Indanone (BioDeep_00000004303)
Secondary id: BioDeep_00001868355
human metabolite
代谢物信息卡片
2,3-dihydro-1H-inden-1-one
化学式: C9H8O (132.0575)
中文名称: 1-二氢茚酮, 1-茚酮
谱图信息:
最多检出来源 Homo sapiens(blood) 28.93%
分子结构信息
SMILES: C1CC(=O)C2=CC=CC=C21
InChI: InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2
描述信息
Indanone is part of the Steroid hormone biosynthesis, and Arachidonic acid metabolism pathways. It is a substrate for: Aldo-keto reductase family 1 member C1, and Aldo-keto reductase family 1 member C3.
D018501 - Antirheumatic Agents > D006074 - Gout Suppressants > D014528 - Uricosuric Agents
D002317 - Cardiovascular Agents > D045283 - Natriuretic Agents
D045283 - Natriuretic Agents > D004232 - Diuretics
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:17404
- KEGG: C01504
- PubChem: 6735
- HMDB: HMDB0059602
- Metlin: METLIN44875
- MetaCyc: 1-INDANONE
- CAS: 30286-23-8
- CAS: 83-33-0
- PMhub: MS000016409
- PubChem: 4672
- PDB-CCD: 1ON
- 3DMET: B00309
- NIKKAJI: J4.629I
- KNApSAcK: 17404
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
- Abdur Rauf, Umer Rashid, Zafar Ali Shah, Anees Ahmed Khalil, Muhammad Shah, Tabussam Tufail, Gauhar Rehman, Abdur Rahman, Saima Naz, Abdulrahman Alsahammari, Metab Alharbi, Abdulmajeed Al-Shahrani, Dorota Formanowicz. Anti-inflammatory and anti-diabetic properties of indanone derivative isolated from Fernandoa adenophylla in vitro and in silico studies.
Scientific reports.
2024 04; 14(1):9624. doi:
10.1038/s41598-024-59703-2. [PMID: 38671030] - Shichao Lan, Wei Zhang, Xiuhai Gan. Novel 1-Indanone Derivatives Containing Oxime and Oxime Ether Moieties as Immune Activator to Resist Plant Virus.
Pest management science.
2023 Mar; ?(?):. doi:
10.1002/ps.7442. [PMID: 36883547] - Peng-Chao Huo, Xiao-Qing Guan, Peng Liu, Yun-Qing Song, Meng-Ru Sun, Rong-Jing He, Li-Wei Zou, Li-Juan Xue, Jin-Hui Shi, Nan Zhang, Zhi-Guo Liu, Guang-Bo Ge. Design, synthesis and biological evaluation of indanone-chalcone hybrids as potent and selective hCES2A inhibitors.
European journal of medicinal chemistry.
2021 Jan; 209(?):112856. doi:
10.1016/j.ejmech.2020.112856. [PMID: 33007602] - Vijaya M Musini, Pouria Rezapour, James M Wright, Ken Bassett, Ciprian D Jauca. Blood pressure-lowering efficacy of loop diuretics for primary hypertension.
The Cochrane database of systematic reviews.
2015 May; ?(5):CD003825. doi:
10.1002/14651858.cd003825.pub4. [PMID: 26000442] - Xiang Li, Lei Yang, Cheng Peng, Xin Xie, Hai-Jun Leng, Biao Wang, Zheng-Wei Tang, Gu He, Liang Ouyang, Wei Huang, Bo Han. Organocatalytic tandem Morita-Baylis-Hillman-Michael reaction for asymmetric synthesis of a drug-like oxa-spirocyclic indanone scaffold.
Chemical communications (Cambridge, England).
2013 Oct; 49(77):8692-4. doi:
10.1039/c3cc44004d. [PMID: 23955114] - Debabrata Chanda, Shashi Bhushan, Santosh K Guru, Karuna Shanker, Z A Wani, B A Rah, Suaib Luqman, Dilip M Mondhe, Anirban Pal, Arvind S Negi. Anticancer activity, toxicity and pharmacokinetic profile of an indanone derivative.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2012 Dec; 47(5):988-95. doi:
10.1016/j.ejps.2012.08.013. [PMID: 23017432] - Masao Sakairi, Masakazu Kogami, Masafumi Torii, Hiroyo Kataoka, Hiroki Fujieda, Mitsuhiro Makino, Daisuke Kataoka, Ryuji Okamoto, Toshiyuki Miyazawa, Morio Okabe, Megumi Inoue, Naoki Takahashi, Satoko Harada, Nobuhide Watanabe. Synthesis and SAR studies of bicyclic amine series GPR119 agonists.
