Isochlorogenic acid (BioDeep_00000231046)

Main id: BioDeep_00000000242

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Cyclohexanecarboxylicacid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-,(1S,3R,4S,5R)-

化学式: C16H18O9 (354.0951)
中文名称: [1S-(1alpha,3beta,4beta,5alpha)]-3-[[3-(3,4-二羟基苯基)-1-氧代烯丙基]氧基]-1,4,5-三羟基环己烷羧酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
InChI: InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+

描述信息

同义名列表

2 个代谢物同义名

Cyclohexanecarboxylicacid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-,(1S,3R,4S,5R)-; Isochlorogenic acid



数据库引用编号

6 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)

18 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


文献列表

  • Khlood Jamal, Areej Al-Taweel, Sarah I Bukhari, Raha Orfali, Nadine M S Moubayed, Jawaher Al-Qahtani, Hanan Aati, Orazio Taglialatela-Scafati, Jiangnan Peng, Shagufta Perveen. Isochlorogenic Acid Glucosides from the Arabian Medicinal Plant Artemisia sieberi and Their Antimicrobial Activities. Molecules (Basel, Switzerland). 2023 Nov; 28(22):. doi: 10.3390/molecules28227460. [PMID: 38005182]
  • Hong-Ying Chen, Peng-Fei Yao, Yan-Qi Han, Xu Xu, Jun Xu, Bi-Yan Pan, Dong-Sheng Ouyang, Tie-Jun Zhang. ["Component-target-efficacy" network analysis and experimental verification of Qingkailing Oral Preparation]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2023 Jan; 48(1):170-182. doi: 10.19540/j.cnki.cjcmm.20220920.401. [PMID: 36725269]
  • Rong Yang, Huili Yang, Dansheng Jiang, Linyi Xu, Lian Feng, Yufeng Xing. Investigation of the potential mechanism of the Shugan Xiaozhi decoction for the treatment of nonalcoholic fatty liver disease based on network pharmacology, molecular docking and molecular dynamics simulation. PeerJ. 2022; 10(?):e14171. doi: 10.7717/peerj.14171. [PMID: 36389420]
  • Dingqi Zhang, Sami Hamdoun, Ruihong Chen, Lijun Yang, Chi Kio Ip, Yuanqing Qu, Runfeng Li, Haiming Jiang, Zifeng Yang, Sookja Kim Chung, Liang Liu, Vincent Kam Wai Wong. Identification of natural compounds as SARS-CoV-2 entry inhibitors by molecular docking-based virtual screening with bio-layer interferometry. Pharmacological research. 2021 10; 172(?):105820. doi: 10.1016/j.phrs.2021.105820. [PMID: 34403732]
  • Rong-Zu Nie, Mei-Zhu Dang, Zhen-Zhen Ge, Yin-Qiang Huo, Bo Yu, Shang-Wen Tang. Interactions of chlorogenic acid and isochlorogenic acid A with model lipid bilayer membranes: Insights from molecular dynamics simulations. Chemistry and physics of lipids. 2021 10; 240(?):105136. doi: 10.1016/j.chemphyslip.2021.105136. [PMID: 34529979]
  • Kaiyan Gong, Yuan Yang, Kailin Li, Lian Zhu, Xinjun Zhi, Wei Cai. Identification of the metabolites of isochlorogenic acid A in rats by UHPLC-Q-Exactive Orbitrap MS. Pharmaceutical biology. 2020 Dec; 58(1):992-998. doi: 10.1080/13880209.2020.1822421. [PMID: 32964757]
  • Hao-Nan Wang, Zheng Shen, Qing Liu, Xiao-Ying Hou, Yan Cao, Da-Hui Liu, Hong Jiang, Hong-Zhi DU. Isochlorogenic acid (ICGA): natural medicine with potentials in pharmaceutical developments. Chinese journal of natural medicines. 2020 Nov; 18(11):860-871. doi: 10.1016/s1875-5364(20)60029-2. [PMID: 33308609]
