Ergonovine (BioDeep_00000003717)

 

Secondary id: BioDeep_00000398715

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs


代谢物信息卡片


(4R,7R)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

化学式: C19H23N3O2 (325.1790178)
中文名称: 麦角新碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.66%

分子结构信息

SMILES: CC(CO)NC(=O)C1C=C2c3cccc4[nH]cc(c34)CC2N(C)C1
InChI: InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1

描述信息

Ergonovine is only found in individuals that have used or taken this drug. It is an ergot alkaloid with uterine and vascular smooth muscle contractile properties. [PubChem]Ergonovine directly stimulates the uterine muscle to increase force and frequency of contractions. With usual doses, these contractions precede periods of relaxation; with larger doses, basal uterine tone is elevated and these relaxation periods will be decreased. Contraction of the uterine wall around bleeding vessels at the placental site produces hemostasis. Ergonovine also induces cervical contractions. The sensitivity of the uterus to the oxytocic effect is much greater toward the end of pregnancy. The oxytocic actions of ergonovine are greater than its vascular effects. Ergonovine, like other ergot alkaloids, produces arterial vasoconstriction by stimulation of alpha-adrenergic and serotonin receptors and inhibition of endothelial-derived relaxation factor release. It is a less potent vasoconstrictor than ergotamine. As a diagnostic aid (coronary vasospasm), ergonovine causes vasoconstriction of coronary arteries.
G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02A - Uterotonics > G02AB - Ergot alkaloids
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist
C78272 - Agent Affecting Nervous System > C66884 - Dopamine Agonist
D012102 - Reproductive Control Agents > D010120 - Oxytocics

同义名列表

35 个代谢物同义名

(4R,7R)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide; (6AR,9R)-7-methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-FG]quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide; (6AR,9R)-7-methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-FG]quinoline-9-carboxylate ((S)-2-hydroxy-1-methyl-ethyl)-amide; [8beta(S)]-9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide; [8Β(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide; 9,10-Didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide; [8b(S)]-9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide; 9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide; 9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8β(S)-carboxamide; 9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8b(S)-carboxamide; 9,10-Didehydro-N-(a-(hydroxymethyl)ethyl)-6-methylergoline-8-b-carboxamide; 9,10-Didehydro-N-(α-(hydroxymethyl)ethyl)-6-methylergoline-8-β-carboxamide; N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide; N-(alpha-(Hydroxymethyl)ethyl)-D-lysergamide; D-Lysergic acid 1-hydroxymethylethylamide; N-(Α-(hydroxymethyl)ethyl)-D-lysergamide; N-(a-(Hydroxymethyl)ethyl)-D-lysergamide; D-Lysergate 1-hydroxymethylethylamide; Bedford brand OF ergonovine maleate; D-Lysergic acid-L-propanolamide; D-Lysergate-L-propanolamide; ergometrine maleate; Ergonovine maleate; Ergotrate Maleate; Ergometrinum; Ergometrina; Neofemergen; Ergometrine; Margonovine; Ergometrin; Ergobasine; Ergotocine; Ergonovine; Ergotrate; Ergobasin



数据库引用编号

21 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)

