Apraclonidine (BioDeep_00000006574)
Secondary id: BioDeep_00001868224
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C9H10Cl2N4 (244.02824800000002)
中文名称: 阿可乐定
谱图信息:
最多检出来源 Homo sapiens(blood) 2.46%
分子结构信息
SMILES: C1CN=C(N1)Nc1c(cc(cc1Cl)N)Cl
InChI: InChI=1S/C9H10Cl2N4/c10-6-3-5(12)4-7(11)8(6)15-9-13-1-2-14-9/h3-4H,1-2,12H2,(H2,13,14,15)
描述信息
Apraclonidine is only found in individuals that have used or taken this drug.Apraclonidine, also known as iopidine, is a sympathomimetic used in glaucoma therapy.Apraclonidine is a relatively selective alpha2 adrenergic receptor agonist that stimulates alpha1 receptors to a lesser extent. It has a peak ocular hypotensive effect occurring at two hours post-dosing. The exact mechanism of action is unknown, but fluorophotometric studies in animals and humans suggest that Apraclonidine has a dual mechanism of action by reducing aqueous humor production through the constriction of afferent ciliary process vessels, and increasing uveoscleral outflow.
S - Sensory organs > S01 - Ophthalmologicals > S01E - Antiglaucoma preparations and miotics > S01EA - Sympathomimetics in glaucoma therapy
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:2788
- KEGG: C07668
- KEGGdrug: D07461
- PubChem: 2216
- HMDB: HMDB0015099
- Metlin: METLIN1109
- DrugBank: DB00964
- ChEMBL: CHEMBL647
- Wikipedia: Apraclonidine
- chemspider: 2130
- CAS: 66711-21-5
- PMhub: MS000019636
- PubChem: 9870
- NIKKAJI: J247.956G
- RefMet: Apraclonidine
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] - I Davagnanam, C L Fraser, K Miszkiel, C S Daniel, G T Plant. Adult Horner's syndrome: a combined clinical, pharmacological, and imaging algorithm.
Eye (London, England).
2013 Mar; 27(3):291-8. doi:
10.1038/eye.2012.281
. [PMID: 23370415] - Eulogio Besada, Diana Shechtman, Barry J Frauens. Recurrent serous macular detachment after topical ocular hypotensive medication.
Clinical & experimental optometry.
2008 Nov; 91(6):551-6. doi:
10.1111/j.1444-0938.2008.00282.x
. [PMID: 18537988] - J Ortego, M Coca-Prados. Molecular identification and coexpression of galanin and GalR-1 galanin receptor in the human ocular ciliary epithelium: differential modulation of their expression by the activation of alpha2- and beta2-adrenergic receptors in cultured ciliary epithelial cells.
Journal of neurochemistry.
1998 Dec; 71(6):2260-70. doi:
10.1046/j.1471-4159.1998.71062260.x
. [PMID: 9832123] - T Matsuo, M Suzuki. Effect of beef tallow diet on alpha 2-adrenergic receptor binding in rat brain regions.
Journal of nutritional science and vitaminology.
1996 Apr; 42(2):133-43. doi:
10.3177/jnsv.42.133
. [PMID: 8780971] - B E Levin. Reduced paraventricular nucleus norepinephrine responsiveness in obesity-prone rats.
The American journal of physiology.
1996 Feb; 270(2 Pt 2):R456-61. doi:
10.1152/ajpregu.1996.270.2.r456
. [PMID: 8779879] - D W Gietzen, M Jhanwar-Uniyal. Alpha 2 noradrenoceptors in the anterior piriform cortex decline with acute amino acid deficiency.
Brain research. Molecular brain research.
1996 Jan; 35(1-2):41-6. doi:
10.1016/0169-328x(95)00179-v
. [PMID: 8717338] - R G Evans, J M Haynes. Alpha 2 adrenoceptor- and imidazoline-preferring binding sites in the dog kidney.
Annals of the New York Academy of Sciences.
1995 Jul; 763(?):357-60. doi:
10.1111/j.1749-6632.1995.tb32423.x
. [PMID: 7677347] - R G Evans, J M Haynes. Characterization of binding sites for [3H]-idazoxan, [3H]-P-aminoclonidine and [3H]-rauwolscine in the kidney of the dog.
Clinical and experimental pharmacology & physiology.
1994 Aug; 21(8):649-58. doi:
10.1111/j.1440-1681.1994.tb02566.x
. [PMID: 7813124] - U Halbreich, J E Piletz, S Carson, A Halaris, N Rojansky. Increased imidazoline and alpha 2 adrenergic binding in platelets of women with dysphoric premenstrual syndromes.
Biological psychiatry.
