C-Pal (BioDeep_00000618325)

   


代谢物信息卡片


16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{14,19}]icosa-2(10),4,6,8,14,16,18-heptaen-8-yl 2,4-dihydroxybenzoate

化学式: C34H22O10 (590.1212912)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CC(C3=C(O1)C=C(C=C3)O)C4=C(C2=O)C5=C(O4)C=C(C=C5OC(=O)C6=C(C=C(C=C6)O)O)C7=CC8=C(O7)C=C(C=C8)O
InChI: InChI=1S/C34H22O10/c1-34-14-22(20-6-4-19(37)13-26(20)44-34)31-30(32(34)39)29-27(42-31)9-16(24-8-15-2-3-18(36)12-25(15)41-24)10-28(29)43-33(40)21-7-5-17(35)11-23(21)38/h2-13,22,35-38H,14H2,1H3

描述信息

D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D012702 - Serotonin Antagonists
D004791 - Enzyme Inhibitors

同义名列表

32 个代谢物同义名

16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{14,19}]icosa-2(10),4,6,8,14,16,18-heptaen-8-yl 2,4-dihydroxybenzoate; 3-(4-Chlorophenyl)-DL-alanine; 3-(p-Chlorophenyl)-DL-alanine; CPD W/O isomeric designation; DL-3-(p-Chlorophenyl)alanine; DL-3-(4-Chlorophenyl)alanine; 4-Chloro-3-phenyl-L-alanine; 3-(p-Chlorophenyl)-alanine; (+-)-p-Chlorphenylalanine; 4-Chloro-DL-phenylalanine; p-Chloro-DL-phenylalanine; 4-chloro-3-phenylalanine; DL-p-Chlorophenylalanine; Para-chlorophenylalanine; L-p-Chlorophenylalanine; 4-Chloro-phenylalanine; 4-Chlorophenylalanine; Fenclonine [usan:inn]; p-Chlorophenylalanine; Fenclonine (usan/inn); p-Clorophenylalanine; Mulberrofuran M; Fencloninum; Fenchlonine; C9H10ClNO2; Fenclonine; Fenclonina; Fenclonin; DL-Pcpa; C-Pal; PCPA; PCP



