HC Toxin (BioDeep_00000010828)

   

Volatile Flavor Compounds


代谢物信息卡片


(6R,9S,14aR)-3,6R-dimethyl-9S-(7-((S)-oxiran-2-yl)-7-oxoheptyl)decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetranone

化学式: C21H32N4O6 (436.2321732)
中文名称: HC毒素
谱图信息: 最多检出来源 Mentha canadensis(plant) 66.67%

分子结构信息

SMILES: CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)C)CCCCCC(=O)C3CO3
InChI: InChI=1S/C21H32N4O6/c1-12-18(27)22-13(2)19(28)24-14(7-4-3-5-9-16(26)17-11-31-17)21(30)25-10-6-8-15(25)20(29)23-12/h12-15,17H,3-11H2,1-2H3,(H,22,27)(H,23,29)(H,24,28)

描述信息

A homodetic cyclic tetrapeptide made up from L-alanyl, D-alanyl, L-prolyl and 2-amino-8-oxo-9,10-epoxydecanoyl residues.

同义名列表

6 个代谢物同义名

HC Toxin; 6,9-Dimethyl-3-[6-(2-oxiranyl)-6-oxohexyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone; HC-toxin; (6R,9S,14aR)-3,6R-dimethyl-9S-(7-((S)-oxiran-2-yl)-7-oxoheptyl)decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetranone; Toxin I (Helminthosporium carbonum); HC-toxin



数据库引用编号

13 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)

