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875-30-9

875-30-9 | 1,3-dimethylindole

CAS No: 875-30-9 Catalog No: AG00H25O MDL No:

Product Description

Catalog Number:
AG00H25O
Chemical Name:
1,3-dimethylindole
CAS Number:
875-30-9
Molecular Formula:
C10H11N
Molecular Weight:
145.2010
IUPAC Name:
1,3-dimethylindole
InChI:
InChI=1S/C10H11N/c1-8-7-11(2)10-6-4-3-5-9(8)10/h3-7H,1-2H3
InChI Key:
NAPPMSNSLWACIV-UHFFFAOYSA-N
SMILES:
Cn1cc(c2c1cccc2)C
EC Number:
212-872-1
UNII:
NT347J42P8
NSC Number:
6231

Properties

Complexity:
144  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
145.089g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
145.205g/mol
Monoisotopic Mass:
145.089g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
4.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4  

Literature

Title Journal
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Characterizing developmental changes in plasma and tissue skatole concentrations in the prepubescent intact male pig. Journal of animal science 20060701
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Effect of hCG administration on the relationship between testicular steroids and indolic compounds in fat and plasma in entire male pigs. Meat science 20060201
Reduction of malodorous compounds from a treated swine anaerobic lagoon. Journal of environmental quality 20060101
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Importance of tensor asymmetry for the analysis of 2H NMR spectra from deuterated aromatic rings. Journal of the American Chemical Society 20051214
Boar taint is related to endocrine and anatomical changes at puberty but not to aggressive behaviour in entire male pigs. Reproduction in domestic animals = Zuchthygiene 20051201
Influence of volatile compounds on the development of off-flavours in pig back fat samples classified with boar taint by a test panel. Meat science 20051201
Cloning and mapping of the porcine cytochrome-p450 2E1 gene and its association with skatole levels in the domestic pig. Animal genetics 20051001
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Insights into the role of the aromatic residue in galactose-binding sites: MP2/6-311G++** study on galactose- and glucose-aromatic residue analogue complexes. Biochemistry 20050614
Dose-dependent effects of resistant potato starch in the diet on intestinal skatole formation and adipose tissue accumulation in the pig. Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20050601
Examining the risks and benefits of replacing traditional dose-response with hormesis. Human & experimental toxicology 20050501
Free oestrone in adipose tissue and its relation to androstenone and skatole in entire male pigs. Reproduction in domestic animals = Zuchthygiene 20050401
Bayesian analysis of quantitative trait loci for boar taint in a Landrace outbred population. Journal of animal science 20050201
Detection of quantitative trait loci for androstenone, skatole and boar taint in a cross between Large White and Meishan pigs. Animal genetics 20050201
Use of ultrasonic vocalizations to assess olfactory detection in mouse pups treated with 3-methylindole. Behavioural processes 20050131
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Selective tryptophan modification with rhodium carbenoids in aqueous solution. Journal of the American Chemical Society 20040825
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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. Reproduction in domestic animals = Zuchthygiene 20040601
Excretion of major odor-causing and acidifying compounds in response to dietary supplementation of chicory inulin in growing pigs. Journal of animal science 20040601
The effect of age on distribution of skatole and indole levels in entire male pigs in four breeds: Yorkshire, Landrace, Hampshire and Duroc. Meat science 20040601
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. Biochemistry 20040525
Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol. British journal of cancer 20040504
Laboratory and field responses of the mosquito, Culex quinquefasciatus, to plant-derived Culex spp. oviposition pheromone and the oviposition cue skatole. Journal of chemical ecology 20040501
A direct access to 3-(2-Oxoalkyl)indoles via aluminum chloride induced C-C bond formation. The Journal of organic chemistry 20040416
Characterisation of androstenone metabolism in pig liver microsomes. Chemico-biological interactions 20040315
Molecular cloning and functional analysis of porcine SULT1A1 gene and its variant: a single mutation SULT1A1 causes a significant decrease in sulfation activity. Mammalian genome : official journal of the International Mammalian Genome Society 20040301
Photoaffinity labeling identifies the substrate-binding site of mammalian squalene epoxidase. Biochemical and biophysical research communications 20040227
Environmental swap energy and role of configurational entropy in transfer of small molecules from water into alkanes. The Journal of chemical physics 20040115
Study on the organoleptic intensity scale for measuring oral malodor. Journal of dental research 20040101
Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema. Water science and technology : a journal of the International Association on Water Pollution Research 20040101
Evoked response to olfactory stimulations in anosmic patients. The international tinnitus journal 20040101
