Kaempferol_3-O-rutinoside (BioDeep_00000000170)

 

Secondary id: BioDeep_00000398267

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

化学式: C27H30O15 (594.158463)
中文名称: 山奈酚-3-O-芸香糖苷, 莰菲醇-3-O-芸香糖苷
谱图信息: 最多检出来源 Viridiplantae(plant) 0.11%

分子结构信息

SMILES: C1(O)=CC2OC(C3C=CC(O)=CC=3)=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O4)O3)C(=O)C=2C(O)=C1
InChI: InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1

描述信息

Kaempferol-3-rutinoside is a kaempferol O-glucoside that is kaempferol attached to a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue at position 3 via a glycosidic linkage. It has been isolated from the leaves of Solanum campaniforme. It has a role as a metabolite, a radical scavenger and a plant metabolite. It is a rutinoside, a trihydroxyflavone, a disaccharide derivative and a kaempferol O-glucoside.
Nicotiflorin is a natural product found in Visnea mocanera, Eupatorium cannabinum, and other organisms with data available.
See also: Cocoa (part of).
A kaempferol O-glucoside that is kaempferol attached to a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue at position 3 via a glycosidic linkage. It has been isolated from the leaves of Solanum campaniforme.
Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Carthamus tinctorius. Nicotiflorin shows potent antiglycation activity and neuroprotection effects.
Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Carthamus tinctorius. Nicotiflorin shows potent antiglycation activity and neuroprotection effects.

同义名列表

42 个代谢物同义名

5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one; 4H-1-BENZOPYRAN-4-ONE, 3-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-; 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside; KAEMPFEROL 3-O-(.ALPHA.-L-RHAMNOPYRANOSYL-(1->6)-.BETA.-D-GLUCOPYRANOSIDE); KAEMPFEROL 3-O-.BETA.-D-(6-O-.ALPHA.-L-RHAMNOPYRANOSYL)GLUCOPYRANOSIDE; kaempferol-3-O-alpha-L-rhamanopyranosyl-(1-6)-beta-D-glucopyranoside; kaempferol 3-O-(6-O-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside; KAEMPFEROL 3-O-.ALPHA.-L-RHAMNOPYRANOSYL-.BETA.-D-GLUCOPYRANOSIDE; KAEMPFEROL-3-O-RUTINOSIDE (CONSTITUENT OF GINKGO) [DSC]; kaempferol-3-O-rhamanopyranosyl-(1-6)-glucopyranoside; Flavone, 3,4,5,7-tetrahydroxy-, 3-rhamnoglucoside; KAEMPFEROL-3-O-RUTINOSIDE (CONSTITUENT OF GINKGO); Kaempferol 3-O-beta -rutinoside, >=98.0\\% (HPLC); KAEMPFEROL 3-O-.BETA.-D-RUTINOSIDE; KAEMPFEROL 3-O-.BETA.-RUTINOSIDE; KAEMPFEROL 3-O-beta-D-RUTINOSIDE; Kaempferol 3-O-beta-rutinoside; KAEMPFEROL 3-.BETA.-RUTINOSIDE; Kaempferol-3-O-beta-rutinoside; Kaempferol 3-rhamno-glucoside; KAEMPFEROL 3-RHAMNOGLUCOSIDE; KAEMPFEROL 3-beta-RUTINOSIDE; RTATXGUCZHCSNG-QHWHWDPRSA-N; Kaempferol-3-O-rutinoside; Kaempferol 3-O-rutinoside; Kaempferol 3-Rutinoside; Kaempferol-3-rutinoside; Kaempferol 3-O-rutinose; 3-rutinosylkaempferol; NICTOFLORIN [INCI]; NICOTIFLOROSIDE; MEGxp0_000024; Nicotiflorine; nicotiflorin; ACon1_002178; Nictoflorin



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)

