Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Basic Description
| Synonyms | Tryptophol | 526-55-6 | Indole-3-ethanol | 3-(2-Hydroxyethyl)indole | 1H-Indole-3-ethanol | 3-Indoleethanol | 2-(1H-Indol-3-yl)ethanol | 3-Indolylethanol | 2-(1h-indol-3-yl)ethan-1-ol | Indoleethanol | Indole ethanol | 2-(3-Indolyl)ethanol | Ethanol, 2-indol-3-yl- | ETHANOL, 3-IND |
|---|---|
| Specifications & Purity | ≥97%(GC) |
| Storage Temp | Desiccated |
| Shipped In | Normal |
| Product Description | Reactant for preparation of Inhibitors of the C-terminal domain of RNA polymerase II and their antitumor activities，Anti-HIV-1 agents， Inhibitors of Protein-Protein Interactions，Partial agonists of the serotonin 5-HT1A receptor，Growth hormone secretagogues，Vascular endothelial growth factor (VEGF) inhibitors，A2B adenosine receptor ligands， Potential detoxification inhibitors of the crucifer phytoalexin brassinin， Inhibitors of interleukine 6，Dual binding site acetylcholinesterase inhibitors. |
Associated Targets(Human)
BRCA1 Tchem Breast cancer type 1 susceptibility protein (0 Activities)
GLP1R Tclin Glucagon-like peptide 1 receptor (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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NTRK2 Tclin BDNF/NT-3 growth factors receptor (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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SH-SY5Y (11521 Activities)
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U-251 (51189 Activities)
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HaCaT (4069 Activities)
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NTRK2 Tclin Neurotrophic tyrosine kinase receptor type 2 (3279 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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BRCA1 Tchem Breast cancer type 1 susceptibility protein (15908 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mesenchymal stem cells (332 Activities)
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Associated Targets(non-human)
Plenodomus lingam (178 Activities)
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Plasmodium falciparum (966862 Activities)
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N2a (708 Activities)
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Rhizoctonia solani (2251 Activities)
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Laetisaria fuciformis (2 Activities)
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Cryphonectria parasitica (24 Activities)
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Magnaporthiopsis poae (2 Activities)
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Names and Identifiers
| IUPAC Name | 2-(1H-indol-3-yl)ethanol |
|---|---|
| INCHI | InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2 |
| InChi Key | MBBOMCVGYCRMEA-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC=C2C(=C1)C(=CN2)CCO |
| Isomeric SMILES | C1=CC=C2C(=C1)C(=CN2)CCO |
| WGK Germany | 3 |
| RTECS | KL3685000 |
| PubChem CID | 10685 |
| Molecular Weight | 161.2 |
| Beilstein | 125553 |
| Reaxy-Rn | 125553 |
Certificates
Certificate of Analysis(COA)
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 F2421342 | Certificate of Analysis | Apr 01, 2024 | T112368 |
| H2422109 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| H2422111 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312668 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312672 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312673 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312677 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312678 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312681 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312685 | Certificate of Analysis | Sep 04, 2023 | T112368 |
| I2312686 | Certificate of Analysis | Sep 04, 2023 | T112368 |
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Chemical and Physical Properties
| Solubility | Slightly soluble in water; Soluble in Alcohol,Acetone,Ether |
|---|---|
| Sensitivity | Light sensitive. |
| Flash Point(°F) | 255℃ |
| Flash Point(°C) | 255℃ |
| Boil Point(°C) | 174°C |
| Melt Point(°C) | 57-60°C |
Safety and Hazards(GHS)
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. 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. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
| RTECS | KL3685000 |
| Reaxy-Rn | 125553 |
| Merck Index | 9798 |
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References
