Home Indole and Oxindoles 875-30-9
875-30-9,MFCD00030239
Catalog No.:AA00H22W

875-30-9 | 1,3-dimethylindole

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100mg
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$25.00   $18.00
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250mg
95%
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$51.00   $36.00
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1g
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$125.00   $88.00
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5g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00H22W
Chemical Name:
1,3-dimethylindole
CAS Number:
875-30-9
Molecular Formula:
C10H11N
Molecular Weight:
145.2010
MDL Number:
MFCD00030239
SMILES:
Cn1cc(c2c1cccc2)C
NSC Number:
6231
Properties
Computed Properties
 
Complexity:
144  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
XLogP3:
2.4  

Downstream Synthesis Route

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Title: Porcine CYP2A19, CYP2E1 and CYP1A2 forms are responsible for skatole biotransformation in the reconstituted system.

Journal: Neuro endocrinology letters 20090101

Title: Odorant production and persistence of Escherichia coli in manure slurries from cattle fed zero, twenty, forty, or sixty percent wet distillers grains with solubles.

Journal: Journal of animal science 20081201

Title: Effect of feeding fermentable fibre-rich feedstuffs on meat quality with emphasis on chemical and sensory boar taint in entire male and female pigs.

Journal: Meat science 20081201

Title: Marinating as a technology to shift sensory thresholds in ready-to-eat entire male pork meat.

Journal: Meat science 20081201

Title: Carbohydrate-protein recognition probed by density functional theory and ab initio calculations including dispersive interactions.

Journal: Physical chemistry chemical physics : PCCP 20081121

Title: Performance evaluation of a wood-chip based biofilter using solid-phase microextraction and gas chromatography-mass spectroscopy-olfactometry.

Journal: Bioresource technology 20081101

Title: Performances, meat quality and boar taint of castrates and entire male pigs fed a standard and a raw potato starch-enriched diet.

Journal: Animal : an international journal of animal bioscience 20081101

Title: Long-term effect of vaccination against gonadotropin-releasing hormone, using Improvac, on hormonal profile and behaviour of male pigs.

Journal: Animal reproduction science 20081001

Title: Single mutations change CYP2F3 from a dehydrogenase of 3-methylindole to an oxygenase.

Journal: Biochemistry 20080916

Title: Effect of a gonadotropin-releasing hormone vaccine (Improvac) on steroid hormones, boar taint compounds and performance in entire male pigs.

Journal: Reproduction in domestic animals = Zuchthygiene 20080601

Title: A sensory description of boar taint and the effects of crude and dried chicory roots (Cichorium intybus L.) and inulin feeding in male and female pork.

Journal: Meat science 20080601

Title: Testicular germ cell development in relation to 5alpha-androstenone levels in pubertal entire male pigs.

Journal: Theriogenology 20080501

Title: Effects of hCG stimulation on hepatic activities of cytochromes P4502E1 and P4502A in pubertal male pigs.

Journal: Reproduction in domestic animals = Zuchthygiene 20080401

Title: Metabolic activation of a novel 3-substituted indole-containing TNF-alpha inhibitor: dehydrogenation and inactivation of CYP3A4.

Journal: Chemical research in toxicology 20080201

Title: The effect of a c.-8G>T polymorphism on the expression of cytochrome b5A and boar taint in pigs.

Journal: Animal genetics 20080201

Title: Halitosis among racially diverse populations: an update.

Journal: International journal of dental hygiene 20080201

Title: Effect of polymorphism in the porcine cytochrome b5 ( CYB5A) gene on androstenone and skatole concentrations and sexual development in Swedish pig populations.

Journal: Animal : an international journal of animal bioscience 20080201

Title: Regulation of CYP2A6 protein expression by skatole, indole, and testicular steroids in primary cultured pig hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080101

Title: Mechanism-based inactivation of lung-selective cytochrome P450 CYP2F enzymes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080101

Title: Genetic and metabolic aspects of androstenone and skatole deposition in pig adipose tissue: a review.

Journal: Genetics, selection, evolution : GSE 20080101

Title: Equilibrium sampling used to monitor malodors in a Swine waste lagoon.

Journal: Journal of environmental quality 20080101

Title: Probiotic modulation of symbiotic gut microbial-host metabolic interactions in a humanized microbiome mouse model.

