Aflatoxin M1 (BioDeep_00000001285)

 

Secondary id: BioDeep_00000002606, BioDeep_00000017791, BioDeep_00000403751

human metabolite Endogenous Toxin natural product Volatile Flavor Compounds


代谢物信息卡片


(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

化学式: C17H12O7 (328.05830019999996)
中文名称: 黄曲霉素 M1, 黄曲霉毒素
谱图信息: 最多检出来源 Homo sapiens(blood) 0.16%

Reviewed

Last reviewed on 2024-08-20.

Cite this Page

Aflatoxin M1. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/aflatoxin_m1 (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000001285). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: COC1=C2C3=C(C(=O)OCC3)C(=O)OC2=C4C5C=COC5OC4=C1
InChI: InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3

描述信息

Aflatoxin M1 is found in milk and milk products. Minor mycotoxin of Aspergillus flavus, also found in the milk of cows and sheep fed toxic meal. Metab. of Aflatoxin B1 JHZ87-P [CCD].Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus, most notably Aspergillus flavus and Aspergillus parasiticus. Aflatoxins are toxic and among the most carcinogenic substances known. Aflatoxin M1 is a metabolite of aflatoxin B1 in humans and animals. (Wikipedia)
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins

同义名列表

11 个代谢物同义名

(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione; Aflatoxin m1, cis(+-)-isomer; 4 Hydroxyaflatoxin b1; 4-Hydroxyaflatoxin b1; AFLATOXIN M1; AFLATOXIN G1; Aflatoxin m; Aflatoxin; AFM1; Aflatoxin M1; Aflatoxin G1



