Determine the necessary mass, volume, or concentration for preparing a solution.
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Synonyms | CS-W001132 | Indole (white flake) | Indole, puriss., >=98.5% (GC) | I-0800 | SCHEMBL698 | SR-01000944736 | AMY3411 | BBL011739 | CCRIS 4421 | DB04532 | Tox21_302937 | BIDD:GT0304 | HSDB 599 | Indole 100 microg/mL in Acetonitrile | 1H-Benzo[b]pyrrole | IND |
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Specifications & Purity | Standard for GC, ≥99.5%(GC) |
Storage Temp | Protected from light |
Shipped In | Normal |
Grade | Standard for GC |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 1H-indole |
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INCHI | InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H |
InChi Key | SIKJAQJRHWYJAI-UHFFFAOYSA-N |
Canonical SMILES | C1=CC=C2C(=C1)C=CN2 |
Isomeric SMILES | C1=CC=C2C(=C1)C=CN2 |
WGK Germany | 1 |
RTECS | NL2450000 |
PubChem CID | 798 |
UN Number | 2811 |
Packing Group | III |
Molecular Weight | 117.15 |
Beilstein | 107693 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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I2426106 | Certificate of Analysis | Oct 09, 2024 | I104724 |
G2230108 | Certificate of Analysis | May 14, 2024 | I104724 |
H2127379 | Certificate of Analysis | Jun 07, 2023 | I104724 |
L2205806 | Certificate of Analysis | Dec 08, 2022 | I104724 |
Sensitivity | Light & air sensitive. |
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Refractive Index | 1.609 |
Flash Point(°F) | 249°F |
Flash Point(°C) | 121°C |
Boil Point(°C) | 254°C |
Melt Point(°C) | 52.5°C |
Pictogram(s) | GHS06, GHS07 |
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Signal | Danger |
Hazard Statements | H311:Toxic in contact with skin H302:Harmful if swallowed |
Precautionary Statements | P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P361+P364:Take off immediately all contaminated clothing and wash it before reuse. P301+P317:IF SWALLOWED: Get medical help. P316:Get emergency medical help immediately. |
WGK Germany | 1 |
RTECS | NL2450000 |
Class | 6.1 |
Merck Index | 4963 |
1. Qiaolin Tang, Lu Yuan, Ming Kang, Ying Huang, Li Yang, Qiang Yin, Guanjun Chang. (2023) A toughening indole-based epoxy film with efficient anti-counterfeiting properties driven by cation–π interaction. POLYMER INTERNATIONAL, [PMID:20123964] [10.1002/pi.6597] |
2. Jianjun Cheng, Jiawei Gui, Xiaoming Yao, Hong Zhao, Yujie Zhou, Yongjun Du. (2023) Functional Identification of Olfactory Receptors of Cnaphalocrocis medinalis (Lepidoptera: Crambidae) for Plant Odor. Insects, 14 (12): (930). [PMID:38132603] [10.3390/insects14120930] |
3. Wenbin Huang, Qiang Wei, Haoran Liu, Han Yang, Zhen Xu, Zhengyu Chen, Dongdong Chen, Yasong Zhou. (2024) N-N self-inhibition effect of aromatic N-heterocyclic compounds on NiWS supported γ-Al2O3 hydrotreating catalyst. FUEL, 358 (130067). [PMID:11703925] [10.1016/j.fuel.2023.130067] |
4. Lan Yi, Xiaoqin Wu, Shuguang Ouyang, Li Guo, Jialing Chen, Mario Gauthier, Wen-Ying Li. (2023) Theoretical insight and experimental exploration of indole extraction from wash oil with deep eutectic solvents. Arabian Journal of Chemistry, 16 (9): (105341). [PMID:21295486] [10.1016/j.arabjc.2023.105341] |
