Validamycin (BioDeep_00000840331)

Chemicals and Drugs natural product Volatile Flavor Compounds

代谢物信息卡片

Validamycin A

化学式: C20H35NO13 (497.21083000000004)
中文名称: 井冈霉素A, 井冈霉素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(CO)[C@H]([C@@H]([C@H]([C@H]1N[C@H]1C[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O)O
InChI: InChI=1S/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8+,9+,10-,11-,12+,13+,14-,15+,16+,17-,18-,19-,20+/m1/s1

描述信息

Validamycin A, a fungicidal, is an agricultural antibiotic. Validamycin A is originally isolated from Streptomyces hygroscopicus var. limoneus. Validamycin A inhibits the growth of A. flavus, with a MIC of 1?μg/mL[1]. Validamycin A shows potent inhibitory activity against trehalase of Rhizoctonia solani, with an IC50 of 72 μM[2]. Validamycin A is a reversible tyrosinase inhibitor, with a Ki of 5.893 mM[3].

同义名列表

3 个代谢物同义名

Validamycin A; Validamycin; Validamycin A

数据库引用编号

12 个数据库交叉引用编号

ChEBI: CHEBI:29703
PubChem: 443629
ChEMBL: CHEMBL1923413
CAS: 58194-43-7
CAS: 37248-47-8
RefMet: Validamycin
medchemexpress: HY-B0856
LOTUS: LTS0123861
KEGG: C12112
PubChem: 14259
KNApSAcK: 29703
LOTUS: LTS0106568

分类词条

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)