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

20 个相关的物种来源信息

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

  • Justin B Renaud, Jacob P Walsh, Mark W Sumarah. Simplified Synthesis and Stability Assessment of Aflatoxin B1-Lysine and Aflatoxin G1-Lysine. Toxins. 2022 01; 14(1):. doi: 10.3390/toxins14010056. [PMID: 35051035]
  • Pummi Singh, Hillary L Mehl, Marc J Orbach, Kenneth A Callicott, Peter J Cotty. Phenotypic Differentiation of Two Morphologically Similar Aflatoxin-Producing Fungi from West Africa. Toxins. 2020 10; 12(10):. doi: 10.3390/toxins12100656. [PMID: 33066284]
  • José L Hidalgo-Ruiz, Roberto Romero-González, José Luis Martínez Vidal, Antonia Garrido Frenich. A rapid method for the determination of mycotoxins in edible vegetable oils by ultra-high performance liquid chromatography-tandem mass spectrometry. Food chemistry. 2019 Aug; 288(?):22-28. doi: 10.1016/j.foodchem.2019.03.003. [PMID: 30902285]
  • Samaneh Nabizadeh, Nabi Shariatifar, Esmail Shokoohi, Shahram Shoeibi, Mohsen Gavahian, Yadolah Fakhri, Ali Azari, Amin Mousavi Khaneghah. Prevalence and probabilistic health risk assessment of aflatoxins B1, B2, G1, and G2 in Iranian edible oils. Environmental science and pollution research international. 2018 Dec; 25(35):35562-35570. doi: 10.1007/s11356-018-3510-0. [PMID: 30353428]
  • Salum Mohammed, Joan J E Munissi, Stephen S Nyandoro. Aflatoxins in sunflower seeds and unrefined sunflower oils from Singida, Tanzania. Food additives & contaminants. Part B, Surveillance. 2018 Sep; 11(3):161-166. doi: 10.1080/19393210.2018.1443519. [PMID: 29486657]
  • Mahyar Dorri, Shirin Hashemitabar, Hossein Hosseinzadeh. Cinnamon (Cinnamomum zeylanicum) as an antidote or a protective agent against natural or chemical toxicities: a review. Drug and chemical toxicology. 2018 Jul; 41(3):338-351. doi: 10.1080/01480545.2017.1417995. [PMID: 29319361]
  • Peiwu Li, Qian Zhou, Ting Wang, Haiyan Zhou, Wen Zhang, Xiaoxia Ding, Zhaowei Zhang, Perng-Kuang Chang, Qi Zhang. Development of an Enzyme-Linked Immunosorbent Assay Method Specific for the Detection of G-Group Aflatoxins. Toxins. 2015 Dec; 8(1):. doi: 10.3390/toxins8010005. [PMID: 26729164]
  • Sufang Fan, Qiang Li, Xiaoguang Zhang, Xiaobin Cui, Dongsheng Zhang, Yan Zhang. Simultaneous determination of aflatoxin B₁, B₂, G₁, and G₂ in corn powder, edible oil, peanut butter, and soy sauce by liquid chromatography with tandem mass spectrometry utilizing turbulent flow chromatography. Journal of separation science. 2015 May; 38(8):1310-7. doi: 10.1002/jssc.201401376. [PMID: 25683560]
  • Sevtap Aydin, Suna Sabuncuoglu, Pinar Erkekoglu, Gönül Sahin, Belma Kocer Giray. Serum aflatoxin levels of the healthy adult population living in the north and south regions of Turkey. Public health nutrition. 2014 Nov; 17(11):2496-504. doi: 10.1017/s1368980013002802. [PMID: 24476808]
  • Jiliang Cao, Shujun Zhou, Weijun Kong, Xiaochi Ma, Meihua Yang, Li Wan, Shihai Yang. Simultaneous determination of aflatoxins B₁, B₂, G₁, G₂ in Fructus Bruceae by high-performance liquid chromatography with online postcolumn photochemical derivatization. Journal of separation science. 2014 Oct; 37(19):2771-8. doi: 10.1002/jssc.201400501. [PMID: 25069411]
  • Runsheng Zheng, Hui Xu, Wenli Wang, Ruoting Zhan, Weiwen Chen. Simultaneous determination of aflatoxin B(1), B(2), G(1), G(2), ochratoxin A, and sterigmatocystin in traditional Chinese medicines by LC-MS-MS. Analytical and bioanalytical chemistry. 2014 May; 406(13):3031-9. doi: 10.1007/s00216-014-7750-7. [PMID: 24658469]
  • Run-Sheng Zheng, Hui Xu, Yuan-Xia Peng, Wen-Li Wang, Ruo-Ting Zhan, Wei-Wen Chen. [A high throughput coupled with high performance liquid chromatography-tandem mass spectrometry method for determination of aflatoxin B1, B2, G1, G2 in 10 traditional Chinese medicines]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Jan; 39(2):273-7. doi: ". [PMID: 24761645]
