2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one (BioDeep_00000010503)
Secondary id: BioDeep_00001871482
human metabolite blood metabolite Volatile Flavor Compounds
代谢物信息卡片
2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one
化学式: C19H17NO3 (307.1208372)
中文名称: 2-吗啉代-8-苯基色酮
谱图信息:
最多检出来源 Mus musculus(blood) 63.64%
分子结构信息
SMILES: C1COCCN1C2=CC(=O)C3=C(O2)C(=CC=C3)C4=CC=CC=C4
InChI: InChI=1S/C19H17NO3/c21-17-13-18(20-9-11-22-12-10-20)23-19-15(7-4-8-16(17)19)14-5-2-1-3-6-14/h1-8,13H,9-12H2
描述信息
C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C2152 - Phosphatidylinositide 3-Kinase Inhibitor
C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor
C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor
C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor
D004791 - Enzyme Inhibitors
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:65329
- KEGG: C15195
- PubChem: 3973
- HMDB: HMDB0244699
- Metlin: METLIN63074
- DrugBank: DB02656
- ChEMBL: CHEMBL98350
- chemspider: 3835
- CAS: 154447-36-6
- CAS: 15447-36-6
- PMhub: MS000024368
- PubChem: 17396192
- PDB-CCD: LY2
- NIKKAJI: J615.849H
- KNApSAcK: 65329
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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International journal of molecular sciences.
2024 Jan; 25(2):. doi:
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Molecular brain.
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Toxicology.
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Tissue engineering and regenerative medicine.
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Hormones & cancer.
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Chemico-biological interactions.
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Toxicology and applied pharmacology.
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PloS one.
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PloS one.
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Chemico-biological interactions.
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Experimental biology and medicine (Maywood, N.J.).
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Molecular pharmacology.
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Journal of cellular biochemistry.
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2019 10; 20(1):51. doi:
10.1186/s12868-019-0532-6. [PMID: 31570094] - Sankar Jamuna, Rathinavel Ashokkumar, Mohammed Sadullah Sakeena Sadullah, Sivasithaparam Niranjali Devaraj. Oligomeric proanthocyanidins and epigallocatechin gallate aggravate autophagy of foam cells through the activation of Class III PI3K/Beclin1-complex mediated cholesterol efflux.
BioFactors (Oxford, England).
2019 Sep; 45(5):763-773. doi:
10.1002/biof.1537. [PMID: 31237721] - Ding-Yan Lu, Jing Li, Jia Sun, Wei-Na Xue, Bin He, Yong-Jun Li, Yong-Lin Wang, Chang-Hu Lin, Ting Liu. [Shenxiong Glucose Injection inhibits H_2O_2-induced apoptosis of H9c2 cells by activating PI3K/AKT pathway].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2019 Sep; 44(17):3773-3779. doi:
10.19540/j.cnki.cjcmm.20190619.401. [PMID: 31602952] - Wenxia Zhong, Bin Fan, Huiying Cong, Tianyu Wang, Jianqiu Gu. Oleic acid-induced perilipin 5 expression and lipid droplets formation are regulated by the PI3K/PPARα pathway in HepG2 cells.
Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme.
2019 Aug; 44(8):840-848. doi:
10.1139/apnm-2018-0729. [PMID: 31274012] - Bing Xu, Cheng Mo, Chengmei Lv, Susu Liu, Jun Li, Jieying Chen, Yanhong Wei, Hongwei An, Li Ma, Xuehai Guan. Post-surgical inhibition of phosphatidylinositol 3-kinase attenuates the plantar incision-induced postoperative pain behavior via spinal Akt activation in male mice.
BMC neuroscience.
2019 07; 20(1):36. doi:
10.1186/s12868-019-0521-9. [PMID: 31366324] - Md Badrul Alam, Vivek K Bajpai, Jeong-Sic Ra, Ji-Young Lim, Hongyan An, Shruti Shukla, Khong Trong Quan, Imran Khan, Yun Suk Huh, Young-Kyu Han, MinKyun Na, Sang-Han Lee. Anthraquinone-type inhibitor of α-glucosidase enhances glucose uptake by activating an insulin-like signaling pathway in C2C12 myotubes.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2019 Jul; 129(?):337-343. doi:
10.1016/j.fct.2019.05.005. [PMID: 31071387] - Jianhai Bai, Yier Xu, Yan Dieo, Guicai Sun. Combined low-dose LiCl and LY294002 for the treatment of osteoporosis in ovariectomized rats.
