Tilianin (BioDeep_00000230247)
Secondary id: BioDeep_00000227596
PANOMIX_OTCML-2023
代谢物信息卡片
5-Hydroxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
化学式: C22H22O10 (446.1213)
中文名称: 田蓟苷, 香清兰苷
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)=CC2OC(C3C=CC(OC)=CC=3)=CC(=O)C=2C(O)=C1
InChI: InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)15-8-14(25)18-13(24)6-12(7-16(18)31-15)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-8,17,19-24,26-28H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1
描述信息
Tilianin is a natural product found in Tanacetum vulgare, Linaria kurdica, and other organisms with data available.
Tilianin is an active flavonoid glycoside found in many medical plants, with potential anti-hypertensive, myocardial-protective, anti-diabetic, anti-hyperlipidemic, anti-inflammatory and antioxidant effects[1][2][3].
Tilianin is an active flavonoid glycoside found in many medical plants, with potential anti-hypertensive, myocardial-protective, anti-diabetic, anti-hyperlipidemic, anti-inflammatory and antioxidant effects[1][2][3].
同义名列表
16 个代谢物同义名
5-Hydroxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one; 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-; 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-; 5-Hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl hexopyranoside; 5-Hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl hexopyranoside #; Acacetin 7-O-.beta.-D-glucopyranoside; Apigenin 4-methyl ether 7-glucoside; NLZCOTZRUWYPTP-MIUGBVLSSA-N; Acacetin 7-O-glucoside; ACACETIN-7-GLUCOSIDE; Acacetin 7-glucoside; Moldavoside; Moldavosid; Tilianine; Tilianin
数据库引用编号
7 个数据库交叉引用编号
- PubChem: 5321954
- ChEMBL: CHEMBL487018
- LipidMAPS: LMPK12110445
- MeSH: tilianin
- ChemIDplus: 0004291605
- CAS: 4291-60-5
- medchemexpress: HY-N2555
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Fan Ke, Xu Wu, Jing Zheng, Cuihong Li. Tilianin alleviates lipid deposition and fibrosis in mice with nonalcoholic steatohepatitis by activating the PPARα/Nnat axis.
Drug development research.
2023 Apr; ?(?):. doi:
10.1002/ddr.22062. [PMID: 37052239] - Jiang Wen, Zhang Wei, Zhang Yuxiang, Yang Hao, Pan Xiaomei, Chen Qiang, Chen Junhui. Tilianin extracted from Xiangqinglan () inhibits apoptosis induced by mitochondrial pathway and endoplasmic reticulum stress in H9c2 cells after oxygen-glucose deprivation/reoxygenation.
Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan.
2023 02; 43(1):42-50. doi:
10.19852/j.cnki.jtcm.20221111.001. [PMID: 36639994] - Sen-Mao Xu, Yao Xu, Xian-Gao Cheng, Li-Qi Yang. Tilianin Protects against Nonalcoholic Fatty Liver Disease in Early Obesity Mice.
Biological & pharmaceutical bulletin.
2023; 46(3):419-426. doi:
10.1248/bpb.b22-00700. [PMID: 36858570] - Yu Du, Mei Xi, Yihua Li, Ruifang Zheng, Xiaotian Ding, Xingxing Li, Xiumin Zhang, Li Wang, Jianguo Xing, Bin Hong. Tilianin improves lipid profile and alleviates atherosclerosis in ApoE-/- mice through up-regulation of SREBP2-mediated LDLR expression.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2023 Jan; 109(?):154577. doi:
10.1016/j.phymed.2022.154577. [PMID: 36610166] - Jun Gu Kim, Jin Woo Lee, Thi Phuong Linh Le, Jae Sang Han, Yong Beom Cho, Haeun Kwon, Dongho Lee, Mi Kyeong Lee, Bang Yeon Hwang. Sesquiterpenoids from Chrysanthemum indicum with Inhibitory Effects on NO Production.
Journal of natural products.
2021 03; 84(3):562-569. doi:
10.1021/acs.jnatprod.0c01121. [PMID: 33667099] - Ruibin Zhang, Min Lu, Shan Zhang, Jinyan Liu. Renoprotective effects of Tilianin in diabetic rats through modulation of oxidative stress via Nrf2-Keap1 pathway and inflammation via TLR4/MAPK/NF-κB pathways.
