Home Indole and Oxindoles 771-51-7
771-51-7,MFCD00005628
Catalog No.:AA008NT7

771-51-7 | 3-Indoleacetonitrile

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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA008NT7
Chemical Name:
3-Indoleacetonitrile
CAS Number:
771-51-7
Molecular Formula:
C10H8N2
Molecular Weight:
156.1839
MDL Number:
MFCD00005628
SMILES:
N#CCc1c[nH]c2c1cccc2
NSC Number:
523272
Properties
Computed Properties
 
Complexity:
203  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.6  

Literature

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Journal: Plant physiology 20150701

Title: ATAF2, a NAC transcription factor, binds to the promoter and regulates NIT2 gene expression involved in auxin biosynthesis.

Journal: Molecules and cells 20120930

Title: The bacterial signalling molecule indole attenuates the virulence of the fungal pathogen Candida albicans.

Journal: Journal of applied microbiology 20120901

Title: Arabidopsis acetyl-amido synthetase GH3.5 involvement in camalexin biosynthesis through conjugation of indole-3-carboxylic acid and cysteine and upregulation of camalexin biosynthesis genes.

Journal: Journal of integrative plant biology 20120701

Title: Alkaloids from the root of Isatis indigotica.

Journal: Journal of natural products 20120622

Title: Effect of the pasteurization process on the contents of ascorbigen, indole-3-carbinol, indole-3-acetonitrile, and 3,3'-diindolylmethane in fermented cabbage.

Journal: Journal of agricultural and food chemistry 20120411

Title: Induction of glandular stomach cancers in Helicobacter pylori-infected Mongolian gerbils by 1-nitrosoindole-3-acetonitrile.

Journal: International journal of cancer 20120115

Title: Diindolylmethane suppresses ovarian cancer growth and potentiates the effect of cisplatin in tumor mouse model by targeting signal transducer and activator of transcription 3 (STAT3).

Journal: BMC medicine 20120101

Title: Turning the 'mustard oil bomb' into a 'cyanide bomb': aromatic glucosinolate metabolism in a specialist insect herbivore.

Journal: PloS one 20120101

Title: Interaction of cruciferous phytoanticipins with plant fungal pathogens: indole glucosinolates are not metabolized but the corresponding desulfo-derivatives and nitriles are.

Journal: Phytochemistry 20111201

Title: Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators.

Journal: Journal of medicinal chemistry 20110811

Title: Genome of Herbaspirillum seropedicae strain SmR1, a specialized diazotrophic endophyte of tropical grasses.

Journal: PLoS genetics 20110501

Title: Production of indole-3-acetic acid and related indole derivatives from L-tryptophan by Rubrivivax benzoatilyticus JA2.

Journal: Applied microbiology and biotechnology 20110201

Title: vanishing tassel2 encodes a grass-specific tryptophan aminotransferase required for vegetative and reproductive development in maize.

Journal: The Plant cell 20110201

Title: 3-indolylacetonitrile decreases Escherichia coli O157:H7 biofilm formation and Pseudomonas aeruginosa virulence.

Journal: Environmental microbiology 20110101

Title: Redirection of tryptophan metabolism in tobacco by ectopic expression of an Arabidopsis indolic glucosinolate biosynthetic gene.

Journal: Phytochemistry 20110101

Title: Glutathione-indole-3-acetonitrile is required for camalexin biosynthesis in Arabidopsis thaliana.

Journal: The Plant cell 20110101

Title: Indole and 3-indolylacetonitrile inhibit spore maturation in Paenibacillus alvei.

Journal: BMC microbiology 20110101

Title: Alkamides activate jasmonic acid biosynthesis and signaling pathways and confer resistance to Botrytis cinerea in Arabidopsis thaliana.

Journal: PloS one 20110101

Title: Genomes and virulence factors of novel bacterial pathogens causing bleaching disease in the marine red alga Delisea pulchra.

Journal: PloS one 20110101

Title: Indole compounds in some culinary-medicinal higher basidiomycetes from Poland.

Journal: International journal of medicinal mushrooms 20110101

Title: Insights into auxin signaling in plant-pathogen interactions.

Journal: Frontiers in plant science 20110101

Title: Indolyl-3-acetaldoxime dehydratase from the phytopathogenic fungus Sclerotinia sclerotiorum: purification, characterization, and substrate specificity.

