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CAS Number: 487-89-8Picture of molecule3D/inchi
Other(deleted CASRN):246045-99-8
ECHA EINECS - REACH Pre-Reg:207-665-8
Nikkaji Web:J26.057F
Beilstein Number:0114117
XlogP3:1.70 (est)
Molecular Weight:145.16099000
Formula:C9 H7 N O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Physical Properties:
Food Chemicals Codex Listed: No
Melting Point: 196.50 °C. @ 760.00 mm Hg
Boiling Point: 339.10 °C. @ 760.00 mm Hg (est)
Flash Point: 332.00 °F. TCC ( 166.80 °C. ) (est)
logP (o/w): 1.680
Soluble in:
 water, 2927 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
Alfa Biotechnology
For experimental / research use only.
Indole-3-carboxaldehyde 98%
BOC Sciences
For experimental / research use only.
Indole-3-carboxaldehyde 95%
BST Tianjin Co.
For experimental / research use only.
EMD Millipore
For experimental / research use only.
Glentham Life Sciences
Matrix Scientific
For experimental / research use only.
1H-Indole-3-carbaldehyde, 97%
Santa Cruz Biotechnology
For experimental / research use only.
Sigma-Aldrich: Aldrich
For experimental / research use only.
Indole-3-carboxaldehyde 97%
For experimental / research use only.
Indole-3-carboxaldehyde >98.0%(GC)
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LDLo 600 mg/kg
Pharmaceutical Chemistry Journal Vol. 6, Pg. 33, 1972.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
pharmaceuticals / chemical synthisis
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):487-89-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10256
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
RTECS:NL5993600 for cas# 487-89-8
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10256
Pubchem (sid):134973154
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Metabolomics Database:Search
KEGG (GenomeNet):C08493
HMDB (The Human Metabolome Database):HMDB29737
Export Tariff Code:2933.99.8290
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 barley sprout
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 black gram
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 black gram sprout
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 brassica oleracea
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 brussel sprout shoot
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 cabbage shoot
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 cotton levant cotton
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 tomato plant
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beta-indolyl aldehyde


PubMed:A new oxathiolane from Enterobacter cloacae.
PubMed:[Chemical constituents from ethyl acetate extract of flower of Albizia julibrissin].
PubMed:[Chemical constituents from seeds of Brassica campestris].
PubMed:Antioxidative properties of ascorbigen in using multiple antioxidant assays.
PubMed:Indolylmethylene benzo[h]thiazolo[2,3-b]quinazolinones: synthesis, characterization and evaluation of anticancer and antimicrobial activities.
PubMed:[A new indole alkaloid from the stems of Brucea mollis].
PubMed:The Biosynthetic Pathway of Indole-3-Carbaldehyde and Indole-3-Carboxylic Acid Derivatives in Arabidopsis.
PubMed:Highly selective probe detects Cu2+ and endogenous NO gas in living cell.
PubMed:Synthesis of Dynole 34-2, Dynole 2-24 and Dyngo 4a for investigating dynamin GTPase.
PubMed:Synthesis of β-carboline-benzimidazole conjugates using lanthanum nitrate as a catalyst and their biological evaluation.
PubMed:Aniline is an inducer, and not a precursor, for indole derivatives in Rubrivivax benzoatilyticus JA2.
PubMed:Synthesis, molecular and crystal structure analysis of 1-(4-Methylbenzenesulfonyl)indole-3-carbaldehyde and DFT investigation of its rotational conformers.
PubMed:Targeting novel chemical and constitutive primed metabolites against Plectosphaerella cucumerina.
PubMed:Alkaloids from the mangrove-derived actinomycete Jishengella endophytica 161111.
PubMed:Indole conjugated silica and magnetic nanoparticles as inhibitors of HIF.
PubMed:A turn-on indole-based sensor for hydrogen sulfate ion.
PubMed:Synthesis and antimycobacterial activity of novel thiadiazolylhydrazones of 1-substituted indole-3-carboxaldehydes.
PubMed:Synthesis, antimycobacterial and anticancer activity of novel indole-based thiosemicarbazones.
PubMed:The synthesis and anticancer activity of analogs of the indole phytoalexins brassinin, 1-methoxyspirobrassinol methyl ether and cyclobrassinin.
