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Key Documents

W301911

Sigma-Aldrich

3-Methylindole

Synonym(s):

Skatole

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About This Item

Empirical Formula (Hill Notation):
C9H9N
CAS Number:
Molecular Weight:
131.17
FEMA Number:
3019
Beilstein/REAXYS Number:
111296
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
14.004

biological source

synthetic

bp

265-266 °C (lit.)

mp

92-97 °C (lit.)

application(s)

flavors and fragrances

organoleptic

fatty

SMILES string

Cc1c[nH]c2ccccc12

InChI

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

InChI key

ZFRKQXVRDFCRJG-UHFFFAOYSA-N

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pictograms

Environment

hcodes

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

269.6 °F

flash_point_c

132 °C


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Mechanisms of 3-methylindole pneumotoxicity.
G S Yost
Chemical research in toxicology, 2(5), 273-279 (1989-09-01)
James B Y H Behrendorff et al.
Chemical research in toxicology, 25(9), 1964-1974 (2012-08-21)
Cytochrome P450 2F1 (P450 2F1) is expressed exclusively in the human respiratory tract and is implicated in 3-methylindole (3MI)-induced pneumotoxicity via dehydrogenation of 3MI to a reactive electrophilic intermediate, 3-methyleneindolenine (3-MEI). Studies of P450 2F1 to date have been limited
Daniel Mörlein et al.
Meat science, 91(4), 435-440 (2012-03-27)
The prevention of unpleasant boar taint is the main reason for castration of male piglets. For animal welfare reasons, castration is announced to be banned in the European Community. This study aimed to investigate whether androstenone, skatole and indole in
B Marcos et al.
Meat science, 95(3), 688-693 (2012-11-28)
Expression of water soluble proteins of fresh pork Longissimus thoracis from 4 pure breed pigs (Duroc, Large White, Landrace, and Piétrain) was studied to identify candidate protein markers for meat quality. Surface-enhanced laser desorption/ionisation time-of-flight mass spectrometry (SELDI-TOF-MS) was used
Hang Wang et al.
Waste management & research : the journal of the International Solid Wastes and Public Cleansing Association, ISWA, 31(2), 223-231 (2013-01-12)
Manure produced from confined animal farms can threaten public and environmental health if not managed properly. Herein, a full-scale commercial bioconversion operation in DeQing County, China for value-added swine manure reduction using house fly, Musca domestica L., larvae is reported.

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