| 1. Stefan Kehraus,Gabriele M König,Anthony D Wright. (2002-07-27) A new cytotoxic calyculinamide derivative, geometricin A, from the Australian sponge Luffariella geometrica.. Journal of natural products, 65 ((7)): (1056-1058). [PMID:12141875] |
| 2. Kuang Ren Chung,Turksen Shilts,Umran Ertürk,L W Timmer,Peter P Ueng. (2003-09-18) Indole derivatives produced by the fungus Colletotrichum acutatum causing lime anthracnose and postbloom fruit drop of citrus.. FEMS microbiology letters, 226 ((1)): (23-30). [PMID:13129603] |
| 3. Olivier Vandeputte,Sevgi Oden,Adeline Mol,Danny Vereecke,Koen Goethals,Mondher El Jaziri,Els Prinsen. (2005-03-05) Biosynthesis of auxin by the gram-positive phytopathogen Rhodococcus fascians is controlled by compounds specific to infected plant tissues.. Applied and environmental microbiology, 71 ((3)): (1169-1177). [PMID:15746315] |
| 4. Hao Chen,Gerald R Fink. (2006-04-19) Feedback control of morphogenesis in fungi by aromatic alcohols.. Genes & development, 20 ((9)): (1150-1161). [PMID:16618799] |
| 5. Deborah A Hogan. (2006-06-20) Quorum sensing: alcohols in a social situation.. Current biology : CB, 16 ((12)): (R457-R458). [PMID:16782000] |
| 6. Richard Pozdrik,Felicity A Roddick,Peter J Rogers,Thang Nguyen. (2006-08-17) Spectrophotometric method for exploring 3-methyl-2-butene-1-thiol (MBT) formation in lager.. Journal of agricultural and food chemistry, 54 ((17)): (6123-6129). [PMID:16910696] |
| 7. Masaaki Fujikawa,Kazuya Nakao,Ryo Shimizu,Miki Akamatsu. (2007-04-10) QSAR study on permeability of hydrophobic compounds with artificial membranes.. Bioorganic & medicinal chemistry, 15 ((11)): (3756-3767). [PMID:17418579] |
| 8. Dina Morshedi,Nasrollah Rezaei-Ghaleh,Azadeh Ebrahim-Habibi,Shahin Ahmadian,Mohsen Nemat-Gorgani. (2007-11-22) Inhibition of amyloid fibrillation of lysozyme by indole derivatives--possible mechanism of action.. The FEBS journal, 274 ((24)): (6415-6425). [PMID:18028426] |
| 9. Ivan Kosalec,Amalija Safranić,Stjepan Pepeljnjak,Visnja Bacun-Druzina,Snjezana Ramić,Nevenka Kopjar. (2008-02-06) Genotoxicity of tryptophol in a battery of short-term assays on human white blood cells in vitro.. Basic & clinical pharmacology & toxicology, 102 ((5)): (443-452). [PMID:18248512] |
| 10. Hexon Angel Contreras-Cornejo,Lourdes Macías-Rodríguez,Carlos Cortés-Penagos,José López-Bucio. (2009-01-30) Trichoderma virens, a plant beneficial fungus, enhances biomass production and promotes lateral root growth through an auxin-dependent mechanism in Arabidopsis.. Plant physiology, 149 ((3)): (1579-1592). [PMID:19176721] |
| 11. Guillermo Gervasini,Carmen Martinez,Julio Benitez,Jose A G Agúndez. (2007-08-01) Effect of neurotransmitters on NADPH-cytochrome P450 reductase in vitro activity.. Drug metabolism letters, 1 ((3)): (172-175). [PMID:19356039] |
| 12. Yasumasa Sugiyama,Yuki Ito,Motofumi Suzuki,Akira Hirota. (2009-12-01) Indole derivatives from a marine sponge-derived yeast as DPPH radical scavengers.. Journal of natural products, 72 ((11)): (2069-2071). [PMID:19943625] |
| 13. Md Mujahid,Ch Sasikala,Ch V Ramana. (2010-09-21) Aniline-induced tryptophan production and identification of indole derivatives from three purple bacteria.. Current microbiology, 61 ((4)): (285-290). [PMID:20852980] |
| 14. Ivan Kosalec,Snježana Ramić,Dubravko Jelić,Roberto Antolović,Stjepan Pepeljnjak,Nevenka Kopjar. (2011-03-23) Assessment of tryptophol genotoxicity in four cell lines in vitro: a pilot study with alkaline comet assay.. Arhiv za higijenu rada i toksikologiju, 62 ((1)): (41-49). [PMID:21421532] |
| 15. Klaus Gori,Peter B Knudsen,Kristian F Nielsen,Nils Arneborg,Lene Jespersen. (2011-11-19) Alcohol-based quorum sensing plays a role in adhesion and sliding motility of the yeast Debaryomyces hansenii.. FEMS yeast research, 11 ((8)): (643-652). [PMID:22093748] |
| 16. Katsumi Hashizume,Toshihiko Ito,Misako Shimohashi,Atsufumi Kokita,Tetsuo Tokiwano,Masaki Okuda. (2012-07-13) Taste-guided fractionation and instrumental analysis of hydrophobic compounds in sake.. Bioscience, biotechnology, and biochemistry, 76 ((7)): (1291-1295). [PMID:22785479] |
| 17. Huan Liu,Guangde Jiang,Xixian Pan,Xiaolong Wan,Yisheng Lai,Dawei Ma,Weiqing Xie. (2014-03-29) Highly asymmetric bromocyclization of tryptophol: unexpected accelerating effect of DABCO-derived bromine complex.. Organic letters, 16 ((7)): (1908-1911). [PMID:24666363] |