PubMed:Tryptophan catabolites from microbiota engage aryl hydrocarbon receptor and balance mucosal reactivity via interleukin-22.
PubMed:Antimicrobial, crown gall tumor inhibitory and cytotoxicity assays of N-[(1-methyl-1H-indole-3-yl)methylene]amines synthesized by an improved protocol.
PubMed:Expression of Pisum sativum PsAO3 gene, which encodes an aldehyde oxidase utilizing abscisic aldehyde, is induced under progressively but not rapidly imposed drought stress.
PubMed:Seborrheic dermatitis: etiology, risk factors, and treatments: facts and controversies.
PubMed:White light generation by carbonyl based indole derivatives due to proton transfer: an efficient fluorescence sensor.
PubMed:Molecular structural, non-linear optical, second order perturbation and Fukui studies of Indole-3-Aldehyde using density functional calculations.
PubMed:A family of indoles regulate virulence and Shiga toxin production in pathogenic E. coli.
PubMed:Oxygen switch in visible-light photoredox catalysis: radical additions and cyclizations and unexpected C-C-bond cleavage reactions.
PubMed:Anti-inflammatory and antimicrobial activity of 4,5-dihydropyrimidine-5-carbonitrile derivatives: their synthesis and spectral elucidation.
PubMed:A new sesquiterpene from an endophytic Aspergillus versicolor strain.
PubMed:Isolation and identification of secondary metabolites of Clitocybe nuda responsible for inhibition of zoospore germination of Phytophthora capsici.
PubMed:Synthesis and characterization of some new complexes of Cu(II), Ni(II) and V(IV) with Schiff base derived from indole-3-carboxaldehyde. Biological activity on prokaryotes and eukaryotes.
PubMed:Update of spectroscopic data for 4-hydroxydictyolactone and dictyol E isolated from a Halimeda stuposa - Dictyota sp. assemblage.
PubMed:Synthesis of 5-alkylated barbituric acids and 3-alkylated indoles via microwave-assisted three-component reactions in solvent-free conditions using Hantzsch 1,4-dihydropyridines as reducing agents.
PubMed:Conjugation of a 3-(1H-phenanthro[9,10-d]imidazol-2-yl)-1H-indole intercalator to a triplex oligonucleotide and to a three-way junction.
PubMed:Novel bis(indolyl)hydrazide-hydrazones as potent cytotoxic agents.
PubMed:Solvent-free, microwave assisted Knoevenagel condensation of novel 2,5-disubstituted indole analogues and their biological evaluation.
PubMed:Trichoderma-induced plant immunity likely involves both hormonal- and camalexin-dependent mechanisms in Arabidopsis thaliana and confers resistance against necrotrophic fungi Botrytis cinerea.
PubMed:Interaction of cruciferous phytoanticipins with plant fungal pathogens: indole glucosinolates are not metabolized but the corresponding desulfo-derivatives and nitriles are.
PubMed:The activity pattern and gene expression profile of aldehyde oxidase during the development of Pisum sativum seeds.
PubMed:A new cytotoxic indole-3-ethenamide from the halotolerant fungus Aspergillus sclerotiorum PT06-1.
PubMed:Motile zoospores of Batrachochytrium dendrobatidis move away from antifungal metabolites produced by amphibian skin bacteria.
PubMed:LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli.
PubMed:The Arabidopsis phi class glutathione transferase AtGSTF2: binding and regulation by biologically active heterocyclic ligands.
PubMed:[Approaches to raising efficacy of treatment of patients with chronic prostatitis associated with intracellular infections].
PubMed:Brassinin oxidase mediated transformation of the phytoalexin brassinin: structure of the elusive co-product, deuterium isotope effect and stereoselectivity.
PubMed:The synthesis and spectral properties of a stimuli-responsive D-π-A charge transfer dye.
PubMed:Structure and biological evaluation of novel cytotoxic sterol glycosides from the marine red alga Peyssonnelia sp.
PubMed:Production of indole-3-acetic acid and related indole derivatives from L-tryptophan by Rubrivivax benzoatilyticus JA2.
PubMed:Aniline-induced tryptophan production and identification of indole derivatives from three purple bacteria.
PubMed:Electrochemical behavior of indole-3-carboxaldehyde izonicotinoyl hydrazones: discussion on possible biological behavior.
PubMed:Synthesis, Antiinflammatory and Antibacterial Activity of Novel Indolyl-isoxazoles.
