viridis var. aureolacri-mosus, the Actinomyces subsp. hygroscopicus strep. Its products by producing bacteria by culture, fermentation, processing.
Last Update：2022-01-01 11:18:38
CITRININ - Use
Open Data Verified Data
The mode of action of the microbial source insecticide and acaricide is the same as that of abamectin, but the insecticidal spectrum of Citrinin is narrow. Mainly used for fruit trees (such as citrus, etc.) to control a variety of mites, Cotton leaf mites and orange whole claw mites efficient, but poor activity on eggs. The recommended dosage for the control of mites is 5. 6~28g/hm2. the addition of mineral oil in the preparation can increase the permeability and improve the ovicidal activity of mite eggs.
Last Update：2022-01-01 11:18:39
CITRININ - Safety
Open Data Verified Data
The acute oral LD50 of male rats was 762mg/kg, and the acute oral LD50 of female rats was 456 mg/kg; the acute oral LD50 for male mice was 324mg/kg, and the acute oral LD50 for female mice was 313mg/kg; The acute percutaneous LD50 for rats was greater than 5000mg/kg. No carcinogenic, teratogenic and mutagenic effects. Under normal conditions of use, no harm to non-target organisms.
Last Update：2022-01-01 11:18:39
CITRININ - Reference Information
| (IARC) carcinogen classification | 3 (Vol. 40, Sup 7) 1987 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Citrinin is a mycotoxin that causes food contamination and has different toxic effects. Citrinin are commonly found with another nephrotoxic mycotoxin, Ochratoxin A. Citrinin have been reported to have a wide range of biological activities in vitro, including antibacterial, antifungal and potential anticancer and neuroprotective effects. |
| use | a mycotoxin found in grains and feed that poisons animal kidneys. it is a teratogen for rodents. the toxin can reduce the number of blastocyst cells, embryo survival rate, reduce newborn weight and increase fatal deformities. The toxicity to cells in the culture medium is related to the category of reactive oxygen species. Activate the apoptosis pathway of mitochondria and hinder the anti-apoptotic phosphorylation pathway. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | abdominal cavity-rat LD50: 50 mg/kg; Abdominal cavity-mouse LD50: 35 mg/kg |
| flammability hazard characteristics | combustible, decomposition of toxic nitrogen oxides and chloride gas during combustion |
| storage and transportation characteristics | warehouse is low temperature, ventilated and dry; Store separately from food raw materials |
| fire extinguishing agent | water, carbon dioxide, dry powder, sand |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:32:06
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Multiple SpecificationsSpot supply
Product Name: Cltrinin Visit Supplier Webpage Request for quotationCAS: 518-75-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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