Dihydroquinine (BioDeep_00000229964)

Main id: BioDeep_00000003597

Secondary id: BioDeep_00000171814, BioDeep_00000405104, BioDeep_00000550399

PANOMIX_OTCML-2023


代谢物信息卡片


(R)-((2S,4S,5R)-5-ETHYL-1-AZABICYCLO(2.2.2)OCT-2-YL)(6-METHOXYQUINOLIN-4-YL)METHANOL [WHO-IP]

化学式: C20H26N2O2 (326.1994)
中文名称: 二氢奎宁定, 氢化奎尼丁, 氢化奎尼定, 双氢奎尼丁, 氢化奎宁, 二氢奎尼丁, 氢化喹宁定, 氢化奎宁定
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 57.58%

分子结构信息

SMILES: CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)O
InChI: InChI=1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19-,20+/m0/s1

描述信息

M - Musculo-skeletal system > M09 - Other drugs for disorders of the musculo-skeletal system > M09A - Other drugs for disorders of the musculo-skeletal system > M09AA - Quinine and derivatives
C - Cardiovascular system > C01 - Cardiac therapy > C01B - Antiarrhythmics, class i and iii > C01BA - Antiarrhythmics, class ia
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
Hydroquinine is a cinchona alkaloid.
Hydroquinidine (Dihydroquinidine) is a derivative of Quinidine (an antiarrhythmic agent). Hydroquinidine prolongs the QT interval and has antiarrhythmic efficacy[1][2][3].
Hydroquinidine (Dihydroquinidine) is a derivative of Quinidine (an antiarrhythmic agent). Hydroquinidine prolongs the QT interval and has antiarrhythmic efficacy[1][2][3].
Hydroquinine is a cinchona alkaloid, can be used in the preparation of its derivatives such as C9 epihydroquinine, 9-acetoxy-10,11-dihydroquinine and 10,11-dihydroquinine monohydrochloride[1].

同义名列表

59 个代谢物同义名

(R)-((2S,4S,5R)-5-ETHYL-1-AZABICYCLO(2.2.2)OCT-2-YL)(6-METHOXYQUINOLIN-4-YL)METHANOL [WHO-IP]; (R)-[(2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol; (R)-((1S,2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol; (1R)-((2S,4S,5R)-5-Ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol; (R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol; hydroquinidine monosulfate, (1beta,3alpha,4beta,8alpha,9R)-isomer; hydroquinidine dihydrochloride, (1beta,4beta,3S)-(+-)-isomer; hydroquinidine monosulfate, (1beta,3alpha,4beta,9S)-isomer; Cinchonan-9-ol, 10,11-dihydro-6-methoxy-, (8.alpha.,9R)-; hydroquinidine dihydrochloride, (3alpha,9S)-(+-)-isomer; hydroquinidine, (1beta, 3alpha,4beta,8alpha,9R)-isomer; Cinchonan-9-ol, 10,11-dihydro-6-methoxy-, (8alpha,9R)-; (8.ALPHA.,9R)-10,11-DIHYDRO-6-METHOXYCINCHONAN-9-OL; Dihydroquinidine;(+)-Hydroquinidine;Hydroconquinine; QUININE BISULFATE HEPTAHYDRATE IMPURITY C [WHO-IP]; (8alpha,9R)-10,11-Dihydro-6-methoxycinchonan-9-ol; hydroquinidine, (1beta,3alpha,4beta,9S)-isomer; QUININE HYDROCHLORIDE IMPURITY C [EP IMPURITY]; (8a,9R)-10,11-Dihydro-6-methoxycinchonan-9-ol; hydroquinidine, (1beta,4beta,9S)-(+-)-isomer; QUININE SULFATE IMPURITY C [EP IMPURITY]; (-)-Dihydroquinine, analytical standard; hydroquinidine, (3alpha,9S)-(+-)-isomer; QUININE BISULFATE IMPURITY C [WHO-IP]; QUINIDINE SULFATE IMPURITY C [WHO-IP]; hydroquinidine sulfate, (9S)-isomer; hydroquinidine, (8alpha,9R)-isomer; hydroquinidine, (8alpha,9S)-isomer; hydroquinidine, (9S)-(+-)-isomer; hydroquinidine hydrochloride; hydroquinidine, (9R)-isomer; hydroquinidine, (+-)-isomer; LJOQGZACKSYWCH-WZBLMQSHSA-N; hydroquinidine monosulfate; (-)-10,11-dihydroquinine; Quinine, 10,11-dihydro-; DIHYDROQUININE [WHO-IP]; hydroquinidine sulfate; HYDROQUININE [WHO-DD]; 10,11-dihydroquinine; Hydroquinine, 98\\%; (-)-Dihydroquinine; HYDROQUININE [MI]; dihydroquinidine; (-)-hydroquinine; UNII-31J3Q51T6L; Hydroquinidine; dihydroquinine; MEGxp0_001893; Hydroquinine; ACon1_002104; Hydrochinin; Lentoquine; 31J3Q51T6L; C20H26N2O2; Sérécor; Hydroquinidine; (+)-Hydroquinidine; Hydroconquinine



