8-OH-Dpat (BioDeep_00000175266)
human metabolite blood metabolite
代谢物信息卡片
7-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol
化学式: C16H25NO (247.193604)
中文名称: 8-OH-DPAT
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCN(CCC)C1CCC2=C(C1)C(=CC=C2)O
InChI: InChI=1S/C16H25NO/c1-3-10-17(11-4-2)14-9-8-13-6-5-7-16(18)15(13)12-14/h5-7,14,18H,3-4,8-12H2,1-2H3
描述信息
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017366 - Serotonin Receptor Agonists
8-OH-DPAT is a potent and selective 5-HT agonist, with a pIC50 of 8.19 for 5-HT1A and a Ki of 466 nM for 5-HT7; 8-OH-DPAT weakly binds to 5-HT1B (pIC50, 5.42), 5-HT (pIC50 <5).
同义名列表
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:73364
- PubChem: 1220
- HMDB: HMDB0247455
- ChEMBL: CHEMBL56
- Wikipedia: 8-OH-DPAT
- MeSH: 8-Hydroxy-2-(di-n-propylamino)tetralin
- chemspider: 1183
- CAS: 105558-30-3
- CAS: 78950-78-4
- medchemexpress: HY-112061
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
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10.1016/j.phymed.2009.07.002. [PMID: 19674881] - Zhili Liu, Hai Zhang, Na Ye, Jing Zhang, QianQian Wu, Peihua Sun, Linyong Li, Xuechu Zhen, Ao Zhang. Synthesis of dihydrofuroaporphine derivatives: identification of a potent and selective serotonin 5-HT 1A receptor agonist.
Journal of medicinal chemistry.
2010 Feb; 53(3):1319-28. doi:
10.1021/jm9015763. [PMID: 20041669] - Meredith A Fox, Alison R Stein, Helen T French, Dennis L Murphy. Functional interactions between 5-HT2A and presynaptic 5-HT1A receptor-based responses in mice genetically deficient in the serotonin 5-HT transporter (SERT).
British journal of pharmacology.
2010 Feb; 159(4):879-87. doi:
10.1111/j.1476-5381.2009.00578.x. [PMID: 20128812] - M G Cascio, L A Gauson, L A Stevenson, R A Ross, R G Pertwee. Evidence that the plant cannabinoid cannabigerol is a highly potent alpha2-adrenoceptor agonist and moderately potent 5HT1A receptor antagonist.
British journal of pharmacology.
2010 Jan; 159(1):129-41. doi:
10.1111/j.1476-5381.2009.00515.x. [PMID: 20002104] - Franciszek Herold, Łukasz Izbicki, Andrzej Chodkowski, Maciej Dawidowski, Marek Król, Jerzy Kleps, Jadwiga Turło, Irena Wolska, Gabriel Nowak, Katarzyna Stachowicz, Małgorzata Dybała, Agata Siwek, Mateusz Nowak, Elzbieta Pieniazek, Małgorzata Jarończyk, Ingebrigt Sylte, Aleksander P Mazurek. Novel 4-aryl-pyrido[1,2-c]pyrimidines with dual SSRI and 5-HT1A activity: part 2.
European journal of medicinal chemistry.
2009 Nov; 44(11):4702-15. doi:
10.1016/j.ejmech.2009.07.007. [PMID: 19665823] - Umathe S N, Vaghasiya J M, Jain N S, Dixit P V. Neurosteroids modulate compulsive and persistent behavior in rodents: implications for obsessive-compulsive disorder.
Progress in neuro-psychopharmacology & biological psychiatry.
2009 Oct; 33(7):1161-6. doi:
10.1016/j.pnpbp.2009.06.013. [PMID: 19549549] - Nancy A Shanahan, Kerri A Holick Pierz, Virginia L Masten, Christian Waeber, Mark Ansorge, Jay A Gingrich, Mark A Geyer, Rene Hen, Stephanie C Dulawa. Chronic reductions in serotonin transporter function prevent 5-HT1B-induced behavioral effects in mice.
Biological psychiatry.
2009 Mar; 65(5):401-8. doi:
10.1016/j.biopsych.2008.09.026. [PMID: 19013555] - Jessica A Knight, Carol Smith, Nicole Toohey, Michael T Klein, Milt Teitler. Pharmacological analysis of the novel, rapid, and potent inactivation of the human 5-Hydroxytryptamine7 receptor by risperidone, 9-OH-Risperidone, and other inactivating antagonists.
Molecular pharmacology.
2009 Feb; 75(2):374-80. doi:
10.1124/mol.108.052084. [PMID: 18996971] - Darakhshan Jabeen Haleem. Exaggerated feedback control decreases brain serotonin concentration and elicits hyperactivity in a rat model of diet-restriction-induced anorexia nervosa.
