Ergonovine (BioDeep_00000398715)

Main id: BioDeep_00000003717

 

natural product PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


Ergometrine

化学式: C19H23N3O2 (325.1790178)
中文名称: 麦角新碱
谱图信息: 最多检出来源 Viridiplantae(plant) 66.67%

分子结构信息

SMILES: CC(CO)NC(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
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

A monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration). An ergot alkaloid that has a particularly powerful action on the uterus, its maleate (and formerly tartrate) salt is used in the active management of the third stage of labour, and to prevent or treat postpartum of postabortal haemorrhage caused by uterine atony: by maintaining uterine contraction and tone, blood vessels in the uterine wall are compressed and blood flow reduced.
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
CONFIDENCE Claviceps purpurea sclerotia
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.382
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.380
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.373
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.375

同义名列表

3 个代谢物同义名

Ergometrine; Ergonovine; Ergonovine



数据库引用编号

25 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)

14 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]
  • Enitome E Bafor, Eric K I Omogbai, Ray I Ozolua. Oxytocin inhibiting effect of the aqueous leaf extract of Ficus exasperata (Moraceae) on the isolated rat uterus. Acta poloniae pharmaceutica. 2011 Jul; 68(4):541-7. doi: ". [PMID: 21796936]
  • Nikunj B Patel, Varsha J Galani, Bharatkumar G Patel. Antistress activity of Argyreia speciosa roots in experimental animals. Journal of Ayurveda and integrative medicine. 2011 Jul; 2(3):129-36. doi: 10.4103/0975-9476.85551. [PMID: 22022155]
  • Kerry E Goetz, Christine M Coyle, Johnathan Z Cheng, Sarah E O'Connor, Daniel G Panaccione. Ergot cluster-encoded catalase is required for synthesis of chanoclavine-I in Aspergillus fumigatus. Current genetics. 2011 Jun; 57(3):201-11. doi: 10.1007/s00294-011-0336-4. [PMID: 21409592]
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  • Kyeong Ho Yun, Seoung-Nam Shin, Jum Suk Ko, Sang Jae Rhee, Nam-Ho Kim, Seok Kyu Oh, Jin-Won Jeong. Coronary artery responsiveness to ergonovine provocation in patients without vasospatic angina: a quantitative coronary angiography analysis. International heart journal. 2011; 52(6):338-42. doi: 10.1536/ihj.52.338. [PMID: 22188705]
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  • Yufei Hu, Zhujun Zhang, Gongke Li. A novel chemiluminescence method for the determination of ergometrine maleate in serum sample without chemiluminescence reagent. Talanta. 2010 Apr; 81(1-2):499-504. doi: 10.1016/j.talanta.2009.12.032. [PMID: 20188953]
  • Omonkhelin J Owolabi, Zulekhai A Nworgu, Abiodun Falodun, Buhiyamin A Ayinde, Charles N Nwako. Evaluation of tocolytic activity of ethanol extract of the stem bark of Ficus capensis Thunb. (Moraceae). Acta poloniae pharmaceutica. 2009 May; 66(3):293-6. doi: . [PMID: 19645329]
  • Toshihiro Yasuda, Reiko Iida, Yasuyuki Kawai, Tamiko Nakajima, Yoshihiko Kominato, Junko Fujihara, Haruo Takeshita. Serum deoxyribonuclease I can be used as a useful marker for diagnosis of death due to ischemic heart disease. Legal medicine (Tokyo, Japan). 2009 Apr; 11 Suppl 1(?):S213-5. doi: 10.1016/j.legalmed.2009.01.092. [PMID: 19254870]
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  • Norihiro Morikawa, Yasuyuki Kawai, Kenichiro Arakawa, Teruhiko Kumamoto, Isamu Miyamori, Hironobu Akao, Michihiko Kitayama, Kouji Kajinami, Jong-Dae Lee, Haruo Takeshita, Yoshihiko Kominato, Toshihiro Yasuda. Serum deoxyribonuclease I activity can be used as a novel marker of transient myocardial ischaemia: results in vasospastic angina pectoris induced by provocation test. European heart journal. 2007 Dec; 28(24):2992-7. doi: 10.1093/eurheartj/ehm483. [PMID: 17967825]
