Nitidine (BioDeep_00000003729)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Nitidine chloride

化学式: C21H18NO4+ (348.1236)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 57.5%

分子结构信息

SMILES: COc1cc2c[n+](C)c3c4cc5c(cc4ccc3c2cc1OC)OCO5
InChI: InChI=1S/C21H18NO4/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22/h4-10H,11H2,1-3H3/q+1

描述信息

同义名列表

4 个代谢物同义名

Nitidine; Nitidine chloride; broussopapyrine A; Nitidine



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)

58 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 9 ANXA5, BRAF, BRCA1, CASP3, CASP7, DHFR, GZMB, RIPK1, TXNRD1
Peripheral membrane protein 2 ACHE, ANXA5
Endosome membrane 1 RIPK1
Mitochondrion membrane 1 ABCG2
Nucleus 9 ACHE, BRAF, BRCA1, CASP3, CASP7, GZMB, PMF1, TOP1, TXNRD1
cytosol 10 ANXA5, BRAF, CASP3, CASP7, COMT, DHFR, GZMB, PMF1, RIPK1, TXNRD1
dendrite 1 COMT
mitochondrial membrane 1 ABCG2
nuclear body 1 BRCA1
nucleoplasm 7 ABCG2, BRCA1, CASP3, CASP7, PMF1, TOP1, TXNRD1
Cell membrane 7 ABCC1, ABCG2, ACHE, BRAF, COMT, RIPK1, TNF
Multi-pass membrane protein 5 ABCC1, ABCC2, ABCC3, ABCG2, LIM2
Synapse 2 ACHE, COMT
cell junction 1 LIM2
cell surface 3 ABCC2, ACHE, TNF
glutamatergic synapse 2 BRAF, CASP3
Golgi apparatus 2 ACHE, PMF1
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
postsynapse 1 BRAF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 CASP7
Presynapse 1 BRAF
plasma membrane 12 ABCC1, ABCC2, ABCC3, ABCG2, ACHE, BCHE, BRAF, BRCA1, COMT, LIM2, RIPK1, TNF
Membrane 10 ABCC1, ABCC2, ABCC3, ABCG2, ACHE, ANXA5, BRCA1, COMT, GZMB, LIM2
apical plasma membrane 3 ABCC1, ABCC2, ABCG2
axon 1 COMT
basolateral plasma membrane 2 ABCC1, ABCC3
extracellular exosome 4 ABCC1, ANXA5, COMT, TXNRD1
extracellular space 4 ACHE, BCHE, CASP7, TNF
perinuclear region of cytoplasm 1 ACHE
intercellular canaliculus 1 ABCC2
mitochondrion 4 BRAF, DHFR, RIPK1, TXNRD1
protein-containing complex 2 BRCA1, RIPK1
intracellular membrane-bounded organelle 4 BRAF, COMT, GZMB, PMF1
postsynaptic density 1 CASP3
Secreted 3 ACHE, BCHE, GZMB
extracellular region 5 ACHE, ANXA5, BCHE, GZMB, TNF
Extracellular side 2 ACHE, COMT
transcription regulator complex 1 PMF1
external side of plasma membrane 2 ANXA5, TNF
perikaryon 1 TOP1
nucleolus 1 TOP1
P-body 1 TOP1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 COMT, TNF
vesicle 1 LIM2
Apical cell membrane 2 ABCC2, ABCG2
Membrane raft 2 ABCG2, TNF
focal adhesion 1 ANXA5
basement membrane 1 ACHE
collagen-containing extracellular matrix 1 ANXA5
lateral plasma membrane 1 ABCC1
receptor complex 1 RIPK1
Zymogen granule membrane 1 ANXA5
neuron projection 1 BRAF
phagocytic cup 1 TNF
Chromosome 2 BRCA1, TOP1
[Isoform 5]: Cytoplasm 2 BRCA1, TXNRD1
Secreted, extracellular space 1 CASP7
brush border membrane 1 ABCG2
Nucleus, nucleolus 1 TOP1
spindle pole 1 PMF1
blood microparticle 1 BCHE
Basolateral cell membrane 1 ABCC3
Lipid-anchor, GPI-anchor 1 ACHE
fibrillar center 2 TOP1, TXNRD1
Chromosome, centromere, kinetochore 1 PMF1
lateral element 1 BRCA1
Nucleus, nucleoplasm 1 TOP1
cell body 1 BRAF
side of membrane 1 ACHE
ubiquitin ligase complex 1 BRCA1
basal plasma membrane 2 ABCC1, ABCC3
[Isoform 1]: Cytoplasm 1 TXNRD1
[Isoform 4]: Cytoplasm 1 TXNRD1
endoplasmic reticulum lumen 1 BCHE
male germ cell nucleus 2 BRCA1, TOP1
kinetochore 1 PMF1
XY body 1 BRCA1
immunological synapse 1 GZMB
nuclear envelope lumen 1 BCHE
outer kinetochore 1 PMF1
vesicle membrane 1 ANXA5
ribonucleoprotein complex 1 BRCA1
synaptic cleft 1 ACHE
Basal cell membrane 1 ABCC3
protein-DNA complex 1 TOP1
external side of apical plasma membrane 1 ABCG2
death-inducing signaling complex 2 CASP3, RIPK1
ripoptosome 1 RIPK1
intracellular non-membrane-bounded organelle 1 BRCA1
DNA repair complex 1 BRCA1
BRCA1-C complex 1 BRCA1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
endothelial microparticle 1 ANXA5
Cytolytic granule 1 GZMB
cytolytic granule lumen 1 GZMB
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
[Isoform H]: Cell membrane 1 ACHE
BRCA1-A complex 1 BRCA1
BRCA1-B complex 1 BRCA1
BRCA1-BARD1 complex 1 BRCA1
gamma-tubulin ring complex 1 BRCA1
nuclear ubiquitin ligase complex 1 BRCA1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
MIS12/MIND type complex 1 PMF1