International immunopharmacology.
2020 Nov; 88(?):106967. doi:
10.1016/j.intimp.2020.106967. [PMID: 33182074] - Seung-Hyung Kim, Jung-Hee Hong, Won-Kyung Yang, Jeong-Ho Geum, Hye-Rim Kim, Su-Young Choi, Yun-Mi Kang, Hyo-Jin An, Young-Cheol Lee. Herbal Combinational Medication of Glycyrrhiza glabra, Agastache rugosa Containing Glycyrrhizic Acid, Tilianin Inhibits Neutrophilic Lung Inflammation by Affecting CXCL2, Interleukin-17/STAT3 Signal Pathways in a Murine Model of COPD.
Nutrients.
2020 Mar; 12(4):. doi:
10.3390/nu12040926. [PMID: 32230838] - Yunda Zhang, Zhao Gao, Xiaohong Gao, Zhigang Yuan, Tao Ma, Gaiyun Li, Ximei Zhang. Tilianin Protects Diabetic Retina through the Modulation of Nrf2/TXNIP/NLRP3 Inflammasome Pathways.
Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer.
2020; 39(1):89-99. doi:
10.1615/jenvironpatholtoxicoloncol.2020032544. [PMID: 32479015] - Young H Seo, Shin-Young Kang, Ji-Sun Shin, Seung M Ryu, A Y Lee, Goya Choi, Byeong C Moon, Dae-Sik Jang, Sang H Shim, Dongho Lee, Kyung-Tae Lee, Jun Lee. Chemical Constituents from the Aerial Parts of Agastache rugosa and Their Inhibitory Activities on Prostaglandin E2 Production in Lipopolysaccharide-Treated RAW 264.7 Macrophages.
Journal of natural products.
2019 12; 82(12):3379-3385. doi:
10.1021/acs.jnatprod.9b00697. [PMID: 31747281] - Cheng Zeng, Ruifang Zheng, Xiaoyi Yang, Yanwen Du, Jianguo Xing, Wei Lan. Improved oral delivery of tilianin through lipid-polymer hybrid nanoparticles to enhance bioavailability.
Biochemical and biophysical research communications.
2019 11; 519(2):316-322. doi:
10.1016/j.bbrc.2019.09.004. [PMID: 31506175] - Sachiko Sugimoto, Yoshi Yamano, Samar Y Desoukey, Kazuaki Katakawa, Amira S Wanas, Hideaki Otsuka, Katsuyoshi Matsunami. Isolation of Sesquiterpene-Amino Acid Conjugates, Onopornoids A-D, and a Flavonoid Glucoside from Onopordum alexandrinum.
Journal of natural products.
2019 06; 82(6):1471-1477. doi:
10.1021/acs.jnatprod.8b00948. [PMID: 31199638] - Blaise Kemajou Nganou, Armelle T Mbaveng, Serge A T Fobofou, Aimé G Fankam, Gabin Thierry M Bitchagno, James D Simo Mpetga, Ludger A Wessjohann, Victor Kuete, Thomas Efferth, Pierre Tane. Furoquinolines and dihydrooxazole alkaloids with cytotoxic activity from the stem bark of Araliopsis soyauxii.
Fitoterapia.
2019 Mar; 133(?):193-199. doi:
10.1016/j.fitote.2019.01.003. [PMID: 30654126] - Gabriela Carmona-Castro, Samuel Estrada-Soto, Jesús Arellano-García, Luis Arias-Duran, Susana Valencia-Díaz, Irene Perea-Arango. High accumulation of tilianin in in-vitro cultures of Agastache mexicana and its potential vasorelaxant action.
Molecular biology reports.
2019 Feb; 46(1):1107-1115. doi:
10.1007/s11033-018-4570-4. [PMID: 30554312] - Liping Wang, Qingwei Chen, Lijun Zhu, Xuejun Zeng, Qiang Li, Ming Hu, Xinchun Wang, Zhongqiu Liu. Simultaneous determination of tilianin and its metabolites in mice using ultra-high-performance liquid chromatography with tandem mass spectrometry and its application to a pharmacokinetic study.
