Ioxynil (BioDeep_00000001798)

human metabolite blood metabolite

代谢物信息卡片

4-hydroxy-3,5-diiodobenzonitrile

化学式: C7H3I2NO (370.8304168)
中文名称: 碘苯腈
谱图信息: 最多检出来源 Homo sapiens(blood) 1.67%

分子结构信息

SMILES: C1=C(C=C(C(=C1I)O)I)C#N
InChI: InChI=1S/C7H3I2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H

描述信息

CONFIDENCE standard compound; INTERNAL_ID 696; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4634; ORIGINAL_PRECURSOR_SCAN_NO 4633
CONFIDENCE standard compound; INTERNAL_ID 696; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4614; ORIGINAL_PRECURSOR_SCAN_NO 4611
CONFIDENCE standard compound; INTERNAL_ID 696; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4621; ORIGINAL_PRECURSOR_SCAN_NO 4618
CONFIDENCE standard compound; INTERNAL_ID 696; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4593; ORIGINAL_PRECURSOR_SCAN_NO 4590
CONFIDENCE standard compound; INTERNAL_ID 696; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4618; ORIGINAL_PRECURSOR_SCAN_NO 4615
CONFIDENCE standard compound; INTERNAL_ID 696; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4633; ORIGINAL_PRECURSOR_SCAN_NO 4631

同义名列表

6 个代谢物同义名

4-hydroxy-3,5-diiodobenzonitrile; Ioxynil, sodium salt; Loxynil; Bentrol; Ioxynil; Actril

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:81821
KEGG: C18546
PubChem: 15530
HMDB: HMDB0253557
Metlin: METLIN72351
ChEMBL: CHEMBL509523
chemspider: 14774
CAS: 1689-83-4
MoNA: LU069652
MoNA: LU069653
MoNA: LU069655
MoNA: LU069654
MoNA: LU069656
MoNA: LU069651
PMhub: MS000001189
PubChem: 124489220

分类词条

Benzonitriles

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)

