Cirazoline (BioDeep_00000177523)
human metabolite blood metabolite
代谢物信息卡片
化学式: C13H16N2O (216.12625659999998)
中文名称: 西拉唑啉
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CC1C2=CC=CC=C2OCC3=NCCN3
InChI: InChI=1S/C13H16N2O/c1-2-4-12(11(3-1)10-5-6-10)16-9-13-14-7-8-15-13/h1-4,10H,5-9H2,(H,14,15)
描述信息
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists
D019141 - Respiratory System Agents > D014663 - Nasal Decongestants
D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents
同义名列表
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:92950
- PubChem: 2765
- HMDB: HMDB0250274
- DrugBank: DB09202
- ChEMBL: CHEMBL13852
- Wikipedia: Cirazoline
- CAS: 59939-16-1
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
- 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] - Karl Swärd, Sebastian Albinsson, Catarina Rippe. Arterial dysfunction but maintained systemic blood pressure in cavin-1-deficient mice.
PloS one.
2014; 9(3):e92428. doi:
10.1371/journal.pone.0092428
. [PMID: 24658465] - Kerstin Buck, Boris Ferger. The selective alpha1 adrenoceptor antagonist HEAT reduces L-DOPA-induced dyskinesia in a rat model of Parkinson's disease.
Synapse (New York, N.Y.).
2010 Feb; 64(2):117-26. doi:
10.1002/syn.20709
. [PMID: 19771592] - Liaoyuan A Hu, Tian Zhou, Jinwoo Ahn, Shuli Wang, Julia Zhou, Yi Hu, Qingyun Liu. Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands.
The Biochemical journal.
2009 Oct; 424(1):39-45. doi:
10.1042/bj20090998
. [PMID: 19725810] - Yulia Shakirova, Johan Bonnevier, Sebastian Albinsson, Mikael Adner, Bengt Rippe, Jonas Broman, Anders Arner, Karl Swärd. Increased Rho activation and PKC-mediated smooth muscle contractility in the absence of caveolin-1.
American journal of physiology. Cell physiology.
2006 Dec; 291(6):C1326-35. doi:
10.1152/ajpcell.00046.2006
. [PMID: 17102036] - Atso Raasmaja, David A York. Pharmacological characterization of alpha1- and beta-adrenergic synergism of 5'DII activity in rat brown adipocytes.
Archives of physiology and biochemistry.
2006 Feb; 112(1):23-30. doi:
10.1080/13813450500500464
. [PMID: 16754200] - Ramona Petrovska, Ivo Kapa, Janis Klovins, Helgi B Schiöth, Staffan Uhlén. Addition of a signal peptide sequence to the alpha1D-adrenoceptor gene increases the density of receptors, as determined by [3H]-prazosin binding in the membranes.
British journal of pharmacology.
2005 Mar; 144(5):651-9. doi:
10.1038/sj.bjp.0706087
. [PMID: 15678090] - Andrew Holt, Barbara Wieland, Glen B Baker. Allosteric modulation of semicarbazide-sensitive amine oxidase activities in vitro by imidazoline receptor ligands.
British journal of pharmacology.
2004 Oct; 143(4):495-507. doi:
10.1038/sj.bjp.0705986
. [PMID: 15451775] - Gerhard J Molderings, Michael Bruss, Heinz Bonisch, Manfred Gothert. Identification and pharmacological characterization of a specific agmatine transport system in human tumor cell lines.
Annals of the New York Academy of Sciences.
2003 Dec; 1009(?):75-81. doi:
10.1196/annals.1304.008
. [PMID: 15028572] - Ayotunde S O Adeagbo, Irving G Joshua, Cameron Falkner, Paul J Matheson. Tempol, an antioxidant, restores endothelium-derived hyperpolarizing factor-mediated vasodilation during hypertension.
European journal of pharmacology.
2003 Nov; 481(1):91-100. doi:
10.1016/j.ejphar.2003.09.005
. [PMID: 14637180] - Frédérique Touzeau, Axelle Arrault, Gérald Guillaumet, Elizabeth Scalbert, Bruno Pfeiffer, Marie-Claire Rettori, Pierre Renard, Jean-Yves Mérour. Synthesis and biological evaluation of new 2-(4,5-dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives.
