cinaroside (BioDeep_00000397296)
Main id: BioDeep_00000228559
PANOMIX_OTCML-2023
代谢物信息卡片
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
化学式: C27H30O16 (610.153378)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O)O
InChI: InChI=1S/C27H30O16/c28-7-17-20(33)22(35)24(37)26(42-17)39-8-18-21(34)23(36)25(38)27(43-18)40-10-4-13(31)19-14(32)6-15(41-16(19)5-10)9-1-2-11(29)12(30)3-9/h1-6,17-18,20-31,33-38H,7-8H2/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1
描述信息
luteolin-7-O-gentiobioside is a natural product found in Codonopsis foetens, Artemisia judaica, and other organisms with data available.
同义名列表
18 个代谢物同义名
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one; 4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-; luteolin-7-O-beta-D-glucopyranoside; Luteolin-7-O-|A-D-glucopyranoside; Luteolin-7-O-??-D-glucopyranoside; Luteolin-7-O-β-D-glucopyranoside; Luteolin 7-O-?-D-gentiobioside; luteolin-7-beta-D-glucoside; luteolin-7-O-monoglucoside; luteolin-7-O-gentiobioside; luteolin-7-O-glucoside; luteolin-7-glucoside; nephrocizine; luteoloside; nephrocizin; cinaroside; galuteolin; Cynaroside
数据库引用编号
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
26 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(2)
- luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(24)
- luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside - luteolin glycosides biosynthesis:
UDP-β-L-rhamnose + luteolin 7-O-β-D-glucoside ⟶ H+ + UDP + luteolin 7-O-neohesperidoside
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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
- Yiwei Zhou, Yuhan Huang, Wei Ye, Zijie Chen, Zhengzhong Yuan. Cynaroside improved depressive-like behavior in CUMS mice by suppressing microglial inflammation and ferroptosis.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2024 Apr; 173(?):116425. doi:
10.1016/j.biopha.2024.116425. [PMID: 38490155] - Sahar Saleh Alghamdi, Sara Abdulaziz Alghashem, Rizwan Ali, Arwa Alsubait, Rasha Saad Suliman, Afrah E Mohammed, Zeyad Alehaideb, Raghad Abdullah Alshafi, Allulu Yousef Alturki, Ishrat Rahman. Exploring the potential of Ziziphus nummularia and luteolin-7-O-glucoside as tubulin inhibitors in cancer therapy and survival.
Scientific reports.
2024 03; 14(1):7202. doi:
10.1038/s41598-024-57680-0. [PMID: 38531974] - Taghreed A Majrashi, Mahmoud A El Hassab, Sara H Mahmoud, Ahmed Mostafa, Engy A Wahsh, Eslam B Elkaeed, Fatma E Hassan, Wagdy M Eldehna, Shimaa M Abdelgawad. In vitro biological evaluation and in silico insights into the antiviral activity of standardized olive leaves extract against SARS-CoV-2.
PloS one.
2024; 19(4):e0301086. doi:
10.1371/journal.pone.0301086. [PMID: 38662719] - Lucia Camelia Pirvu, Lucia Pintilie, Adrian Albulescu, Amalia Stefaniu, Georgeta Neagu. Anti-Proliferative Potential of Cynaroside and Orientin-In Silico (DYRK2) and In Vitro (U87 and Caco-2) Studies.
International journal of molecular sciences.
2023 Nov; 24(23):. doi:
10.3390/ijms242316555. [PMID: 38068880] - Abdelhakim Bouyahya, Douae Taha, Taoufiq Benali, Gokhan Zengin, Nasreddine El Omari, Naoufal El Hachlafi, Asaad Khalid, Ashraf N Abdalla, Chrismawan Ardianto, Ching Siang Tan, Long Chiau Ming, Narjis Sahib. Natural sources, biological effects, and pharmacological properties of cynaroside.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2023 Feb; 161(?):114337. doi:
10.1016/j.biopha.2023.114337. [PMID: 36812715] - Sezen Yılmaz Sarıaltın, Özlem Bahadır Acıkara. Assessment of Correlation Analysis, Phytochemical Profile, and Biological Activities of Endemic Scorzonera Species from Turkey.
Chemistry & biodiversity.