Journal: Phytochemistry 20101201

Title: Cold-adapted and rhizosphere-competent strain of Rahnella sp. with broad-spectrum plant growth-promotion potential.

Journal: Journal of microbiology and biotechnology 20101201

Title: Cytokinin regulation of auxin synthesis in Arabidopsis involves a homeostatic feedback loop regulated via auxin and cytokinin signal transduction.

Journal: The Plant cell 20100901

Title: Comprehensive feature analysis for sample classification with comprehensive two-dimensional LC.

Journal: Journal of separation science 20100601

Title: Cytosolic action of phytochelatin synthase.

Journal: Plant physiology 20100501

Title: Deficiencies in jasmonate-mediated plant defense reveal quantitative variation in Botrytis cinerea pathogenesis.

Journal: PLoS pathogens 20100401

Title: The RON1/FRY1/SAL1 gene is required for leaf morphogenesis and venation patterning in Arabidopsis.

Journal: Plant physiology 20100301

Title: Arabidopsis auxin mutants are compromised in systemic acquired resistance and exhibit aberrant accumulation of various indolic compounds.

Journal: Plant physiology 20100301

Title: Innate immune responses activated in Arabidopsis roots by microbe-associated molecular patterns.

Journal: The Plant cell 20100301

Title: Mild salinity stimulates a stress-induced morphogenic response in Arabidopsis thaliana roots.

Journal: Journal of experimental botany 20100101

Title: Metabolomic, transcriptional, hormonal, and signaling cross-talk in superroot2.

Journal: Molecular plant 20100101

Title: Microevolutionary dynamics of a macroevolutionary key innovation in a Lepidopteran herbivore.

Journal: BMC evolutionary biology 20100101

Title: Synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins.

Journal: Marine drugs 20100101

Title: Potassium deficiency induces the biosynthesis of oxylipins and glucosinolates in Arabidopsis thaliana.

Journal: BMC plant biology 20100101

Title: Auxin biosynthesis in pea: characterization of the tryptamine pathway.

Journal: Plant physiology 20091101

Title: Pseudomonas syringae pv. syringae B728a hydrolyses indole-3-acetonitrile to the plant hormone indole-3-acetic acid.

Journal: Molecular plant pathology 20091101

Title: Anti-aphrodisiac compounds of male butterflies increase the risk of egg parasitoid attack by inducing plant synomone production.

Journal: Journal of chemical ecology 20091101

Title: Fast growth increases the selective advantage of a mutation arising recurrently during evolution under metal limitation.

Journal: PLoS genetics 20090901

Title: The antimicrobial effects of glucosinolates and their respective enzymatic hydrolysis products on bacteria isolated from the human intestinal tract.

Journal: Journal of applied microbiology 20090601

Title: The multifunctional enzyme CYP71B15 (PHYTOALEXIN DEFICIENT3) converts cysteine-indole-3-acetonitrile to camalexin in the indole-3-acetonitrile metabolic network of Arabidopsis thaliana.

Journal: The Plant cell 20090601

Title: Effect of boiling on the content of ascorbigen, indole-3-carbinol, indole-3-acetonitrile, and 3,3'-diindolylmethane in fermented cabbage.

Journal: Journal of agricultural and food chemistry 20090325

Title: Glucosinolate metabolites required for an Arabidopsis innate immune response.

Journal: Science (New York, N.Y.) 20090102

Title: Sugarcane genes associated with sucrose content.

Journal: BMC genomics 20090101

Title: Evolution of camalexin and structurally related indolic compounds.

Journal: Phytochemistry 20090101

Title: Complete genome sequence of the sugarcane nitrogen-fixing endophyte Gluconacetobacter diazotrophicus Pal5.

Journal: BMC genomics 20090101

Title: Sinapis phylogeny and evolution of glucosinolates and specific nitrile degrading enzymes.

Journal: Phytochemistry 20081201

Title: Primary or secondary? Versatile nitrilases in plant metabolism.

Journal: Phytochemistry 20081101

Title: Comprehensive transcriptome analysis of phytohormone biosynthesis and signaling genes in microspore/pollen and tapetum of rice.

Journal: Plant & cell physiology 20081001

Title: Genetic networks controlling structural outcome of glucosinolate activation across development.

