3-Glucosylisorhamnetin (BioDeep_00000230320)

Main id: BioDeep_00000270362

Secondary id: BioDeep_00000227542, BioDeep_00000270370, BioDeep_00000398298

PANOMIX_OTCML-2023


代谢物信息卡片


5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one

化学式: C22H22O12 (478.1111)
中文名称: 异鼠李素-3-O-半乳糖苷, 异鼠李素-3-O-葡萄糖苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)=CC2OC(C3C=C(OC)C(O)=CC=3)=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C(=O)C=2C(O)=C1
InChI: InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22+/m1/s1

描述信息

Isorhamnetin 3-O-beta-D-glucopyranoside is a glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-glucosyl residue. It has a role as a metabolite. It is a monosaccharide derivative, a glycosyloxyflavone, a monomethoxyflavone, a trihydroxyflavone and a beta-D-glucoside. It is functionally related to an isorhamnetin and a beta-D-glucose.
isorhamnetin-3-O-glucoside is a natural product found in Astragalus varius, Phoenix canariensis, and other organisms with data available.
Isorhamnetin 3-O-glucoside is a metabolite found in or produced by Saccharomyces cerevisiae.
See also: Ginkgo (part of).
A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-glucosyl residue.
Isorhamnetin-3-O-glucoside, a natural compound widely contained in many vegetables and rice, could be metabolized in intestinal microbiota after digestion[1].
Isorhamnetin-3-O-glucoside, a natural compound widely contained in many vegetables and rice, could be metabolized in intestinal microbiota after digestion[1].

同义名列表

27 个代谢物同义名

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-Benzopyran-4-one, 3-(.beta.-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-; 4H-1-Benzopyran-4-one, 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-; 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl .beta.-D-glucopyranoside; 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside; 3,4,5,7-TETRAHYDROXY-3-METHOXYFLAVONE 3-.BETA.-D-GLUCOPYRANOSIDE; 3,4,5,7-TETRAHYDROXY-3-METHOXYFLAVONE 3-beta-D-GLUCOPYRANOSIDE; ISORHAMNETIN-3-O-GLUCOSIDE (CONSTITUENT OF GINKGO) [DSC]; ISORHAMNETIN-3-O-GLUCOSIDE (CONSTITUENT OF GINKGO); ISORHAMNETIN 3-O-.BETA.-D-GLUCOPYRANOSIDE; isorhamnetin 3-O-beta-D-glucopyranoside; Isorhamnetin-3-O-beta-D-glucopyranoside; Isorhamnetin-3-O-beta-D-Glucoside; Isorhamnetin 3-O-beta-D-glucoside; Isorhamnetin-3-O-|A-D-Glucoside; Isorhamnetin 3-beta-D-glucoside; Isorhamnetin-3-O-b-D-Glucoside; Isorhamnetin 3-O-galactoside; Isorhamnetin-3-O-galactoside; CQLRUIIRRZYHHS-LFXZADKFSA-N; Isorhamnetin-3-O-glucoside; isorhamnetin 3-O-glucoside; Isorhamnetin-3-Oglucoside; Isorhamnetin 3-glucoside; 3-Glucosylisorhamnetin; isorhamnetin-3-Glu



数据库引用编号

12 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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

