Determine the necessary mass, volume, or concentration for preparing a solution.
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≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Argon charged,Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 20 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488181098 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488181098 |
| Canonical Smiles | C1=CC=C2C(=C1)C(=CN2)C=O |
| IUPAC Name | 1H-indole-3-carbaldehyde |
| InChIKey | OLNJUISKUQQNIM-UHFFFAOYSA-N |
| INCHI | 1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H |
| Isomeric SMILES | C1=CC=C2C(=C1)C(=CN2)C=O |
| WGK Germany | 3 |
| RTECS | NL5993600 |
| Molecular Weight | 145.16 |
| Beilstein | 21313 |
| Reaxy-Rn | 114117 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=114117&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Indoles and derivatives |
| Subclass | Indoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Indoles |
| Alternative Parents | Aryl-aldehydes Substituted pyrroles Benzenoids Vinylogous amides Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Indole - Aryl-aldehyde - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Vinylogous amide - Azacycle - Aldehyde - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. |
| External Descriptors | an indole-phytolexin |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 09, 2026 | I106884 | |
| Certificate of Analysis | Jun 09, 2026 | I106884 | |
| Certificate of Analysis | Jun 09, 2026 | I106884 | |
| Certificate of Analysis | Sep 23, 2025 | I106884 | |
| Certificate of Analysis | Sep 16, 2025 | I106884 | |
| Certificate of Analysis | Sep 16, 2025 | I106884 | |
| Certificate of Analysis | Apr 18, 2025 | I106884 | |
| Certificate of Analysis | Feb 21, 2025 | I106884 | |
| Certificate of Analysis | Feb 17, 2025 | I106884 | |
| Certificate of Analysis | Sep 13, 2024 | I106884 | |
| Certificate of Analysis | Sep 13, 2024 | I106884 | |
| Certificate of Analysis | Jul 01, 2024 | I106884 | |
| Certificate of Analysis | Jul 01, 2024 | I106884 | |
| Certificate of Analysis | Jul 01, 2024 | I106884 | |
| Certificate of Analysis | Jun 06, 2023 | I106884 | |
| Certificate of Analysis | Jun 06, 2023 | I106884 | |
| Certificate of Analysis | Jun 06, 2023 | I106884 | |
| Certificate of Analysis | Jun 06, 2023 | I106884 | |
| Certificate of Analysis | Jun 06, 2023 | I106884 | |
| Certificate of Analysis | Mar 16, 2023 | I106884 | |
| Certificate of Analysis | Mar 16, 2023 | I106884 | |
| Certificate of Analysis | Nov 22, 2022 | I106884 | |
| Certificate of Analysis | Nov 22, 2022 | I106884 | |
| Certificate of Analysis | Nov 22, 2022 | I106884 | |
| Certificate of Analysis | May 07, 2022 | I106884 | |
| Certificate of Analysis | Jul 10, 2021 | I106884 |
| Solubility | Insoluble in water. |
|---|---|
| Sensitivity | Air sensitive |
| Flash Point(°C) | 240℃ |
| Melt Point(°C) | 193-198°C |
| Molecular Weight | 145.160 g/mol |
| XLogP3 | 1.700 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Exact Mass | 145.053 Da |
| Monoisotopic Mass | 145.053 Da |
| Topological Polar Surface Area | 32.900 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 158.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Haiyan Zhao, Hongfu He, Zhongjie Shen, Chunle Wei, Limin Yin, Yunying Zhu, Hongxia Lu, Runjiang Song, Deyu Hu. (2023) Development and Mechanism Investigation of Novel Thioacetalized Indoles as Antiphytoviral Agents. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:37937740] [10.1021/acs.jafc.3c03967] |
| 2. Lingling Ma, Lv Li, Minghao Yuan, Lei Bai, Anran Zhang, Xiaoming Yan, Gaohong He, Fengxiang Zhang. (2022) Hydrophilic–Hydrophobic Bulky Units Modified Anion Exchange Membranes for Fuel Cell Application. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.1c07886] |
| 3. Xiang He, Ruyue Liu, Huiqing Liu, Ruixiao Wang, Zhenhao Xi, Yixiang Lin, Jie Wang. (2021) Facile Preparation of Tunicate-Inspired Chitosan Hydrogel Adhesive with Self-Healing and Antibacterial Properties. Polymers, 13 (24): (4322). [PMID:34960874] [10.3390/polym13244322] |
| 4. Jia Yin, Yujie Song, Yaozhong Hu, Yuanyifei Wang, Bowei Zhang, Jin Wang, Xuemeng Ji, Shuo Wang. (2021) Dose-Dependent Beneficial Effects of Tryptophan and Its Derived Metabolites on Akkermansia In Vitro: A Preliminary Prospective Study. Microorganisms, 9 (7): (1511). [PMID:34361945] [10.3390/microorganisms9071511] |
| 5. Xiaona Zhang, Liang Sun, Wei Zheng, Xichang Bao, Ning Wang, Ting Wang, Renqiang Yang. (2013) The preparation and properties of bulk-heterojunction organic solar cells with indole-containing fulleropyrrolidine derivatives as acceptors. TETRAHEDRON, [PMID:] [10.1016/j.tet.2013.09.046] |
