hu-210 (BioDeep_00000625100)

   


代谢物信息卡片


(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol

化学式: C25H38O3 (386.2820798)
中文名称: (6aR,10aR)-3-(1,1-二甲基庚基)-6a,7,10,10a-四氢-1-羟基-6,6-二甲基-6H-二苯并[b,d]吡喃-9-甲醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCC(C)(C)C1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)CO)O
InChI: InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3/t19-,20-/m1/s1

描述信息

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists
D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D005765 - Gastrointestinal Agents > D000932 - Antiemetics
D020011 - Protective Agents

同义名列表

2 个代谢物同义名

(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol; hu-210



数据库引用编号

5 个数据库交叉引用编号

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。



文献列表

  • Jianwei Chen, Yaojia Lu, Xinyi Ye, Mahmoud Emam, Huawei Zhang, Hong Wang. Current advances in Vibrio harveyi quorum sensing as drug discovery targets. European journal of medicinal chemistry. 2020 Dec; 207(?):112741. doi: 10.1016/j.ejmech.2020.112741. [PMID: 32871343]
  • Sisi Lin, Yongyu Li, Li Shen, Ruiqin Zhang, Lizhi Yang, Min Li, Kun Li, Jakub Fichna. The Anti-Inflammatory Effect and Intestinal Barrier Protection of HU210 Differentially Depend on TLR4 Signaling in Dextran Sulfate Sodium-Induced Murine Colitis. Digestive diseases and sciences. 2017 02; 62(2):372-386. doi: 10.1007/s10620-016-4404-y. [PMID: 27995407]
  • Xiaolie He, Li Yang, Mei Wang, Xizhen Zhuang, Ruiqi Huang, Rongrong Zhu, Shilong Wang. Targeting the Endocannabinoid/CB1 Receptor System For Treating Major Depression Through Antidepressant Activities of Curcumin and Dexanabinol-Loaded Solid Lipid Nanoparticles. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2017; 42(6):2281-2294. doi: 10.1159/000480001. [PMID: 28848078]
  • Herbert H Seltzman, Craig Shiner, Erin E Hirt, Anne F Gilliam, Brian F Thomas, Rangan Maitra, Rod Snyder, Sherry L Black, Purvi R Patel, Yatendra Mulpuri, Igor Spigelman. Peripherally Selective Cannabinoid 1 Receptor (CB1R) Agonists for the Treatment of Neuropathic Pain. Journal of medicinal chemistry. 2016 08; 59(16):7525-43. doi: 10.1021/acs.jmedchem.6b00516. [PMID: 27482723]
  • Xiaolie He, Yanjing Zhu, Mei Wang, Guoxin Jing, Rongrong Zhu, Shilong Wang. Antidepressant effects of curcumin and HU-211 coencapsulated solid lipid nanoparticles against corticosterone-induced cellular and animal models of major depression. International journal of nanomedicine. 2016 ; 11(?):4975-4990. doi: 10.2147/ijn.s109088. [PMID: 27757031]
  • Spyros P Nikas, Rishi Sharma, Carol A Paronis, Shashank Kulkarni, Ganesh A Thakur, Dow Hurst, JodiAnne T Wood, Roger S Gifford, Girija Rajarshi, Yingpeng Liu, Jimit Girish Raghav, Jason Jianxin Guo, Torbjörn U C Järbe, Patricia H Reggio, Jack Bergman, Alexandros Makriyannis. Probing the carboxyester side chain in controlled deactivation (-)-δ(8)-tetrahydrocannabinols. Journal of medicinal chemistry. 2015 Jan; 58(2):665-81. doi: 10.1021/jm501165d. [PMID: 25470070]
  • Jorge Ramírez-Franco, David Bartolomé-Martín, Beatris Alonso, Magdalena Torres, José Sánchez-Prieto. Cannabinoid type 1 receptors transiently silence glutamatergic nerve terminals of cultured cerebellar granule cells. PloS one. 2014; 9(2):e88594. doi: 10.1371/journal.pone.0088594. [PMID: 24533119]
  • V De Chiara, C Motta, S Rossi, V Studer, F Barbieri, D Lauro, G Bernardi, D Centonze. Interleukin-1β alters the sensitivity of cannabinoid CB1 receptors controlling glutamate transmission in the striatum. Neuroscience. 2013 Oct; 250(?):232-9. doi: 10.1016/j.neuroscience.2013.06.069. [PMID: 23856068]