PubMed:Secondary metabolites of Volvariella bombycina and their inhibitory effects on melanogenesis.
PubMed:Identification of antibacterial and antifungal pharmacophore sites for potent bacteria and fungi inhibition: indolenyl sulfonamide derivatives.
PubMed:Syntheses and evaluation of the antioxidant activity of acitretin analogs with amide bond(s) in the polyene spacer.
PubMed:A chromanone alkaloid from Derris ovalifolia stem.
PubMed:An efficient one-step synthesis of heterobiaryl pyrazolo[3,4-b]pyridines via indole ring opening.
PubMed:Discovery of novel antileishmanial agents in an attempt to synthesize pentamidine-aplysinopsin hybrid molecule.
PubMed:The multifunctional enzyme CYP71B15 (PHYTOALEXIN DEFICIENT3) converts cysteine-indole-3-acetonitrile to camalexin in the indole-3-acetonitrile metabolic network of Arabidopsis thaliana.
PubMed:Four new compounds from Paeonia albiflora.
PubMed:Synthesis and assessment of 99mTc chelate-conjugated alendronate for development of specific radiopharmaceuticals.
PubMed:Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl]-1H-indole-3-carboxaldehyde (oncrasin-1).
PubMed:A combined experimental and theoretical study of the polar [3 + 2] cycloaddition of electrophilically activated carbonyl ylides with aldehydes and imines.
PubMed:Iotrochotamides I and II: new ceramides from the Indonesian sponge Iotrochota purpurea.
PubMed:Investigation of antimicrobial activities of indole-3-aldehyde hydrazide/hydrazone derivatives.
PubMed:Amphibian chemical defense: antifungal metabolites of the microsymbiont Janthinobacterium lividum on the salamander Plethodon cinereus.
PubMed:Antibacterial and Antifungal Studies on Some Schiff Base Complexes of Zinc(II).
PubMed:Synthesis of novel indolyl-pyrimidine antiinflammatory, antioxidant and antibacterial agents.
PubMed:New Pd(II) complexes of the synthesized 1-N-substituted thiosemicarbazones of 3-indole carboxaldehyde: characterization and antiamoebic assessment against E. histolytica.
PubMed:AhR ligands, malassezin, and indolo[3,2-b]carbazole are selectively produced by Malassezia furfur strains isolated from seborrheic dermatitis.
PubMed:trans-Bis(1H-indole-3-carbaldehyde thio-semicarbazonato-κN,S)nickel(II).
PubMed:1H-Indole-3-carbaldehyde thio-semi-carbazone.
PubMed:5-Bromo-1H-indole-3-carbaldehyde thio-semicarbazone.
PubMed:1H-Indole-3-carbaldehyde azine.
PubMed:Compounds from Wedelia chinensis synergistically suppress androgen activity and growth in prostate cancer cells.
PubMed:[Chemical constituents from aerial parts of Plumbago zeylanica Linn].
PubMed:Synthesis, characterization and biological activity of Schiff base analogues of indole-3-carboxaldehyde.
PubMed:Synthesis, characterization and antiamoebic activity of new indole-3-carboxaldehyde thiosemicarbazones and their Pd(II) complexes.
PubMed:Amorphane sesquiterpenes from a marine Streptomyces sp.
PubMed:Synthesis and novel fluorescence phenomenon of terbium complex with a new Schiff base ligand derived from condensation of triaminotriethylamine and 3-indolemethanal.
PubMed:Toward the control of Leptosphaeria maculans: design, syntheses, biological activity, and metabolism of potential detoxification inhibitors of the crucifer phytoalexin brassinin.
PubMed:Synthesis, anti-inflammatory and analgesic activity evaluation of some amidine and hydrazone derivatives.
PubMed:Copper complexes of imidazole-2-, pyrrole-2- and indol-3-carbaldehyde thiosemicarbazones: inhibitory activity against fungi and bacteria.
PubMed:Characterization of the oxidase activity in mammalian catalase.
PubMed:Isolation of three new naturally occurring compounds from the culture of Micromonospora sp. P1068.
PubMed:Molecular characterization of the gallate dioxygenase from Pseudomonas putida KT2440. The prototype of a new subgroup of extradiol dioxygenases.
