NORFENFLURAMINE (BioDeep_00000273223)
代谢物信息卡片
NORFENFLURAMINE
化学式: C10H12F3N (203.0922)
中文名称:
谱图信息:
最多检出来源 Viridiplantae(plant) 91.89%
分子结构信息
SMILES: CC(CC1=CC(=CC=C1)C(F)(F)F)N
InChI: InChI=1S/C10H12F3N/c1-7(14)5-8-3-2-4-9(6-8)10(11,12)13/h2-4,6-7H,5,14H2,1H3
描述信息
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017367 - Selective Serotonin Reuptake Inhibitors
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors
D049990 - Membrane Transport Modulators
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3468
CONFIDENCE standard compound; INTERNAL_ID 2115
同义名列表
2 个代谢物同义名
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:125411
- PubChem: 15897
- Metlin: METLIN2681
- ChEMBL: CHEMBL1979333
- MeSH: Norfenfluramine
- CAS: 1886-26-6
- CAS: 673-18-7
- MoNA: EQ346809
- MoNA: EQ346808
- MoNA: EQ346807
- MoNA: EQ346806
- MoNA: EQ346805
- MoNA: EQ346804
- MoNA: EQ346803
- MoNA: EQ346802
- MoNA: EQ346801
- MoNA: AU211505
- MoNA: AU211504
- MoNA: AU211503
- MoNA: AU211502
- MoNA: AU211501
- PMhub: MS000005093
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)
0 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
- Parthena Martin, Maciej Czerwiński, Pallavi B Limaye, Brian W Ogilvie, Steven Smith, Brooks Boyd. In vitro evaluation suggests fenfluramine and norfenfluramine are unlikely to act as perpetrators of drug interactions.
Pharmacology research & perspectives.
2022 06; 10(3):e00959. doi:
10.1002/prp2.959. [PMID: 35599347] - Jingqiu Chen, Daniel Korostyshevsky, Sean Lee, Ethan O Perlstein. Accumulation of an antidepressant in vesiculogenic membranes of yeast cells triggers autophagy.
PloS one.
2012; 7(4):e34024. doi:
10.1371/journal.pone.0034024. [PMID: 22529904] - Mario Thevis, Gerd Sigmund, Vassilios Gougoulidis, Simon Beuck, Nils Schlörer, Andreas Thomas, Dorota Kwiatkowska, Andrzej Pokrywka, Wilhelm Schänzer. Screening for benfluorex and its major urinary metabolites in routine doping controls.
Analytical and bioanalytical chemistry.
2011 Aug; 401(2):543-51. doi:
10.1007/s00216-010-4455-4. [PMID: 21116611] - Amal Kaddoumi, Mitsuhiro Wada, Kenichiro Nakashima. Pharmacokinetic properties of N-nitrosofenfluramine after its administration to rats.
Biomedical chromatography : BMC.
2011 May; 25(5):579-87. doi:
10.1002/bmc.1485. [PMID: 20857399] - Richard B Rothman, Jean L Cadet, Christina M Dersch, Michael T McCoy, Elin Lehrmann, Kevin G Becker, Michael Bader, Natalia Alenina, Michael H Baumann. Altered gene expression in pulmonary tissue of tryptophan hydroxylase-1 knockout mice: implications for pulmonary arterial hypertension.
PloS one.
2011 Mar; 6(3):e17735. doi:
10.1371/journal.pone.0017735. [PMID: 21464983] - Richard B Rothman, Michael H Baumann. Serotonergic drugs and valvular heart disease.
Expert opinion on drug safety.
2009 May; 8(3):317-29. doi:
10.1517/14740330902931524. [PMID: 19505264] - Wei Ni, Claudia S Wilhelm, Michael Bader, Dennis L Murphy, Keith Lookingland, Stephanie W Watts. (+)-Norfenfluramine-induced arterial contraction is not dependent on endogenous 5-hydroxytryptamine or 5-hydroxytryptamine transporter.
The Journal of pharmacology and experimental therapeutics.
