Diacetoxyscirpenol (BioDeep_00000002632)

   

human metabolite Endogenous


代谢物信息卡片


[11-(Acetyloxy)-10-hydroxy-1,5-dimethyl-8-oxaspiro[oxirane-2,12-tricyclo[7.2.1.0²,⁷]dodecan]-5-en-2-yl]methyl acetic acid

化学式: C19H26O7 (366.16784459999997)
中文名称: 蛇形菌素标准溶液
谱图信息: 最多检出来源 Mentha canadensis(plant) 96.15%

分子结构信息

SMILES: C1(=C[C@@H]2[C@](CC1)([C@@]1([C@@]3([C@H](O2)[C@@H]([C@H]1OC(=O)C)O)CO3)C)COC(=O)C)C
InChI: InChI=1S/C19H26O7/c1-10-5-6-18(8-23-11(2)20)13(7-10)26-16-14(22)15(25-12(3)21)17(18,4)19(16)9-24-19/h7,13-16,22H,5-6,8-9H2,1-4H3



数据库引用编号

19 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

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)

6 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

  • Williams Oyifioda Anteyi, Iris Klaiber, Frank Rasche. Diacetoxyscirpenol, a Fusarium exometabolite, prevents efficiently the incidence of the parasitic weed Striga hermonthica. BMC plant biology. 2022 Feb; 22(1):84. doi: 10.1186/s12870-022-03471-6. [PMID: 35209839]
  • Beatriz Arce-López, Lydia Alvarez-Erviti, Barbara De Santis, María Izco, Silvia López-Calvo, Maria Eugenia Marzo-Sola, Francesca Debegnach, Elena Lizarraga, Adela López de Cerain, Elena González-Peñas, Ariane Vettorazzi. Biomonitoring of Mycotoxins in Plasma of Patients with Alzheimer's and Parkinson's Disease. Toxins. 2021 07; 13(7):. doi: 10.3390/toxins13070477. [PMID: 34357949]
  • Noshin Daud, Valerie Currie, Gary Duncan, Mark Busman, Silvia W Gratz. Intestinal hydrolysis and microbial biotransformation of diacetoxyscirpenol-α-glucoside, HT-2-β-glucoside and N-(1-deoxy-d-fructos-1-yl) fumonisin B1 by human gut microbiota in vitro. International journal of food sciences and nutrition. 2020 Aug; 71(5):540-548. doi: 10.1080/09637486.2019.1698015. [PMID: 31791183]
  • Qinghua Wu, Kamil Kuca, Eugenie Nepovimova, Wenda Wu. Type A Trichothecene Diacetoxyscirpenol-Induced Emesis Corresponds to Secretion of Peptide YY and Serotonin in Mink. Toxins. 2020 06; 12(6):. doi: 10.3390/toxins12060419. [PMID: 32630472]
  • Jie Zhang, Kun Sheng, Wenda Wu, Haibin Zhang. Anorectic responses to T-2 toxin, HT-2 toxin, diacetoxyscirpenol and neosolaniol correspond to plasma elevations of neurotransmitters 5-hydroxytryptamine and substance P. Ecotoxicology and environmental safety. 2018 10; 161(?):451-458. doi: 10.1016/j.ecoenv.2018.06.005. [PMID: 29909314]
  • Minely Cerón-Bustamante, Todd J Ward, Amy Kelly, Martha M Vaughan, Susan P McCormick, Christina Cowger, Santos G Leyva-Mir, Héctor E Villaseñor-Mir, Victoria Ayala-Escobar, Cristian Nava-Díaz. Regional differences in the composition of Fusarium Head Blight pathogens and mycotoxins associated with wheat in Mexico. International journal of food microbiology. 2018 May; 273(?):11-19. doi: 10.1016/j.ijfoodmicro.2018.03.003. [PMID: 29554557]
  • Jie Zhang, Shengli Liu, Hua Zhang, Yuanyuan Li, Wenda Wu, Haibin Zhang. Gut satiety hormones cholecystokinin and glucagon-like Peptide-17-36 amide mediate anorexia induction by trichothecenes T-2 toxin, HT-2 toxin, diacetoxyscirpenol and neosolaniol. Toxicology and applied pharmacology. 2017 11; 335(?):49-55. doi: 10.1016/j.taap.2017.09.020. [PMID: 28964791]
  • Jie Zhang, Hui Jia, Qingqing Wang, Yajie Zhang, Wenda Wu, Haibin Zhang. Role of Peptide YY3-36 and Glucose-Dependent Insulinotropic Polypeptide in Anorexia Induction by Trichothecences T-2 Toxin, HT-2 Toxin, Diacetoxyscirpenol, and Neosolaniol. Toxicological sciences : an official journal of the Society of Toxicology. 2017 09; 159(1):203-210. doi: 10.1093/toxsci/kfx128. [PMID: 28666375]