608 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

  • Kendal Erdem Duman, Abdulahad Dogan, Burak Kaptaner. Ameliorative role of Cyanus depressus (M.Bieb.) Soják plant extract against diabetes-associated oxidative-stress-induced liver, kidney, and pancreas damage in rats. Journal of food biochemistry. 2022 10; 46(10):e14314. doi: 10.1111/jfbc.14314. [PMID: 35802765]
  • Seeseei Molimau-Samasoni, Victoria Helen Woolner, Su'emalo Talie Foliga, Katharina Robichon, Vimal Patel, Sarah K Andreassend, Jeffrey P Sheridan, Tama Te Kawa, David Gresham, Darach Miller, Daniel J Sinclair, Anne C La Flamme, Alexey V Melnik, Allegra Aron, Pieter C Dorrestein, Paul H Atkinson, Robert A Keyzers, Andrew B Munkacsi. Functional genomics and metabolomics advance the ethnobotany of the Samoan traditional medicine 'matalafi'. Proceedings of the National Academy of Sciences of the United States of America. 2021 11; 118(45):. doi: 10.1073/pnas.2100880118. [PMID: 34725148]
  • Yeqing Wang, Shanshan Zhang, Hailai Ni, Yanjie Zhang, Xiaodong Yan, Yue Gao, Beixuan He, Wenzheng Wang, Chong Liu, Meili Guo. Autophagy is involved in the neuroprotective effect of nicotiflorin. Journal of ethnopharmacology. 2021 Oct; 278(?):114279. doi: 10.1016/j.jep.2021.114279. [PMID: 34087402]
  • Dahae Lee, Ji-Young Kim, Yutong Qi, Sangsu Park, Hye Lim Lee, Noriko Yamabe, Hocheol Kim, Dae Sik Jang, Ki Sung Kang. Phytochemicals from the flowers of Prunus persica (L.) Batsch: Anti-adipogenic effect of mandelamide on 3T3-L1 preadipocytes. Bioorganic & medicinal chemistry letters. 2021 10; 49(?):128326. doi: 10.1016/j.bmcl.2021.128326. [PMID: 34403725]
  • Lin Wang, Chenyu Li, Chen Guan, Yue Zhang, Chengyu Yang, Long Zhao, Hong Luan, Bin Zhou, Lin Che, Yanfei Wang, Wei Zhang, Hui Zhang, Xiaofei Man, Wei Jiang, Yan Xu. Nicotiflorin attenuates cell apoptosis in renal ischemia-reperfusion injury through activating transcription factor 3. Nephrology (Carlton, Vic.). 2021 Apr; 26(4):358-368. doi: 10.1111/nep.13841. [PMID: 33295061]
  • Raghvendra Dubey, Kushagra Dubey. Molecular Docking Studies of Bioactive Nicotiflorin against 6W63 Novel Coronavirus 2019 (COVID-19). Combinatorial chemistry & high throughput screening. 2021 ; 24(6):874-878. doi: 10.2174/1386207323999200820162551. [PMID: 33109057]
  • Shangshang Yu, Qi Guo, Tianqian Jia, Xiaofei Zhang, Dongyan Guo, Yanzhuo Jia, Jia Li, Jing Sun. Mechanism of Action of Nicotiflorin from Tricyrtis maculata in the Treatment of Acute Myocardial Infarction: From Network Pharmacology to Experimental Pharmacology. Drug design, development and therapy. 2021; 15(?):2179-2191. doi: 10.2147/dddt.s302617. [PMID: 34079221]
  • Gen Wang, Qi Cui, Lu-Jun Yin, Xue Zheng, Ming-Zhu Gao, Yao Meng, Wei Wang. Efficient extraction of flavonoids from Flos Sophorae Immaturus by tailored and sustainable deep eutectic solvent as green extraction media. Journal of pharmaceutical and biomedical analysis. 2019 Jun; 170(?):285-294. doi: 10.1016/j.jpba.2018.12.032. [PMID: 30951994]
