4-Methylumbelliferone glucuronide (BioDeep_00000001502)

 

Secondary id: BioDeep_00000017855, BioDeep_00000398018

human metabolite blood metabolite


代谢物信息卡片


(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylic acid

化学式: C16H16O9 (352.0794)
中文名称: 4-甲基-7-氧香豆素-β-D-葡萄糖苷酸
谱图信息: 最多检出来源 Viridiplantae(not specific) 1.49%

分子结构信息

SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)C(=O)O)O)O)O
InChI: InChI=1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1



数据库引用编号

11 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)

1 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 6 ABCB1, CAT, FOXP3, GADD45G, IREB2, MTOR
Peripheral membrane protein 2 GBA1, MTOR
Endoplasmic reticulum membrane 6 MTOR, PLN, UGT1A6, UGT1A7, UGT1A8, UGT1A9
Mitochondrion membrane 2 ABCG2, PLN
Nucleus 4 FOXP3, GADD45G, LMX1B, MTOR
cytosol 5 CAT, FOXP3, IREB2, MTOR, STX1A
dendrite 1 MTOR
mitochondrial membrane 2 ABCG2, PLN
phagocytic vesicle 1 MTOR
trans-Golgi network 1 GBA1
nucleoplasm 3 ABCG2, FOXP3, MTOR
Cell membrane 3 ABCB1, ABCG2, STX1A
Cytoplasmic side 1 MTOR
lamellipodium 1 STX2
Multi-pass membrane protein 5 ABCB1, ABCC2, ABCC3, ABCG2, SLC45A2
Golgi apparatus membrane 1 MTOR
cell surface 2 ABCB1, ABCC2
Golgi apparatus 1 GBA1
Golgi membrane 1 MTOR
lysosomal membrane 2 GBA1, MTOR
synaptic vesicle 2 STX1A, STX2
Lysosome 2 GBA1, MTOR
plasma membrane 7 ABCB1, ABCC2, ABCC3, ABCG2, PRSS27, STX1A, STX2
synaptic vesicle membrane 1 STX1A
Membrane 13 ABCB1, ABCC2, ABCC3, ABCG2, CAT, MTOR, PLN, SLC45A2, STX2, UGT1A6, UGT1A7, UGT1A8, UGT1A9
apical plasma membrane 3 ABCB1, ABCC2, ABCG2
axon 1 STX1A
basolateral plasma membrane 2 ABCC3, STX2
extracellular exosome 3 ABCB1, CAT, GBA1
Lysosome membrane 2 GBA1, MTOR
Lumenal side 1 GBA1
endoplasmic reticulum 6 GBA1, PLN, UGT1A6, UGT1A7, UGT1A8, UGT1A9
extracellular space 1 STX2
lysosomal lumen 1 GBA1
perinuclear region of cytoplasm 1 PLN
intercellular canaliculus 1 ABCC2
mitochondrion 3 CAT, IREB2, PLN
protein-containing complex 3 CAT, FOXP3, STX2
intracellular membrane-bounded organelle 3 CAT, STX2, UGT1A6
Microsome membrane 1 MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
extracellular region 3 CAT, PRSS27, STX1A
Mitochondrion outer membrane 1 MTOR
Single-pass membrane protein 5 PLN, UGT1A6, UGT1A7, UGT1A8, UGT1A9
mitochondrial outer membrane 1 MTOR
[Isoform 2]: Secreted 1 STX1A
mitochondrial matrix 1 CAT
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 STX1A
nuclear membrane 1 STX1A
Melanosome membrane 1 SLC45A2
presynaptic active zone membrane 2 STX1A, STX2
Apical cell membrane 3 ABCB1, ABCC2, ABCG2
Membrane raft 1 ABCG2
focal adhesion 1 CAT
Peroxisome 1 CAT
sarcoplasmic reticulum 1 PLN
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 MTOR
PML body 1 MTOR
neuron projection 1 STX1A
chromatin 2 FOXP3, LMX1B
brush border membrane 1 ABCG2
Basolateral cell membrane 1 ABCC3
nuclear envelope 1 MTOR
Endomembrane system 3 MTOR, STX1A, STX2
basal plasma membrane 1 ABCC3
SNARE complex 2 STX1A, STX2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
Sarcoplasmic reticulum membrane 1 PLN
Single-pass type IV membrane protein 1 STX1A
Synapse, synaptosome 1 STX1A
Basal cell membrane 1 ABCC3
external side of apical plasma membrane 2 ABCB1, ABCG2
Cytoplasmic vesicle, phagosome 1 MTOR
catalase complex 1 CAT
calcium ion-transporting ATPase complex 1 PLN
synaptobrevin 2-SNAP-25-syntaxin-1a complex 1 STX1A