Biomedical chromatography : BMC.
2018 Apr; 32(4):. doi:
10.1002/bmc.4139. [PMID: 29144552] - Cheng Zeng, Wen Jiang, Ruifang Zheng, Chenghui He, Jianguang Li, Jianguo Xing. Cardioprotection of tilianin ameliorates myocardial ischemia-reperfusion injury: Role of the apoptotic signaling pathway.
PloS one.
2018; 13(3):e0193845. doi:
10.1371/journal.pone.0193845. [PMID: 29538428] - Rosa Ventura-Martínez, Rodolfo Rodríguez, María Eva González-Trujano, Guadalupe E Ángeles-López, Myrna Déciga-Campos, Claudia Gómez. Spasmogenic and spasmolytic activities of Agastache mexicana ssp. mexicana and A. mexicana ssp. xolocotziana methanolic extracts on the guinea pig ileum.
Journal of ethnopharmacology.
2017 Jan; 196(?):58-65. doi:
10.1016/j.jep.2016.12.023. [PMID: 27988399] - Jorge Alberto García-Díaz, Gabriel Navarrete-Vázquez, Sara García-Jiménez, Sergio Hidalgo-Figueroa, Julio C Almanza-Pérez, Francisco Javier Alarcón-Aguilar, Jaime Gómez-Zamudio, Miguel Cruz, Maximiliano Ibarra-Barajas, Samuel Estrada-Soto. Antidiabetic, antihyperlipidemic and anti-inflammatory effects of tilianin in streptozotocin-nicotinamide diabetic rats.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2016 Oct; 83(?):667-675. doi:
10.1016/j.biopha.2016.07.023. [PMID: 27470567] - Cheng Zeng, Wen Jiang, Meie Tan, Xiaoyi Yang, Chenghui He, Wei Huang, Jianguo Xing. Optimization of the process variables of tilianin-loaded composite phospholipid liposomes based on response surface-central composite design and pharmacokinetic study.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2016 Mar; 85(?):123-31. doi:
10.1016/j.ejps.2016.02.007. [PMID: 26883760] - Souichi Nakashima, Yoshimi Oda, Seikou Nakamura, Jiang Liu, Koko Onishi, Miki Kawabata, Hisako Miki, Yugo Himuro, Masayuki Yoshikawa, Hisashi Matsuda. Inhibitors of melanogenesis in B16 melanoma 4A5 cells from flower buds of Lawsonia inermis (Henna).
Bioorganic & medicinal chemistry letters.
2015 Jul; 25(13):2702-6. doi:
10.1016/j.bmcl.2015.04.052. [PMID: 25987378] - Xinhong Guo, Wenjiang Cao, Jiaming Yao, Yong Yuan, Ye Hong, Xinchun Wang, Jianguo Xing. Cardioprotective effects of tilianin in rat myocardial ischemia-reperfusion injury.
Molecular medicine reports.
2015 Mar; 11(3):2227-33. doi:
10.3892/mmr.2014.2954. [PMID: 25405380] - Oswaldo Hernández-Abreu, Mariana Torres-Piedra, Sara García-Jiménez, Maximiliano Ibarra-Barajas, Rafael Villalobos-Molina, Sergio Montes, Daniel Rembao, Samuel Estrada-Soto. Dose-dependent antihypertensive determination and toxicological studies of tilianin isolated from Agastache mexicana.
Journal of ethnopharmacology.
2013 Mar; 146(1):187-91. doi:
10.1016/j.jep.2012.12.029. [PMID: 23276782] - Jing Sun, Yun Huang, Guibo Sun, Xiaobo Sun, Meng Qin, Ding Zhao. [Study on in vitro antioxidant activity of flavonoids contained in Hebei balmy chrysanthemum and structure-activity relationship].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2012 Jul; 37(13):1958-62. doi:
. [PMID: 23019878] - Pham Anh Tuan, Woo Tae Park, Hui Xu, Nam Il Park, Sang Un Park. Accumulation of tilianin and rosmarinic acid and expression of phenylpropanoid biosynthetic genes in Agastache rugosa.
Journal of agricultural and food chemistry.