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

  • Yingxin Chu, Yinjie Zhang, Jiaxing Liu, Chenhui Du, Yan Yan. An integrated liver, hippocampus and serum metabolomics based on UPLC-Q-TOF-MS revealed the therapeutical mechanism of Ziziphi Spinosae Semen in p-chlorophenylalanine-induced insomnia rats. Biomedical chromatography : BMC. 2024 Mar; 38(3):e5796. doi: 10.1002/bmc.5796. [PMID: 38009807]
  • Xinye Li, Chao He, Min Shen, Mingyun Wang, Jingwen Zhou, Dongying Chen, Tong Zhang, Yiqiong Pu. Effects of aqueous extracts and volatile oils prepared from Huaxiang Anshen decoction on p-chlorophenylalanine-induced insomnia mice. Journal of ethnopharmacology. 2023 Oct; 319(Pt 3):117331. doi: 10.1016/j.jep.2023.117331. [PMID: 37858748]
  • Qiao Lina, Shi Yinan, Tan Lianhong, Jiang Yanshu, Yang Yongsheng. Efficacy of electroacupuncture stimulating Shenmen (HT7), Baihui (GV20), Sanyinjiao (SP6) on spatial learning and memory deficits in rats with insomnia induced by para-chlorophenylalanine: a single acupoint combined acupoints. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2023 Aug; 43(4):704-714. doi: 10.19852/j.cnki.jtcm.20230308.001. [PMID: 37454255]
  • Yanpo Si, Wenjun Wei, Xiaohui Chen, Xiaolong Xie, Tao Guo, Yohei Sasaki, Youbo Zhang, Lili Wang, Fei Zhang, Shuying Feng. A comprehensive study on the relieving effect of Lilium brownii on the intestinal flora and metabolic disorder in p-chlorphenylalanine induced insomnia rats. Pharmaceutical biology. 2022 Dec; 60(1):131-143. doi: 10.1080/13880209.2021.2019283. [PMID: 34978949]
  • Canhong Wang, Yunyun Wang, Bao Gong, Yulan Wu, Xiqin Chen, Yangyang Liu, Jianhe Wei. Effective Components and Molecular Mechanism of Agarwood Essential Oil Inhalation and the Sedative and Hypnotic Effects Based on GC-MS-Qtof and Molecular Docking. Molecules (Basel, Switzerland). 2022 May; 27(11):. doi: 10.3390/molecules27113483. [PMID: 35684421]
  • Yanpo Si, Xiaohui Chen, Tao Guo, Wenjun Wei, Lili Wang, Fei Zhang, Xiaoya Sun, Mengqi Liu. Comprehensive 16S rDNA Sequencing and LC-MS/MS-Based Metabolomics to Investigate Intestinal Flora and Metabolic Profiles of the Serum, Hypothalamus and Hippocampus in p‑Chlorophenylalanine-Induced Insomnia Rats Treated with Lilium brownie. Neurochemical research. 2022 Mar; 47(3):574-589. doi: 10.1007/s11064-021-03466-z. [PMID: 34661797]
  • Lan Yao, Jianhua Lv, Chao Duan, Xiaoya An, Chen Zhang, Dan Li, Changtian Li, Shuyan Liu. Armillaria mellea fermentation liquor ameliorates p-chlorophenylalanine-induced insomnia associated with the modulation of serotonergic system and gut microbiota in rats. Journal of food biochemistry. 2022 02; 46(2):e14075. doi: 10.1111/jfbc.14075. [PMID: 34984694]
  • Huafu Wang, Xianjin Qin, Zhihong Gui, Weihua Chu. The effect of Bailemian on neurotransmitters and gut microbiota in p-chlorophenylalanine induced insomnia mice. Microbial pathogenesis. 2020 Nov; 148(?):104474. doi: 10.1016/j.micpath.2020.104474. [PMID: 32910986]
  • Małgorzata Gumułka, Anna Hrabia, Nataly Avital-Cohen, Krzysztof Andres, Israel Rozenboim. The effect of parachlorophenylalanine treatment on the activity of gonadal and lactotrophic axes in native Polish crested chickens stimulated to broodiness. Poultry science. 2020 May; 99(5):2708-2717. doi: 10.1016/j.psj.2019.12.015. [PMID: 32359608]
  • Yujie Sun, Na Zhang, Yuxia Qu, Yijia Cao, Jianhao Li, Yuwei Yang, Tiange Yang, Yikun Sun. Shuangxia decoction alleviates p-chlorophenylalanine induced insomnia through the modification of serotonergic and immune system. Metabolic brain disease. 2020 02; 35(2):315-325. doi: 10.1007/s11011-019-00499-w. [PMID: 31786727]
  • Kevin M Cheung, Kyung-Ae Yang, Nako Nakatsuka, Chuanzhen Zhao, Mao Ye, Michael E Jung, Hongyan Yang, Paul S Weiss, Milan N Stojanović, Anne M Andrews. Phenylalanine Monitoring via Aptamer-Field-Effect Transistor Sensors. ACS sensors. 2019 12; 4(12):3308-3317. doi: 10.1021/acssensors.9b01963. [PMID: 31631652]