95 个相关的物种来源信息

2 - Bacteria: LTS0106568
2 - Bacteria: LTS0123861
1883 - Streptomyces: LTS0106568
1883 - Streptomyces: LTS0123861
1912 - Streptomyces hygroscopicus: 10.1007/0-387-28822-8_2
1912 - Streptomyces hygroscopicus: 10.1007/S00253-008-1591-2
1912 - Streptomyces hygroscopicus: 10.1007/S00253-008-1711-Z
1912 - Streptomyces hygroscopicus: 10.1007/S00253-014-5943-9
1912 - Streptomyces hygroscopicus: 10.1007/S00253-017-8165-0
1912 - Streptomyces hygroscopicus: 10.1007/S00449-012-0707-3
1912 - Streptomyces hygroscopicus: 10.1007/S00449-012-0718-0
1912 - Streptomyces hygroscopicus: 10.1007/S11274-014-1742-9
1912 - Streptomyces hygroscopicus: 10.1016/J.BIORTECH.2010.08.114
1912 - Streptomyces hygroscopicus: 10.1016/J.BIORTECH.2012.03.124
1912 - Streptomyces hygroscopicus: 10.1016/J.BIORTECH.2012.12.021
1912 - Streptomyces hygroscopicus: 10.1016/J.BIORTECH.2017.10.012
1912 - Streptomyces hygroscopicus: 10.1016/J.GENE.2005.12.035
1912 - Streptomyces hygroscopicus: 10.1016/J.GENE.2007.02.015
1912 - Streptomyces hygroscopicus: 10.1016/J.JBIOSC.2016.05.007
1912 - Streptomyces hygroscopicus: 10.1016/J.JBIOTEC.2009.04.015
1912 - Streptomyces hygroscopicus: 10.1016/J.JBIOTEC.2015.12.010
1912 - Streptomyces hygroscopicus: 10.1016/J.YMBEN.2011.10.001
1912 - Streptomyces hygroscopicus: 10.1021/BI5003508
1912 - Streptomyces hygroscopicus: 10.1021/JA00245A061
1912 - Streptomyces hygroscopicus: 10.1099/MIC.0.076901-0
1912 - Streptomyces hygroscopicus: 10.1128/AEM.71.9.5066-5076.2005
1912 - Streptomyces hygroscopicus: 10.7164/ANTIBIOTICS.28.298
1912 - Streptomyces hygroscopicus: 10.7164/ANTIBIOTICS.40.329
1912 - Streptomyces hygroscopicus: 10.7164/ANTIBIOTICS.41.1488
1912 - Streptomyces hygroscopicus: LTS0106568
1912 - Streptomyces hygroscopicus: LTS0123861
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S00253-008-1591-2
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S00253-008-1711-Z
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S00253-014-5943-9
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S00253-017-8165-0
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S00449-012-0707-3
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S00449-012-0718-0
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1007/S11274-014-1742-9
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.BIORTECH.2010.08.114
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.BIORTECH.2012.03.124
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.BIORTECH.2017.10.012
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.GENE.2005.12.035
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.GENE.2007.02.015
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.JBIOSC.2016.05.007
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.JBIOTEC.2009.04.015
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.JBIOTEC.2015.12.010
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1016/J.YMBEN.2011.10.001
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1021/BI5003508
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1099/MIC.0.076901-0
311982 - Streptomyces hygroscopicus subsp. jinggangensis: 10.1128/AEM.71.9.5066-5076.2005
311982 - Streptomyces hygroscopicus subsp. jinggangensis: LTS0123861
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S00253-008-1591-2
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S00253-008-1711-Z
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S00253-014-5943-9
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S00253-017-8165-0
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S00449-012-0707-3
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S00449-012-0718-0
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1007/S11274-014-1742-9
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.BIORTECH.2010.08.114
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.BIORTECH.2012.03.124
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.BIORTECH.2012.12.021
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.BIORTECH.2017.10.012
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.GENE.2005.12.035
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.GENE.2007.02.015
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.JBIOSC.2016.05.007
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.JBIOTEC.2009.04.015
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.JBIOTEC.2015.12.010
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1016/J.YMBEN.2011.10.001
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1021/BI5003508
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1099/MIC.0.076901-0
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.1128/AEM.71.9.5066-5076.2005
264445 - Streptomyces hygroscopicus subsp. limoneus: 10.7164/ANTIBIOTICS.24.107
264445 - Streptomyces hygroscopicus subsp. limoneus: LTS0106568
264445 - Streptomyces hygroscopicus subsp. limoneus: LTS0123861
1916 - Streptomyces lividans: 10.1007/S00253-008-1591-2
1916 - Streptomyces lividans: 10.1007/S00253-008-1711-Z
1916 - Streptomyces lividans: 10.1007/S00253-014-5943-9
1916 - Streptomyces lividans: 10.1007/S00253-017-8165-0
1916 - Streptomyces lividans: 10.1007/S00449-012-0707-3
1916 - Streptomyces lividans: 10.1007/S00449-012-0718-0
1916 - Streptomyces lividans: 10.1007/S11274-014-1742-9
1916 - Streptomyces lividans: 10.1016/J.BIORTECH.2010.08.114
1916 - Streptomyces lividans: 10.1016/J.BIORTECH.2012.03.124
1916 - Streptomyces lividans: 10.1016/J.BIORTECH.2017.10.012
1916 - Streptomyces lividans: 10.1016/J.GENE.2005.12.035
1916 - Streptomyces lividans: 10.1016/J.GENE.2007.02.015
1916 - Streptomyces lividans: 10.1016/J.JBIOSC.2016.05.007
1916 - Streptomyces lividans: 10.1016/J.JBIOTEC.2009.04.015
1916 - Streptomyces lividans: 10.1016/J.JBIOTEC.2015.12.010
1916 - Streptomyces lividans: 10.1016/J.YMBEN.2011.10.001
1916 - Streptomyces lividans: 10.1099/MIC.0.076901-0
1916 - Streptomyces lividans: 10.1128/AEM.71.9.5066-5076.2005
1916 - Streptomyces lividans: LTS0123861
2062 - Streptomycetaceae: LTS0106568
2062 - Streptomycetaceae: LTS0123861