Journal: PLoS genetics 20081001

Title: Indole-3-acetonitrile production from indole glucosinolates deters oviposition by Pieris rapae.

Journal: Plant physiology 20080301

Title: ESP and ESM1 mediate indol-3-acetonitrile production from indol-3-ylmethyl glucosinolate in Arabidopsis.

Journal: Phytochemistry 20080201

Title: A genome survey of Moniliophthora perniciosa gives new insights into Witches' Broom Disease of cacao.

Journal: BMC genomics 20080101

Title: Highly sensitive feature detection for high resolution LC/MS.

Journal: BMC bioinformatics 20080101

Title: Characterisation of the substrate specificity of the nitrile hydrolyzing system of the acidotolerant black yeast Exophiala oligosperma R1.

Journal: Studies in mycology 20080101

Title: Unsupervised meta-analysis on diverse gene expression datasets allows insight into gene function and regulation.

Journal: Bioinformatics and biology insights 20080101

Title: Molecular cloning of Brassica rapa nitrilases and their expression during clubroot development.

Journal: Molecular plant pathology 20070901

Title: Arabidopsis cytochrome P450 monooxygenase 71A13 catalyzes the conversion of indole-3-acetaldoxime in camalexin synthesis.

Journal: The Plant cell 20070601

Title: Evaluation of matrix effects in metabolite profiling based on capillary liquid chromatography electrospray ionization quadrupole time-of-flight mass spectrometry.

Journal: Analytical chemistry 20070215

Title: Tissue-specific mRNA expression profiling in grape berry tissues.

Journal: BMC genomics 20070101

Title: Maize nitrilases have a dual role in auxin homeostasis and beta-cyanoalanine hydrolysis.

Journal: Journal of experimental botany 20070101

Title: Abstracts of papers presented at the 2007 pittsburgh conference.

Journal: Journal of automated methods & management in chemistry 20070101

Title: Expanding the scope of Mn(OAc)3-mediated cyclizations: synthesis of the tetracyclic core of tronocarpine.

Journal: Organic letters 20060928

Title: Auxin biosynthesis in maize.

Journal: Plant biology (Stuttgart, Germany) 20060501

Title: Prediction of genotoxicity of chemical compounds by statistical learning methods.

Journal: Chemical research in toxicology 20050601

Title: Imaging plant cell death: GFP-Nit1 aggregation marks an early step of wound and herbicide induced cell death.

Journal: BMC plant biology 20050101

Title: Phytotoxin production and phytoalexin elicitation by the phytopathogenic fungus Sclerotinia sclerotiorum.

Journal: Journal of chemical ecology 20041101

Title: Partial purification of an enzyme hydrolyzing indole-3-acetamide from rice cells.

Journal: Journal of plant research 20040601

Title: The Nitrilase ZmNIT2 converts indole-3-acetonitrile to indole-3-acetic acid.

Journal: Plant physiology 20031001

Title: Probing crucial metabolic pathways in fungal pathogens of crucifers: biotransformation of indole-3-acetaldoxime, 4-hydroxyphenylacetaldoxime, and their metabolites.

Journal: Bioorganic & medicinal chemistry 20030717

Title: Trp-dependent auxin biosynthesis in Arabidopsis: involvement of cytochrome P450s CYP79B2 and CYP79B3.

Journal: Genes & development 20021201

Title: Occurrence and formation of indole-3-acetamide in Arabidopsis thaliana.

Journal: Planta 20021101

Title: A role for nitrilase 3 in the regulation of root morphology in sulphur-starving Arabidopsis thaliana.

Journal: The Plant journal : for cell and molecular biology 20020401

Title: Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip.

Journal: Phytochemistry 20020301

Title: Characterization and synthetic applications of recombinant AtNIT1 from Arabidopsis thaliana.

Journal: European journal of biochemistry 20020101

Title: Enzymatic characterization of the recombinant Arabidopsis thaliana nitrilase subfamily encoded by the NIT2/NIT1/NIT3-gene cluster.

Journal: Planta 20010301

Title: Bus, a bushy Arabidopsis CYP79F1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates.

Journal: The Plant cell 20010201

Title: The nitrilase superfamily: classification, structure and function.

Journal: Genome biology 20010101

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