5. Lin Zhou, Linfang Zhou, Shipeng Xiang, Kuibao Zhang, Mao Chen. (2023) Dual-responsive epoxy thermosets with controlled degradation and high performance based on serial connection of double dynamic bonds. POLYMER, 283 (126234). [PMID:] [10.1016/j.polymer.2023.126234] |
6. Jie-Qiong Wang, Zhuo-Shun Dai, Ying Gao, Fang Wang, Jian-Xin Chen, Zhi-Hui Feng, Jun-Feng Yin, Liang Zeng, Yong-Quan Xu. (2023) Untargeted metabolomics coupled with chemometrics for flavor analysis of Dahongpao oolong tea beverages under different storage conditions. LWT-FOOD SCIENCE AND TECHNOLOGY, 185 (115128). [PMID:] [10.1016/j.lwt.2023.115128] |
7. Tao Zhan, Xiao-Zhen Feng, Yun-Yun Cheng, Guo-Cheng Han, Zhencheng Chen, Heinz-Bernhard Kraatz. (2023) Electrochemical sensor for ultrasensitive sensing of biotin based on heme conjugated with gold nanoparticles and its electrooxidation mechanism. FOOD CHEMISTRY, 429 (136997). [PMID:37516051] [10.1016/j.foodchem.2023.136997] |
8. Meiqin Li, Zhihui Feng, Fang Wang, Jianxin Chen, Jie Fan, Jieqiong Wang, Zhengquan Liu, Junfeng Yin. (2023) Effects of brewing water on the volatile composition of tea infusions. FOOD CHEMISTRY, 429 (136971). [PMID:37516052] [10.1016/j.foodchem.2023.136971] |
9. Yumiao Su, Wenmu Li. (2023) Poly (aryl sulfone)s containing 5,11-dihydroindolo[3,2-b] carbazole moieties in the main chain: non-conjugated blue-light-emitting materials. Polymer Chemistry, 14 (27): (3166-3174). [PMID:] [10.1039/D3PY00218G] |
10. Peng Shuaiying, Chu Zhongmei, Lu Jianfeng, Li Dongxiao, Wang Yonghong, Yang Shengli, Zhang Yi. (2023) Overexpression of chaperones GroEL/ES from Escherichia coli enhances indigo biotransformation production of cytochrome P450 BM3 mutant. BIOTECHNOLOGY LETTERS, 45 (8): (993-1000). [PMID:37243776] [10.1007/s10529-023-03397-5] |
11. Wei Guo, Ben Li, Haijun Chi, Zhongliang Jiang, Liu Qing Wei, Edward D. Ramsey. (2023) On-line SFC-UV/Vis-MS using flow selection interfaces to monitor continuous flow single and sequential stage organic reactions in supercritical carbon dioxide. JOURNAL OF SUPERCRITICAL FLUIDS, 199 (105957). [PMID:] [10.1016/j.supflu.2023.105957] |
12. Zhengyu Wang, Yufeng Hu, Zhiduo Ding, Hao Zhou, Jianye Zhang, Jingjing Zhan, Minghuo Wu. (2023) Determination of Organic Nitrogen Compounds in Gasoline by Water-Assisted Dispersive Solid-Phase Extraction (DSPE) and High-Performance Liquid Chromatography-High-Resolution Mass Spectrometry (HPLC-HRMS). ANALYTICAL LETTERS, [PMID:] [10.1080/00032719.2022.2101059] |
13. Wang Qiqi, Chen Huimin, Yin Mingzhu, Cheng Xue, Xia Hui, Hu Haiming, Zheng Junping, Zhang Zhigang, Liu Hongtao. (2023) In vitro digestion and human gut microbiota fermentation of Bletilla striata polysaccharides and oligosaccharides. Frontiers in Cellular and Infection Microbiology, 13 [PMID:36816591] [10.3389/fcimb.2023.1105335] |
14. Yanqing Li, Yingwu Lin, Fang Wang, Jinghan Wang, Osami Shoji, Jiakun Xu. (2023) Construction of Biocatalysts Using the P450 Scaffold for the Synthesis of Indigo from Indole. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (3): (2395). [PMID:36768714] [10.3390/ijms24032395] |
15. Jun Yang, Guang-Ping Liang, Xiong-Li Liu. (2023) Synthesis and antitumor activities of 4-(1H-indol-1-yl)-4-oxobutanoic acid spliced podophyllotoxin derivatives. SYNTHETIC COMMUNICATIONS, 53 (3): (262-273). [PMID:] [10.1080/00397911.2023.2164863] |
