Irgarol (BioDeep_00000001159)

   

natural product


代谢物信息卡片


2-N-tert-butyl-4-N-cyclopropyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine

化学式: C11H19N5S (253.1361)
中文名称: 2-叔丁氨基-4-环丙氨基-6-甲硫基-s-三嗪
谱图信息: 最多检出来源 Viridiplantae(plant) 18.06%

分子结构信息

SMILES: c1(nc(NC(C)(C)C)nc(n1)SC)NC1CC1
InChI: InChI=1S/C11H19N5S/c1-11(2,3)16-9-13-8(12-7-5-6-7)14-10(15-9)17-4/h7H,5-6H2,1-4H3,(H2,12,13,14,15,16)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 55; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8830; ORIGINAL_PRECURSOR_SCAN_NO 8829
CONFIDENCE standard compound; INTERNAL_ID 55; DATASET 20200303_ENTACT_RP_MIX503; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8893; ORIGINAL_PRECURSOR_SCAN_NO 8891
CONFIDENCE standard compound; INTERNAL_ID 55; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8806; ORIGINAL_PRECURSOR_SCAN_NO 8802
CONFIDENCE standard compound; INTERNAL_ID 55; DATASET 20200303_ENTACT_RP_MIX499; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8852; ORIGINAL_PRECURSOR_SCAN_NO 8850
CONFIDENCE standard compound; INTERNAL_ID 55; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8811; ORIGINAL_PRECURSOR_SCAN_NO 8810
CONFIDENCE standard compound; INTERNAL_ID 55; DATASET 20200303_ENTACT_RP_MIX503; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8878; ORIGINAL_PRECURSOR_SCAN_NO 8875
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 1011
CONFIDENCE standard compound; EAWAG_UCHEM_ID 302
CONFIDENCE standard compound; INTERNAL_ID 4008
CONFIDENCE standard compound; INTERNAL_ID 8798
CONFIDENCE standard compound; INTERNAL_ID 4034

同义名列表

5 个代谢物同义名

Irgarol 1051; Cybutryne; Irgarol; 2-N-tert-butyl-4-N-cyclopropyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine; Cybutryne



数据库引用编号

44 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)