Journal of orthopaedic surgery and research.
2019 Jun; 14(1):177. doi:
10.1186/s13018-019-1210-1. [PMID: 31196133] - Zhihua Luo, Min Zhang, Xia Niu, De Wu, Jiulai Tang. Inhibition of the PI3K/Akt signaling pathway impedes the restoration of neurological function following hypoxic-ischemic brain damage in a neonatal rabbit model.
Journal of cellular biochemistry.
2019 06; 120(6):10175-10185. doi:
10.1002/jcb.28302. [PMID: 30614032] - Xiaolin Huang, Dongming Qu, Yue Liang, Qinghua Huang, Mengze Li, Changchun Hou. Elevated S100A4 in asthmatics and an allergen-induced mouse asthma model.
Journal of cellular biochemistry.
2019 06; 120(6):9667-9676. doi:
10.1002/jcb.28245. [PMID: 30569582] - Aimie E Garces, Michael J Stocks. Class 1 PI3K Clinical Candidates and Recent Inhibitor Design Strategies: A Medicinal Chemistry Perspective.
Journal of medicinal chemistry.
2019 05; 62(10):4815-4850. doi:
10.1021/acs.jmedchem.8b01492. [PMID: 30582807] - Xu Ding, Wei Han, Jing Wang, Wei Yang, Xiao-Feng Chang, Zhi-Yun Zhu, Hong Qin, Jin-Zhe Zhang, Xu Wang, Huan-Min Wang. IGF-1 alleviates serum IgG-induced neuronal cytolysis through PI3K signaling in children with opsoclonus-myoclonus syndrome and neuroblastoma.
Pediatric research.
2019 05; 85(6):885-894. doi:
10.1038/s41390-018-0251-1. [PMID: 30718793] - Min Wang, Ying Liu, Rui-Le Pan, Rui-Ying Wang, Shi-Lan Ding, Wan-Rui Dong, Gui-Bo Sun, Jing-Xue Ye, Xiao-Bo Sun. Protective effects of Myrica rubra flavonoids against hypoxia/reoxygenation-induced cardiomyocyte injury via the regulation of the PI3K/Akt/GSK3β pathway.
International journal of molecular medicine.
2019 May; 43(5):2133-2143. doi:
10.3892/ijmm.2019.4131. [PMID: 30864694] - Juan Cai, Keyang Qian, Xueliang Zuo, Wuheng Yue, Yinzhu Bian, Ju Yang, Jia Wei, Wenying Zhao, Hanqing Qian, Baorui Liu. PLGA nanoparticle-based docetaxel/LY294002 drug delivery system enhances antitumor activities against gastric cancer.
Journal of biomaterials applications.
2019 05; 33(10):1394-1406. doi:
10.1177/0885328219837683. [PMID: 30952195] - Qi Lv, Gangmin Wang, Yinan Zhang, Xiao Han, Haoming Li, Wei Le, Minguang Zhang, Chunhui Ma, Peijun Wang, Qiang Ding. FABP5 regulates the proliferation of clear cell renal cell carcinoma cells via the PI3K/AKT signaling pathway.
International journal of oncology.
2019 04; 54(4):1221-1232. doi:
10.3892/ijo.2019.4721. [PMID: 30968158] - Minyu Zhu, Jinwei Ying, Chaowei Lin, Yu Wang, Kelun Huang, Yang Zhou, Honglin Teng. Baicalin Induces Apoptotic Death of Human Chondrosarcoma Cells through Mitochondrial Dysfunction and Downregulation of the PI3K/Akt/mTOR Pathway.
Planta medica.
2019 Mar; 85(5):360-369. doi:
10.1055/a-0791-1049. [PMID: 30469147] - Xin Hu, Yuanyuan Liang, Bo Zhao, Yongyi Wang. Oxyresveratrol protects human lens epithelial cells against hydrogen peroxide-induced oxidative stress and apoptosis by activation of Akt/HO-1 pathway.
Journal of pharmacological sciences.
2019 Mar; 139(3):166-173. doi:
10.1016/j.jphs.2019.01.003. [PMID: 30709701] - E P Filipin, D T Pereira, L C Ouriques, Z L Bouzon, C Simioni. Participation of actin filaments, myosin and phosphatidylinositol 3-kinase in the formation and polarisation of tetraspore germ tube of Gelidium floridanum (Rhodophyta, Florideophyceae).