16. Chenhua Shu, Hua Cheng, Min Zhao, Dan Luo, Feng Zhu, Haijiao Xie. (2023) Synthesis of deep eutectic solvents based on triethylamine and organic acids and their application in fuel oil denitrogenation: A theoretical and experimental study. JOURNAL OF MOLECULAR LIQUIDS, 369 (120863). [PMID:] [10.1016/j.molliq.2022.120863] |
17. Zi-Wen Zhou, Chun-Xiu Liu, Chun-Xian Cai, Na Wang, Xiao-Qi Yu. (2023) Co-immobilization of laccase and PEG modified COFs into Cu doped gel beads to achieve synergistic effect of photocatalysis and enzymatic catalysis for pollutants removal. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 656 (130201). [PMID:] [10.1016/j.colsurfa.2022.130201] |
18. Zhuangzhuang Li, Baoyan Ding, Mustafa R. K. Ali, Lizhen Zhao, Xiaoling Zang, Zhihua Lv. (2022) Dual Effect of Tryptamine on Prostate Cancer Cell Growth Regulation: A Pilot Study. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (19): (11087). [PMID:36232383] [10.3390/ijms231911087] |
19. Jing Sun, Yuhe Zhang, Yu Kong, Tao Ye, Qingxia Yu, Senthil Kumaran Satyanarayanan, Kuan-Pin Su, Jiaming Liu. (2022) Microbiota-derived metabolite Indoles induced aryl hydrocarbon receptor activation and inhibited neuroinflammation in APP/PS1 mice. BRAIN BEHAVIOR AND IMMUNITY, 106 (76). [PMID:35961580] [10.1016/j.bbi.2022.08.003] |
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21. Bingbing Luo, Kai Wu, Jiajun Yu, Siyu Wang, Yihan Wang, Chenyang Chu, Huiyan Zhang. (2022) Enhancement of renewable N-heterocycles production via catalytic co-pyrolysis of glycerol and cellulose over HZSM-5 under ammonia atmosphere. JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 167 (105649). [PMID:] [10.1016/j.jaap.2022.105649] |
22. Jinhao Zhao, Minmin Liang, Zhongyan Wang, Yanyan Zhao, Jingli Cheng, Yongjun Du. (2022) Evaluation and optimization of blends for attracting Trichogramma dendrolimi based on semiochemicals mediating tritrophic interactions in the orchard habitat. BIOLOGICAL CONTROL, 173 (104998). [PMID:] [10.1016/j.biocontrol.2022.104998] |
23. Sun Bing-Yao, Sui Hua-Lu, Liu Zi-Wei, Tao Xin-Yi, Gao Bei, Zhao Ming, Ma Yu-Shu, Zhao Jian, Liu Min, Wang Feng-Qing, Wei Dong-Zhi. (2022) Structure-guided engineering of a flavin-containing monooxygenase for the efficient production of indirubin. Bioresources and Bioprocessing, 9 (1): (1-16). [PMID:38647553] [10.1186/s40643-022-00559-7] |
24. Susu Lin, Bingbing Ma, Qilin Gao, Jian Yang, Gang Lai, Runhao Lin, Bingxian Yang, Bing-Nan Han, Lian-Hua Xu. (2022) The 16α-Hydroxylation of Progesterone by Cytochrome P450 107X1 from Streptomyces avermitilis. CHEMISTRY & BIODIVERSITY, 19 (5): (e202200177). [PMID:35426465] [10.1002/cbdv.202200177] |
25. Sifan Mei, Yanyan Cao, Gang Zhang, Su Zhou, Yi Wang, Shuying Gong, Qiang Chu, Ping Chen. (2022) Construction of Sensory/Mass Spectrometry Feedback Platform for Seeking Aroma Contributors during the Aroma Enhancement of Congou Black Tea. Plants-Basel, 11 (6): (823). [PMID:35336705] [10.3390/plants11060823] |
26. Jia Cheng Qian, Dan Liu, Li Ping Lin, Wen Jing Zhu, Ren Xiang Tan. (2022) Minor bioactive indoles from kimchi mirror the regioselectivity in indole-3-carbinol oligomerization. FOOD CHEMISTRY, 382 (132571). [PMID:35245758] [10.1016/j.foodchem.2022.132571] |
