Helixin C (BioDeep_00000002474)
代谢物信息卡片
(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid
化学式: C40H68O11 (724.4761)
中文名称: 尼日尼亚菌素
谱图信息:
最多检出来源 Homo sapiens(not specific) 8%
分子结构信息
SMILES: CC1CCC(OC1C(C)C(=O)O)CC2CC(C(C3(O2)C(CC(O3)(C)C4CCC(O4)(C)C5C(CC(O5)C6C(CC(C(O6)(CO)O)C)C)C)C)C)OC
InChI: InChI=1S/C40H68O11/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34/h21-35,41,44H,11-20H2,1-10H3,(H,42,43)/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+/m0/s1
描述信息
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D049990 - Membrane Transport Modulators
D007476 - Ionophores
同义名列表
11 个代谢物同义名
(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid; Antibiotic X 464; Antibiotic K 178; Antibiotic K178; Antibiotic M 2; Polyetherin A; Azalomycin M; Helixin C; nigericin; X 464; Nigericin
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:7569
- KEGG: C11609
- PubChem: 34230
- Metlin: METLIN44220
- DrugBank: DB14056
- ChEMBL: CHEMBL405862
- MeSH: Nigericin
- KNApSAcK: C00018750
- CAS: 28380-24-7
- PMhub: MS000002753
- PubChem: 13774
- NIKKAJI: J19.064K
- KNApSAcK: 7569
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)
3 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
- Xiaoyi Zhou, Minyan Qin, Leran He, Ying Zhang, Aijun Liu, Dongfeng Chen, Hao Pan. Geraniin restricts inflammasome activation and macrophage pyroptosis by preventing the interaction between ASC and NLRP3 to exert anti-inflammatory effects.
International immunopharmacology.
2024 Mar; 129(?):111656. doi:
10.1016/j.intimp.2024.111656. [PMID: 38340422] - Wei Shi, Tingting Liu, Huijie Yang, Jia Zhao, Ziying Wei, Yujiao Huang, Zhiyong Li, Hui Li, Longxin Liang, Xiaorong Hou, Yuanyuan Chen, Yuan Gao, Zhaofang Bai, Xiaohe Xiao. Isomaculosidine facilitates NLRP3 inflammasome activation by promoting mitochondrial reactive oxygen species production and causes idiosyncratic liver injury.
Journal of ethnopharmacology.
2023 Aug; ?(?):117063. doi:
10.1016/j.jep.2023.117063. [PMID: 37598766] - Nan Jia, Zherui Shen, Sijing Zhao, Yilan Wang, Caixia Pei, Demei Huang, Xiaomin Wang, Yongcan Wu, Shihua Shi, Yacong He, Zhenxing Wang. Eleutheroside E from pre-treatment of Acanthopanax senticosus (Rupr.etMaxim.) Harms ameliorates high-altitude-induced heart injury by regulating NLRP3 inflammasome-mediated pyroptosis via NLRP3/caspase-1 pathway.
International immunopharmacology.
2023 Jun; 121(?):110423. doi:
10.1016/j.intimp.2023.110423. [PMID: 37331291] - Demei Huang, Zherui Shen, Sijing Zhao, Caixia Pei, Nan Jia, Yilan Wang, Yongcan Wu, Xiaomin Wang, Shihua Shi, Yacong He, Zhenxing Wang, Fei Wang. Sipeimine attenuates PM2.5-induced lung toxicity via suppression of NLRP3 inflammasome-mediated pyroptosis through activation of the PI3K/AKT pathway.
Chemico-biological interactions.
2023 May; 376(?):110448. doi:
10.1016/j.cbi.2023.110448. [PMID: 36898572] - Yang Bai, Jing Bai, Peng Lu, Yu-Mo Jing, Wei-Chao Zheng, Lu-Ying Wang, Jian-Hua Wang, Feng Wang. Hirudin ameliorates myocardial ischemia-reperfusion injury in a rat model of hemorrhagic shock and resuscitation: roles of NLRP3-signaling pathway.
Molecular and cellular biochemistry.
2023 Mar; ?(?):. doi:
10.1007/s11010-023-04717-z. [PMID: 36988778] - Vanessa Delcroix, Olivier Mauduit, Menglu Yang, Amrita Srivastava, Takeshi Umazume, Cintia S de Paiva, Valery I Shestopalov, Darlene A Dartt, Helen P Makarenkova. Lacrimal Gland Epithelial Cells Shape Immune Responses through the Modulation of Inflammasomes and Lipid Metabolism.
International journal of molecular sciences.
