An indole with diverse biological activities
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Tryptophol

Item No. 28404

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1H-indole-3-ethanol
CAS Number
526-55-6
Synonyms
  • IEA
  • NSC 3884
Molecular Formula
C10H11NO
Formula Weight
161.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
λmax
223, 284 nm
SMILES
OCCC1=CNC2=CC=CC=C21
InChi Code
InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2
InChi Key
MBBOMCVGYCRMEA-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    Cayman Chemical
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    Product Description

    Tryptophol is an indole that has been found in plants, bacteria, fungi, and sponges and has diverse biological activities, including antifungal, sleep-promoting, and quorum-sensing-related properties.1,2,3 Tryptophol (100 μM) inhibits the growth of the chytrid fungal skin pathogens B. dendrobatidis and B. salamandrivorans in vitro.1 As a quorum-sensing molecule, it also induces autostimulation and increases tryptophol production in B. dendrobatidis and B. salamandrivorans cultures when used at a concentration of 1 μM. Tryptophol (400 mg/kg) induces sleep in mice as assessed by loss of the righting reflex.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Verbrugghe, E., Adriaensen, C., Martel, A., et al. Growth regulation in amphibian pathogenic chytrid fungi by the quorum sensing metabolite tryptophol. Front. Microbiol. 9:3277, (2019).

    2. Palmieri, A., and Petrini, M. Tryptophol and derivatives: Natural occurrence and applications to the synthesis of bioactive compounds. Nat. Prod. Rep. 36(3), 490-530 (2019).

    3. Feldstein, A., Chang, F.H., and Kucharski, J.M. Tryptophol, 5-hydroxytryptophol and 5-methoxytryptophol induced sleep in mice. Life Sci. 9(6), 323-329 (1970).