27. Mengmeng Song, Xianjie Sheng, Genyi Ye, Zhuicheng Xu, Xinru Li, Tong Xie, Haishan Deng, An Kang. (2022) Selective enrichment of microbiota-derived tryptophan metabolites in mouse faeces based on molecularly imprinted solid-phase extraction for HPLC analysis. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 212 (114641). [PMID:35182828] [10.1016/j.jpba.2022.114641] |
28. Ge Dianlong, Zhou Jijuan, Chu Yajing, Lu Yan, Zou Xue, Xia Lei, Liu Yawei, Huang Chaoqun, Shen Chengyin, Zhang Liwei, Wang Huanzhong, Chu Yannan. (2022) Distinguish oral-source VOCs and control their potential impact on breath biomarkers. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 414 (6): (2275-2284). [PMID:34982180] [10.1007/s00216-021-03866-8] |
29. Jing Yang, Fang Ma, Chunxiao Dai, Weize Wu, Shuling Fan, Shengyang Lian, Yuanyuan Qu. (2022) Indole metabolism by phenol-stimulated activated sludges: Performance, microbial communities and network analysis. ENVIRONMENTAL RESEARCH, 207 (112660). [PMID:34995547] [10.1016/j.envres.2021.112660] |
30. Chunyan Wang, Jihuai Wu, Shibo Wang, Zhongliang Yan, Xuping Liu, Guodong Li, Liqiang Chen, Sijia Zhu, Weihai Sun, Zhang Lan. (2022) 5-Chloroindole as Interface Modifier to Improve the Efficiency and Stability of Planar Perovskite Solar Cells. Solar RRL, 6 (4): (2100995). [PMID:] [10.1002/solr.202100995] |
31. Xudong Zhang, Junyao Wang, Jun Shen, Yugao Wang, Gang Liu, Yanxia Niu, Qingtao Sheng. (2022) Highly efficient extraction of indole from model wash oil by using environmentally benign deep eutectic solvents. SEPARATION AND PURIFICATION TECHNOLOGY, 285 (120381). [PMID:] [10.1016/j.seppur.2021.120381] |
32. Antony Rajendran, Hong-Xia Fan, Tian-You Cui, Jie Feng, Wen-Ying Li. (2022) Octamolybdates containing MoV and MoVI sites supported on mesoporous tin oxide for oxidative desulfurization of liquid fuels. Journal of Cleaner Production, 334 (130199). [PMID:] [10.1016/j.jclepro.2021.130199] |
33. Zhao Shuxue, Chen Xi, Sun Qianshu, Wang Fei, Hu Chunhui, Guo Lizhong, Bai Jie, Yu Hao. (2021) Label-Free Quantitative Proteomic Analysis of the Global Response to Indole-3-Acetic Acid in Newly Isolated Pseudomonas sp. Strain LY1. Frontiers in Microbiology, 12 (2010). [PMID:34447357] [10.3389/fmicb.2021.694874] |
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35. Jun Yang, Hao Guo, Nan-Ji Jiang, Rui Tang, Guo-Cheng Li, Ling-Qiao Huang, Joop J. A. van Loon, Chen-Zhu Wang. (2021) Identification of a gustatory receptor tuned to sinigrin in the cabbage butterfly Pieris rapae. PLoS Genetics, 17 (7): (e1009527). [PMID:34264948] [10.1371/journal.pgen.1009527] |
36. Antony Rajendran, Hong-Xia Fan, Tian-You Cui, Jie Feng, Wen-Ying Li. (2021) Enrichment of polymeric WOx species in WOx@SnO2 catalysts for ultra-deep oxidative desulfurization of liquid fuels. FUEL, 290 (120036). [PMID:] [10.1016/j.fuel.2020.120036] |
37. Youan Ji, Yucui Hou, Shuhang Ren, Weize Wu. (2021) Highly efficient separation of indole from model wash oil using tetraethyl ammonium amino acid ionic liquids. SEPARATION AND PURIFICATION TECHNOLOGY, 258 (117997). [PMID:] [10.1016/j.seppur.2020.117997] |
38. Meng Ye, Miaomiao Liu, Matthias Erb, Gaétan Glauser, Jin Zhang, Xiwang Li, Xiaoling Sun. (2020) Indole primes defence signalling and increases herbivore resistance in tea plants. PLANT CELL AND ENVIRONMENT, 44 (4): (1165-1177). [PMID:32996129] [10.1111/pce.13897] |
39. Ben Dong, Tao Shi, Yun Lu. (2020) Multicolor conjugated polymers containing thiophene/indole moieties and the influence of structures on their photophysical properties. POLYMER, 206 (122820). [PMID:] [10.1016/j.polymer.2020.122820] |