1993 Nov; 34(10):676-86. doi:
10.1016/0006-3223(93)90040-k
. [PMID: 7904832] - A C MacKinnon, M Stewart, H J Olverman, M Spedding, C M Brown. [3H]p-aminoclonidine and [3H]idazoxan label different populations of imidazoline sites on rat kidney.
European journal of pharmacology.
1993 Feb; 232(1):79-87. doi:
10.1016/0014-2999(93)90731-v
. [PMID: 8096190] - B E Levin, B Planas. Defective glucoregulation of brain alpha 2-adrenoceptors in obesity-prone rats.
The American journal of physiology.
1993 Feb; 264(2 Pt 2):R305-11. doi:
10.1152/ajpregu.1993.264.2.r305
. [PMID: 8095379] - M P Meeley, M L Hensley, P Ernsberger, D Felsen, D J Reis. Evidence for a bioactive clonidine-displacing substance in peripheral tissues and serum.
Biochemical pharmacology.
1992 Aug; 44(4):733-40. doi:
10.1016/0006-2952(92)90410-k
. [PMID: 1510720] - I Muramatsu, S Kigoshi. Tizanidine may discriminate between imidazoline-receptors and alpha 2-adrenoceptors.
Japanese journal of pharmacology.
1992 Aug; 59(4):457-9. doi:
10.1254/jjp.59.457
. [PMID: 1331591] - M Mori, M Araie. Effect of apraclonidine on blood-aqueous barrier permeability to plasma protein in man.
Experimental eye research.
1992 Apr; 54(4):555-9. doi:
10.1016/0014-4835(92)90134-e
. [PMID: 1352504] - T L Berridge, J C Doxey, A G Roach, C F Smith. Selectivity profile of the alpha 2-adrenoceptor antagonist efaroxan in relation to plasma glucose and insulin levels in the rat.
European journal of pharmacology.
1992 Mar; 213(2):205-12. doi:
10.1016/0014-2999(92)90683-u
. [PMID: 1355733] - J E Piletz, A Halaris, A Saran, M R Marler. Desipramine lowers tritiated para-aminoclonidine binding in platelets of depressed patients.
Archives of general psychiatry.
1991 Sep; 48(9):813-20. doi:
10.1001/archpsyc.1991.01810330037006
. [PMID: 1681792] - J E Piletz, A C Andorn, J R Unnerstall, A Halaris. Binding of [3H]-p-aminoclonidine to alpha 2-adrenoceptor states plus a non-adrenergic site on human platelet plasma membranes.
Biochemical pharmacology.
1991 Jul; 42(3):569-84. doi:
10.1016/0006-2952(91)90320-5
. [PMID: 1677571] - J E Piletz, M Sarasua, M Chotani, A Saran, A Halaris. Relationship between membrane fluidity and adrenoceptor binding in depression.
Psychiatry research.
1991 Jul; 38(1):1-12. doi:
10.1016/0165-1781(91)90047-s
. [PMID: 1682966] - A L Coleman, A L Robin, I P Pollack, M T Rudikoff, C Enger, P R Mayer. Cardiovascular and intraocular pressure effects and plasma concentrations of apraclonidine.
Archives of ophthalmology (Chicago, Ill. : 1960).
1990 Sep; 108(9):1264-7. doi:
10.1001/archopht.1990.01070110080029
. [PMID: 2205182] - B E Levin. Increased brain 3H-paraminoclonidine (alpha 2-adrenoceptor) binding associated with perpetuation of diet-induced obesity in rats.
International journal of obesity.
1990 Aug; 14(8):689-700. doi:
NULL
. [PMID: 1977722] - J E Piletz, A Halaris, A Saran, M Marler. Elevated 3H-para-aminoclonidine binding to platelet purified plasma membranes from depressed patients.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
1990 Jun; 3(3):201-10. doi:
. [PMID: 1973039]
- B E Levin. Obesity-prone and -resistant rats differ in their brain [3H]paraminoclonidine binding.
Brain research.
1990 Mar; 512(1):54-9. doi:
10.1016/0006-8993(90)91169-h
. [PMID: 2159828] - P Ernsberger, G Feinland, M P Meeley, D J Reis. Characterization and visualization of clonidine-sensitive imidazole sites in rat kidney which recognize clonidine-displacing substance.
American journal of hypertension.
1990 Feb; 3(2):90-7. doi:
10.1093/ajh/3.2.90
. [PMID: 2155003] - J E Piletz, A Halaris. Comparison of 3H-para-aminoclonidine binding to different platelet preparations.
Journal of neural transmission. General section.
1990; 82(1):11-29. doi:
10.1007/bf01244831
. [PMID: 1976318] - A L Robin, A L Coleman. Apraclonidine hydrochloride: an evaluation of plasma concentrations, and a comparison of its intraocular pressure lowering and cardiovascular effects to timolol maleate.
