1,3-DIMETHYLINDOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H11N
Molecular Weight	145.201
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C=C(C)C2=C1C=CC=C2

InChI

InChIKey=NAPPMSNSLWACIV-UHFFFAOYSA-N

InChI=1S/C10H11N/c1-8-7-11(2)10-6-4-3-5-9(8)10/h3-7H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C10H11N
Molecular Weight	145.201
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Long-term effect of vaccination against gonadotropin-releasing hormone, using Improvac, on hormonal profile and behaviour of male pigs.	2008-10	17714891
Effect of a gonadotropin-releasing hormone vaccine (Improvac) on steroid hormones, boar taint compounds and performance in entire male pigs.	2008-06	18086253
Effects of hCG stimulation on hepatic activities of cytochromes P4502E1 and P4502A in pubertal male pigs.	2008-04	18325003
Genome-wide identification of quantitative trait loci in a cross between Hampshire and Landrace II: meat quality traits.	2008-02-28	18304368
Halitosis among racially diverse populations: an update.	2008-02	18205647
The effect of a c.-8G>T polymorphism on the expression of cytochrome b5A and boar taint in pigs.	2008-02	18162105
Metabolic activation of a novel 3-substituted indole-containing TNF-alpha inhibitor: dehydrogenation and inactivation of CYP3A4.	2008-02	18095656
Equilibrium sampling used to monitor malodors in a Swine waste lagoon.	2008-01-08	18178872
Mechanism-based inactivation of lung-selective cytochrome P450 CYP2F enzymes.	2008-01	17962375
Regulation of CYP2A6 protein expression by skatole, indole, and testicular steroids in primary cultured pig hepatocytes.	2008-01	17908921
Probiotic modulation of symbiotic gut microbial-host metabolic interactions in a humanized microbiome mouse model.	2008	18197175
Development and validation of a method for simultaneous analysis of the boar taint compounds indole, skatole and androstenone in pig fat using liquid chromatography-multiple mass spectrometry.	2007-12-07	17889887
Gene expression profiles in testis of pigs with extreme high and low levels of androstenone.	2007-11-07	17988377
Detection and structural characterization of glutathione-trapped reactive metabolites using liquid chromatography-high-resolution mass spectrometry and mass defect filtering.	2007-11-01	17918967
Sensory and behavioural responses of the stable fly Stomoxys calcitrans to rumen volatiles.	2007-09	17897361
Chemostimuli implicated in selection of oviposition substrates by the stable fly Stomoxys calcitrans.	2007-09	17897360
Exploratory behavior and anxiety level of white outbred rats after blocking olfaction with N-trimethylindole (skatole).	2007-05-23	17515033
Genetic and metabolic aspects of androstenone and skatole deposition in pig adipose tissue: a review.	2007-05-04	18096119
Characterization of skatole-producing microbial populations in enriched swine lagoon slurry.	2007-05	17374129
Effect of testicular steroids on catalytic activities of cytochrome P450 enzymes in porcine liver microsomes.	2007-04	17156906
[Exploratory activity of mice of different genetic strains after olfaction disruption by 3-methylindole (skatole)].	2007-03-14	17352200
Olfactory performance of rats after selective deafferentation of the olfactory bulb by 3-methyl indole.	2007-02	17151135
Evaluation of zeolite for control of odorants emissions from simulated poultry manure storage.	2007-01-12	17215226
Orientation and exploratory behavior and anxiety of CBA mice with anosmia induced by N-trimethylindole (skatole).	2007-01	18018998
Metabolism and bioactivation of 3-methylindole by human liver microsomes.	2007-01	17226936
[Activity time of male Euglossina and preference for artificial fragrances in forest and dunes in the Environmental Protection Area of the Mamanguape River Bar, Rio Tinto, Paraíba, Brazil].	2006-12-20	18246259
Characterization of volatile organic compounds and odors by in-vivo sampling of beef cattle rumen gas, by solid-phase microextraction, and gas chromatography-mass spectrometry-olfactometry.	2006-11	17009001
Bifidobacterium infantis strains with and without a combination of oligofructose and inulin (OFI) attenuate inflammation in DSS-induced colitis in rats.	2006-10-28	17069659
Characterization of livestock odors using steel plates, solid-phase microextraction, and multidimensional gas chromatography-mass spectrometry-olfactometry.	2006-10	17063862
Assessment of SULT1A1, CYP2A6 and CYP2C18 as candidate genes for elevated backfat skatole levels in commercial and experimental pig populations.	2006-10	16978187
Flavor improvement in pork from barrows and gilts via inhibition of intestinal skatole formation with resistant potato starch.	2006-08-09	16881706
Role of the intermolecular vibrations in the hydrogen transfer rate: the 3-methylindole-NH3 complex.	2006-08-03	16869687
Effect of dietary melengestrol acetate on the incidence of acute interstitial pneumonia in feedlot heifers.	2006-07	16850945
Characterizing developmental changes in plasma and tissue skatole concentrations in the prepubescent intact male pig.	2006-07	16775053
Functional polymorphism in porcine CYP2E1 gene: Its association with skatole levels.	2006-06	16821288
Production of indolic compounds by rumen bacteria isolated from grazing ruminants.	2006-06	16696673
The role of CYP2A and CYP2E1 in the metabolism of 3-methylindole in primary cultured porcine hepatocytes.	2006-05	16501006
Insulin-like growth factor binding protein-2: contributions of the C-terminal domain to insulin-like growth factor-1 binding.	2006-03	16306230
Reduction of malodorous compounds from a treated swine anaerobic lagoon.	2006-01-05	16391290
Prevention of boar taint in pig production. Abstracts of the 19th Symposium of the Nordic Committee for Veterinary Scientific Cooperation, Gardermoen, Norway, 21-22 November 2005.	2006	16989667
Importance of tensor asymmetry for the analysis of 2H NMR spectra from deuterated aromatic rings.	2005-12-14	16332101
Boar taint is related to endocrine and anatomical changes at puberty but not to aggressive behaviour in entire male pigs.	2005-12	16324073
Cloning and mapping of the porcine cytochrome-p450 2E1 gene and its association with skatole levels in the domestic pig.	2005-10	16167985
Role of the fermentation process in off-odorant formation in white pepper: on-site trial in Thailand.	2005-07-27	16028995
Characterization of odorants causing an atypical aroma in white pepper powder (Piper nigrum L.) based on quantitative measurements and orthonasal breakthrough thresholds.	2005-07-27	16028994
Insights into the role of the aromatic residue in galactose-binding sites: MP2/6-311G++** study on galactose- and glucose-aromatic residue analogue complexes.	2005-06-14	15938646
Dose-dependent effects of resistant potato starch in the diet on intestinal skatole formation and adipose tissue accumulation in the pig.	2005-06	15943603
Examining the risks and benefits of replacing traditional dose-response with hormesis.	2005-05	16004190
Free oestrone in adipose tissue and its relation to androstenone and skatole in entire male pigs.	2005-04	15819967
Use of a novel group of oral malodor measurements to evaluate an anti-oral malodor mouthrinse (TriOralTM) in humans.	2004	15794454

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:45:50 GMT 2025` Edited by `admin` on `Mon Mar 31 19:45:50 GMT 2025`
Record UNII	NT347J42P8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-6231

Preferred Name

English

1,3-DIMETHYLINDOLE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID80236360