Citrinin (BioDeep_00000001855)
Main id: BioDeep_00000398496
human metabolite PANOMIX_OTCML-2023 Antitumor activity
代谢物信息卡片
化学式: C13H14O5 (250.08411940000002)
中文名称: 橘霉素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C2C(=COC(C)C2C)C(=O)C(C(=O)O)=C1O
InChI: InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,14H,1-3H3,(H,16,17)
描述信息
Citrinin is a mycotoxin originally isolated from Penicillium citrinum. It has since been found to be produced by a variety of other fungi which are found or used in the production of human foods, such as grain, cheese, sake and red pigments. Citrinin has also been found in commercial red yeast rice supplements, and also in Aspergillus niveus and Aspergillus terreus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987).
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
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].
同义名列表
12 个代谢物同义名
(3R-trans)-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-carboxylic acid; (3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-2-benzopyran-7-carboxylic acid; (3R-trans)-4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylate; (3R,4S)-8-Hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid; (3R,4S)-4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylate; (-)-Citrinin; Antimycin; Citriain; Citrinin; NSC 186; (3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromene-7-carboxylic acid
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:48709
- ChEBI: CHEBI:48707
- KEGG: C16765
- PubChem: 54682830
- PubChem: 54680783
- HMDB: HMDB0041857
- Metlin: METLIN44031
- ChEMBL: CHEMBL495067
- Wikipedia: Citrinin
- MeSH: Citrinin
- KNApSAcK: C00029979
- chemspider: 10222475
- CAS: 1329611-85-9
- CAS: 11118-72-2
- CAS: 518-75-2
- PMhub: MS000012865
- PMhub: MS000001304
- PubChem: 96023289
- NIKKAJI: J1.573C
- RefMet: Citrinin
- medchemexpress: HY-N6746
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
11 个相关的物种来源信息
- 1470541 - Aspergillus neoniveus: 10.1016/S0021-9673(01)88958-5
- 41281 - Aspergillus niveus: 10.1016/S0021-9673(01)88958-5
- 33178 - Aspergillus terreus: 10.1016/S0040-4020(01)88669-5
- 110160 - Guanomyces polythrix: 10.1021/NP990534H
- 9606 - Homo sapiens: -
- 5098 - Monascus purpureus: 10.1021/JF020023S
- 89489 - Monascus ruber: 10.1128/AEM.65.1.311-314.1999
- 5077 - Penicillium citrinum: 10.1016/S0031-9422(00)00106-0
- 1889 - Streptomyces ambofaciens:
- 41951 - Streptomyces argillaceus: 10.1371/JOURNAL.PONE.0198145
- 1520572 - Streptomyces kitazawaensis:
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Dongyang Wang, Huanhuan Wang, Xuli Chen, Yanchao Xu, Wenwen He, Dan Wu, Mingxing Zuo, Weiming Zhu, Liping Wang. Five previously undescribed citrinin derivatives from the endophytic fungus Penicillium citrinum GZWMJZ-836.
Phytochemistry.
2024 Apr; 220(?):114032. doi:
10.1016/j.phytochem.2024.114032
. [PMID: 38369172] - Cong Song, Yang Zhang, Qian Zhao, Mengyao Chen, Yu Zhang, Congcong Gao, Zhenhua Jia, Shuishan Song, Junfeng Guan, Zhonglin Shang. Volatile organic compounds produced by Bacillus aryabhattai AYG1023 against Penicillium expansum causing blue mold on the Huangguan pear.
Microbiological research.
2023 Oct; 278(?):127531. doi:
10.1016/j.micres.2023.127531
. [PMID: 37871540] - Shanshan Wei, Zihuan Sang, Yanjiang Zhang, Huan Wang, Yan Chen, Hongxin Liu, Sasa Wang, Haibo Tan. Peniciriols A and B, two new citrinin derivatives from an endophytic fungus Penicillum citrinum TJNZ-27.
Fitoterapia.
2023 Sep; 169(?):105572. doi:
10.1016/j.fitote.2023.105572
. [PMID: 37315718] - Changrong Lai, Danmei Tian, Mingxin Zheng, Binglei Li, Jia Jia, Jihua Wei, Bin Wu, Hongkai Bi, Jinshan Tang. Novel citrinin derivatives from fungus Penicillium sp. TW131-64 and their antimicrobial activities.
Applied microbiology and biotechnology.
2023 Aug; ?(?):. doi:
10.1007/s00253-023-12738-3
. [PMID: 37642717] - Yanling Gui, Guangfu Tang, Haiqiao Man, Jiao Wang, Jie Han, Jiehong Zhao. Transportation of citrinin is regulated by the CtnC gene in the medicinal fungus Monascus purpureus.
Journal of Zhejiang University. Science. B.
2023 Jun; 24(6):543-548. doi:
10.1631/jzus.b2300023
. [PMID: 37309046] - Guangfu Tang, Haiqiao Man, Jiao Wang, Jie Zou, Jiehong Zhao, Jie Han. An oxidoreductase gene CtnD involved in citrinin biosynthesis in Monascus purpureus verified by CRISPR/Cas9 gene editing and overexpression.