文献列表

  • Yanshan Zhong, Xiaodan Lu, Zhiwei Deng, Ziqing Lu, Minghui Fu. A 1232 bp upstream sequence of glutamine synthetase 1b from Eichhornia crassipes is a root-preferential promoter sequence. BMC plant biology. 2021 Jan; 21(1):66. doi: 10.1186/s12870-021-02832-x. [PMID: 33514320]
  • Nadine Nagy, Irina Gurevich, Hedwich F Kuipers, Shannon M Ruppert, Payton L Marshall, Bryan J Xie, Wenchao Sun, Andrey V Malkovskiy, Jayakumar Rajadas, Maria Grandoch, Jens W Fischer, Adam R Frymoyer, Gernot Kaber, Paul L Bollyky. 4-Methylumbelliferyl glucuronide contributes to hyaluronan synthesis inhibition. The Journal of biological chemistry. 2019 05; 294(19):7864-7877. doi: 10.1074/jbc.ra118.006166. [PMID: 30914479]
  • Claire Grignon, Antoine Dupuis, Marion Albouy-Llaty, Maxime Condylis, Laurence Barrier, Pascal Carato, Bertrand Brunet, Virginie Migeot, Nicolas Venisse. Validation of a probe for assessing deconjugation of glucuronide and sulfate phase II metabolites assayed through LC-MS/MS in biological matrices. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Sep; 1061-1062(?):72-78. doi: 10.1016/j.jchromb.2017.07.013. [PMID: 28710970]
  • Michael Hess, Jochen Stritzker, Barbara Härtl, Julia B Sturm, Ivaylo Gentschev, Aladar A Szalay. Bacterial glucuronidase as general marker for oncolytic virotherapy or other biological therapies. Journal of translational medicine. 2011 Oct; 9(?):172. doi: 10.1186/1479-5876-9-172. [PMID: 21989091]
  • Jiping Wang, Allan M Evans, Kathleen M Knights, John O Miners. Differential disposition of intra-renal generated and preformed glucuronides: studies with 4-methylumbelliferone and 4-methylumbelliferyl glucuronide in the filtering and nonfiltering isolated perfused rat kidney. The Journal of pharmacy and pharmacology. 2011 Apr; 63(4):507-14. doi: 10.1111/j.2042-7158.2010.01244.x. [PMID: 21401602]
  • Salma Balazadeh, Miroslaw Kwasniewski, Camila Caldana, Mohammad Mehrnia, María Inés Zanor, Gang-Ping Xue, Bernd Mueller-Roeber. ORS1, an H₂O₂-responsive NAC transcription factor, controls senescence in Arabidopsis thaliana. Molecular plant. 2011 Mar; 4(2):346-60. doi: 10.1093/mp/ssq080. [PMID: 21303842]
  • Tomohiro Sasaki, Takeshi Hirota, Yuriko Ryokai, Daisuke Kobayashi, Miyuki Kimura, Shin Irie, Shun Higuchi, Ichiro Ieiri. Systematic screening of human ABCC3 polymorphisms and their effects on MRP3 expression and function. Drug metabolism and pharmacokinetics. 2011; 26(4):374-86. doi: 10.2133/dmpk.dmpk-10-rg-103. [PMID: 21512263]
  • Deepak Kumar, Sunita Patro, Rajiv Ranjan, Dipak K Sahoo, Indu B Maiti, Nrisingha Dey. Development of useful recombinant promoter and its expression analysis in different plant cells using confocal laser scanning microscopy. PloS one. 2011; 6(9):e24627. doi: 10.1371/journal.pone.0024627. [PMID: 21931783]
  • S K Manna, C Manna, K Batabyal, B Das, D Golder, S Chattopadhyay, B K Biswas. Serogroup distribution and virulence characteristics of sorbitol-negative Escherichia coli from food and cattle stool. Journal of applied microbiology. 2010 Feb; 108(2):658-65. doi: 10.1111/j.1365-2672.2009.04460.x. [PMID: 19796127]
  • Kung-Ta Lee, Shih-Cheng Chen, Bor-Luen Chiang, Takashi Yamakawa. Heat-inducible production of beta-glucuronidase in tobacco hairy root cultures. Applied microbiology and biotechnology. 2007 Jan; 73(5):1047-53. doi: 10.1007/s00253-006-0576-2. [PMID: 16957892]
