5-HYDROXYTRYPTOPHOL Property

Melting point:

111-113°

Boiling point:

435.2±30.0 °C(Predicted)

Density 

1.356±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

10.07±0.40(Predicted)

color 

White to Light Red

Safety

RTECS 

NL8512500

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

5-HYDROXYTRYPTOPHOL Chemical Properties,Usage,Production

Chemical Properties

Off-White Crystalline Powder

Uses

A metabolite of Tryptophan (T947200).

Definition

ChEBI: 5-Hydroxytryptophol is a member of indoles.

Hazard

A reproductive hazard.

Biological Activity

5-hydroxy tryptophol is a metabolite of tryptophan.tryptophan (encoded by the codon ugg) is an α-amino acid that is used in the biosynthesis of proteins. tryptophan has an α-amino group, an α-carboxylic acid group, and a side chain indole, demonstrating it as a non-polar, aromatic amino acid. tryptophan is critical in humans, but the body cannot synthesize it and therefore tryptophan must be obtained from the diet. tryptophan is also found to be a precursor to the neurotransmitters serotonin and melatonin.

in vitro

in previous studies, 5-hydroxy tryptophol was identified as a metabolite of tryptophan that was formed by the alcohol dehydrogenase-catalyzed reduction of the serotonin intermediate, 5-hydroxyindoleacetaldehyde. moreover, depending on the tissue nad/nadh ratio, the acetaldehyde intermediate could also be oxidized by aldehyde dehydrogenase to form 5-hydroxyindoleacetic acid. therefore, the ratio of 5-hydroxy tryptophol to 5-hydroxyindoleacetic acid could be used as a biomarker for recent alcohol consumption [1,2].

References

[1] yokoyama, m. t. and carlson, j.r. dissimilation of tryptophan and related indolic compounds by ruminal microorganisms in vitro. appl.microbiol. 27(3), 540-548 (1974).
[2] beck, o. ,stephanson, n.,btthcer, m., et al. biomarkers to disclose recent intake of alcohol: potential of 5-hydroxytryptophol glucuronide testing using new direct uplc-tandem ms and elisa methods. alcohol & alcoholism 42(4), 321-325 (2007).