Teprenone (BioDeep_00000009438)
代谢物信息卡片
5,9,13,17-NONADECATETRAEN-2-ONE, 6,10,14,18-TETRAMETHYL-
化学式: C23H38O (330.2922498)
中文名称: 替普瑞酮 [(5E,9E,13E)- 和(5Z,9E,13E)异构体混合物]
谱图信息:
最多检出来源 Viridiplantae(plant) 95.65%
分子结构信息
SMILES: CC(=CCCC(=CCCC(=CCCC(=CCCC(=O)C)C)C)C)C
InChI: InChI=1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+
描述信息
A - Alimentary tract and metabolism > A02 - Drugs for acid related disorders > A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)
C78276 - Agent Affecting Digestive System or Metabolism > C29701 - Anti-ulcer Agent
D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents
D000970 - Antineoplastic Agents
Same as: D01827
同义名列表
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:31649
- KEGG: C13297
- PubChem: 53384398
- PubChem: 5282199
- PubChem: 5399
- Metlin: METLIN2719
- ChEMBL: CHEMBL3183658
- ChEMBL: CHEMBL79686
- CAS: 3879-24-1
- CAS: 3796-63-2
- CAS: 6809-52-5
- PMhub: MS000023221
- PubChem: 586041
- NIKKAJI: J24.196B
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
- Hongyan Yang, Libo Li, Yu Jiao, Yuanliang Zhang, Yuhua Wang, Kunjie Zhu, Chao Sun. Thioredoxin-1 mediates neuroprotection of Schisanhenol against MPP+-induced apoptosis via suppression of ASK1-P38-NF-κB pathway in SH-SY5Y cells.
Scientific reports.
2021 11; 11(1):21604. doi:
10.1038/s41598-021-01000-3. [PMID: 34732784] - Zeinab Esmaeili, Qamar Niaz, Partow Mirzaee Saffari, Ahmad-Reza Dehpour, Seyed Mahdi Rezayat, Farahnaz Jazaeri. Evaluation of the effect of heat shock protein 70 targeted drugs on cirrhotic cardiomyopathy in biliary cirrhotic rats.
Life sciences.
2021 May; 273(?):119261. doi:
10.1016/j.lfs.2021.119261. [PMID: 33652036] - Yuan Xie, Lu Chen, Zhipeng Xu, Chen Li, Yangyue Ni, Min Hou, Lin Chen, Hao Chang, Yuxuan Yang, Huiquan Wang, Rongbo He, Rourou Chen, Li Qian, Yan Luo, Ying Zhang, Na Li, Yuxiao Zhu, Minjun Ji, Yu Liu. Predictive Modeling of MAFLD Based on Hsp90α and the Therapeutic Application of Teprenone in a Diet-Induced Mouse Model.
Frontiers in endocrinology.
2021; 12(?):743202. doi:
10.3389/fendo.2021.743202. [PMID: 34659125] - Miki Itai, Yuki Kuwano, Tatsuya Nishikawa, Kazuhito Rokutan, Nishida Kensei. Geranylgeranylacetone prevents stress-induced decline of leptin secretion in mice.
The journal of medical investigation : JMI.
2018; 65(1.2):103-109. doi:
10.2152/jmi.65.103. [PMID: 29593178] - Shuko Tokuriki, Aiko Igarashi, Takashi Okuno, Genrei Ohta, Hironobu Naiki, Yusei Ohshima. Treatment with Geranylgeranylacetone Induces Heat Shock Protein 70 and Attenuates Neonatal Hyperoxic Lung Injury in a Model of Bronchopulmonary Dysplasia.
Lung.
2017 08; 195(4):469-476. doi:
10.1007/s00408-017-0007-4. [PMID: 28447205] - Wu-Chia Lo, Chen-Tu Wu, Hillary Chiao Lee, Yi-Ho Young, Yih-Leong Chang, Po-Wen Cheng. Evaluation of geranylgeranylacetone against cisplatin-induced ototoxicity by auditory brainstem response, heat shock proteins and oxidative levels in guinea pigs.
Neurotoxicology and teratology.
