agrimoniin (BioDeep_00000003724)

 

Secondary id: BioDeep_00000175791

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(7,8,9,12,13,14,28,29,30,33,34,35-Dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl) 2-[5-[(7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl)oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoate

化学式: C82H54O52 (1870.1581)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)OC5=C(C(=C(C=C5C(=O)OC6C7C(C8C(O6)COC(=O)C9=CC(=C(C(=C9C2=C(C(=C(C=C2C(=O)O8)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O7)O)O)O)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O3)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
InChI: InChI=1S/C82H54O52/c83-24-1-14(71(112)133-81-69-67(129-76(117)19-7-29(88)50(98)59(107)41(19)43-21(78(119)131-69)9-31(90)52(100)61(43)109)65-35(125-81)12-122-72(113)15-3-25(84)46(94)55(103)37(15)39-17(74(115)127-65)5-27(86)48(96)57(39)105)2-34(45(24)93)124-64-23(11-33(92)54(102)63(64)111)80(121)134-82-70-68(130-77(118)20-8-30(89)51(99)60(108)42(20)44-22(79(120)132-70)10-32(91)53(101)62(44)110)66-36(126-82)13-123-73(114)16-4-26(85)47(95)56(104)38(16)40-18(75(116)128-66)6-28(87)49(97)58(40)106/h1-11,35-36,65-70,81-111H,12-13H2

描述信息

同义名列表

4 个代谢物同义名

agrimoniin; (7,8,9,12,13,14,28,29,30,33,34,35-Dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl) 2-[5-[(7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl)oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoate; alpha-D-Glucopyranose, cyclic 2,3:4,6-bis(4,4,5,5,6,6-hexahydroxy(1,1-biphenyl)-2,2-dicarboxylate) 1-(2-(5-(((2,3:4,6-bis-O-((4,4,5,5,6,6-hexahydroxy(1,1-biphenyl)-2,2-diyl)dicarbonyl)-alpha-D-glucopyranosyl)oxy)carbonyl)-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate), stereoisomer; Agrimoniin



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)

11 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
Cytoplasm 7 CYP3A4, EGFR, ELANE, HIF1A, MTOR, PTGS2, XDH
Peripheral membrane protein 2 MTOR, PTGS2
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 5 CYP1A2, CYP3A4, EGFR, MTOR, PTGS2
Nucleus 4 EGFR, GABPA, HIF1A, MTOR
cytosol 4 ELANE, HIF1A, MTOR, XDH
dendrite 1 MTOR
nuclear body 1 HIF1A
phagocytic vesicle 2 ELANE, MTOR
nucleoplasm 3 GABPA, HIF1A, MTOR
RNA polymerase II transcription regulator complex 1 HIF1A
Cell membrane 1 EGFR
Cytoplasmic side 1 MTOR
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Golgi apparatus membrane 1 MTOR
cell junction 1 EGFR
cell surface 2 EGFR, ELANE
glutamatergic synapse 1 EGFR
Golgi membrane 3 EGFR, INS, MTOR
lysosomal membrane 2 GAA, MTOR
Lysosome 2 GAA, MTOR
endosome 1 EGFR
plasma membrane 2 EGFR, GAA
Membrane 4 CYP3A4, EGFR, GAA, MTOR
apical plasma membrane 1 EGFR
basolateral plasma membrane 1 EGFR
caveola 1 PTGS2
extracellular exosome 2 ELANE, GAA
Lysosome membrane 2 GAA, MTOR
endoplasmic reticulum 1 PTGS2
extracellular space 5 CXCL8, EGFR, ELANE, INS, XDH
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 EGFR
protein-containing complex 3 EGFR, HIF1A, PTGS2
intracellular membrane-bounded organelle 3 CYP1A2, CYP3A4, GAA
Microsome membrane 4 CYP1A2, CYP3A4, MTOR, PTGS2
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 EGFR
Secreted 3 CXCL8, GAA, INS
extracellular region 4 CXCL8, ELANE, GAA, INS
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 1 MTOR
motile cilium 1 HIF1A
nuclear membrane 1 EGFR
nucleolus 1 PNMA2
axon cytoplasm 1 HIF1A
Membrane raft 1 EGFR
focal adhesion 1 EGFR
Peroxisome 1 XDH
intracellular vesicle 1 EGFR
sarcoplasmic reticulum 1 XDH
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
nuclear speck 1 HIF1A
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 EGFR
neuron projection 1 PTGS2
chromatin 2 GABPA, HIF1A
Nucleus, nucleolus 1 PNMA2
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
endosome lumen 1 INS
tertiary granule membrane 1 GAA
Nucleus speckle 1 HIF1A
euchromatin 1 HIF1A
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, PTGS2
transcription repressor complex 1 ELANE
specific granule lumen 1 ELANE
transport vesicle 1 INS
azurophil granule membrane 1 GAA
azurophil granule lumen 1 ELANE
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 EGFR
ficolin-1-rich granule membrane 1 GAA
Cytoplasmic vesicle, phagosome 2 ELANE, MTOR
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
autolysosome lumen 1 GAA


