dihydroergotamine (BioDeep_00000398423)

Main id: BioDeep_00000003589

 

natural product


代谢物信息卡片


dihydroergotamine

化学式: C33H37N5O5 (583.2794552)
中文名称: 双氢麦角胺
谱图信息: 最多检出来源 Homo sapiens(urine) 80%

分子结构信息

SMILES: CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CC6C(CC7=CNC8=CC=CC6=C78)N(C5)C
InChI: InChI=1S/C33H37N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39)

描述信息

Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the treatment of migraine and orthostatic hypotension.
N - Nervous system > N02 - Analgesics > N02C - Antimigraine preparations > N02CA - Ergot alkaloids
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018491 - Dopamine Agonists
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C66884 - Dopamine Agonist
D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.880
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.878
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.874

同义名列表

1 个代谢物同义名

dihydroergotamine



数据库引用编号

24 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。



文献列表

  • Zahra Molavi, Sara Razi, Seyed Amir Mirmotalebisohi, Amirjafar Adibi, Marzieh Sameni, Farshid Karami, Vahid Niazi, Zahra Niknam, Morteza Aliashrafi, Mohammad Taheri, Soudeh Ghafouri-Fard, Shabnam Jeibouei, Soodeh Mahdian, Hakimeh Zali, Mohammad Mehdi Ranjbar, Mohsen Yazdani. Identification of FDA approved drugs against SARS-CoV-2 RNA dependent RNA polymerase (RdRp) and 3-chymotrypsin-like protease (3CLpro), drug repurposing approach. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Jun; 138(?):111544. doi: 10.1016/j.biopha.2021.111544. [PMID: 34311539]
  • 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]
  • Detlef Albrecht, Mic Iwashima, Debbie Dillon, Stuart Harris, Jeff Levy. A Phase 1, Randomized, Open-Label, Safety, Tolerability, and Comparative Bioavailability Study of Intranasal Dihydroergotamine Powder (STS101), Intramuscular Dihydroergotamine Mesylate, and Intranasal DHE Mesylate Spray in Healthy Adult Subjects. Headache. 2020 04; 60(4):701-712. doi: 10.1111/head.13737. [PMID: 31985049]
  • 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]
  • Stephen B Shrewsbury, Maria Jeleva, Kelsey H Satterly, Jason Lickliter, John Hoekman. STOP 101: A Phase 1, Randomized, Open-Label, Comparative Bioavailability Study of INP104, Dihydroergotamine Mesylate (DHE) Administered Intranasally by a I123 Precision Olfactory Delivery (POD® ) Device, in Healthy Adult Subjects. Headache. 2019 03; 59(3):394-409. doi: 10.1111/head.13476. [PMID: 30659611]
  • Cetin Tas, Jessica C Joyce, Hiep X Nguyen, Padmanabhan Eangoor, Jennifer S Knaack, Ajay K Banga, Mark R Prausnitz. Dihydroergotamine mesylate-loaded dissolving microneedle patch made of polyvinylpyrrolidone for management of acute migraine therapy. Journal of controlled release : official journal of the Controlled Release Society. 2017 Dec; 268(?):159-165. doi: 10.1016/j.jconrel.2017.10.021. [PMID: 29051065]
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  • Shashidhar Kori, Donald J Kellerman, Polina Voloshko, Gregory Haugen. Effects of a supratherapeutic dose of investigational orally inhaled dihydroergotamine (MAP0004) on QT interval: a randomized, double-blind, active- and placebo-controlled crossover study in healthy volunteers. Clinical therapeutics. 2012 Sep; 34(9):1920-8. doi: 10.1016/j.clinthera.2012.08.001. [PMID: 22917853]
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  • Konstantinos Tziomalos, Gerasimos E Krassas, Themistoklis Tzotzas. The use of sibutramine in the management of obesity and related disorders: an update. Vascular health and risk management. 2009; 5(1):441-52. doi: 10.2147/vhrm.s4027. [PMID: 19475780]
  • Rudolf Krska, Franz Berthiller, Rainer Schuhmacher, Kristian F Nielsen, Colin Crews. Determination of ergot alkaloids: purity and stability assessment of standards and optimization of extraction conditions for cereal samples. Journal of AOAC International. 2008 Nov; 91(6):1363-71. doi: . [PMID: 19202797]
  • Stephen B Shrewsbury, Robert O Cook, Glyn Taylor, Ceri Edwards, Nabih M Ramadan. Safety and pharmacokinetics of dihydroergotamine mesylate administered via a Novel (Tempo) inhaler. Headache. 2008 Mar; 48(3):355-67. doi: 10.1111/j.1526-4610.2007.01006.x. [PMID: 18179563]
  • Thomas Haarmann, Nicole Lorenz, Paul Tudzynski. Use of a nonhomologous end joining deficient strain (Deltaku70) of the ergot fungus Claviceps purpurea for identification of a nonribosomal peptide synthetase gene involved in ergotamine biosynthesis. Fungal genetics and biology : FG & B. 2008 Jan; 45(1):35-44. doi: 10.1016/j.fgb.2007.04.008. [PMID: 17560817]
  • Maria Neve Ombra, Maria Musumeci, Jacques Simpore, Grazia Maria Palano, Salvatore Musumeci. beta-Endorphin concentration in colostrums of Burkinabe and Sicilian women. Nutrition (Burbank, Los Angeles County, Calif.). 2008 Jan; 24(1):31-6. doi: 10.1016/j.nut.2007.09.004. [PMID: 17981438]
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  • Barbara Schumann, Sven Dänicke, Ulrich Meyer, Karl-Heinz Ueberschär, Gerhard Breves. Effects of different levels of ergot in concentrates on the growing and slaughtering performance of bulls and on carry-over into edible tissue. Archives of animal nutrition. 2007 Oct; 61(5):357-70. doi: 10.1080/17450390701556726. [PMID: 18030918]
  • Donata Favretto, Giampietro Frison, Susanna Vogliardi, Santo Davide Ferrara. Highly specific quantification of ergotamine in urine, blood, and hair samples by liquid chromatography-tandem mass spectrometry. Therapeutic drug monitoring. 2007 Jun; 29(3):325-32. doi: 10.1097/ftd.0b013e318067dfe7. [PMID: 17529890]
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