Bioorganic & medicinal chemistry letters.
2012 Aug; 22(15):5123-8. doi:
10.1016/j.bmcl.2012.05.117. [PMID: 22765901] - Taicia Pacheco Fill, Jose Vinicius da Silva, Kleber Thiago de Oliveira, Bianca Ferreira da Silva, Edson Rodrigues-Fo. Oxidative potential of some endophytic fungi using 1-indanone as a substrate.
Journal of microbiology and biotechnology.
2012 Jun; 22(6):832-7. doi:
10.4014/jmb.1112.12014. [PMID: 22573162] - Andy J Liedtke, Brenda C Crews, Cristina M Daniel, Anna L Blobaum, Philip J Kingsley, Kebreab Ghebreselasie, Lawrence J Marnett. Cyclooxygenase-1-selective inhibitors based on the (E)-2'-des-methyl-sulindac sulfide scaffold.
Journal of medicinal chemistry.
2012 Mar; 55(5):2287-300. doi:
10.1021/jm201528b. [PMID: 22263894] - Dagmar García-Rivera, René Delgado, Nadia Bougarne, Guy Haegeman, Wim Vanden Berghe. Gallic acid indanone and mangiferin xanthone are strong determinants of immunosuppressive anti-tumour effects of Mangifera indica L. bark in MDA-MB231 breast cancer cells.
Cancer letters.
2011 Jun; 305(1):21-31. doi:
10.1016/j.canlet.2011.02.011. [PMID: 21420233] - Alinanuswe S Mwakaboko, Binne Zwanenburg. Strigolactone analogs derived from ketones using a working model for germination stimulants as a blueprint.
Plant & cell physiology.
2011 Apr; 52(4):699-715. doi:
10.1093/pcp/pcr031. [PMID: 21421570] - T Okpekon, M Millot, P Champy, C Gleye, S Yolou, C Bories, P Loiseau, A Laurens, R Hocquemiller. A novel 1-indanone isolated from Uvaria afzelii roots.
Natural product research.
2009; 23(10):909-15. doi:
10.1080/14786410802497240. [PMID: 19521904] - Adeboye M Adelekan, Erwin A Prozesky, Ahmed A Hussein, Luis D Ureña, Petrus H van Rooyen, David C Liles, J J Marion Meyer, Benjamín Rodríguez. Bioactive diterpenes and other constituents of Croton steenkampianus.
Journal of natural products.
2008 Nov; 71(11):1919-22. doi:
10.1021/np800333r. [PMID: 18855442] - Tetsuro Ito, Toshiyuki Tanaka, Munekazu Iinuma, Ken-ichi Nakaya, Yoshikazu Takahashi, Ryuichi Sawa, Jin Murata, Dedy Darnaedi. Three new resveratrol oligomers from the stem bark of Vatica pauciflora.
Journal of natural products.
2004 Jun; 67(6):932-7. doi:
10.1021/np030236r. [PMID: 15217269] - I H Lambert, B Falktoft. Lysophosphatidylcholine induces taurine release from HeLa cells.
The Journal of membrane biology.
2000 Jul; 176(2):175-85. doi:
10.1007/s00232001087. [PMID: 10926683] - S Takagi, S Takayama, T Onodera. Hepatotoxicity of DR-3438, tienilic acid, indacrinone and furosemide studied in vitro.
Toxicology letters.
1991 Mar; 55(3):287-93. doi:
10.1016/0378-4274(91)90009-u. [PMID: 2003271] - L P Rybak, C Whitworth, V Scott. Comparative acute ototoxicity of loop diuretic compounds.
European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery.
1991; 248(6):353-7. doi:
10.1007/bf00169028. [PMID: 1930985] - L P Rybak, C Whitworth. Ototoxicity of indacrinone is stereospecific.
Hearing research.
1987 Dec; 31(2):169-74. doi:
10.1016/0378-5955(87)90123-7. [PMID: 3446673] - Y Yonetani, K Iwaki, M Ishii, H Harada. A new diuretic that does not reduce renal handling of uric acid in rats, S-8666.
Japanese journal of pharmacology.