2023 Feb; 24(5):. doi:
10.3390/ijms24054309. [PMID: 36901740] - Huitao Guo, Qiuyan Zhang, Rui Li, Vidya Devanathadesikan Seshadri. Nigericin Abrogates Maternal and Embryonic Oxidative Stress in the Streptozotocin-Induced Diabetic Pregnant Rats.
Applied biochemistry and biotechnology.
2023 Feb; 195(2):801-815. doi:
10.1007/s12010-022-04100-6. [PMID: 36190644] - Yingqin Wang, Chen Wang, Qiaolan He, Guannan Chen, Jie Yu, Jing Cang, Ming Zhong. Inhibition of sphingosine-1-phosphate receptor 3 suppresses ATP-induced NLRP3 inflammasome activation in macrophages via TWIK2-mediated potassium efflux.
Frontiers in immunology.
2023; 14(?):1090202. doi:
10.3389/fimmu.2023.1090202. [PMID: 36798132] - Jiasi Wu, Yuejia Lan, Xiaoke Shi, Wenge Huang, Sheng Li, Jizhou Zhang, Huan Wang, Fei Wang, Xianli Meng. Sennoside A is a novel inhibitor targeting caspase-1.
Food & function.
2022 Oct; 13(19):9782-9795. doi:
10.1039/d2fo01730j. [PMID: 36097956] - Ivana Mitrović, Jovana Grahovac, Jovana Hrustić, Aleksandar Jokić, Jelena Dodić, Milica Mihajlović, Mila Grahovac. Utilization of waste glycerol for the production of biocontrol agents nigericin and niphimycin by Streptomyces hygroscopicus: bioprocess development.
Environmental technology.
2022 Aug; 43(19):3000-3013. doi:
10.1080/09593330.2021.1913241. [PMID: 33820481] - Demei Huang, Shihua Shi, Yilan Wang, Xiaomin Wang, Zherui Shen, Mingjie Wang, Caixia Pei, Yongcan Wu, Yacong He, Zhenxing Wang. Astragaloside IV alleviates PM2.5-caused lung toxicity by inhibiting inflammasome-mediated pyroptosis via NLRP3/caspase-1 axis inhibition in mice.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2022 Jun; 150(?):112978. doi:
10.1016/j.biopha.2022.112978. [PMID: 35462332] - Gustavo A Díaz-Cruz, Jingyu Liu, Kapil Tahlan, Dawn R D Bignell. Nigericin and Geldanamycin Are Phytotoxic Specialized Metabolites Produced by the Plant Pathogen Streptomyces sp. 11-1-2.
Microbiology spectrum.
2022 04; 10(2):e0231421. doi:
10.1128/spectrum.02314-21. [PMID: 35225656] - Wen Chai, Ji Zhang, Zhengbing Xiang, Honglian Zhang, Zhujun Mei, Hongbing Nie, Renxu Xu, Ping Zhang. Potential of nobiletin against Alzheimer's disease through inhibiting neuroinflammation.
Metabolic brain disease.
2022 04; 37(4):1145-1154. doi:
10.1007/s11011-022-00932-7. [PMID: 35267136] - Bu Wang, Yuan Liu, Rui Jiang, Zhiliang Liu, Haiyun Gao, Fenqiao Chen, Jianqiang Mei. Emodin relieves the inflammation and pyroptosis of lipopolysaccharide-treated 1321N1 cells by regulating methyltransferase-like 3 -mediated NLR family pyrin domain containing 3 expression.
Bioengineered.
2022 03; 13(3):6740-6749. doi:
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International immunopharmacology.
2021 Nov; 100(?):108126. doi:
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Journal of ethnopharmacology.
2021 Oct; 278(?):114322. doi:
10.1016/j.jep.2021.114322. [PMID: 34118343] - Francine Carla Cadoná, Diulie Valente de Souza, Tuyla Fontana, David Frederick Bodenstein, Andiara Prates Ramos, Michele Rorato Sagrillo, Mirian Salvador, Kennya Mota, Carolina Bordin Davidson, Euler Esteves Ribeiro, Ana Cristina Andreazza, Alencar Kolinski Machado. Açaí (Euterpe oleracea Mart.) as a Potential Anti-neuroinflammatory Agent: NLRP3 Priming and Activating Signal Pathway Modulation.
Molecular neurobiology.
2021 Sep; 58(9):4460-4476. doi:
10.1007/s12035-021-02394-x. [PMID: 34021869] - Nan Qin, Guang Xu, Yan Wang, Xiaoyan Zhan, Yuan Gao, Zhilei Wang, Shubin Fu, Wei Shi, Xiaorong Hou, Chunyu Wang, Ruisheng Li, Yan Liu, Jiabo Wang, Haiping Zhao, Xiaohe Xiao, Zhaofang Bai. Bavachin enhances NLRP3 inflammasome activation induced by ATP or nigericin and causes idiosyncratic hepatotoxicity.
