isochlorogenic acid B (BioDeep_00000402957)
Main id: BioDeep_00000230881
natural product PANOMIX_OTCML-2023 Cytotoxicity Volatile Flavor Compounds
代谢物信息卡片
3,4-Dicaffeoylquinic acids
化学式: C25H24O12 (516.1267703999999)
中文名称: 异绿原酸B
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)OC(=O)C=CC3=CC(=C(C=C3)O)O)O
InChI: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+
描述信息
3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3].
3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3].
同义名列表
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相关代谢途径
Reactome(0)
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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
- Hanjiao He, Qing Wei, Jiao Chang, Xu Yi, Xiang Yu, Guoyong Luo, Xinfeng Li, Wude Yang, Yi Long. Exploring the hypoglycemic mechanism of chlorogenic acids from Pyrrosia petiolosa (Christ) Ching on type 2 diabetes mellitus based on network pharmacology and transcriptomics strategy.
Journal of ethnopharmacology.
2024 Mar; 322(?):117580. doi:
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BMC complementary medicine and therapies.
2023 May; 23(1):161. doi:
10.1186/s12906-023-03988-9. [PMID: 37202749] - Fan Wang, Bobby Lim-Ho Kong, Yun-Sang Tang, Hung-Kay Lee, Pang-Chui Shaw. Bioassay guided isolation of caffeoylquinic acids from the leaves of Ilex pubescens Hook. et Arn. and investigation of their anti-influenza mechanism.
Journal of ethnopharmacology.
2023 Mar; 309(?):116322. doi:
10.1016/j.jep.2023.116322. [PMID: 36868436] - Chung-Fan Hsieh, Yu-Li Chen, Guan-Hua Lin, Yoke Fun Chan, Pei-Wen Hsieh, Jim-Tong Horng. 3,4-Dicaffeoylquinic Acid from the Medicinal Plant Ilex kaushue Disrupts the Interaction Between the Five-Fold Axis of Enterovirus A-71 and the Heparan Sulfate Receptor.
Journal of virology.
2022 04; 96(7):e0054221. doi:
10.1128/jvi.00542-21. [PMID: 35319229] - Yuanyuan Zhao, Yiran Ren, Zhenqing Liu, Zijian Wang, Ying Liu. The metabolite profiling of 3,4-dicaffeoylquinic acid in Sprague-Dawley rats using ultra-high performance liquid chromatography equipped with linear ion trap-Orbitrap MS.
Biomedical chromatography : BMC.
2022 Feb; 36(2):e5276. doi:
10.1002/bmc.5276. [PMID: 34741336] - Rong Li, Mingfang Tao, Ting Wu, Zhang Zhuo, Tingting Xu, Siyi Pan, Xiaoyun Xu. A promising strategy for investigating the anti-aging effect of natural compounds: a case study of caffeoylquinic acids.
Food & function.
2021 Sep; 12(18):8583-8593. doi:
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Molecules (Basel, Switzerland).
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Pharmaceutical biology.
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European journal of medicinal chemistry.
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Journal of agricultural and food chemistry.
2018 Oct; 66(42):11141-11150. doi:
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Molecules (Basel, Switzerland).
2018 Sep; 23(9):. doi:
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Biochemical and biophysical research communications.
2018 02; 496(2):462-467. doi:
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2016 08; 30 Suppl 1(?):87-94. doi:
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Journal of pharmaceutical and biomedical analysis.
2016 Feb; 120(?):134-41. doi:
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2016; 30(5):590-4. doi:
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Scientific reports.
2015 Dec; 5(?):18080. doi:
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Planta medica.
2015 Jun; 81(9):754-64. doi:
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Fitoterapia.
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Phytomedicine : international journal of phytotherapy and phytopharmacology.
2015 Feb; 22(2):319-25. doi:
10.1016/j.phymed.2014.11.014. [PMID: 25765839] - Jian Chen, Sven Mangelinckx, Li Ma, Zhengtao Wang, Weilin Li, Norbert De Kimpe. Caffeoylquinic acid derivatives isolated from the aerial parts of Gynura divaricata and their yeast α-glucosidase and PTP1B inhibitory activity.
Fitoterapia.
2014 Dec; 99(?):1-6. doi:
10.1016/j.fitote.2014.08.015. [PMID: 25172103] - Jin Han, Qing-Yuan Lv, Shi-Ying Jin, Tian-Tian Zhang, Shi-Xiao Jin, Xian-Yi Li, Hai-Long Yuan. Comparison of anti-bacterial activity of three types of di-O-caffeoylquinic acids in Lonicera japonica flowers based on microcalorimetry.
Chinese journal of natural medicines.
2014 Feb; 12(2):108-13. doi:
10.1016/s1875-5364(14)60017-0. [PMID: 24636060] - Jing Zhou, Hong-yue Ma, Xin-sheng Fan, Wei Xiao, Tuan-jie Wang. [Molecular docking of chlorogenic acid, 3,4-di-O-caffeoylquinic acid and 3,5-di-O-caffeoylquinic acid with human serum albumin].
Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine.
2012 Oct; 10(10):1149-54. doi:
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Natural product communications.
2012 Jul; 7(7):873-4. doi:
". [PMID: 22908568] - Weicheng Hu, Ting Shen, Myeong-Hyeon Wang. Cell cycle arrest and apoptosis induced by methyl 3,5-dicaffeoyl quinate in human colon cancer cells: Involvement of the PI3K/Akt and MAP kinase pathways.
Chemico-biological interactions.
2011 Oct; 194(1):48-57. doi:
10.1016/j.cbi.2011.08.006. [PMID: 21872580] - Sirima Puangpraphant, Mark A Berhow, Karl Vermillion, Greg Potts, Elvira Gonzalez de Mejia. Dicaffeoylquinic acids in Yerba mate (Ilex paraguariensis St. Hilaire) inhibit NF-κB nucleus translocation in macrophages and induce apoptosis by activating caspases-8 and -3 in human colon cancer cells.
Molecular nutrition & food research.
2011 Oct; 55(10):1509-22. doi:
10.1002/mnfr.201100128. [PMID: 21656672] - Kheng Leong Ooi, Tengku Sifzizul Tengku Muhammad, Mei Lan Tan, Shaida Fariza Sulaiman. Cytotoxic, apoptotic and anti-α-glucosidase activities of 3,4-di-O-caffeoyl quinic acid, an antioxidant isolated from the polyphenolic-rich extract of Elephantopus mollis Kunth.
Journal of ethnopharmacology.
2011 Jun; 135(3):685-95. doi:
10.1016/j.jep.2011.04.001. [PMID: 21497647] - Rakesh Jaiswal, Nikolai Kuhnert. Identification and characterization of five new classes of chlorogenic acids in burdock (Arctium lappa L.) roots by liquid chromatography/tandem mass spectrometry.
Food & function.
2011 Jan; 2(1):63-71. doi:
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Journal of food science.
2010 Aug; 75(6):C530-5. doi:
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Journal of chromatography. A.
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2008 Oct; 31(10):1501-3. doi:
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2007 Aug; 45(8):1349-55. doi:
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Journal of ethnopharmacology.
2006 Nov; 108(2):188-92. doi:
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Journal of medicinal food.
2005; 8(3):348-52. doi:
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