数据库引用编号

18 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Zhiping Che, Jinming Yang, Di Sun, Yuee Tian, Shengming Liu, Xiaomin Lin, Jia Jiang, Genqiang Chen. Synthesis of Novel (9S)-Acyloxy Derivatives of Quinidine and Dihydroquinidine as Insecticidal Agents. Chemistry & biodiversity. 2020 Apr; 17(4):e1900696. doi: 10.1002/cbdv.201900696. [PMID: 32134169]
  • Dongsheng Xu, Qiqin Wang, Elena Sánchez-López, Zhengjin Jiang, María Luisa Marina. Preparation of an O-[2-(methacryloyloxy)-ethylcarbamoyl]-10,11-dihydroquinidine-silica hybrid monolithic column for the enantioseparation of amino acids by nano-liquid chromatography. Journal of chromatography. A. 2019 May; 1593(?):63-72. doi: 10.1016/j.chroma.2019.01.065. [PMID: 30712817]
  • Adele Murauer, Markus Ganzera. Quantitative determination of major alkaloids in Cinchona bark by Supercritical Fluid Chromatography. Journal of chromatography. A. 2018 Jun; 1554(?):117-122. doi: 10.1016/j.chroma.2018.04.038. [PMID: 29699870]
  • Huihui Wu, Qiqin Wang, Meng Ruan, Kun Peng, Peijie Zhu, Jacques Crommen, Hai Han, Zhengjin Jiang. Enantioseparation of N-derivatized amino acids by micro-liquid chromatography/laser induced fluorescence detection using quinidine-based monolithic columns. Journal of pharmaceutical and biomedical analysis. 2016 Mar; 121(?):244-252. doi: 10.1016/j.jpba.2015.12.011. [PMID: 26732881]
  • Demetri Orphanos, Crist N Filer. Ethyl-³H analogues of plant natural products: Biologically active proxy radioligands via vinyl group tritiation. Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine. 2016 Jan; 107(?):203-205. doi: 10.1016/j.apradiso.2015.10.013. [PMID: 26520478]
  • Xiaoyi Wei, Gengliang Yang, Li Qi, Yi Chen. Determination of nicardipine and amlodipine in human plasma using on-line solid-phase extraction with a monolithic weak cation-exchange column. Talanta. 2009 Jan; 77(3):1197-202. doi: 10.1016/j.talanta.2008.08.034. [PMID: 19064112]
  • C K Mannesse, T J M van der Cammen. [Adverse drug reactions in three older patients, even without changes in medication]. Nederlands tijdschrift voor geneeskunde. 2003 Mar; 147(13):585-7. doi: NULL. [PMID: 12701389]
  • Veronica Harvey, Hamed Benghuzzi, Michell Tucci, Aaron Puckett, Zelma Cason. Proliferation and morphological transformation of RMK cells exposed to hydroquinine containing ionomers. Biomedical sciences instrumentation. 2002; 38(?):185-90. doi: NULL. [PMID: 12085599]
  • H Roche, G Bogé. In vivo effects of phenolic compounds on blood parameters of a marine fish (Dicentrarchus labrax). Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2000 Mar; 125(3):345-53. doi: 10.1016/s0742-8413(99)00119-x. [PMID: 11790355]
  • E Ludwig, J Schmid, K Beschke, T Ebner. Activation of human cytochrome P-450 3A4-catalyzed meloxicam 5'-methylhydroxylation by quinidine and hydroquinidine in vitro. The Journal of pharmacology and experimental therapeutics. 1999 Jul; 290(1):1-8. doi: . [PMID: 10381752]
