Homoplantaginin (BioDeep_00000000056)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

化学式: C22H22O11 (462.11620619999997)
中文名称: 高车前甙, 高车前苷
谱图信息: 最多检出来源 Viridiplantae(otcml) 75.51%

分子结构信息

SMILES: c1(c(c(c2c(c1)oc(cc2=O)c1ccc(cc1)O)O)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI: InChI=1S/C22H22O11/c1-30-21-14(32-22-20(29)19(28)17(26)15(8-23)33-22)7-13-16(18(21)27)11(25)6-12(31-13)9-2-4-10(24)5-3-9/h2-7,15,17,19-20,22-24,26-29H,8H2,1H3/t15-,17-,19+,20-,22-/m1/s1

描述信息

Homoplantaginin is a glycoside and a member of flavonoids.
Homoplantaginin is a natural product found in Scoparia dulcis, Eriocaulon buergerianum, and other organisms with data available.
Homoplantaginin is a flavonoid from a traditional Chinese medicine Salvia plebeia with antiinflammatory and antioxidant properties. Homoplantaginin could inhibit TNF-α and IL-6 mRNA expression, IKKβ and NF-κB phosphorylation.
Homoplantaginin is a flavonoid from a traditional Chinese medicine Salvia plebeia with antiinflammatory and antioxidant properties. Homoplantaginin could inhibit TNF-α and IL-6 mRNA expression, IKKβ and NF-κB phosphorylation.

同义名列表

24 个代谢物同义名

5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-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-HYDROXYPHENYL)-6-METHOXY-; 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-; 4H-1-Benzopyran-4-one,7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-; 6-methoxy-4,5-dihydroxyflavone-7-O-glucoside; HISPIDULIN 7-.BETA.-D-GLUCOPYRANOSIDE; Hispidulin 7-beta-D-glucopyranoside; 6-Methoxyapigenin 7-O-glucoside; Tectoridin, analytical standard; Hispidulin 7-O-glucoside; hispidulin 7-glucoside; hispidulin-7-glucoside; (-)-Homoplantaginin; Dinatin 7-glucoside; Homoplantaginin; MEGxp0_000164; HISPIDULOSIDE; ACon1_000166; 2- (4-Hydroxyphenyl) -5-hydroxy-7- (beta-D-glucopyranosyloxy) -6-methoxy-4H-1-benzopyran-4-one; 6-Methoxyapigenin-7-O-beta-D-glucopyranoside; Hispidulin-7-O-beta-D-glucopyranoside; (-)-Hispidulin 7-O-beta-glucoside; Hispidulin 7-O-beta-glucoside; SCHEMBL19429892



数据库引用编号

16 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)

