U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H11NO
Molecular Weight 161.2004
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRYPTOPHOL

SMILES

OCCC1=CNC2=C1C=CC=C2

InChI

InChIKey=MBBOMCVGYCRMEA-UHFFFAOYSA-N
InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2

HIDE SMILES / InChI

Molecular Formula C10H11NO
Molecular Weight 161.2004
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
5-Hydroxytryptophol in human cerebrospinal fluid: quantitative determination by gas chromatography-mass spectrometry using a deuterated internal standard.
1978 Mar 1
HPLC of tryptophan and its metabolites: as OPA derivatives and on the basis of their UV and fluorescence spectra, simultaneously.
2003
Indole derivatives produced by the fungus Colletotrichum acutatum causing lime anthracnose and postbloom fruit drop of citrus.
2003 Sep 12
Automation of gene assignments to metabolic pathways using high-throughput expression data.
2005 Aug 31
Enhanced detergent extraction for analysis of membrane proteomes by two-dimensional gel electrophoresis.
2005 Jun 7
Silicon-directed oxa-Pictet-Spengler cyclization and an unusual dimerization of 2-trimethylsilanyl tryptophols.
2005 May 12
Horseradish peroxidase-mediated aerobic and anaerobic oxidations of 3-alkylindoles.
2005 May 16
Toward the control of Leptosphaeria maculans: design, syntheses, biological activity, and metabolism of potential detoxification inhibitors of the crucifer phytoalexin brassinin.
2006 Jul 15
Targeted Gene Disruption of the Cyclo (L-Phe, L-Pro) Biosynthetic Pathway in Streptomyces sp. US24 Strain.
2007
Inhibition of amyloid fibrillation of lysozyme by indole derivatives--possible mechanism of action.
2007 Dec
Tryptophol cation conformations studied with ZEKE spectroscopy.
2007 Mar 15
Hybrid molecular imprinted membranes having selectivity and separation behavior to targeted indole derivatives.
2007 May 15
Benhamycin, novel alkaloid from terrestrial Streptomyces sp.
2007 Nov
N-Alkoxy derivatization of indole-3-carbinol increases the efficacy of the G1 cell cycle arrest and of I3C-specific regulation of cell cycle gene transcription and activity in human breast cancer cells.
2008 Feb 1
An ipdC gene knock-out of Azospirillum brasilense strain SM and its implications on indole-3-acetic acid biosynthesis and plant growth promotion.
2008 May
Integrative gene cloning and expression system for Streptomyces sp. US 24 and Streptomyces sp. TN 58 bioactive molecule producing strains.
2009
Indole derivatives from a marine sponge-derived yeast as DPPH radical scavengers.
2009 Nov
Auxin biosynthesis in pea: characterization of the tryptamine pathway.
2009 Nov
Inhibitory substrate binding site of human indoleamine 2,3-dioxygenase.
2009 Sep 16
Synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins.
2010 Apr 21
Transcriptional control of the quorum sensing response in yeast.
2010 Jan
Inhibitory activity of marine sponge-derived natural products against parasitic protozoa.
2010 Jan 15
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 17 03:53:18 UTC 2022
Edited
by admin
on Sat Dec 17 03:53:18 UTC 2022
Record UNII
5809LZ7G1U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRYPTOPHOL
MI  
Common Name English
3-.BETA.-HYDROXYETHYLINDOLE
Systematic Name English
3-.OMEGA.-HYDROXYETHYLINDOLE
Common Name English
2-(3-INDOLYL)ETHYL ALCOHOL
Systematic Name English
3-INDOLEETHANOL
Systematic Name English
NSC-3884
Code English
INDOLE-3-ETHANOL
Systematic Name English
TRYPTOPHOL [MI]
Common Name English
2-INDOLYL(3)-ETHANOL
Common Name English
.BETA.-INDOLYLETHYL ALCOHOL
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
208-393-2
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
MERCK INDEX
M11248
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY Merck Index
CAS
526-55-6
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
CHEBI
17890
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
EPA CompTox
DTXSID2060173
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
FDA UNII
5809LZ7G1U
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
MESH
C005949
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
WIKIPEDIA
TRYPTOPHOL
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
PUBCHEM
10685
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY
NSC
3884
Created by admin on Sat Dec 17 03:53:18 UTC 2022 , Edited by admin on Sat Dec 17 03:53:18 UTC 2022
PRIMARY