Journal: Molecular systems biology 20080101

Title: Genome-wide identification of quantitative trait loci in a cross between Hampshire and Landrace II: meat quality traits.

Journal: BMC genetics 20080101

Title: Effect of ginkgo biloba and dexamethasone in the treatment of 3-methylindole-induced anosmia mouse model.

Journal: American journal of rhinology 20080101

Title: [Composition and seasonality of Euglossina Species (Hymenoptera: Apidae) in forest and dune in the Environmental Protection Area of the Mamanguape River Bar, PB].

Journal: Neotropical entomology 20080101

Title: Gene expression profiles in liver of pigs with extreme high and low levels of androstenone.

Journal: BMC veterinary research 20080101

Title: Reverse and conventional chemical ecology approaches for the development of oviposition attractants for Culex mosquitoes.

Journal: PloS one 20080101

Title: 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.

Journal: Journal of chromatography. A 20071207

Title: Detection and structural characterization of glutathione-trapped reactive metabolites using liquid chromatography-high-resolution mass spectrometry and mass defect filtering.

Journal: Analytical chemistry 20071101

Title: Chemostimuli implicated in selection of oviposition substrates by the stable fly Stomoxys calcitrans.

Journal: Medical and veterinary entomology 20070901

Title: Sensory and behavioural responses of the stable fly Stomoxys calcitrans to rumen volatiles.

Journal: Medical and veterinary entomology 20070901

Title: Relationship between carcass weight, adipose tissue androstenone level and expression of the hepatic 3β-hydroxysteroid dehydrogenase in entire commercial pigs.

Journal: Animal : an international journal of animal bioscience 20070801

Title: Characterization of skatole-producing microbial populations in enriched swine lagoon slurry.

Journal: FEMS microbiology ecology 20070501

Title: Effect of testicular steroids on catalytic activities of cytochrome P450 enzymes in porcine liver microsomes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070401

Title: Olfactory performance of rats after selective deafferentation of the olfactory bulb by 3-methyl indole.

Journal: Chemical senses 20070201

Title: Evaluation of zeolite for control of odorants emissions from simulated poultry manure storage.

Journal: Journal of environmental quality 20070101

Title: Metabolism and bioactivation of 3-methylindole by human liver microsomes.

Journal: Chemical research in toxicology 20070101

Title: [Exploratory activity of mice of different genetic strains after olfaction disruption by 3-methylindole (skatole)].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia 20070101

Title: Exploratory behavior and anxiety level of white outbred rats after blocking olfaction with N-trimethylindole (skatole).

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20070101

Title: Gene expression profiles in testis of pigs with extreme high and low levels of androstenone.

Journal: BMC genomics 20070101

Title: Orientation and exploratory behavior and anxiety of CBA mice with anosmia induced by N-trimethylindole (skatole).

Journal: Bulletin of experimental biology and medicine 20070101

Title: [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].

Journal: Neotropical entomology 20070101

Title: 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.

Journal: Analytical and bioanalytical chemistry 20061101

Title: Application of an electronic nose for measurements of boar taint in entire male pigs.

Journal: Meat science 20061101

Title: Assessment of SULT1A1, CYP2A6 and CYP2C18 as candidate genes for elevated backfat skatole levels in commercial and experimental pig populations.

Journal: Animal genetics 20061001

Title: Characterization of livestock odors using steel plates, solid-phase microextraction, and multidimensional gas chromatography-mass spectrometry-olfactometry.

Journal: Journal of the Air & Waste Management Association (1995) 20061001

Title: Flavor improvement in pork from barrows and gilts via inhibition of intestinal skatole formation with resistant potato starch.

Journal: Journal of agricultural and food chemistry 20060809

Title: Role of the intermolecular vibrations in the hydrogen transfer rate: the 3-methylindole-NH3 complex.

Journal: The journal of physical chemistry. A 20060803

Title: Characterizing developmental changes in plasma and tissue skatole concentrations in the prepubescent intact male pig.

Journal: Journal of animal science 20060701

Title: Effect of dietary melengestrol acetate on the incidence of acute interstitial pneumonia in feedlot heifers.

