1h-indol-2-ol (BioDeep_00000672374)
代谢物信息卡片
1h-indol-2-ol
化学式: C8H7NO (133.0527612)
中文名称: 1H-吲哚-2-醇
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C2C(=C1)C=C(N2)O
InChI: InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-5,9-10H
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
- Zhi-Feng Hao, Shi-Jie Zhu, Yong-Jia Hao, Wen-Hui Zhang, Ying Zhou, You-Ping Tian, Chuan-Wen Lei. Enantioselective Synthesis of Bispiro[indanedione-oxindole-cyclopropane]s through Organocatalytic [2+1] Cycloaddition.
The Journal of organic chemistry.
2022 Aug; ?(?):. doi:
10.1021/acs.joc.2c01009. [PMID: 35960861] - Alberto Campos-López, Jaime A Uribe-López, Verna Cázares-Ordoñez, Roberto Garibay-Orijel, Norma A Valdez-Cruz, Mauricio A Trujillo-Roldán. Quercetin and 1-methyl-2-oxindole mimic root signaling that promotes spore germination and mycelial growth of Gigaspora margarita.
Mycorrhiza.
2022 Mar; 32(2):177-191. doi:
10.1007/s00572-022-01074-5. [PMID: 35194685] - Saeed Ali Syed, Ahmed Bari, Mohammed S Aldughaim, Md Abdur Rashid, Mohammad Hossain Shariare, Mohsin Kazi. Analysis of a '3-(Naphthalen-1-ylimino) Indoline-2-one' compound and Its Antimicrobial Assessment Using Lipid-based Self-nanoemulsifying Formulations.
Molecules (Basel, Switzerland).
2020 Dec; 26(1):. doi:
10.3390/molecules26010015. [PMID: 33375132] - Wen-Hui Zhang, Shuang Chen, Xiong-Li Liu, Bing-Lin, Xiong-Wei Liu, Ying Zhou. Study on antitumor activities of the chrysin-chromene-spirooxindole on Lewis lung carcinoma C57BL/6 mice in vivo.
Bioorganic & medicinal chemistry letters.
2020 09; 30(17):127410. doi:
10.1016/j.bmcl.2020.127410. [PMID: 32738990] - Silvana Alvarenga-Venutolo, Catalina Rosales-López, Luis Sánchez-Chinchilla, Rodrigo Muñoz-Arrieta, Francisco Aguilar-Cascante. Seasonality effect on the composition of oxindole alkaloids from distinct organs of Uncaria tomentosa from the Caribbean region of Costa Rica.
Phytochemistry.
2018 Jul; 151(?):26-31. doi:
10.1016/j.phytochem.2018.03.008. [PMID: 29631104] - Irfan Khan, Koteswara Rao Garikapati, Anver Basha Shaik, Venkata Krishna Kanth Makani, Abdul Rahim, Mohd Adil Shareef, V Ganga Reddy, Manika Pal-Bhadra, Ahmed Kamal, C Ganesh Kumar. Design, synthesis and biological evaluation of 1, 4-dihydro indeno[1,2-c] pyrazole linked oxindole analogues as potential anticancer agents targeting tubulin and inducing p53 dependent apoptosis.
European journal of medicinal chemistry.
2018 Jan; 144(?):104-115. doi:
10.1016/j.ejmech.2017.12.010. [PMID: 29268127] - Mona Nazemi Moghaddam, Razieh Jalal, Zohreh Zeraatkar. Synthesis and antiproliferative and apoptosis-inducing activity of novel 3-substituted-3-hydroxy-2-oxindole compounds.
In vitro cellular & developmental biology. Animal.
2018 Jan; 54(1):61-70. doi:
10.1007/s11626-017-0204-8. [PMID: 29124512] - Ming-Cheng Yang, Cheng Peng, Hua Huang, Lei Yang, Xiang-Hong He, Wei Huang, Hai-Lei Cui, Gu He, Bo Han. Organocatalytic Asymmetric Synthesis of Spiro-oxindole Piperidine Derivatives That Reduce Cancer Cell Proliferation by Inhibiting MDM2-p53 Interaction.
Organic letters.