  • Keqiu Jiang, Peng Huang, Lianjun Luan, Kai Fan, Wenbo Guo, Zhihui Zhao, Yongjiang Wu, Zheng Han. Iron (II, III) oxide/multi-walled carbon nanotube composite as solid-phase extraction sorbent followed by ultra-high performance liquid chromatography tandem mass spectrometry for simultaneous determination of zearalenone and type A trichothecenes in Salviae miltiorrhizae Radix et Rhizoma (Danshen). Journal of chromatography. A. 2017 Jan; 1482(?):1-10. doi: 10.1016/j.chroma.2016.12.058. [PMID: 28017565]
  • Huali Xue, Yang Bi, Jinmei Wei, Yamei Tang, Ying Zhao, Yi Wang. New method for the simultaneous analysis of types A and B trichothecenes by ultrahigh-performance liquid chromatography coupled with tandem mass spectrometry in potato tubers inoculated with Fusarium sulphureum. Journal of agricultural and food chemistry. 2013 Oct; 61(39):9333-8. doi: 10.1021/jf402997t. [PMID: 24010413]
  • Margit Schollenberger, Hans-Martin Müller, Katrin Ernst, Sarah Sondermann, Melanie Liebscher, Claudia Schlecker, Gerald Wischer, Winfried Drochner, Karin Hartung, Hans-Peter Piepho. Occurrence and distribution of 13 trichothecene toxins in naturally contaminated maize plants in Germany. Toxins. 2012 10; 4(10):778-87. doi: 10.3390/toxins4100778. [PMID: 23162697]
  • Mohamed Anwar Bin-Umer, John E McLaughlin, Debaleena Basu, Susan McCormick, Nilgun E Tumer. Trichothecene mycotoxins inhibit mitochondrial translation--implication for the mechanism of toxicity. Toxins. 2011 12; 3(12):1484-501. doi: 10.3390/toxins3121484. [PMID: 22295173]
  • Mehrdad Shams, Rudolf Mitterbauer, Roberto Corradini, Gerlinde Wiesenberger, Chiara Dall'Asta, Rainer Schuhmacher, Rudolf Krska, Gerhard Adam, Franz Berthiller. Isolation and characterization of a new less-toxic derivative of the Fusarium mycotoxin diacetoxyscirpenol after thermal treatment. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9709-14. doi: 10.1021/jf2022176. [PMID: 21800832]
  • Petr Karlovsky. Biological detoxification of the mycotoxin deoxynivalenol and its use in genetically engineered crops and feed additives. Applied microbiology and biotechnology. 2011 Aug; 91(3):491-504. doi: 10.1007/s00253-011-3401-5. [PMID: 21691789]
  • Sonja Eckard, Felix E Wettstein, Hans-Rudolf Forrer, Susanne Vogelgsang. Incidence of Fusarium species and mycotoxins in silage maize. Toxins. 2011 Aug; 3(8):949-67. doi: 10.3390/toxins3080949. [PMID: 22069750]
  • Rekha Gupta, Veena Sharma. Ameliorative effects of tinospora cordifolia root extract on histopathological and biochemical changes induced by aflatoxin-b(1) in mice kidney. Toxicology international. 2011 Jul; 18(2):94-8. doi: 10.4103/0971-6580.84259. [PMID: 21976812]
  • Emmanuel Njumbe Ediage, José Diana Di Mavungu, Sofie Monbaliu, Carlos Van Peteghem, Sarah De Saeger. A validated multianalyte LC-MS/MS method for quantification of 25 mycotoxins in cassava flour, peanut cake and maize samples. Journal of agricultural and food chemistry. 2011 May; 59(10):5173-80. doi: 10.1021/jf2009364. [PMID: 21495720]
  • Youssef Ismail, Susan McCormick, Mohamed Hijri. A fungal symbiont of plant-roots modulates mycotoxin gene expression in the pathogen Fusarium sambucinum. PloS one. 2011 Mar; 6(3):e17990. doi: 10.1371/journal.pone.0017990. [PMID: 21455305]
  • Wageha A Awad, Michael Hess, Magdalena Twarużek, Jan Grajewski, Robert Kosicki, Josef Böhm, Jürgen Zentek. The impact of the Fusarium mycotoxin deoxynivalenol on the health and performance of broiler chickens. International journal of molecular sciences. 2011; 12(11):7996-8012. doi: 10.3390/ijms12117996. [PMID: 22174646]