1 个相关的物种来源信息

9606 - Homo sapiens: -

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

Lydia Kuhnert, Mery Giantin, Mauro Dacasto, Sandra Halwachs, Walther Honscha. AhR-activating pesticides increase the bovine ABCG2 efflux activity in MDCKII-bABCG2 cells. PloS one. 2020; 15(8):e0237163. doi: 10.1371/journal.pone.0237163. [PMID: 32764792]
Sandra Halwachs, Ingo Schäfer, Carsten Kneuer, Peter Seibel, Walther Honscha. Assessment of ABCG2-mediated transport of pesticides across the rabbit placenta barrier using a novel MDCKII in vitro model. Toxicology and applied pharmacology. 2016 08; 305(?):66-74. doi: 10.1016/j.taap.2016.06.007. [PMID: 27288731]
Alicja B Veselá, Helena Pelantová, Miroslav Sulc, Martina Macková, Petra Lovecká, Markéta Thimová, Fabrizia Pasquarelli, Martina Pičmanová, Miroslav Pátek, Tek Chand Bhalla, Ludmila Martínková. Biotransformation of benzonitrile herbicides via the nitrile hydratase-amidase pathway in rhodococci. Journal of industrial microbiology & biotechnology. 2012 Dec; 39(12):1811-9. doi: 10.1007/s10295-012-1184-z. [PMID: 22922990]
Sakura Akiyoshi, Gobun Sai, Kiyoshi Yamauchi. Species-dependent effects of the phenolic herbicide ioxynil with potential thyroid hormone disrupting activity: modulation of its cellular uptake and activity by interaction with serum thyroid hormone-binding proteins. Journal of environmental sciences (China). 2012; 24(5):949-55. doi: 10.1016/s1001-0742(11)60819-x. [PMID: 22893975]
Olena Kalinina, Simon L Zeller, Bernhard Schmid. Competitive performance of transgenic wheat resistant to powdery mildew. PloS one. 2011; 6(11):e28091. doi: 10.1371/journal.pone.0028091. [PMID: 22132219]
Silvan Rieben, Olena Kalinina, Bernhard Schmid, Simon L Zeller. Gene flow in genetically modified wheat. PloS one. 2011; 6(12):e29730. doi: 10.1371/journal.pone.0029730. [PMID: 22216349]
Fernando Álvarez-Alfageme, Simone von Burg, Jörg Romeis. Infestation of transgenic powdery mildew-resistant wheat by naturally occurring insect herbivores under different environmental conditions. PloS one. 2011; 6(7):e22690. doi: 10.1371/journal.pone.0022690. [PMID: 21829479]
A B Veselá, M Franc, H Pelantová, D Kubác, V Vejvoda, M Sulc, T C Bhalla, M Macková, P Lovecká, P Janů, K Demnerová, L Martínková. Hydrolysis of benzonitrile herbicides by soil actinobacteria and metabolite toxicity. Biodegradation. 2010 Sep; 21(5):761-70. doi: 10.1007/s10532-010-9341-4. [PMID: 20204468]
Teruo Shimmen. Unique cellular effect of the herbicide bromoxynil revealed by electrophysiological studies using characean cells. Journal of plant research. 2010 Sep; 123(5):715-22. doi: 10.1007/s10265-009-0297-6. [PMID: 20094899]
Edward Leithe, Ane Kjenseth, Jarle Bruun, Solveig Sirnes, Edgar Rivedal. Inhibition of connexin 43 gap junction channels by the endocrine disruptor ioxynil. Toxicology and applied pharmacology. 2010 Aug; 247(1):10-7. doi: 10.1016/j.taap.2010.05.006. [PMID: 20510257]
Simon L Zeller, Olena Kalinina, Susanne Brunner, Beat Keller, Bernhard Schmid. Transgene x environment interactions in genetically modified wheat. PloS one. 2010 Jul; 5(7):e11405. doi: 10.1371/journal.pone.0011405. [PMID: 20635001]
Ryouta Takahashi, Koji Hasegawa, Akira Takano, Takumi Noguchi. Structures and binding sites of phenolic herbicides in the Q(B) pocket of photosystem II. Biochemistry. 2010 Jul; 49(26):5445-54. doi: 10.1021/bi100639q. [PMID: 20518513]
Itzhak Ohad, Hagai Raanan, Nir Keren, Dan Tchernov, Aaron Kaplan. Light-induced changes within photosystem II protects Microcoleus sp. in biological desert sand crusts against excess light. PloS one. 2010 Jun; 5(6):e11000. doi: 10.1371/journal.pone.0011000. [PMID: 20544016]
M Caldow, M Sharman, M Kelly, J Day, S Hird, J A Tarbin. Multi-residue determination of phenolic and salicylanilide anthelmintics and related compounds in bovine kidney by liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2009 Nov; 1216(46):8200-5. doi: 10.1016/j.chroma.2009.04.008. [PMID: 19426989]
Jeffrey J Coleman, Steve D Rounsley, Marianela Rodriguez-Carres, Alan Kuo, Catherine C Wasmann, Jane Grimwood, Jeremy Schmutz, Masatoki Taga, Gerard J White, Shiguo Zhou, David C Schwartz, Michael Freitag, Li-Jun Ma, Etienne G J Danchin, Bernard Henrissat, Pedro M Coutinho, David R Nelson, Dave Straney, Carolyn A Napoli, Bridget M Barker, Michael Gribskov, Martijn Rep, Scott Kroken, István Molnár, Christopher Rensing, John C Kennell, Jorge Zamora, Mark L Farman, Eric U Selker, Asaf Salamov, Harris Shapiro, Jasmyn Pangilinan, Erika Lindquist, Casey Lamers, Igor V Grigoriev, David M Geiser, Sarah F Covert, Esteban Temporini, Hans D Vanetten. The genome of Nectria haematococca: contribution of supernumerary chromosomes to gene expansion. PLoS genetics. 2009 Aug; 5(8):e1000618. doi: 10.1371/journal.pgen.1000618. [PMID: 19714214]