Use of a novel group of oral malodor measurements to evaluate an anti-oral malodor mouthrinse (TriOralTM) in humans. The Journal of clinical dentistry 20040101
The effects of castration on the eating quality of dry-cured ham. Meat science 20031101
N1-benzenesulfonylgramine and N1-benzenesulfonylskatole: novel 5-HT6 receptor ligand templates. Bioorganic & medicinal chemistry letters 20031006
Effect of a high-linolenic acid diet on lipogenic enzyme activities, fatty acid composition, and meat quality in the growing pig. Journal of animal science 20030801
Acceptability of boar meat by consumers depending on their age, gender, culinary habits, and sensitivity and appreciation of androstenone odour. Meat science 20030801
3-methylindole induces transient olfactory mucosal injury in ponies. Veterinary pathology 20030701
Spatial approximation between a photolabile residue in position 13 of secretin and the amino terminus of the secretin receptor. Molecular pharmacology 20030501
Characterization of pulmonary CYP4B2, specific catalyst of methyl oxidation of 3-methylindole. Molecular pharmacology 20030501
Phase II in vitro metabolism of 3-methylindole metabolites in porcine liver. Xenobiotica; the fate of foreign compounds in biological systems 20030501
Time profile of putrescine, cadaverine, indole and skatole in human saliva. Archives of oral biology 20030401
A comparative study of boar taint in cooked and dry-cured meat. Meat science 20030301
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Effects of butyrate on apoptosis in the pig colon and its consequences for skatole formation and tissue accumulation. Journal of animal science 20030101
Degradation of tryptophan and related indolic compounds by ruminal bacteria, protozoa and their mixture in vitro. Amino acids 20030101
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. American journal of veterinary research 20021201
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 of chemical ecology 20021201
'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 of agricultural and food chemistry 20020717
Dynamic air sampling of volatile organic compounds using solid phase microextraction. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20020701
Odor discrimination and odor quality perception in rats with disruption of connections between the olfactory epithelium and olfactory bulbs. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020515
Factors affecting the level of boar taint in entire male pigs as assessed by consumer sensory panel. Meat science 20020501
Cytochrome P450IIE1 (CYP2E1) is induced by skatole and this induction is blocked by androstenone in isolated pig hepatocytes. Chemico-biological interactions 20020420
Time-dependent changes in plasma concentrations of 3-methylindole and blood concentrations of 3-methyleneindolenine-adduct in feedlot cattle. American journal of veterinary research 20020401
Effects of fructooligosaccharide on conversion of L-tryptophan to skatole and indole by mixed populations of pig fecal bacteria. The Journal of general and applied microbiology 20020401
Semiochemicals of the Scarabaeinae: VI. Identification of EAD-active constituents of abdominal secretion of male dung beetle, Kheper nigroaeneus. Journal of chemical ecology 20020301
Chemiluminescence associated with amino acid oxidation mediated by hypochlorous acid. Luminescence : the journal of biological and chemical luminescence 20020101
Relationship between structures of substituted indolic compounds and their degradation by marine anaerobic microorganisms. Marine pollution bulletin 20020101
Molecular modelling of the mouse cytochrome P450 CYP2F2 based on the CYP102 crystal structure template and selective CYP2F2 substrate interactions. Drug metabolism and drug interactions 20020101
Reaction to boar odour by different South African consumer groups. Meat science 20011201
Role of 4-phenyl-3-buten-2-one in boar taint: identification of new compounds related to sensorial descriptors in pig fat. Journal of agricultural and food chemistry 20011101
Skatole and indole concentrations in Longissimus dorsi and fat samples of pigs. Meat science 20011101
Vaccination of boars with a GnRH vaccine (Improvac) eliminates boar taint and increases growth performance. Journal of animal science 20011001
Identification of mucosal injury in the murine nasal airways by magnetic resonance imaging: site-specific lesions induced by 3-methylindole. Toxicology and applied pharmacology 20010815
Detection and characterization of DNA adducts of 3-methylindole. Chemical research in toxicology 20010801
Selective dehydrogenation/oxygenation of 3-methylindole by cytochrome p450 enzymes. Drug metabolism and disposition: the biological fate of chemicals 20010701
Olfactory memory in the mosquito Culex quinquefasciatus. Medical and veterinary entomology 20010601
Odorants as cell-type specific activators of a heat shock response in the rat olfactory mucosa. The Journal of comparative neurology 20010416
Bioactivation of toxicants by cytochrome p450-mediated dehydrogenation mechanisms. Advances in experimental medicine and biology 20010101
Temporal aspects related to the perception of skatole and androstenone, the major boar odour compounds. Meat science 20010101

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