Journal: Canadian journal of veterinary research = Revue canadienne de recherche veterinaire 20060701

Title: Production of indolic compounds by rumen bacteria isolated from grazing ruminants.

Journal: Journal of applied microbiology 20060601

Title: Functional polymorphism in porcine CYP2E1 gene: Its association with skatole levels.

Journal: The Journal of steroid biochemistry and molecular biology 20060601

Title: The role of CYP2A and CYP2E1 in the metabolism of 3-methylindole in primary cultured porcine hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060501

Title: Insulin-like growth factor binding protein-2: contributions of the C-terminal domain to insulin-like growth factor-1 binding.

Journal: Molecular pharmacology 20060301

Title: Effects of sex, weight, diet and hCG administration on levels of skatole and indole in the liver and hepatic activities of cytochromes P4502E1 and P4502A6 in pigs.

Journal: Meat science 20060201

Title: Effect of hCG administration on the relationship between testicular steroids and indolic compounds in fat and plasma in entire male pigs.

Journal: Meat science 20060201

Title: Reduction of malodorous compounds from a treated swine anaerobic lagoon.

Journal: Journal of environmental quality 20060101

Title: 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.

Journal: Acta veterinaria Scandinavica 20060101

Title: Bifidobacterium infantis strains with and without a combination of oligofructose and inulin (OFI) attenuate inflammation in DSS-induced colitis in rats.

Journal: BMC gastroenterology 20060101

Title: Importance of tensor asymmetry for the analysis of 2H NMR spectra from deuterated aromatic rings.

Journal: Journal of the American Chemical Society 20051214

Title: Boar taint is related to endocrine and anatomical changes at puberty but not to aggressive behaviour in entire male pigs.

Journal: Reproduction in domestic animals = Zuchthygiene 20051201

Title: Influence of volatile compounds on the development of off-flavours in pig back fat samples classified with boar taint by a test panel.

Journal: Meat science 20051201

Title: Cloning and mapping of the porcine cytochrome-p450 2E1 gene and its association with skatole levels in the domestic pig.

Journal: Animal genetics 20051001

Title: Characterization of odorants causing an atypical aroma in white pepper powder (Piper nigrum L.) based on quantitative measurements and orthonasal breakthrough thresholds.

Journal: Journal of agricultural and food chemistry 20050727

Title: Role of the fermentation process in off-odorant formation in white pepper: on-site trial in Thailand.

Journal: Journal of agricultural and food chemistry 20050727

Title: Insights into the role of the aromatic residue in galactose-binding sites: MP2/6-311G++** study on galactose- and glucose-aromatic residue analogue complexes.

Journal: Biochemistry 20050614

Title: Dose-dependent effects of resistant potato starch in the diet on intestinal skatole formation and adipose tissue accumulation in the pig.

Journal: Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20050601

Title: Examining the risks and benefits of replacing traditional dose-response with hormesis.

Journal: Human & experimental toxicology 20050501

Title: Free oestrone in adipose tissue and its relation to androstenone and skatole in entire male pigs.

Journal: Reproduction in domestic animals = Zuchthygiene 20050401

Title: Bayesian analysis of quantitative trait loci for boar taint in a Landrace outbred population.

Journal: Journal of animal science 20050201

Title: Detection of quantitative trait loci for androstenone, skatole and boar taint in a cross between Large White and Meishan pigs.

Journal: Animal genetics 20050201

Title: Use of ultrasonic vocalizations to assess olfactory detection in mouse pups treated with 3-methylindole.

Journal: Behavioural processes 20050131

Title: Prooxidant activity and cytotoxic effects of indole-3-acetic acid derivative radicals.

Journal: Chemical research in toxicology 20041001

Title: Semiochemistry of the goldeneyed lacewing Chrysopa oculata: attraction of males to a male-produced pheromone.

Journal: Journal of chemical ecology 20040901

Title: Selective tryptophan modification with rhodium carbenoids in aqueous solution.

Journal: Journal of the American Chemical Society 20040825

Title: Molecular cloning, expression and functional characterization of the cytochrome P450 2A6 gene in pig liver.

Journal: Animal genetics 20040801

Title: Relationships between skatole and androstenone accumulation, and cytochrome P4502E1 expression in Meishan×Large White pigs.