  • Lei Bao, Chengzhu Liang, Mary W Trucksess, Yanli Xu, Ning Lv, Zhenxing Wu, Ping Jing, Fred S Fry. Determination of aflatoxins B1, B2, G1, and G2 in olive oil, peanut oil, and sesame oil using immunoaffinity column cleanup, postcolumn derivatization, and liquid chromatography with fluorescence detection: first action 2013.05. Journal of AOAC International. 2013 Sep; 96(5):1017-8. doi: 10.5740/jaoacint.13-129. [PMID: 24282940]
  • Xiaomeng Wu, Simin Gao, Jia-Sheng Wang, Hongyan Wang, Yao-Wen Huang, Yiping Zhao. The surface-enhanced Raman spectra of aflatoxins: spectral analysis, density functional theory calculation, detection and differentiation. The Analyst. 2012 Sep; 137(18):4226-34. doi: 10.1039/c2an35378d. [PMID: 22832405]
  • Lina Liu, Hongyu Jin, Lei Sun, Shuangcheng Ma, Ruichao Lin. Determination of aflatoxins in medicinal herbs by high-performance liquid chromatography-tandem mass spectrometry. Phytochemical analysis : PCA. 2012 Sep; 23(5):469-76. doi: 10.1002/pca.2343. [PMID: 22323053]
  • Nader Rangsaz, Majid Gholami Ahangaran. Evaluation of turmeric extract on performance indices impressed by induced aflatoxicosis in broiler chickens. Toxicology and industrial health. 2011 Nov; 27(10):956-60. doi: 10.1177/0748233711401262. [PMID: 21450929]
  • Shen Han, Ying Liu, Meiling Lu, Jianzhong Li, Jinhua Wang. [Determination of five aflatoxins in Chinese patent medicines and medicinal herbs by immunoaffinity extraction coupled with ultra-high performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2011 Jul; 29(7):613-7. doi: ". [PMID: 22097786]
  • Tadashi Honda, Hidenori Yoshizawa, Chitra Sundararajan, Emilie David, Marc J Lajoie, Frank G Favaloro, Tomasz Janosik, Xiaobo Su, Yukiko Honda, Bill D Roebuck, Gordon W Gribble. Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents. Journal of medicinal chemistry. 2011 Mar; 54(6):1762-78. doi: 10.1021/jm101445p. [PMID: 21361338]
  • Lei Bao, Mary W Trucksess, Kevin D White. Determination of aflatoxins B1, B2, G1, and G2 in olive oil, peanut oil, and sesame oil. Journal of AOAC International. 2010 May; 93(3):936-42. doi: 10.1093/jaoac/93.3.936. [PMID: 20629398]
  • Zheng Han, Yunliang Zheng, Lianjun Luan, Zengxuan Cai, Yiping Ren, Yongjiang Wu. An ultra-high-performance liquid chromatography-tandem mass spectrometry method for simultaneous determination of aflatoxins B1, B2, G1, G2, M1 and M2 in traditional Chinese medicines. Analytica chimica acta. 2010 Apr; 664(2):165-71. doi: 10.1016/j.aca.2010.02.009. [PMID: 20363399]
  • Jinyang Zhang, Peiwu Li, Wen Zhang, Qi Zhang, Xiaoxia Ding, Xiaomei Chen, Wenhua Wu, Xianzhong Zhang. Production and characterization of monoclonal antibodies against aflatoxin g(1). Hybridoma (2005). 2009 Feb; 28(1):67-70. doi: 10.1089/hyb.2008.0064. [PMID: 19239370]
  • Mehdi Razzaghi-Abyaneh, Masoomeh Shams-Ghahfarokhi, Tomoya Yoshinari, Mohammad-Bagher Rezaee, Kamkar Jaimand, Hiromichi Nagasawa, Shohei Sakuda. Inhibitory effects of Satureja hortensis L. essential oil on growth and aflatoxin production by Aspergillus parasiticus. International journal of food microbiology. 2008 Apr; 123(3):228-33. doi: 10.1016/j.ijfoodmicro.2008.02.003. [PMID: 18353477]
  • Robert A Everley, Frederic L Ciner, Dongliang Zhan, Peter F Scholl, John D Groopman, Timothy R Croley. Measurement of aflatoxin and aflatoxin metabolites in urine by liquid chromatography-tandem mass spectrometry. Journal of analytical toxicology. 2007 Apr; 31(3):150-6. doi: 10.1093/jat/31.3.150. [PMID: 17579962]
  • Neeta Mathuria, Ramtej Jayram Verma. Aflatoxin induced hemolysis and its amelioration by turmeric extracts and curcumin in vitro. Acta poloniae pharmaceutica. 2007 Mar; 64(2):165-8. doi: ". [PMID: 17665866]
  • Toshihiko Osawa. Nephroprotective and hepatoprotective effects of curcuminoids. Advances in experimental medicine and biology. 2007; 595(?):407-23. doi: 10.1007/978-0-387-46401-5_18. [PMID: 17569222]
