1,2,3,6-Tetragalloyl-beta-D-glucopyranose (BioDeep_00000000624)

 

Secondary id: BioDeep_00001867533

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


[(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate

化学式: C34H28O22 (788.1072188)
中文名称: 1,2,3,6-四-O-没食子酰-Β-D-葡萄糖
谱图信息: 最多检出来源 Viridiplantae(plant) 2.96%

分子结构信息

SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
InChI: InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-27(47)28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28+,29-,34+/m1/s1

描述信息

1,2,3,6-tetrakis-O-galloyl-beta-D-glucose is a galloyl-beta-D-glucose compound having four galloyl groups in the 1-, 2-, 3- and 6-positions. It is a gallate ester and a galloyl beta-D-glucose.
1,2,3,6-Tetrakis-O-galloyl-beta-D-glucose is a natural product found in Castanea crenata, Quercus aliena, and other organisms with data available.
See also: Paeonia lactiflora root (part of).
1,2,3,6-Tetragalloyl-beta-D-glucopyranose is found in beverages. 1,2,3,6-Tetragalloyl-beta-D-glucopyranose is isolated from Ceratonia siliqua (carob).
Isolated from Ceratonia siliqua (carob). 1,2,3,6-Tetragalloyl-beta-D-glucopyranose is found in beverages and fruits.
1,2,3,6-Tetragalloylglucose is a potent UDP glucuronosyltransferase 1 family, polypeptide A1 (UGT1A1) inhibitor, with a Ki of 1.68 μM[1].
1,2,3,6-Tetragalloylglucose is a potent UDP glucuronosyltransferase 1 family, polypeptide A1 (UGT1A1) inhibitor, with a Ki of 1.68 μM[1].

同义名列表

30 个代谢物同义名

[(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate; [(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate; [3-Hydroxy-4,5,6-tris(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid; [3-hydroxy-4,5,6-tris(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate; .BETA.-D-GLUCOPYRANOSE, 1,2,3,6-TETRAKIS(3,4,5-TRIHYDROXYBENZOATE); 1,2,3,6-tetrakis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose; beta-D-Glucopyranose, 1,2,3,6-tetrakis(3,4,5-trihydroxybenzoate); b-D-Glucopyranose,1,2,3,6-tetrakis(3,4,5-trihydroxybenzoate); 1,2,3,6-TETRA-O-GALLOYL-.BETA.-D-GLUCOPYRANOSE; 1,2,3,6-tetra-o-galloyl-beta-d-glucopyranose; 1,2,3,6-tetra-O-gallose-beta-D-glucopyranose; .BETA.-D-GLUCOPYRANOSE 1,2,3,6-TETRAGALLATE; beta-D-GLUCOPYRANOSE 1,2,3,6-TETRAGALLATE; 1,2,3,6-Tetrakis-O-galloyl-beta-D-glucose; 1,2,3,6-Tetragalloyl-beta-D-glucopyranose; 1,2,3,6-TETRA-O-GALLOYL-.BETA.-D-GLUCOSE; 1,2,3,6-Tetragalloyl-β-D-glucopyranose; 1,2,3,6-Tetra-O-galloyl-beta-D-glucose; 1(.BETA.),2,3,6-TETRA-O-GALLOYLGLUCOSE; 1,2,3,6-Tetragalloyl-b-D-glucopyranose; 1236-TETRAKIS-O-galloyl-beta-D-glucos; 1(beta),2,3,6-TETRA-O-GALLOYLGLUCOSE; 1,2,3,6-Tetra-O-galloyl-B-D-glucose; Tetra-O-galloyl-?-D-glucose; 1,2,3,6-Tetragalloylglucose; MEGxp0_001175; ACon1_000379; 1,2,3,6-Tgg; NP-003686; TeGG



数据库引用编号

20 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(2)