  • Dietmar J Stahl, Dorothee U Kloos, Reinhard Hehl. A sugar beet chlorophyll a/b binding protein promoter void of G-box like elements confers strong and leaf specific reporter gene expression in transgenic sugar beet. BMC biotechnology. 2004 Dec; 4(?):31. doi: 10.1186/1472-6750-4-31. [PMID: 15579211]
  • María Cecilia Guzmán, María de los Angeles Bistoni, Lucía María Tamagnini, Rubén Darío González. Recovery of Escherichia coli in fresh water fish, Jenynsia multidentata and Bryconamericus iheringi. Water research. 2004 May; 38(9):2367-73. doi: 10.1016/j.watres.2004.02.016. [PMID: 15142798]
  • Ole Petter Thangstad, Bodil Gilde, Supachitra Chadchawan, Martin Seem, Harald Husebye, Douglas Bradley, Atle Magnar Bones. Cell specific, cross-species expression of myrosinases in Brassica napus, Arabidopsis thaliana and Nicotiana tabacum. Plant molecular biology. 2004 Mar; 54(4):597-611. doi: 10.1023/b:plan.0000038272.99590.10. [PMID: 15316292]
  • Anna Siedlecka, Iwona Ciereszko, Ewa Mellerowicz, Françoise Martz, Jychian Chen, Leszek A Kleczkowski. The small subunit ADP-glucose pyrophosphorylase ( ApS) promoter mediates okadaic acid-sensitive uidA expression in starch-synthesizing tissues and cells in Arabidopsis. Planta. 2003 Jun; 217(2):184-92. doi: 10.1007/s00425-003-0982-y. [PMID: 12783326]
  • E Boucheron, A Guivarc'h, A Azmi, W Dewitte, H Van Onckelen, D Chriqui. Competency of Nicotiana tabacum L. stem tissues to dedifferentiate is associated with differential levels of cell cycle gene expression and endogenous cytokinins. Planta. 2002 Jun; 215(2):267-78. doi: 10.1007/s00425-002-0761-1. [PMID: 12029476]
  • Jörn Lötsch, Bernhard Sperker, Heyo K Kroemer, Gerd Geisslinger. Verapamil decreases glucuronidase activity in the gut. Biochemical pharmacology. 2002 Apr; 63(8):1575-8. doi: 10.1016/s0006-2952(02)00881-x. [PMID: 11996900]
  • A H Farnleitner, L Hocke, C Beiwl, G G Kavka, R L Mach. Hydrolysis of 4-methylumbelliferyl-beta-D-glucuronide in differing sample fractions of river waters and its implication for the detection of fecal pollution. Water research. 2002 Feb; 36(4):975-81. doi: 10.1016/s0043-1354(01)00288-3. [PMID: 11848369]
  • I Cakir, H B Dogan, A K Halkman, R W Worobo. An alternative approach for enumeration of Escherichia coli in foods. International journal of food microbiology. 2001 Sep; 68(3):217-23. doi: 10.1016/s0168-1605(01)00488-3. [PMID: 11529445]
  • X Wu, D Loganathan, R J Linhardt. Sensitive method for the quantification of beta-glucuronidase activity in human urine using capillary electrophoresis with fluorescence detection. Journal of chromatography. B, Biomedical sciences and applications. 1998 Apr; 708(1-2):61-6. doi: 10.1016/s0378-4347(97)00673-7. [PMID: 9653947]
  • P Villari, M Iannuzzo, I Torre. An evaluation of the use of 4-methylumbelliferyl-beta-D-glucuronide (MUG) in different solid media for the detection and enumeration of Escherichia coli in foods. Letters in applied microbiology. 1997 Apr; 24(4):286-90. doi: 10.1046/j.1472-765x.1997.00076.x. [PMID: 9134776]
  • S J Hamodrakas, P N Kanellopoulos, K Pavlou, P A Tucker. The crystal structure of the complex of concanavalin A with 4'-methylumbelliferyl-alpha-D-glucopyranoside. Journal of structural biology. 1997 Feb; 118(1):23-30. doi: 10.1006/jsbi.1996.3837. [PMID: 9087912]