文献列表

  • Jianmei Lu, Yongzhu Zeng, Huashuai Zhong, Wei Guo, Yuyan Zhang, Wanting Mai, Yucui Qin, Xiaodan Su, Bo Zhang, Weisen Wu, Yu Zhu, Qiujie Huang, Yong Ye. Dual-Stimuli-Responsive Gut Microbiota-Targeting Nitidine Chloride-CS/PT-NPs Improved Metabolic Status in NAFLD. International journal of nanomedicine. 2024; 19(?):2409-2428. doi: 10.2147/ijn.s452194. [PMID: 38476281]
  • Zejie Su, Man Luo, Zhi Lian Chen, Hai Lan. Comparison of the Ways in Which Nitidine Chloride and Bufalin Induce Programmed Cell Death in Hematological Tumor Cells. Applied biochemistry and biotechnology. 2023 Dec; 195(12):7755-7765. doi: 10.1007/s12010-023-04468-z. [PMID: 37086379]
  • Zhao Yin, Yiwen Lv, Li Deng, Guangchao Li, Ruiming Ou, Lizhi Chen, Yangmin Zhu, Qi Zhong, Zhi Liu, Jing Huang, Hong Wu, Qing Zhang, Jia Fei, Shuang Liu. Targeting ABCB6 with nitidine chloride inhibits PI3K/AKT signaling pathway to promote ferroptosis in multiple myeloma. Free radical biology & medicine. 2023 Apr; 203(?):86-101. doi: 10.1016/j.freeradbiomed.2023.04.003. [PMID: 37044150]
  • Yang Hong, Wan-Qing Xu, Jing Feng, Han Lou, Heng Liu, Lei Wang, Hao Cui, Lin-Tong Jiang, Ran-Chen Xu, Heng-Hui Xu, Min-Zhen Xie, Yang Li, Philipp Kopylov, Qi Wang, Yong Zhang. Nitidine chloride induces cardiac hypertrophy in mice by targeting autophagy-related 4B cysteine peptidase. Acta pharmacologica Sinica. 2023 Mar; 44(3):561-572. doi: 10.1038/s41401-022-00968-6. [PMID: 35986213]
  • Li Gao, Dan-Dan Xiong, Xia Yang, Jian-Di Li, Rong-Quan He, Zhi-Guang Huang, Ze-Feng Lai, Li-Min Liu, Jia-Yuan Luo, Xiu-Fang Du, Jiang-Hui Zeng, Ming-Fen Li, Sheng-Hua Li, Yi-Wu Dang, Gang Chen. The expression characteristics and clinical significance of ACP6, a potential target of nitidine chloride, in hepatocellular carcinoma. BMC cancer. 2022 Dec; 22(1):1244. doi: 10.1186/s12885-022-10292-1. [PMID: 36456931]
  • Shasank S Swain, Sanghamitra Pati, Tahziba Hussain. Quinoline heterocyclic containing plant and marine candidates against drug-resistant Mycobacterium tuberculosis: A systematic drug-ability investigation. European journal of medicinal chemistry. 2022 Mar; 232(?):114173. doi: 10.1016/j.ejmech.2022.114173. [PMID: 35168150]
  • Chuyu Shen, Yu Kuang, Shudi Xu, Ruiru Li, Jingnan Wang, Yaoyao Zou, Cuicui Wang, Siqi Xu, Liuqin Liang, Changsong Lin, Youjun Xiao, Hanshi Xu. Nitidine chloride inhibits fibroblast like synoviocytes-mediated rheumatoid synovial inflammation and joint destruction by targeting KCNH1. International immunopharmacology. 2021 Dec; 101(Pt A):108273. doi: 10.1016/j.intimp.2021.108273. [PMID: 34700130]
  • Qiang Lu, Daopeng Tan, Yifei Xu, Meigui Liu, Yuqi He, Cailan Li. Inactivation of Jack Bean Urease by Nitidine Chloride from Zanthoxylum nitidum: Elucidation of Inhibitory Efficacy, Kinetics and Mechanism. Journal of agricultural and food chemistry. 2021 Nov; 69(46):13772-13779. doi: 10.1021/acs.jafc.1c04801. [PMID: 34767340]
  • Danni Li, Shaogang Liu, Jiahao Zhu, Liqun Shen, Qi Ying Zhang, Hua Zhu. Folic acid modified TPGS as a novel nano-micelle for delivery of nitidine chloride to improve apoptosis induction in Huh7 human hepatocellular carcinoma. BMC pharmacology & toxicology. 2021 01; 22(1):1. doi: 10.1186/s40360-020-00461-y. [PMID: 33407916]