| 6. Yewei Xu, Haoran Zhu, Shijie Mo, Yangqing Mao, Chi Zhong, Ying Huang, Rui Yuan, Min Zheng, Mingru Zhou, Guanjun Chang. (2024) Adsorption of 2,4,6-trinitrotoluene by indole-based porous organic polymer with suitable three-dimensional space size via physisorption and chemisorption. POLYMER, [PMID:] [10.1016/j.polymer.2024.126993] |
| 7. Han Ziyi, Fu Jian, Gong Aiyan, Ren Wenkai. (2025) Bacterial indole-3-propionic acid inhibits macrophage IL-1β production through targeting methionine metabolism. Science China-Life Sciences, [PMID:39825207] [10.1007/s11427-024-2789-1] |
| 8. Zhang Junzhi, Lin Binyan, Zhang Ying, Hu Xiaochao, Liu Tongtong, Liu E-Hu, Liu Shijia. (2024) Baitouweng decoction alleviates ulcerative colitis by regulating tryptophan metabolism through DOPA decarboxylase promotion. Frontiers in Pharmacology, [PMID:38974042] [10.3389/fphar.2024.1423307] |
| 9. Susu Zhao, Lixin Sun, Yibo Liu, Chuanhui Gao, Li Ding, Ze Kan, Yuetao Liu. (2025) Cation-indole supramolecular interaction constructed novel silicone anti-fouling materials. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.159423] |
| 10. Mengshi Xiao, Jiayuan Bi, Xinmiao Ren, Xiaodan Fu, Dongyu Li, Rong Li, Haijin Mou. (2024) Evaluation of potential prebiotic activity of a novel fucose-containing trisaccharide prepared from bacterial exopolysaccharides. Food Bioscience, [PMID:] [10.1016/j.fbio.2024.104380] |
| 11. Jia Cheng Qian, Heng Peng Zhang, Yi Wang, Dan Liu. (2024) Heating conversion of indole-3-carbinol into N-substituted oligomers with anti-melanoma effect. Food Chemistry-X, [PMID:38707780] [10.1016/j.fochx.2024.101410] |
| 12. Yufei Deng, Xiaoying Hou, Qian Fang, Haiping Wang, Xiaoxuan Li, Zhiyong Hu, Zhaolu Liu, Limei Fan, Yunyi Liu, Zhengqi Fu, Xiji Shu, Binlian Sun, Lijun Huang, Yuchen Liu. (2025) High-salt diet decreases FOLFOX efficacy via gut bacterial tryptophan metabolism in colorectal cancer. MOLECULAR MEDICINE, [PMID:39972411] [10.1186/s10020-025-01122-8] |
| 13. Yvhao Xie, Xinxin Li, Qingshi Meng, Jinjun Li, Xin Wang, Liying Zhu, Weiwei Wang, Xiaoqiong Li. (2024) Interplay between gut microbiota and tryptophan metabolism in type 2 diabetic mice treated with metformin. Microbiology Spectrum, [PMID:39162538] [10.1128/spectrum.00291-24] |
| 14. Yating Xu, Li Ning, Yu Si, Xiu Li, Ruyue Wang, Qingling Ren. (2025) Metformin-mediated intestinal AMPK activation ameliorates PCOS through gut microbiota modulation and metabolic pathways. Frontiers in Endocrinology, [PMID:40041289] [10.3389/fendo.2025.1526109] |
| 15. Xiaomeng Chu, Zeqiang Liu, He Gao, Kang Geng, Shaojie Liu, Xuteng Xing, Erjun Tang, Nanwen Li, Song Zhao. (2024) Promising candidates of ether-free backbone comb-shaped sulfonated poly(oxindole biphenylene) membranes for enhanced electrochemical hydrogen compression performance. JOURNAL OF MEMBRANE SCIENCE, [PMID:] [10.1016/j.memsci.2024.122626] |
| 16. Yue Zhu, Yuting Ai, Jianfu Zhou, Xiaozhuan Jia, Shuying Liu, Bo Zhu, Yimin Qin, Jianping Jiang, Zhenzhong Yang. (2025) Unveiling bioactive components in Sargassum fusiforme via phytochemical and biological evaluation: A heterogeneous information ensemble approach. Chinese Herbal Medicines, [PMID:41399786] [10.1016/j.chmed.2025.08.002] |
| 17. Yongqi Tian, Yuanyuan Chen, Ruyang Huang, Tao Wang, Shaoyun Wang. (2025) Synergistic inhibition of Pseudomonas aeruginosa by EGCG and I3A: preliminary mechanisms and application in fish meat preservation. INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY, [PMID:40239291] [10.1016/j.ijfoodmicro.2025.111193] |
| 18. Lei Zhang, Yi Wang, Yan Guo, Xi-Yuan Feng, Xiu-Li Wang, Lin Chen, Yu-Zhong Wang. (2025) Smart Crosslinkable Aromatic-Imine Enables Integrated Heat-Resistance, Flame Retardancy, Smoke Suppression and Non-Dripping for Polyester. POLYMER DEGRADATION AND STABILITY, [PMID:] [10.1016/j.polymdegradstab.2025.111747] |
| 19. Xin Li, Jiaxian Li, Shiming jia, Guoying Wang. (2025) High-efficiency in situ detection of atmospheric isoprene peroxyl radicals by furan-based fluorescent probe. ATMOSPHERIC ENVIRONMENT, [PMID:] [10.1016/j.atmosenv.2025.121739] |
| 20. Yang Shuai, Song Jiawei, Wang Zhenzhen, Peng Guang, Tong Linglin, Li Xin, Yang Kexin, Chen Yang, Zhang He, Zhang Qing, Chen Renjin. (2026) eIF6 deficiency alleviates colorectal cancer by modulating the gut microbiota and related metabolites. CELL DEATH AND DIFFERENTIATION, [PMID:41620567] [10.1038/s41418-026-01674-0] |