  • Widad Ben Bakrim, Laila El Bouzidi, Jean-Marc Nuzillard, Sylvian Cretton, Noémie Saraux, Aymeric Monteillier, Philippe Christen, Muriel Cuendet, Khalid Bekkouche. Bioactive metabolites from the leaves of Withania adpressa. Pharmaceutical biology. 2018 Dec; 56(1):505-510. doi: 10.1080/13880209.2018.1499781. [PMID: 30451050]
  • Neslihan Turgut Kara, Özgür Çakır, Burcu Arıkan, Şule Arı. Molecular cloning and biotic elicitation response of phenylalanine ammonia-lyase gene of Astragalus chrysochlorus. Cellular and molecular biology (Noisy-le-Grand, France). 2018 Apr; 64(5):102-106. doi: . [PMID: 29729701]
  • Rudi Hendra, Paul A Keller. Phytochemical Studies on Two Australian Anigozanthos Plant Species. Journal of natural products. 2017 07; 80(7):2141-2145. doi: 10.1021/acs.jnatprod.7b00063. [PMID: 28682615]
  • Jun Zhao, Shilei Zhang, Shuping You, Tao Liu, Fang Xu, Tengfei Ji, Zhengyi Gu. Hepatoprotective Effects of Nicotiflorin from Nymphaea candida against Concanavalin A-Induced and D-Galactosamine-Induced Liver Injury in Mice. International journal of molecular sciences. 2017 Mar; 18(3):. doi: 10.3390/ijms18030587. [PMID: 28282879]
  • Di Zhou, Hongyan Wei, Zhe Jiang, Xuezheng Li, Kun Jiao, Xiaoguang Jia, Yue Hou, Ning Li. Natural potential neuroinflammatory inhibitors from Alhagi sparsifolia Shap. Bioorganic & medicinal chemistry letters. 2017 02; 27(4):973-978. doi: 10.1016/j.bmcl.2016.12.075. [PMID: 28073678]
  • Gabriela Ávila-Villarreal, María Eva González-Trujano, Azucena Ibeth Carballo-Villalobos, Berenice Aguilar-Guadarrama, Sara García-Jiménez, Diana Elizabeth Giles-Rivas, Patricia Castillo-España, Rafael Villalobos-Molina, Samuel Estrada-Soto. Anxiolytic-like effects and toxicological studies of Brickellia cavanillesii (Cass.) A. Gray in experimental mice models. Journal of ethnopharmacology. 2016 Nov; 192(?):90-98. doi: 10.1016/j.jep.2016.07.006. [PMID: 27381041]
  • Ning Li, Ying Wang, Xuezheng Li, Hong Zhang, Di Zhou, Wenli Wang, Wei Li, Xiangrong Zhang, Xinyu Li, Yue Hou, Dali Meng. Bioactive phenols as potential neuroinflammation inhibitors from the leaves of Xanthoceras sorbifolia Bunge. Bioorganic & medicinal chemistry letters. 2016 10; 26(20):5018-5023. doi: 10.1016/j.bmcl.2016.08.094. [PMID: 27623545]
  • Xianrui Liang, Cui Zhao, Weike Su. A Fast and Reliable UPLC-PAD Fingerprint Analysis of Chimonanthus salicifolius Combined with Chemometrics Methods. Journal of chromatographic science. 2016 Aug; 54(7):1213-9. doi: 10.1093/chromsci/bmw053. [PMID: 27226461]
  • Le Duc Dat, Nguyen Phuong Thao, Bui Huu Tai, Bui Thi Thuy Luyen, Sohyun Kim, Jung Eun Koo, Young Sang Koh, Nguyen The Cuong, Nguyen Van Thanh, Nguyen Xuan Cuong, Nguyen Hoai Nam, Phan Van Kiem, Chau Van Minh, Young Ho Kim. Chemical constituents from Kandelia candel with their inhibitory effects on pro-inflammatory cytokines production in LPS-stimulated bone marrow-derived dendritic cells (BMDCs). Bioorganic & medicinal chemistry letters. 2015 Apr; 25(7):1412-6. doi: 10.1016/j.bmcl.2015.02.048. [PMID: 25769817]