Journal: Meat science 20040801

Title: Age-related variation of plasma concentrations of skatole, androstenone, testosterone, oestradiol-17 beta, oestrone sulphate, dehydroepiandrosterone sulphate, triiodothyronine and IGF-1 in six entire male pigs.

Journal: Reproduction in domestic animals = Zuchthygiene 20040601

Title: Excretion of major odor-causing and acidifying compounds in response to dietary supplementation of chicory inulin in growing pigs.

Journal: Journal of animal science 20040601

Title: The effect of age on distribution of skatole and indole levels in entire male pigs in four breeds: Yorkshire, Landrace, Hampshire and Duroc.

Journal: Meat science 20040601

Title: Use of a chemical trigger for electron transfer to characterize a precursor to cluster X in assembly of the iron-radical cofactor of Escherichia coli ribonucleotide reductase.

Journal: Biochemistry 20040525

Title: Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol.

Journal: British journal of cancer 20040504

Title: Laboratory and field responses of the mosquito, Culex quinquefasciatus, to plant-derived Culex spp. oviposition pheromone and the oviposition cue skatole.

Journal: Journal of chemical ecology 20040501

Title: A direct access to 3-(2-Oxoalkyl)indoles via aluminum chloride induced C-C bond formation.

Journal: The Journal of organic chemistry 20040416

Title: Characterisation of androstenone metabolism in pig liver microsomes.

Journal: Chemico-biological interactions 20040315

Title: Molecular cloning and functional analysis of porcine SULT1A1 gene and its variant: a single mutation SULT1A1 causes a significant decrease in sulfation activity.

Journal: Mammalian genome : official journal of the International Mammalian Genome Society 20040301

Title: Photoaffinity labeling identifies the substrate-binding site of mammalian squalene epoxidase.

Journal: Biochemical and biophysical research communications 20040227

Title: Environmental swap energy and role of configurational entropy in transfer of small molecules from water into alkanes.

Journal: The Journal of chemical physics 20040115

Title: Study on the organoleptic intensity scale for measuring oral malodor.

Journal: Journal of dental research 20040101

Title: Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20040101

Title: Evoked response to olfactory stimulations in anosmic patients.

Journal: The international tinnitus journal 20040101

Title: Use of a novel group of oral malodor measurements to evaluate an anti-oral malodor mouthrinse (TriOralTM) in humans.

Journal: The Journal of clinical dentistry 20040101

Title: The effects of castration on the eating quality of dry-cured ham.

Journal: Meat science 20031101

Title: N1-benzenesulfonylgramine and N1-benzenesulfonylskatole: novel 5-HT6 receptor ligand templates.

Journal: Bioorganic & medicinal chemistry letters 20031006

Title: Effect of a high-linolenic acid diet on lipogenic enzyme activities, fatty acid composition, and meat quality in the growing pig.

Journal: Journal of animal science 20030801

Title: Acceptability of boar meat by consumers depending on their age, gender, culinary habits, and sensitivity and appreciation of androstenone odour.

Journal: Meat science 20030801

Title: 3-methylindole induces transient olfactory mucosal injury in ponies.

Journal: Veterinary pathology 20030701

Title: Spatial approximation between a photolabile residue in position 13 of secretin and the amino terminus of the secretin receptor.

Journal: Molecular pharmacology 20030501

Title: Characterization of pulmonary CYP4B2, specific catalyst of methyl oxidation of 3-methylindole.

Journal: Molecular pharmacology 20030501

Title: Phase II in vitro metabolism of 3-methylindole metabolites in porcine liver.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20030501

Title: Time profile of putrescine, cadaverine, indole and skatole in human saliva.

Journal: Archives of oral biology 20030401

Title: A comparative study of boar taint in cooked and dry-cured meat.

Journal: Meat science 20030301

Title: 3-methylindole-induced toxicity to human bronchial epithelial cell lines.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030201

Title: Ultrastructural changes and olfactory deficits during 3-methylindole-induced olfactory mucosal necrosis and repair in mice.

Journal: Ultrastructural pathology 20030101

Title: Effects of butyrate on apoptosis in the pig colon and its consequences for skatole formation and tissue accumulation.