2005 Sep; 314(3):953-60. doi:
10.1124/jpet.105.087080. [PMID: 15901794] - Amal Kaddoumi, Mihoko N Nakashima, Toshihide Maki, Yoshihiro Matsumura, Junzo Nakamura, Kenichiro Nakashima. Liquid chromatography studies on the pharmacokinetics of phentermine and fenfluramine in brain and blood microdialysates after intraperitoneal administration to rats.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Jul; 791(1-2):291-303. doi:
10.1016/s1570-0232(03)00231-9. [PMID: 12798189] - Richard B Rothman, Robert D Clark, John S Partilla, Michael H Baumann. (+)-Fenfluramine and its major metabolite, (+)-norfenfluramine, are potent substrates for norepinephrine transporters.
The Journal of pharmacology and experimental therapeutics.
2003 Jun; 305(3):1191-9. doi:
10.1124/jpet.103.049684. [PMID: 12649307] - John F Bowyer, John F Young, William Slikker, Yossef Itzak, A J Mayorga, Glenn D Newport, Syed F Ali, David L Frederick, Merle G Paule. Plasma levels of parent compound and metabolites after doses of either d-fenfluramine or d-3,4-methylenedioxymethamphetamine (MDMA) that produce long-term serotonergic alterations.
Neurotoxicology.
2003 Jun; 24(3):379-90. doi:
10.1016/s0161-813x(03)00030-5. [PMID: 12782103] - A Kaddoumi, M N Nakashima, K Nakashima. Fluorometric determination of DL-fenfluramine, DL-norfenfluramine and phentermine in plasma by achiral and chiral high-performance liquid chromatography.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Nov; 763(1-2):79-90. doi:
10.1016/s0378-4347(01)00368-1. [PMID: 11710586] - R M Anthenelli, R A Maxwell. Cigarette smoking decreases the prolactin response to serotonergic stimulation in subgroups of alcoholics and controls.
Alcoholism, clinical and experimental research.
2000 Jul; 24(7):987-95. doi:
10.1111/j.1530-0277.2000.tb04641.x. [PMID: 10924001] - A M Donovan, J M Halperin, J H Newcorn, V Sharma. Thermal response to serotonergic challenge and aggression in attention deficit hyperactivity disorder children.
Journal of child and adolescent psychopharmacology.
1999; 9(2):85-91. doi:
10.1089/cap.1999.9.85. [PMID: 10461818] - P Clausing, G D Newport, J F Bowyer. Fenfluramine and norfenfluramine levels in brain microdialysate, brain tissue and plasma of rats administered doses of d-fenfluramine known to deplete 5-hydroxytryptamine levels in brain.
The Journal of pharmacology and experimental therapeutics.
1998 Feb; 284(2):618-24. doi:
NULL. [PMID: 9454806] - K P Datla, G Curzon. The effect of D-fenfluramine on brain 5-hydroxytryptamine and 5-hydroxyindoleacetic acid in male and female rats.
European journal of pharmacology.
1997 Aug; 333(1):27-31. doi:
10.1016/s0014-2999(97)01124-2. [PMID: 9311657] - P Clausing, L G Rushing, G D Newport, J F Bowyer. Determination of D-fenfluramine, D-norfenfluramine and fluoxetine in plasma, brain tissue and brain microdialysate using high-performance liquid chromatography after precolumn derivatization with dansyl chloride.
Journal of chromatography. B, Biomedical sciences and applications.
1997 May; 692(2):419-26. doi:
10.1016/s0378-4347(96)00528-2. [PMID: 9188832] - S Rose, J G Hindmarsh, P Collins, P Jenner. The effect of fenfluramine dosage regimen and reduced food intake on levels of 5-HT in rat brain.
Journal of neural transmission (Vienna, Austria : 1996).
1997; 104(11-12):1339-51. doi:
10.1007/bf01294735. [PMID: 9503280] - T Mennini, C Fracasso, A Cagnotto, A Bergami, E Frittoli, M Gobbi, S Caccia, S Garattini. In vitro and in vivo effects of the anorectic agent dexfenfluramine on the central serotoninergic neuronal systems of non-human primates. A comparison with the rat.
Naunyn-Schmiedeberg's archives of pharmacology.
1996 May; 353(6):641-7. doi:
10.1007/bf00167183. [PMID: 8738297] - S Caccia, A Bergami, C Fracasso, S Garattini, B Campbell. Oral kinetics of dexfenfluramine and dexnorfenfluramine in non-human primates.