  • Yan Yan, Qiang Li, Hui-Zhi DU, Chen-Xi Shen, Ai-Ping Li, Xiang-Ping Pei, Chen-Hui DU, Xue-Mei Qin. Determination of five neurotransmitters in the rat brain for the study of the hypnotic effects of Ziziphi Spinosae Semen aqueous extract on insomnia rat model by UPLC-MS/MS. Chinese journal of natural medicines. 2019 Jul; 17(7):551-560. doi: 10.1016/s1875-5364(19)30077-9. [PMID: 31514987]
  • Aruna Sharma, Rudy J Castellani, Mark A Smith, Dafin Fior Muresanu, Prasanta Kumar Dey, Hari Shanker Sharma. 5-Hydroxytryptophan: A precursor of serotonin influences regional blood-brain barrier breakdown, cerebral blood flow, brain edema formation, and neuropathology. International review of neurobiology. 2019; 146(?):1-44. doi: 10.1016/bs.irn.2019.06.005. [PMID: 31349924]
  • Patrick Amoateng, Kennedy Kwami Edem Kukuia, Jeffrey Amoako Mensah, Dorcas Osei-Safo, Samuel Adjei, Audrey Akyea Eklemet, Emmanuel Atsu Vinyo, Thomas K Karikari. An extract of Synedrella nodiflora (L) Gaertn exhibits antidepressant properties through monoaminergic mechanisms. Metabolic brain disease. 2018 08; 33(4):1359-1368. doi: 10.1007/s11011-018-0244-0. [PMID: 29754167]
  • Yu-Fei Ni, Hao Wang, Qiu-Yan Gu, Fei-Ying Wang, Ying-Jie Wang, Jin-Liang Wang, Bo Jiang. Gemfibrozil has antidepressant effects in mice: Involvement of the hippocampal brain-derived neurotrophic factor system. Journal of psychopharmacology (Oxford, England). 2018 04; 32(4):469-481. doi: 10.1177/0269881118762072. [PMID: 29534628]
  • Solomon Umukoro, Somtochukwu I Ogboh, Osarume Omorogbe, Abdul-Lateef A Adekeye, Matthew O Olatunde. Evidence for the Involvement of Monoaminergic Pathways in the Antidepressant-Like Activity of Cymbopogon citratus in Mice. Drug research. 2017 Jul; 67(7):419-424. doi: 10.1055/s-0043-106586. [PMID: 28499312]
  • Kimio Sugaya, Saori Nishijima, Katsumi Kadekawa, Katsuhiro Ashitomi, Tomoyuki Ueda, Hideyuki Yamamoto, Tsuyoshi Hattori. Action of naftopidil on spinal serotonergic neurotransmission for inhibition of the micturition reflex in rats. Neurourology and urodynamics. 2017 03; 36(3):604-609. doi: 10.1002/nau.23028. [PMID: 27128660]
  • Sachie Sasaki-Hamada, Azusa Suzuki, Yudai Ueda, Kinzo Matsumoto, Jun-Ichiro Oka. Serotonergic and dopaminergic systems are implicated in antidepressant-like effects of chotosan, a Kampo formula, in mice. Journal of pharmacological sciences. 2017 Feb; 133(2):110-113. doi: 10.1016/j.jphs.2017.01.002. [PMID: 28233634]
  • Chaoyang Zhou, Lingling Shi, Bin Ye, Haichao Feng, Ji Zhang, Ruifu Zhang, Xin Yan. pheS * , an effective host-genotype-independent counter-selectable marker for marker-free chromosome deletion in Bacillus amyloliquefaciens. Applied microbiology and biotechnology. 2017 Jan; 101(1):217-227. doi: 10.1007/s00253-016-7906-9. [PMID: 27730334]
  • Franciane Bobinski, Tamara A A Ferreira, Marina M Córdova, Patrícia A Dombrowski, Cláudio da Cunha, Caroline C do Espírito Santo, Anicleto Poli, Rita G W Pires, Cristina Martins-Silva, Kathleen A Sluka, Adair R S Santos. Role of brainstem serotonin in analgesia produced by low-intensity exercise on neuropathic pain after sciatic nerve injury in mice. Pain. 2015 Dec; 156(12):2595-2606. doi: 10.1097/j.pain.0000000000000372. [PMID: 26447701]
  • Rui Weng, Sensen Shen, Li Yang, Min Li, Yonglu Tian, Yu Bai, Huwei Liu. Lipidomic analysis of p-chlorophenylalanine-treated mice using continuous-flow two-dimensional liquid chromatography/quadrupole time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM. 2015 Aug; 29(16):1491-500. doi: 10.1002/rcm.7241. [PMID: 26212164]
