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Merck
CN

90961

3-Methylindole

analytical standard

Synonym(s):

3-Methylindole, Skatole

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About This Item

Empirical Formula (Hill Notation):
C9H9N
CAS Number:
83-34-1
Molecular Weight:
131.17
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769973
EC Number:
201-471-7
Beilstein/REAXYS Number:
111296
MDL number:
MFCD00005627

Key Documents

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InChI key

ZFRKQXVRDFCRJG-UHFFFAOYSA-N

InChI

1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3

SMILES string

Cc1c[nH]c2ccccc12

grade

analytical standard

assay

≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

265-266 °C (lit.)

mp

92-97 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

100

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General description

3-Methylindole (3-MI), commonly found in wine, dairy products, and other foodstuffs, leads to an unpleasant fecal like odor in pig meat products. It is reported to be produced in the intestines of several species by the microbial degradation of tryptophan.

Application

3-Methylindole may be used as an analytical reference standard
for the quantification of the analyte in the following:
  • Faeces intestinal contents, and bacterial cultures using gas chromatography with nitrogen-phosphorus detector (GC-NPD).
  • Adipose tissue of pigs using reversed-phase high-performance liquid chromatography with UV detection (RP-HPLC-UV).
  • Pit mud and baijiu (SAB) samples using gas chromatography-olfactometry (GC–MS/O) and gas chromatography coupled to mass spectrometry (GC–MS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

269.6 °F

flash_point_c

132 °C

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH9997
BCCB8372
BCBV2157

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Gas chromatographic determination of indole and 3-methylindole (skatole) in bacterial culture media, intestinal contents and faeces
Jensen TM, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 655(2), 275-280 (1994)
High-performance liquid chromatographic method for the determination of 3-methylindole (skatole) and indole in adipose tissue of pigs
Dehnhard M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 616(2), 205-209 (1993)
Characterization of 3-methylindole as a source of a ?mud?-like off-odor in strong-aroma types of base baijiu
Dong W, et al.
Journal of Agricultural and Food Chemistry, 66(48), 12765-12772 (2018)
Youngja H Park et al.
Malaria journal, 14, 122-122 (2015-04-19)
Current available malaria diagnostic methods each have some limitations to meet the need for real-time and large-scale screening of asymptomatic and low density malaria infection at community level. It was proposed that malaria parasite-specific low molecular-weight metabolites could be used
Akihiro Tai et al.
Bioscience, biotechnology, and biochemistry, 78(10), 1723-1730 (2014-10-03)
The antioxidative properties of ascorbigen, one of the major indole-derived compounds of Brassica vegetables, were systematically evaluated using multiple assay systems with comparison to the well-known antioxidants ascorbic acid and Trolox. We first performed assays using model radicals, DPPH radical
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