  • Bui Thi Thuy Luyen, Bui Huu Tai, Nguyen Phuong Thao, Kim Ji Eun, Ji Yun Cha, Ming Jie Xin, Young Mi Lee, Young Ho Kim. Anti-inflammatory components of Euphorbia humifusa Willd. Bioorganic & medicinal chemistry letters. 2014 Apr; 24(8):1895-900. doi: 10.1016/j.bmcl.2014.03.014. [PMID: 24679441]
  • Zhisheng Xie, Yongjiang Sun, Shingchung Lam, Mingqian Zhao, Zhikun Liang, Xiaoxue Yu, Depo Yang, Xinjun Xu. Extraction and isolation of flavonoid glycosides from Flos Sophorae Immaturus using ultrasonic-assisted extraction followed by high-speed countercurrent chromatography. Journal of separation science. 2014 Apr; 37(8):957-65. doi: 10.1002/jssc.201301340. [PMID: 24515421]
  • Gomah Nenaah. Antimicrobial activity of Calotropis procera Ait. (Asclepiadaceae) and isolation of four flavonoid glycosides as the active constituents. World journal of microbiology & biotechnology. 2013 Jul; 29(7):1255-62. doi: 10.1007/s11274-013-1288-2. [PMID: 23417281]
  • Dae-won Chung, Seul Bi Lee. Novel synthesis of leucoside by enzymatic hydrolysis of tea seed extract. Journal of the science of food and agriculture. 2013 Jan; 93(2):362-7. doi: 10.1002/jsfa.5769. [PMID: 22777867]
  • Kyeong Wan Woo, Eunjung Moon, So Young Park, Sun Yeou Kim, Kang Ro Lee. Flavonoid glycosides from the leaves of Allium victorialis var. platyphyllum and their anti-neuroinflammatory effects. Bioorganic & medicinal chemistry letters. 2012 Dec; 22(24):7465-70. doi: 10.1016/j.bmcl.2012.10.043. [PMID: 23149227]
  • Hsiao-Ching Lin, Shoei-Sheng Lee. Dibenzocycloheptanoids from the leaves of Cinnamomum subavenium. Journal of natural products. 2012 Oct; 75(10):1735-43. doi: 10.1021/np300402k. [PMID: 23025417]
  • Alexander Kröner, Nathalie Marnet, Didier Andrivon, Florence Val. Nicotiflorin, rutin and chlorogenic acid: phenylpropanoids involved differently in quantitative resistance of potato tubers to biotrophic and necrotrophic pathogens. Plant physiology and biochemistry : PPB. 2012 Aug; 57(?):23-31. doi: 10.1016/j.plaphy.2012.05.006. [PMID: 22677447]
  • Asim Muhammad, Jose A Guerrero-Analco, Louis C Martineau, Lina Musallam, Padma Madiraju, Abir Nachar, Ammar Saleem, Pierre S Haddad, John T Arnason. Antidiabetic compounds from Sarracenia purpurea used traditionally by the Eeyou Istchee Cree First Nation. Journal of natural products. 2012 Jul; 75(7):1284-8. doi: 10.1021/np3001317. [PMID: 22738356]
  • Sajan Lal Shyaula, Ghulam Abbas, Hina Siddiqui, Samina A Sattar, M Iqbal Choudhary, Fatima Z Basha. Synthesis and antiglycation activity of kaempferol-3-O-rutinoside (nicotiflorin). Medicinal chemistry (Shariqah (United Arab Emirates)). 2012 May; 8(3):415-20. doi: 10.2174/1573406411208030415. [PMID: 22530897]
  • Md Maniruzzaman Manir, Jeong Kee Kim, Byeong-Gon Lee, Surk-Sik Moon. Tea catechins and flavonoids from the leaves of Camellia sinensis inhibit yeast alcohol dehydrogenase. Bioorganic & medicinal chemistry. 2012 Apr; 20(7):2376-81. doi: 10.1016/j.bmc.2012.02.002. [PMID: 22377672]