1987 Apr; 43(4):399-405. doi:
10.1254/jjp.43.399. [PMID: 3613286] - K P Vyas, M Hichens, W S Mulcahy, E L Hand. Radioimmunoassays for the enantiomeric components of indacrinone and their phenolic metabolites.
Journal of immunoassay.
1987; 8(2-3):179-201. doi:
10.1080/15321818708057021. [PMID: 3624493] - H Velázquez, F S Wright. Control by drugs of renal potassium handling.
Annual review of pharmacology and toxicology.
1986; 26(?):293-309. doi:
10.1146/annurev.pa.26.040186.001453. [PMID: 3521458] - J A Lumme, A J Jounela. Cardiac arrhythmias in hypertensive outpatients on various diuretics. Correlation between incidence and serum potassium and magnesium levels.
Annals of clinical research.
1986; 18(4):186-90. doi:
NULL. [PMID: 3789649] - O Eriksson, P J Wistrand. Chloride transport inhibition by various types of loop diuretics in fish opercular epithelium.
Acta physiologica Scandinavica.
1986 Jan; 126(1):93-101. doi:
10.1111/j.1748-1716.1986.tb07791.x. [PMID: 3953305] - A Lant. Diuretics. Clinical pharmacology and therapeutic use (Part II).
Drugs.
1985 Feb; 29(2):162-88. doi:
10.2165/00003495-198529020-00003. [PMID: 3884320] - A K Jain, R Michael, J R Ryan, F G McMahon. Antihypertensive and biochemical effects of indacrinone enantiomers.
Pharmacotherapy.
1984 Sep; 4(5):278-83. doi:
10.1002/j.1875-9114.1984.tb03375.x. [PMID: 6504709] - P H Vlasses, H H Rotmensch, B N Swanson, J D Irvin, C L Johnson, R K Ferguson. Indacrinone: natriuretic and uricosuric effects of various ratios of its enantiomers in healthy men.
Pharmacotherapy.
1984 Sep; 4(5):272-7. doi:
10.1002/j.1875-9114.1984.tb03374.x. [PMID: 6504708] - M J Field, N Fowler, G H Giebisch. Effects of enantiomers of indacrinone (MK-196) on cation transport by the loop of Henle and distal tubule studied by microperfusion in vivo.
The Journal of pharmacology and experimental therapeutics.
1984 Jul; 230(1):62-8. doi:
NULL. [PMID: 6747832] - B A Brooks, A F Lant, W R McNabb, F H Noormohamed. Renal actions of a uricosuric diuretic, racemic indacrinone, in man: comparison with ethacrynic acid and hydrochlorothiazide.
British journal of clinical pharmacology.
1984 May; 17(5):497-512. doi:
10.1111/j.1365-2125.1984.tb02382.x. [PMID: 6428442] - B A Brooks, A F Lant, W R McNabb, F H Noormohamed. Stereo-specificity of diuretic receptors in the nephron: a study of the enantiomers of indacrinone (MK-196) in man.
Renal physiology.
1984; 7(5):304-10. doi:
10.1159/000172950. [PMID: 6484299] - P G Fernandez, B K Kim, A B Galway, J N Sharma. Separation of essential hypertensive patients based on blood pressure responses after the withdrawal of antihypertensive agents by step-wise discriminant analysis.
Current medical research and opinion.
1983; 8(7):509-17. doi:
10.1185/03007998309109790. [PMID: 6354605] - L C Stoner, M E Trimble. Effects of MK-196 and furosemide on rat medullary thick ascending limbs of Henle in vitro.
The Journal of pharmacology and experimental therapeutics.
1982 Jun; 221(3):715-20. doi:
. [PMID: 6283059] - E H Blaine, G M Fanelli, J D Irvin, J A Tobert, R O Davies. Enantiomers of indacrinone: a new approach to producing an isouricemic diuretic.
Clinical and experimental hypertension. Part A, Theory and practice.
1982; 4(1-2):161-76. doi:
10.3109/10641968209061582. [PMID: 7074983] - A G Zacchei, M R Dobrinska, T I Wishousky, K C Kwan, S D White. Stereoselectivity in the disposition and metabolism of the uricosuric-diuretic agent, indacrinone, in Rhesus monkeys.
Drug metabolism and disposition: the biological fate of chemicals.