Frontiers of medicine.
2021 Aug; 15(4):594-607. doi:
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Cell communication and signaling : CCS.
2021 02; 19(1):13. doi:
10.1186/s12964-020-00647-1. [PMID: 33573688] - Fan Yang, Xun-Jia Ye, Ming-Ye Chen, Hong-Chun Li, Yao-Feng Wang, Mei-Yan Zhong, Chun-Su Zhong, Bo Zeng, Li-Hui Xu, Xian-Hui He, Dong-Yun Ouyang. Inhibition of NLRP3 Inflammasome Activation and Pyroptosis in Macrophages by Taraxasterol Is Associated With Its Regulation on mTOR Signaling.
Frontiers in immunology.
2021; 12(?):632606. doi:
10.3389/fimmu.2021.632606. [PMID: 33679781] - Arkadiy A Bazhin, Riccardo Sinisi, Umberto De Marchi, Aurélie Hermant, Nicolas Sambiagio, Tamara Maric, Ghyslain Budin, Elena A Goun. A bioluminescent probe for longitudinal monitoring of mitochondrial membrane potential.
Nature chemical biology.
2020 12; 16(12):1385-1393. doi:
10.1038/s41589-020-0602-1. [PMID: 32778841] - Jin-Won Huh, Jung-Hoon Lee, Eekhyoung Jeon, Hyung Won Ryu, Sei-Ryang Oh, Kyung-Seop Ahn, Hyun Sik Jun, Un-Hwan Ha. Maackiain, a compound derived from Sophora flavescens, increases IL-1β production by amplifying nigericin-mediated inflammasome activation.
FEBS open bio.
2020 08; 10(8):1482-1491. doi:
10.1002/2211-5463.12899. [PMID: 32428336] - Qiao Zheng, Dejiao Yao, Yi Cai, Tiecheng Zhou. NLRP3 augmented resistance to gemcitabine in triple-negative breast cancer cells via EMT/IL-1β/Wnt/β-catenin signaling pathway.
Bioscience reports.
2020 07; 40(7):. doi:
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Nature immunology.
2020 07; 21(7):736-745. doi:
10.1038/s41590-020-0669-6. [PMID: 32367036] - Yuanyuan Chen, Ruisheng Li, Zhilei Wang, Xiaorong Hou, Chunyu Wang, Yongqiang Ai, Wei Shi, Xiaoyan Zhan, Jia-Bo Wang, Xiaohe Xiao, Zhaofang Bai, Hongsheng Sun, Guang Xu. Dehydrocostus lactone inhibits NLRP3 inflammasome activation by blocking ASC oligomerization and prevents LPS-mediated inflammation in vivo.
Cellular immunology.
2020 03; 349(?):104046. doi:
10.1016/j.cellimm.2020.104046. [PMID: 32057354] - Zhilei Wang, Guang Xu, Xiaoyan Zhan, Youping Liu, Yuan Gao, Nian Chen, Yuming Guo, Ruisheng Li, Tingting He, Xueai Song, Ming Niu, Jiabo Wang, Zhaofang Bai, Xiaohe Xiao. Carbamazepine promotes specific stimuli-induced NLRP3 inflammasome activation and causes idiosyncratic liver injury in mice.
Archives of toxicology.
2019 12; 93(12):3585-3599. doi:
10.1007/s00204-019-02606-3. [PMID: 31677073] - Zhihua Xu, Jiaqing Shen, Shangbo Hua, Daiwei Wan, Qian Chen, Ye Han, Rui Ren, Fei Liu, Zhiyong Du, Xiaobo Guo, Jianming Shi, Qiaoming Zhi. High-throughput sequencing of circRNAs reveals novel insights into mechanisms of nigericin in pancreatic cancer.
BMC genomics.
2019 Sep; 20(1):716. doi:
10.1186/s12864-019-6032-3. [PMID: 31533620] - Jinjie Li, Xiuting Li, Xin Wang, Xiangjian Zhong, Linlin Ji, Zihan Guo, Yiran Liu, Xiaoya Shang. Sesquiterpenoids and Their Anti-Inflammatory Activity: Evaluation of Ainsliaea yunnanensis.
Molecules (Basel, Switzerland).
2019 May; 24(9):. doi:
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Frontiers in immunology.
2019; 10(?):72. doi:
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Molecular cancer therapeutics.