Xenobiotica; the fate of foreign compounds in biological systems.
1995 Nov; 25(10):1143-50. doi:
10.3109/00498259509061914. [PMID: 8578770] - N E Rowland. Long-term administration of dexfenfluramine to genetically obese (ob/ob) and lean mice: body weight and brain serotonin changes.
Pharmacology, biochemistry, and behavior.
1994 Oct; 49(2):287-94. doi:
10.1016/0091-3057(94)90423-5. [PMID: 7824540] - J N Zeng, L Dou, M Duda, H H Stuting. New chiral high-performance liquid chromatographic methodology used for the pharmacokinetic evaluation of dexfenfluramine.
Journal of chromatography. B, Biomedical applications.
1994 Apr; 654(2):231-48. doi:
10.1016/0378-4347(94)00004-2. [PMID: 8044284] - A S Gross, A C Phillips, J Boutagy, G M Shenfield. Determination of dexfenfluramine and nordexfenfluramine in urine by high-performance liquid chromatography using ultraviolet detection.
Journal of chromatography.
1993 Nov; 621(1):115-20. doi:
10.1016/0378-4347(93)80085-i. [PMID: 8308082] - A J Scheurink, H Leuvenink, A B Steffens. Metabolic and hormonal responses to hypothalamic administration of norfenfluramine in rats.
Physiology & behavior.
1993 May; 53(5):889-98. doi:
10.1016/0031-9384(93)90265-h. [PMID: 8511204] - P Lichtenberg, B Shapira, D Gillon, S Kindler, T B Cooper, M E Newman, B Lerer. Hormone responses to fenfluramine and placebo challenge in endogenous depression.
Psychiatry research.
1992 Aug; 43(2):137-46. doi:
10.1016/0165-1781(92)90128-p. [PMID: 1410069] - B Shapira, B Lerer, S Kindler, P Lichtenberg, C Gropp, T Cooper, A Calev. Enhanced serotonergic responsivity following electroconvulsive therapy in patients with major depression.
The British journal of psychiatry : the journal of mental science.
1992 Feb; 160(?):223-9. doi:
10.1192/bjp.160.2.223. [PMID: 1540763] - S Caccia, M Anelli, A Ferrarese, C Fracasso, S Garattini. Single- and multiple-dose kinetics of d-fenfluramine in rats given anorectic and toxic doses.
Xenobiotica; the fate of foreign compounds in biological systems.
1992 Feb; 22(2):217-26. doi:
10.3109/00498259209046620. [PMID: 1632111] - R Invernizzi, C Fracasso, S Caccia, S Garattini, R Samanin. Effects of intracerebroventricular administration of d-fenfluramine and d-norfenfluramine, as a single injection or 2-hr infusion, on serotonin in brain: relationship to concentrations of drugs in brain.
Neuropharmacology.
1991 Feb; 30(2):119-23. doi:
10.1016/0028-3908(91)90194-g. [PMID: 2030819] - R Zaczek, G Battaglia, S Culp, N M Appel, J F Contrera, E B De Souza. Effects of repeated fenfluramine administration on indices of monoamine function in rat brain: pharmacokinetic, dose response, regional specificity and time course data.
The Journal of pharmacology and experimental therapeutics.
1990 Apr; 253(1):104-12. doi:
NULL. [PMID: 2329498] - S Kasper, A Vieira, R Schmidt, P Richter. Multiple hormone responses to stimulation with dl-fenfluramine in patients with major depression before and after antidepressive treatment.
Pharmacopsychiatry.
1990 Mar; 23(2):76-84. doi:
10.1055/s-2007-1014487. [PMID: 2339181] - G Ekman, F Miranda-Linné, C Gillberg, M Garle, L Wetterberg. Fenfluramine treatment of twenty children with autism.
Journal of autism and developmental disorders.
1989 Dec; 19(4):511-32. doi:
10.1007/bf02212855. [PMID: 2606882] - R P Richards, B H Gordon, R M Ings, D B Campbell, L J King. The measurement of d-fenfluramine and its metabolite, d-norfenfluramine in plasma and urine with an application of the method to pharmacokinetic studies.
Xenobiotica; the fate of foreign compounds in biological systems.
