Morphine-3-glucuronide (BioDeep_00000001381)

 

Secondary id: BioDeep_00001874417

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylic acid

化学式: C23H27NO9 (461.1685732000001)
中文名称: 吗啡-3-Β-D-葡糖苷酸
谱图信息: 最多检出来源 Viridiplantae(plant) 0.15%

分子结构信息

SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)OC6C(C(C(C(O6)C(=O)O)O)O)O)OC3C(C=C4)O
InChI: InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-4-12(25)20(23)32-18-13(5-2-9(14(18)23)8-11(10)24)31-22-17(28)15(26)16(27)19(33-22)21(29)30/h2-5,10-12,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,12-,15-,16-,17+,19-,20-,22+,23-/m0/s1

描述信息

Morphine-3-glucuronide belongs to the family of Morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants

同义名列表

7 个代谢物同义名

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylic acid; Morphine-3-glucuronide (stereo-aspecific); Morphine 3-glucuronide(minor); Morphine-3beta-D-glucuronide; Morphine 3-glucuronide; Morphine-3-glucuronide; m-3-g hydrate



数据库引用编号

14 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

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

PharmGKB(1)

2 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

  • Thomas Duflot, Tony Pereira, Marie-Pierre Tavolacci, Robinson Joannidès, Frédéric Aubrun, Fabien Lamoureux, Virginie Eve Lvovschi. Pharmacokinetic modeling of morphine and its glucuronides: Comparison of nebulization versus intravenous route in healthy volunteers. CPT: pharmacometrics & systems pharmacology. 2022 01; 11(1):82-93. doi: 10.1002/psp4.12735. [PMID: 34842366]
  • Noora Sjöstedt, Sibylle Neuhoff, Kim L R Brouwer. Physiologically-Based Pharmacokinetic Model of Morphine and Morphine-3-Glucuronide in Nonalcoholic Steatohepatitis. Clinical pharmacology and therapeutics. 2021 03; 109(3):676-687. doi: 10.1002/cpt.2037. [PMID: 32897538]
  • Kaiyuan Wang, Jian Wang, Ting Liu, Wenwen Yu, Nan Dong, Chen Zhang, Wenbin Xia, Feng Wei, Lili Yang, Xiubao Ren. Morphine-3-glucuronide upregulates PD-L1 expression via TLR4 and promotes the immune escape of non-small cell lung cancer. Cancer biology & medicine. 2021 02; 18(1):155-171. doi: 10.20892/j.issn.2095-3941.2020.0442. [PMID: 33628591]
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  • David Sartori, Tamorah Lewis, Autumn Breaud, William Clarke. The development of a high-performance liquid chromatography-tandem mass spectrometric method for simultaneous quantification of morphine, morphine-3-β-glucuronide, morphine-6-β-glucuronide, hydromorphone, and normorphine in serum. Clinical biochemistry. 2015 Dec; 48(18):1283-90. doi: 10.1016/j.clinbiochem.2015.05.023. [PMID: 26118474]
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  • Yong Joo Lee, Sang-Yeon Suh, Junghan Song, Sanghee Shiny Lee, Ah-Ram Seo, Hong-Yup Ahn, Myung Ah Lee, Chul-Min Kim, Pål Klepstad. Serum and urine concentrations of morphine and morphine metabolites in patients with advanced cancer receiving continuous intravenous morphine: an observational study. BMC palliative care. 2015 Oct; 14(?):53. doi: 10.1186/s12904-015-0052-9. [PMID: 26507979]
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  • Christian Görgens, Sven Guddat, Anne-Katrin Orlovius, Gerd Sigmund, Andreas Thomas, Mario Thevis, Wilhelm Schänzer. "Dilute-and-inject" multi-target screening assay for highly polar doping agents using hydrophilic interaction liquid chromatography high resolution/high accuracy mass spectrometry for sports drug testing. Analytical and bioanalytical chemistry. 2015 Jul; 407(18):5365-79. doi: 10.1007/s00216-015-8699-x. [PMID: 25925859]
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