  • Lucie Geurts, Giulio G Muccioli, Nathalie M Delzenne, Patrice D Cani. Chronic endocannabinoid system stimulation induces muscle macrophage and lipid accumulation in type 2 diabetic mice independently of metabolic endotoxaemia. PloS one. 2013; 8(2):e55963. doi: 10.1371/journal.pone.0055963. [PMID: 23393605]
  • Ming-hua Cao, Yong-yu Li, Jing Xu, Ya-jing Feng, Xu-hong Lin, Kun Li, Tong Han, Chang-jie Chen. Cannabinoid HU210 protects isolated rat stomach against impairment caused by serum of rats with experimental acute pancreatitis. PloS one. 2012; 7(12):e52921. doi: 10.1371/journal.pone.0052921. [PMID: 23285225]
  • Maura Castelli, Mauro Federici, Silvia Rossi, Valentina De Chiara, Francesco Napolitano, Valeria Studer, Caterina Motta, Lucia Sacchetti, Rosaria Romano, Alessandra Musella, Giorgio Bernardi, Alberto Siracusano, Howard H Gu, Nicola B Mercuri, Alessandro Usiello, Diego Centonze. Loss of striatal cannabinoid CB1 receptor function in attention-deficit / hyperactivity disorder mice with point-mutation of the dopamine transporter. The European journal of neuroscience. 2011 Nov; 34(9):1369-77. doi: 10.1111/j.1460-9568.2011.07876.x. [PMID: 22034972]
  • Tanya L Daigle, William C Wetsel, Marc G Caron. Opposite function of dopamine D1 and N-methyl-D-aspartate receptors in striatal cannabinoid-mediated signaling. The European journal of neuroscience. 2011 Nov; 34(9):1378-89. doi: 10.1111/j.1460-9568.2011.07874.x. [PMID: 22034973]
  • Joong-Youn Shim, Alexander C Bertalovitz, Debra A Kendall. Identification of essential cannabinoid-binding domains: structural insights into early dynamic events in receptor activation. The Journal of biological chemistry. 2011 Sep; 286(38):33422-35. doi: 10.1074/jbc.m111.261651. [PMID: 21795705]
  • K M Mair, E Robinson, K A Kane, S Pyne, R R Brett, N J Pyne, S Kennedy. Interaction between anandamide and sphingosine-1-phosphate in mediating vasorelaxation in rat coronary artery. British journal of pharmacology. 2010 Sep; 161(1):176-92. doi: 10.1111/j.1476-5381.2010.00878.x. [PMID: 20718749]
  • Giulio G Muccioli, Damien Naslain, Fredrik Bäckhed, Christopher S Reigstad, Didier M Lambert, Nathalie M Delzenne, Patrice D Cani. The endocannabinoid system links gut microbiota to adipogenesis. Molecular systems biology. 2010 Jul; 6(?):392. doi: 10.1038/msb.2010.46. [PMID: 20664638]
  • Valentina De Chiara, Francesco Angelucci, Silvia Rossi, Alessandra Musella, Francesca Cavasinni, Cristina Cantarella, Giorgia Mataluni, Lucia Sacchetti, Francesco Napolitano, Maura Castelli, Carlo Caltagirone, Giorgio Bernardi, Mauro Maccarrone, Alessandro Usiello, Diego Centonze. Brain-derived neurotrophic factor controls cannabinoid CB1 receptor function in the striatum. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2010 Jun; 30(24):8127-37. doi: 10.1523/jneurosci.1683-10.2010. [PMID: 20554863]
  • Nilufar Foadi, Martin Leuwer, Reyhan Demir, Reinhard Dengler, Vanessa Buchholz, Jeanne de la Roche, Matthias Karst, Gertrud Haeseler, Jörg Ahrens. Lack of positive allosteric modulation of mutated alpha(1)S267I glycine receptors by cannabinoids. Naunyn-Schmiedeberg's archives of pharmacology. 2010 May; 381(5):477-82. doi: 10.1007/s00210-010-0506-9. [PMID: 20339834]
  • Stefania Trazzi, Martin Steger, Valentina Maria Mitrugno, Renata Bartesaghi, Elisabetta Ciani. CB1 cannabinoid receptors increase neuronal precursor proliferation through AKT/glycogen synthase kinase-3beta/beta-catenin signaling. The Journal of biological chemistry. 2010 Mar; 285(13):10098-10109. doi: 10.1074/jbc.m109.043711. [PMID: 20083607]
  • Sharon Anavi-Goffer, Daniel Fleischer, Dow P Hurst, Diane L Lynch, Judy Barnett-Norris, Shanping Shi, Deborah L Lewis, Somnath Mukhopadhyay, Allyn C Howlett, Patricia H Reggio, Mary E Abood. Helix 8 Leu in the CB1 cannabinoid receptor contributes to selective signal transduction mechanisms. The Journal of biological chemistry. 2007 Aug; 282(34):25100-13. doi: 10.1074/jbc.m703388200. [PMID: 17595161]