2017 05; 61(?):29-35. doi:
10.1016/j.ntt.2017.03.004. [PMID: 28344103] - Yusuke Kawashima, Toru Hisaka, Hiroyuki Horiuchi, Hiroto Ishikawa, Shinji Uchida, Tetsushi Kinugasa, Daimei Etou, Kouji Okuda, Yoshito Akagi. The Organo- and Cytoprotective Effects of Heat-shock Protein in Response to Injury Due to Radiofrequency Ablation in Rat Liver.
Anticancer research.
2016 Jul; 36(7):3591-7. doi:
. [PMID: 27354628] - Yoshiki Koriyama, Kazuhiro Ogai, Kayo Sugitani, Suguru Hisano, Satoru Kato. Geranylgeranylacetone Suppresses N-Methyl-N-nitrosourea-Induced Photoreceptor Cell Loss in Mice.
Advances in experimental medicine and biology.
2016; 854(?):237-43. doi:
10.1007/978-3-319-17121-0_32. [PMID: 26427417] - Baiyu Zhang, Rong Rong, Huiyan Li, Xuan Peng, Liping Xiong, Yihan Wang, Xueqing Yu, Haiping Mao. Heat shock protein 72 suppresses apoptosis by increasing the stability of X-linked inhibitor of apoptosis protein in renal ischemia/reperfusion injury.
Molecular medicine reports.
2015 Mar; 11(3):1793-9. doi:
10.3892/mmr.2014.2939. [PMID: 25394481] - Myung-Gyu Kim, Eun Jung Cho, Jae Won Lee, Yoon Sook Ko, Hee Young Lee, Sang-Kyung Jo, Won Yong Cho, Hyoung Kyu Kim. The heat-shock protein-70-induced renoprotective effect is partially mediated by CD4+ CD25+ Foxp3 + regulatory T cells in ischemia/reperfusion-induced acute kidney injury.
Kidney international.
2014 Jan; 85(1):62-71. doi:
10.1038/ki.2013.277. [PMID: 23884338] - Fu-Cheng Luo, Lu Zhao, Juan Deng, Min Liang, Xian-Si Zeng, Hua Liu, Jie Bai. Geranylgeranylacetone protects against morphine-induced hepatic and renal damage in mice.
Molecular medicine reports.
2013 Feb; 7(2):694-700. doi:
10.3892/mmr.2012.1217. [PMID: 23229517] - Jian-Wen Ning, Guan-Bin Lin, Feng Ji, Jia Xu, Najeeb Sharify. Preventive effects of geranylgeranylacetone on rat ethanol-induced gastritis.
World journal of gastroenterology.
2012 May; 18(18):2262-9. doi:
10.3748/wjg.v18.i18.2262. [PMID: 22611321] - Kylie Kavanagh, David M Flynn, Kurt A Jenkins, Li Zhang, Janice D Wagner. Restoring HSP70 deficiencies improves glucose tolerance in diabetic monkeys.
American journal of physiology. Endocrinology and metabolism.
2011 May; 300(5):E894-901. doi:
10.1152/ajpendo.00699.2010. [PMID: 21325107] - Zhiyong Wang, Jonathan M Gall, Ramon G B Bonegio, Andrea Havasi, Clayton R Hunt, Michael Y Sherman, John H Schwartz, Steven C Borkan. Induction of heat shock protein 70 inhibits ischemic renal injury.
Kidney international.
2011 Apr; 79(8):861-70. doi:
10.1038/ki.2010.527. [PMID: 21270764] - Yong-Qi Zhao, Jun-Tao Gao, Shou-Hong Liu, Yan Wu, Mao-Tsun Lin, Ming Fan. Geranylgeranylacetone preconditioning may attenuate heat-induced inflammation and multiorgan dysfunction in rats.
The Journal of pharmacy and pharmacology.
2010 Jan; 62(1):99-105. doi:
10.1211/jpp.62.01.0011. [PMID: 20723005] - Haiping Mao, Zhilian Li, Yi Zhou, Zhijian Li, Shougang Zhuang, Xin An, Baiyu Zhang, Wei Chen, Jing Nie, Zhiyong Wang, Steven C Borkan, Yihan Wang, Xueqing Yu. HSP72 attenuates renal tubular cell apoptosis and interstitial fibrosis in obstructive nephropathy.
American journal of physiology. Renal physiology.