  • Viresh Mohanlall, Bharti Odhav. Biocontrol of aflatoxins B1, B2, G1, G2, and fumonisin B1 with 6,7-dimethoxycoumarin, a phytoalexin from Citrus sinensis. Journal of food protection. 2006 Sep; 69(9):2224-9. doi: 10.4315/0362-028x-69.9.2224. [PMID: 16995528]
  • Güleray Ağar, Musa Türker, Peyami Battal, Erez M Emre. Phytohormone levels in germinating seeds of Zea mays L. exposed to selenium and aflatoxines. Ecotoxicology (London, England). 2006 Jul; 15(5):443-50. doi: 10.1007/s10646-006-0079-z. [PMID: 16636889]
  • Kathleen D'Ovidio, Mary Trucksess, Carol Weaver, Erin Horn, Marla McIntosh, George Bean. Aflatoxins in ginseng roots. Food additives and contaminants. 2006 Feb; 23(2):174-80. doi: 10.1080/02652030500442524. [PMID: 16449060]
  • Gregory D Kirk, Olufunmilayo A Lesi, Maimuna Mendy, Katarzyna Szymañska, Hilton Whittle, James J Goedert, Pierre Hainaut, Ruggero Montesano. 249(ser) TP53 mutation in plasma DNA, hepatitis B viral infection, and risk of hepatocellular carcinoma. Oncogene. 2005 Sep; 24(38):5858-67. doi: 10.1038/sj.onc.1208732. [PMID: 16007211]
  • M Karaman, H Basmacioglu, M Ortatatli, H Oguz. Evaluation of the detoxifying effect of yeast glucomannan on aflatoxicosis in broilers as assessed by gross examination and histopathology. British poultry science. 2005 Jun; 46(3):394-400. doi: 10.1080/00071660500124487. [PMID: 16050196]
  • Xue-hui Zhang, Jian-min Chen. [HPLC analysis of alfatoxins in medicinal herb extracts by immunoaffinity column cleanup and post-column bromination]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Feb; 30(3):182-4. doi: ". [PMID: 15719633]
  • M Citil, V Gunes, O Atakisi, Ayla Ozcan, M Tuzcu, A Dogan. Protective effect of L-carnitine against oxidative damage caused by experimental chronic aflatoxicosis in quail (Coturnix coturnix). Acta veterinaria Hungarica. 2005; 53(3):319-24. doi: 10.1556/avet.53.2005.3.5. [PMID: 16156127]
  • Xuehui Zhang, Huiling Liu, Jianmin Chen. Immunoaffinity column cleanup with liquid chromatography using post-column bromination for aflatoxins in medicinal herbs and plant extracts. Journal of chromatographic science. 2005 Jan; 43(1):47-51. doi: 10.1093/chromsci/43.1.47. [PMID: 15808006]
  • Xue-hui Zhang, Jian-min Chen. [Comparison between the post-column derivatization with bromine by HPLC and the fluorometric analysis for determination of aflatoxins in medicinal herbs and plant extracts]. Yao xue xue bao = Acta pharmaceutica Sinica. 2004 Dec; 39(12):997-1000. doi: ". [PMID: 15813029]
  • Cinzia Tozzi, Laura Anfossi, Claudio Baggiani, Cristina Giovannoli, Gianfranco Giraudi. A combinatorial approach to obtain affinity media with binding properties towards the aflatoxins. Analytical and bioanalytical chemistry. 2003 Apr; 375(8):994-9. doi: 10.1007/s00216-003-1754-z. [PMID: 12733009]
  • Y M Diop, B Ndiaye, M Fall, A Diouf, A Sall, M Ciss, D Ba. [Aflatoxin contamination level in artisanal and industrial peanut butter food in Dakar (Senegal)]. Dakar medical. 2000; 45(2):134-7. doi: ". [PMID: 15779168]
  • B Ndiaye, Y M Diop, A Diouf, M Fall, C Thiaw, A Thiam, O Barry, M Ciss, D Ba. [Measurement and levels of aflatoxins in small-scale pressed peanut oil prepared in the Diourbel and Kaolack regions of Senegal]. Dakar medical. 1999; 44(2):202-5. doi: ". [PMID: 11957285]
  • M A el-Naghy, E M Fadl-Allah, M Samhan. Effect of aflatoxin G1 on germination, growth and metabolic activities of some crop plants. Cytobios. 1999; 97(385):87-93. doi: ". [PMID: 10418120]
  • C M Flores, J M Domínguez, J Díaz-De-León. Modeling and experimental comparison of the differential adsorption of B1 and G1 aflatoxins on mineral aluminosilicate surfaces. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer. 1999; 18(3):213-20. doi: ". [PMID: 15281234]
  • E Mocchegiani, A Corradi, L Santarelli, A Tibaldi, E DeAngelis, P Borghetti, A Bonomi, N Fabris, E Cabassi. Zinc, thymic endocrine activity and mitogen responsiveness (PHA) in piglets exposed to maternal aflatoxicosis B1 and G1. Veterinary immunology and immunopathology. 1998 Apr; 62(3):245-60. doi: 10.1016/s0165-2427(98)00073-7. [PMID: 9643458]