  • Pavel Gershkovich, Bashir Qadri, Avihai Yacovan, Shimon Amselem, Amnon Hoffman. Different impacts of intestinal lymphatic transport on the oral bioavailability of structurally similar synthetic lipophilic cannabinoids: dexanabinol and PRS-211,220. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2007 Aug; 31(5):298-305. doi: 10.1016/j.ejps.2007.04.006. [PMID: 17560096]
  • Michelle Roche, Michael Diamond, John P Kelly, David P Finn. In vivo modulation of LPS-induced alterations in brain and peripheral cytokines and HPA axis activity by cannabinoids. Journal of neuroimmunology. 2006 Dec; 181(1-2):57-67. doi: 10.1016/j.jneuroim.2006.08.001. [PMID: 17011047]
  • Aaron M D'Antona, Kwang H Ahn, Debra A Kendall. Mutations of CB1 T210 produce active and inactive receptor forms: correlations with ligand affinity, receptor stability, and cellular localization. Biochemistry. 2006 May; 45(17):5606-17. doi: 10.1021/bi060067k. [PMID: 16634642]
  • Matthew N Hill, Boris B Gorzalka. Increased sensitivity to restraint stress and novelty-induced emotionality following long-term, high dose cannabinoid exposure. Psychoneuroendocrinology. 2006 May; 31(4):526-36. doi: 10.1016/j.psyneuen.2005.11.010. [PMID: 16442741]
  • C Yang, W Hader, X Zhang. Therapeutic action of cannabinoid on axonal injury induced by peroxynitrite. Brain research. 2006 Mar; 1076(1):238-42. doi: 10.1016/j.brainres.2005.12.101. [PMID: 16473327]
  • Jane E Lauckner, Bertil Hille, Ken Mackie. The cannabinoid agonist WIN55,212-2 increases intracellular calcium via CB1 receptor coupling to Gq/11 G proteins. Proceedings of the National Academy of Sciences of the United States of America. 2005 Dec; 102(52):19144-9. doi: 10.1073/pnas.0509588102. [PMID: 16365309]
  • Franjo Grotenhermen. Cannabinoids. Current drug targets. CNS and neurological disorders. 2005 Oct; 4(5):507-30. doi: 10.2174/156800705774322111. [PMID: 16266285]
  • Isabel Matias, John M McPartland, Vincenzo Di Marzo. Occurrence and possible biological role of the endocannabinoid system in the sea squirt Ciona intestinalis. Journal of neurochemistry. 2005 Jun; 93(5):1141-56. doi: 10.1111/j.1471-4159.2005.03103.x. [PMID: 15934935]
  • Sándor Bátkai, Pál Pacher, Douglas Osei-Hyiaman, Svetlana Radaeva, Jie Liu, Judith Harvey-White, László Offertáler, Ken Mackie, M Audrey Rudd, Richard D Bukoski, George Kunos. Endocannabinoids acting at cannabinoid-1 receptors regulate cardiovascular function in hypertension. Circulation. 2004 Oct; 110(14):1996-2002. doi: 10.1161/01.cir.0000143230.23252.d2. [PMID: 15451779]
  • Stefan Hart, Oliver M Fischer, Axel Ullrich. Cannabinoids induce cancer cell proliferation via tumor necrosis factor alpha-converting enzyme (TACE/ADAM17)-mediated transactivation of the epidermal growth factor receptor. Cancer research. 2004 Mar; 64(6):1943-50. doi: 10.1158/0008-5472.can-03-3720. [PMID: 15026328]
  • David P Finn, Maulik D Jhaveri, Simon R G Beckett, David A Kendall, Charles A Marsden, Victoria Chapman. Cannabinoids modulate ultrasound-induced aversive responses in rats. Psychopharmacology. 2004 Feb; 172(1):41-51. doi: 10.1007/s00213-003-1629-1. [PMID: 14634713]
  • M Dvorak, A Watkinson, F McGlone, R Rukwied. Histamine induced responses are attenuated by a cannabinoid receptor agonist in human skin. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2003 Jun; 52(6):238-45. doi: 10.1007/s00011-003-1162-z. [PMID: 12835895]
  • H Hermann, L De Petrocellis, T Bisogno, A Schiano Moriello, B Lutz, V Di Marzo. Dual effect of cannabinoid CB1 receptor stimulation on a vanilloid VR1 receptor-mediated response. Cellular and molecular life sciences : CMLS. 2003 Mar; 60(3):607-16. doi: 10.1007/s000180300052. [PMID: 12737320]