2008 Jul; 295(1):F202-14. doi:
10.1152/ajprenal.00468.2007. [PMID: 18417540] - Tsutomu Nishida, Yuki Yabe, Hai Ying Fu, Yujiro Hayashi, Kayoko Asahi, Hiroshi Eguchi, Shingo Tsuji, Masahiko Tsujii, Norio Hayashi, Sunao Kawano. Geranylgeranylacetone induces cyclooxygenase-2 expression in cultured rat gastric epithelial cells through NF-kappaB.
Digestive diseases and sciences.
2007 Aug; 52(8):1890-6. doi:
10.1007/s10620-006-9661-8. [PMID: 17404846] - Li Ding, Tian Zhu, Qinxin Song, Yindi Zhang, Jianping Shen. HPLC-APCI-MS for the determination of teprenone in human plasma: method and clinical application.
Journal of pharmaceutical and biomedical analysis.
2007 Jul; 44(3):779-85. doi:
10.1016/j.jpba.2007.03.021. [PMID: 17482416] - Wei-li Liu, Shu-jie Chen, Yan Chen, Lei-min Sun, Wei Zhang, Ya-min Zeng, Tian-hua Zhou, Jian-min Si. Protective effects of heat shock protein70 induced by geranylgeranylacetone in atrophic gastritis in rats.
Acta pharmacologica Sinica.
2007 Jul; 28(7):1001-6. doi:
10.1111/j.1745-7254.2007.00589.x. [PMID: 17588336] - Tadashi Nishida, Tatsuya Matsura, Junya Nakada, Aki Togawa, Masachika Kai, Isao Sumioka, Yukari Minami, Yoshimi Inagaki, Yuichi Ishibe, Hisao Ito, Yoshiji Ohta, Kazuo Yamada. Geranylgeranylacetone protects against acetaminophen-induced hepatotoxicity by inducing heat shock protein 70.
Toxicology.
2006 Feb; 219(1-3):187-96. doi:
10.1016/j.tox.2005.11.018. [PMID: 16377054] - Junya Nakada, Tatsuya Matsura, Naoto Okazaki, Tadashi Nishida, Aki Togawa, Yukari Minami, Yoshimi Inagaki, Hisao Ito, Kazuo Yamada, Yuichi Ishibe. Oral administration of geranylgeranylacetone improves survival rate in a rat endotoxin shock model: administration timing and heat shock protein 70 induction.
Shock (Augusta, Ga.).
2005 Nov; 24(5):482-7. doi:
10.1097/01.shk.0000180980.63247.a9. [PMID: 16247336] - Bin Lü, Lu Zhang, Yi-hong Fan, Li-na Meng, Shuo Zhang. [Protection of gastric mucosa against steroids-induced damage by teprenone].
Zhonghua yi xue za zhi.
2005 Oct; 85(39):2749-53. doi:
. [PMID: 16324314] - Yoshiji Ohta, Takashi Kobayashi, Yoichiro Imai, Kazuo Inui, Junji Yoshino, Saburo Nakazawa. Effect of gefarnate on acute gastric mucosal lesion progression in rats treated with compound 48/80, a mast cell degranulator, in comparison with that of teprenone.
Biological & pharmaceutical bulletin.
2005 Aug; 28(8):1424-30. doi:
10.1248/bpb.28.1424. [PMID: 16079487] - Satoshi Suzuki, Shoichi Maruyama, Waichi Sato, Yoshiki Morita, Fumihiko Sato, Yusuke Miki, Sawako Kato, Masahisa Katsuno, Gen Sobue, Yukio Yuzawa, Seiichi Matsuo. Geranylgeranylacetone ameliorates ischemic acute renal failure via induction of Hsp70.
Kidney international.
2005 Jun; 67(6):2210-20. doi:
10.1111/j.1523-1755.2005.00326.x. [PMID: 15882264] - Yuji Ishii, Takumi Ishida, Junpei Mutoh, Hideyuki Yamada, Kazuta Oguri. [Possible candidates for the compound which is expected to attenuate dioxin toxicity].
Fukuoka igaku zasshi = Hukuoka acta medica.
2005 May; 96(5):204-13. doi:
. [PMID: 15997774] - Takumi Ishida, Tomomi Oshimo, Akihisa Nishimura, Junpei Mutoh, Yuji Ishii, Nobuyuki Koga, Hideyuki Yamada, Isao Hashiguchi, Akifumi Akamine, Kazuta Oguri. Reduction of the toxicity of 2,3,7,8-tetrachlorodibenzo-p-dioxin in mice using an antiulcer drug, geranylgeranylacetone.