2017 12; 19(24):6752-6755. doi:
10.1021/acs.orglett.7b03516. [PMID: 29210587] - Chandra Kumar Elechalawar, Kathyayani Sridharan, Abhishek Pal, Mohammed Tanveer Ahmed, Mohammed Yousuf, Susanta Sekhar Adhikari, Rajkumar Banerjee. Cationic folate-mediated liposomal delivery of bis-arylidene oxindole induces efficient melanoma tumor regression.
Biomaterials science.
2017 Aug; 5(9):1898-1909. doi:
10.1039/c7bm00405b. [PMID: 28715002] - Lei Wang, Jin-Feng Wang, Xia Mao, Li Jiao, Xiao-Jun Wang. Gelsedine-type oxindole alkaloids from Gelsemium elegans and the evaluation of their cytotoxic activity.
Fitoterapia.
2017 Jul; 120(?):131-135. doi:
10.1016/j.fitote.2017.06.005. [PMID: 28596027] - Bing Lin, Zhi-Yong Chen, Huan-Huan Liu, Qi-Di Wei, Ting-Ting Feng, Ying Zhou, Can Wang, Xiong-Li Liu, Wei-Cheng Yuan. Alcohols as Substrates and Solvents for the Construction of 3-Alkoxylated-2-Oxindoles by Direct Alkoxylation of 3-Halooxindoles.
Molecules (Basel, Switzerland).
2017 May; 22(5):. doi:
10.3390/molecules22050801. [PMID: 28505098] - Wenzhi Yang, Yibei Zhang, Huiqin Pan, Changliang Yao, Jinjun Hou, Shuai Yao, Luying Cai, Ruihong Feng, Wanying Wu, Dean Guo. Supercritical fluid chromatography for separation and preparation of tautomeric 7-epimeric spiro oxindole alkaloids from Uncaria macrophylla.
Journal of pharmaceutical and biomedical analysis.
2017 Feb; 134(?):352-360. doi:
10.1016/j.jpba.2016.10.021. [PMID: 27843099] - Hui-Qin Pan, Wen-Zhi Yang, Dan Zhao, Cheng Luo, Chang-Liang Yao, Xiao-Jian Shi, Yi-Bei Zhang, Shi-You Li, Ying Bi, Zhen Wang, Shuai Yao, Wan-Ying Wu, De-An Guo. New monoterpenoid oxindole alkaloid derivatives from the stems of Uncaria hirsuta Havil. and their cytotoxicity and tandem mass spectrometric fragmentation.
Fitoterapia.
2017 Jan; 116(?):85-92. doi:
10.1016/j.fitote.2016.11.013. [PMID: 27889541] - Maninder Kaur, Manjinder Singh, Navriti Chadha, Om Silakari. Oxindole: A chemical prism carrying plethora of therapeutic benefits.
European journal of medicinal chemistry.
2016 Nov; 123(?):858-894. doi:
10.1016/j.ejmech.2016.08.011. [PMID: 27543880] - Samuel Kaiser, Ânderson Ramos Carvalho, Vanessa Pittol, Fabrícia Dietrich, Fabiana Manica, Michel Mansur Machado, Luis Flávio Souza de Oliveira, Ana Maria Oliveira Battastini, George González Ortega. Genotoxicity and cytotoxicity of oxindole alkaloids from Uncaria tomentosa (cat's claw): Chemotype relevance.
Journal of ethnopharmacology.
2016 Aug; 189(?):90-8. doi:
10.1016/j.jep.2016.05.026. [PMID: 27180878] - Wei Huang, Lulu Cai, Can Chen, Xin Xie, Qiong Zhao, Xing Zhao, Hong-yun Zhou, Bo Han, Cheng Peng. Computational analysis of spiro-oxindole inhibitors of the MDM2-p53 interaction: insights and selection of novel inhibitors.
Journal of biomolecular structure & dynamics.
2016; 34(2):341-51. doi:
10.1080/07391102.2015.1031178. [PMID: 25808617] - Silvia Sánchez-Rojo, Carlos M Cerda-García-Rojas, Fernando Esparza-García, Javier Plasencia, Héctor M Poggi-Varaldo, Teresa Ponce-Noyola, Ana C Ramos-Valdivia. Long-term response on growth, antioxidant enzymes, and secondary metabolites in salicylic acid pre-treated Uncaria tomentosa microplants.