  • Yang Liu, Yongping Wang, Ming Liu, Changfu Yang, Feng Cao, Jiang Liang. [Isochlorogenic acid A inhibits proliferation and migration and promotes apoptosis in MH7A cells induced by TNF-α]. Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology. 2020 Aug; 36(8):693-698. doi: ". [PMID: 32958125]
  • Shi-Wei Sun, Rong-Rong Wang, Xiao-Ying Sun, Jia-He Fan, Hang Qi, Yang Liu, Guo-Qing Qin, Wei Wang. Identification of Transient Receptor Potential Vanilloid 3 Antagonists from Achillea alpina L. and Separation by Liquid-Liquid-Refining Extraction and High-Speed Counter-Current Chromatography. Molecules (Basel, Switzerland). 2020 Apr; 25(9):. doi: 10.3390/molecules25092025. [PMID: 32357572]
  • Jia-Xuan Xia, Bin-Bin Zhao, Jun-Feng Zan, Ping Wang, Lin-Lin Chen. Simultaneous determination of phenolic acids and flavonoids in Artemisiae Argyi Folium by HPLC-MS/MS and discovery of antioxidant ingredients based on relevance analysis. Journal of pharmaceutical and biomedical analysis. 2019 Oct; 175(?):112734. doi: 10.1016/j.jpba.2019.06.031. [PMID: 31330286]
  • Ruokun Yi, Jing Zhang, Peng Sun, Yu Qian, Xin Zhao. Protective Effects of Kuding Tea (Ilex kudingcha C. J. Tseng) Polyphenols on UVB-Induced Skin Aging in SKH1 Hairless Mice. Molecules (Basel, Switzerland). 2019 03; 24(6):. doi: 10.3390/molecules24061016. [PMID: 30871261]
  • Tianyu Ma, Hongjing Dong, Heng Lu, Hengqiang Zhao, Lanping Guo, Xiao Wang. Preparative separation of caffeoylquinic acid isomers from Lonicerae japonicae Flos by pH-zone-refining counter-current chromatography and a strategy for selection of solvent systems with high sample loading capacities. Journal of chromatography. A. 2018 Nov; 1578(?):61-66. doi: 10.1016/j.chroma.2018.10.014. [PMID: 30366692]
  • Sun Haeng Park, Seol Jang, Si Woo Lee, Sun Dong Park, Yoon-Young Sung, Ho Kyoung Kim. Akebia quinata Decaisne aqueous extract acts as a novel anti-fatigue agent in mice exposed to chronic restraint stress. Journal of ethnopharmacology. 2018 Aug; 222(?):270-279. doi: 10.1016/j.jep.2018.04.010. [PMID: 29630998]
  • Huan Yi, Jie Zhou, Xueying Shang, Zhongxiang Zhao, Qian Peng, Mingjuan Zhu, Chenchen Zhu, Chaozhan Lin, Qide Liu, Qiongfeng Liao, Lei Zhang. Multi-Component Analysis of Ilex Kudingcha C. J. Tseng by a Single Marker Quantification Method and Chemometric Discrimination of HPLC Fingerprints. Molecules (Basel, Switzerland). 2018 Apr; 23(4):. doi: 10.3390/molecules23040854. [PMID: 29642536]
  • Meifeng Cen, Heng Liang, Xiaohong Xiong, Jie Zeng, Xuange Cheng, Sujun Wang. Development and Validation of a HPLC Method for Determination of Isochlorogenic Acid A in Rat Plasma and Application to Pharmacokinetic Study. Journal of chromatographic science. 2017 Nov; 55(10):1037-1042. doi: 10.1093/chromsci/bmx072. [PMID: 28977404]
  • Jing Wang, Guoxiu Cao, Hong Wang, Hui Ye, Yunxi Zhong, Guangji Wang, Haiping Hao. Characterization of isochlorogenic acid A metabolites in rats using high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. Biomedical chromatography : BMC. 2017 Aug; 31(8):. doi: 10.1002/bmc.3927. [PMID: 28052484]