16 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

  • Riku Arai, Hiroto Kano, Shinya Suzuki, Hiroaki Semba, Takuto Arita, Naoharu Yagi, Takayuki Otsuka, Shunsuke Matsuno, Minoru Matsuhama, Yuko Kato, Tokuhisa Uejima, Yuji Oikawa, Yasuo Okumura, Junji Yajima, Takeshi Yamashita. Myocardial bridging is an independent predictor of positive spasm provocation testing by intracoronary ergonovine injections: a retrospective observational study. Heart and vessels. 2020 Apr; 35(4):474-486. doi: 10.1007/s00380-019-01518-7. [PMID: 31562555]
  • Matevž Likar, Marjana Grandič, Breda Jakovac Strajn, Katarina Kos, Franci Aco Celar. Links Between Genetic Groups, Host Specificity, and Ergot-Alkaloid Profiles within Claviceps purpurea (Fr.) Tul. on Slovenian Grasses. Plant disease. 2018 Jul; 102(7):1334-1340. doi: 10.1094/pdis-08-17-1179-re. [PMID: 30673578]
  • Jing Tan, Qiao Cao, Guo-Lin He, Yu-Han Cai, Jia-Jie Yu, Xin Sun, You-Ping Li. Misoprostol versus ergometrine-oxytocin for preventing postpartum haemorrhage: a systematic review and meta-analysis of randomized controlled trials. Journal of evidence-based medicine. 2016 Nov; 9(4):194-204. doi: 10.1111/jebm.12201. [PMID: 27187008]
  • Tomonari Koike, Shiori Tamura, Ying Yu, Nobue Kuniyoshi, Masashi Shiomi. High susceptibility of atherosclerotic coronary arteries to the onset of vasospasm and angina pectoris-like symptoms due to coronary spasm in WHHLMI rabbits. Experimental animals. 2016 Nov; 65(4):419-426. doi: 10.1538/expanim.16-0035. [PMID: 27301847]
  • Xingxu Zhang, Zhibiao Nan, Chunjie Li, Kun Gao. Cytotoxic effect of ergot alkaloids in Achnatherum inebrians infected by the Neotyphodium gansuense endophyte. Journal of agricultural and food chemistry. 2014 Jul; 62(30):7419-22. doi: 10.1021/jf502264j. [PMID: 24851700]
  • Yukari Yaju, Yaeko Kataoka, Hiromi Eto, Shigeko Horiuchi, Rintaro Mori. Prophylactic interventions after delivery of placenta for reducing bleeding during the postnatal period. The Cochrane database of systematic reviews. 2013 Nov; ?(11):CD009328. doi: 10.1002/14651858.cd009328.pub2. [PMID: 24277681]
  • Masashi Shiomi, Tatsuro Ishida, Tsutomu Kobayashi, Norihisa Nitta, Akinaga Sonoda, Satoshi Yamada, Tomonari Koike, Nobue Kuniyoshi, Kiyoshi Murata, Ken-ichi Hirata, Takashi Ito, Peter Libby. Vasospasm of atherosclerotic coronary arteries precipitates acute ischemic myocardial damage in myocardial infarction-prone strain of the Watanabe heritable hyperlipidemic rabbits. Arteriosclerosis, thrombosis, and vascular biology. 2013 Nov; 33(11):2518-23. doi: 10.1161/atvbaha.113.301303. [PMID: 23990209]
  • Alexander Paulke, Christian Kremer, Cora Wunder, Janosch Achenbach, Bardya Djahanschiri, Anderson Elias, J Stefan Schwed, Harald Hübner, Peter Gmeiner, Ewgenij Proschak, Stefan W Toennes, Holger Stark. Argyreia nervosa (Burm. f.): receptor profiling of lysergic acid amide and other potential psychedelic LSD-like compounds by computational and binding assay approaches. Journal of ethnopharmacology. 2013 Jul; 148(2):492-7. doi: 10.1016/j.jep.2013.04.044. [PMID: 23665164]
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  • Olusola Ladeji, Francis Vincent Udoh, Z S C Okoye. Activity of aqueous extract of the bark of Vitex doniana on uterine muscle response to drugs. Phytotherapy research : PTR. 2005 Sep; 19(9):804-6. doi: 10.1002/ptr.1588. [PMID: 16220576]
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  • Simone Mainka, Sven Dänicke, Hartwig Böhme, Joachim Wolff, Siegfried Matthes, Gerhard Flachowsky. Comparative studies on the effect of ergot contaminated feed on performance and health of piglets and chickens. Archives of animal nutrition. 2005 Apr; 59(2):81-98. doi: 10.1080/17450390512331387909. [PMID: 16080303]
  • Ali S Moubarak, Zelpha B Johnson, Charles F Rosenkrans. Antagonistic effects of simultaneous exposure of ergot alkaloids on kidney adenosine triphosphatase system. In vitro cellular & developmental biology. Animal. 2003 Sep; 39(8-9):395-8. doi: 10.1290/1543-706x(2003)039<0395:aeoseo>2.0.co;2. [PMID: 15038775]
  • Takahisa Ushiroyama, Kou Sakuma, Hekiko Souen, Gou Nakai, Shouko Morishima, Katsuyuki Yasuda, Ichiro Orino, Minoru Ueki. Therapeutic effects of Kyuki-chouketsu-in in restoring postpartum physical condition. The American journal of Chinese medicine. 2003; 31(3):437-44. doi: 10.1142/s0192415x03001028. [PMID: 12943174]
  • Kazuto Yasuda, Lu-Bin Lan, Dominique Sanglard, Katryn Furuya, John D Schuetz, Erin G Schuetz. Interaction of cytochrome P450 3A inhibitors with P-glycoprotein. The Journal of pharmacology and experimental therapeutics. 2002 Oct; 303(1):323-32. doi: 10.1124/jpet.102.037549. [PMID: 12235267]
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