  • Milan A Nedeljkovic, Miodrag C Ostojic, Branko D Beleslin, Ivana Nedeljkovic, Natasa Milic, Vladan Vukcevic, Sinisa Stojkovic, Jovica Saponjski, Dejan Orlic, Ana Djordjevic-Dikic, Jelena Stepanovic, Vojislav Giga, Zorica Petrasinovic, Aleksandra Arandjelovic, Biljana Beleslin, Vladimir Kanjuh. Ergonovine-induced changes of coronary artery diameter in patients with nonsignificant coronary artery stenosis : relation with lipid profile. Herz. 2007 Jun; 32(4):329-35. doi: 10.1007/s00059-007-2831-4. [PMID: 17607540]
  • Ming-Jui Hung, Wen-Jin Cherng, Ning-I Yang, Chi-Wen Cheng, Li-Fu Li. Relation of high-sensitivity C-reactive protein level with coronary vasospastic angina pectoris in patients without hemodynamically significant coronary artery disease. The American journal of cardiology. 2005 Dec; 96(11):1484-90. doi: 10.1016/j.amjcard.2005.07.055. [PMID: 16310426]
  • 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]
  • Zhengjun Gong, Yi Lv, Yuming Huang, Zhujun Zhang. Determination of ergometrine maleate by fluorescence detection. Luminescence : the journal of biological and chemical luminescence. 2005 May; 20(3):124-8. doi: 10.1002/bio.829. [PMID: 15924314]
  • 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]
  • Chao-Hung Wang, Li-Tang Kuo, Ming-Jui Hung, Wen-Jin Cherng. Coronary vasospasm as a possible cause of elevated cardiac troponin I in patients with acute coronary syndrome and insignificant coronary artery disease. American heart journal. 2002 Aug; 144(2):275-81. doi: 10.1067/mhj.2002.123843. [PMID: 12177645]
  • Sean Ekins, Richard B Kim, Brenda F Leake, Anne H Dantzig, Erin G Schuetz, Lu-Bin Lan, Kazuto Yasuda, Robert L Shepard, Mark A Winter, John D Schuetz, James H Wikel, Steven A Wrighton. Three-dimensional quantitative structure-activity relationships of inhibitors of P-glycoprotein. Molecular pharmacology. 2002 May; 61(5):964-73. doi: 10.1124/mol.61.5.964. [PMID: 11961113]
  • R F Lamont, D J Morgan, M Logue, H Gordon. A prospective randomised trial to compare the efficacy and safety of hemabate and syntometrine for the prevention of primary postpartum haemorrhage. Prostaglandins & other lipid mediators. 2001 Oct; 66(3):203-10. doi: 10.1016/s0090-6980(01)00154-x. [PMID: 11577783]
  • D J Veale, J L Du Preez, I Havik, D W Oliver. Discrimination between the functional and biochemical effects of two herbal oxytocics on the rat myometrium. The Journal of pharmacy and pharmacology. 2001 Aug; 53(8):1145-51. doi: 10.1211/0022357011776405. [PMID: 11518025]
  • G Onuaguluchi, P Nwafor. Pharmacological basis for the use of the antivenene water soluble extract of Diodia scandens as a laxative, oxytocic agent and a possible aphrodisiac in traditional medicine practice in eastern Nigeria. Phytotherapy research : PTR. 1999 Sep; 13(6):459-63. doi: 10.1002/(sici)1099-1573(199909)13:6<459::aid-ptr468>3.0.co;2-e. [PMID: 10479753]
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  • M O Uguru, F K Okwuasaba, E E Ekwenchi, V E Uguru. Uterotonic properties of the methanol extract of Monechma ciliatum. Journal of ethnopharmacology. 1998 Oct; 62(3):203-8. doi: 10.1016/s0378-8741(98)00037-3. [PMID: 9849629]
  • S Sueda, K Mineoi, T Kondo, K Yano, T Ochi, N Ochi, H Kukita, H Kawada, S Matsuda, T Uraoka. [Clinical differences between variant and non-variant angina pectoris]. Journal of cardiology. 1998 Aug; 32(2):83-8. doi: NULL. [PMID: 9752616]
  • R Browning, M L Leite-Browning, H M Smith, T Wakefield. Effect of ergotamine and ergonovine on plasma concentrations of thyroid hormones and cortisol in cattle. Journal of animal science. 1998 Jun; 76(6):1644-50. doi: 10.2527/1998.7661644x. [PMID: 9655585]
  • R Browning, F N Schrick, F N Thompson, T Wakefield. Reproductive hormonal responses to ergotamine and ergonovine in cows during the luteal phase of the estrous cycle. Journal of animal science. 1998 May; 76(5):1448-54. doi: 10.2527/1998.7651448x. [PMID: 9621953]
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  • R Browning, F N Thompson, J L Sartin, M L Leite-Browning. Plasma concentrations of prolactin, growth hormone, and luteinizing hormone in steers administered ergotamine or ergonovine. Journal of animal science. 1997 Mar; 75(3):796-802. doi: 10.2527/1997.753796x. [PMID: 9078499]
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