Levonordefrin (BioDeep_00000008857)
Secondary id: BioDeep_00000279528, BioDeep_00000858631
human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds
代谢物信息卡片
化学式: C9H13NO3 (183.0895388)
中文名称: 去甲肾上腺素, (-)-3,4-二羟基去甲麻黄碱
谱图信息:
最多检出来源 Homo sapiens(blood) 9.51%
分子结构信息
SMILES: CC(C(C1=CC(=C(C=C1)O)O)O)N
InChI: InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1
描述信息
Levonordefrin is only found in individuals that have used or taken this drug. It acts as a topical nasal decongestant and vasoconstrictor, most often used in dentistry.It is designed to mimic the molecular shape of adrenaline. It binds to alpha-adrenergic receptors in the nasal mucosa. Here it can, therefore, cause vasoconstriction
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist
D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents
Same as: D02388
Levonordefrin, a common alternative to levoepinephrine as a vasoconstrictor in dental local anesthetic preparations, is usually used in fivefold higher concentrations. Levonordefrin is generally considered equivalent to epinephrine[1].
同义名列表
49 个代谢物同义名
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol hydrochloride, (r*,r*)-(+,-)-isomer; 4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol hydrochloride, (r*,s*)-(+-)-isomer; 4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol tartrate, (r*,r*), (r*,r*)-isomer; 4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol tartrate, (r*,s*), (r*,r*)-isomer; 4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol, (r*,s*)-isomer; 4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol, (r*,r*)-isomer; 4-[(1R,2S)-2-amino-1-hydroxypropyl]benzene-1,2-diol; alpha-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol; Nordefrin hydrochloride, (r*,s*)-(+,-)-isomer; Nordefrin hydrochloride, (r*,r*)-(+,-)-isomer; a-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol; Α-(1-aminoethyl)-3,4-dihydroxybenzyl alcohol; Nordefrin tartrate, (r*,s*), (r*,r*) isomer; Nordefrin tartrate, (r*,r*), (r*,r*) isomer; 4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol; alpha Methylnorepinephrine; alpha-Methylnorepinephrine; Nordefrin, (r*,r*)-isomer; 3,4-Dihydroxynorephedrine; alpha Methylnoradrenaline; Nordefrin, (r*,s*)-isomer; alpha-Methylnoradrenaline; 3,4 Dihydroxynorephedrine; Hydrochloride, nordefrin; Levonordefrin;Corbadrine; Nordefrin hydrochloride; a-Methylnorepinephrine; Α-methylnorepinephrine; Α-methylnoradrenaline; a-Methylnoradrenaline; Methylnorepinephrine; Methylnoradrenaline; Isoadrenaline; Levonordefrin; neo Cobefrin; neo-Cobefrin; Corbadrinum; NeoCobefrin; Norephrine; Corbadrina; Corbadrine; Cobefrine; Nordefrin; (-)-Cobefrin; (-)-α-Methylnoradrenaline; (-)-Nordefrin; Levonordefrin; Nordephrine; Nordefrin
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:141146
- ChEBI: CHEBI:10304
- KEGG: C11768
- PubChem: 164739
- HMDB: HMDB0015652
- Metlin: METLIN43228
- Metlin: METLIN1217
- DrugBank: DB06707
- ChEMBL: CHEMBL677
- Wikipedia: Corbadrine
- MeSH: Nordefrin
- chemspider: 144416
- CAS: 74812-63-8
- CAS: 6539-57-7
- CAS: 829-74-3
- PubChem: 13932
- NIKKAJI: J7.129C
- RefMet: Levonordefrin
- medchemexpress: HY-107915
- KNApSAcK: 10304
- KEGG: C17925
- PubChem: 96024146
- KNApSAcK: 81386
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
- Wei Hao, Rui Yang, Yang Yang, Sheng Jin, Yanqing Li, Fang Yuan, Qi Guo, Lin Xiao, Xin Wang, Fuwei Wang, Yuming Wu, Xu Teng. Stellate ganglion block ameliorates vascular calcification by inhibiting endoplasmic reticulum stress.