  • Jun Lee, Yun Mi Lee, Byong Won Lee, Joo-Hwan Kim, Jin Sook Kim. Chemical constituents from the aerial parts of Aster koraiensis with protein glycation and aldose reductase inhibitory activities. Journal of natural products. 2012 Feb; 75(2):267-70. doi: 10.1021/np200646e. [PMID: 22264115]
  • Preety Dixit, Raju Chillara, Vikram Khedgikar, Jyoti Gautam, Priyanka Kushwaha, Avinash Kumar, Divya Singh, Ritu Trivedi, Rakesh Maurya. Constituents of Dalbergia sissoo Roxb. leaves with osteogenic activity. Bioorganic & medicinal chemistry letters. 2012 Jan; 22(2):890-7. doi: 10.1016/j.bmcl.2011.12.036. [PMID: 22212722]
  • Jiajia Zhang, Xiangmei Li, Lihua Ren, Chengwu Fang, Fei Wang. [Chemical constituents from Exochorda racemosa]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 May; 36(9):1198-201. doi: 10.4268/cjcmm20110919. [PMID: 21842649]
  • José R Soberón, Melina A Sgariglia, Diego A Sampietro, Emma N Quiroga, Marta A Vattuone. Free radical scavenging activities and inhibition of inflammatory enzymes of phenolics isolated from Tripodanthus acutifolius. Journal of ethnopharmacology. 2010 Jul; 130(2):329-33. doi: 10.1016/j.jep.2010.05.015. [PMID: 20488234]
  • Hyang-Bok Lee, Eun-Ki Kim, Sang-Jae Park, Sang-Gu Bang, Tae Gil Kim, Dae-Won Chung. Isolation and characterization of nicotiflorin obtained by enzymatic hydrolysis of two precursors in tea seed extract. Journal of agricultural and food chemistry. 2010 Apr; 58(8):4808-13. doi: 10.1021/jf9045182. [PMID: 20225859]
  • Hyung Jae Jeong, Young Bae Ryu, Su-Jin Park, Jang Hoon Kim, Hyung-Jun Kwon, Jin Hyo Kim, Ki Hun Park, Mun-Chual Rho, Woo Song Lee. Neuraminidase inhibitory activities of flavonols isolated from Rhodiola rosea roots and their in vitro anti-influenza viral activities. Bioorganic & medicinal chemistry. 2009 Oct; 17(19):6816-23. doi: 10.1016/j.bmc.2009.08.036. [PMID: 19729316]
  • Shengqiang Tong, Jizhong Yan, Gang Chen, Jianzhong Lou. Purification of rutin and nicotiflorin from the flowers of Edgeworthia chrysantha Lindl. by high-speed counter-current chromatography. Journal of chromatographic science. 2009 May; 47(5):341-4. doi: 10.1093/chromsci/47.5.341. [PMID: 19476699]
  • Anastasia Karioti, Anastasia Protopappa, Nikolaos Megoulas, Helen Skaltsa. Identification of tyrosinase inhibitors from Marrubium velutinum and Marrubium cylleneum. Bioorganic & medicinal chemistry. 2007 Apr; 15(7):2708-14. doi: 10.1016/j.bmc.2007.01.035. [PMID: 17287127]
  • Runping Li, Meili Guo, Ge Zhang, Xiongfei Xu, Quan Li. Neuroprotection of nicotiflorin in permanent focal cerebral ischemia and in neuronal cultures. Biological & pharmaceutical bulletin. 2006 Sep; 29(9):1868-72. doi: 10.1248/bpb.29.1868. [PMID: 16946500]
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  • Runping Li, Meili Guo, Ge Zhang, Xiongfei Xu, Quan Li. Nicotiflorin reduces cerebral ischemic damage and upregulates endothelial nitric oxide synthase in primarily cultured rat cerebral blood vessel endothelial cells. Journal of ethnopharmacology. 2006 Aug; 107(1):143-50. doi: 10.1016/j.jep.2006.04.024. [PMID: 16806761]
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