1989 May; 19(5):547-53. doi:
10.3109/00498258909042294. [PMID: 2750211] - N R Srinivas, J W Hubbard, J K Cooper, K K Midha. Enantioselective gas chromatographic assay with electron-capture detection for dl-fenfluramine and dl-norfenfluramine in plasma.
Journal of chromatography.
1988 Dec; 433(?):105-17. doi:
10.1016/s0378-4347(00)80589-7. [PMID: 3235539] - R Spinelli, C Fracasso, G Guiso, S Garattini, S Caccia. Disposition of (-)-fenfluramine and its active metabolite, (-)-norfenfluramine in rat: a single dose-proportionality study.
Xenobiotica; the fate of foreign compounds in biological systems.
1988 May; 18(5):573-84. doi:
10.3109/00498258809041694. [PMID: 3400275] - D A Lewis, B M Sherman. Serotonergic regulation of prolactin and growth hormone secretion in man.
Acta endocrinologica.
1985 Oct; 110(2):152-7. doi:
10.1530/acta.0.1100152. [PMID: 4060968] - H A Krebs, L K Cheng, G J Wright. Determination of fenfluramine and norfenfluramine in plasma using a nitrogen-sensitive detector.
Journal of chromatography.
1984 Oct; 310(2):412-7. doi:
10.1016/0378-4347(84)80109-7. [PMID: 6511858] - D A Lewis, B M Sherman. Serotonergic stimulation of adrenocorticotropin secretion in man.
The Journal of clinical endocrinology and metabolism.
1984 Mar; 58(3):458-62. doi:
10.1210/jcem-58-3-458. [PMID: 6319452] - R G Morris, P A Reece. Improved gas-liquid chromatographic method for measuring fenfluramine and norfenfluramine in heparinised plasma.
Journal of chromatography.
1983 Dec; 278(2):434-8. doi:
10.1016/s0378-4347(00)84805-7. [PMID: 6668325] - J G Douglas, J Gough, P G Preston, I Frazer, C Haslett, S R Chalmers, J F Munro. Long-term efficacy of fenfluramine in treatment of obesity.
Lancet (London, England).
1983 Feb; 1(8321):384-6. doi:
10.1016/s0140-6736(83)91501-5. [PMID: 6130379] - R W Fuller, H D Snoddy, J A Clemens, B B Molloy. Effect of norfenfluramine and two structural analogues on brain 5-hydroxyindoles and serum prolactin in rats.
The Journal of pharmacy and pharmacology.
1982 Jul; 34(7):449-50. doi:
10.1111/j.2042-7158.1982.tb04755.x. [PMID: 6181246] - V Magnoni, S Boni, L M Bonini, L Zecca, S R Bareggi. [Activity of fenfluramine in obese subjects. Relation between dosage, plasma concentration of the drug and its effect on weight loss].
Minerva medica.
1982 Jun; 73(24):1703-10. doi:
NULL. [PMID: 7088388] - S Caccia, G Dagnino, S Garattini, G Guiso, R Madonna, M G Zanini. Kinetics of fenfluramine isomers in the rat.
European journal of drug metabolism and pharmacokinetics.
1981; 6(4):297-301. doi:
10.1007/bf03189529. [PMID: 7333330] - J K Wales. The effect of fenfluramine on weight loss during restricted dietary regimes.
International journal of obesity.
1980; 4(2):127-32. doi:
NULL. [PMID: 7399803] - J A Innes, M L Watson, M J Ford, J F Munro, M E Stoddart, D B Campbell. Plasma fenfluramine levels, weight loss, and side effects.
British medical journal.
1977 Nov; 2(6098):1322-5. doi:
10.1136/bmj.2.6098.1322. [PMID: 589167] - M Hossain, D B Campbell. Fenfluramine and methylcellulose in the treatment of obesity: the relationship between plasma drug concentrations and therapeutic efficacy.
Postgraduate medical journal.
1975; 51 Suppl 1(?):178-82. doi:
NULL. [PMID: 768965] - S M Macrae. Peripheral and metabolic effects of fenfluramine, 780SE, norfenfluramine and hydroxyethylnorfenfluramine--a review.
Postgraduate medical journal.
1975; 51 Suppl 1(?):13-7. doi:
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