2022 Oct; 19(10):e202200007. doi:
10.1002/cbdv.202200007. [PMID: 36031843] - Shu-Ping Chen, Tian-Hong Hu, Qing Zhou, Tian-Peng Chen, Dong Yin, Huan He, Qing Huang, Ming He. Luteoloside protects the vascular endothelium against iron overload injury via the ROS/ADMA/DDAH II/eNOS/NO pathway.
Chinese journal of natural medicines.
2022 Jan; 20(1):22-32. doi:
10.1016/s1875-5364(21)60110-3. [PMID: 35101247] - Aboli Girme, Prajkta Bhoj, Ganesh Saste, Sandeep Pawar, Amit Mirgal, Dipak Raut, Machindra Chavan, Lal Hingorani. Development and Validation of RP-HPLC Method for Vicenin-2, Orientin, Cynaroside, Betulinic Acid, Genistein, and Major Eight Bioactive Constituents with LC-ESI-MS/MS Profiling in Ocimum Genus.
Journal of AOAC International.
2021 Dec; 104(6):1634-1651. doi:
10.1093/jaoacint/qsab067. [PMID: 33930142] - Juanli Ji, Zhongze Wang, Wei Sun, Zekun Li, Huarui Cai, Erhu Zhao, Hongjuan Cui. Effects of Cynaroside on Cell Proliferation, Apoptosis, Migration and Invasion though the MET/AKT/mTOR Axis in Gastric Cancer.
International journal of molecular sciences.
2021 Nov; 22(22):. doi:
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The Journal of pharmacy and pharmacology.
2021 Sep; 73(10):1361-1368. doi:
10.1093/jpp/rgab046. [PMID: 33772554] - Zheng Wang, Wen Chen, Yunying Li, Shuying Zhang, He Lou, Xiaoyan Lu, Xiaohui Fan. Reduning injection and its effective constituent luteoloside protect against sepsis partly via inhibition of HMGB1/TLR4/NF-κB/MAPKs signaling pathways.
Journal of ethnopharmacology.
2021 Apr; 270(?):113783. doi:
10.1016/j.jep.2021.113783. [PMID: 33421596] - Alessandro De Stefano, Sabrina Caporali, Nicola Di Daniele, Valentina Rovella, Carmine Cardillo, Francesca Schinzari, Marilena Minieri, Massimo Pieri, Eleonora Candi, Sergio Bernardini, Manfredi Tesauro, Alessandro Terrinoni. Anti-Inflammatory and Proliferative Properties of Luteolin-7-O-Glucoside.
International journal of molecular sciences.
2021 Jan; 22(3):. doi:
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PloS one.
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Natural product research.
2020 Jun; 34(11):1602-1606. doi:
10.1080/14786419.2018.1519824. [PMID: 30580606] - Faten Emad, Ali K Khalafalah, Magdi A El Sayed, Abou-Elhamd H Mohamed, Marc Stadler, Soleiman E Helaly. Three new polyacetylene glycosides (PAGs) from the aerial part of Launaea capitata (Asteraceae) with anti-biofilm activity against Staphylococcus aureus.
Fitoterapia.
2020 Jun; 143(?):104548. doi:
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Molecules (Basel, Switzerland).
2020 May; 25(10):. doi:
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Biomolecules.
2020 03; 10(4):. doi:
10.3390/biom10040502. [PMID: 32224968] - Ewa Witkowska-Banaszczak, Violetta Krajka-Kuźniak, Katarzyna Papierska. The effect of luteolin 7-glucoside, apigenin 7-glucoside and Succisa pratensis extracts on NF-κB activation and α-amylase activity in HepG2 cells.
Acta biochimica Polonica.
2020 Mar; 67(1):41-47. doi:
10.18388/abp.2020_2894. [PMID: 32129972] - Reham S Ibrahim, Asmaa Khairy, Hala H Zaatout, Hala M Hammoda, Aly M Metwally, Asmaa M Salman. Chemometric evaluation of alfalfa sprouting impact on its metabolic profile using HPTLC fingerprint-efficacy relationship analysis modelled with partial least squares regression.
Journal of pharmaceutical and biomedical analysis.
2020 Feb; 179(?):112990. doi:
10.1016/j.jpba.2019.112990. [PMID: 31791836] - Jang Hoon Kim, Chang Hyun Jin. Inhibitory Activity of Flavonoids, Chrysoeriol and Luteolin-7-O-Glucopyranoside, on Soluble Epoxide Hydrolase from Capsicum chinense.
Biomolecules.