Mycotoxin research.
2023 Jun; ?(?):. doi:
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Pest management science.
2023 Apr; ?(?):. doi:
10.1002/ps.7513
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Voprosy pitaniia.
2023; 92(2):26-34. doi:
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The Journal of organic chemistry.
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Marine biotechnology (New York, N.Y.).
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Analytical biochemistry.
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Mycotoxin research.
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Fungal genetics and biology : FG & B.
2022 05; 160(?):103687. doi:
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Arhiv za higijenu rada i toksikologiju.
2022 Apr; 73(1):43-47. doi:
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Drug and chemical toxicology.
2022 Mar; 45(2):688-697. doi:
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Mycotoxin research.
2022 Feb; 38(1):61-70. doi:
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PloS one.
2022; 17(6):e0263905. doi:
10.1371/journal.pone.0263905
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Environmental science and pollution research international.
2022 Jan; 29(4):6205-6218. doi:
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Environment international.
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Pharmaceutical biology.
2021 Dec; 59(1):391-400. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2021 Dec; 158(?):112674. doi:
10.1016/j.fct.2021.112674
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Toxins.
2021 10; 13(11):. doi:
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. [PMID: 34822534] - Alfonso Narváez, Luana Izzo, Yelko Rodríguez-Carrasco, Alberto Ritieni. Citrinin Dietary Exposure Assessment Approach through Human Biomonitoring High-Resolution Mass Spectrometry-Based Data.
Journal of agricultural and food chemistry.
2021 Jun; 69(22):6330-6338. doi:
10.1021/acs.jafc.1c01776
. [PMID: 34060319] - Emmanuel K Tangni, François Van Hove, Bart Huybrechts, Julien Masquelier, Karine Vandermeiren, Els Van Hoeck. Citrinin Determination in Food and Food Supplements by LC-MS/MS: Development and Use of Reference Materials in an International Collaborative Study.
Toxins.
2021 03; 13(4):. doi:
10.3390/toxins13040245
. [PMID: 33808320] - Hongyin Zhang, Joseph Ahima, Qiya Yang, Lina Zhao, Xiaoyun Zhang, Xiangfeng Zheng. A review on citrinin: Its occurrence, risk implications, analytical techniques, biosynthesis, physiochemical properties and control.
Food research international (Ottawa, Ont.).
2021 03; 141(?):110075. doi:
10.1016/j.foodres.2020.110075
. [PMID: 33641962] - Ying Xu, Biao Ma, Erjing Chen, Xiaoping Yu, Zihong Ye, Chuanxin Sun, Mingzhou Zhang. Dual fluorescent immunochromatographic assay for simultaneous quantitative detection of citrinin and zearalenone in corn samples.
Food chemistry.
2021 Jan; 336(?):127713. doi:
10.1016/j.foodchem.2020.127713
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Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2021; 56(1):75-88. doi:
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Toxicon : official journal of the International Society on Toxinology.
2020 Dec; 188(?):172-177. doi:
10.1016/j.toxicon.2020.10.021
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Toxins.
2020 11; 12(11):. doi:
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Mycotoxin research.
2020 Nov; 36(4):409-417. doi:
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Mycotoxin research.
2020 Nov; 36(4):339-352. doi:
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Journal of chromatography. A.
2020 Sep; 1627(?):461399. doi:
10.1016/j.chroma.2020.461399
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Regulatory toxicology and pharmacology : RTP.
2020 Aug; 115(?):104700. doi:
10.1016/j.yrtph.2020.104700
. [PMID: 32525063] - Ya-Ping Huang, Ping Li, Ting Du, Xin-Jun Du, Shuo Wang. Protective effect and mechanism of Monascus-fermented red yeast rice against colitis caused by Salmonella enterica serotype Typhimurium ATCC 14028.
Food & function.
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2020 Jul; 141(?):111365. doi:
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. [PMID: 32320715] - Liliana Silva, André Pereira, Sofia Duarte, Angelina Pena, Celeste Lino. Reviewing the Analytical Methodologies to Determine the Occurrence of Citrinin and its Major Metabolite, Dihydrocitrinone, in Human Biological Fluids.
Molecules (Basel, Switzerland).
2020 Jun; 25(12):. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
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Mycotoxin research.
2019 Nov; 35(4):391-403. doi:
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Toxins.
2019 10; 11(10):. doi:
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Analytical and bioanalytical chemistry.
2019 Oct; 411(25):6655-6665. doi:
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Environmental science and pollution research international.
2019 Oct; 26(30):31374-31383. doi:
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The journal of physical chemistry. B.
2019 07; 123(27):5755-5768. doi:
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Biochimica et biophysica acta. Molecular basis of disease.
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Mycotoxin research.
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Molecules (Basel, Switzerland).
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Human & experimental toxicology.
2019 Apr; 38(4):434-445. doi:
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Toxins.
2019 02; 11(2):. doi:
10.3390/toxins11020118
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
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Protoplasma.
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