  • C Höller, G Havemeister, K O Gundermann. Comparison of BGB-MUG and LSTB-MUG in microbiological surveillance of recreational waters. Zentralblatt fur Hygiene und Umweltmedizin = International journal of hygiene and environmental medicine. 1995 Dec; 198(2):138-51. doi: . [PMID: 9353533]
  • M Takeyama, K Ikawa, I Eto, K Mori. Enzyme immunoassay of elcatonin in human plasma. Biological & pharmaceutical bulletin. 1995 Jun; 18(6):900-2. doi: 10.1248/bpb.18.900. [PMID: 7550129]
  • L Fiksdal, M Pommepuy, M P Caprais, I Midttun. Monitoring of fecal pollution in coastal waters by use of rapid enzymatic techniques. Applied and environmental microbiology. 1994 May; 60(5):1581-4. doi: 10.1128/aem.60.5.1581-1584.1994. [PMID: 8017937]
  • M G Ribeiro, R Pinto, P Oliveira, M C Sá Miranda. Identification of GM2-gangliosidosis B1 variant carriers. Journal of inherited metabolic disease. 1993; 16(6):1003-11. doi: 10.1007/bf00711518. [PMID: 8127050]
  • D L Clark, B B Milner, M H Stewart, R L Wolfe, B H Olson. Comparative study of commercial 4-methylumbelliferyl-beta-D-glucuronide preparations with the Standard Methods membrane filtration fecal coliform test for the detection of Escherichia coli in water samples. Applied and environmental microbiology. 1991 May; 57(5):1528-34. doi: 10.1128/aem.57.5.1528-1534.1991. [PMID: 1854205]
  • C L Zimmerman, S Ratna, E Leboeuf, K S Pang. High-performance liquid chromatographic method for the direct determination of 4-methylumbelliferone and its glucuronide and sulfate conjugates. Application to studies in the single-pass in situ perfused rat intestine-liver preparation. Journal of chromatography. 1991 Jan; 563(1):83-94. doi: 10.1016/0378-4347(91)80279-l. [PMID: 2061397]
  • T Mori, H Takahashi, E Maehata, H Naka. Rapid identification of Escherichia coli from urine by using Fluorocult media. Acta microbiologica Hungarica. 1991; 38(3-4):273-81. doi: NULL. [PMID: 1817424]
  • P M Edelbroek, G M van Kempen, T J Hessing, F A de Wolff. Analysis of phenprocoumon and its hydroxylated and conjugated metabolites in human urine by high-performance liquid chromatography after solid-phase extraction. Journal of chromatography. 1990 Sep; 530(2):347-58. doi: 10.1016/s0378-4347(00)82337-3. [PMID: 2079509]
  • R A Marinelli, M G Luquita, E A Rodriguez Garay. 4-Methylumbelliferone and its glucuronide interfere with protein estimation by the Lowry method. Clinical chemistry. 1987 Aug; 33(8):1475. doi: NULL. [PMID: 3608176]
  • K Morita, Y Sugiyama, M Hanano. Pharmacokinetic study of 4-methylumbelliferone in rats: influence of dose on its first-pass hepatic elimination. Journal of pharmacobio-dynamics. 1986 Feb; 9(2):117-24. doi: 10.1248/bpb1978.9.117. [PMID: 3712212]
  • G J Mulder, S Brouwer, J G Weitering, E Scholtens, K S Pang. Glucuronidation and sulfation in the rat in vivo. The role of the liver and the intestine in the in vivo clearance of 4-methylumbelliferone. Biochemical pharmacology. 1985 Apr; 34(8):1325-9. doi: 10.1016/0006-2952(85)90513-1. [PMID: 3994749]
  • U Femfert, H D Kuntz, B May. Rapid high-performance liquid chromatographic method for the measurement of hymecromon and its conjugates in blood plasma or serum at concentrations attained during therapy. Journal of chromatography. 1983 Dec; 278(2):452-7. doi: 10.1016/s0378-4347(00)84808-2. [PMID: 6668328]