T90301
3-(2-Hydroxyethyl)indole
97%
Synonym(s):
2-(3-Indolyl)ethanol, 3-Indoleethanol, IEA, NSC 3884, Tryptophol
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About This Item
Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
Molecular Weight:
161.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-393-2
Beilstein/REAXYS Number:
125553
MDL number:
Assay:
97%
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
SMILES string
OCCc1c[nH]c2ccccc12
assay
97%
Quality Level
mp
56-59 °C (lit.)
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Application
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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B Adam Lenhart et al.
G3 (Bethesda, Md.), 9(5), 1533-1544 (2019-03-14)
In fungi, filamentous growth is a major developmental transition that occurs in response to environmental cues. In diploid Saccharomyces cerevisiae, it is known as pseudohyphal growth and presumed to be a foraging mechanism. Rather than unicellular growth, multicellular filaments composed
Stefan Kehraus et al.
Journal of natural products, 65(7), 1056-1058 (2002-07-27)
Geometricin A (1), together with the known compounds (7E,12E,18S,20Z)-variabilin (2), clathryimine A (3), tryptophol (4), and L-tryptophan, has been isolated from the methanol extract of the Australian sponge Luffariella geometrica. The structure of the new compound geometricin A (1) was
Hao Chen et al.
Genes & development, 20(9), 1150-1161 (2006-04-19)
Many fungi undergo a developmental transition from a unicellular yeast form to an invasive filamentous form in response to environmental cues. Here we describe a quorum signaling pathway that links environmental sensing to morphogenesis in Saccharomyces cerevisiae. Saccharomyces cells secrete
Richard Pozdrik et al.
Journal of agricultural and food chemistry, 54(17), 6123-6129 (2006-08-17)
The disappearance of riboflavin absorbance at 445 nm from beers or model beers on light exposure is directly linked to light-struck character formation. The addition of (+)-catechin, (-)-epicatechin, tryptophol, or ascorbic acid was able to reduce, but not stop, absorbance
Xuqing Zhang et al.
Organic letters, 7(10), 2043-2046 (2005-05-07)
The tetrahydro-pyrano[3,4-b]indoles 6 were synthesized from 2-(2-trimethylsilanyl-1H-indol-3-yl)-ethanols 5 and various ketones or aldehydes through silicon-directed oxa-Pictet-Spengler cyclizations. An unusual reaction led to the dimeric products 7 when some of 5 was treated with acetone using BF(3) as the catalyst.
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