  • Yun-Yun Shao, Jing Huang, Yan-Rong Ma, Miao Han, Kang Ma, Hong-Yan Qin, Zhi Rao, Xin-An Wu. Serum serotonin reduced the expression of hepatic transporter Mrp2 and P-gp via regulating nuclear receptor CAR in PI-IBS rats. Canadian journal of physiology and pharmacology. 2015 Aug; 93(8):633-9. doi: 10.1139/cjpp-2015-0039. [PMID: 26053941]
  • Rui Weng, Sensen Shen, Yonglu Tian, Casey Burton, Xinyuan Xu, Yi Liu, Cuilan Chang, Yu Bai, Huwei Liu. Metabolomics Approach Reveals Integrated Metabolic Network Associated with Serotonin Deficiency. Scientific reports. 2015 Jul; 5(?):11864. doi: 10.1038/srep11864. [PMID: 26154191]
  • Katarzyna Młyniec, Magdalena Gaweł, Tadeusz Librowski, Witold Reczyński, Beata Bystrowska, Birgitte Holst. Investigation of the GPR39 zinc receptor following inhibition of monoaminergic neurotransmission and potentialization of glutamatergic neurotransmission. Brain research bulletin. 2015 Jun; 115(?):23-9. doi: 10.1016/j.brainresbull.2015.04.005. [PMID: 25917396]
  • Ying-I Chen, Chung-Yuh Tzeng, Yu-Wen Cheng, Tai-Hao Hsu, Wai Jane Ho, Zeng-Chin Liang, Chang-Wei Hsieh, Jason T C Tzen, Shih-Liang Chang. The Involvement of Serotonin in the Hypoglycemic Effects Produced by Administration of the Aqueous Extract of Xylaria nigripes with Steroid-Induced Insulin-Resistant Rats. Phytotherapy research : PTR. 2015 May; 29(5):770-6. doi: 10.1002/ptr.5314. [PMID: 25712886]
  • Yaxin Zheng, Jiming Wu, Xuesong Feng, Ying Jia, Jian Huang, Zhihui Hao, Songyan Zhao, Jinhui Wang. In silico Analysis and Experimental Validation of Lignan Extracts from Kadsura longipedunculata for Potential 5-HT1AR Agonists. PloS one. 2015; 10(6):e0130055. doi: 10.1371/journal.pone.0130055. [PMID: 26076134]
  • Tan Wee Nie, Mohamed Saleem Abdul Shukkoor, Rajesh Sreedharan Nair, Fatimah Khursiah Binti Amiruddin, Shamala Ramasamy. Involvement of opioidergic and serotonergic systems in the analgesic activity of Cissus quadrangularis L. stem extract in mice. Journal of basic and clinical physiology and pharmacology. 2015 Jan; 26(1):35-41. doi: 10.1515/jbcpp-2014-0035. [PMID: 24810560]
  • James Oluwagbamigbe Fajemiroye, Pablinny Moreira Galdino, Joelma Abadia Marciano De Paula, Fagundes Fabio Rocha, Moses A Akanmu, Frederico Argollo Vanderlinde, Jordan K Zjawiony, Elson Alves Costa. Anxiolytic and antidepressant like effects of natural food flavour (E)-methyl isoeugenol. Food & function. 2014 Aug; 5(8):1819-28. doi: 10.1039/c4fo00109e. [PMID: 24920211]
  • Wei He, Guanghui Liu, Hao Cai, Xiuman Sun, Waner Hou, Peiting Zhang, Zhiyong Xie, Qiongfeng Liao. Integrated pharmacokinetics of five protoberberine-type alkaloids in normal and insomnic rats after single and multiple oral administration of Jiao-Tai-Wan. Journal of ethnopharmacology. 2014 Jul; 154(3):635-44. doi: 10.1016/j.jep.2014.04.040. [PMID: 24815220]
  • Aarti Khulbe, Savita Pandey, Sangeeta Pilkhwal Sah. Antidepressant-like action of the hydromethanolic flower extract of Tagetes erecta L. in mice and its possible mechanism of action. Indian journal of pharmacology. 2013 Jul; 45(4):386-90. doi: 10.4103/0253-7613.115026. [PMID: 24014916]
  • Hongchao Wang, Haiqin Chen, Guangfei Hao, Bo Yang, Yun Feng, Yu Wang, Lu Feng, Jianxin Zhao, Yuanda Song, Hao Zhang, Yong Q Chen, Lei Wang, Wei Chen. Role of the phenylalanine-hydroxylating system in aromatic substance degradation and lipid metabolism in the oleaginous fungus Mortierella alpina. Applied and environmental microbiology. 2013 May; 79(10):3225-33. doi: 10.1128/aem.00238-13. [PMID: 23503309]
  • Nader Mobarkey, Natalie Avital, Rachel Heiblum, Israel Rozenboim. The effect of parachlorophenylalanine and active immunization against vasoactive intestinal peptide on reproductive activities of broiler breeder hens photostimulated with green light. Biology of reproduction. 2013 Apr; 88(4):83. doi: 10.1095/biolreprod.112.103697. [PMID: 23325814]
