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2591-98-2 | 1H-Indole-3-acetaldehyde
CAS No: 2591-98-2 Catalog No: AG002R02 MDL No:MFCD00056920
Product Description
Catalog Number:
AG002R02
Chemical Name:
1H-Indole-3-acetaldehyde
CAS Number:
2591-98-2
Molecular Formula:
C10H9NO
Molecular Weight:
159.1846
MDL Number:
MFCD00056920
IUPAC Name:
2-(1H-indol-3-yl)acetaldehyde
InChI:
InChI=1S/C10H9NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2
InChI Key:
WHOOUMGHGSPMGR-UHFFFAOYSA-N
SMILES:
O=CCc1c[nH]c2c1cccc2
Properties
Complexity:
169
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
159.068g/mol
Formal Charge:
0
Heavy Atom Count:
12
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
159.188g/mol
Monoisotopic Mass:
159.068g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
32.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.3
Literature
| Title | Journal |
|---|---|
| Evidence for New Light-Independent Pathways for Generation of the Endogenous Aryl Hydrocarbon Receptor Agonist FICZ. | Chemical research in toxicology 20160119 |
| Indole-3-acetaldehyde from Rhodococcus sp. BFI 332 inhibits Escherichia coli O157:H7 biofilm formation. | Applied microbiology and biotechnology 20121101 |
| Metabolic biomarkers of prenatal alcohol exposure in human embryonic stem cell-derived neural lineages. | Alcoholism, clinical and experimental research 20120801 |
| Translatome and metabolome effects triggered by gibberellins during rosette growth in Arabidopsis. | Journal of experimental botany 20120401 |
| A convenient method for simultaneous quantification of multiple phytohormones and metabolites: application in study of rice-bacterium interaction. | Plant methods 20120101 |
| Enantioselective total synthesis of (+)-lysergic acid, (+)-lysergol, and (+)-isolysergol by palladium-catalyzed domino cyclization of allenes bearing amino and bromoindolyl groups. | The Journal of organic chemistry 20110401 |
| Comparative genomics and functional analysis of niche-specific adaptation in Pseudomonas putida. | FEMS microbiology reviews 20110301 |
| vanishing tassel2 encodes a grass-specific tryptophan aminotransferase required for vegetative and reproductive development in maize. | The Plant cell 20110201 |
| Insights into auxin signaling in plant-pathogen interactions. | Frontiers in plant science 20110101 |
| Reassessing the role of N-hydroxytryptamine in auxin biosynthesis. | Plant physiology 20101201 |
| Cold-adapted and rhizosphere-competent strain of Rahnella sp. with broad-spectrum plant growth-promotion potential. | Journal of microbiology and biotechnology 20101201 |
| L-Tryptophan catabolism by Rubrivivax benzoatilyticus JA2 occurs through indole 3-pyruvic acid pathway. | Biodegradation 20100901 |
| Transcriptional profiles of drought-responsive genes in modulating transcription signal transduction, and biochemical pathways in tomato. | Journal of experimental botany 20100801 |
| Sugar levels regulate tryptophan-dependent auxin biosynthesis in developing maize kernels. | Plant physiology 20100501 |
| Genome sequence of the plant growth promoting endophytic bacterium Enterobacter sp. 638. | PLoS genetics 20100501 |
| Complete genomic structure of the cultivated rice endophyte Azospirillum sp. B510. | DNA research : an international journal for rapid publication of reports on genes and genomes 20100201 |
| Auxin biosynthesis in pea: characterization of the tryptamine pathway. | Plant physiology 20091101 |
| Substrate specificity of human and yeast aldehyde dehydrogenases. | Chemico-biological interactions 20090316 |
| Trichoderma virens, a plant beneficial fungus, enhances biomass production and promotes lateral root growth through an auxin-dependent mechanism in Arabidopsis. | Plant physiology 20090301 |
| Expression profile analysis of early fruit development in iaaM-parthenocarpic tomato plants. | BMC research notes 20090101 |
| CgOpt1, a putative oligopeptide transporter from Colletotrichum gloeosporioides that is involved in responses to auxin and pathogenicity. | BMC microbiology 20090101 |
| Comprehensive transcriptome analysis of phytohormone biosynthesis and signaling genes in microspore/pollen and tapetum of rice. | Plant & cell physiology 20081001 |
| The paramutated SULFUREA locus of tomato is involved in auxin biosynthesis. | Journal of experimental botany 20081001 |
| An ipdC gene knock-out of Azospirillum brasilense strain SM and its implications on indole-3-acetic acid biosynthesis and plant growth promotion. | Antonie van Leeuwenhoek 20080501 |
| Indole-3-acetic acid (IAA) biosynthesis in the smut fungus Ustilago maydis and its relevance for increased IAA levels in infected tissue and host tumour formation. | Molecular plant pathology 20080501 |
| A genome survey of Moniliophthora perniciosa gives new insights into Witches' Broom Disease of cacao. | BMC genomics 20080101 |
| Orchid-associated bacteria produce indole-3-acetic acid, promote seed germination, and increase their microbial yield in response to exogenous auxin. | Archives of microbiology 20071201 |
| Products of the reaction of HOCl with tryptophan protect LDL from atherogenic modification. | Biochimie 20060701 |
| Auxin biosynthesis in maize. | Plant biology (Stuttgart, Germany) 20060501 |
| Intermediates and transition states in thiamin diphosphate-dependent decarboxylases. A kinetic and NMR study on wild-type indolepyruvate decarboxylase and variants using indolepyruvate, benzoylformate, and pyruvate as substrates. | Biochemistry 20050426 |
| Indole derivatives produced by the fungus Colletotrichum acutatum causing lime anthracnose and postbloom fruit drop of citrus. | FEMS microbiology letters 20030912 |
| Crystal structure of thiamindiphosphate-dependent indolepyruvate decarboxylase from Enterobacter cloacae, an enzyme involved in the biosynthesis of the plant hormone indole-3-acetic acid. | European journal of biochemistry 20030501 |
| Studies on structure-function relationships of indolepyruvate decarboxylase from Enterobacter cloacae, a key enzyme of the indole acetic acid pathway. | European journal of biochemistry 20030501 |
| The relative contribution of monoamine oxidase and cytochrome p450 isozymes to the metabolic deamination of the trace amine tryptamine. | The Journal of pharmacology and experimental therapeutics 20030201 |
| A novel bifunctional molybdo-enzyme catalyzing both decarboxylation of indolepyruvate and oxidation of indoleacetaldehyde from a thermoacidophilic archaeon, Sulfolobus sp. strain 7. | FEBS letters 20020116 |
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