2 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 W Walley, Zhouxin Shen, Maxwell R McReynolds, Eric A Schmelz, Steven P Briggs. Fungal-induced protein hyperacetylation in maize identified by acetylome profiling. Proceedings of the National Academy of Sciences of the United States of America. 2018 01; 115(1):210-215. doi: 10.1073/pnas.1717519115. [PMID: 29259121]
  • Hayden Weng Siong Tan, Arthur Yi Loong Sim, Su Ling Huang, Ying Leng, Yun Chau Long. HC toxin (a HDAC inhibitor) enhances IRS1-Akt signalling and metabolism in mouse myotubes. Journal of molecular endocrinology. 2015 Dec; 55(3):197-207. doi: 10.1530/jme-15-0140. [PMID: 26373795]
  • Budheswar Dehury, Mahesh Chandra Patra, Jitendra Maharana, Jagajjit Sahu, Priyabrata Sen, Mahendra Kumar Modi, Manabendra Dutta Choudhury, Madhumita Barooah. Structure-based computational study of two disease resistance gene homologues (Hm1 and Hm2) in maize (Zea mays L.) with implications in plant-pathogen interactions. PloS one. 2014; 9(5):e97852. doi: 10.1371/journal.pone.0097852. [PMID: 24847713]
  • Budheswar Dehury, Mousumi Sahu, Mahesh Chandra Patra, Kishore Sarma, Jagajjit Sahu, Priyabrata Sen, Mahendra Kumar Modi, Manabendra Dutta Choudhury, Madhumita Barooah. Insights into the structure-function relationship of disease resistance protein HCTR in maize (Zea mays L.): a computational structural biology approach. Journal of molecular graphics & modelling. 2013 Sep; 45(?):50-64. doi: 10.1016/j.jmgm.2013.08.011. [PMID: 24004829]
  • Wanessa D Wight, Roman Labuda, Jonathan D Walton. Conservation of the genes for HC-toxin biosynthesis in Alternaria jesenskae. BMC microbiology. 2013 Jul; 13(?):165. doi: 10.1186/1471-2180-13-165. [PMID: 23865912]
  • Jonathan D Walton. HC-toxin. Phytochemistry. 2006 Jul; 67(14):1406-13. doi: 10.1016/j.phytochem.2006.05.033. [PMID: 16839576]
  • April R Robbins, Sandra A Jablonski, Tim J Yen, Kinya Yoda, Rob Robey, Susan E Bates, Dan L Sackett. Inhibitors of histone deacetylases alter kinetochore assembly by disrupting pericentromeric heterochromatin. Cell cycle (Georgetown, Tex.). 2005 May; 4(5):717-26. doi: 10.4161/cc.4.5.1690. [PMID: 15846093]
  • Dipnath Baidyaroy, Gerald Brosch, Stefan Graessle, Patrick Trojer, Jonathan D Walton. Characterization of inhibitor-resistant histone deacetylase activity in plant-pathogenic fungi. Eukaryotic cell. 2002 Aug; 1(4):538-47. doi: 10.1128/ec.1.4.538-547.2002. [PMID: 12456002]
  • Joong-Hoon Ahn, Yi-Qiang Cheng, Jonathan D Walton. An extended physical map of the TOX2 locus of Cochliobolus carbonum required for biosynthesis of HC-toxin. Fungal genetics and biology : FG & B. 2002 Feb; 35(1):31-8. doi: 10.1006/fgbi.2001.1305. [PMID: 11860263]
  • K F Pedley, J D Walton. Regulation of cyclic peptide biosynthesis in a plant pathogenic fungus by a novel transcription factor. Proceedings of the National Academy of Sciences of the United States of America. 2001 Nov; 98(24):14174-9. doi: 10.1073/pnas.231491298. [PMID: 11698648]
  • D Baidyaroy, G Brosch, J H Ahn, S Graessle, S Wegener, N J Tonukari, O Caballero, P Loidl, J D Walton. A gene related to yeast HOS2 histone deacetylase affects extracellular depolymerase expression and virulence in a plant pathogenic fungus. The Plant cell. 2001 Jul; 13(7):1609-24. doi: 10.1105/tpc.010168. [PMID: 11449054]
  • J W Pitkin, A Nikolskaya, J H Ahn, J D Walton. Reduced virulence caused by meiotic instability of the TOX2 chromosome of the maize pathogen Cochliobolus carbonum. Molecular plant-microbe interactions : MPMI. 2000 Jan; 13(1):80-7. doi: 10.1094/mpmi.2000.13.1.80. [PMID: 10656588]
  • Yi-Qiang Cheng, Joong-Hoon Ahn, Jonathan D Walton. A putative branched-chain-amino-acid transaminase gene required for HC-toxin biosynthesis and pathogenicity in Cochliobolus carbonum. Microbiology (Reading, England). 1999 Dec; 145 ( Pt 12)(?):3539-3546. doi: 10.1099/00221287-145-12-3539. [PMID: 10627051]
  • A Lusser, A Eberharter, A Loidl, M Goralik-Schramel, M Horngacher, H Haas, P Loidl. Analysis of the histone acetyltransferase B complex of maize embryos. Nucleic acids research. 1999 Nov; 27(22):4427-35. doi: 10.1093/nar/27.22.4427. [PMID: 10536152]
  • Y Q Cheng, L D Le, J D Walton, K D Bishop. 13C labeling indicates that the epoxide-containing amino acid of HC-toxin is biosynthesized by head-to-tail condensation of acetate. Journal of natural products. 1999 Jan; 62(1):143-5. doi: 10.1021/np980209e. [PMID: 9917303]
  • J H Ahn, J D Walton. Regulation of cyclic peptide biosynthesis and pathogenicity in Cochliobolus carbonum by TOXEp, a novel protein with a bZIP basic DNA-binding motif and four ankyrin repeats. Molecular & general genetics : MGG. 1998 Dec; 260(5):462-9. doi: 10.1007/pl00008632. [PMID: 9894916]
  • J H Ahn, J D Walton. A fatty acid synthase gene in Cochliobolus carbonum required for production of HC-toxin, cyclo(D-prolyl-L-alanyl-D-alanyl-L-2-amino-9, 10-epoxi-8-oxodecanoyl). Molecular plant-microbe interactions : MPMI. 1997 Mar; 10(2):207-14. doi: 10.1094/mpmi.1997.10.2.207. [PMID: 9057326]
  • J D Walton. Host-selective toxins: agents of compatibility. The Plant cell. 1996 Oct; 8(10):1723-33. doi: 10.1105/tpc.8.10.1723. [PMID: 8914323]
  • John W Pitkin, Daniel G Panaccione, Jonathan D Walton. A putative cyclic peptide efflux pump encoded by the TOXA gene of the plant-pathogenic fungus Cochliobolus carbonum. Microbiology (Reading, England). 1996 Jun; 142 ( Pt 6)(?):1557-1565. doi: 10.1099/13500872-142-6-1557. [PMID: 8704997]
  • A N Nikolskaya, D G Panaccione, J D Walton. Identification of peptide synthetase-encoding genes from filamentous fungi producing host-selective phytotoxins or analogs. Gene. 1995 Nov; 165(2):207-11. doi: 10.1016/0378-1119(95)00555-k. [PMID: 8522177]
  • G Brosch, R Ransom, T Lechner, J D Walton, P Loidl. Inhibition of maize histone deacetylases by HC toxin, the host-selective toxin of Cochliobolus carbonum. The Plant cell. 1995 Nov; 7(11):1941-50. doi: 10.1105/tpc.7.11.1941. [PMID: 8535144]
  • M J Jones, L D Dunkle. Virulence gene expression during conidial germination in Cochliobolus carbonum. Molecular plant-microbe interactions : MPMI. 1995 May; 8(3):476-9. doi: 10.1094/mpmi-8-0476. [PMID: 7655067]
  • J S Scott-Craig, D G Panaccione, J A Pocard, J D Walton. The cyclic peptide synthetase catalyzing HC-toxin production in the filamentous fungus Cochliobolus carbonum is encoded by a 15.7-kilobase open reading frame. The Journal of biological chemistry. 1992 Dec; 267(36):26044-9. doi: . [PMID: 1281482]
  • G S Johal, S P Briggs. Reductase activity encoded by the HM1 disease resistance gene in maize. Science (New York, N.Y.). 1992 Nov; 258(5084):985-7. doi: 10.1126/science.1359642. [PMID: 1359642]
  • F Heitz, F Kaddari, N Van Mau, J Verducci, H Raniri Seheno, R Lazaro. Ionic pores formed by cyclic peptides. Biochimie. 1989 Jan; 71(1):71-6. doi: 10.1016/0300-9084(89)90134-x. [PMID: 2470418]
  • J D Walton, E D Earle, H Stähelin, A Grieder, A Hirota, A Suzuki. Reciprocal biological activities of the cyclic tetrapeptides chlamydocin and HC-toxin. Experientia. 1985 Mar; 41(3):348-50. doi: 10.1007/bf02004498. [PMID: 3918884]