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

Virgile Neyman, Maude Quicray, Frédéric Francis, Catherine Michaux. Toxicological, biochemical, and in silico investigations of three trehalase inhibitors for new ways to control aphids. Archives of insect biochemistry and physiology. 2024 Apr; 115(4):e22112. doi: 10.1002/arch.22112. [PMID: 38605672]
Haowen Zhu, Sheraz Ahmad, Zhirou Duan, Junting Shi, Xingyu Tang, Qiaoqiao Dong, Chuanyuan Xi, Linquan Ge, Tao Wu, Yongan Tan. The Jinggangmycin-induced Mthl2 gene regulates the development and stress resistance in Nilaparvata lugens Stål (Hemiptera: Delphacidae). Pesticide biochemistry and physiology. 2023 Nov; 196(?):105630. doi: 10.1016/j.pestbp.2023.105630. [PMID: 37945234]
Yan Song, Fengming Gu, Yijiangcheng Li, Weihong Zhou, Fu-An Wu, Jun Wang, Sheng Sheng. Host trehalose metabolism disruption by validamycin A results in reduced fitness of parasitoid offspring. Pesticide biochemistry and physiology. 2023 Sep; 195(?):105570. doi: 10.1016/j.pestbp.2023.105570. [PMID: 37666623]
Li Ren, Yi-Ping Hou, Yuan-Ye Zhu, Fei-Fei Zhao, Ya-Bing Duan, Luo-Yu Wu, Xiao-Xin Duan, Jie Zhang, Ming-Guo Zhou. Validamycin A Enhances the Interaction Between Neutral Trehalase and 14-3-3 Protein Bmh1 in Fusarium graminearum. Phytopathology. 2022 Feb; 112(2):290-298. doi: 10.1094/phyto-05-21-0214-r. [PMID: 34156266]
Chuanhong Bian, Yabing Duan, Qian Xiu, Jueyu Wang, Xian Tao, Mingguo Zhou. Mechanism of validamycin A inhibiting DON biosynthesis and synergizing with DMI fungicides against Fusarium graminearum. Molecular plant pathology. 2021 07; 22(7):769-785. doi: 10.1111/mpp.13060. [PMID: 33934484]
Chuanhong Bian, Yabing Duan, Jueyu Wang, Qian Xiu, Jianxin Wang, Yiping Hou, Xiushi Song, Mingguo Zhou. Validamycin A Induces Broad-Spectrum Resistance Involving Salicylic Acid and Jasmonic Acid/Ethylene Signaling Pathways. Molecular plant-microbe interactions : MPMI. 2020 Dec; 33(12):1424-1437. doi: 10.1094/mpmi-08-20-0211-r. [PMID: 32815479]
Wenxi Li, Xuefang Dai, Entang Pu, Haitao Bian, Zilei Chen, Xueyan Zhang, Zhixiang Guo, Peng Li, Huidong Li, Yanhua Yong, Chenchen Wang, Yan Zhang, Lijun Han. HLB-MCX-Based Solid-Phase Extraction Combined with Liquid Chromatography-Tandem Mass Spectrometry for the Simultaneous Determination of Four Agricultural Antibiotics (Kasugamycin, Validamycin A, Ningnanmycin, and Polyoxin B) Residues in Plant-Origin Foods. Journal of agricultural and food chemistry. 2020 Nov; 68(47):14025-14037. doi: 10.1021/acs.jafc.0c04620. [PMID: 33190501]
LinQuan Ge, Ze Zhou, KaiDi Sun, Bo Huang, David Stanley, Qi Sheng Song. The antibiotic jinggangmycin increases brown planthopper (BPH) fecundity by enhancing rice plant sugar concentrations and BPH insulin-like signaling. Chemosphere. 2020 Jun; 249(?):126463. doi: 10.1016/j.chemosphere.2020.126463. [PMID: 32213388]
Junmin Xi, Zhijun Zhang, Qi Zhu, Guohua Zhong. Evolution from Natural β-Carboline Alkaloids to Obtain 1,2,4,9-tetrahydro-3-thia-9-aza-fluorene Derivatives as Potent Fungicidal Agents against Rhizoctonia solani. International journal of molecular sciences. 2018 Dec; 19(12):. doi: 10.3390/ijms19124044. [PMID: 30558145]
