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M4126

Supelco

5-Methoxytryptophol

analytical standard

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About This Item

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

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Determination of tryptophan and metabolites in rat brain and pineal tissue by reversed-phase high-performance liquid chromatography with electrochemical detection
Mefford.NI and Barchas.DJ
Journal of Chromatography. B, Biomedical Applications, 181(2), 187-193 (1980)
A Molina-Carballo et al.
Journal of pineal research, 21(2), 73-79 (1996-09-01)
It seems clear that the pineal hormone, melatonin (N-acetyl-5-methoxytryptamine), is involved in the reproductive behavior of several animal species including humans. Moreover, several data also support a role for 5-methoxytryptophol (ML), another pineal hormone, in the control of sexual processes.
V E Ooi et al.
General pharmacology, 32(2), 219-224 (1999-04-03)
In a study on the embryotoxicity of pineal indoles on developing chick embryos in vivo, the pineal indoles--namely, melatonin (MEL), methoxytryptamine (MTA) and methoxytryptophol (MTP)--were injected into the yolk sacs of the chick embryos through the air chambers of the
J B Zawilska et al.
Journal of pineal research, 29(1), 1-7 (2000-08-19)
In the chick pineal gland, 5-methoxytryptophol and melatonin concentrations fluctuate in a rhythmic manner. These rhythms are circadian in nature persisting in constant darkness and have opposite phases. Acute exposure of chicks to white light (30 lux for 5, 10
C Ribelayga et al.
Brain research, 801(1-2), 137-142 (1998-09-05)
Hydroxyindole-O-methyltransferase (HIOMT) catalyses the last step of all the 5-methoxyindoles synthesized in the pineal gland. The synthetic activity of this neuroendocrine structure is driven not only by noradrenaline but also by various neuropeptides. Recently we have established (1) that one

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