  • Yue Tu, Shi-xiang Cheng, Hong-tao Sun, Tie-zhu Ma, Sai Zhang. Ferulic acid potentiates pentobarbital-induced sleep via the serotonergic system. Neuroscience letters. 2012 Sep; 525(2):95-9. doi: 10.1016/j.neulet.2012.07.068. [PMID: 22897877]
  • Klaus Pönicke, Ulrich Gergs, Igor B Buchwalow, Steffen Hauptmann, Joachim Neumann. On the presence of serotonin in mammalian cardiomyocytes. Molecular and cellular biochemistry. 2012 Jun; 365(1-2):301-12. doi: 10.1007/s11010-012-1270-6. [PMID: 22367115]
  • Ana C Stein, Alice F Viana, Liz G Müller, Jéssica M Nunes, Eveline D Stolz, Jean-Claude Do Rego, Jean Costentin, Gilsane L von Poser, Stela M K Rates. Uliginosin B, a phloroglucinol derivative from Hypericum polyanthemum: a promising new molecular pattern for the development of antidepressant drugs. Behavioural brain research. 2012 Mar; 228(1):66-73. doi: 10.1016/j.bbr.2011.11.031. [PMID: 22155486]
  • Dinesh Dhingra, Ritu Chhillar. Antidepressant-like activity of ellagic acid in unstressed and acute immobilization-induced stressed mice. Pharmacological reports : PR. 2012; 64(4):796-807. doi: 10.1016/s1734-1140(12)70875-7. [PMID: 23087132]
  • Mark J Airhart, Deborah H Lee, Tracy D Wilson, Barney E Miller, Merry N Miller, Richard G Skalko, Paul J Monaco. Adverse effects of serotonin depletion in developing zebrafish. Neurotoxicology and teratology. 2012 Jan; 34(1):152-60. doi: 10.1016/j.ntt.2011.08.008. [PMID: 21893190]
  • Sanjay Mandhane, Prasanta Nayak, Durgesh Soni, Shakti Jain, John C Ashton, Thennati Rajamannar. Induction of glucose intolerance by acute administration of rimonabant. Pharmacology. 2012; 89(5-6):339-47. doi: 10.1159/000337731. [PMID: 22678147]
  • Hiroshi Onogi, Osamu Nakagawasai, Atsushi Sato, Satoru Mitazaki, Kota Nakaya, Kenya Watanabe, Fukie Niijima-Yaoita, Koichi Tan-No, Yuichiro Arai, Tsuneaki Kikuchi, Takeshi Tadano. p-Hydroxyamphetamine causes prepulse inhibition disruption in mice: contribution of serotonin neurotransmission. Behavioural brain research. 2011 Oct; 224(1):159-65. doi: 10.1016/j.bbr.2011.06.002. [PMID: 21689684]
  • Yong Chen, Florian Palm, Klaus-Peter Lesch, Manfred Gerlach, Rainald Moessner, Claudia Sommer. 5-hydroxyindolacetic acid (5-HIAA), a main metabolite of serotonin, is responsible for complete Freund's adjuvant-induced thermal hyperalgesia in mice. Molecular pain. 2011 Mar; 7(?):21. doi: 10.1186/1744-8069-7-21. [PMID: 21447193]
  • Jonathan L Brigman, Poonam Mathur, Judith Harvey-White, Alicia Izquierdo, Lisa M Saksida, Timothy J Bussey, Stephanie Fox, Evan Deneris, Dennis L Murphy, Andrew Holmes. Pharmacological or genetic inactivation of the serotonin transporter improves reversal learning in mice. Cerebral cortex (New York, N.Y. : 1991). 2010 Aug; 20(8):1955-63. doi: 10.1093/cercor/bhp266. [PMID: 20032063]
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  • Yasuhito Nakatomi, Chihiro Yokoyama, Seijiro Kinoshita, Daiki Masaki, Hideto Tsuchida, Hirotaka Onoe, Kanji Yoshimoto, Kenji Fukui. Serotonergic mediation of the antidepressant-like effect of the green leaves odor in mice. Neuroscience letters. 2008 May; 436(2):167-70. doi: 10.1016/j.neulet.2008.03.013. [PMID: 18378079]
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  • Guo-Xiang Xie, Yun-Ping Qiu, Ming-Feng Qiu, Xian-Fu Gao, Yu-Min Liu, Wei Jia. Analysis of dencichine in Panax notoginseng by gas chromatography-mass spectrometry with ethyl chloroformate derivatization. Journal of pharmaceutical and biomedical analysis. 2007 Feb; 43(3):920-5. doi: 10.1016/j.jpba.2006.09.009. [PMID: 17029672]
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  • Dinesh Dhingra, Amandeep Sharma. Antidepressant-like activity of n-hexane extract of nutmeg (Myristica fragrans) seeds in mice. Journal of medicinal food. 2006; 9(1):84-9. doi: 10.1089/jmf.2006.9.84. [PMID: 16579733]
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