Anmol S Adhav, Surabhi R Kokane, Rakesh S Joshi. Functional characterization of Helicoverpa armigera trehalase and investigation of physiological effects caused due to its inhibition by Validamycin A formulation. International journal of biological macromolecules. 2018 Jun; 112(?):638-647. doi: 10.1016/j.ijbiomac.2018.01.221. [PMID: 29412176]
You Wu, Jun Ding, Bing Xu, Linlin You, Linquan Ge, Guoqing Yang, Fang Liu, David Stanley, Qisheng Song, Jincai Wu. Two Fungicides Alter Reproduction of the Small Brown Planthopper Laodelphax striatellus by Influencing Gene and Protein Expression. Journal of proteome research. 2018 03; 17(3):978-986. doi: 10.1021/acs.jproteome.7b00612. [PMID: 29411984]
Lin-Quan Ge, Bo Huang, Yi-Ping Jiang, Hao-Tian Gu, Ting Xia, Guo-Qing Yang, Fang Liu, Jin-Cai Wu. Carboxylesterase Precursor (EST-1) Mediated the Fungicide Jinggangmycin-Suppressed Reproduction of Sogatella furcifera (Hemiptera: Delphacidae). Journal of economic entomology. 2017 10; 110(5):2199-2206. doi: 10.1093/jee/tox201. [PMID: 28981692]
Jun Ding, You Wu, Lin-Lin You, Bin Xu, Lin-Quan Ge, Guo-Qing Yang, Jin-Cai Wu. Jinggangmycin-suppressed reproduction in the small brown planthopper (SBPH), Laodelphax striatellus (Fallen), is mediated by glucose dehydrogenase (GDH). Pesticide biochemistry and physiology. 2017 Jun; 139(?):73-78. doi: 10.1016/j.pestbp.2017.05.003. [PMID: 28595925]
Qiong Wu, Lida Zhang, Hai Xia, Chuanjin Yu, Kai Dou, Yaqian Li, Jie Chen. Omics for understanding synergistic action of validamycin A and Trichoderma asperellum GDFS1009 against maize sheath blight pathogen. Scientific reports. 2017 01; 7(?):40140. doi: 10.1038/srep40140. [PMID: 28057927]
Lin-Lin You, You Wu, Bing Xu, Jun Ding, Lin-Quan Ge, Guo-Qin Yang, Qi-Sheng Song, David Stanley, Jin-Cai Wu. Driving Pest Insect Populations: Agricultural Chemicals Lead to an Adaptive Syndrome in Nilaparvata Lugens Stål (Hemiptera: Delphacidae). Scientific reports. 2016 11; 6(?):37430. doi: 10.1038/srep37430. [PMID: 27876748]
Bing Xu, Lin-Lin You, You Wu, Jun Ding, Lin-Quan Ge, Jin-Cai Wu. Transmission Electron Microscopy (TEM) Observations of Female Oocytes From Nilaparvata lugens (Hemiptera: Delphacidae): Antibiotic Jinggangmycin (JGM)-Induced Stimulation of Reproduction and Associated Changes in Hormone Levels. Journal of economic entomology. 2016 08; 109(4):1677-82. doi: 10.1093/jee/tow085. [PMID: 27247297]
Yi-Ping Jiang, Lei Li, Zong-Yu Liu, Lin-Lin You, You Wu, Bing Xu, Lin-Quan Ge, Qi-Sheng Song, Jin-Cai Wu. Adipose triglyceride lipase (Atgl) mediates the antibiotic jinggangmycin-stimulated reproduction in the brown planthopper, Nilaparvata lugens Stål. Scientific reports. 2016 Jan; 6(?):18984. doi: 10.1038/srep18984. [PMID: 26739506]
Lei Li, Yiping Jiang, Zongyu Liu, Linlin You, You Wu, Bing Xu, Linquan Ge, David Stanley, Qisheng Song, Jincai Wu. Jinggangmycin increases fecundity of the brown planthopper, Nilaparvata lugens (Stål) via fatty acid synthase gene expression. Journal of proteomics. 2016 Jan; 130(?):140-9. doi: 10.1016/j.jprot.2015.09.022. [PMID: 26388431]