Journal of medicinal chemistry.
2003 May; 46(10):1962-79. doi:
10.1021/jm021050c
. [PMID: 12723959] - Francesco Gentili, Pascal Bousquet, Livio Brasili, Mariangela Caretto, Antonio Carrieri, Monique Dontenwill, Mario Giannella, Gabriella Marucci, Marina Perfumi, Alessandro Piergentili, Wilma Quaglia, Carla Rascente, Maria Pigini. Alpha2-adrenoreceptors profile modulation and high antinociceptive activity of (S)-(-)-2-[1-(biphenyl-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole.
Journal of medicinal chemistry.
2002 Jan; 45(1):32-40. doi:
10.1021/jm0110082
. [PMID: 11754577] - Y He, R Tabrizchi. Effects of niflumic acid on alpha1-adrenoceptor-induced vasoconstriction in mesenteric artery in vitro and in vivo in two-kidney one-clip hypertensive rats.
European journal of pharmacology.
1997 Jun; 328(2-3):191-9. doi:
10.1016/s0014-2999(97)83045-2
. [PMID: 9218701] - M Pigini, P Bousquet, A Carotti, M Dontenwill, M Giannella, R Moriconi, A Piergentili, W Quaglia, S K Tayebati, L Brasili. Imidazoline receptors: qualitative structure-activity relationships and discovery of tracizoline and benazoline. Two ligands with high affinity and unprecedented selectivity.
Bioorganic & medicinal chemistry.
1997 May; 5(5):833-41. doi:
10.1016/s0968-0896(97)00009-6
. [PMID: 9208095] - M Dontenwill, J D Ehrhardt, P Senecheau, A Molines, H Greney, P Bousquet. Binding of new cirazoline derivative to imidazoline receptors from human brain.
Neurochemistry international.
1997 Jan; 30(1):9-16. doi:
10.1016/s0197-0186(96)00034-4
. [PMID: 9116592] - O H Beenen, M Pfaffendorf, P A van Zwieten. Influence of the low thyroid state in diabetes mellitus on cardiac function and inotropic responsiveness to alpha 1-adrenoceptor stimulation: comparison with the role of hypothyroidism alone.
Journal of cardiovascular pharmacology.
1996 Oct; 28(4):553-7. doi:
10.1097/00005344-199610000-00012
. [PMID: 8891881] - I Angel, M Le Rouzic, C Pimoule, D Graham, S Arbilla. [3H]cirazoline as a tool for the characterization of imidazoline sites.
Annals of the New York Academy of Sciences.
1995 Jul; 763(?):112-24. doi:
10.1111/j.1749-6632.1995.tb32396.x
. [PMID: 7677320] - L Brasili, M Pigini, J D Ehrhardt, A Molines, H Greney, P Bousquet, M Dontenwill. Structure-affinity relationship of cirazoline derivatives for idazoxan imidazoline-specific sites in the human cerebral cortex and the rabbit kidney.
Annals of the New York Academy of Sciences.
1995 Jul; 763(?):149-52. doi:
10.1111/j.1749-6632.1995.tb32399.x
. [PMID: 7677323] - M Le Rouzic, I Angel, H Schoemaker, J Allen, S Arbilla, S Z Langer. Binding of [3H]cirazoline to an imidazoline site in rat brain and kidney membranes.
European journal of pharmacology.
1995 May; 278(3):261-4. doi:
10.1016/0014-2999(95)00177-m
. [PMID: 7589165] - K P Minneman, T L Theroux, S Hollinger, C Han, T A Esbenshade. Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes.
Molecular pharmacology.
1994 Nov; 46(5):929-36. doi:
. [PMID: 7969082]
- S Regunathan, M P Meeley, D J Reis. Expression of non-adrenergic imidazoline sites in chromaffin cells and mitochondrial membranes of bovine adrenal medulla.
Biochemical pharmacology.
1993 Apr; 45(8):1667-75. doi:
10.1016/0006-2952(93)90308-j
. [PMID: 8387303] - A M Elhawary, W A Pettinger, D W Wolff. Subtype-selective alpha-1 adrenoceptor alkylation in the rat kidney and its effect on the vascular pressor response.