76 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

  • Ning Meng, Kai Chen, Yanhong Wang, Jiarong Hou, Wenhui Chu, Shan Xie, Fengying Yang, Chunhui Sun. Dihydrohomoplantagin and Homoplantaginin, Major Flavonoid Glycosides from Salvia plebeia R. Br. Inhibit oxLDL-Induced Endothelial Cell Injury and Restrict Atherosclerosis via Activating Nrf2 Anti-Oxidation Signal Pathway. Molecules (Basel, Switzerland). 2022 Mar; 27(6):. doi: 10.3390/molecules27061990. [PMID: 35335352]
  • Sunghee Bang, Wei Li, Thi Kim Quy Ha, Changyeol Lee, Won Keun Oh, Sang Hee Shim. Anti-influenza effect of the major flavonoids from Salvia plebeia R.Br. via inhibition of influenza H1N1 virus neuraminidase. Natural product research. 2018 May; 32(10):1224-1228. doi: 10.1080/14786419.2017.1326042. [PMID: 28504013]
  • Baiqiu He, Baobao Zhang, Feihua Wu, Liying Wang, Xiaoji Shi, Weiwei Qin, Yining Lin, Shiping Ma, Jingyu Liang. Homoplantaginin Inhibits Palmitic Acid-induced Endothelial Cells Inflammation by Suppressing TLR4 and NLRP3 Inflammasome. Journal of cardiovascular pharmacology. 2016 Jan; 67(1):93-101. doi: 10.1097/fjc.0000000000000318. [PMID: 26355761]
  • Qing Liu, Qi-Ming Yang, Hai-Jun Hu, Li Yang, Ying-Bo Yang, Gui-Xin Chou, Zheng-Tao Wang. Bioactive diterpenoids and flavonoids from the aerial parts of Scoparia dulcis. Journal of natural products. 2014 Jul; 77(7):1594-600. doi: 10.1021/np500150f. [PMID: 24955889]
  • Yoshiaki Amakura, Morio Yoshimura, Masashi Takaoka, Haruka Toda, Tomoaki Tsutsumi, Rieko Matsuda, Reiko Teshima, Masafumi Nakamura, Hiroshi Handa, Takashi Yoshida. Characterization of natural aryl hydrocarbon receptor agonists from cassia seed and rosemary. Molecules (Basel, Switzerland). 2014 Apr; 19(4):4956-66. doi: 10.3390/molecules19044956. [PMID: 24747651]
  • Sin-Hye Park, Jung-Lye Kim, Min-Kyung Kang, Ju-Hyun Gong, Seon-Young Han, Jae-Hoon Shim, Soon Sung Lim, Young-Hee Kang. Sage weed (Salvia plebeia) extract antagonizes foam cell formation and promotes cholesterol efflux in murine macrophages. International journal of molecular medicine. 2012 Nov; 30(5):1105-12. doi: 10.3892/ijmm.2012.1103. [PMID: 22922992]
  • Feihua Wu, Hui Wang, Juan Li, Jingyu Liang, Shiping Ma. Homoplantaginin modulates insulin sensitivity in endothelial cells by inhibiting inflammation. Biological & pharmaceutical bulletin. 2012; 35(7):1171-7. doi: 10.1248/bpb.b110586. [PMID: 22791168]
  • Marcelo Aparecido da Silva, Claudia Andréa Lima Cardoso, Wagner Vilegas, Lourdes Campaner dos Santos. High-performance liquid chromatographic quantification of flavonoids in Eriocaulaceae species and their antimicrobial activity. Molecules (Basel, Switzerland). 2009 Nov; 14(11):4644-54. doi: 10.3390/molecules14114644. [PMID: 19924092]
  • Xian-Jun Qu, Xue Xia, Yuan-Shu Wang, Mei-Juan Song, Li-Li Liu, Yan-Ying Xie, Yan-Na Cheng, Xiang-Juan Liu, Lu-Lu Qiu, Lan Xiang, Jian-Jun Gao, Xiao-Fan Zhang, Shu-Xiang Cui. Protective effects of Salvia plebeia compound homoplantaginin on hepatocyte injury. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2009 Jul; 47(7):1710-5. doi: 10.1016/j.fct.2009.04.032. [PMID: 19406199]
  • Jing Li, Xiaoyan Huang, Xianjie Du, Wenji Sun, Yongmin Zhang. Study of chemical composition and antimicrobial activity of leaves and roots of Scrophularia ningpoensis. Natural product research. 2009; 23(8):775-80. doi: 10.1080/14786410802696247. [PMID: 19418360]
  • Xiao-feng Jin, Yan-hua Lu, Dong-zhi Wei, Zheng-tao Wang. Chemical fingerprint and quantitative analysis of Salvia plebeia R.Br. by high-performance liquid chromatography. Journal of pharmaceutical and biomedical analysis. 2008 Sep; 48(1):100-4. doi: 10.1016/j.jpba.2008.05.027. [PMID: 18678457]
  • Marcelo Aparecido da Silva, Ana Paula Siqueira Oliveira, Miriam Sannomiya, Paulo Takeo Sano, Eliana Aparecida Varanda, Wagner Vilegas, Lourdes Campaners dos Santos. Flavonoids and a naphthopyranone from Eriocaulon ligulatum and their mutagenic activity. Chemical & pharmaceutical bulletin. 2007 Nov; 55(11):1635-9. doi: 10.1248/cpb.55.1635. [PMID: 17978526]
  • Miguel Herrero, David Arráez-Román, Antonio Segura, Ernst Kenndler, Beatrice Gius, Maria Augusta Raggid, Elena Ibáñez, Alejandro Cifuentes. Pressurized liquid extraction-capillary electrophoresis-mass spectrometry for the analysis of polar antioxidants in rosemary extracts. Journal of chromatography. A. 2005 Aug; 1084(1-2):54-62. doi: 10.1016/j.chroma.2004.10.003. [PMID: 16114236]
  • Orawan Monthakantirat, Wanchai De-Eknamkul, Kaoru Umehara, Yohko Yoshinaga, Toshio Miyase, Tsutomu Warashina, Hiroshi Noguchi. Phenolic constituents of the rhizomes of the Thai medicinal plant Belamcanda chinensis with proliferative activity for two breast cancer cell lines. Journal of natural products. 2005 Mar; 68(3):361-4. doi: 10.1021/np040175c. [PMID: 15787436]