| 18. Rubén del Barrio-Galán,Alejandro Cáceres-Mella,Marcela Medel-Marabolí,Álvaro Peña-Neira. (2014-09-27) Effect of selected Saccharomyces cerevisiae yeast strains and different aging techniques on the polysaccharide and polyphenolic composition and sensorial characteristics of Cabernet Sauvignon red wines.. Journal of the science of food and agriculture, 95 ((10)): (2132-2144). [PMID:25258103] |
| 19. Rubén del Barrio-Galán,Marcela Medel-Marabolí,Álvaro Peña-Neira. (2015-02-28) Effect of different aging techniques on the polysaccharide and phenolic composition and sensory characteristics of Syrah red wines fermented using different yeast strains.. Food chemistry, 179 (116-126). [PMID:25722146] |
| 20. Cecilia Bull,Wahab A Syed,Sabrina C Minter,M Scott Bowers. (2015-04-04) Differential response of glial fibrillary acidic protein-positive astrocytes in the rat prefrontal cortex following ethanol self-administration.. Alcoholism, clinical and experimental research, 39 ((4)): (650-658). [PMID:25833026] |
| 21. Marine Lambert,Emmanuelle Meudec,Arnaud Verbaere,Gérard Mazerolles,Jérémie Wirth,Gilles Masson,Véronique Cheynier,Nicolas Sommerer. (2015-05-06) A High-Throughput UHPLC-QqQ-MS Method for Polyphenol Profiling in Rosé Wines.. Molecules (Basel, Switzerland), 20 ((5)): (7890-7914). [PMID:25942371] |
| 22. Min Jin,Chenxi Xu,Xiaobo Zhang. (2015-05-23) The effect of tryptophol on the bacteriophage infection in high-temperature environment.. Applied microbiology and biotechnology, 99 ((19)): (8101-8111). [PMID:25994257] |
| 23. Yi Zhen Deng,Bin Zhang,Changqing Chang,Yixu Wang,Shan Lu,Shuquan Sun,Xiaomeng Zhang,Baoshan Chen,Zide Jiang. (2018-11-13) The MAP Kinase SsKpp2 Is Required for Mating/Filamentation in Sporisorium scitamineum.. Frontiers in microbiology, 9 (2555-2555). [PMID:30416495] |
| 24. Yixu Wang,Yi Zhen Deng,Guobing Cui,Chengwei Huang,Bin Zhang,Changqing Chang,Zide Jiang,Lian-Hui Zhang. (2019-05-31) The AGC Kinase SsAgc1 Regulates Sporisorium scitamineum Mating/Filamentation and Pathogenicity.. mSphere, 4 ((3)): [PMID:31142621] |
| 25. Xuqing Zhang,Xiaojie Li,James C Lanter,Zhihua Sui. (2005-05-07) Silicon-directed oxa-Pictet-Spengler cyclization and an unusual dimerization of 2-trimethylsilanyl tryptophols.. Organic letters, 7 ((10)): (2043-2046). [PMID:15876050] |
| 26. John T Yi,David W Pratt. (2005-12-17) Rotationally resolved electronic spectroscopy of tryptophol in the gas phase.. Physical chemistry chemical physics : PCCP, 7 ((21)): (3680-3684). [PMID:16358014] |
| 27. George F Sprague,Stephen C Winans. (2006-05-03) Eukaryotes learn how to count: quorum sensing by yeast.. Genes & development, 20 ((9)): (1045-1049). [PMID:16651650] |
| 28. Shyuichiro Inagaki,Shigeru Morimura,Kazunobu Gondo,Yueqin Tang,Hiroshi Akutagawa,Kenji Kida. (2007-02-08) Isolation of tryptophol as an apoptosis-inducing component of vinegar produced from boiled extract of black soybean in human monoblastic leukemia U937 cells.. Bioscience, biotechnology, and biochemistry, 71 ((2)): (371-379). [PMID:17284845] |
| 29. Shyuichiro Inagaki,Shigeru Morimura,Yueqin Tang,Hiroshi Akutagawa,Kenji Kida. (2007-08-11) Tryptophol induces death receptor (DR) 5-mediated apoptosis in U937 cells.. Bioscience, biotechnology, and biochemistry, 71 ((8)): (2065-2068). [PMID:17690453] |
| 30. Changyuan Lu,Yu Lin,Syun-Ru Yeh. (2009-09-10) Inhibitory substrate binding site of human indoleamine 2,3-dioxygenase.. Journal of the American Chemical Society, 131 ((36)): (12866-12867). [PMID:19737010] |
| 31. Yasunori Maejima,Hiroki Nakatsugawa,Daiki Ichida,Mayumi Maejima,Yasuo Aoyagi,Takashi Maoka,Hideo Etoh. (2011-09-08) Functional compounds in fermented buckwheat sprouts.. Bioscience, biotechnology, and biochemistry, 75 ((9)): (1708-1712). [PMID:21897039] |
| 32. Alessandro Palmieri,Marino Petrini. (2012-03-22) Ketosulfonyl indoles in the regiodefined synthesis of tryptophols and related indole derivatives.. Organic & biomolecular chemistry, 10 ((17)): (3486-3493). [PMID:22434209] |
| 33. Chuan Liu,Wei Zhang,Li-Xin Dai,Shu-Li You. (2012-08-16) Copper(I)-catalyzed cascade dearomatization of 2-substituted tryptophols with iodonium [corrected] salts.. Organic letters, 14 ((17)): (4525-4527). [PMID:22891935] |
| 34. B Adam Lenhart,Brianna Meeks,Helen A Murphy. (2019-03-14) Variation in Filamentous Growth and Response to Quorum-Sensing Compounds in Environmental Isolates of Saccharomyces cerevisiae.. G3 (Bethesda, Md.), 9 ((5)): (1533-1544). [PMID:30862622] |