The Journal of pharmacology and experimental therapeutics.
1992 Feb; 260(2):709-13. doi:
NULL
. [PMID: 1346641] - M Bidet, P Poujeol, A Parini. The imidazoline-guanidinium receptor site, a target for some alpha-2 adrenergic agonists, is involved in inhibition of Na(+)-H+ exchange in renal proximal tubule cells.
Journal of hypertension. Supplement : official journal of the International Society of Hypertension.
1991 Dec; 9(6):S216-7. doi:
NULL
. [PMID: 1687868] - C Richer, P Mulder, M P Doussau, P Gautier, J F Giudicelli. Systemic and regional haemodynamic interactions between K+ channel openers and the sympathetic nervous system in the pithed SHR.
British journal of pharmacology.
1990 Jul; 100(3):557-63. doi:
10.1111/j.1476-5381.1990.tb15846.x
. [PMID: 2390680] - M Bidet, P Poujeol, A Parini. Effect of imidazolines on Na+ transport and intracellular pH in renal proximal tubule cells.
Biochimica et biophysica acta.
1990 May; 1024(1):173-8. doi:
10.1016/0005-2736(90)90221-9
. [PMID: 2337612] - V Lachaud, M Bidet, I Coupry, R A Podevin, P Poujeol, A Parini. [Interaction of rilmenidine with renal imidazoline-guanidine sites].
Archives des maladies du coeur et des vaisseaux.
1989 Dec; 82 Spec No 5(?):15-8. doi:
NULL
. [PMID: 2576516] - A C Schoolwerth, F A Gesek, R M Culpepper. Proton compartmentation in rat renal cortical tubules.
The American journal of physiology.
1989 Jun; 256(6 Pt 2):F986-93. doi:
10.1152/ajprenal.1989.256.6.f986
. [PMID: 2544107] - R M Edwards, W Trizna. Characterization of alpha-adrenoceptors on isolated rabbit renal arterioles.
The American journal of physiology.
1988 Feb; 254(2 Pt 2):F178-83. doi:
10.1152/ajprenal.1988.254.2.f178
. [PMID: 2830789] - D W Wolff, F A Gesek, J W Strandhoy. In vivo assessment of rat renal alpha adrenoceptors.
The Journal of pharmacology and experimental therapeutics.
1987 May; 241(2):472-6. doi:
NULL
. [PMID: 2883300] - M Gellai, R R Ruffolo. Renal effects of selective alpha-1 and alpha-2 adrenoceptor agonists in conscious, normotensive rats.
The Journal of pharmacology and experimental therapeutics.
1987 Mar; 240(3):723-8. doi:
NULL
. [PMID: 2882013] - C R Hiley, G R Thomas. Effects of alpha-adrenoceptor agonists on cardiac output and its regional distribution in the pithed rat.
British journal of pharmacology.
1987 Jan; 90(1):61-70. doi:
10.1111/j.1476-5381.1987.tb16825.x
. [PMID: 2880628] - C Richer, M P Doussau, J F Giudicelli. Perindopril, a new converting enzyme inhibitor: systemic and regional hemodynamics and sympathoinhibitory effects in spontaneously hypertensive rats.
Journal of cardiovascular pharmacology.
1986 Mar; 8(2):346-57. doi:
10.1097/00005344-198603000-00018
. [PMID: 2422474] - M K Menon, C K Kodama. Antagonism of the hypnotic effect of ethanol in mice by an alpha-1 adrenoceptor agonist.
Neuropharmacology.
1985 Sep; 24(9):927-30. doi:
10.1016/0028-3908(85)90048-6
. [PMID: 2865697] - I Cavero, F Lefèvre-Borg, A G Roach, R Gomeni, B Scatton. Functional and biochemical evidence for the lack of cardiac presynaptic alpha-2 adrenoceptor stimulant properties of cirazoline (LD 3098), a potent alpha-1 adrenoceptor agonist in dogs and rats.
The Journal of pharmacology and experimental therapeutics.
1982 Oct; 223(1):241-50. doi:
. [PMID: 6126583]