2-(1H-indol-3-yl)ethan-1-ol

• ChemBase ID: 74098
• Molecular Formular: C10H11NO
• Molecular Mass: 161.20044
• Monoisotopic Mass: 161.08406398
• SMILES: [nH]1cc(c2c1cccc2)CCO
• Canonical SMILES: OCCc1c[nH]c2c1cccc2
• 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
• InChIKey: MBBOMCVGYCRMEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-indol-3-yl)ethan-1-ol
• IUPAC Traditional name: tryptophol; IEA; 2-(1H-indol-3-yl)ethan-1-ol
• Synonyms: 2-(1H-indol-3-yl)ethan-1-ol; Indole-3-ethanol; 3-(2-Hydroxyethyl)indole; TRYPTOPHOL; 2-(3-Indolyl)ethanol; IEA; NSC 3884; 3-Indoleethanol; 3-(2-Hydroxyethyl)indole; Tryptophol; 2-(1H-Indol-3-yl)ethan-1-ol; 3-(2-Hydroxyethyl)-1H-indole; 3-Indole ethyl alcohol; 2-(1H-indol-3-yl)ethanol; Tryptophol; 3-吲哚乙醇; 色醇; 3-(2-羟乙基)吲哚; 色醇

Database IDs

• CAS Number: 526-55-6
• EC Number: 208-393-2
• MDL Number: MFCD00005659
• Beilstein Number: 125553
• Merck Index: 149798
• PubChem SID: 24900580; 24878690; 162039017
• PubChem CID: 10685
• CHEMBL: 226545
• Wikipedia Title: Tryptophol

CALCULATED PROPERTIES

• Acid pKa: 15.796075
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.5933193
• LogD (pH = 7.4): 1.5933193
• Log P: 1.5933193
• Molar Refractivity: 48.7154 cm^3
• Polarizability: 19.803179 Å^3
• Polar Surface Area: 36.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 56-59 °C; 56-59 °C(lit.); 56-59°C; 57-60°C; 59 - 60°C; 59 °C
• Boiling Point: 174°C; 174°C/2mm; 174°C/2mm
• Flash Point: 255°C; 255°C(491°F)
• Hydrophobicity(logP): 1.323

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant/Keep Cold/Store under Argon
• RTECS: KL3685000
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Mechanism of Action: Inhibitor of amyloid formation; Inhibitor of androgen receptor expression

Product Information

• Purity: ≥98.0% (GC); 95%; 97%; 98%
• Grade: purum
• Biological Source: From Tryptophan fermentations, plant seedlings and Candida spp., Aspergillus niger, Agrobacterium tumefaciens, Ceratocystis spp. and Rhizobium spp.
• Application(s): Active against gram-positive bacteria and Candida albicans
• Empirical Formula (Hill Notation): C10H11NO

DETAILS

MP Biomedicals - 02103154

Crystalline
Purity: 98%

Sigma Aldrich - T90301

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Inhibitors of the C-terminal domain of RNA polymerase II and their antitumor activities
• Anti-HIV-1 agents1
• Inhibitors of Protein-Protein Interactions2
• Partial agonists of the serotonin 5-HT1A receptor3
• Growth hormone secretagogues4
• Vascular endothelial growth factor (VEGF) inhibitors5
• A2B adenosine receptor ligands6
• Potential detoxification inhibitors of the crucifer phytoalexin brassinin7
• Inhibitors of interleukine 68
• Dual binding site acetylcholinesterase inhibitors9

Sigma Aldrich - 54350

Application
Reactant for preparation of:
• Inhibitors of the C-terminal domain of RNA polymerase II and their antitumor activities
• Anti-HIV-1 agents1
• Inhibitors of Protein-Protein Interactions2
• Partial agonists of the serotonin 5-HT1A receptor3
• Growth hormone secretagogues4
• Vascular endothelial growth factor (VEGF) inhibitors5
• A2B adenosine receptor ligands6
• Potential detoxification inhibitors of the crucifer phytoalexin brassinin7
• Inhibitors of interleukine 68
• Dual binding site acetylcholinesterase inhibitors9

REFERENCES

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 130A, (nmr)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 659B, (ir)
• Aldrich Library of FT-IR Spectra: Vapor Phase, 1989, 3, 1502A, (ir)
• Ehrlich, F., Ber., 1912, 45, 884
• Jackson, R.W., J. Biol. Chem., 1930, 88, 659
• Oddo, B. et al., Gazz. Chim. Ital., 1937, 69, 10
• Snyder, H.R. et al., J.A.C.S., 1948, 70, 3770
• Fish, M.S. et al., J.A.C.S., 1959, 78, 3668
• Nogrady, T. et al., Can. J. Chem., 1964, 42, 485
• Narayanan, T.K. et al., Antimicrob. Agents Chemother., 1976, 9, 375, (isol, props)
• Ayer, W.A. et al., Can. J. Chem., 1986, 64, 904, (isol)
• Bhlendorf, B. et al., Annalen, 1996, 49, (isol, ir, pmr, cmr, ms)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, ICS000