0 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。

亚细胞结构定位 关联基因列表
Cytoplasm 11 AHR, ANXA5, CASP3, CASP8, CASP9, CAT, DBT, ERBB2, HPGDS, MAPK14, PHB1
Peripheral membrane protein 3 ACHE, ANXA5, PPOX
Endosome membrane 1 ERBB2
Endoplasmic reticulum membrane 1 HSP90B1
Nucleus 9 ACHE, AHR, CASP3, CASP8, CASP9, ERBB2, HSP90B1, MAPK14, PHB1
cytosol 12 AHR, ANXA5, CASP3, CASP8, CASP9, CAT, DBT, ERBB2, GSR, HPGDS, HSP90B1, MAPK14
mitochondrial membrane 1 PPOX
nucleoplasm 8 AHR, ATP2B1, CASP3, CASP8, ERBB2, HPGDS, MAPK14, PHB1
Cell membrane 4 ACHE, ATP2B1, ERBB2, PHB1
lamellipodium 1 CASP8
ruffle membrane 1 ERBB2
Multi-pass membrane protein 1 ATP2B1
Synapse 3 ACHE, ATP2B1, PPOX
cell surface 3 ACHE, PHB1, TNR
glutamatergic synapse 4 ATP2B1, CASP3, MAPK14, TNR
Golgi apparatus 1 ACHE
mitochondrial inner membrane 3 FECH, PHB1, PPOX
neuromuscular junction 2 ACHE, ERBB2
neuronal cell body 1 CASP3
postsynapse 1 PPOX
presynaptic membrane 2 ATP2B1, ERBB2
sarcolemma 1 ANXA5
smooth endoplasmic reticulum 1 HSP90B1
synaptic vesicle 1 PPOX
Lysosome 1 CHIT1
plasma membrane 4 ACHE, ATP2B1, ERBB2, PHB1
synaptic vesicle membrane 1 ATP2B1
Membrane 7 ACHE, ANXA5, ATP2B1, CAT, ERBB2, HSP90B1, PHB1
apical plasma membrane 1 ERBB2
basolateral plasma membrane 2 ATP2B1, ERBB2
extracellular exosome 6 ANXA5, ATP2B1, CAT, GSR, HSP90B1, PHB1
endoplasmic reticulum 1 HSP90B1
extracellular space 3 ACHE, CHIT1, TNR
perinuclear region of cytoplasm 4 ACHE, ERBB2, HSP90B1, PPOX
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 9 CASP8, CASP9, CAT, DBT, FECH, GSR, MAPK14, PHB1, PPOX
protein-containing complex 5 AHR, CASP8, CASP9, CAT, HSP90B1
intracellular membrane-bounded organelle 3 ATP2B1, CAT, HPGDS
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 ERBB2
Secreted 1 ACHE
extracellular region 9 ACHE, ANXA5, CAT, CHIT1, ERBB2, HSP90B1, MAPK14, PPOX, TNR
mitochondrial outer membrane 1 CASP8
Mitochondrion matrix 1 DBT
mitochondrial matrix 4 CAT, DBT, FECH, GSR
Extracellular side 1 ACHE
transcription regulator complex 1 AHR
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 2 ANXA5, GSR
Secreted, extracellular space, extracellular matrix 1 TNR
neuronal dense core vesicle lumen 1 PPOX
cytoplasmic vesicle 2 ERBB2, PPOX
microtubule cytoskeleton 1 DBT
nucleolus 1 PNMA2
midbody 1 HSP90B1
Early endosome 2 ERBB2, PHB1
Cell projection, lamellipodium 1 CASP8
Cell projection, ruffle membrane 1 ERBB2
Cytoplasm, perinuclear region 1 ERBB2
Mitochondrion inner membrane 3 FECH, PHB1, PPOX
Membrane raft 1 TNR
focal adhesion 3 ANXA5, CAT, HSP90B1
mitochondrial nucleoid 1 DBT
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
mitochondrial intermembrane space 1 PPOX
collagen-containing extracellular matrix 3 ANXA5, HSP90B1, TNR
lateral plasma membrane 1 ATP2B1
nuclear speck 1 MAPK14
receptor complex 1 ERBB2
Zymogen granule membrane 1 ANXA5
chromatin 1 AHR
cell projection 1 ATP2B1
cytoskeleton 1 CASP8
Nucleus, nucleolus 1 PNMA2
spindle pole 1 MAPK14
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 ACHE
aryl hydrocarbon receptor complex 1 AHR
Melanosome 1 HSP90B1
Presynaptic cell membrane 1 ATP2B1
cell body 1 CASP8
side of membrane 1 ACHE
myelin sheath 1 ERBB2
sperm plasma membrane 1 HSP90B1
basal plasma membrane 1 ERBB2
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 2 CAT, MAPK14
endoplasmic reticulum lumen 1 HSP90B1
specific granule lumen 1 CHIT1
tertiary granule lumen 1 CHIT1
immunological synapse 1 ATP2B1
perineuronal net 1 TNR
apoptosome 1 CASP9
semaphorin receptor complex 1 ERBB2
oxoglutarate dehydrogenase complex 1 DBT
vesicle membrane 1 ANXA5
Sarcoplasmic reticulum lumen 1 HSP90B1
synaptic cleft 1 ACHE
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
[Isoform 1]: Cell membrane 1 ERBB2
Rough endoplasmic reticulum 1 PPOX
Intermembrane side 1 PPOX
oxidoreductase complex 1 DBT
endocytic vesicle lumen 1 HSP90B1
catalase complex 1 CAT
ERBB3:ERBB2 complex 1 ERBB2
endoplasmic reticulum chaperone complex 1 HSP90B1
endothelial microparticle 1 ANXA5
branched-chain alpha-ketoacid dehydrogenase complex 1 DBT
photoreceptor ribbon synapse 1 ATP2B1
tenascin complex 1 TNR
[Isoform H]: Cell membrane 1 ACHE
nuclear aryl hydrocarbon receptor complex 1 AHR
mitochondrial prohibitin complex 1 PHB1
cytosolic aryl hydrocarbon receptor complex 1 AHR
caspase complex 1 CASP9