  • T Ramasamy, C Varshneya, V C Katoch. Immunoprotective Effect of Seabuckthorn (Hippophae rhamnoides) and Glucomannan on T-2 Toxin-Induced Immunodepression in Poultry. Veterinary medicine international. 2010 Dec; 2010(?):149373. doi: 10.4061/2010/149373. [PMID: 21151701]
  • André el Khoury, Ali Atoui. Ochratoxin a: general overview and actual molecular status. Toxins. 2010 04; 2(4):461-93. doi: 10.3390/toxins2040461. [PMID: 22069596]
  • Sofie Monbaliu, Christof Van Poucke, Carlos Van Peteghem, Kris Van Poucke, Kurt Heungens, Sarah De Saeger. Development of a multi-mycotoxin liquid chromatography/tandem mass spectrometry method for sweet pepper analysis. Rapid communications in mass spectrometry : RCM. 2009 Jan; 23(1):3-11. doi: 10.1002/rcm.3833. [PMID: 19051227]
  • Patrick J Doyle, Mehdi Arbabi-Ghahroudi, Nathalie Gaudette, Gordon Furzer, Marc E Savard, Steve Gleddie, Michael D McLean, C Roger Mackenzie, J Christopher Hall. Cloning, expression, and characterization of a single-domain antibody fragment with affinity for 15-acetyl-deoxynivalenol. Molecular immunology. 2008 Aug; 45(14):3703-13. doi: 10.1016/j.molimm.2008.06.005. [PMID: 18632156]
  • Daisuke Masuda, Mamoru Ishida, Kazuo Yamaguchi, Isamu Yamaguchi, Makoto Kimura, Takumi Nishiuchi. Phytotoxic effects of trichothecenes on the growth and morphology of Arabidopsis thaliana. Journal of experimental botany. 2007; 58(7):1617-26. doi: 10.1093/jxb/erl298. [PMID: 17426057]
  • Margit Schollenberger, Hans-Martin Müller, Melanie Rüfle, Sybille Suchy, Susanne Plank, Winfried Drochner. Natural occurrence of 16 fusarium toxins in grains and feedstuffs of plant origin from Germany. Mycopathologia. 2006 Jan; 161(1):43-52. doi: 10.1007/s11046-005-0199-7. [PMID: 16389484]
  • O Rocha, K Ansari, F M Doohan. Effects of trichothecene mycotoxins on eukaryotic cells: a review. Food additives and contaminants. 2005 Apr; 22(4):369-78. doi: 10.1080/02652030500058403. [PMID: 16019807]
  • Margit Schollenberger, H-M Müller, Melanie Rüfle, Sybille Suchy, Susanne Planck, W Drochner. Survey of Fusarium toxins in foodstuffs of plant origin marketed in Germany. International journal of food microbiology. 2005 Jan; 97(3):317-26. doi: 10.1016/j.ijfoodmicro.2004.05.001. [PMID: 15582742]
  • J Perkowski, T Basiński. Natural contamination of oat with group A trichothecene mycotoxins in Poland. Food additives and contaminants. 2002 May; 19(5):478-82. doi: 10.1080/02652030110102827. [PMID: 12028647]
  • Ellen Morrison, Thomas Rundberget, Barbara Kosiak, Are H Aastveit, Aksel Bernhoft. Cytotoxicity of trichothecenes and fusarochromanone produced by Fusarium equiseti strains isolated from Norwegian cereals. Mycopathologia. 2002; 153(1):49-56. doi: 10.1023/a:1015201709070. [PMID: 11913766]
  • H A Hasan. Phytotoxicity of pathogenic fungi and their mycotoxins to cereal seedling viability. Acta microbiologica et immunologica Hungarica. 2001; 48(1):27-37. doi: 10.1556/amicr.48.2001.1.4. [PMID: 11233698]
  • L F Kubena, T S Edrington, R B Harvey, T D Phillips, A B Sarr, G E Rottinghaus. Individual and combined effects of fumonisin B1 present in Fusarium moniliforme culture material and diacetoxyscirpenol or ochratoxin A in turkey poults. Poultry science. 1997 Feb; 76(2):256-64. doi: 10.1093/ps/76.2.256. [PMID: 9057204]
  • J S Wang, W F Busby, G N Wogan. Percutaneous absorption and tissue distribution of [3H]diacetoxyscirpenol (anguidine) in rats and mice. Toxicology and applied pharmacology. 1996 Oct; 140(2):264-73. doi: 10.1006/taap.1996.0221. [PMID: 8887442]