Life sciences.
2018 Jan; 193(?):1-8. doi:
10.1016/j.lfs.2017.12.002
. [PMID: 29208463] - Hua-Lin Cai, Ping-Fei Fang, Huan-De Li, Xiang-Hui Zhang, Li Hu, Wen Yang, Hai-Sen Ye. Abnormal plasma monoamine metabolism in schizophrenia and its correlation with clinical responses to risperidone treatment.
Psychiatry research.
2011 Jul; 188(2):197-202. doi:
10.1016/j.psychres.2010.11.003
. [PMID: 21146875] - J-M Fan, X-Q Chen, H Jin, J-Z Du. Gestational hypoxia alone or combined with restraint sensitizes the hypothalamic-pituitary-adrenal axis and induces anxiety-like behavior in adult male rat offspring.
Neuroscience.
2009 Apr; 159(4):1363-73. doi:
10.1016/j.neuroscience.2009.02.009
. [PMID: 19409200] - Carina A F de Andrade, Glaucia M F de Andrade, Patricia M De Paula, Laurival A De Luca, José V Menani. Involvement of central alpha1-adrenoceptors on renal responses to central moxonidine and alpha-methylnoradrenaline.
European journal of pharmacology.
2009 Apr; 607(1-3):60-7. doi:
10.1016/j.ejphar.2009.01.039
. [PMID: 19326476] - Athanasios G Kaditis, Emmanouel I Alexopoulos, Eleni Damani, Fotini Hatzi, Konstantinos Chaidas, Thomais Kostopoulou, Arhontia Tzigeroglou, Konstantinos Gourgoulianis. Urine levels of catecholamines in Greek children with obstructive sleep-disordered breathing.
Pediatric pulmonology.
2009 Jan; 44(1):38-45. doi:
10.1002/ppul.20916
. [PMID: 19085921] - Michael J Owens, Stan Krulewicz, Jeffrey S Simon, David V Sheehan, Michael E Thase, David J Carpenter, Susan J Plott, Charles B Nemeroff. Estimates of serotonin and norepinephrine transporter inhibition in depressed patients treated with paroxetine or venlafaxine.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2008 Dec; 33(13):3201-12. doi:
10.1038/npp.2008.47
. [PMID: 18418363] - Maria Karas, Pierre Larochelle, Robert A LeBlanc, Bruno Dubé, Reginald Nadeau, Jacques de Champlain. Attenuation of autonomic nervous system functions in hypertensive patients at rest and during orthostatic stimulation.
Journal of clinical hypertension (Greenwich, Conn.).
2008 Feb; 10(2):97-104. doi:
10.1111/j.1751-7176.2008.07324.x
. [PMID: 18256574] - Yu-Shin Ding, Kuo-Shyan Lin, Jean Logan, Helene Benveniste, Pauline Carter. Comparative evaluation of positron emission tomography radiotracers for imaging the norepinephrine transporter: (S,S) and (R,R) enantiomers of reboxetine analogs ([11C]methylreboxetine, 3-Cl-[11C]methylreboxetine and [18F]fluororeboxetine), (R)-[11C]nisoxetine, [11C]oxaprotiline and [11C]lortalamine.
Journal of neurochemistry.
2005 Jul; 94(2):337-51. doi:
10.1111/j.1471-4159.2005.03202.x
. [PMID: 15998285] - Ulriikka Jaakkola, Tom Kuusela, Tuomas Jartti, Ullamari Pesonen, Markku Koulu, Tero Vahlberg, Jaana Kallio. The Leu7Pro polymorphism of preproNPY is associated with decreased insulin secretion, delayed ghrelin suppression, and increased cardiovascular responsiveness to norepinephrine during oral glucose tolerance test.
The Journal of clinical endocrinology and metabolism.
2005 Jun; 90(6):3646-52. doi:
10.1210/jc.2005-0153
. [PMID: 15797951] - Pascal de Groote, Benoît Soudan, Nicolas Lamblin, Nathalie Rouaix-Emery, Eugène Mc Fadden, Thibaut Meurice, Frédéric Mouquet, Christophe Bauters. Is hormonal activation during exercise useful for risk stratification in patients with moderate congestive heart failure?.