Appetite.
2009 Feb; 52(1):44-50. doi:
10.1016/j.appet.2008.07.009. [PMID: 18721836] - Daniel Anthony Johnson, Colin David Ingram, Emma Jane Grant, Mark Craighead, Sarah Elizabeth Gartside. Glucocorticoid receptor antagonism augments fluoxetine-induced downregulation of the 5-HT transporter.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2009 Jan; 34(2):399-409. doi:
10.1038/npp.2008.70. [PMID: 18496518] - Meredith A Fox, Catherine L Jensen, Helen T French, Alison R Stein, Su-Jan Huang, Teresa J Tolliver, Dennis L Murphy. Neurochemical, behavioral, and physiological effects of pharmacologically enhanced serotonin levels in serotonin transporter (SERT)-deficient mice.
Psychopharmacology.
2008 Dec; 201(2):203-18. doi:
10.1007/s00213-008-1268-7. [PMID: 18712364] - Thibault Renoir, Eleni Païzanis, Malika El Yacoubi, Françoise Saurini, Naïma Hanoun, Maxette Melfort, Klaus Peter Lesch, Michel Hamon, Laurence Lanfumey. Differential long-term effects of MDMA on the serotoninergic system and hippocampal cell proliferation in 5-HTT knock-out vs. wild-type mice.
The international journal of neuropsychopharmacology.
2008 Dec; 11(8):1149-62. doi:
10.1017/s1461145708009048. [PMID: 18611291] - Nicole T Hatzenbuhler, Reinhardt Baudy, Deborah A Evrard, Amedeo Failli, Boyd L Harrison, Steven Lenicek, Richard E Mewshaw, Annmarie Saab, Uresh Shah, Jean Sze, Minsheng Zhang, Dahui Zhou, Michael Chlenov, Michael Kagan, Jeannette Golembieski, Geoffrey Hornby, Margaret Lai, Deborah L Smith, Kelly M Sullivan, Lee E Schechter, Terrance H Andree. Advances toward new antidepressants with dual serotonin transporter and 5-HT1A receptor affinity within a class of 3-aminochroman derivatives. Part 2.
Journal of medicinal chemistry.
2008 Nov; 51(21):6980-7004. doi:
10.1021/jm8007097. [PMID: 18834188] - Jouji Horiuchi, Lachlan M McDowall, Roger A L Dampney. Role of 5-HT(1A) receptors in the lower brainstem on the cardiovascular response to dorsomedial hypothalamus activation.
Autonomic neuroscience : basic & clinical.
2008 Nov; 142(1-2):71-6. doi:
10.1016/j.autneu.2008.06.004. [PMID: 18667366] - Patrícia de Souza Villa, José Vanderlei Menani, Gabriela Maria Pavan de Arruda Camargo, Luiz Antônio de Arruda Camargo, Wilson Abrão Saad. Activation of the serotonergic 5-HT1A receptor in the paraventricular nucleus of the hypothalamus inhibits water intake and increases urinary excretion in water-deprived rats.
Regulatory peptides.
2008 Oct; 150(1-3):14-20. doi:
10.1016/j.regpep.2008.05.003. [PMID: 18556076] - Judith R Homberg, Sietse F De Boer, Halfdan S Raasø, Jocelien D A Olivier, Mark Verheul, Eric Ronken, Alexander R Cools, Bart A Ellenbroek, Anton N M Schoffelmeer, Louk J M J Vanderschuren, Taco J De Vries, Edwin Cuppen. Adaptations in pre- and postsynaptic 5-HT1A receptor function and cocaine supersensitivity in serotonin transporter knockout rats.
Psychopharmacology.
2008 Oct; 200(3):367-80. doi:
10.1007/s00213-008-1212-x. [PMID: 18581099] - Benita Sjögren, Linda Csöregh, Per Svenningsson. Cholesterol reduction attenuates 5-HT1A receptor-mediated signaling in human primary neuronal cultures.
Naunyn-Schmiedeberg's archives of pharmacology.
2008 Oct; 378(4):441-6. doi:
10.1007/s00210-008-0323-6. [PMID: 18607571] - Marcello Leopoldo, Enza Lacivita, Paola De Giorgio, Claudia Fracasso, Sara Guzzetti, Silvio Caccia, Marialessandra Contino, Nicola A Colabufo, Francesco Berardi, Roberto Perrone. Structural modifications of N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinehexanamides: influence on lipophilicity and 5-HT7 receptor activity. Part III.
Journal of medicinal chemistry.
2008 Sep; 51(18):5813-22. doi:
10.1021/jm800615e. [PMID: 18800769] - Jacob P R Jacobsen, Elsebet Ø Nielsen, Rene Hummel, John Paul Redrobe, Naheed Mirza, Pia Weikop. Insensitivity of NMRI mice to selective serotonin reuptake inhibitors in the tail suspension test can be reversed by co-treatment with 5-hydroxytryptophan.
