Engeletin (BioDeep_00000230222)

 

Secondary id: BioDeep_00000228374

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

化学式: C21H22O10 (434.1213)
中文名称: 黄杞苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 100%

分子结构信息

SMILES: C(C(=O)3)(C(Oc(c4)c3c(cc(O)4)O)c(c2)ccc(O)c2)OC(O1)C(O)C(O)C(O)C(C)1
InChI: InChI=1S/C21H22O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-25,27-28H,1H3/t8-,15-,17+,18+,19+,20-,21-/m0/s1

描述信息

Engeletin is a natural product found in Smilax corbularia, Malpighia emarginata, and other organisms with data available.
Engeletin is a metabolite found in or produced by Saccharomyces cerevisiae.
Engeletin is a flavanonol glycoside isolated from Smilax glabra Roxb. , inhibits NF-κB signaling-pathway activation, and possesses anti-inflammatory, analgesic, diuresis, detumescence, and antibiosis effects.
Engeletin is a flavanonol glycoside isolated from Smilax glabra Roxb. , inhibits NF-κB signaling-pathway activation, and possesses anti-inflammatory, analgesic, diuresis, detumescence, and antibiosis effects.

同义名列表

17 个代谢物同义名

(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one; (2R,3R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)chroman-4-one; (2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one; 4H-1-Benzopyran-4-one, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2R-trans)-; 3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (2R-trans)-; (2R,3R)-3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; (2R,3R)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-3-[(2S,3R,4R,5S,6S)-3,4,5-TRIHYDROXY-6-METHYL-OXAN-2-YL]OXY-CHROMAN-4-ONE; (2R,3R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-3-yl alpha-L-mannopyranoside; Dihydrokaempferol 3-rhamnoside; Aromadendrin 3-rhamnoside; MEGxp0_000364; ACon1_000852; Engeletin; Engelitin; (2R) -2alpha- (4-Hydroxyphenyl) -3beta- (alpha-L-rhamnopyranosyloxy) -5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one; Dihydrokaempferol-3-O-alpha-L-rhamnopyranoside; 4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-,(2R,3R)-



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)

97 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


文献列表

  • Lei Huang, Mengxuan Bian, Shunyi Lu, Jiayi Wang, Jieqin Yu, Libo Jiang, Jian Zhang. Engeletin alleviates erastin-induced oxidative stress and protects against ferroptosis via Nrf2/Keap1 pathway in bone marrow mesenchymal stem cells. Tissue & cell. 2023 Jun; 82(?):102040. doi: 10.1016/j.tice.2023.102040. [PMID: 36857798]
  • Xing Zhong, Rui Huang, Xin Chen, Yuhua Lei. A Review on the Pharmacological Aspects of Engeletin as Natural Compound. Drug design, development and therapy. 2023; 17(?):3833-3843. doi: 10.2147/dddt.s437703. [PMID: 38152488]
  • Hui Liu, Shucui Li, Yangyang Xu, Xin Wang, Rui Ren, Haibo Zhu, Shuping Zhang. Engeletin protects against cerebral ischemia/reperfusion injury by modulating the VEGF/vasohibin and Ang-1/Tie-2 pathways. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2021; 54(10):e11028. doi: 10.1590/1414-431x2020e11028. [PMID: 34287581]
  • Canmao Wang, Lei La, Haixing Feng, Qin Yang, Fuling Wu, Chunxia Wang, Jiangjie Wu, Lianbing Hou, Chuqi Hou, Wenqin Liu. Aldose Reductase Inhibitor Engeletin Suppresses Pelvic Inflammatory Disease by Blocking the Phospholipase C/Protein Kinase C-Dependent/NF-κB and MAPK Cascades. Journal of agricultural and food chemistry. 2020 Oct; 68(42):11747-11757. doi: 10.1021/acs.jafc.0c05102. [PMID: 33047600]
  • Qing Tian, Guijie Wang, Yamin Zhang, Fubo Zhang, Long Yang, Zirong Liu, Zhongyang Shen. Engeletin inhibits Lipopolysaccharide/d-galactosamine-induced liver injury in mice through activating PPAR-γ. Journal of pharmacological sciences. 2019 Jul; 140(3):218-222. doi: 10.1016/j.jphs.2019.06.011. [PMID: 31473044]
  • Guoyan Liang, Yichu Nie, Yunbing Chang, Shixing Zeng, Changxiang Liang, Xiaoqing Zheng, Dan Xiao, Shiqiang Zhan, Qiujian Zheng. Protective effects of Rhizoma smilacis glabrae extracts on potassium oxonate- and monosodium urate-induced hyperuricemia and gout in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Jun; 59(?):152772. doi: 10.1016/j.phymed.2018.11.032. [PMID: 31005813]
  • Weijian Ye, Ruijie Chen, Wei Sun, Chengke Huang, Xixi Lin, Yaoyao Dong, Congcong Wen, Xianqin Wang. Determination and pharmacokinetics of engeletin in rat plasma by ultra-high performance liquid chromatography with tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Aug; 1060(?):144-149. doi: 10.1016/j.jchromb.2017.06.018. [PMID: 28622617]
  • Arunporn Itharat, Kamonmas Srikwan, Srisopa Ruangnoo, Pakakrong Thongdeeying. Anti-Allergic Activities of Smilax glabra Rhizome Extracts and Its Isolated Compounds. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2015 Apr; 98 Suppl 3(?):S66-74. doi: . [PMID: 26387391]
  • Haiming Shi, Man Liu, Rui Wang, Boyan Gao, Zhongfei Zhang, Yuge Niu, Liangli Lucy Yu. Separating four diastereomeric pairs of dihydroflavonol glycosides from Engelhardia roxburghiana using high performance counter-current chromatography. Journal of chromatography. A. 2015 Feb; 1383(?):79-87. doi: 10.1016/j.chroma.2015.01.024. [PMID: 25620740]
  • Qing-Feng Zhang, Hon-Yeung Cheung, Ling-Bin Zeng. Development of HPLC fingerprint for species differentiation and quality assessment of Rhizoma Smilacis Glabrae. Journal of natural medicines. 2013 Jan; 67(1):207-11. doi: 10.1007/s11418-012-0648-9. [PMID: 22382863]
  • Xialian Peng, Jing Yu, Qing Yu, Hedong Bian, Fuping Huang, Hong Liang. Binding of engeletin with bovine serum albumin: insights from spectroscopic investigations. Journal of fluorescence. 2012 Jan; 22(1):511-9. doi: 10.1007/s10895-011-0985-1. [PMID: 21947612]
  • Haiqiu Huang, Zhihong Cheng, Haiming Shi, Wenbo Xin, Thomas T Y Wang, Liangli Lucy Yu. Isolation and characterization of two flavonoids, engeletin and astilbin, from the leaves of Engelhardia roxburghiana and their potential anti-inflammatory properties. Journal of agricultural and food chemistry. 2011 May; 59(9):4562-9. doi: 10.1021/jf2002969. [PMID: 21476602]
  • Yan Xu, Jing-Yu Liang, Zhong-Mei Zou. [Studies on chemical constituents of rhizomes of Smilax china]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Nov; 33(21):2497-9. doi: . [PMID: 19149257]
  • L Wirasathien, T Pengsuparp, R Suttisri, H Ueda, M Moriyasu, K Kawanishi. Inhibitors of aldose reductase and advanced glycation end-products formation from the leaves of Stelechocarpus cauliflorus R.E. Fr. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2007 Aug; 14(7-8):546-50. doi: 10.1016/j.phymed.2006.09.001. [PMID: 17084603]