PubMed:Aldehyde oxidase (AO) in the root nodules of Lupinus albus and Medicago truncatula: identification of AO in meristematic and infection zones.
PubMed:Hymeniacidon perleve associated bioactive bacterium pseudomonas sp. NJ6-3-1.
PubMed:(Z)-3-(1H-Indol-3-yl)-2-(3-thienyl)acrylonitrile and (Z)-3-[1-(4-tert-butylbenzyl)-1H-indol-3-yl]-2-(3-thienyl)acrylonitrile.
PubMed:[Synthesis of 1-indole substituted beta-carboline alkaloid and its derivatives and evaluation of their preliminary antitumor activities].
PubMed:Pharmacokinetics and tissue disposition of indole-3-carbinol and its acid condensation products after oral administration to mice.
PubMed:Universally occurring phenylpropanoid and species-specific indolic metabolites in infected and uninfected Arabidopsis thaliana roots and leaves.
PubMed:Alkaloids from the fungus Lactarius subplinthogalus.
PubMed:Complete and remarkable reversal of chemoselectivity in [4 + 2] cycloadditions involving electron-poor indoles as dienophiles. Diels-Alder versus hetero-Diels-Alder processes.
PubMed:Synthesis of annulated gamma-carbolines and heteropolycycles by the palladium-catalyzed intramolecular annulation of alkynes.
PubMed:Three new jatrophane-type diterpenes from Euphorbia pubescens.
PubMed:Antimalarial agents from plants. III. Trichothecenes from Ficus fistulosa and Rhaphidophora decursiva.
PubMed:Isolation and identification of lateral bud growth inhibitor, indole-3-aldehyde, involved in apical dominance of pea seedlings.
PubMed:Four new bromotryptamine derivatives from the marine bryozoan Flustra foliacea.
PubMed:Peroxynitrite scavenging activities of aromatic compounds isolated from Konnyaku, Amorphophallus konjac K.Koch.
PubMed:1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp.
PubMed:Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip.
PubMed:An efficient synthesis of 4-(phenylsulfonyl)-4H-furo[3,4-b]indoles.
PubMed:Fate of indole-3-carbinol in cultured human breast tumor cells.
PubMed:Malassezin--A novel agonist of the arylhydrocarbon receptor from the yeast Malassezia furfur.
PubMed:Structure-activity relationship for bromoindole carbaldehydes: effects on the sea urchin embryo cell cycle.
PubMed:Metabolism of tyrosine and tryptophan--new genes for old pathways.
PubMed:Participation of the photosensitizer alpha-terthienyl in the peroxidase-catalyzed oxidation of indole-3-acetic acid.
PubMed:[Development of synthetic methods for 4-substituted indoles and their applications for the syntheses of natural products].
PubMed:Functional expression of two Arabidopsis aldehyde oxidases in the yeast Pichia pastoris.
PubMed:Determination of monoamine oxidase activity by HPLC with fluorimetric detection.
PubMed:Identification of skatolyl hydroperoxide and its role in the peroxidase-catalysed oxidation of indol-3-yl acetic acid.
PubMed:Higher activity of an aldehyde oxidase in the auxin-overproducing superroot1 mutant of Arabidopsis thaliana.
PubMed:Indolyl nicotinic hydrazides and their neurological studies.
PubMed:New indole derivatives with free radical scavenging activity from Agrocybe cylindracea.
PubMed:Metabolism studies of indole derivatives using a staurosporine producer, Streptomyces staurosporeus.
PubMed:Indole-3-carbinol as a scavenger of free radicals.
PubMed:Purification and Properties of Flavin- and Molybdenum-Containing Aldehyde Oxidase from Coleoptiles of Maize.
PubMed:Studies on the synthesis and structure-activity relationships of 5-(3'-indolal)-2-thiohydantoin derivatives as aldose reductase enzyme inhibitors.
PubMed:Spectroscopic studies of cutaneous photosensitizing agents. XVIII. Indomethacin.
PubMed:Effects of indole-3-carbinol on biotransformation enzymes in the rat: in vivo changes in liver and small intestinal mucosa in comparison with primary hepatocyte cultures.
PubMed:Mutagen formation on nitrite treatment of indole compounds derived from indole-glucosinolate.
PubMed:Several known indole compounds are not important precursors of direct mutagenic N-nitroso compounds in green cabbage.