Psychopharmacology.
2008 Aug; 199(2):137-50. doi:
10.1007/s00213-008-1142-7. [PMID: 18496675] - Jessica Shields, Jean A King. The role of 5-HT1A receptors in the behavioral responses associated with innate fear.
Behavioral neuroscience.
2008 Jun; 122(3):611-7. doi:
10.1037/0735-7044.122.3.611. [PMID: 18513131] - Hsiun-Ing Chen, Li-Chun Lin, Lung Yu, Yu-Fan Liu, Yu-Min Kuo, A-Min Huang, Jih-Ing Chuang, Fong-Sen Wu, Pao-Chi Liao, Chauying J Jen. Treadmill exercise enhances passive avoidance learning in rats: the role of down-regulated serotonin system in the limbic system.
Neurobiology of learning and memory.
2008 May; 89(4):489-96. doi:
10.1016/j.nlm.2007.08.004. [PMID: 17892954] - B Manéglier, G J Guillemin, P Clayette, C Rogez-Kreuz, B J Brew, D Dormont, C Advenier, P Therond, O Spreux-Varoquaux. Serotonin decreases HIV-1 replication in primary cultures of human macrophages through 5-HT(1A) receptors.
British journal of pharmacology.
2008 May; 154(1):174-82. doi:
10.1038/bjp.2008.80. [PMID: 18332855] - Daniela Popa, Clément Léna, Chloé Alexandre, Joëlle Adrien. Lasting syndrome of depression produced by reduction in serotonin uptake during postnatal development: evidence from sleep, stress, and behavior.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2008 Apr; 28(14):3546-54. doi:
10.1523/jneurosci.4006-07.2008. [PMID: 18385313] - Matthew S Milak, Alin J Severance, R Todd Ogden, Jaya Prabhakaran, J S Dileep Kumar, Vattoly J Majo, J John Mann, Ramin V Parsey. Modeling considerations for 11C-CUMI-101, an agonist radiotracer for imaging serotonin 1A receptor in vivo with PET.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
2008 Apr; 49(4):587-96. doi:
10.2967/jnumed.107.046540. [PMID: 18344443] - M Riad, L Rbah, M Verdurand, N Aznavour, L Zimmer, L Descarries. Unchanged density of 5-HT(1A) autoreceptors on the plasma membrane of nucleus raphe dorsalis neurons in rats chronically treated with fluoxetine.
Neuroscience.
2008 Feb; 151(3):692-700. doi:
10.1016/j.neuroscience.2007.11.024. [PMID: 18166275] - Bruno P Guiard, Denis J P David, Thierry Deltheil, Franck Chenu, Erwan Le Maître, Thibault Renoir, Isabelle Leroux-Nicollet, Pierre Sokoloff, Laurence Lanfumey, Michel Hamon, Anne M Andrews, René Hen, Alain M Gardier. Brain-derived neurotrophic factor-deficient mice exhibit a hippocampal hyperserotonergic phenotype.
The international journal of neuropsychopharmacology.
2008 Feb; 11(1):79-92. doi:
10.1017/s1461145707007857. [PMID: 17559709] - Rui Wang, Ying Xu, Hong-Li Wu, Ying-Bo Li, Yu-Hua Li, Jia-Bin Guo, Xue-Jun Li. The antidepressant effects of curcumin in the forced swimming test involve 5-HT1 and 5-HT2 receptors.
European journal of pharmacology.
2008 Jan; 578(1):43-50. doi:
10.1016/j.ejphar.2007.08.045. [PMID: 17942093] - Kwok Ho Christopher Choy, Maarten van den Buuse. Attenuated disruption of prepulse inhibition by dopaminergic stimulation after maternal deprivation and adolescent corticosterone treatment in rats.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology.
2008 Jan; 18(1):1-13. doi:
10.1016/j.euroneuro.2007.03.011. [PMID: 17490864] - Meredith A Fox, Anne M Andrews, Jens R Wendland, Klaus-Peter Lesch, Andrew Holmes, Dennis L Murphy. A pharmacological analysis of mice with a targeted disruption of the serotonin transporter.
Psychopharmacology.
2007 Dec; 195(2):147-66. doi:
10.1007/s00213-007-0910-0. [PMID: 17712549] - Gino Giannaccini, Laura Betti, Andrea Pirone, Lionella Palego, Ortenzio Fabiani, Laura Fabbrini, Giovanni Mascia, Laura Giusti, Marco Macchia, Mario Giusiani, Claudia Martini, Antonio Lucacchini. Short-term effects of 3,4-methylen-dioxy-metamphetamine (MDMA) on 5-HT(1A) receptors in the rat hippocampus.