Isabel Morgado, Marco A Campinho, Rita Costa, Rita Jacinto, Deborah M Power. Disruption of the thyroid system by diethylstilbestrol and ioxynil in the sea bream (Sparus aurata). Aquatic toxicology (Amsterdam, Netherlands). 2009 May; 92(4):271-80. doi: 10.1016/j.aquatox.2009.02.015. [PMID: 19375178]
Ryoji Eguchi, Akinori Ishihara, Kiyoshi Yamauchi. Interaction of diethylstilbestrol and ioxynil with transthyretin in chicken serum. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2008 Apr; 147(3):345-50. doi: 10.1016/j.cbpc.2008.01.002. [PMID: 18243807]
Miho Yoshioka, Suguru Uchida, Hiroki Mori, Keisuke Komayama, Satoshi Ohira, Noriko Morita, Tohru Nakanishi, Yasusi Yamamoto. Quality control of photosystem II. Cleavage of reaction center D1 protein in spinach thylakoids by FtsH protease under moderate heat stress. The Journal of biological chemistry. 2006 Aug; 281(31):21660-21669. doi: 10.1074/jbc.m602896200. [PMID: 16735503]
N Shimada, K Yamauchi. Characteristics of 3,5,3'-triiodothyronine (T3)-uptake system of tadpole red blood cells: effect of endocrine-disrupting chemicals on cellular T3 response. The Journal of endocrinology. 2004 Dec; 183(3):627-37. doi: 10.1677/joe.1.05893. [PMID: 15590988]
Akinori Ishihara, Norihito Nishiyama, Shin-ichiro Sugiyama, Kiyoshi Yamauchi. The effect of endocrine disrupting chemicals on thyroid hormone binding to Japanese quail transthyretin and thyroid hormone receptor. General and comparative endocrinology. 2003 Oct; 134(1):36-43. doi: 10.1016/s0016-6480(03)00197-7. [PMID: 13129501]
Rafael Rodríguez, Jordi Mañes, Yolanda Picó. Off-line solid-phase microextraction and capillary electrophoresis mass spectrometry to determine acidic pesticides in fruits. Analytical chemistry. 2003 Feb; 75(3):452-9. doi: 10.1021/ac025884e. [PMID: 12585470]
Akinori Ishihara, Shun Sawatsubashi, Kiyoshi Yamauchi. Endocrine disrupting chemicals: interference of thyroid hormone binding to transthyretins and to thyroid hormone receptors. Molecular and cellular endocrinology. 2003 Jan; 199(1-2):105-17. doi: 10.1016/s0303-7207(02)00302-7. [PMID: 12581883]
Kiyoshi Yamauchi, Ryoji Eguchi, Naoyuki Shimada, Akinori Ishihara. The effects of endocrine-disrupting chemicals on thyroid hormone binding to Xenopus laevis transthyretin and thyroid hormone receptor. Clinical chemistry and laboratory medicine. 2002 Dec; 40(12):1250-6. doi: 10.1515/cclm.2002.216. [PMID: 12553426]
V Sobolev, M Edelman. Modeling the quinone-B binding site of the photosystem-II reaction center using notions of complementarity and contact-surface between atoms. Proteins. 1995 Mar; 21(3):214-25. doi: 10.1002/prot.340210304. [PMID: 7784425]
A Bouyoub, C Vernotte, C Astier. Functional analysis of the two homologous psbA gene copies in Synechocystis PCC 6714 and PCC 6803. Plant molecular biology. 1993 Jan; 21(2):249-58. doi: 10.1007/bf00019941. [PMID: 8425056]
S Creuzet, G Ajlani, C Vernotte, C Astier. A new ioxynil-resistant mutant in Synechocystis PCC 6714: hypothesis on the interaction of ioxynil with the D 1 protein. Zeitschrift fur Naturforschung. C, Journal of biosciences. 1990 May; 45(5):436-40. doi: 10.1515/znc-1990-0521. [PMID: 2116129]
R J Flanagan, T J Meredith, M Ruprah, L J Onyon, A Liddle. Alkaline diuresis for acute poisoning with chlorophenoxy herbicides and ioxynil. Lancet (London, England). 1990 Feb; 335(8687):454-8. doi: 10.1016/0140-6736(90)90677-w. [PMID: 1968179]
R J Flanagan, M Ruprah. HPLC measurement of chlorophenoxy herbicides, bromoxynil, and ioxynil, in biological specimens to aid diagnosis of acute poisoning. Clinical chemistry. 1989 Jul; 35(7):1342-7. doi: . [PMID: 2758576]
G Ajlani, I Meyer, C Vernotte, C Astier. Mutation in phenol-type herbicide resistance maps within the psbA gene in Synechocystis 6714. FEBS letters. 1989 Mar; 246(1-2):207-10. doi: 10.1016/0014-5793(89)80284-4. [PMID: 2495986]
L M Ogilvie, D B Ramsden. Ioxynil and 3,5,3'-triiodothyronine: comparison of binding to human plasma proteins. Toxicology letters. 1988 Dec; 44(3):281-7. doi: 10.1016/0378-4274(88)90167-1. [PMID: 3146151]
B Smysl, O Smyslová, A Kosatík. [Acute fatal ioxynil intoxication (author's transl)]. Archives of toxicology. 1977 Jul; 37(3):241-5. doi: 10.1007/bf00355494. [PMID: 578407]
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