Journal: Journal of animal science 20030101

Title: Degradation of tryptophan and related indolic compounds by ruminal bacteria, protozoa and their mixture in vitro.

Journal: Amino acids 20030101

Title: Effects of feeding aspirin and supplemental vitamin E on plasma concentrations of 3-methylindole, 3-methyleneindolenine-adduct concentrations in blood and pulmonary tissues, lung lesions, and growth performance in feedlot cattle.

Journal: American journal of veterinary research 20021201

Title: Semiochemicals of the Scarabaeinae. VII: Identification and synthesis of EAD-active constituents of abdominal sex attracting secretion of the male dung beetle, Kheper subaeneus.

Journal: Journal of chemical ecology 20021201

Title: 'Untypical aging off-flavor' in wine: synthesis of potential degradation compounds of indole-3-acetic acid and kynurenine and their evaluation as precursors of 2-aminoacetophenone.

Journal: Journal of agricultural and food chemistry 20020717

Title: Dynamic air sampling of volatile organic compounds using solid phase microextraction.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20020701

Title: Odor discrimination and odor quality perception in rats with disruption of connections between the olfactory epithelium and olfactory bulbs.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020515

Title: Factors affecting the level of boar taint in entire male pigs as assessed by consumer sensory panel.

Journal: Meat science 20020501

Title: Cytochrome P450IIE1 (CYP2E1) is induced by skatole and this induction is blocked by androstenone in isolated pig hepatocytes.

Journal: Chemico-biological interactions 20020420

Title: Time-dependent changes in plasma concentrations of 3-methylindole and blood concentrations of 3-methyleneindolenine-adduct in feedlot cattle.

Journal: American journal of veterinary research 20020401

Title: Effects of fructooligosaccharide on conversion of L-tryptophan to skatole and indole by mixed populations of pig fecal bacteria.

Journal: The Journal of general and applied microbiology 20020401

Title: Semiochemicals of the Scarabaeinae: VI. Identification of EAD-active constituents of abdominal secretion of male dung beetle, Kheper nigroaeneus.

Journal: Journal of chemical ecology 20020301

Title: Chemiluminescence associated with amino acid oxidation mediated by hypochlorous acid.

Journal: Luminescence : the journal of biological and chemical luminescence 20020101

Title: Relationship between structures of substituted indolic compounds and their degradation by marine anaerobic microorganisms.

Journal: Marine pollution bulletin 20020101

Title: Molecular modelling of the mouse cytochrome P450 CYP2F2 based on the CYP102 crystal structure template and selective CYP2F2 substrate interactions.

Journal: Drug metabolism and drug interactions 20020101

Title: Reaction to boar odour by different South African consumer groups.

Journal: Meat science 20011201

Title: Role of 4-phenyl-3-buten-2-one in boar taint: identification of new compounds related to sensorial descriptors in pig fat.

Journal: Journal of agricultural and food chemistry 20011101

Title: Skatole and indole concentrations in Longissimus dorsi and fat samples of pigs.

Journal: Meat science 20011101

Title: Vaccination of boars with a GnRH vaccine (Improvac) eliminates boar taint and increases growth performance.

Journal: Journal of animal science 20011001

Title: Identification of mucosal injury in the murine nasal airways by magnetic resonance imaging: site-specific lesions induced by 3-methylindole.

Journal: Toxicology and applied pharmacology 20010815

Title: Detection and characterization of DNA adducts of 3-methylindole.

Journal: Chemical research in toxicology 20010801

Title: Selective dehydrogenation/oxygenation of 3-methylindole by cytochrome p450 enzymes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010701

Title: Olfactory memory in the mosquito Culex quinquefasciatus.

Journal: Medical and veterinary entomology 20010601

Title: Odorants as cell-type specific activators of a heat shock response in the rat olfactory mucosa.

Journal: The Journal of comparative neurology 20010416

Title: Bioactivation of toxicants by cytochrome p450-mediated dehydrogenation mechanisms.

Journal: Advances in experimental medicine and biology 20010101

Title: Temporal aspects related to the perception of skatole and androstenone, the major boar odour compounds.

Journal: Meat science 20010101

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Tags:875-30-9 Molecular Formula|875-30-9 MDL|875-30-9 SMILES|875-30-9 1,3-dimethylindole