2012 Jun; 60(23):5945-51. doi:
10.1021/jf300833m. [PMID: 22630830] - Oswaldo Hernández-Abreu, Liliana Durán-Gómez, Roberto Best-Brown, Rafael Villalobos-Molina, Julio Rivera-Leyva, Samuel Estrada-Soto. Validated liquid chromatographic method and analysis of content of tilianin on several extracts obtained from Agastache mexicana and its correlation with vasorelaxant effect.
Journal of ethnopharmacology.
2011 Nov; 138(2):487-91. doi:
10.1016/j.jep.2011.09.041. [PMID: 21982792] - Yuanhu Zhang, Li He, Huanyu Guan, Jiming Zhang, Xiaosheng Yang. [Flavonoids of Lysimachia paridiformis var. stenophylla].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2010 Jul; 35(14):1824-6. doi:
10.4268/cjcmm20101412. [PMID: 20939277] - Junxian Wang, Yuanyuan Zhang, Sheng Chen, Min Zhao, Lu Zhang. [Chemical constituents of Discocleidion rufescens].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2010 Jun; 35(11):1435-8. doi:
. [PMID: 20822016] - Oswaldo Hernández-Abreu, Patricia Castillo-España, Ismael León-Rivera, Maximiliano Ibarra-Barajas, Rafael Villalobos-Molina, Judith González-Christen, Jorge Vergara-Galicia, Samuel Estrada-Soto. Antihypertensive and vasorelaxant effects of tilianin isolated from Agastache mexicana are mediated by NO/cGMP pathway and potassium channel opening.
Biochemical pharmacology.
2009 Jul; 78(1):54-61. doi:
10.1016/j.bcp.2009.03.016. [PMID: 19447223] - Lan-Zhen Zhang, Ya-Jian Guo, Guang-Zhong Tu, Ren-Bing Shi, Wen Qin, Yin-Ying Ba, Fan Yang. [A novel triterpenoid saponin from Prunella vulgaris].
Yao xue xue bao = Acta pharmaceutica Sinica.
2008 Feb; 43(2):169-72. doi:
". [PMID: 18507344] - Ki-Hoan Nam, Jae-Hoon Choi, Yun-Jeong Seo, Young-Mi Lee, Yong-Sung Won, Mi-Ran Lee, Mi-Ni Lee, Jong-Gil Park, Young-Myeong Kim, Hyoung-Chin Kim, Chul-Ho Lee, Hyeong-Kyu Lee, Sei-Ryang Oh, Goo Taeg Oh. Inhibitory effects of tilianin on the expression of inducible nitric oxide synthase in low density lipoprotein receptor deficiency mice.
Experimental & molecular medicine.
2006 Aug; 38(4):445-52. doi:
10.1038/emm.2006.52. [PMID: 16953124] - Lei-Hong Zhang, Zhi-Qi Yin, Wen-Cai Ye, Shou-Xun Zhao, Lei Wang, Fang Hu. [Studies on the chemical constituents in herb of Lygodium japonicum].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2005 Oct; 30(19):1522-4. doi:
. [PMID: 16335824] - Kung-woo Nam, Jiyun Kim, Jung-Joo Hong, Jae-Hoon Choi, Woonchon Mar, Myung-Haing Cho, Young-Myeong Kim, Sei-Ryang Oh, Hyeong-kyu Lee, Ki-Hoan Nam, Goo Taeg Oh. Inhibition of cytokine-induced IkappaB kinase activation as a mechanism contributing to the anti-atherogenic activity of tilianin in hyperlipidemic mice.
Atherosclerosis.
2005 May; 180(1):27-35. doi:
10.1016/j.atherosclerosis.2004.11.022. [PMID: 15823272] - J B Li, Y Ding. [Studies on chemical constituents from Dracocephalum moldavica L].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2001 Oct; 26(10):697-8. doi:
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FEBS letters.
2001 Apr; 495(3):142-7. doi:
10.1016/s0014-5793(01)02379-1. [PMID: 11334881] - S Chen, L Wang, G Gao, M Liao, P Xiao. [Studies on flavonoids from Aquilegia oxysepala Trautv. et Mey].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
1999 Mar; 24(3):158-60, 191. doi:
. [PMID: 12242797]