  • Yu-Yan Pang, Jian-Di Li, Li Gao, Xia Yang, Yi-Wu Dang, Ze-Feng Lai, Li-Min Liu, Jie Yang, Hua-Yu Wu, Rong-Quan He, Zhi-Guang Huang, Dan-Dan Xiong, Li-Hua Yang, Lin Shi, Wei-Jia Mo, Deng Tang, Hui-Ping Lu, Gang Chen. The clinical value and potential molecular mechanism of the downregulation of MAOA in hepatocellular carcinoma tissues. Cancer medicine. 2020 11; 9(21):8004-8019. doi: 10.1002/cam4.3434. [PMID: 32931665]
  • Hye-Jeong Kwon, Kyungsil Yoon, Ji-Youn Jung, Mi Heon Ryu, Sung-Hyun Kim, Eun-Seon Yoo, So-Young Choi, In-Hyoung Yang, Seong Doo Hong, Ji-Ae Shin, Sung-Dae Cho. Targeting X chromosome-linked inhibitor of apoptosis protein in mucoepidermoid carcinoma of the head and neck: A novel therapeutic strategy using nitidine chloride. Journal of molecular medicine (Berlin, Germany). 2020 11; 98(11):1591-1602. doi: 10.1007/s00109-020-01977-w. [PMID: 32901343]
  • Niao Yang, Rongcai Yue, Jinzhu Ma, Wencai Li, Zeng Zhao, Huiliang Li, Yunheng Shen, Zhenlin Hu, Chao Lv, Xike Xu, Yili Yang, Xiankun Dai, Xia Liu, Yizhi Yu, Weidong Zhang. Nitidine chloride exerts anti-inflammatory action by targeting Topoisomerase I and enhancing IL-10 production. Pharmacological research. 2019 10; 148(?):104368. doi: 10.1016/j.phrs.2019.104368. [PMID: 31415918]
  • Xu Mao, Jian Wang, Qian Wang, Lan Yang, Yilin Li, Hao Lin, Ying Peng, Jiang Zheng. Nitidine Chloride-Induced CYP1 Enzyme Inhibition and Alteration of Estradiol Metabolism. Drug metabolism and disposition: the biological fate of chemicals. 2019 08; 47(8):919-927. doi: 10.1124/dmd.119.086892. [PMID: 31147316]
  • Lucy Haque, Sutanwi Bhuiya, Indrajit Giri, Susmita Chowdhury, Suman Das. Structural alteration of low pH, low temperature induced protonated form of DNA to the canonical form by the benzophenanthridine alkaloid nitidine: Spectroscopic exploration. International journal of biological macromolecules. 2018 Nov; 119(?):1106-1112. doi: 10.1016/j.ijbiomac.2018.08.031. [PMID: 30098360]
  • Haroon Khan, Taibi Ben Hadda, Rachid Touzani. Diverse Therapeutic Potential of Nitidine, A Comprehensive Review. Current drug metabolism. 2018; 19(12):986-991. doi: 10.2174/1389200219666180628165643. [PMID: 29956622]
  • Chao Lv, Xueting Wu, Xia Wang, Juan Su, Huawu Zeng, Jing Zhao, Shan Lin, Runhui Liu, Honglin Li, Xuan Li, Weidong Zhang. The gene expression profiles in response to 102 traditional Chinese medicine (TCM) components: a general template for research on TCMs. Scientific reports. 2017 03; 7(1):352. doi: 10.1038/s41598-017-00535-8. [PMID: 28336967]
  • L P Li, F F Song, Y Y Weng, X Yang, K Wang, H M Lei, J Ma, H Zhou, H D Jiang. Role of OCT2 and MATE1 in renal disposition and toxicity of nitidine chloride. British journal of pharmacology. 2016 08; 173(16):2543-54. doi: 10.1111/bph.13537. [PMID: 27324234]
  • Zhenxiu Cheng, Yinglong Guo, Yubao Yang, Jinqing Kan, Shiyou Dai, Mengfei Helian, Bo Li, Jia Xu, Changying Liu. Nitidine chloride suppresses epithelial-to-mesenchymal transition in osteosarcoma cell migration and invasion through Akt/GSK-3β/Snail signaling pathway. Oncology reports. 2016 Aug; 36(2):1023-9. doi: 10.3892/or.2016.4846. [PMID: 27279040]
  • Yu Li, Zhao Zhang, Yuting Zhang, Dongmei Deng, Liqiang Luo, Baosan Han, Chunhai Fan. Nitidine chloride-assisted bio-functionalization of reduced graphene oxide by bovine serum albumin for impedimetric immunosensing. Biosensors & bioelectronics. 2016 May; 79(?):536-42. doi: 10.1016/j.bios.2015.12.076. [PMID: 26748371]