Biological & pharmaceutical bulletin.
2004 Sep; 27(9):1397-402. doi:
10.1248/bpb.27.1397. [PMID: 15340226] - Yoshiji Ohta, Takashi Kobayashi, Kazuo Inui, Junji Yoshino, Akira Kitagawa, Saburo Nakazawa. Preventive effect of teprenone on acute gastric mucosal lesion progression in compound 48/80-treated rats.
European journal of pharmacology.
2004 Mar; 487(1-3):223-32. doi:
10.1016/j.ejphar.2004.01.032. [PMID: 15033395] - Yoshiji Ohta, Takashi Kobayashi, Kazuo Inui, Junji Yoshino, Saburo Nakazawa. Protective effect of teprenone against acute gastric mucosal lesions induced by compound 48/80, a mast cell degranulator, in rats.
Journal of pharmacological sciences.
2003 Nov; 93(3):337-46. doi:
10.1254/jphs.93.337. [PMID: 14646252] - Shohko Kunimoto, Wataru Murofushi, Isao Yamatsu, Yukie Hasegawa, Narie Sasaki, Susumu Kobayashi, Tetsuyuki Kobayashi, Hiromu Murofushi, Kimiko Murakami-Murofushi. Cholesteryl glucoside-induced protection against gastric ulcer.
Cell structure and function.
2003 Jun; 28(3):179-86. doi:
10.1247/csf.28.179. [PMID: 12951438] - Kiichi Hirota, Hajime Nakamura, Hiroshi Masutani, Junji Yodoi. Thioredoxin superfamily and thioredoxin-inducing agents.
Annals of the New York Academy of Sciences.
2002 May; 957(?):189-99. doi:
10.1111/j.1749-6632.2002.tb02916.x. [PMID: 12074972] - Hironobu Oda, Hidenori Miyake, Takashi Iwata, Kenji Kusumoto, Kazuhito Rokutan, Seiki Tashiro. Geranylgeranylacetone suppresses inflammatory responses and improves survival after massive hepatectomy in rats.
Journal of gastrointestinal surgery : official journal of the Society for Surgery of the Alimentary Tract.
2002 May; 6(3):464-72; discussion 473. doi:
10.1016/s1091-255x(01)00043-9. [PMID: 12023001] - Y Fudaba, H Ohdan, H Tashiro, H Ito, Y Fukuda, K Dohi, T Asahara. Geranylgeranylacetone, a heat shock protein inducer, prevents primary graft nonfunction in rat liver transplantation.
Transplantation.
2001 Jul; 72(2):184-9. doi:
10.1097/00007890-200107270-00003. [PMID: 11477336] - T Kobayashi, Y Ohta, J Yoshino, S Nakazawa. Teprenone promotes the healing of acetic acid-induced chronic gastric ulcers in rats by inhibiting neutrophil infiltration and lipid peroxidation in ulcerated gastric tissues.
Pharmacological research.
2001 Jan; 43(1):23-30. doi:
10.1006/phrs.2000.0748. [PMID: 11207062] - T Tsuruma, A Yagihashi, K Hirata, J Araya, T Katsuramaki, K Tarumi, Y Yanai, N Watanabe. Induction of heat shock protein-70 (hsp-70) by intraarterial administration of geranylgeranylacetone.
Transplantation proceedings.
2000 Nov; 32(7):1631-3. doi:
10.1016/s0041-1345(00)01441-x. [PMID: 11119869] - Y Fudaba, H Tashiro, H Ohdan, Y Miyata, S Shibata, S Shintaku, M Nishihara, T Asahara, H Ito, Y Fukuda, K Dohi. Efficacy of HSP72 induction in rat liver by orally administered geranylgeranylacetone.
Transplant international : official journal of the European Society for Organ Transplantation.
2000; 13 Suppl 1(?):S278-81. doi:
10.1007/s001470050341. [PMID: 11112012] - K Rokutan, S Teshima, T Kawai, T Kawahara, K Kusumoro, T Mizushima, K Kishi. Geranylgeranylacetone stimulates mucin synthesis in cultured guinea pig gastric pit cells by inducing a neuronal nitric oxide synthase.