  • A Kussak, B Andersson, K Andersson. Immunoaffinity column clean-up for the high-performance liquid chromatographic determination of aflatoxins B1, B2, G1, G2, M1 and Q1 in urine. Journal of chromatography. B, Biomedical applications. 1995 Oct; 672(2):253-9. doi: 10.1016/0378-4347(95)00227-a. [PMID: 8581131]
  • D M Wilson, J K King. Production of aflatoxins B1, B2, G1, and G2 in pure and mixed cultures of Aspergillus parasiticus and Aspergillus flavus. Food additives and contaminants. 1995 May; 12(3):521-5. doi: 10.1080/02652039509374339. [PMID: 7664952]
  • N A Ankrah, A Sittie, P G Addo, F A Ekuban. Enhanced depletion of glutathione and increased liver oxidative damage in aflatoxin-fed mice infected with Plasmodium berghei. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1995 Jan; 89(1):59-61. doi: 10.1016/0035-9203(95)90659-2. [PMID: 7747309]
  • M A Gabal, S A Hegazi, N Hassanin. Aflatoxin production by Aspergillus flavus field isolates. Veterinary and human toxicology. 1994 Dec; 36(6):519-21. doi: ". [PMID: 7900269]
  • N A Ankrah, P G Addo, C A Abrahams, F A Ekuban, M M Addae. Comparative effects of aflatoxins G1 and B1 at levels within human exposure limits on mouse liver and kidney. West African journal of medicine. 1993 Apr; 12(2):105-9. doi: NULL. [PMID: 8398929]
  • G Sabbioni, C P Wild. Identification of an aflatoxin G1-serum albumin adduct and its relevance to the measurement of human exposure to aflatoxins. Carcinogenesis. 1991 Jan; 12(1):97-103. doi: 10.1093/carcin/12.1.97. [PMID: 1899057]
  • W R Brian, M A Sari, M Iwasaki, T Shimada, L S Kaminsky, F P Guengerich. Catalytic activities of human liver cytochrome P-450 IIIA4 expressed in Saccharomyces cerevisiae. Biochemistry. 1990 Dec; 29(51):11280-92. doi: 10.1021/bi00503a018. [PMID: 2271712]
  • S S Sahay, T Prasad. The occurrence of aflatoxins in mustard and mustard products. Food additives and contaminants. 1990 Jul; 7(4):509-13. doi: 10.1080/02652039009373912. [PMID: 2118457]
  • D W Denning, R Allen, A P Wilkinson, M R Morgan. Transplacental transfer of aflatoxin in humans. Carcinogenesis. 1990 Jun; 11(6):1033-5. doi: 10.1093/carcin/11.6.1033. [PMID: 2112058]
  • H R de Vries, S M Maxwell, R G Hendrickse. Aflatoxin excretion in children with kwashiorkor or marasmic kwashiorkor--a clinical investigation. Mycopathologia. 1990 Apr; 110(1):1-9. doi: 10.1007/bf00442763. [PMID: 2112691]
  • C P Wild, R Montesano, J Van Benthem, E Scherer, L Den Engelse. Intercellular variation in levels of adducts of aflatoxin B1 and G1 in DNA from rat tissues: a quantitative immunocytochemical study. Journal of cancer research and clinical oncology. 1990; 116(2):134-40. doi: 10.1007/bf01612667. [PMID: 2108967]
  • G Zhang, F S Chu. Production and characterization of antibodies cross-reactive with major aflatoxins. Experientia. 1989 Feb; 45(2):182-4. doi: 10.1007/bf01954869. [PMID: 2493390]
  • J L Richard, A C Pier, R D Stubblefield, O L Shotwell, R L Lyon, R C Cutlip. Effect of feeding corn naturally contaminated with aflatoxin on feed efficiency, on physiologic, immunologic, and pathologic changes, and on tissue residues in steers. American journal of veterinary research. 1983 Jul; 44(7):1294-9. doi: NULL. [PMID: 6410945]
  • A Y Nassar, S E Megalla, H M El-Fattah, A H Hafez, T S El-Deap. Binding of aflatoxin B1, G1 and M to plasma albumin. Mycopathologia. 1982 Jul; 79(1):35-8. doi: 10.1007/bf00636179. [PMID: 6811900]
  • G C Onyemelukwe, G H Ogbadu, A Salifu. Aflatoxins, B1, B2, G1, G2 in primary liver cell carcinoma. Toxicology letters. 1982 Feb; 10(2-3):309-12. doi: 10.1016/0378-4274(82)90093-5. [PMID: 6281948]
  • C E Lovelace, H Njapau, L F Salter, A C Bayley. Screening method for the detection of aflatoxin and metabolites in human urine: aflatoxins B1, G1, M1, B2a, G2a, aflatoxicols I and II. Journal of chromatography. 1982 Jan; 227(1):256-61. doi: 10.1016/s0378-4347(00)80382-5. [PMID: 6799532]