Plant biology (Stuttgart, Germany).
2019 Mar; 21(2):352-360. doi:
10.1111/plb.12946. [PMID: 30472775] - Yi Zhang, Jingjing Zhang, Chuntao Wu, Sheng Guo, Jing Su, Wendong Zhao, Hongxia Xing. Higenamine protects neuronal cells from oxygen-glucose deprivation/reoxygenation-induced injury.
Journal of cellular biochemistry.
2019 03; 120(3):3757-3764. doi:
10.1002/jcb.27656. [PMID: 30270549] - Li-Hua Cui, Cai-Xia Li, Yu-Zhen Zhuo, Lei Yang, Nai-Qiang Cui, Shu-Kun Zhang. Saikosaponin d ameliorates pancreatic fibrosis by inhibiting autophagy of pancreatic stellate cells via PI3K/Akt/mTOR pathway.
Chemico-biological interactions.
2019 Feb; 300(?):18-26. doi:
10.1016/j.cbi.2019.01.005. [PMID: 30611790] - Yingyi Luo, Zhiyao Ren, Biaoyan Du, Shangping Xing, Shaowei Huang, Yunrong Li, Zhouxi Lei, Dan Li, Huanhuan Chen, Yuechun Huang, Gang Wei. Structure Identification of ViceninII Extracted from Dendrobium officinale and the Reversal of TGF-β1-Induced Epithelial⁻Mesenchymal Transition in Lung Adenocarcinoma Cells through TGF-β/Smad and PI3K/Akt/mTOR Signaling Pathways.
Molecules (Basel, Switzerland).
2019 Jan; 24(1):. doi:
10.3390/molecules24010144. [PMID: 30609689] - Yugen Shi, Jie Yin, Hesheng Hu, Mei Xue, Xiaolu Li, Ju Liu, Yan Li, Wenjuan Cheng, Ye Wang, Xinran Li, Yu Wang, Fuhong Liu, Qiang Liu, Jiayu Tan, Suhua Yan. Targeted regulation of sympathetic activity in paraventricular nucleus reduces inducible ventricular arrhythmias in rats after myocardial infarction.
Journal of cardiology.
2019 01; 73(1):81-88. doi:
10.1016/j.jjcc.2018.06.003. [PMID: 30487059] - Yan-Hui Shen, Li-Ying Wang, Bao-Bao Zhang, Qi-Ming Hu, Pu Wang, Bai-Qiu He, Guan-Hu Bao, Jing-Yu Liang, Fei-Hua Wu. Ethyl Rosmarinate Protects High Glucose-Induced Injury in Human Endothelial Cells.
Molecules (Basel, Switzerland).
2018 Dec; 23(12):. doi:
10.3390/molecules23123372. [PMID: 30572638] - L Liu, X-Y Zhou, J-Q Zhang, G-G Wang, J He, Y-Y Chen, C Huang, L Li, S-Q Li. LncRNA HULC promotes non-small cell lung cancer cell proliferation and inhibits the apoptosis by up-regulating sphingosine kinase 1 (SPHK1) and its downstream PI3K/Akt pathway.
European review for medical and pharmacological sciences.
2018 12; 22(24):8722-8730. doi:
10.26355/eurrev_201812_16637. [PMID: 30575912] - Jing Liu, Yanming Li, Yi Tang, Jinghua Cheng, Jing Wang, Jianhua Li, Xiaohua Ma, Wei Zhuang, Jianbin Gong, Zhihong Liu. Rhein protects the myocardiac cells against hypoxia/reoxygention-induced injury by suppressing GSK3β activity.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2018 Dec; 51(?):1-6. doi:
10.1016/j.phymed.2018.06.029. [PMID: 30466606] - Huan-Feng Zhu, Peng-Wei Yan, Li-Jun Wang, Ya-Tian Liu, Jing Wen, Qian Zhang, Yan-Xin Fan, Yan-Hong Luo. Protective properties of Huperzine A through activation Nrf2/ARE-mediated transcriptional response in X-rays radiation-induced NIH3T3 cells.
Journal of cellular biochemistry.