文献列表

  • Gabriela Tavares Sousa, Milton C Lima Neto, Rodrigo Brasil Choueri, Ítalo Braga Castro. Photoprotection and antioxidative metabolism in Ulva lactuca exposed to coastal oceanic acidification scenarios in the presence of Irgarol. Aquatic toxicology (Amsterdam, Netherlands). 2021 Jan; 230(?):105717. doi: 10.1016/j.aquatox.2020.105717. [PMID: 33307389]
  • Kazuhiko Mochida, Takeshi Hano, Toshimitsu Onduka, Katsutoshi Ito, Goro Yoshida. Physiological responses of eelgrass (Zostera marina) to ambient stresses such as herbicide, insufficient light, and high water temperature. Aquatic toxicology (Amsterdam, Netherlands). 2019 Mar; 208(?):20-28. doi: 10.1016/j.aquatox.2018.12.018. [PMID: 30597291]
  • Chuan-Ho Tang, Shu-Han Shi, Ching-Yu Lin, Hsing-Hui Li, Wei-Hsien Wang. Using lipidomic methodology to characterize coral response to herbicide contamination and develop an early biomonitoring model. The Science of the total environment. 2019 Jan; 648(?):1275-1283. doi: 10.1016/j.scitotenv.2018.08.296. [PMID: 30340273]
  • Agata Giardina, Francesco Tampieri, Ester Marotta, Cristina Paradisi. Air non-thermal plasma treatment of Irgarol 1051 deposited on TiO2. Chemosphere. 2018 Nov; 210(?):653-661. doi: 10.1016/j.chemosphere.2018.07.012. [PMID: 30031349]
  • Chuan-Ho Tang, Ching-Yu Lin, Pei-Pei Sun, Shu-Hui Lee, Wei-Hsien Wang. Modeling the effects of Irgarol 1051 on coral using lipidomic methodology for environmental monitoring and assessment. The Science of the total environment. 2018 Jun; 627(?):571-578. doi: 10.1016/j.scitotenv.2018.01.276. [PMID: 29426181]
  • Valentin Dupraz, Nathalie Coquillé, Dominique Ménard, Rossana Sussarellu, Larissa Haugarreau, Sabine Stachowski-Haberkorn. Microalgal sensitivity varies between a diuron-resistant strain and two wild strains when exposed to diuron and irgarol, alone and in mixtures. Chemosphere. 2016 May; 151(?):241-52. doi: 10.1016/j.chemosphere.2016.02.073. [PMID: 26945240]
  • Agnessa Luft, Manfred Wagner, Thomas A Ternes. Transformation of biocides irgarol and terbutryn in the biological wastewater treatment. Environmental science & technology. 2014; 48(1):244-54. doi: 10.1021/es403531d. [PMID: 24328195]
  • Yelena Sapozhnikova, Edward Wirth, Kenneth Schiff, Michael Fulton. Antifouling biocides in water and sediments from California marinas. Marine pollution bulletin. 2013 Apr; 69(1-2):189-94. doi: 10.1016/j.marpolbul.2013.01.039. [PMID: 23453818]
  • Th Caquet, M Roucaute, N Mazzella, F Delmas, C Madigou, E Farcy, Th Burgeot, J-P Allenou, R Gabellec. Risk assessment of herbicides and booster biocides along estuarine continuums in the Bay of Vilaine area (Brittany, France). Environmental science and pollution research international. 2013 Feb; 20(2):651-66. doi: 10.1007/s11356-012-1171-y. [PMID: 22983624]
  • Xiangyuan Deng, Kun Gao, Junlong Sun. Physiological and biochemical responses of Synechococcus sp. PCC7942 to Irgarol 1051 and diuron. Aquatic toxicology (Amsterdam, Netherlands). 2012 Oct; 122-123(?):113-9. doi: 10.1016/j.aquatox.2012.06.004. [PMID: 22789406]
  • K M Eriksson, A Antonelli, R H Nilsson, A K Clarke, H Blanck. A phylogenetic approach to detect selection on the target site of the antifouling compound irgarol in tolerant periphyton communities. Environmental microbiology. 2009 Aug; 11(8):2065-77. doi: 10.1111/j.1462-2920.2009.01928.x. [PMID: 19453608]
  • Lenwood W Hall, Ronald D Anderson, William D Killen, Richard Balcomb, Piero Gardinali. The relationship of Irgarol and its major metabolite to resident phytoplankton communities in a Maryland marina, river and reference area. Marine pollution bulletin. 2009 Jun; 58(6):803-11. doi: 10.1016/j.marpolbul.2009.02.002. [PMID: 19296991]