Journal of gastroenterology.
2000; 35(9):673-81. doi:
10.1007/s005350070046. [PMID: 11023038] - K Nishida, Y Ohta, I Ishiguro. Protective and preventive effects of teprenone on gastric mucosal lesions in rats.
European journal of pharmacology.
1998 Jul; 354(1):51-8. doi:
10.1016/s0014-2999(98)00430-0. [PMID: 9726630] - I Tachibana, N Watanabe, H Shirohara, T Akiyama, S Nanano, M Otsuki. Effects of tetraprenylacetone on pancreatic exocrine secretion and acute pancreatitis in two experimental models in rats.
International journal of pancreatology : official journal of the International Association of Pancreatology.
1995 Apr; 17(2):147-54. doi:
10.1007/bf02788532. [PMID: 7542690] - E Ishii. Antibacterial activity of teprenone, a non water-soluble antiulcer agent, against Helicobacter pylori.
Zentralblatt fur Bakteriologie : international journal of medical microbiology.
1993 Sep; 280(1-2):239-43. doi:
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Journal of gastroenterology and hepatology.
1992 Jul; 7(4):405-10. doi:
10.1111/j.1440-1746.1992.tb01009.x. [PMID: 1515567] - C Kunisaki, M Sugiyama. Effect of teprenone on acute gastric mucosal lesions induced by cold-restraint stress.
Digestion.
1992; 53(1-2):45-53. doi:
10.1159/000200970. [PMID: 1289172] - M Kawamura, S Yamazaki, A Tobe, S Watanabe, T Takeuchi. Effects of MCI-727, a new anti-ulcer agent, on plasma secretin concentration in rats and dogs and pancreatic exocrine secretion in rats.
Japanese journal of pharmacology.
1991 Aug; 56(4):513-22. doi:
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Journal of clinical gastroenterology.
1991; 13 Suppl 1(?):S83-7. doi:
10.1097/00004836-199112001-00014. [PMID: 1940202] - H T Debas, Y Goto, T N Pappas, W Y Chey. Geranyl-geranyl acetone: a novel stimulant of secretin release in the dog.
Pancreas.
1990 Sep; 5(5):555-8. doi:
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Journal of ethnopharmacology.
1988 Jul; 23(2-3):299-304. doi:
10.1016/0378-8741(88)90009-8. [PMID: 3193792] - T Seki, N Hashida, T Kanazawa. Determination of tetraprenylacetone in human plasma by high-performance liquid chromatography with fluorescence derivatization using dansylhydrazine.
Journal of chromatography.
1988 Feb; 424(2):410-5. doi:
10.1016/s0378-4347(00)81121-4. [PMID: 3372634] - J Bilski, J Sarosiek, V L Murty, M Aono, M Moriga, A Slomiany, B L Slomiany. Enhancement of the lipid content and physical properties of gastric mucus by geranylgeranylacetone.
Biochemical pharmacology.
1987 Dec; 36(23):4059-65. doi:
10.1016/0006-2952(87)90562-4. [PMID: 2446628] - Y Nishizawa, S Abe, K Yamada, T Nakamura, I Yamatsu, K Kinoshita. Identification of urinary and microsomal metabolites of geranylgeranylacetone in rats.
Xenobiotica; the fate of foreign compounds in biological systems.
1987 May; 17(5):575-84. doi:
10.3109/00498258709043964. [PMID: 3604262] - Y Nishizawa, H Tanaka, K Kinoshita. Incorporation of radioactivity into amino acids and fatty acids after administration of 14C-geranylgeranylacetone to rats.
Xenobiotica; the fate of foreign compounds in biological systems.
1987 Apr; 17(4):469-76. doi:
10.3109/00498258709043953. [PMID: 3604254] - S Nakazawa, Y Tsuboi, Y Tsukamoto, J Yoshino, M Okada. Serum and stomach tissue levels of geranylgeranylacetone in patients.
International journal of clinical pharmacology, therapy, and toxicology.
1983 Jun; 21(6):267-70. doi:
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Journal of chromatography.
1982 Sep; 231(2):301-10. doi:
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European journal of pharmacology.
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Comparative biochemistry and physiology. A, Comparative physiology.
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