2018 11; 119(10):8359-8367. doi:
10.1002/jcb.26919. [PMID: 29932247] - Cheng-Wei Yang, Hsin-Yu Chang, Yue-Zhi Lee, Hsing-Yu Hsu, Shiow-Ju Lee. The cardenolide ouabain suppresses coronaviral replication via augmenting a Na+/K+-ATPase-dependent PI3K_PDK1 axis signaling.
Toxicology and applied pharmacology.
2018 10; 356(?):90-97. doi:
10.1016/j.taap.2018.07.028. [PMID: 30053394] - Duan Li, Liwei Guo, Baoguo Deng, Min Li, Tingting Yang, Fan Yang, Zhijun Yang. Long non‑coding RNA HR1 participates in the expression of SREBP‑1c through phosphorylation of the PDK1/AKT/FoxO1 pathway.
Molecular medicine reports.
2018 Sep; 18(3):2850-2856. doi:
10.3892/mmr.2018.9278. [PMID: 30015961] - Zhengwen Zhou, Yue Zhang, Luning Lin, Jianmei Zhou. Apigenin suppresses the apoptosis of H9C2 rat cardiomyocytes subjected to myocardial ischemia‑reperfusion injury via upregulation of the PI3K/Akt pathway.
Molecular medicine reports.
2018 Aug; 18(2):1560-1570. doi:
10.3892/mmr.2018.9115. [PMID: 29901074] - Lingling Tang, Qingge Chen, Li Sun, Linyun Zhu, Jinjin Liu, Ziyu Meng, Zhenhua Ni, Xiongbiao Wang. Curcumin suppresses MUC5AC production via interfering with the EGFR signaling pathway.
International journal of molecular medicine.
2018 Jul; 42(1):497-504. doi:
10.3892/ijmm.2018.3609. [PMID: 29620257] - Xiaofei Yan, Meng Xun, Litao Wu, Xiaojuan Du, Fujun Zhang, J Zheng. DRm217 attenuates myocardial ischemia-reperfusion injury via stabilizing plasma membrane Na+-K+-ATPase, inhibiting Na+-K+-ATPase/ROS pathway and activating PI3K/Akt and ERK1/2.
Toxicology and applied pharmacology.
2018 06; 349(?):62-71. doi:
10.1016/j.taap.2018.04.030. [PMID: 29702141] - Shuang Feng, Li Zhang, Xu-Hua Bian, Ying Luo, Guang-Hui Qin, Rui-Ming Shi. Role of the TSLP-DC-OX40L pathway in asthma pathogenesis and airway inflammation in mice.
Biochemistry and cell biology = Biochimie et biologie cellulaire.
2018 06; 96(3):306-316. doi:
10.1139/bcb-2017-0126. [PMID: 29024606] - Xiaoyan Yang, Xiaofang Mao, Gao Xu, Shasha Xing, Ansuman Chattopadhyay, Si Jin, Guy Salama. Estradiol up-regulates L-type Ca2+ channels via membrane-bound estrogen receptor/phosphoinositide-3-kinase/Akt/cAMP response element-binding protein signaling pathway.
Heart rhythm.
2018 05; 15(5):741-749. doi:
10.1016/j.hrthm.2018.01.019. [PMID: 29330129] - Ye-Ying Sun, Shan-Shan Qin, Yun-Hui Cheng, Chao-Yun Wang, Xiao-Jun Liu, Ying Liu, Xiu-Li Zhang, Wendy Zhang, Jia-Xin Zhan, Shuai Shao, Wei-Hua Bian, Bi-Hui Luo, Dong-Feng Lu, Jian Yang, Chun-Hua Wang, Chun-Xiang Zhang. MicroRNA expression profile and functional analysis reveal their roles in contact inhibition and its disruption switch of rat vascular smooth muscle cells.
Acta pharmacologica Sinica.
2018 May; 39(5):885-892. doi:
10.1038/aps.2018.6. [PMID: 29698390] - Takaoki Saneyasu, Shoichi Fujita, Ayana Kitashiro, Satoshi Fukuzo, Kazuhisa Honda, Hiroshi Kamisoyama. Hypothalamic Akt-mediated signaling regulates food intake in chicks.
Neuroscience letters.
2018 03; 670(?):48-52. doi:
10.1016/j.neulet.2018.01.032. [PMID: 29360502] - Barbara Tóth, Judit Hohmann, Andrea Vasas. Phenanthrenes: A Promising Group of Plant Secondary Metabolites.
Journal of natural products.