2020 01; 10(2):. doi:
10.3390/biom10020180. [PMID: 31991570] - Heba Abd El Hady El Gizawy, Mohammed Abdalla Hussein, Essam Abdel-Sattar. Biological activities, isolated compounds and HPLC profile of Verbascum nubicum.
Pharmaceutical biology.
2019 Dec; 57(1):485-497. doi:
10.1080/13880209.2019.1643378. [PMID: 31401911] - Perihan Koysu, Nusret Genc, Mahfuz Elmastas, Huseyin Aksit, Ramazan Erenler. Isolation, identification of secondary metabolites from Salvia absconditiflora and evaluation of their antioxidative properties.
Natural product research.
2019 Dec; 33(24):3592-3595. doi:
10.1080/14786419.2018.1488700. [PMID: 30445824] - Aleksandra Maria Juszczak, Marijana Zovko-Končić, Michał Tomczyk. Recent Trends in the Application of Chromatographic Techniques in the Analysis of Luteolin and Its Derivatives.
Biomolecules.
2019 11; 9(11):. doi:
10.3390/biom9110731. [PMID: 31726801] - Liyue Qin, Ziyu Chen, Liu Yang, Hailian Shi, Hui Wu, Beibei Zhang, Weiqi Zhang, Qi Xu, Fei Huang, Xiaojun Wu. Luteolin-7-O-glucoside protects dopaminergic neurons by activating estrogen-receptor-mediated signaling pathway in MPTP-induced mice.
Toxicology.
2019 10; 426(?):152256. doi:
10.1016/j.tox.2019.152256. [PMID: 31381935] - Hongyan Liu, Shu Zhu, Qian Liu, Yongqing Zhang. Spectrum-effect relationship study between HPLC fingerprints and antioxidant of honeysuckle extract.
Biomedical chromatography : BMC.
2019 Oct; 33(10):e4583. doi:
10.1002/bmc.4583. [PMID: 31087668] - Antonio Lama-Muñoz, María Del Mar Contreras, Francisco Espínola, Manuel Moya, Antonia de Torres, Inmaculada Romero, Eulogio Castro. Extraction of oleuropein and luteolin-7-O-glucoside from olive leaves: Optimization of technique and operating conditions.
Food chemistry.
2019 Sep; 293(?):161-168. doi:
10.1016/j.foodchem.2019.04.075. [PMID: 31151597] - Wenlong Li, Xu Yan, Jianchao Pan, Shaoyong Liu, Dongsheng Xue, Haibin Qu. Rapid analysis of the Tanreqing injection by near-infrared spectroscopy combined with least squares support vector machine and Gaussian process modeling techniques.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2019 Jul; 218(?):271-280. doi:
10.1016/j.saa.2019.03.110. [PMID: 31004970] - Bo Zhang, Tie-Gui Nan, Jie Xin, Zhi-Lai Zhan, Li-Ping Kang, Yuan Yuan, Bao-Min Wang, Lu-Qi Huang. Development of a colloidal gold-based lateral flow dipstick immunoassay for rapid detection of chlorogenic acid and luteoloside in Flos Lonicerae Japonicae.
Journal of pharmaceutical and biomedical analysis.
2019 Jun; 170(?):83-88. doi:
10.1016/j.jpba.2019.03.035. [PMID: 30909057] - Seung Hwan Hwang, Hyun-Yong Kim, Yanymee N Guillen Quispe, Zhiqiang Wang, Guanglei Zuo, Soon Sung Lim. Aldose Reductase, Protein Glycation Inhibitory and Antioxidant of Peruvian Medicinal Plants: the Case of Tanacetum parthenium L. and Its Constituents.
Molecules (Basel, Switzerland).
2019 May; 24(10):. doi:
10.3390/molecules24102010. [PMID: 31130646] - Tantan Wang, Bingxian Yang, Qijie Guan, Xi Chen, Zhuoheng Zhong, Wei Huang, Wei Zhu, Jingkui Tian. Transcriptional regulation of Lonicera japonica Thunb. during flower development as revealed by comprehensive analysis of transcription factors.
BMC plant biology.
2019 May; 19(1):198. doi:
10.1186/s12870-019-1803-1. [PMID: 31088368] - Zhengyan Xia, Yiming Sun, Chengyong Cai, Yong He, Pengcheng Nie. Rapid Determination of Chlorogenic Acid, Luteoloside and 3,5-O-dicaffeoylquinic Acid in Chrysanthemum Using Near-Infrared Spectroscopy.