Biotechnology letters.
2015 Dec; 37(12):2489-96. doi:
10.1007/s10529-015-1931-0. [PMID: 26272395] - Bharathi Avula, Satyanarayanaraju Sagi, Yan-Hong Wang, Mei Wang, Zulfiqar Ali, Troy J Smillie, Jerry Zweigenbaum, Ikhlas A Khan. Identification and Characterization of Indole and Oxindole Alkaloids from Leaves of Mitragyna speciosa Korth Using Liquid Chromatography-Accurate QToF Mass Spectrometry.
Journal of AOAC International.
2015 Jan; 98(1):13-21. doi:
10.5740/jaoacint.14-110. [PMID: 25857873] - Jun Xu, Li-Dong Shao, Dashan Li, Xu Deng, Yu-Chen Liu, Qin-Shi Zhao, Chengfeng Xia. Construction of tetracyclic 3-spirooxindole through cross-dehydrogenation of pyridinium: applications in facile synthesis of (±)-corynoxine and (±)-corynoxine B.
Journal of the American Chemical Society.
2014 Dec; 136(52):17962-5. doi:
10.1021/ja5121343. [PMID: 25496352] - Mei Wang, Emily J Carrell, Zulfiqar Ali, Bharathi Avula, Cristina Avonto, Jon F Parcher, Ikhlas A Khan. Comparison of three chromatographic techniques for the detection of mitragynine and other indole and oxindole alkaloids in Mitragyna speciosa (kratom) plants.
Journal of separation science.
2014 Jun; 37(12):1411-8. doi:
10.1002/jssc.201301389. [PMID: 24659356] - Hai-Bo Wang, Wen Qi, Lin Zhang, Dan Yuan. Qualitative and quantitative analyses of alkaloids in Uncaria species by UPLC-ESI-Q-TOF/MS.
Chemical & pharmaceutical bulletin.
2014; 62(11):1100-9. doi:
10.1248/cpb.c14-00481. [PMID: 25366313] - Gaozhi Chen, Lili Jiang, Lili Dong, Zhe Wang, Fengli Xu, Ting Ding, Lili Fu, Qilu Fang, Zhiguo Liu, Xiaoou Shan, Guang Liang. Synthesis and biological evaluation of novel indole-2-one and 7-aza-2-oxindole derivatives as anti-inflammatory agents.
Drug design, development and therapy.
2014; 8(?):1869-92. doi:
10.2147/dddt.s65997. [PMID: 25378906] - Samuel Kaiser, Fabrícia Dietrich, Pedro Ernesto de Resende, Simone Gasparin Verza, Renata Cougo Moraes, Fernanda Bueno Morrone, Ana Maria Oliveira Batastini, George González Ortega. Cat's claw oxindole alkaloid isomerization induced by cell incubation and cytotoxic activity against T24 and RT4 human bladder cancer cell lines.
Planta medica.
2013 Oct; 79(15):1413-20. doi:
10.1055/s-0033-1350742. [PMID: 23975868] - Limin Yang, Danqun Huo, Kun He, Suyi Zhang, Changjun Hou. Role of tryptophan in the active site of plant esterase: chemical modification and fluorometric studies.
Applied biochemistry and biotechnology.
2013 Jun; 170(4):909-24. doi:
10.1007/s12010-013-0203-5. [PMID: 23619794] - Ileana Vera-Reyes, Ariana A Huerta-Heredia, Teresa Ponce-Noyola, Isvett Josefina Flores-Sanchez, Fernando Esparza-García, Carlos M Cerda-García-Rojas, Gabriela Trejo-Tapia, Ana C Ramos-Valdivia. Strictosidine-related enzymes involved in the alkaloid biosynthesis of Uncaria tomentosa root cultures grown under oxidative stress.
Biotechnology progress.
2013 May; 29(3):621-30. doi:
10.1002/btpr.1723. [PMID: 23606578] - Changsheng Yao, Zhaoxin Xiao, Rui Liu, Tuanjie Li, Weihui Jiao, Chenxia Yu. N-Heterocyclic-carbene-catalyzed reaction of α-bromo-α,β-unsaturated aldehyde or α,β-dibromoaldehyde with isatins: an efficient synthesis of spirocyclic oxindole-dihydropyranones.
