An endogenous tryptophan metabolite and fecal odorant
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

3-Methylindole

Item No. 39231

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-methyl-1H-indole
CAS Number
83-34-1
Synonyms
  • NSC 122024
  • Skatole
Molecular Formula
C9H9N
Formula Weight
131.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly Soluble: 1-10 mg/ml
SMILES
CC1=CNC2=C1C=CC=C2
InChi Code
InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3
InChi Key
ZFRKQXVRDFCRJG-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

    10 g

    $32

    Add

    50 g

    $81

    Add

    100 g

    $145

    Add
    Cayman Chemical
    Visit Our Environmental Toxicology Resource Center

    Explore additional resources to study natural toxins, pollutants including PFAS and 6-PPD-Q, and their biological effects.

    ENVIRONMENTAL TOXICOLOGY TOOLS & SERVICES
    Product Description

    3-Methylindole is an endogenous metabolite of tryptophan (Item No. 29600) and fecal odorant.1,2 It is formed from tryptophan via an indole-3-acetate (Item No. 16954) intermediate by gut microbiota. 3-Methylindole (1 mM) induces transactivation of the aryl hydrocarbon receptor (AhR) in a reporter assay using Caco-2 cells.3 It also induces p38 MAPK activation and apoptosis in Caco-2 cells when used at a concentration of 1 mM. Intraruminal administration of 3-methylindole (0.2 g/kg) induces respiratory distress in sheep.4 It has been found in cigarette smoke.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jensen, M.T., Cox, R.P., and Jensen, B.B. 3-Methylindole (skatole) and indole production by mixed populations of pig fecal bacteria. Appl. Environ. Microb. 61(8), 3180-3184 (1995).

    2. Zhou, Y., Hallis, S.A., Vitko, T., et al. Identification, quantification and treatment of fecal odors released into the air at two wastewater treatment plants. J. Environ. Manage. 180, 257-263 (2016).

    3. Kurata, K., Kawahara, H., Nishimura, K., et al. Skatole regulates intestinal epithelial cellular functions through activating aryl hydrocarbon receptors and p38. Biochem. Biophys. Res. Commun. 510(4), 649-655 (2019).

    4. Popp, J.D., McAllister, T.A., Kastelic, J.P., et al. Effect of melengestrol acetate on development of 3-methylindole-induced pulmonary edema and emphysema in sheep. Can. J. Vet. Res. 62(4), 268-274 (1998).

    5. Hoffmann, D., and Rubin, J. Chemical studies on tobacco smoke I. The quantitative determination of indoles in cigarette smoke. Beiträge. zur Tabakforschung 3(6), 409-414 (1966).