  • G J Diaz, E J Squires, R J Julian, H J Boermans. Individual and combined effects of T-2 toxin and DAS in laying hens. British poultry science. 1994 Jul; 35(3):393-405. doi: 10.1080/00071669408417704. [PMID: 7953783]
  • L F Kubena, R B Harvey, T S Edrington, G E Rottinghaus. Influence of ochratoxin A and diacetoxyscirpenol singly and in combination on broiler chickens. Poultry science. 1994 Mar; 73(3):408-15. doi: 10.3382/ps.0730408. [PMID: 8177819]
  • L F Kubena, R B Harvey, W E Huff, M H Elissalde, A G Yersin, T D Phillips, G E Rottinghaus. Efficacy of a hydrated sodium calcium aluminosilicate to reduce the toxicity of aflatoxin and diacetoxyscirpenol. Poultry science. 1993 Jan; 72(1):51-9. doi: 10.3382/ps.0720051. [PMID: 8381229]
  • A A Ademoyero, P B Hamilton. High dietary fat increases toxicity of diacetoxyscirpenol in chickens. Poultry science. 1991 Nov; 70(11):2271-4. doi: 10.3382/ps.0702271. [PMID: 1754544]
  • R B Harvey, L F Kubena, M H Elissalde, D E Corrier, W E Huff, G E Rottinghaus, B A Clement. Cocontamination of swine diets by aflatoxin and diacetoxyscirpenol. Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc. 1991 Apr; 3(2):155-60. doi: 10.1177/104063879100300210. [PMID: 1892933]
  • J S Wang, W F Busby, G N Wogan. Comparative tissue distribution and excretion of orally administered [3H]diacetoxyscirpenol (anguidine) in rats and mice. Toxicology and applied pharmacology. 1990 May; 103(3):430-40. doi: 10.1016/0041-008x(90)90316-m. [PMID: 2339416]
  • P Galtier, F Paulin, C Eeckhoutte, G Larrieu. Comparative effects of T-2 toxin and diacetoxyscirpenol on drug metabolizing enzymes in rat tissues. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1989 Apr; 27(4):215-20. doi: 10.1016/0278-6915(89)90158-0. [PMID: 2786491]
  • C J Mirocha, H K Abbas, T Kommedahl, B B Jarvis. Mycotoxin production by Fusarium oxysporum and Fusarium sporotrichioides isolated from Baccharis spp. from Brazil. Applied and environmental microbiology. 1989 Jan; 55(1):254-5. doi: 10.1128/aem.55.1.254-255.1989. [PMID: 2705770]
  • T S Fan, S L Schubring, R D Wei, F S Chu. Production and characterization of a monoclonal antibody cross-reactive with most group A trichothecenes. Applied and environmental microbiology. 1988 Dec; 54(12):2959-63. doi: 10.1128/aem.54.12.2959-2963.1988. [PMID: 3223762]
  • R W Coppock, S P Swanson, H B Gelberg, W B Buck. Tissue residues of diacetoxyscirpenol in pigs and calves after intravenous dosing. American journal of veterinary research. 1988 Nov; 49(11):1997-9. doi: NULL. [PMID: 3247925]
  • C J Mirocha, H K Abbas, L Treeful, G Bean. T-2 toxin and diacetoxyscirpenol metabolism by Baccharis spp. Applied and environmental microbiology. 1988 Sep; 54(9):2277-80. doi: 10.1128/aem.54.9.2277-2280.1988. [PMID: 3190227]
  • J U Pauly, D Bitter-Suermann, K Dose. Production and characterization of a monoclonal antibody to the trichothecene mycotoxin diacetoxyscirpenol. Biological chemistry Hoppe-Seyler. 1988 Jun; 369(6):487-92. doi: 10.1515/bchm3.1988.369.1.487. [PMID: 3202955]
  • U Klaffer, E Märtlbauer, G Terplan. Development of a sensitive enzyme-linked immunosorbent assay for the detection of diacetoxyscirpenol. International journal of food microbiology. 1988 Feb; 6(1):9-17. doi: 10.1016/0168-1605(88)90079-7. [PMID: 3079464]
  • A E Desjardins, R D Plattner, M N Beremand. Ancymidol blocks trichothecene biosynthesis and leads to accumulation of trichodiene in Fusarium sporotrichioides and Gibberella pulicaris. Applied and environmental microbiology. 1987 Aug; 53(8):1860-5. doi: 10.1128/aem.53.8.1860-1865.1987. [PMID: 3662519]