40. Zimeng Li, Hongwei Liang, Xiaoling Li, Chen Yang, Bingqing Ge, Shaohui Xiong, Hongwei Zhang, Tinghai Wang, Pei Yuan. (2020) Adjusting surface acidity of hollow mesoporous carbon nanospheres for enhanced adsorptive denitrogenation of fuels. CHEMICAL ENGINEERING SCIENCE, 228 (115963). [PMID:] [10.1016/j.ces.2020.115963] |
41. Shuang Zhu, Hanlin Cheng, Yafen Dai, Jiajun Gao, Xingmao Jiang. (2020) Extractive Desulfurization and Denitrogenation from Fuel Oil by a Polyether-Amine-Based Solvent. ENERGY & FUELS, 34 (7): (8186–8194). [PMID:] [10.1021/acs.energyfuels.0c01096] |
42. Wang Xuemei, Wang Xuan, Dong Miao, Li Zhiming, Liu Zhongxin, Lu Juyou, Lin Qiang, Yang Jianxin. (2020) Synthesis and biological activities of 1H-indole-1-carboxylic acid aryl esters as a marine antifouling coating. Journal of Coatings Technology and Research, 17 (2): (553-561). [PMID:] [10.1007/s11998-019-00305-3] |
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46. Wenjing Wang, Yuan Wu, Huihui Xu, Yuan Shang, Yichen Chen, Miaoer Yan, Zhaohui Li, David R. Walt. (2019) Accumulation mechanism of indigo and indirubin in Polygonum tinctorium revealed by metabolite and transcriptome analysis. INDUSTRIAL CROPS AND PRODUCTS, 141 (111783). [PMID:] [10.1016/j.indcrop.2019.111783] |
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48. Jiang Longxin, Wang Chunrong, Chen Xiaoya, Liu Dan, Zhang Qi, Wang Xingmin, Li Haiyan, Sun Moxin. (2019) Kinetic insights into removal of indole in aqueous solutions by ozonation: operating parameters, modeling and degradation pathways. RESEARCH ON CHEMICAL INTERMEDIATES, 45 (10): (4757-4778). [PMID:] [10.1007/s11164-019-03861-w] |
49. Lihua Shen, Chenxing Wang, Azhar Abbas, Chunxia Yu, Sichun Zhang, Xinrong Zhang, Chengxiao Zhang. (2019) Switching Carbon Nanodots from Single Emission to Dual Emission by One-Step Electrochemical Tailoring in Alkaline Alcohols: Implications for Sensing and Bioimaging. ACS Applied Nano Materials, 2 (5): (2776–2784). [PMID:] [10.1021/acsanm.9b00278] |
50. Yanjuan Gao, Guoying Wang, Aijuan Zhou, Xiuping Yue, Yanqing Duan, Xin Kong, Xiao Zhang. (2019) Effect of nitrate on indole degradation characteristics and methanogenesis under mixed denitrification and methanogenesis culture. BIOCHEMICAL ENGINEERING JOURNAL, 145 (33). [PMID:] [10.1016/j.bej.2019.02.009] |
51. Ben Dong, Kailiang Zhong, Yun Lu. (2019) Synthesis, characterization and photophysical properties of meso-indole-boron-dipyrromethene derivatives and their cell imaging and viscosity sensing. DYES AND PIGMENTS, 164 (156). [PMID:] [10.1016/j.dyepig.2019.01.017] |
52. Cheng Xingan, Ye Jingmin, He Huiqing, Liu Zhanmei, Xu Chunbao (Charles), Wu Bo, Xiong Xialing, Shu Xugang, Jiang Xuhong, Qin Xiangjing. (2018) Synthesis, characterization and in vitro biological evaluation of two matrine derivatives. Scientific Reports, 8 (1): (1-13). [PMID:30356148] [10.1038/s41598-018-33908-8] |
53. Ruikun Wang, Qianqian Ma, Xuemin Ye, Chunxi Li, Zhenghui Zhao. (2019) Preparing coal slurry from coking wastewater to achieve resource utilization: Slurrying mechanism of coking wastewater–coal slurry. SCIENCE OF THE TOTAL ENVIRONMENT, 650 (1678). [PMID:30273727] [10.1016/j.scitotenv.2018.09.329] |
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