  • I Meineke, S Rohde, U Gundert-Remy. An inexpensive and sensitive method for the determination of quinidine in plasma by high-performance liquid chromatography with ultraviolet detection. Therapeutic drug monitoring. 1995 Feb; 17(1):75-8. doi: 10.1097/00007691-199502000-00012. [PMID: 7725381]
  • F Nielsen, K K Nielsen, K Brøsen. Determination of quinidine, dihydroquinidine, (3S)-3-hydroxyquinidine and quinidine N-oxide in plasma and urine by high-performance liquid chromatography. Journal of chromatography. B, Biomedical applications. 1994 Oct; 660(1):103-10. doi: 10.1016/0378-4347(94)00259-2. [PMID: 7858702]
  • S Lévy, C Moyal, E Dolla, R Cointe, P Bru, P Lauribe, F Paganelli, P Chanu, R Gérard. [Comparison of the efficacy of 2 delayed-action preparations of hydroquinidine and quinidine in the prevention of pacing induced ventricular tachycardia]. Archives des maladies du coeur et des vaisseaux. 1993 Sep; 86(9):1359-63. doi: . [PMID: 8129554]
  • G L Hoyer, D C Clawson, L A Brookshier, P E Nolan, F I Marcus. High-performance liquid chromatographic method for the quantitation of quinidine and selected quinidine metabolites. Journal of chromatography. 1991 Dec; 572(1-2):159-69. doi: 10.1016/0378-4347(91)80480-z. [PMID: 1818051]
  • F Chézalviel, J Weissenburger, O Ertzbischoff, J M Poirier, X Harlé, J M Davy, M Biour, G Cheymol. Comparison of the cardiac electrophysiological effects of flecainide and hydroquinidine in anesthetized dog: concentration-response relationship. Journal of cardiovascular pharmacology. 1990 Jan; 15(1):50-6. doi: 10.1097/00005344-199001000-00008. [PMID: 1688982]
  • K M Kavanagh, D G Wyse, L B Mitchell, T Gilhooly, A M Gillis, H J Duff. Contribution of quinidine metabolites to electrophysiologic responses in human subjects. Clinical pharmacology and therapeutics. 1989 Sep; 46(3):352-8. doi: 10.1038/clpt.1989.150. [PMID: 2776394]
  • M Chimienti, M B Regazzi, M T La Rovere, J A Salerno, M Previtali, V Montericcio, R Rondanelli, C Montemartini. Comparison of the effectiveness of dihydroquinidine and quinidine on ventricular ectopy after acute and chronic administration. Cardiovascular drugs and therapy. 1988 Dec; 2(5):679-86. doi: 10.1007/bf00054209. [PMID: 2484920]
  • K A Thompson, J J Murray, I A Blair, R L Woosley, D M Roden. Plasma concentrations of quinidine, its major metabolites, and dihydroquinidine in patients with torsades de pointes. Clinical pharmacology and therapeutics. 1988 Jun; 43(6):636-42. doi: 10.1038/clpt.1988.88. [PMID: 3378385]
  • M Ferriere, J P Selles, G Panis, R Panis, I Lacheretz, J Seguin, H Jaber, J P Daures, C Gorget. Intramyocardial distribution of hydroquinidine in the dog. Cardiovascular research. 1988 May; 22(5):372-4. doi: 10.1093/cvr/22.5.372. [PMID: 3191521]
  • M P Quaglio, A M Bellini. [Simultaneous determination of quinidine and hydroquinidine in in the presence of benzodiazepine in human plasma]. Il Farmaco; edizione pratica. 1988 Feb; 43(2):47-55. doi: NULL. [PMID: 3396688]
