Metergoline (BioDeep_00000398733)

   


代谢物信息卡片


Metergoline phenylmethyl ester

化学式: C25H29N3O2 (403.2259654)
中文名称: 甲麦角林
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1CC(CC2C1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5
InChI: InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)

描述信息

An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.
G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02C - Other gynecologicals > G02CB - Prolactine inhibitors
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D012702 - Serotonin Antagonists
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018491 - Dopamine Agonists
C78272 - Agent Affecting Nervous System > C66884 - Dopamine Agonist
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.923
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.918
Metergoline is a serotonin (5-HT) receptor and dopamine receptors antagonist, with pKis of 8.64, 8.75 and 8.75 for 5-HT2A, 5-HT2B and 5-HT2C, respectively. Metergoline is a high-affinity ligand for the h5-HT7 receptor, with a Ki of 16 nM. Metergoline is also a reversible neural Na+ channels inhibitor. Metergoline is commonly used for the research of seasonal affective disorder, prolactin hormone regulation[1][2][3].

同义名列表

2 个代谢物同义名

Metergoline; Metergoline phenylmethyl ester



数据库引用编号

14 个数据库交叉引用编号

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代谢反应

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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。

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文献列表

  • Ben A Chindo, Melanie-Jayne R Howes, Sawsan Abuhamdah, Danjuma Mallam, Timothy Micah, Rosemary I Awotula, Robin Battison, Paul L Chazot. Evaluation of the anti-nociceptive profile of essential oil from Melissa officinalis L. (lemon balm) in acute and chronic pain models. Journal of ethnopharmacology. 2024 Mar; 321(?):117500. doi: 10.1016/j.jep.2023.117500. [PMID: 38030022]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Olanrewaju A Salako, Abidemi J Akindele, Aishat O Balogun, Olufunmilayo O Adeyemi. Investigation of Antidepressant, Anxiolytic and Sedative Activities of the Aqueous Leaf Extract of Musa sapientum Linn. (Banana; Musaceae). Drug research. 2019 Feb; 69(3):136-143. doi: 10.1055/a-0651-7978. [PMID: 30075482]
  • Sachie Sasaki-Hamada, Azusa Suzuki, Yudai Ueda, Kinzo Matsumoto, Jun-Ichiro Oka. Serotonergic and dopaminergic systems are implicated in antidepressant-like effects of chotosan, a Kampo formula, in mice. Journal of pharmacological sciences. 2017 Feb; 133(2):110-113. doi: 10.1016/j.jphs.2017.01.002. [PMID: 28233634]
  • Ismail O Ishola, Olufunsho Awodele, Chinedum O Eluogu. Potentials of Mangifera indica in the treatment of depressive-anxiety disorders: possible mechanisms of action. Journal of complementary & integrative medicine. 2016 Sep; 13(3):275-287. doi: 10.1515/jcim-2015-0047. [PMID: 27276531]
  • I O Ishola, S O Olayemi, O K Yemitan, E A Umeh. Antidepressant and anxiolytic effects of the methanol root extract of Capparis thonningii: involvement of monoaminergic, cholinergic and GABAergic systems. Drug research. 2015 Apr; 65(4):205-13. doi: 10.1055/s-0034-1376963. [PMID: 24886981]
  • D Daems, G Van Camp, M Fernandez, Y Guisez, E Prinsen, L J Nagels. Use of potentiometric detection in (ultra) high performance liquid chromatography and modelling with adsorption/desorption binding kinetics. Analytica chimica acta. 2013 May; 777(?):25-31. doi: 10.1016/j.aca.2013.03.031. [PMID: 23622961]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Camila Marroni Roncon, Camila Biesdorf de Almeida, Traudi Klein, João Carlos Palazzo de Mello, Elisabeth Aparecida Audi. Anxiolytic effects of a semipurified constituent of guaraná seeds on rats in the elevated T-maze test. Planta medica. 2011 Feb; 77(3):236-41. doi: 10.1055/s-0030-1250315. [PMID: 20845263]
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  • Xianyong Gui, Robert E Carraway. Involvement of mast cells in basal and neurotensin-induced intestinal absorption of taurocholate in rats. American journal of physiology. Gastrointestinal and liver physiology. 2004 Aug; 287(2):G408-16. doi: 10.1152/ajpgi.00178.2003. [PMID: 14693504]
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  • Julie Y Crider, Gary W Williams, Colene D Drace, Parvaneh Katoli, Michelle Senchyna, Najam A Sharif. Pharmacological characterization of a serotonin receptor (5-HT7) stimulating cAMP production in human corneal epithelial cells. Investigative ophthalmology & visual science. 2003 Nov; 44(11):4837-44. doi: 10.1167/iovs.02-1292. [PMID: 14578406]
  • Anna M Feldweg, Daniel S Friend, Joseph S Zhou, Yoshihide Kanaoka, Massoud Daheshia, Lin Li, K Frank Austen, Howard R Katz. gp49B1 suppresses stem cell factor-induced mast cell activation-secretion and attendant inflammation in vivo. European journal of immunology. 2003 Aug; 33(8):2262-8. doi: 10.1002/eji.200323978. [PMID: 12884301]
  • Johan O Nöthling, David Gerber, Cornelia Gerstenberg, C Kaiser, M Döbeli. Abortifacient and endocrine effects of metergoline in beagle bitches during the second half of gestation. Theriogenology. 2003 May; 59(9):1929-40. doi: 10.1016/s0093-691x(02)01292-x. [PMID: 12600730]
  • Didier Jourdan, Isabelle Piec, Jean-Michel Gaulier, Eric Lacassie, Josette Alliot. Effect of fenfluramine on caloric intake and macronutrient selection in Lou/c rats during aging. Neurobiology of aging. 2003 Jan; 24(1):67-76. doi: 10.1016/s0197-4580(02)00049-0. [PMID: 12493552]
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  • A C Okkens, S J Dieleman, H S Kooistra, M M Bevers. Plasma concentrations of prolactin in overtly pseudopregnant Afghan hounds and the effect of metergoline. Journal of reproduction and fertility. Supplement. 1997; 51(?):295-301. doi: NULL. [PMID: 9404298]
  • A C Okkens, H S Kooistra, S J Dieleman, M M Bevers. Dopamine agonistic effects as opposed to prolactin concentrations in plasma as the influencing factor on the duration of anoestrus in bitches. Journal of reproduction and fertility. Supplement. 1997; 51(?):55-8. doi: NULL. [PMID: 9404271]
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  • T Fischer, A Streitmatter, A Gerede, A Frauendorf, M Krause, A Feige. [Puerperal inhibition of lactation with metergoline or bromocriptine]. Zeitschrift fur Geburtshilfe und Neonatologie. 1995 May; 199(3):111-5. doi: NULL. [PMID: 7553254]
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  • P S Kusuma, D Tainturier. Comparison of induction of oestrus in dogs using metergoline, metergoline plus human chorionic gonadotrophin, or pregnant mares' serum gonadotrophin. Journal of reproduction and fertility. Supplement. 1993; 47(?):363-70. doi: NULL. [PMID: 8229950]
  • M Gavend, M Mallaret, F Caron, G Baragatti. Antagonism of metergoline on the diuretic effect of cyclazocine and U-50488 drugs with a kappa agonist activity. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 1993; 47(8):337-44. doi: 10.1016/0753-3322(93)90083-w. [PMID: 8061255]
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