Transactions of the American Ophthalmological Society.
1990; 88(?):149-59; discussion 159. doi:
NULL
. [PMID: 1982747] - J Jurcovicová, T Le, L Krulich. The paradox of alpha 2 adrenergic regulation of prolactin (PRL) secretion. I. The PRL-releasing action of the alpha 2 receptor agonists.
Brain research bulletin.
1989 Dec; 23(6):417-24. doi:
10.1016/0361-9230(89)90183-4
. [PMID: 2575439] - M L Hensley, M P Meeley, P M McCauley, P Ernsberger, D J Reis. Clonidine-displacing substance is present in peripheral tissues of the rat.
American journal of hypertension.
1989 Dec; 2(12 Pt 1):917-9. doi:
10.1093/ajh/2.12.917
. [PMID: 2610997] - R J Gould, K M Murphy, S H Snyder, J W Strandhoy, C E Dunlap. Differential interaction of guanabenz with receptor binding sites in rat brain and kidney.
Research communications in chemical pathology and pharmacology.
1989 Oct; 66(1):3-19. doi:
. [PMID: 2559439]
- J Balthazart, G F Ball. Effects of the noradrenergic neurotoxin DSP-4 on luteinizing hormone levels, catecholamine concentrations, alpha 2-adrenergic receptor binding, and aromatase activity in the brain of the Japanese quail.
Brain research.
1989 Jul; 492(1-2):163-75. doi:
10.1016/0006-8993(89)90899-8
. [PMID: 2568873] - W B Jeffries, R Fallet, G D Gong, P Van Dreal, W A Pettinger. Tonic inhibition of renal response to vasopressin by a pertussis toxin substrate.
The American journal of physiology.
1988 Dec; 255(6 Pt 2):F1107-15. doi:
10.1152/ajprenal.1988.255.6.f1107
. [PMID: 2904771] - J E Piletz, A Halaris. Super high affinity 3H-para-aminoclonidine binding to platelet adrenoceptors in depression.
Progress in neuro-psychopharmacology & biological psychiatry.
1988; 12(4):541-53. doi:
10.1016/0278-5846(88)90113-3
. [PMID: 2900540] - M Van Dort, R Neubig, R E Counsell. Radioiodinated p-iodoclonidine: a high-affinity probe for the alpha 2-adrenergic receptor.
Journal of medicinal chemistry.
1987 Jul; 30(7):1241-4. doi:
10.1021/jm00390a021
. [PMID: 3037080] - B Sripanidkulchai, R Dawson, S Oparil, J M Wyss. Two renal alpha 2-adrenergic receptor sites revealed by p-aminoclonidine binding.
The American journal of physiology.
1987 Feb; 252(2 Pt 2):F283-90. doi:
10.1152/ajprenal.1987.252.2.f283
. [PMID: 3028171] - B Sripanidkulchai, J M Wyss. The development of alpha 2-adrenoceptors in the rat kidney: correlation with noradrenergic innervation.
Brain research.
1987 Jan; 400(1):91-100. doi:
10.1016/0006-8993(87)90656-1
. [PMID: 3028568] - M D Chafetz, K Parko, S Diaz, S F Leibowitz. Relationships between medial hypothalamic alpha 2-receptor binding, norepinephrine, and circulating glucose.
Brain research.
1986 Oct; 384(2):404-8. doi:
10.1016/0006-8993(86)91182-0
. [PMID: 3022870] - M Jhanwar-Uniyal, C R Roland, S F Leibowitz. Diurnal rhythm of alpha 2-noradrenergic receptors in the paraventricular nucleus and other brain areas: relation to circulating corticosterone and feeding behavior.
Life sciences.
1986 Feb; 38(5):473-82. doi:
10.1016/0024-3205(86)90073-1
. [PMID: 3003482] - R R Neubig, R D Gantzos, R S Brasier. Agonist and antagonist binding to alpha 2-adrenergic receptors in purified membranes from human platelets. Implications of receptor-inhibitory nucleotide-binding protein stoichiometry.
Molecular pharmacology.
1985 Nov; 28(5):475-86. doi:
. [PMID: 2865672]
- T M Smith, R F Suckow. Trazodone and m-chlorophenylpiperazine. Concentration in brain and receptor activity in regions in the brain associated with anxiety.
Neuropharmacology.
1985 Nov; 24(11):1067-71. doi:
10.1016/0028-3908(85)90193-5
. [PMID: 4080105] - E B Chang, M Field, R J Miller. Enterocyte alpha 2-adrenergic receptors: yohimbine and p-aminoclonidine binding relative to ion transport.
The American journal of physiology.
1983 Jan; 244(1):G76-82. doi:
10.1152/ajpgi.1983.244.1.g76
. [PMID: 6295186]