  • Ahmed A Zaki, Xiaoqian Xu, Yuewen Wang, Pei-Hsin Shie, Longxin Qiu. A new anti-inflammatory flavonoid glycoside from tetraena aegyptia. Natural product research. 2021 Jun; 35(12):1985-1990. doi: 10.1080/14786419.2019.1650356. [PMID: 31397172]
  • Cecilia Jiménez-Sánchez, Fabián Pedregosa, Isabel Borrás-Linares, Jesús Lozano-Sánchez, Antonio Segura-Carretero. Identification of Bioactive Compounds of Asparagus officinalis L.: Permutation Test Allows Differentiation among 'Triguero' and Hybrid Green Varieties. Molecules (Basel, Switzerland). 2021 Mar; 26(6):. doi: 10.3390/molecules26061640. [PMID: 33804205]
  • Mun Seok Jo, Seoyoung Lee, Jae Sik Yu, Su Cheol Baek, Young-Chang Cho, Ki Hyun Kim. Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages. Journal of natural products. 2020 03; 83(3):684-692. doi: 10.1021/acs.jnatprod.9b01120. [PMID: 32118424]
  • Marilena Antunes-Ricardo, Annia Hernández-Reyes, Ashanti C Uscanga-Palomeque, Cristina Rodríguez-Padilla, Ana Carolina Martínez-Torres, Janet Alejandra Gutiérrez-Uribe. Isorhamnetin glycoside isolated from Opuntia ficus-indica (L.) MilI induces apoptosis in human colon cancer cells through mitochondrial damage. Chemico-biological interactions. 2019 Sep; 310(?):108734. doi: 10.1016/j.cbi.2019.108734. [PMID: 31276661]
  • Komei Kato, Masayuki Ninomiya, Kaori Tanaka, Mamoru Koketsu. Effects of Functional Groups and Sugar Composition of Quercetin Derivatives on Their Radical Scavenging Properties. Journal of natural products. 2016 07; 79(7):1808-14. doi: 10.1021/acs.jnatprod.6b00274. [PMID: 27314621]
  • Nguyen Phuong Thao, Bui Thi Thuy Luyen, Jang Hoon Kim, Ah Reum Jo, Nguyen Tien Dat, Phan Van Kiem, Chau Van Minh, Young Ho Kim. Identification, characterization, kinetics, and molecular docking of flavonoid constituents from Archidendron clypearia (Jack.) Nielsen leaves and twigs. Bioorganic & medicinal chemistry. 2016 07; 24(14):3125-32. doi: 10.1016/j.bmc.2016.05.034. [PMID: 27246857]
  • Yu Geon Lee, Jeong-Yong Cho, Young-Min Kim, Jae-Hak Moon. Change in Flavonoid Composition and Antioxidative Activity during Fermentation of Onion (Allium cepa L.) by Leuconostoc mesenteroides with Different Salt Concentrations. Journal of food science. 2016 Jun; 81(6):C1385-93. doi: 10.1111/1750-3841.13329. [PMID: 27175820]
  • 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, Ji Yun Cha, Hoon Yeon Lee, Young Mi Lee, Young Ho Kim. Anti-inflammatory components of Chrysanthemum indicum flowers. Bioorganic & medicinal chemistry letters. 2015 Jan; 25(2):266-9. doi: 10.1016/j.bmcl.2014.11.054. [PMID: 25497988]
  • Kavita Sharma, Awraris D Assefa, Seol Kim, Eun Young Ko, Eul Tai Lee, Se Won Park. Evaluation of total phenolics, flavonoids and antioxidant activity of 18 Korean onion cultivars: a comparative study. Journal of the science of food and agriculture. 2014 Jun; 94(8):1521-9. doi: 10.1002/jsfa.6450. [PMID: 24136245]
  • Fujia Chen, Xiaohua Long, Zhaopu Liu, Hongbo Shao, Ling Liu. Analysis of phenolic acids of Jerusalem artichoke (Helianthus tuberosus L.) responding to salt-stress by liquid chromatography/tandem mass spectrometry. TheScientificWorldJournal. 2014; 2014(?):568043. doi: 10.1155/2014/568043. [PMID: 25302328]
  • Chang-Suk Kong, Youngwan Seo. Antiadipogenic activity of isohamnetin 3-O-β-D-glucopyranoside from Salicornia herbacea. Immunopharmacology and immunotoxicology. 2012 Dec; 34(6):907-11. doi: 10.3109/08923973.2012.670643. [PMID: 22978277]
  • 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]
  • 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]
  • V Gayathri Devi, B N Rooban, V Sasikala, V Sahasranamam, Annie Abraham. Isorhamnetin-3-glucoside alleviates oxidative stress and opacification in selenite cataract in vitro. Toxicology in vitro : an international journal published in association with BIBRA. 2010 Sep; 24(6):1662-9. doi: 10.1016/j.tiv.2010.05.021. [PMID: 20566334]
  • You Ah Kim, Chang-Suk Kong, Young Ran Um, Sun-Young Lim, Sung Su Yea, Youngwan Seo. Evaluation of Salicornia herbacea as a potential antioxidant and anti-inflammatory agent. Journal of medicinal food. 2009 Jun; 12(3):661-8. doi: 10.1089/jmf.2008.1072. [PMID: 19627218]
  • Qing-Hua Zhang, Ling Zhang, Li-Xia Shang, Cheng-Lei Shao, Yong-Xia Wu. [Studies on the chemical constituents of flowers of Prunus mume]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Nov; 31(11):1666-8. doi: ". [PMID: 19260276]
  • Chang-Suk Kong, You Ah Kim, Moon-Moo Kim, Jin-Sook Park, Jung-Ae Kim, Se-Kwon Kim, Burm-Jong Lee, Taek Jeong Nam, Youngwan Seo. Flavonoid glycosides isolated from Salicornia herbacea inhibit matrix metalloproteinase in HT1080 cells. Toxicology in vitro : an international journal published in association with BIBRA. 2008 Oct; 22(7):1742-8. doi: 10.1016/j.tiv.2008.07.013. [PMID: 18715546]
  • Kiharu Igarashi, Tsuyoshi Mikami, Yuri Takahashi, Hideyo Sato. Comparison of the preventive activity of isorhamnetin glycosides from atsumi-kabu (red turnip, Brassica, campestris L.) leaves on carbon tetrachloride-induced liver injury in mice. Bioscience, biotechnology, and biochemistry. 2008 Mar; 72(3):856-60. doi: 10.1271/bbb.70558. [PMID: 18323640]
  • 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]
  • Antonio Fiorentino, Brigida D'Abrosca, Severina Pacifico, Annunziata Golino, Claudio Mastellone, Palma Oriano, Pietro Monaco. Reactive oxygen species scavenging activity of flavone glycosides from Melilotus neapolitana. Molecules (Basel, Switzerland). 2007 Feb; 12(2):263-70. doi: 10.3390/12020263. [PMID: 17846577]
  • Balakyz Yeskaliyeva, M Ahmed Mesaik, Ahmed Abbaskhan, Aisha Kulsoom, G Sh Burasheva, Zh A Abilov, M Iqbal Choudhary, Atta-ur-Rahman. Bioactive flavonoids and saponins from Climacoptera obtusifolia. Phytochemistry. 2006 Nov; 67(21):2392-7. doi: 10.1016/j.phytochem.2006.07.003. [PMID: 16956629]
  • M Zielińska, A Kostrzewa, E Ignatowicz, J Budzianowski. The flavonoids, quercetin and isorhamnetin 3-O-acylglucosides diminish neutrophil oxidative metabolism and lipid peroxidation. Acta biochimica Polonica. 2001; 48(1):183-9. doi: 10.18388/abp.2001_5125. [PMID: 11440168]
  • A K Kruthiventi, N R Krishnaswamy. Constituents of the flowers of Persea gratissima. Fitoterapia. 2000 Feb; 71(1):94-6. doi: 10.1016/s0367-326x(99)00125-2. [PMID: 11449484]