American heart journal.
2004 Aug; 148(2):349-55. doi:
10.1016/j.ahj.2004.03.044
. [PMID: 15309008] - S Meyer, M Strittmatter, C Fischer, T Georg, B Schmitz. Lateralization in autonomic dysfunction in ischemic stroke involving the insular cortex.
Neuroreport.
2004 Feb; 15(2):357-61. doi:
10.1097/00001756-200402090-00029
. [PMID: 15076768] - Katherine L Chin, John A Yagiela, Christine L Quinn, Kent R Henderson, Donald F Duperon. Serum mepivacaine concentrations after intraoral injection in young children.
Journal of the California Dental Association.
2003 Oct; 31(10):757-64. doi:
NULL
. [PMID: 14626871] - Christa Nöhammer, Friedrich Brunner, Gerald Wölkart, Philipp B Staber, Ernst Steyrer, Frank J Gonzalez, Rudolf Zechner, Gerald Hoefler. Myocardial dysfunction and male mortality in peroxisome proliferator-activated receptor alpha knockout mice overexpressing lipoprotein lipase in muscle.
Laboratory investigation; a journal of technical methods and pathology.
2003 Feb; 83(2):259-69. doi:
10.1097/01.lab.0000053916.61772.ca
. [PMID: 12594240] - Jing-song You, Sui-yu Hu, Da-sheng Xia. [Further study on the indexes of auxiliary laboratory diagnosis in the syndrome of hyperactivity of liver-yang].
Hunan yi ke da xue xue bao = Hunan yike daxue xuebao = Bulletin of Hunan Medical University.
2002 Jun; 27(3):239-41. doi:
NULL
. [PMID: 12575303] - James R Docherty. Age-related changes in adrenergic neuroeffector transmission.
Autonomic neuroscience : basic & clinical.
2002 Feb; 96(1):8-12. doi:
10.1016/s1566-0702(01)00375-7
. [PMID: 11911505] - C Lebrun, G Ghetau, M Candito, M Chatel. [Acute polyradiculoneuritis and dysautonomia: contribution of assaying catecholamines and their methoxylated metabolites].
Revue neurologique.
2001 Mar; 157(3):304-8. doi:
NULL
. [PMID: 11319493] - R Tyni-Lenné, K Dencker, A Gordon, E Jansson, C Sylvén. Comprehensive local muscle training increases aerobic working capacity and quality of life and decreases neurohormonal activation in patients with chronic heart failure.
European journal of heart failure.
2001 Jan; 3(1):47-52. doi:
10.1016/s1388-9842(00)00087-8
. [PMID: 11163735] - G A Head, S L Burke. Comparison of renal sympathetic baroreflex effects of rilmenidine and alpha-methylnoradrenaline in the ventrolateral medulla of the rabbit.
Journal of hypertension.
2000 Sep; 18(9):1263-76. doi:
10.1097/00004872-200018090-00013
. [PMID: 10994758] - R F Schäfers, J Nürnberger, B Herrmann, R R Wenzel, T Philipp, M C Michel. Adrenoceptors mediating the cardiovascular and metabolic effects of alpha-methylnoradrenaline in humans.
The Journal of pharmacology and experimental therapeutics.
1999 May; 289(2):918-25. doi:
. [PMID: 10215671]
- M M El-Mas, A A Abdel-Rahman. Ethanol counteraction of I1-imidazoline but not alpha-2 adrenergic receptor-mediated reduction in vascular resistance in conscious spontaneously hypertensive rats.
The Journal of pharmacology and experimental therapeutics.
1999 Feb; 288(2):455-62. doi:
. [PMID: 9918545]
- S O Hondrum, J H Ezell. The relationship between pH and concentrations of antioxidants and vasoconstrictors in local anesthetic solutions.
Anesthesia progress.
1996; 43(3):85-91. doi:
"
. [PMID: 10323112] - D Huangfu, W B Goodwin, P G Guyenet. Sympatholytic effect of tricyclic antidepressants: site and mechanism of action in anesthetized rats.