  • Jing Wang, Hong Wang, Ying Peng, Guang-Ji Wang, Hai-Ping Hao. Isochlorogenic acid A affects P450 and UGT enzymes in vitro and in vivo. Chinese journal of natural medicines. 2016 Nov; 14(11):865-870. doi: 10.1016/s1875-5364(16)30103-0. [PMID: 27914530]
  • Li Hua Huang, Xiao Hong Xiong, Yun Ming Zhong, Mei Feng Cen, Xuan Ge Cheng, Gui Xiang Wang, Lin Quan Zang, Su Jun Wang. Pharmacokinetics of isochlorgenic acid C in rats by HPLC-MS: Absolute bioavailability and dose proportionality. Journal of ethnopharmacology. 2016 Jun; 185(?):105-9. doi: 10.1016/j.jep.2016.03.019. [PMID: 26972507]
  • Wei Guo, Liang Wang, Yan Gao, Bonian Zhao, Daijie Wang, Wenjuan Duan, Zongyuan Yu. Isolation of isochlorogenic acid isomers in flower buds of Lonicera japonica by high-speed counter-current chromatography and preparative high performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Feb; 981-982(?):27-32. doi: 10.1016/j.jchromb.2014.12.020. [PMID: 25596381]
  • Ying Zhang, Long-yun Li, Peng Ma, Guang-lin Cui. [Effects of Aphid Occurring on Lonicera macranthoides Bud Yield and Quality]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Jan; 38(1):8-10. doi: . [PMID: 26214864]
  • Bo Peng, Chun-Feng Qiao, Jing Zhao, Wei-Hua Huang, De-Jun Hu, Hua-Gang Liu, Shao-Ping Li. Simultaneous determination of flavonoids, isochlorogenic acids and triterpenoids in Ilex hainanensis Using high performance liquid chromatography coupled with diode array and evaporative light scattering detection. Molecules (Basel, Switzerland). 2013 Mar; 18(3):2934-41. doi: 10.3390/molecules18032934. [PMID: 23459303]
  • Bing He, Shi-Yan Yang, Yan Zhang. [A new method of calibration and positioning in quantitative analysis of multicomponents by single marker]. Yao xue xue bao = Acta pharmaceutica Sinica. 2012 Dec; 47(12):1653-9. doi: . [PMID: 23460972]
  • Bing-Jie Hao, Yi-Hang Wu, Jian-Guo Wang, Shao-Qing Hu, Dana Jasmin Keil, Hua-Jun Hu, Ji-Dong Lou, Yu Zhao. Hepatoprotective and antiviral properties of isochlorogenic acid A from Laggera alata against hepatitis B virus infection. Journal of ethnopharmacology. 2012 Oct; 144(1):190-4. doi: 10.1016/j.jep.2012.09.003. [PMID: 22982394]
  • Koh Tomimori, Shinji Nakama, Ryuichiro Kimura, Kazumi Tamaki, Chie Ishikawa, Naoki Mori. Antitumor activity and macrophage nitric oxide producing action of medicinal herb, Crassocephalum crepidioides. BMC complementary and alternative medicine. 2012 Jun; 12(?):78. doi: 10.1186/1472-6882-12-78. [PMID: 22720874]
  • Shan Qin, Xuesen Wen. [Simultaneous determination of 6 active components in Chrysanthemum morifolium by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Jun; 36(11):1474-7. doi: 10.4268/cjcmm20111115. [PMID: 22779181]
  • Ravi Subban, A Veerakumar, R Manimaran, K M Hashim, Indira Balachandran. Two new flavonoids from Centella asiatica (Linn.). Journal of natural medicines. 2008 Jul; 62(3):369-73. doi: 10.1007/s11418-008-0229-0. [PMID: 18404308]