Neurochemistry international.
2007 Dec; 51(8):496-506. doi:
10.1016/j.neuint.2007.05.010. [PMID: 17602794] - Meredith A Fox, Catherine L Jensen, Pamela S Gallagher, Dennis L Murphy. Receptor mediation of exaggerated responses to serotonin-enhancing drugs in serotonin transporter (SERT)-deficient mice.
Neuropharmacology.
2007 Oct; 53(5):643-56. doi:
10.1016/j.neuropharm.2007.07.009. [PMID: 17765930] - Catherine A Thomas, Shachi Tyagi, Naoki Yoshimura, Michael B Chancellor, Pradeep Tyagi. Effect of hyperforin-enriched extract on pro-ejaculatory effect of 8-hydroxy-2-(di-N-propylamino)tetralin in anesthetized rats.
Urology.
2007 Oct; 70(4):813-6. doi:
10.1016/j.urology.2007.05.016. [PMID: 17991578] - Ming-Chin Lu, Ming-Tsuen Hsieh, Chi-Rei Wu, Hao-Yuan Cheng, Chia-Chang Hsieh, Yao-Tung Lin, Wen-Huang Peng. Ameliorating effect of emodin, a constitute of Polygonatum multiflorum, on cycloheximide-induced impairment of memory consolidation in rats.
Journal of ethnopharmacology.
2007 Jul; 112(3):552-6. doi:
10.1016/j.jep.2007.05.004. [PMID: 17572029] - Duk-Soo Kim, Ji-Eun Kim, Sung-Eun Kwak, Dae-Won Kim, Soo-Young Choi, Oh-Shin Kwon, Tae-Chon Kang. Seizure activity selectively reduces 5-HT1A receptor immunoreactivity in CA1 interneurons in the hippocampus of seizure-prone gerbils.
Brain research.
2007 Jun; 1154(?):181-93. doi:
10.1016/j.brainres.2007.03.084. [PMID: 17493597] - M R Thompson, P D Callaghan, G E Hunt, J L Cornish, I S McGregor. A role for oxytocin and 5-HT(1A) receptors in the prosocial effects of 3,4 methylenedioxymethamphetamine ('ecstasy').
Neuroscience.
2007 May; 146(2):509-14. doi:
10.1016/j.neuroscience.2007.02.032. [PMID: 17383105] - Candace E Hofmann, Linda Ellis, Wayne K Yu, Joanne Weinberg. Hypothalamic-pituitary-adrenal responses to 5-HT1A and 5-HT2A/C agonists are differentially altered in female and male rats prenatally exposed to ethanol.
Alcoholism, clinical and experimental research.
2007 Feb; 31(2):345-55. doi:
10.1111/j.1530-0277.2006.00316.x. [PMID: 17250628] - Alexandre Julien Châu Loucif, Patricia Bonnavion, Béatrice Macri, Jean-Louis Golmard, Claudette Boni, Maxette Melfort, Grégoire Leonard, Klaus-Peter Lesch, Joëlle Adrien, Thierry Didier Jacquin. Gender-dependent regulation of G-protein-gated inwardly rectifying potassium current in dorsal raphe neurons in knock-out mice devoid of the 5-hydroxytryptamine transporter.
Journal of neurobiology.
2006 Nov; 66(13):1475-88. doi:
10.1002/neu.20321. [PMID: 17013926] - Ulrich W Laengle, Anne U Trendelenburg, Rudolf Markstein, Vicente Nogues, Anne Provencher-Bollinger, Danielle Roman. GLC756 decreases TNF-alpha via an alpha2 and beta2 adrenoceptor related mechanism.
Experimental eye research.
2006 Nov; 83(5):1246-51. doi:
10.1016/j.exer.2006.07.001. [PMID: 16938291] - Céline Faure, Ouissame Mnie-Filali, Hélène Scarna, Guy Debonnel, Nasser Haddjeri. Effects of the 5-HT7 receptor antagonist SB-269970 on rat hormonal and temperature responses to the 5-HT1A/7 receptor agonist 8-OH-DPAT.
Neuroscience letters.
2006 Aug; 404(1-2):122-6. doi:
10.1016/j.neulet.2006.05.023. [PMID: 16759802] - Arturo Zazpe, Inés Artaiz, Ana Innerárity, Elena Del Olmo, Elena Castro, Luis Labeaga, Angel Pazos, Aurelio Orjales. In vitro and in vivo characterization of F-97013-GD, a partial 5-HT1A agonist with antipsychotic- and antiparkinsonian-like properties.
Neuropharmacology.
2006 Jul; 51(1):129-40. doi:
10.1016/j.neuropharm.2006.03.008. [PMID: 16643965]