  • K A Thompson, I A Blair, R L Woosley, D M Roden. Comparative in vitro electrophysiology of quinidine, its major metabolites and dihydroquinidine. The Journal of pharmacology and experimental therapeutics. 1987 Apr; 241(1):84-90. doi: . [PMID: 3572799]
  • P Jaillon, J M Poirier, B Lecocq, C Jarreau, M Pays, M O Richard, G Cheymol. Pharmacokinetics of hydroxy-3(S)-dihydroquinidine in healthy volunteers after intravenous and oral administration. European journal of drug metabolism and pharmacokinetics. 1986 Jul; 11(3):233-8. doi: 10.1007/bf03189851. [PMID: 3816879]
  • M Chimienti, C Panciroli, J A Salerno, M Regazzi-Bonora, M Previtali, D Cristiani, R Rondanelli, P Bobba. Dihydroquinidine versus disopyramide: efficacy in patients with chronic stable ventricular ectopy. Clinical cardiology. 1984 Oct; 7(10):538-46. doi: 10.1002/clc.4960071005. [PMID: 6386253]
  • R Camsonne, M A Moulin, F Albessard, M Perault. A simple fluorescence high-performance liquid chromatographic assay for dihydroquinidine in serum. Therapeutic drug monitoring. 1984; 6(4):471-3. doi: 10.1097/00007691-198412000-00017. [PMID: 6515710]
  • J F Wesley, F D Lasky. Simultaneous analysis of antiarrhythmic drugs and metabolites by high performance liquid chromatography: interference studies and comparisons with other methods. Clinical biochemistry. 1982 Dec; 15(6):284-90. doi: 10.1016/s0009-9120(82)96806-0. [PMID: 6762929]
  • M Regazzi Bonora, J A Salerno, R Rondanelli, D Cristiani, M Chimienti. The bioavailability and kinetics of dihydroquinidine in patients with heart disease. International journal of clinical pharmacology, therapy, and toxicology. 1982 May; 20(5):212-8. doi: . [PMID: 7095920]
  • P J McNamara, R L Slaughter, J A Pieper, M G Wyman, D Lalka. Factors influencing serum protein binding of lidocaine in humans. Anesthesia and analgesia. 1981 Jun; 60(6):395-400. doi: . [PMID: 6165258]
  • C Liddle, G G Graham, R K Christopher, S Bhuwapathanapun, A M Duffield. Identification of new urinary metabolites in man of quinine using methane chemical ionization gas chromatography-mass spectrometry. Xenobiotica; the fate of foreign compounds in biological systems. 1981 Feb; 11(2):81-7. doi: 10.3109/00498258109045277. [PMID: 7233970]
  • D M Hailey, A R Lea, D M Coles, P E Heaume, W J Smith. Absorption of quinidine and dihydroquinidine in humans. European journal of clinical pharmacology. 1981; 21(3):195-9. doi: 10.1007/bf00627920. [PMID: 7318878]
  • P A Reece, M Peikert. Simple and selective high-performance liquid chromatographic method for estimating plasma quinidine levels. Journal of chromatography. 1980 Feb; 181(2):207-17. doi: 10.1016/s0378-4347(00)81606-0. [PMID: 7372754]
  • C G AGNOLI. [The antagonistic effect acetylcholine on block of terminal conduction in the rabbit serum induced by hydroquinidine]. Bollettino della Societa italiana di biologia sperimentale. 1960 Feb; 36(?):Comunicazioni 149-51. doi: NULL. [PMID: 13855507]