5-Hydroxytryptophol
5-hydroxytryptophol is a neuromodulatory analog of serotonin and melatonin found in the needles of the Pinus sylvestris tree, wine, and beer, and is also the sleep-inducing component of the ‘sleeping sickness’ initially produced by the Trypanosoma brucei parasite. This compound is often used as a biomarker for recent alcohol consumption is it remains in the body much longer than ethanol. 5-hydroxytryptophol exudes some hypnotic activity, inducing a short-lived sleep state, and marginal antioxidative properties, inhibiting oxidation of LDL in a developmental atherosclerosis model.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18834440
| Cas No. |
154-02-9 |
|---|---|
| Purity |
≥98% |
| Formula |
C10H11NO2 |
| Formula Wt. |
177.20 |
| IUPAC Name |
3-(2-hydroxyethyl)-1H-indol-5-ol |
| Synonym |
2-(5-Hydroxy-3-indolyl)ethyl alcohol |
| Solubility |
PBS to 0.3 mg/ml, ethanol to 30 mg/ml, DMSO to 30 mg/ml |
| Appearance |
White to off white powder |
Beck O, Helander A. 5-hydroxytryptophol as a marker for recent alcohol intake. Addiction. 2003 Dec;98 Suppl 2:63-72. PMID: 14984243.
Wang HX, Liu F, Ng TB. Examination of pineal indoles and 6-methoxy-2-benzoxazolinone for antioxidant and antimicrobial effects. Comp Biochem Physiol C Toxicol Pharmacol. 2001 Nov;130(3):379-88. PMID: 11701394.
Cornford EM, Bocash WD, Braun LD, et al. Journal of Clinical Investigation 1979;63(6):1241–8. PMID: 447842.
Feldstein A, Chang FH, Kucharski JM. Tryptophol, 5-hydroxytryptophol and 5-methoxytryptophol induced sleep in mice”. Life Sciences 1970;9 (6):323–9. PMID: 5444013.