PubMed:Induction of estradiol metabolism by dietary indole-3-carbinol in humans.
PubMed:Different lethal effects by enzyme-generated triplet indole-3-aldehyde in different Escherichia coli strains.
PubMed:Indoles in edible members of the Cruciferae.
PubMed:Identification of minor nitrosation products of the alkaloid gramine by mass spectrometry.
PubMed:Auxin production by plant-pathogenic pseudomonads and xanthomonads.
PubMed:Endogenous indoles and the biosynthesis and metabolism of indole-3-acetic acid in cultures of Rhizobium phaseoli.
PubMed:Structure-activity relationships of dietary indoles: a proposed mechanism of action as modifiers of xenobiotic metabolism.
PubMed:4-Methoxyindole derivatives as nitrosable precursors of mutagens in Chinese cabbage.
PubMed:Activation of urocanase from Pseudomonas putida by electronically excited triplet species.
PubMed:The effect of indole-3-carbinol, an aflatoxin B1 hepatocarcinoma inhibitor, and other indole analogs on the rainbow trout hepatic mixed function oxidase system.
PubMed:Effects of enzyme/substrate ratio and of cofactors on the oxidation products of indole-3-acetic acid catalyzed by peroxidase.
PubMed:The metabolism of tryptophan and 7-chlorotryptophan in Pseudomonas pyrrocinia and Pseudomonas aureofaciens.
PubMed:Peroxidase-generated triplet indole-3-aldehyde adds to uridine bases and excites the 4-thiouridine group in t-RNAPhe.
PubMed:Metabolism of Tryptophan, Indole-3-acetic Acid, and Related Compounds in Parasitic Plants from the Genus Orobanche.
PubMed:Antiviral compounds. XVII - Synthesis and in vitro antiviral activity of 1-substituted 2-chloro- and 2-methoxyindole-3-carboxaldehyde thiosemicarbazones.
PubMed:Excited indole-3-aldehyde from the peroxidase-catalyzed aerobic oxidation of indole-3-acetic acid. Reaction with and energy transfer to transfer ribonucleic acid.
PubMed:Tryptophan side chain oxidase from Pseudomonas. Oxidation of skatole to indole-3-carboxaldehyde via indole-3-methanol.
PubMed:Purification of indolyl-3-alkane alpha-hydroxylase by affinity chromatography on indolyl-agarose columns.
PubMed:New indolic hypotensive agents.
PubMed:Inactivity of Oxidation Products of Indole-3-acetic Acid on Ethylene Production in Mung Bean Hypocotyls.
PubMed:Cucumber seedling indoleacetaldehyde oxidase.
PubMed:Antibiotic metabolites from a marine pseudomonad.
PubMed:Indolic tryptophan metabolism in uraemia.
PubMed:Identification of plant hormones from cotton ovules.
PubMed:Isolation and identification of indole-3-carboxaldehyde: a major new urinary metabolite of D-tryptophan.
PubMed:[Transport of [(14)C] auxin from young pods of Vicia faba L].
PubMed:Indole-3-methanol-a metabolite of indole-3-acetic acid in pea seedlings.
PubMed:Peroxidase-catalyzed formation of indole-3-carbaldehyde and 4-hydroxyquinoline from indole-3-acetaldehyde.
PubMed:The transport and metabolism of (14)C-labelled indoleacetic acid in intact pea seedlings.
PubMed:[Occurrence and metabolism of auxin in multicellular algae of the baltic sea : II. On the formation of Indoleacetic acid from tryptophan, with regard to the influence of the marine bacteria].
PubMed:3-Methyleneoxindole reductase of peas.
PubMed:[Occurrence and metabolism of auxin in multicellular algae of the Baltic sea].
PubMed:[Studies on chemotherapeutics for Mycobacterium tuberculosis. XVII. Synthesis and antibacterial activity on Mycobacterium tuberculosis of indole-3-carboxaldehyde derivatives].
PubMed:[The degradation of tryptophan in Endomycopsis Vernalis and other yeasts].
PubMed:Enzymatic Formation of Indole-3-Carboxaldehyde from Indole-3-Acetic Acid.
PubMed:Formation of indole-3-aldehyde by indoleacetic oxidase.
PubMed:The synthesis of indole-3-aldehyde and its homologues.
metabolite of tryptophan. Found in barley and tomato seedlings and cotton
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