1982 Jan; 10(1):20-7. doi:
NULL. [PMID: 6124378] - P H Vlasses, J D Irvin, P B Huber, R B Lee, R K Ferguson, J J Schrogie, A G Zacchei, R O Davies, W B Abrams. Pharmacology of enantiomers and (-) p-OH metabolite of indacrinone.
Clinical pharmacology and therapeutics.
1981 Jun; 29(6):798-807. doi:
10.1038/clpt.1981.114. [PMID: 7226712] - J A Tobert, V J Cirillo, G Hitzenberger, I James, J Pryor, T Cook, A Buntinx, I B Holmes, P M Lutterbeck. Enhancement of uricosuric properties of indacrinone by manipulation of the enantiomer ratio.
Clinical pharmacology and therapeutics.
1981 Mar; 29(3):344-50. doi:
10.1038/clpt.1981.47. [PMID: 7471605] - B T Emmerson. Uricosuric diuretics.
Kidney international.
1980 Nov; 18(5):677-85. doi:
10.1038/ki.1980.185. [PMID: 7463959] - J D Irvin, P H Vlasses, P B Huber, R K Ferguson, J J Schrogie, R O Davies. Comparison of oral indacrinone with furosemide.
Clinical pharmacology and therapeutics.
1980 Sep; 28(3):376-83. doi:
10.1038/clpt.1980.176. [PMID: 6996896] - B A Brooks, E M Blair, R Finch, A F Lant. Studies on the mechanism and characteristics of action of a uricosuric diuretic, indacrinone (MK-196).
British journal of clinical pharmacology.
1980 Sep; 10(3):249-58. doi:
10.1111/j.1365-2125.1980.tb01752.x. [PMID: 7437242] - P J Ravenscroft, G R Hall, J T Ahokas, B T Emmerson, J A Tobert. Indacrinone: modification of diuretic, uricosuric, and kaliuretic actions by amiloride.
Clinical pharmacology and therapeutics.
1980 Jul; 28(1):45-51. doi:
10.1038/clpt.1980.129. [PMID: 7389253] - D I Diz, M L Kauker. Renal effects of indanone in dogs and rats: modification by a cyclooxygenase inhibition.
Archives internationales de pharmacodynamie et de therapie.
1980 Feb; 243(2):321-30. doi:
. [PMID: 6769400] - T F Knight, H O Senekjian, K Taylor, D A Steplock, E J Weinman. Renal transport of oxalate: effects of diuretics, uric acid, and calcium.
Kidney international.
1979 Nov; 16(5):572-6. doi:
10.1038/ki.1979.167. [PMID: 548601] - C E Wilhelmsson, J A Vedin, C Moerlin, P Lund-Johansen, C Vorburger, W Enenkel, P M Lutterbeck, J Bolognese, V J Cirillo, K F Tempero. A double-blind comparison of a novel indanone diuretic (MK-196) with hydrochlorothiazide in the treatment of essential hypertension.
British journal of clinical pharmacology.
1979 Sep; 8(3):261-6. doi:
10.1111/j.1365-2125.1979.tb01012.x. [PMID: 387057] - M L Kauker. Clearance and micropuncture studies of the effects of a new indanyloxyacetic acid diuretic on segmental nephron function in rats.
The Journal of pharmacology and experimental therapeutics.
1977 Jan; 200(1):81-7. doi:
. [PMID: 833765] - A G Zacchei, T Wishousky. GLC determination of a novel polyvalent saluretic agent, (6,7-dichloro-2-methyl-1-oxo-2-phenyl-5-indanyloxy)acetic acid, in biological fluids.
Journal of pharmaceutical sciences.
1976 Dec; 65(12):1770-3. doi:
10.1002/jps.2600651219. [PMID: 829793] - R McKenzie, T Knight, E J Weinman. The effects of indanyloxyacetic acid (mk 196) on electrolyte excretion in the rat kidney.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1976 Nov; 153(2):202-4. doi:
10.3181/00379727-153-39510. [PMID: 995948] - A G Zacchei, T I Wishousky. The physiological disposition of the uricosuric-saluretic agent (6,7-dichloro-2-methyl-1-oxo-2-phenyl-5-indanyloxy)acetic acid (MK-196) in the rat, dog, and monkey.
Drug metabolism and disposition: the biological fate of chemicals.
1976 Sep; 4(5):490-8. doi:
NULL. [PMID: 10149]
