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Merck
CN

M4126

5-Methoxytryptophol

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C11H13NO2
CAS Number:
Molecular Weight:
191.23
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
211-919-3
MDL number:
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grade

analytical standard

Quality Level

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

2-8°C

SMILES string

COc1ccc2[nH]cc(CCO)c2c1

InChI

1S/C11H13NO2/c1-14-9-2-3-11-10(6-9)8(4-5-13)7-12-11/h2-3,6-7,12-13H,4-5H2,1H3

InChI key

QLWKTGDEPLRFAT-UHFFFAOYSA-N

Application

5-Methoxytryptophol may be used as an analytical reference standard for the quantification of the analyte in biological samples using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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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F Liu et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 78(4), 447-453 (2000-09-30)
Male Sprague-Dawley rats were randomly divided into four groups. Two of the groups received a single intraperitoneal injection of melatonin and 5-methoxytryptamine (5 mg/kg body weight), respectively, at 9 PM. One group received an intraperitoneal injection of 5-methoxytryptophol (5 mg/kg
Jolanta B Zawilska et al.
Journal of pineal research, 32(4), 214-218 (2002-05-02)
The duck pineal gland rhythmically produces two 5-methoxyindole compounds, i.e. 5-methoxytryptophol and melatonin. 5-Methoxytryptophol levels are low at night and high during the day, while melatonin concentrations are high at night and low during the day. The melatonin rhythm reflects
B Vivien-Roels et al.
Journal of pineal research, 27(4), 230-236 (1999-11-07)
The aim of the present study was to determine whether the genetic differences previously reported in ewe plasma melatonin concentrations were correlated with differences in the synthesis and release of other 5-methoxyindoles. To determine if 5-methoxytryptophol (5-ML), which is known
A Blanc et al.
General and comparative endocrinology, 131(2), 168-175 (2003-04-08)
Daily patterns of melatonin and 5-methoxytryptophol (5-ML) concentrations and of aryl alkylamine N-acetyltransferase (AA-NAT) and hydroxyindole-O-methyltransferase (HIOMT) activities have been measured in the cerebroid ganglions, visceral ganglions, and ocular tentacles of the gastropod mollusc Helix aspersa maxima. Melatonin concentrations are
J B Zawilska et al.
General and comparative endocrinology, 120(2), 212-219 (2000-11-18)
The chick pineal gland rhythmically synthesizes two 5-methoxyindoles, melatonin and 5-methoxytryptophol. These rhythms are circadian in nature and have opposite phases. The aim of this study was to determine the effects of cycloheximide, a protein synthesis inhibitor, and aminophylline, an

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