1,3,6-Trigalloyl_glucose (BioDeep_00000000582)
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C27H24O18 (636.0963)
中文名称: 1,3, 6-三-O-没食子酰葡萄糖, 1,3,6-三-O-3,4,5-三羟基苯甲酰-BETA-D-葡萄糖, 1,3,6-三-O-没食子酰-β-D-葡萄糖
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 67.95%
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)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
InChI: InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)23(44-25(40)9-3-13(30)19(35)14(31)4-9)22(38)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23+,27+/m1/s1
描述信息
Gallotannin is a class of hydrolysable tannins obtained by condensation of the carboxy group of gallic acid (and its polymeric derivatives) with the hydroxy groups of a monosaccharide (most commonly glucose). It is functionally related to a gallic acid.
1,3,6-tri-O-galloyl-beta-D-glucose is a natural product found in Euphorbia lunulata with data available.
1,3,6-Tri-O-galloyl-beta-D-glucose (1,3,6-Tri-O-galloyl-β-D-glucose) is a phenolic compound in Black Walnut Kernels[1].
1,3,6-Tri-O-galloyl-beta-D-glucose (1,3,6-Tri-O-galloyl-β-D-glucose) is a phenolic compound in Black Walnut Kernels[1].
同义名列表
30 个代谢物同义名
(2S,3R,4S,5R,6R)-3,5-Dihydroxy-6-(((3,4,5-trihydroxybenzoyl)oxy)methyl)tetrahydro-2H-pyran-2,4-diyl bis(3,4,5-trihydroxybenzoate); [(2R,3R,4S,5R,6S)-3,5-dihydroxy-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate; .beta.-D-Glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate); beta-D-Glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate); 1,3,6-tris(3,4,5-trihydroxybenzoate)beta-D-glucopyranose; beta-D-Glucopyranose-1,3,6-tris(3,4,5-trihydroxybenzoate; 1,3,6-Tri-O-galloyl-beta-D-glucose, analytical standard; 1,3,6-Trigalloylglucose, >=95\\% (LC/MS-ELSD); 1,3,6-TRI-O-GALLOYL-.BETA.-D-GLUCOPYRANOSE; Glucopyranose, 1,3,6-trigallate, .beta.-D-; 1,3,6-tri-o-galloyl-beta-d-glucopyranose; Glucopyranose, 1,3,6-trigallate, beta-D-; .beta.-D-Glucopyranose 1,3,6-trigallate; 1,3,6-Tri-O-galloyl-b-D-glucopyranose; beta-D-Glucopyranose 1,3,6-trigallate; 1,3,6-Tri-O-galloyl- beta -D-glucose; 1,3,6-tri-O-galloyl-beta-D-glucose; 1,3,6-Tri-O-galloyl-b-D-glucose; 1,3,6-Tri-O-galloyl--D-glucose; 1,3,6-Tri-O-galloyl glucose; 1,3,6-tri-o-galloylglucose; 1,3,6-Trigalloyl glucose; Tannic acid (Corilagin); MEGxp0_001387; ACon1_002062; Gallotannins; .Tannin; Gallotannin; 1,3,6-Tri-O-galloyl-β-D-glucose; Gallotannin
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:24182
- KEGG: C17458
- PubChem: 452707
- Metlin: METLIN71703
- ChEMBL: CHEMBL389895
- Wikipedia: 1,3,6-Trigalloyl_glucose
- MeSH: 1,3,6-tri-O-galloylglucose
- ChemIDplus: 0018483175
- CAS: 18483-17-5
- medchemexpress: HY-N6006
- PMhub: MS000011508
- PubChem: 96023806
- KNApSAcK: 24182
- HERB: HBIN001088
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)
6 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
- Xican Li, Jie Liu, Ban Chen, Yingci Chen, Wanjian Dai, Yuling Li, Meiling Zhu. Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-O-galloyl-β-d-glucopyranose.
ACS medicinal chemistry letters.
2020 Nov; 11(11):2232-2237. doi:
10.1021/acsmedchemlett.0c00359. [PMID: 33214834] - Jing Gong, Lin Li, Yi-Xuan Lin, Dan Xiao, Wen Liu, Bao-Rong Zou, Xing Tian, Bo Han, Shao-Bao Zhang, Lei Lin, Pei Li, Zhi-Yong Xie, Qiong-Feng Liao. Simultaneous determination of gallic acid, methyl gallate, and 1,3,6-tri-O-galloyl-β-d-glucose from Turkish galls in rat plasma using liquid chromatography-tandem mass spectrometry and its application to pharmacokinetics study.
Biomedical chromatography : BMC.