Chemistry (Weinheim an der Bergstrasse, Germany).
2013 Jan; 19(2):456-9. doi:
10.1002/chem.201202655. [PMID: 23225526] - Gustavo Bertol, Luzia Franco, Brás Heleno de Oliveira. HPLC analysis of oxindole alkaloids in Uncaria tomentosa: sample preparation and analysis optimisation by factorial design.
Phytochemical analysis : PCA.
2012 Mar; 23(2):143-51. doi:
10.1002/pca.1335. [PMID: 21809407] - Merisa Moriarty, Mary Lehane, Brendan O'Connell, Helen Keeley, Ambrose Furey. Development of a nano-electrospray MSn method for the analysis of serotonin and related compounds in urine using a LTQ-orbitrap mass spectrometer.
Talanta.
2012 Feb; 90(?):1-11. doi:
10.1016/j.talanta.2011.11.085. [PMID: 22340109] - Martin Kubeš, Haibing Yang, Gregory L Richter, Yan Cheng, Ewa Młodzińska, Xia Wang, Joshua J Blakeslee, Nicola Carraro, Jan Petrášek, Eva Zažímalová, Klára Hoyerová, Wendy Ann Peer, Angus S Murphy. The Arabidopsis concentration-dependent influx/efflux transporter ABCB4 regulates cellular auxin levels in the root epidermis.
The Plant journal : for cell and molecular biology.
2012 Feb; 69(4):640-54. doi:
10.1111/j.1365-313x.2011.04818.x. [PMID: 21992190] - Gang Chen, Jing Yang, Suo Gao, Hongping He, Shunlin Li, Yingtong Di, Ying Chang, Yang Lu, Xiaojiang Hao. Spiro[pyrrolidine-2,3'-oxindole] derivatives synthesized by novel regionselective 1,3-dipolar cycloadditions.
Molecular diversity.
2012 Feb; 16(1):151-6. doi:
10.1007/s11030-011-9342-1. [PMID: 22134725] - Jialin Qu, Tianxing Gong, Bin Ma, Lin Zhang, Yoshihiro Kano, Dan Yuan. Comparative study of fourteen alkaloids from Uncaria rhynchophylla hooks and leaves using HPLC-diode array detection-atmospheric pressure chemical ionization/MS method.
Chemical & pharmaceutical bulletin.
2012; 60(1):23-30. doi:
10.1248/cpb.60.23. [PMID: 22223371] - Merisa Moriarty, Aoife Lee, Brendan O'Connell, Ann Kelleher, Helen Keeley, Ambrose Furey. Development of an LC-MS/MS method for the analysis of serotonin and related compounds in urine and the identification of a potential biomarker for attention deficit hyperactivity/hyperkinetic disorder.
Analytical and bioanalytical chemistry.
2011 Nov; 401(8):2481-93. doi:
10.1007/s00216-011-5322-7. [PMID: 21866401] - Fatimah Salim, Nor Hadiani Ismail, Khalijah Awang, Rohaya Ahmad. Rauniticine-allo-oxindole B and rauniticinic-allo acid B, new heteroyohimbine-type oxindole alkaloids from the stems of Malaysian Uncaria longiflora var. pteropoda.
Molecules (Basel, Switzerland).
2011 Aug; 16(8):6541-8. doi:
10.3390/molecules16086541. [PMID: 21818057] - Yong-Guy Kim, Jin-Hyung Lee, Moo Hwan Cho, Jintae Lee. Indole and 3-indolylacetonitrile inhibit spore maturation in Paenibacillus alvei.
BMC microbiology.
2011 May; 11(?):119. doi:
10.1186/1471-2180-11-119. [PMID: 21619597] - Kou Wang, Xiao-Yu Zhou, Yuan-Yuan Wang, Ming-Ming Li, Yin-Shan Li, Li-Yan Peng, Xiao Cheng, Yan Li, Yi-Ping Wang, Qin-Shi Zhao. Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla.
Journal of natural products.