  • Yanlin Jia, Robbie L McLeod, Xin Wang, Leonard E Parra, Robert W Egan, John A Hey. Anandamide induces cough in conscious guinea-pigs through VR1 receptors. British journal of pharmacology. 2002 Nov; 137(6):831-6. doi: 10.1038/sj.bjp.0704950. [PMID: 12411414]
  • Raphael Mechoulam, David Panikashvili, Esther Shohami. Cannabinoids and brain injury: therapeutic implications. Trends in molecular medicine. 2002 Feb; 8(2):58-61. doi: 10.1016/s1471-4914(02)02276-1. [PMID: 11815270]
  • S S Cui, R C Bowen, G B Gu, D K Hannesson, P H Yu, X Zhang. Prevention of cannabinoid withdrawal syndrome by lithium: involvement of oxytocinergic neuronal activation. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2001 Dec; 21(24):9867-76. doi: 10.1523/jneurosci.21-24-09867.2001. [PMID: 11739594]
  • Z H Song, M Zhong. CB1 cannabinoid receptor-mediated cell migration. The Journal of pharmacology and experimental therapeutics. 2000 Jul; 294(1):204-9. doi: NULL. [PMID: 10871313]
  • S R Smith, C Terminelli, G Denhardt. Effects of cannabinoid receptor agonist and antagonist ligands on production of inflammatory cytokines and anti-inflammatory interleukin-10 in endotoxemic mice. The Journal of pharmacology and experimental therapeutics. 2000 Apr; 293(1):136-50. doi: NULL. [PMID: 10734163]
  • S Pompéia, O F Bueno, L M Lucchesi, G M Manzano, J C Galduróz, S Tufik. A double-dissociation of behavioural and event-related potential effects of two benzodiazepines with similar potencies. Journal of psychopharmacology (Oxford, England). 2000; 14(3):288-98. doi: 10.1177/026988110001400318. [PMID: 11106311]
  • E Pop, S Rachwal, J Vlasak, A Biegon, A Zharikova, L Prokai. In vitro and in vivo study of water-soluble prodrugs of dexanabinol. Journal of pharmaceutical sciences. 1999 Nov; 88(11):1156-60. doi: 10.1021/js990098j. [PMID: 10564064]
  • J F Cheer, A K Cadogan, C A Marsden, K C Fone, D A Kendall. Modification of 5-HT2 receptor mediated behaviour in the rat by oleamide and the role of cannabinoid receptors. Neuropharmacology. 1999 Apr; 38(4):533-41. doi: 10.1016/s0028-3908(98)00208-1. [PMID: 10221757]
  • J L Martín-Calderón, R M Muñoz, M A Villanúa, I del Arco, J L Moreno, F R de Fonseca, M Navarro. Characterization of the acute endocrine actions of (-)-11-hydroxy-delta8-tetrahydrocannabinol-dimethylheptyl (HU-210), a potent synthetic cannabinoid in rats. European journal of pharmacology. 1998 Feb; 344(1):77-86. doi: 10.1016/s0014-2999(97)01560-4. [PMID: 9580419]
  • M E Brewster, E Pop, R L Foltz, S Reuschel, W Griffith, S Amselem, A Biegon. Clinical pharmacokinetics of escalating i.v. doses of dexanabinol (HU-211), a neuroprotectant agent, in normal volunteers. International journal of clinical pharmacology and therapeutics. 1997 Sep; 35(9):361-5. doi: NULL. [PMID: 9314087]
  • F Rodríguez de Fonseca, P Rubio, F Menzaghi, E Merlo-Pich, J Rivier, G F Koob, M Navarro. Corticotropin-releasing factor (CRF) antagonist [D-Phe12,Nle21,38,C alpha MeLeu37]CRF attenuates the acute actions of the highly potent cannabinoid receptor agonist HU-210 on defensive-withdrawal behavior in rats. The Journal of pharmacology and experimental therapeutics. 1996 Jan; 276(1):56-64. doi: NULL. [PMID: 8558457]
  • F R Rodríguez de Fonseca, M A Villanúa, R M Muñoz, O San-Martin-Clark, M Navarro. Differential effects of chronic treatment with either dopamine D1 or D2 receptor agonists on the acute neuroendocrine actions of the highly potent synthetic cannabinoid HU-210 in male rats. Neuroendocrinology. 1995 Jun; 61(6):714-21. doi: 10.1159/000126899. [PMID: 7659195]