代谢反应

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

78 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

  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Divinah K Nyamboki, Kibrom G Bedane, Khadija Hassan, Lukas Brieger, Carsten Strohmann, Michael Spiteller, Josphat C Matasyoh. Cytotoxic Compounds from the Stem Bark of Two subsp. of Bersama abyssinica. Journal of natural products. 2021 05; 84(5):1453-1458. doi: 10.1021/acs.jnatprod.0c01141. [PMID: 33974421]
  • Jung Bae Park, Doyun Kim, Jee Sun Min, Su Jeong, Doo-Yeoun Cho, Yu Fen Zheng, Kee Dong Yoon, Soo Kyung Bae. Identification and characterization of in vitro inhibitors against UDP-glucuronosyltransferase 1A1 in uva-ursi extracts and evaluation of in vivo uva-ursi-drug interactions. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Oct; 120(?):651-661. doi: 10.1016/j.fct.2018.07.058. [PMID: 30075316]
  • Xi-Quan Zhang, Hong-Mei Gu, Xin-Zhu Li, Zhong-Nan Xu, Yu-Sheng Chen, Yang Li. Anti-Helicobacter pylori compounds from the ethanol extracts of Geranium wilfordii. Journal of ethnopharmacology. 2013 May; 147(1):204-7. doi: 10.1016/j.jep.2013.02.032. [PMID: 23500884]
  • Lih-Geeng Chen, Wei-Ling Chang, Chia-Jung Lee, Lain-Tze Lee, Chwen-Ming Shih, Ching-Chiung Wang. Melanogenesis inhibition by gallotannins from Chinese galls in B16 mouse melanoma cells. Biological & pharmaceutical bulletin. 2009 Aug; 32(8):1447-52. doi: 10.1248/bpb.32.1447. [PMID: 19652388]
  • Deliang Duan, Zhengquan Li, Hongpeng Luo, Wei Zhang, Lirong Chen, Xiaojie Xu. Antiviral compounds from traditional Chinese medicines Galla Chinese as inhibitors of HCV NS3 protease. Bioorganic & medicinal chemistry letters. 2004 Dec; 14(24):6041-4. doi: 10.1016/j.bmcl.2004.09.067. [PMID: 15546725]
  • R W Owen, R Haubner, W E Hull, G Erben, B Spiegelhalder, H Bartsch, B Haber. Isolation and structure elucidation of the major individual polyphenols in carob fibre. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2003 Dec; 41(12):1727-38. doi: 10.1016/s0278-6915(03)00200-x. [PMID: 14563398]
  • Cheng-Bin Cui, Qing-Chun Zhao, Bing Cai, Xin-Sheng Yao, Hiroyuki Osadsa. Two new and four known polyphenolics obtained as new cell-cycle inhibitors from Rubus aleaefolius Poir. Journal of Asian natural products research. 2002 Dec; 4(4):243-52. doi: 10.1080/10286020290003692. [PMID: 12450251]
  • Sui-Kiong Ling, Takashi Tanaka, Isao Kouno. New cyanogenic and alkyl glycoside constituents from Phyllagathis rotundifolia. Journal of natural products. 2002 Feb; 65(2):131-5. doi: 10.1021/np010393v. [PMID: 11858743]
  • J J Chang, T H Chen, P Chan, Y J Chen, F L Hsu, M Y Lo, J Y Lin. The in vitro inhibitory effect of tannin derivatives on 3-hydroxy-3-methylglutaryl-coenzyme a reductase on vero cells. Pharmacology. 2001 May; 62(4):224-8. doi: 10.1159/000056099. [PMID: 11359999]
  • W Fan, Y Tezuka, K M Ni, S Kadota. Prolyl endopeptidase inhibitors from the underground part of Rhodiola sachalinensis. Chemical & pharmaceutical bulletin. 2001 Apr; 49(4):396-401. doi: 10.1248/cpb.49.396. [PMID: 11310664]
  • K Matsuo, M Kobayashi, Y Takuno, H Kuwajima, H Ito, T Yoshida. [Anti-tyrosinase activity constituents of Arctostaphylos uva-ursi]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1997 Dec; 117(12):1028-32. doi: 10.1248/yakushi1947.117.12_1028. [PMID: 9437910]