A metabolite of tryptophan
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5-hydroxy Tryptophol

Item No. 16114

Technical Information
Formal Name
5-hydroxy-1H-indole-3-ethanol
CAS Number
154-02-9
Synonyms
  • 5-HTP
  • NSC 84416
Molecular Formula
C10H11NO2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
225, 279 nm
SMILES
OCCC1=CNC2=C1C=C(O)C=C2
InChi Code
InChI=1S/C10H11NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,5-6,11-13H,3-4H2
InChi Key
KQROHCSYOGBQGJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    5-hydroxy Tryptophol is a metabolite of tryptophan that is formed by the alcohol dehydrogenase-catalyzed reduction of the serotonin (Item No. 14332) intermediate, 5-hydroxyindoleacetaldehyde.1,2,3 Depending on the tissue NAD/NADH ratio, the acetaldehyde intermediate can also be oxidized by aldehyde dehydrogenase to form 5-hydroxyindoleacetic acid.2,4,5 Thus, a ratio of 5-hydroxy tryptophol to 5-hydroxyindoleacetic acid has been used as a biomarker for recent alcohol consumption.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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. Pletscher, A. Metabolism, transfer and storage of 5-hydroxytryptamine in blood platelets. Br. J. Pharmacol. Chemother. 32(1), 1-16 (1968).

    3. Curzon, G., Fernando, J.C.R., and Marsden, C.A. 5-Hydroxytryptamine: The effects of impaired synthesis on its metabolism and release in rat. Br. J. Pharmacol. 63(4), 627-634 (1978).

    4. Tekes, K. HPLC determination of serotonin and its metabolites from human platelet-rich plasma; shift to 5-hydroxytryptophol formation following alcohol consumption. J. Chromatogr. Sci. 46(2), 169-173 (2008).

    5. Beck, O., Stephanson, N., Bötthcer, M., et alBiomarkers to disclose recent intake of alcohol: Potential of 5-hydroxytryptophol glucuronide testing using new direct UPLC-tandem MS and ELISA methods. Alcohol Alcohol. 42(4), 321-325 (2007).