A natural indole
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5-methoxy Tryptophol

Item No. 21061

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-methoxy-1H-indole-3-ethanol
CAS Number
712-09-4
Synonyms
  • 5-MTOH
  • 5-MTP
Molecular Formula
C11H13NO2
Formula Weight
191.2
Purity
≥98%
Formulation (Request formulation change)
A 25 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
224, 277 nm
SMILES
OCCC1=CNC2=C1C=C(OC)C=C2
InChi Code
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
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.

Download most recent Certificate of Analysis for this product

    25 mg

    $36

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    50 mg

    $55

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    100 mg

    $82

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    Product Description

    5-methoxy Tryptophol (5-MTOH) is a natural indole that is produced by the pineal gland.1,2 It is a product of melatonin metabolism that may be biologically active.3,4 The levels of 5-MTOH in plasma vary in a diurnal pattern in rodents and humans.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Delvigs, P., McIsaac, W.M., and Taborsky, R.G. The metabolism of 5-metholxytryptophol. The Journal of Biological Chemisty 240(1), 348-350 (1965).

    2. Mullen, P.E., Leone, R.M., Hooper, J., et al. Pineal 5-methoxy tryptophol in man. Psychoneuroendocrinology 4(2), 117-126 (1979).

    3. Slominski, A., Semak, I., Pisarchik, A., et al. Conversion of L-tryptophan to serotonin and melatonin in human melanoma cells. FEBS Lett. 511(1-3), 102-106 (2002).

    4. Zisapel, N., Egozi, Y., and Laudon, M. Circadian variations in the inhibition of dopamine release from adult and newborn rat hypothalamus by melatonin. Neuroendocrinology 40(2), 102-108 (1985).

    5. Reddy, M.Y., and Jaqota, A. Melatonin has differential effects on age-induced stoichiometric changes in daily chronomics of serotonin metabolism in SCN of male Wistar rats. Biogerontology 16(3), 285-302 (2015).

    6. Wurtman, R.J., and Ozaki, Y. Physiological control of melatonin synthesis and secretion: Mechanisms, generating rhythms in melatonin, methoxytryptophol, and arginine vasotocin levels and effects on the pineal of endogenous catecholamines, the estrous cycle, and environmental lighting. J. Neural Transm. Suppl. 13(13), 59-70 (1978).