The American journal of physiology.
1995 Jun; 268(6 Pt 2):R1429-41. doi:
10.1152/ajpregu.1995.268.6.r1429
. [PMID: 7611519] - 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]
- C Bohmann, P Schollmeyer, L C Rump. Effects of imidazolines on noradrenaline release in rat isolated kidney.
Naunyn-Schmiedeberg's archives of pharmacology.
1994 Feb; 349(2):118-24. doi:
10.1007/bf00169827
. [PMID: 8170497] - F Boomsma, G Alberts, L van Eijk, A J Man in 't Veld, M A Schalekamp. Optimal collection and storage conditions for catecholamine measurements in human plasma and urine.
Clinical chemistry.
1993 Dec; 39(12):2503-8. doi:
10.1093/clinchem/39.12.2503
. [PMID: 8252722] - A S Nies, E A Andros, J G Gerber. Platelet alpha 2-adrenergic receptor responsiveness is increased in elderly men but not in elderly women.
Clinical pharmacology and therapeutics.
1992 Dec; 52(6):605-8. doi:
10.1038/clpt.1992.198
. [PMID: 1333933] - C J Tseng, L P Ger, C S Tung. Interrelation between alpha 2-adrenoreceptor system and neuropeptide Y in rat nucleus tractus solitarii.
Proceedings of the National Science Council, Republic of China. Part B, Life sciences.
1991 Apr; 15(2):86-91. doi:
. [PMID: 1658840]
- C H Ahn, G Shams, R L Schotzinger, D D Miller, D R Feller. Stereostructure activity relationships of catecholamines on human platelet function.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1990 Jun; 194(2):149-56. doi:
10.3181/00379727-194-43071
. [PMID: 2190233] - N M Deighton, C A Hamilton, C A Howie, J L Reid. Effects of short-term exposure to noradrenaline and adrenaline on adrenoceptor responses.
European journal of pharmacology.
1989 Oct; 169(1):95-101. doi:
10.1016/0014-2999(89)90821-2
. [PMID: 2689187] - M Schmidt, J P Krieger, E Giesen-Crouse, J L Imbs. Characterisation of the alpha-adrenoceptors of the rat renal vascular bed.
Fundamental & clinical pharmacology.
1987; 1(1):7-22. doi:
10.1111/j.1472-8206.1987.tb00541.x
. [PMID: 2822558] - L G Howes, S Miller, J L Reid. Simultaneous assay of 3,4-dihydroxyphenylethylene glycol and norepinephrine in human plasma by high-performance liquid chromatography with electrochemical detection.
Journal of chromatography.
1985 Mar; 338(2):401-3. doi:
10.1016/0378-4347(85)80111-0
. [PMID: 3889025] - J L Reid, F Pasanisi, P A Meredith, H L Elliott. Clinical pharmacological studies on the interaction between alpha-adrenoceptors and calcium antagonists.
Journal of cardiovascular pharmacology.
1985; 7 Suppl 6(?):S206-9. doi:
10.1097/00005344-198500076-00036
. [PMID: 2414590] - K Takahashi, H Hisa, S Satoh. Effects of alpha-agonist on renin and prostaglandin E2 release in anesthetized dogs.
The American journal of physiology.
1984 Nov; 247(5 Pt 1):E604-8. doi:
10.1152/ajpendo.1984.247.5.e604
. [PMID: 6149693] - V J Robertson, S E Taylor, T W Gage. Quantitative and qualitative analysis of the pressor effects of levonordefrin.
Journal of cardiovascular pharmacology.
1984 Sep; 6(5):929-35. doi:
10.1097/00005344-198409000-00029
. [PMID: 6209502] - H L Elliott, C R Jones, J Vincent, C B Lawrie, J L Reid. The alpha adrenoceptor antagonist properties of idazoxan in normal subjects.
Clinical pharmacology and therapeutics.
1984 Aug; 36(2):190-6. doi:
10.1038/clpt.1984.161
. [PMID: 6146423] - G P Jackman, C J Oddie, H Skews, A Bobik. High-performance liquid chromatographic determination of plasma catecholamines during alpha-methyldopa therapy.