  • R D Voyksner, W M Hagler, S P Swanson. Analysis of some metabolites of T-2 toxin, diacetoxyscirpenol and deoxynivalenol by thermospray high-performance liquid chromatography-mass spectrometry. Journal of chromatography. 1987 May; 394(1):183-99. doi: 10.1016/s0021-9673(01)94171-8. [PMID: 3597617]
  • D K Chakrabarti, S Ghosal. Mycotoxins produced by Fusarium oxysporum in the seeds of Brassica campestris during storage. Mycopathologia. 1987 Feb; 97(2):69-75. doi: 10.1007/bf00436840. [PMID: 2952882]
  • H D Rood, S P Swanson, W B Buck. Rapid screening procedure for the detection of trichothecenes in plasma and urine. Journal of chromatography. 1986 Jun; 378(2):375-83. doi: 10.1016/s0378-4347(00)80733-1. [PMID: 3733995]
  • G S Zhang, S L Schubring, F S Chu. Improved method for production of antibodies against T-2 toxin and diacetoxyscirpenol in rabbits. Applied and environmental microbiology. 1986 Jan; 51(1):132-7. doi: 10.1128/aem.51.1.132-137.1986. [PMID: 3954337]
  • R W Coppock, H B Gelberg, W E Hoffmann, W B Buck. The acute toxicopathy of intravenous diacetoxyscirpenol (anguidine) administration in swine. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1985 Dec; 5(6 Pt 1):1034-49. doi: 10.1016/0272-0590(85)90140-x. [PMID: 4092867]
  • J Bauer, W Bollwahn, M Gareis, B Gedek, K Heinritzi. Kinetic profiles of diacetoxyscirpenol and two of its metabolites in blood serum of pigs. Applied and environmental microbiology. 1985 Apr; 49(4):842-5. doi: 10.1128/aem.49.4.842-845.1985. [PMID: 4004216]
  • F S Chu, M Y Liang, G S Zhang. Production and characterization of antibody against diacetoxyscirpenol. Applied and environmental microbiology. 1984 Oct; 48(4):777-80. doi: 10.1128/aem.48.4.777-780.1984. [PMID: 6508286]
  • F S Chu, G S Zhang, M D Williams, B B Jarvis. Production and characterization of antibody against deoxyverrucarol. Applied and environmental microbiology. 1984 Oct; 48(4):781-4. doi: 10.1128/aem.48.4.781-784.1984. [PMID: 6508287]
  • P K Chan, P A Gentry. Inhibition of bovine platelet function by T-2 toxin, HT-2 toxin, diacetoxyscirpenol and deoxynivalenol. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1984 Aug; 22(8):643-8. doi: 10.1016/0278-6915(84)90273-4. [PMID: 6540739]
  • S S Adler, S Lowenbraun, B Birch, R Jarrell, J Garrard. Anguidine: a broad phase II study of the Southeastern Cancer Study Group. Cancer treatment reports. 1984 Feb; 68(2):423-5. doi: . [PMID: 6697331]
  • S P Swanson, L Terwel, R A Corley, W B Buck. Gas chromatographic method for the determination of diacetoxyscirpenol in swine plasma and urine. Journal of chromatography. 1982 Oct; 248(3):456-60. doi: 10.1016/s0021-9673(00)85057-8. [PMID: 7174766]
  • F J Hoerr, W W Carlton, B Yagen, A Z Joffe. Mycotoxicosis caused by either T-2 toxin or diacetoxyscirpenol in the diet of broiler chickens. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1982 May; 2(3):121-4. doi: 10.1016/s0272-0590(82)80092-4. [PMID: 7185610]
  • G A Weaver, H J Kurtz, F Y Bates, C J Mirocha, J C Behrens, W M Hagler. Diacetoxyscirpenol toxicity in pigs. Research in veterinary science. 1981 Sep; 31(2):131-5. doi: . [PMID: 7323458]
  • S Salazar, H Fromentin, F Mariat. [Effects of diacetoxyscirpenol on experimental candidiasis of mice]. Comptes rendus des seances de l'Academie des sciences. Serie D, Sciences naturelles. 1980 Mar; 290(13):877-8. doi: NULL. [PMID: 6771037]