5-HYDROXYTRYPTOPHOL
5-HYDROXYTRYPTOPHOL Basic information
- Product Name:
- 5-HYDROXYTRYPTOPHOL
- Synonyms:
-
- 2-(5-HYDROXY-3-INDOLYL)ETHYL ALCOHOL
- 5-HYDROXYTRYPTOPHOL
- 5-HYDROXYINDOLE-3-ETHANOL
- 5-hydroxy-1h-indole-3-ethano
- 5-hydroxy-1h-indole-3-ethanol
- 1H-Indole-3-ethanol,5-hydroxy-
- 5-hydroxy-indole-3-ethano
- hydroxytryptophol
- CAS:
- 154-02-9
- MF:
- C10H11NO2
- MW:
- 177.2
- EINECS:
- 205-820-4
- Product Categories:
-
- Indoles and derivatives
- Various Metabolites and Impurities
- Intermediates & Fine Chemicals
- Metabolites & Impurities
- Pharmaceuticals
- Mol File:
- 154-02-9.mol
5-HYDROXYTRYPTOPHOL Chemical Properties
- 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
5-HYDROXYTRYPTOPHOL Usage And Synthesis
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).
5-HYDROXYTRYPTOPHOL Preparation Products And Raw materials
Raw materials
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5-HYDROXYTRYPTOPHOL(154-02-9)Related Product Information
- Indometacin
- cinmetacin
- METHYL 5-BENZYLOXYINDOLE-3-ACETATE
- PROGLUMETACIN MALEATE
- 5-Methoxyindole-3-acetic acid
- 5-METHOXY-2-METHYL-3-INDOLEACETIC ACID
- Indorenate
- zidometacin
- Talmetacin
- 5-METHOXYTRYPTOPHOL
- 5-HYDROXYTRYPTOPHOL
- 5-HYDROXYINDOLE-3-ACETIC ACID
- 5-BENZYLOXYINDOLE-3-ACETIC ACID
- Acemetacin
- 5-Hydroxyindole
- 5-BENZYLOXYINDOLE-3-GLYOXYLIC ACID ETHYL ESTER
- 5-HYDROXYINDOLE-3-ACETIC ACID DICYCLOHEXYLAMMONIUM SALT
- niometacin