Yi-Xin Zhang, Lin-Quan Ge, Yi-Ping Jiang, Xiu-Li Lu, Xin Li, David Stanley, Qi-Sheng Song, Jin-Cai Wu. RNAi knockdown of acetyl-CoA carboxylase gene eliminates jinggangmycin-enhanced reproduction and population growth in the brown planthopper, Nilaparvata lugens. Scientific reports. 2015 Oct; 5(?):15360. doi: 10.1038/srep15360. [PMID: 26482193]
Zhan-Fei Zhu, Jia Cheng, Xiu-Li Lu, Xin Li, Lin-Quan Ge, Ji-Chao Fang, Jin-Cai Wu. Comparisons of topical and spray applications of two pesticides, triazophos and jinggangmycin, on the protein content in the ovaries and fat bodies of the brown planthopper Nilaparvata lugens Stål (Hemiptera:Delphacidae). Pesticide biochemistry and physiology. 2014 Sep; 114(?):97-101. doi: 10.1016/j.pestbp.2014.06.008. [PMID: 25175656]
Di Peng, Shandong Li, Jianxin Wang, Changjun Chen, Mingguo Zhou. Integrated biological and chemical control of rice sheath blight by Bacillus subtilis NJ-18 and jinggangmycin. Pest management science. 2014 Feb; 70(2):258-63. doi: 10.1002/ps.3551. [PMID: 23564744]
Quang Le Dang, Won Ki Kim, Cuong Mai Nguyen, Yong Ho Choi, Gyung Ja Choi, Kyoung Soo Jang, Myung Soo Park, Chi Hwan Lim, Ngoc Hoang Luu, Jin-Cheol Kim. Nematicidal and antifungal activities of annonaceous acetogenins from Annona squamosa against various plant pathogens. Journal of agricultural and food chemistry. 2011 Oct; 59(20):11160-7. doi: 10.1021/jf203017f. [PMID: 21910504]
Miguel López, Noel A Tejera, Carmen Lluch. Validamycin A improves the response of Medicago truncatula plants to salt stress by inducing trehalose accumulation in the root nodules. Journal of plant physiology. 2009 Jul; 166(11):1218-22. doi: 10.1016/j.jplph.2008.12.011. [PMID: 19232773]
Yun Mi Lee, Jae Sun Moon, Bong-Sik Yun, Ki Duk Park, Gyung Ja Choi, Jin-Cheol Kim, Sang Han Lee, Sung Uk Kim. Antifungal activity of CHE-23C, a dimeric sesquiterpene from Chloranthus henryi. Journal of agricultural and food chemistry. 2009 Jul; 57(13):5750-5. doi: 10.1021/jf900674y. [PMID: 19566082]
Hui Xu, Kazuyuki Minagawa, Linquan Bai, Zixin Deng, Taifo Mahmud. Catalytic analysis of the validamycin glycosyltransferase (ValG) and enzymatic production of 4''-epi-validamycin A. Journal of natural products. 2008 Jul; 71(7):1233-6. doi: 10.1021/np800185k. [PMID: 18563934]
Yi Yu, Linquan Bai, Kazuyuki Minagawa, Xiaohong Jian, Lei Li, Jialiang Li, Shuangya Chen, Erhu Cao, Taifo Mahmud, Heinz G Floss, Xiufen Zhou, Zixin Deng. Gene cluster responsible for validamycin biosynthesis in Streptomyces hygroscopicus subsp. jinggangensis 5008. Applied and environmental microbiology. 2005 Sep; 71(9):5066-76. doi: 10.1128/aem.71.9.5066-5076.2005. [PMID: 16151088]
Noel A Tejera García, Carmen Iribarne, Miguel López, José A Herrera-Cervera, Carmen Lluch. Physiological implications of trehalase from Phaseolus vulgaris root nodules: partial purification and characterization. Plant physiology and biochemistry : PPB. 2005 Apr; 43(4):355-61. doi: 10.1016/j.plaphy.2005.02.013. [PMID: 15907687]
I Knuesel, S Murao, T Shin, T Amachi, H Kayser. Comparative studies of suidatrestin, a specific inhibitor of trehalases. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 1998 Aug; 120(4):639-46. doi: 10.1016/s0305-0491(98)10056-1. [PMID: 9854811]
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