Ginsenoside Rg3 (BioDeep_00000230628)

Main id: BioDeep_00001867483

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


2-[(4,5-dihydroxy-2-{[16-hydroxy-14-(2-hydroxy-6-methylhept-5-en-2-yl)-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

化学式: C42H72O13 (784.4973)
中文名称: (20R)-人参皂苷Rg3, 人参皂甙Rg3, 人参皂甙 Rg3, 20(R)-人参皂苷Rg3, 人参皂苷 R-Rg3, 20（R）-人参皂苷Rg3
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)O)C
InChI: InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3

描述信息

(20R)-ginsenoside Rg3 is a ginsenoside found in Panax japonicus var. major that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-R positions, in which the hydroxy group at position 3 has been converted to the corresponding beta-D-glucopyranosyl-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. It has a role as an antioxidant and a plant metabolite. It is a ginsenoside, a glycoside and a tetracyclic triterpenoid.
(20R)-Ginsenoside Rg3 is a natural product found in Panax ginseng, Panax notoginseng, and Centella asiatica with data available.
A ginsenoside found in Panax japonicus var. major that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-R positions, in which the hydroxy group at position 3 has been converted to the corresponding beta-D-glucopyranosyl-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position.
Isolated from Panax ginseng (ginseng). (20R)-Ginsenoside Rg3 is found in tea.
(20R)-ginsenoside Rg3 ((20R)-Propanaxadiol), one of the active compounds present in ginseng root, inhibits vascular endothelial growth factor (VEGF)(IC50=10 nM) and antitumor activities[1][2].
(20R)-ginsenoside Rg3 ((20R)-Propanaxadiol), one of the active compounds present in ginseng root, inhibits vascular endothelial growth factor (VEGF)(IC50=10 nM) and antitumor activities[1][2].
20(S)-Ginsenoside Rg3 is the main component of Panax ginseng C. A. Meyer. Ginsenoside Rg3 inhibits Na+ and hKv1.4 channel with IC50s of 32.2±4.5 and 32.6±2.2 μM, respectively. 20(S)-Ginsenoside Rg3 also inhibits Aβ levels, NF-κB activity, and COX-2 expression.
20(S)-Ginsenoside Rg3 is the main component of Panax ginseng C. A. Meyer. Ginsenoside Rg3 inhibits Na+ and hKv1.4 channel with IC50s of 32.2±4.5 and 32.6±2.2 μM, respectively. 20(S)-Ginsenoside Rg3 also inhibits Aβ levels, NF-κB activity, and COX-2 expression.

同义名列表

24 个代谢物同义名

(3.BETA.,12.BETA.,20R)-12,20-DIHYDROXYDAMMAR-24-EN-3-YL O-.BETA.-D-GLUCOPYRANOSYL-(1->2)-.BETA.-D-GLUCOPYRANOSIDE; .BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,12.BETA.,20R)-12,20-DIHYDROXYDAMMAR-24-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANOSYL-; (3beta,12beta,20R)-12,20-Dihydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside; RWXIFXNRCLMQCD-CZIWJLDFSA-N; GINSENOSIDE RG3, (R)-; GINSENOSIDE RG3, (-)-; 20(R)-ginsenoside Rg3; (20R)-Ginsenoside Rg3; (20R)Ginsenoside Rg3; 20R-GINSENOSIDE RG3; 20(R)-Propanaxadiol; 20(R)-propanaxidiol; R-GINSENOSIDE RG3; ginsenoside-RE3; Ginsenoside Rg3; 2-[(4,5-dihydroxy-2-{[16-hydroxy-14-(2-hydroxy-6-methylhept-5-en-2-yl)-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol; (20S)-Propanaxadiol; 2(R)-Ginsenoside-Rg3; 20(R)-Ginsenoside; 20(R)Ginsenoside Rg3; (20R)-Propanaxadiol; 20(S)-Propanaxadiol; S-ginsenoside Rg3; 20(S)-Ginsenoside Rg3



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)

22 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

  • Xiu-Wei Yang, Li-Yuan Ma, Qi-Le Zhou, Wei Xu, You-Bo Zhang. SIRT1 activator isolated from artificial gastric juice incubate of total saponins in stems and leaves of Panax ginseng. Bioorganic & medicinal chemistry letters. 2018 02; 28(3):240-243. doi: 10.1016/j.bmcl.2017.12.067. [PMID: 29317167]
  • Cheng-Zhen Gu, Jun-Jiang Lv, Xiao-Xia Zhang, Yi-Jun Qiao, Hui Yan, Yan Li, Dong Wang, Hong-Tao Zhu, Huai-Rong Luo, Chong-Ren Yang, Min Xu, Ying-Jun Zhang. Triterpenoids with Promoting Effects on the Differentiation of PC12 Cells from the Steamed Roots of Panax notoginseng. Journal of natural products. 2015 Aug; 78(8):1829-40. doi: 10.1021/acs.jnatprod.5b00027. [PMID: 26200131]
  • Xuewei Ye, Siran Yu, Ying Liang, Haocai Huang, Xiao-Yuan Lian, Zhizhen Zhang. Bioactive triterpenoid saponins and phenolic compounds against glioma cells. Bioorganic & medicinal chemistry letters. 2014 Nov; 24(22):5157-63. doi: 10.1016/j.bmcl.2014.09.087. [PMID: 25442304]
  • Sri Fatmawati, Taslim Ersam, Hongshan Yu, Chunzhi Zhang, Fengxie Jin, Kuniyoshi Shimizu. 20(S)-Ginsenoside Rh2 as aldose reductase inhibitor from Panax ginseng. Bioorganic & medicinal chemistry letters. 2014 Sep; 24(18):4407-4409. doi: 10.1016/j.bmcl.2014.08.009. [PMID: 25152999]
  • Jun-Li Yang, Thi-Kim-Quy Ha, Basanta Dhodary, Kuk-Hwa Kim, Junsoo Park, Chul-Ho Lee, Young-Choong Kim, Won-Keun Oh. Dammarane triterpenes as potential SIRT1 activators from the leaves of Panax ginseng. Journal of natural products. 2014 Jul; 77(7):1615-23. doi: 10.1021/np5002303. [PMID: 24968750]
  • Hsiu-Hui Chan, Tsong-Long Hwang, Mopur Vijaya Bhaskar Reddy, Ding-Tzai Li, Keduo Qian, Kenneth F Bastow, Kuo-Hsiung Lee, Tian-Shung Wu. Bioactive constituents from the roots of Panax japonicus var. major and development of a LC-MS/MS method for distinguishing between natural and artifactual compounds. Journal of natural products. 2011 Apr; 74(4):796-802. doi: 10.1021/np100851s. [PMID: 21417387]
  • Ping Wang, Stacy Ownby, Zhizhen Zhang, Wei Yuan, Shiyou Li. Cytotoxicity and inhibition of DNA topoisomerase I of polyhydroxylated triterpenoids and triterpenoid glycosides. Bioorganic & medicinal chemistry letters. 2010 May; 20(9):2790-6. doi: 10.1016/j.bmcl.2010.03.063. [PMID: 20371180]