Journal of chromatography.
1984 Jun; 308(?):301-5. doi:
10.1016/s0021-9673(01)87557-9
. [PMID: 6378949] - G A FitzGerald. Peripheral presynaptic adrenoreceptor regulation of norepinephrine release in humans.
Federation proceedings.
1984 Apr; 43(5):1379-81. doi:
NULL
. [PMID: 6142837] - H Majewski, L Hedler, K Starke. Evidence for a physiological role of presynaptic alpha-adrenoceptors: modulation of noradrenaline release in the pithed rabbit.
Naunyn-Schmiedeberg's archives of pharmacology.
1983 Dec; 324(4):256-63. doi:
10.1007/bf00502620
. [PMID: 6141531] - H L Elliott, J L Reid. Evidence for postjunctional vascular alpha 2-adrenoceptors in peripheral vascular regulation in man.
Clinical science (London, England : 1979).
1983 Sep; 65(3):237-41. doi:
10.1042/cs0650237
. [PMID: 6135526] - G B Park, R F Koss, J Utter, J Edelson. Determination of colterol in human plasma and urine by reversed-phase chromatography with amperometric detection.
Journal of chromatography.
1983 Apr; 273(2):481-6. doi:
10.1016/s0378-4347(00)80975-5
. [PMID: 6345565] - E A Woodcock, C I Johnston. Selective inhibition by epinephrine of parathyroid hormone-stimulated adenylate cyclase in rat renal cortex.
The American journal of physiology.
1982 Jun; 242(6):F721-6. doi:
10.1152/ajprenal.1982.242.6.f721
. [PMID: 6283902] - G A FitzGerald, J Watkins, C T Dollery. Regulation of norepinephrine release by peripheral alpha 2-receptor stimulation.
Clinical pharmacology and therapeutics.
1981 Feb; 29(2):160-7. doi:
10.1038/clpt.1981.26
. [PMID: 6257444] - D R Tomlinson, A P Yusof. A method for the measurement of growth of noradrenergic axons in tissue culture and the effects of colchicine thereon.
The Histochemical journal.
1980 Nov; 12(6):641-50. doi:
10.1007/bf01012019
. [PMID: 7002885] - R J Frankel, I A Reid, W F Ganong. Role of central and peripheral mechanisms in the action of alpha-methyldopa on blood pressure and renin secretion.
The Journal of pharmacology and experimental therapeutics.
1977 May; 201(2):400-5. doi:
. [PMID: 323462]
- K Abe, H Aoyagi, M Yasujima, S Miyazaki, T Kusaka, M Seino, Y Otsuka, N Irokawa, S Chiba, Y Sakurai, K Saito, K Yoshinaga. Interaction of dopamine, methyldopa and reserpine in the sympatho-adrenal system in essential hypertension.
Clinical science and molecular medicine. Supplement.
1976 Dec; 3(?):461s-463s. doi:
10.1042/cs051461s
. [PMID: 799557] - M F Lokhandwala, J P Buckley, B S Jandhyala. Studies on the mechanism of the cardiovascualr effects of methyldopa.
European journal of pharmacology.
1976 May; 37(1):79-89. doi:
10.1016/0014-2999(76)90010-8
. [PMID: 6292] - A Arnold, J P McAuliff. Relative lipolytic activities of selected catecholamines in the mouse.
Pharmacology.
1976; 14(2):158-65. doi:
10.1159/000136591
. [PMID: 959317] - L Shargel, S A Dorrbecker, M Levitt. Physiological disposition and metabolism of N-t-butylarterenol and its di-p-toluate ester (bitolterol) in the rat.
Drug metabolism and disposition: the biological fate of chemicals.
1976 Jan; 4(1):65-71. doi:
. [PMID: 3403]
- U Werner. [An improved trihydroxyindole method for the determination of urinary catecholamines].
Zeitschrift fur klinische Chemie und klinische Biochemie.
1975 Aug; 13(8):341-9. doi:
NULL
. [PMID: 3040]