2020 Oct; 34(10):e4916. doi:
10.1002/bmc.4916. [PMID: 32602990] - Dahyun Hwang, HyunA Jo, Seong-Ho Ma, Young-Hee Lim. Oxyresveratrol stimulates mucin production in an NAD+-dependent manner in human intestinal goblet cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2018 Aug; 118(?):880-888. doi:
10.1016/j.fct.2018.06.039. [PMID: 29935245] - Jana Gau, Martine Prévost, Pierre Van Antwerpen, Menyhárt-Botond Sarosi, Steffen Rodewald, Jürgen Arnhold, Jörg Flemmig. Tannins and Tannin-Related Derivatives Enhance the (Pseudo-)Halogenating Activity of Lactoperoxidase.
Journal of natural products.
2017 05; 80(5):1328-1338. doi:
10.1021/acs.jnatprod.6b00915. [PMID: 28368593] - Nilesh Dinkar Gawande, Swaminathan Subashini, Marimuthu Murugan, Mohankumar Subbarayalu. Molecular screening of insecticides with sigma glutathione S-transferases (GST) in cotton aphid Aphis gossypii using docking.
Bioinformation.
2014; 10(11):679-83. doi:
10.6026/97320630010679. [PMID: 25512683] - Takuya Yashiro, Manami Nanmoku, Makoto Shimizu, Jun Inoue, Ryuichiro Sato. Resveratrol increases the expression and activity of the low density lipoprotein receptor in hepatocytes by the proteolytic activation of the sterol regulatory element-binding proteins.
Atherosclerosis.
2012 Feb; 220(2):369-74. doi:
10.1016/j.atherosclerosis.2011.11.006. [PMID: 22153697] - S Vargas, K Ndjoko Ioset, A-E Hay, J-R Ioset, S Wittlin, K Hostettmann. Screening medicinal plants for the detection of novel antimalarial products applying the inhibition of β-hematin formation.
Journal of pharmaceutical and biomedical analysis.
2011 Dec; 56(5):880-6. doi:
10.1016/j.jpba.2011.06.026. [PMID: 21872416] - Didem Söhretoğlu, Suna Atasayar Sabuncuoğlu, M Koray Sakar, Hilal Ozgüneş, Olov Sterner. Antioxidant effects of secondary metabolites from Geranium psilostemon.
Natural product communications.
2010 Jun; 5(6):899-902. doi:
". [PMID: 20614819] - Hari Prasad Devkota, Purusotam Basnet, Shoji Yahara. Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil.
Chemical & pharmaceutical bulletin.
2009 Nov; 57(11):1289-91. doi:
10.1248/cpb.57.1289. [PMID: 19881284] - Prakash Gopaldas Chandak, Anil Bhanudas Gaikwad, Kulbhushan Tikoo. Gallotannin ameliorates the development of streptozotocin-induced diabetic nephropathy by preventing the activation of PARP.
Phytotherapy research : PTR.
2009 Jan; 23(1):72-7. doi:
10.1002/ptr.2559. [PMID: 18693296] - Katalin Erdèlyi, Andrea Kiss, Edina Bakondi, Péter Bai, Csaba Szabó, Pál Gergely, Ferenc Erdödi, László Virag. Gallotannin inhibits the expression of chemokines and inflammatory cytokines in A549 cells.
Molecular pharmacology.
2005 Sep; 68(3):895-904. doi:
10.1124/mol.105.012518. [PMID: 15976037] - Yanjun Zhang, David L DeWitt, Sorimuthu Murugesan, Muraleedharan G Nair. Novel lipid-peroxidation- and cyclooxygenase-inhibitory tannins from Picrorhiza kurroa seeds.
Chemistry & biodiversity.
2004 Mar; 1(3):426-41. doi:
10.1002/cbdv.200490036. [PMID: 17191857] - Violetta Krajka-Kuźniak, Wanda Baer-Dubowska. The effects of tannic acid on cytochrome P450 and phase II enzymes in mouse liver and kidney.
Toxicology letters.
2003 Jul; 143(2):209-16. doi:
10.1016/s0378-4274(03)00177-2. [PMID: 12749824] - G Chen, E M Perchellet, X M Gao, S W Newell, R W Hemingway, V Bottari, J P Perchellet. Ability of m-chloroperoxybenzoic acid to induce the ornithine decarboxylase marker of skin tumor promotion and inhibition of this response by gallotannins, oligomeric proanthocyanidins, and their monomeric units in mouse epidermis in vivo.
Anticancer research.
1995 Jul; 15(4):1183-9. doi:
. [PMID: 7653998] - W Kreis, M H Kaplan, J Freeman, D K Sun, P S Sarin. Inhibition of HIV replication by Hyssop officinalis extracts.
Antiviral research.
1990 Dec; 14(6):323-37. doi:
10.1016/0166-3542(90)90051-8. [PMID: 1708226] - K Fukuchi, H Sakagami, T Okuda, T Hatano, S Tanuma, K Kitajima, Y Inoue, S Inoue, S Ichikawa, M Nonoyama. Inhibition of herpes simplex virus infection by tannins and related compounds.
Antiviral research.
1989 Jun; 11(5-6):285-97. doi:
10.1016/0166-3542(89)90038-7. [PMID: 2552915]