2018 03; 81(3):661-678. doi:
10.1021/acs.jnatprod.7b00619. [PMID: 29280630] - Xiao-Na Zhu, Yu-Huan Wang, Juan-Juan Wu, Peng Dong, Min Zhang. [Correlation between expressions of VEGF and TRPC6 and their roles in podocyte injury in rats with diabetic nephropathy].
Nan fang yi ke da xue xue bao = Journal of Southern Medical University.
2018 Mar; 38(3):296-304. doi:
NULL. [PMID: 29643035] - Zhihao Wang, Guangyue Su, Zhiguo Zhang, Han Dong, Yuehui Wang, Huiying Zhao, Yuqing Zhao, Qi Sun. 25-Hydroxyl-protopanaxatriol protects against H2O2-induced H9c2 cardiomyocytes injury via PI3K/Akt pathway and apoptotic protein down-regulation.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2018 Mar; 99(?):33-42. doi:
10.1016/j.biopha.2018.01.039. [PMID: 29324310] - Xu Lixing, Ji Zhouye, Guo Liting, Zhang Ruyi, Qu Rong, Ma Shiping. Saikosaponin-d-mediated downregulation of neurogenesis results in cognitive dysfunction by inhibiting Akt/Foxg-1 pathway in mice.
Toxicology letters.
2018 Mar; 284(?):79-85. doi:
10.1016/j.toxlet.2017.11.009. [PMID: 29129800] - Iriny M Ayoub, Michal Korinek, Tsong-Long Hwang, Bing-Hung Chen, Fang-Rong Chang, Mohamed El-Shazly, Abdel Nasser B Singab. Probing the Antiallergic and Anti-inflammatory Activity of Biflavonoids and Dihydroflavonols from Dietes bicolor.
Journal of natural products.
2018 02; 81(2):243-253. doi:
10.1021/acs.jnatprod.7b00476. [PMID: 29381070] - Zheng-Guo Cui, Yu-Jie Jin, Lu Sun, Shahbaz Ahmad Zakki, Meng-Ling Li, Qian-Wen Feng, Takashi Kondo, Ryohei Ogawa, Hidekuni Inadera. Potential hazards of fenvalerate in massive pollution influence the apoptosis sensitivity.
Journal of applied toxicology : JAT.
2018 Feb; 38(2):240-247. doi:
10.1002/jat.3517. [PMID: 28949029] - Chen-Wei Liu, Tzu-Lin Lee, Yu-Chen Chen, Chan-Jung Liang, Shu-Huei Wang, June-Horng Lue, Jaw-Shiun Tsai, Shih-Wei Lee, Shun-Hua Chen, Yi-Fan Yang, Tzu-Yi Chuang, Yuh-Lien Chen. PM2.5-induced oxidative stress increases intercellular adhesion molecule-1 expression in lung epithelial cells through the IL-6/AKT/STAT3/NF-κB-dependent pathway.
Particle and fibre toxicology.
2018 01; 15(1):4. doi:
10.1186/s12989-018-0240-x. [PMID: 29329563] - Bihua Liang, Liqian Peng, Runxiang Li, Huaping Li, Ziyin Mo, Xinyue Dai, Na Jiang, Qing Liu, Erting Zhang, Huiyan Deng, Zhenjie Li, Huilan Zhu. Lycium barbarum polysaccharide protects HSF cells against ultraviolet-induced damage through the activation of Nrf2.
Cellular & molecular biology letters.
2018; 23(?):18. doi:
10.1186/s11658-018-0084-2. [PMID: 29743894] - Falguni Das, Nandini Ghosh-Choudhury, Doug Yoon Lee, Yves Gorin, Balakuntalam S Kasinath, Goutam Ghosh Choudhury. Akt2 causes TGFβ-induced deptor downregulation facilitating mTOR to drive podocyte hypertrophy and matrix protein expression.
PloS one.
2018; 13(11):e0207285. doi:
10.1371/journal.pone.0207285. [PMID: 30444896] - Yoshiki Koriyama, Ayako Furukawa, Kayo Sugitani, Miwa Kubo, Kenichi Harada, Yoshiyasu Fukuyama. Talaumidin Promotes Neurite Outgrowth of Staurosporine-Differentiated RGC-5 Cells Through PI3K/Akt-Dependent Pathways.
Advances in experimental medicine and biology.
2018; 1074(?):649-653. doi:
10.1007/978-3-319-75402-4_79. [PMID: 29721999]