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  • Ilaria Cesari, Pietro Grisoli, Mayra Paolillo, Chiara Milanese, Gabriella Massolini, Gloria Brusotti. Isolation and characterization of the alkaloid Nitidine responsible for the traditional use of Phyllanthus muellerianus (Kuntze) Excell stem bark against bacterial infections. Journal of pharmaceutical and biomedical analysis. 2015 Feb; 105(?):115-120. doi: 10.1016/j.jpba.2014.11.051. [PMID: 25546028]
  • Mingjuan Sun, Ning Zhang, Xiaolong Wang, Chang Cai, Jinjing Cun, Yaming Li, Shangge Lv, Qifeng Yang. Nitidine chloride induces apoptosis, cell cycle arrest, and synergistic cytotoxicity with doxorubicin in breast cancer cells. Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine. 2014 Oct; 35(10):10201-12. doi: 10.1007/s13277-014-2327-9. [PMID: 25027404]
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  • Liping Li, Meijuan Tu, Xi Yang, Siyuan Sun, Xiaodan Wu, Hui Zhou, Su Zeng, Huidi Jiang. The contribution of human OCT1, OCT3, and CYP3A4 to nitidine chloride-induced hepatocellular toxicity. Drug metabolism and disposition: the biological fate of chemicals. 2014 Jul; 42(7):1227-34. doi: 10.1124/dmd.113.056689. [PMID: 24778366]
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  • Zhiqing Fang, Yueqing Tang, Wei Jiao, Zhaoquan Xing, Zhaoxin Guo, Weichang Wang, Zhonghua Xu, Zhaoxu Liu. Nitidine chloride induces apoptosis and inhibits tumor cell proliferation via suppressing ERK signaling pathway in renal cancer. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Apr; 66(?):210-6. doi: 10.1016/j.fct.2014.01.049. [PMID: 24508476]
  • Chang-Ping Jia, Fang Feng. Optimization of the separation and determination of nitidine and chelerythrine in Zanthoxylum nitidum by high-performance liquid chromatography with fluorescence detection. Journal of chromatographic science. 2014 Feb; 52(2):164-8. doi: 10.1093/chromsci/bmt003. [PMID: 23390024]
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  • Zhiqing Fang, Yueqing Tang, Wei Jiao, Zhaoquan Xing, Zhaoxin Guo, Weichang Wang, Benkang Shi, Zhonghua Xu, Zhaoxu Liu. Nitidine chloride inhibits renal cancer cell metastasis via suppressing AKT signaling pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Oct; 60(?):246-51. doi: 10.1016/j.fct.2013.07.062. [PMID: 23911800]
  • Jun Liao, Teng Xu, Jia-Xuan Zheng, Jiu-Mao Lin, Qiao-Yan Cai, De-Biao Yu, Jun Peng. Nitidine chloride inhibits hepatocellular carcinoma cell growth in vivo through the suppression of the JAK1/STAT3 signaling pathway. International journal of molecular medicine. 2013 Jul; 32(1):79-84. doi: 10.3892/ijmm.2013.1358. [PMID: 23613111]
  • Ziqiang Wang, Wei Jiang, Zhi Zhang, Min Qian, Bing Du. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kappaB pathway in RAW 264.7 cells. Journal of ethnopharmacology. 2012 Oct; 144(1):145-50. doi: 10.1016/j.jep.2012.08.041. [PMID: 22971898]
  • Jie Feng, Xiu-Wei Yang, Ren-Bin Huang, Hai-Ying Zhang, Min He, Qi-Chun Huang. Development and validation of an LC-ESI-MS/MS method for the determination of nitidine chloride in rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Mar; 887-888(?):43-7. doi: 10.1016/j.jchromb.2012.01.006. [PMID: 22321408]
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