2018 05; 17(5):952-965. doi:
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International journal of molecular sciences.
2018 Feb; 19(3):. doi:
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Frontiers in immunology.
2018; 9(?):195. doi:
10.3389/fimmu.2018.00195. [PMID: 29479354] - Dong-Won Seo, Yong-Il Cho, Suna Gu, Da-Hee Kim, Young-Joo Yi, Sang-Myeong Lee. A hot-water extract of Sanguisorba officinalis ameliorates endotoxin-induced septic shock by inhibiting inflammasome activation.
Microbiology and immunology.
2018 Jan; 62(1):44-54. doi:
10.1111/1348-0421.12557. [PMID: 29193282] - Ting Xu, Yan Li, Xiadong Zeng, Xiaolu Yang, Yuanzhu Yang, Shanshan Yuan, Xiaochun Hu, Jiarui Zeng, Zhenzhen Wang, Qian Liu, Yuqing Liu, Hongdong Liao, Chunyi Tong, Xuanming Liu, Yonghua Zhu. Isolation and evaluation of endophytic Streptomyces endus OsiSh-2 with potential application for biocontrol of rice blast disease.
Journal of the science of food and agriculture.
2017 Mar; 97(4):1149-1157. doi:
10.1002/jsfa.7841. [PMID: 27293085] - Juan Sebastian Yakisich, Neelam Azad, Vivek Kaushik, George A O'Doherty, Anand Krishnan V Iyer. Nigericin decreases the viability of multidrug-resistant cancer cells and lung tumorspheres and potentiates the effects of cardiac glycosides.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine.
2017 Mar; 39(3):1010428317694310. doi:
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Canadian journal of physiology and pharmacology.
2017 Jan; 95(1):72-83. doi:
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Circulation.
2016 Dec; 134(23):1866-1880. doi:
10.1161/circulationaha.116.024369. [PMID: 27803035] - Sean Maher, Hajra Basit, Robert J Forster, Tia E Keyes. Micron dimensioned cavity array supported lipid bilayers for the electrochemical investigation of ionophore activity.
Bioelectrochemistry (Amsterdam, Netherlands).
2016 Dec; 112(?):16-23. doi:
10.1016/j.bioelechem.2016.07.002. [PMID: 27420132] - H Chung, A Vilaysane, A Lau, M Stahl, V Morampudi, A Bondzi-Simpson, J M Platnich, N A Bracey, M-C French, P L Beck, J Chun, B A Vallance, D A Muruve. NLRP3 regulates a non-canonical platform for caspase-8 activation during epithelial cell apoptosis.
Cell death and differentiation.
2016 08; 23(8):1331-46. doi:
10.1038/cdd.2016.14. [PMID: 26891693] - Michael A Katsnelson, Kristen M Lozada-Soto, Hana M Russo, Barbara A Miller, George R Dubyak. NLRP3 inflammasome signaling is activated by low-level lysosome disruption but inhibited by extensive lysosome disruption: roles for K+ efflux and Ca2+ influx.
American journal of physiology. Cell physiology.
2016 07; 311(1):C83-C100. doi:
10.1152/ajpcell.00298.2015. [PMID: 27170638] - Daisuke Takagi, Shigeo Takumi, Masaki Hashiguchi, Takehiro Sejima, Chikahiro Miyake. Superoxide and Singlet Oxygen Produced within the Thylakoid Membranes Both Cause Photosystem I Photoinhibition.
Plant physiology.
2016 07; 171(3):1626-34. doi:
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Plant, cell & environment.
2016 Apr; 39(4):804-22. doi:
10.1111/pce.12652. [PMID: 26476233] - Gouranga Biswas, Soner Bilen, Tomoya Kono, Masahiro Sakai, Jun-ichi Hikima. Inflammatory immune response by lipopolysaccharide-responsive nucleotide binding oligomerization domain (NOD)-like receptors in the Japanese pufferfish (Takifugu rubripes).
Developmental and comparative immunology.
2016 Feb; 55(?):21-31. doi:
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PloS one.
2016; 11(7):e0159826. doi:
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Biochimica et biophysica acta.
2015 Apr; 1848(4):995-1004. doi:
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Developmental and comparative immunology.
2014 Oct; 46(2):222-30. doi:
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Nephron. Clinical practice.
2014; 127(1-4):119-23. doi:
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Plant physiology.
2013 Aug; 162(4):1815-21. doi:
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Biochimica et biophysica acta.
2013 Mar; 1830(3):2683-9. doi:
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The Plant cell.
2013 Feb; 25(2):545-57. doi:
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Biochimica et biophysica acta.
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