文献列表

  • Xiongfei Zhang, Jianping Chen, Beili Xi, Yutong Liu, Shaojun Wang, Ling Gu, Huanhuan Zhao, Li Tao, Yang Hua, Yan Wang, Meijuan Chen. Agrimoniin is a dual inhibitor of AKT and ERK pathways that inhibit pancreatic cancer cell proliferation. Phytotherapy research : PTR. 2023 May; ?(?):. doi: 10.1002/ptr.7867. [PMID: 37156642]
  • Elżbieta Karlińska, Beata Romanowska, Monika Kosmala. The Aerial Parts of Agrimonia procera Wallr. and Agrimonia eupatoria L. as a Source of Polyphenols, and Especially Agrimoniin and Flavonoids. Molecules (Basel, Switzerland). 2021 Dec; 26(24):. doi: 10.3390/molecules26247706. [PMID: 34946788]
  • Joanna Milala, Monika Kosmala, Elżbieta Karlińska, Jerzy Juśkiewicz, Zenon Zduńczyk, Bartosz Fotschki. Ellagitannins from Strawberries with Different Degrees of Polymerization Showed Different Metabolism through Gastrointestinal Tract of Rats. Journal of agricultural and food chemistry. 2017 Dec; 65(49):10738-10748. doi: 10.1021/acs.jafc.7b04120. [PMID: 29143528]
  • Daniel M Grochowski, Krystyna Skalicka-Woźniak, Ilkay Erdogan Orhan, Jianbo Xiao, Marcello Locatelli, Jakub P Piwowarski, Sebastian Granica, Michał Tomczyk. A comprehensive review of agrimoniin. Annals of the New York Academy of Sciences. 2017 08; 1401(1):166-180. doi: 10.1111/nyas.13421. [PMID: 28731232]
  • Nina I Kashchenko, Nadezhda K Chirikova, Daniil N Olennikov. Agrimoniin, an Active Ellagitannin from Comarum palustre Herb with Anti-α-Glucosidase and Antidiabetic Potential in Streptozotocin-Induced Diabetic Rats. Molecules (Basel, Switzerland). 2017 Jan; 22(1):. doi: 10.3390/molecules22010073. [PMID: 28045450]
  • Jakub P Piwowarski, Sebastian Granica, Joanna Stefańska, Anna K Kiss. Differences in Metabolism of Ellagitannins by Human Gut Microbiota ex Vivo Cultures. Journal of natural products. 2016 Dec; 79(12):3022-3030. doi: 10.1021/acs.jnatprod.6b00602. [PMID: 28006907]
  • Marco Fumagalli, Enrico Sangiovanni, Urska Vrhovsek, Stefano Piazza, Elisa Colombo, Mattia Gasperotti, Fulvio Mattivi, Emma De Fabiani, Mario Dell'Agli. Strawberry tannins inhibit IL-8 secretion in a cell model of gastric inflammation. Pharmacological research. 2016 09; 111(?):703-712. doi: 10.1016/j.phrs.2016.07.028. [PMID: 27473819]
  • Julia Hoffmann, Federica Casetti, Ute Bullerkotte, Birgit Haarhaus, Jan Vagedes, Christoph M Schempp, Ute Wölfle. Anti-Inflammatory Effects of Agrimoniin-Enriched Fractions of Potentilla erecta. Molecules (Basel, Switzerland). 2016 Jun; 21(6):. doi: 10.3390/molecules21060792. [PMID: 27322232]
  • Sebastian Granica, Holger Kluge, Gert Horn, Adam Matkowski, Anna K Kiss. The phytochemical investigation of Agrimonia eupatoria L. and Agrimonia procera Wallr. as valid sources of Agrimoniae herba--The pharmacopoeial plant material. Journal of pharmaceutical and biomedical analysis. 2015 Oct; 114(?):272-9. doi: 10.1016/j.jpba.2015.05.027. [PMID: 26092224]
  • Izabela Fecka, Alicja Zofia Kucharska, Adam Kowalczyk. Quantification of tannins and related polyphenols in commercial products of tormentil (Potentilla tormentilla). Phytochemical analysis : PCA. 2015 Sep; 26(5):353-66. doi: 10.1002/pca.2570. [PMID: 26047031]
  • Agnieszka Bazylko, Jakub P Piwowarski, Agnieszka Filipek, Jessica Bonarewicz, Michał Tomczyk. In vitro antioxidant and anti-inflammatory activities of extracts from Potentilla recta and its main ellagitannin, agrimoniin. Journal of ethnopharmacology. 2013 Aug; 149(1):222-7. doi: 10.1016/j.jep.2013.06.026. [PMID: 23811215]
  • Izabela Fecka. Development of chromatographic methods for determination of agrimoniin and related polyphenols in pharmaceutical products. Journal of AOAC International. 2009 Mar; 92(2):410-8. doi: . [PMID: 19485199]
  • Andrea Hrenn, Thomas Steinbrecher, Andreas Labahn, Joseph Schwager, Christoph M Schempp, Irmgard Merfort. Plant phenolics inhibit neutrophil elastase. Planta medica. 2006 Oct; 72(12):1127-31. doi: 10.1055/s-2006-946700. [PMID: 17024589]
  • T Murayama, N Kishi, R Koshiura, K Takagi, T Furukawa, K Miyamoto. Agrimoniin, an antitumor tannin of Agrimonia pilosa Ledeb., induces interleukin-1. Anticancer research. 1992 Sep; 12(5):1471-4. doi: ". [PMID: 1444208]
  • K Miyamoto, N Kishi, R Koshiura. Antitumor effect of agrimoniin, a tannin of Agrimonia pilosa Ledeb., on transplantable rodent tumors. Japanese journal of pharmacology. 1987 Feb; 43(2):187-95. doi: 10.1254/jjp.43.187. [PMID: 3573425]