Sensors (Basel, Switzerland).
2019 Apr; 19(9):. doi:
10.3390/s19091981. [PMID: 31035325] - Hee Ju Lee, Basanta Dhodary, Ju Yong Lee, Jin-Pyo An, Young-Kyoung Ryu, Kyoung-Shim Kim, Chul-Ho Lee, Won Keun Oh. Dereplication of Components Coupled with HPLC-qTOF-MS in the Active Fraction of Humulus japonicus and It's Protective Effects against Parkinson's Disease Mouse Model.
Molecules (Basel, Switzerland).
2019 Apr; 24(7):. doi:
10.3390/molecules24071435. [PMID: 30979037] - Zhicong Wang, Rongjie Fu, Jianguo Ji, Bo Chen. [Simultaneous determination of chlorogenic acid and cynaroside contents in Lonicerae Japonica Flos by high resolution sampling two-dimensional liquid chromatography].
Se pu = Chinese journal of chromatography.
2019 Feb; 37(2):201-206. doi:
10.3724/sp.j.1123.2018.10008. [PMID: 30693729] - Angélica Ferraz Gomes, Maiara Prates Almeida, Mateus Freire Leite, Stefan Schwaiger, Hermann Stuppner, Maria Halabalaki, Juliano Geraldo Amaral, Jorge Mauricio David. Seasonal variation in the chemical composition of two chemotypes of Lippia alba.
Food chemistry.
2019 Feb; 273(?):186-193. doi:
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Food research international (Ottawa, Ont.).
2019 01; 115(?):128-134. doi:
10.1016/j.foodres.2018.08.027. [PMID: 30599924] - José Luiz Carneiro da Rocha, Danielle Figuerêdo da Silva, Anne Ramos de Santana, Diego Mota da Costa, José Floriano Barêa Pastore, Clayton Queiroz Alves, Manoelito Coelho Santos Santos Junior, Hugo Neves Brandão. Asemeia ovata (Polygalaceae): Quantitative determination and evaluation in silico of identified substances by HPLC-DAD.
Computational biology and chemistry.
2018 Aug; 75(?):65-73. doi:
10.1016/j.compbiolchem.2018.04.018. [PMID: 29747077] - Didier Fraisse, Alexandra Degerine-Roussel, Alexis Bred, Samba Fama Ndoye, Magali Vivier, Catherine Felgines, François Senejoux. A Novel HPLC Method for Direct Detection of Nitric Oxide Scavengers from Complex Plant Matrices and Its Application to Aloysia triphylla Leaves.
Molecules (Basel, Switzerland).
2018 06; 23(7):. doi:
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Biological trace element research.
2018 Jun; 183(2):379-388. doi:
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Microbial pathogenesis.
2018 May; 118(?):202-210. doi:
10.1016/j.micpath.2018.02.050. [PMID: 29486276] - Zexiong Chen, Guohua Liu, Ning Tang, Zhengguo Li. Transcriptome Analysis Reveals Molecular Signatures of Luteoloside Accumulation in Senescing Leaves of Lonicera macranthoides.
International journal of molecular sciences.
2018 Mar; 19(4):. doi:
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2018 Jan; 43(1):52-57. doi:
10.19540/j.cnki.cjcmm.20171030.008. [PMID: 29552811] - Menglu Zhou, Shuying Shen, Xin Zhao, Xingguo Gong. Luteoloside induces G0/G1 arrest and pro-death autophagy through the ROS-mediated AKT/mTOR/p70S6K signalling pathway in human non-small cell lung cancer cell lines.
Biochemical and biophysical research communications.
2017 12; 494(1-2):263-269. doi:
10.1016/j.bbrc.2017.10.042. [PMID: 29024631] - Mouna Maatouk, Nadia Mustapha, Imen Mokdad-Bzeouich, Hind Chaaban, Besma Abed, Irina Iaonnou, Kamel Ghedira, Mohamed Ghoul, Leila Chekir Ghedira. Thermal treatment of luteolin-7-O-β-glucoside improves its immunomodulatory and antioxidant potencies.
Cell stress & chaperones.
2017 11; 22(6):775-785. doi:
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Phytotherapy research : PTR.
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Phytomedicine : international journal of phytotherapy and phytopharmacology.
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