2011 Jan; 74(1):12-5. doi:
10.1021/np1004938. [PMID: 21070010] - Radosław Pilarski, Beata Filip, Joanna Wietrzyk, Mieczysław Kuraś, Krzysztof Gulewicz. Anticancer activity of the Uncaria tomentosa (Willd.) DC. preparations with different oxindole alkaloid composition.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2010 Dec; 17(14):1133-9. doi:
10.1016/j.phymed.2010.04.013. [PMID: 20576410] - Oliviero Riggio, Guido Mannaioni, Lorenzo Ridola, Stefania Angeloni, Manuela Merli, Vincenzo Carlà, Filippo Maria Salvatori, Flavio Moroni. Peripheral and splanchnic indole and oxindole levels in cirrhotic patients: a study on the pathophysiology of hepatic encephalopathy.
The American journal of gastroenterology.
2010 Jun; 105(6):1374-81. doi:
10.1038/ajg.2009.738. [PMID: 20125128] - Vivian Chagas da Silveira, Giovanni Finoto Caramori, Mariana Pedrinha Abbott, Marcos Brown Gonçalves, Helena Maria Petrilli, Ana Maria da Costa Ferreira. Oxindole-Schiff base copper(II) complexes interactions with human serum albumin: spectroscopic, oxidative damage, and computational studies.
Journal of inorganic biochemistry.
2009 Oct; 103(10):1331-41. doi:
10.1016/j.jinorgbio.2009.05.015. [PMID: 19595461] - Dong-Jun Tang, Bo-Xiao Tang, Jin-Heng Li. Selective synthesis of 3-aryl quinolin-2(1H)-ones and 3-(1-arylmethylene)oxindoles involving a 2-fold arene C-H activation process.
The Journal of organic chemistry.
2009 Sep; 74(17):6749-55. doi:
10.1021/jo901314t. [PMID: 19653624] - A Ahmed, G Turner, B King, L Jones, D Culliford, D McCance, J Ardill, B T Johnston, G Poston, M Rees, M Buxton-Thomas, M Caplin, J K Ramage. Midgut neuroendocrine tumours with liver metastases: results of the UKINETS study.
Endocrine-related cancer.
2009 Sep; 16(3):885-94. doi:
10.1677/erc-09-0042. [PMID: 19458024] - V Verheyen, A Cruickshank, K Wild, M W Heaven, R McGee, M Watkins, D Nash. Soluble, semivolatile phenol and nitrogen compounds in milk-processing wastewaters.
Journal of dairy science.
2009 Jul; 92(7):3484-93. doi:
10.3168/jds.2009-2217. [PMID: 19528627] - Shi Tang, Peng Peng, Ping Zhong, Jin-Heng Li. Palladium-catalyzed C-H functionalization of N-arylpropiolamides with aryliodonium salts: selective synthesis of 3-(1-arylmethylene)oxindoles.
The Journal of organic chemistry.
2008 Jul; 73(14):5476-80. doi:
10.1021/jo8008808. [PMID: 18557647] - E García Prado, M D García Gimenez, R De la Puerta Vázquez, J L Espartero Sánchez, M T Sáenz Rodríguez. Antiproliferative effects of mitraphylline, a pentacyclic oxindole alkaloid of Uncaria tomentosa on human glioma and neuroblastoma cell lines.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2007 Apr; 14(4):280-4. doi:
10.1016/j.phymed.2006.12.023. [PMID: 17296291] - Itrat Fatima, Ijaz Ahmad, Itrat Anis, Abdul Malik, Nighat Afza. Isatinones A and B, new antifungal oxindole alkaloids from Isatis costata.
Molecules (Basel, Switzerland).
2007 Feb; 12(2):155-62. doi:
10.3390/12020155. [PMID: 17846565] - P B Bergqvist, R Carpenedo, G Apelqvist, F Moroni, F Bengtsson. Plasma and brain levels of oxindole in experimental chronic hepatic encephalopathy: effects of systemic ammonium acetate and L-tryptophan.
Pharmacology & toxicology.
1999 Sep; 85(3):138-43. doi:
10.1111/j.1600-0773.1999.tb00081.x. [PMID: 10522754] - R Carpenedo, V Carlà, G Moneti, A Chiarugi, F Moroni. Identification and measurement of oxindole (2-indolinone) in the mammalian brain and other rat organs.
Analytical biochemistry.
1997 Jan; 244(1):74-9. doi:
10.1006/abio.1996.9854. [PMID: 9025911]