  • Peter B Key, Jennifer Hoguet, Katy W Chung, John J Venturella, Paul L Pennington, Michael H Fulton. Lethal and sublethal effects of simvastatin, irgarol, and PBDE-47 on the estuarine fish, Fundulus heteroclitus. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2009 May; 44(4):379-82. doi: 10.1080/03601230902801083. [PMID: 19365754]
  • Lenwood W Hall, William D Killen, Ronald D Anderson, Richard Balcomb, Piero Gardinali. Ecological risk of Irgarol 1051 and its major metabolite in coastal California marinas and reference areas. Marine pollution bulletin. 2009 May; 58(5):702-10. doi: 10.1016/j.marpolbul.2008.12.019. [PMID: 19178917]
  • K M Eriksson, A K Clarke, L-G Franzen, M Kuylenstierna, K Martinez, H Blanck. Community-level analysis of psbA gene sequences and irgarol tolerance in marine periphyton. Applied and environmental microbiology. 2009 Feb; 75(4):897-906. doi: 10.1128/aem.01830-08. [PMID: 19088321]
  • Hans Blanck, Karl Martin Eriksson, Frederick Grönvall, Björn Dahl, Karell Martinez Guijarro, Göran Birgersson, Henrik Kylin. A retrospective analysis of contamination and periphyton PICT patterns for the antifoulant irgarol 1051, around a small marina on the Swedish west coast. Marine pollution bulletin. 2009 Feb; 58(2):230-7. doi: 10.1016/j.marpolbul.2008.09.021. [PMID: 18996545]
  • M E DeLorenzo, P L Pennington, K W Chung, M C Finnegan, M H Fulton. Effects of the antifouling compound, Irgarol 1051, on a simulated estuarine salt marsh ecosystem. Ecotoxicology (London, England). 2009 Feb; 18(2):250-8. doi: 10.1007/s10646-008-0278-x. [PMID: 19015980]
  • Peter B Key, Katy W Chung, Jennifer Hoguet, Yelena Sapozhnikova, Michael H Fulton. Effects of the anti-fouling herbicide Irgarol 1051 on two life stages of the grass shrimp, Palaemonetes pugio. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2008 Jan; 43(1):50-5. doi: 10.1080/03601230701734865. [PMID: 18161573]
  • Lenwood W Hall, William D Killen, Ronald D Anderson, Piero R Gardinali, R Balcomb. Monitoring of Irgarol 1051 concentrations with concurrent phytoplankton evaluations in East Coast areas of the United States. Marine pollution bulletin. 2005 Jun; 50(6):668-81. doi: 10.1016/j.marpolbul.2005.02.025. [PMID: 15935182]
  • Ramadan A Abuknesha, Hannah M T Griffith. Generation of antiserum to Irgarol 1051 and development of a sensitive enzyme immunoassay using a new heterologous hapten derivative. Analytical and bioanalytical chemistry. 2005 Jan; 381(1):233-43. doi: 10.1007/s00216-004-2851-3. [PMID: 15614500]
  • Catriona M O Macinnis-Ng, Peter J Ralph. In situ impact of multiple pulses of metal and herbicide on the seagrass, Zostera capricorni. Aquatic toxicology (Amsterdam, Netherlands). 2004 Apr; 67(3):227-37. doi: 10.1016/j.aquatox.2004.01.012. [PMID: 15063073]
  • Annemarie P van Wezel, P van Vlaardingen. Environmental risk limits for antifouling substances. Aquatic toxicology (Amsterdam, Netherlands). 2004 Mar; 66(4):427-44. doi: 10.1016/j.aquatox.2003.11.003. [PMID: 15168950]
  • J C Chesworth, M E Donkin, M T Brown. The interactive effects of the antifouling herbicides Irgarol 1051 and Diuron on the seagrass Zostera marina (L.). Aquatic toxicology (Amsterdam, Netherlands). 2004 Feb; 66(3):293-305. doi: 10.1016/j.aquatox.2003.10.002. [PMID: 15129771]
  • L W Hall, J M Giddings, K R Solomon, R Balcomb. An ecological risk assessment for the use of Irgarol 1051 as an algaecide for antifoulant paints. Critical reviews in toxicology. 1999 Jul; 29(4):367-437. doi: . [PMID: 10451264]
  • B Ballesteros, D Barceló, F Sanchez-Baeza, F Camps, M P Marco. Influence of the hapten design on the development of a competitive ELISA for the determination of the antifouling agent Irgarol 1051 at trace levels. Analytical chemistry. 1998 Oct; 70(19):4004-14. doi: 10.1021/ac980241d. [PMID: 9784745]