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771-50-6,MFCD00005624
Catalog No.:AA0033NL

771-50-6 | Indole-3-carboxylic acid

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100mg
98%
in stock  
$6.00   $4.00
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5g
95%
in stock  
$7.00   $5.00
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10g
98%
in stock  
$7.00   $5.00
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25g
98%
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$9.00   $7.00
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100g
98%
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$22.00   $15.00
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500g
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$105.00   $74.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0033NL
Chemical Name:
Indole-3-carboxylic acid
CAS Number:
771-50-6
Molecular Formula:
C9H7NO2
Molecular Weight:
161.1574
MDL Number:
MFCD00005624
SMILES:
OC(=O)c1c[nH]c2c1cccc2
Properties
Properties
 
BP:
419.6°C at 760 mmHg  
Form:
Solid  
MP:
232-240 °C  
Refractive Index:
1.5050 (estimate)  
Solubility:
Soluble in 95% Ethanol: 50 mg/ml, also soluble in methanol.  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
193  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
2  

Literature

Title: Metabolomic analysis of biochemical changes in the plasma and urine of collagen-induced arthritis in rats after treatment with Huang-Lian-Jie-Du-Tang.

Journal: Journal of ethnopharmacology 20140528

Title: A general method for palladium-catalyzed direct carbonylation of indole with alcohol and phenol.

Journal: Organic letters 20120817

Title: Protonated carbonic acid and reactive intermediates in the acidic decarboxylation of indolecarboxylic acids.

Journal: The Journal of organic chemistry 20120803

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: A new sesquiterpene from an endophytic Aspergillus versicolor strain.

Journal: Natural product communications 20120701

Title: Radical-mediated enzymatic methylation: a tale of two SAMS.

Journal: Accounts of chemical research 20120417

Title: A modular library of small molecule signals regulates social behaviors in Caenorhabditis elegans.

Journal: PLoS biology 20120101

Title: Dysfunction of organic anion transporting polypeptide 1a1 alters intestinal bacteria and bile acid metabolism in mice.

Journal: PloS one 20120101

Title: A metabolomic approach to the study of wine micro-oxygenation.

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: Conservation and clade-specific diversification of pathogen-inducible tryptophan and indole glucosinolate metabolism in Arabidopsis thaliana relatives.

Journal: The New phytologist 20111101

Title: LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli.

Journal: Journal of agricultural and food chemistry 20110810

Title: Melatonin and structurally similar compounds have differing effects on inflammation and mitochondrial function in endothelial cells under conditions mimicking sepsis.

Journal: British journal of anaesthesia 20110801

Title: Urinary metabonomics study of anti-depressive effect of Chaihu-Shu-Gan-San on an experimental model of depression induced by chronic variable stress in rats.

Journal: Journal of pharmaceutical and biomedical analysis 20110601

Title: Analgesic and antineuropathic drugs acting through central cholinergic mechanisms.

Journal: Recent patents on CNS drug discovery 20110501

Title: Cisplatin-induced emesis: systematic review and meta-analysis of the ferret model and the effects of 5-HT₃ receptor antagonists.

Journal: Cancer chemotherapy and pharmacology 20110301

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: Mechanism of inhibition of enveloped virus membrane fusion by the antiviral drug arbidol.

Journal: PloS one 20110101

Title: Synthesis and biological activity of N-acyl O-indolylalkyl ethanolamines.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Tryptophan oxidative metabolism catalyzed by geobacillus stearothermophilus: a thermophile isolated from kuwait soil contaminated with petroleum hydrocarbons.

Journal: International journal of tryptophan research : IJTR 20110101

Title: Effects of indole amides on lettuce and onion germination and growth.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20110101

Title: Synthesis and anticancer activity of 5-(3-indolyl)-1,3,4-thiadiazoles.

Journal: European journal of medicinal chemistry 20101001

Title: New cardenolides from the stem bark of Trewia nudiflora.

Journal: Fitoterapia 20100901

Title: Purification and biological evaluation of the metabolites produced by Streptomyces sp. TK-VL_333.

Journal: Research in microbiology 20100601

Title: Stemphol galactoside, a new stemphol derivative isolated from the tropical endophytic fungus Gaeumannomyces amomi.

Journal: Natural product communications 20100401

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

Journal: Plant physiology 20100301

Title: Regioselective oxidation of indole- and quinolinecarboxylic acids by cytochrome P450 CYP199A2.

Journal: Applied microbiology and biotechnology 20100201

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

Journal: Molecular plant 20100101

Title: Synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins.

Journal: Marine drugs 20100101

Title: Metabolites from endophytic fungus S20 of Cephalotaxus hainanensis.

Journal: Journal of Asian natural products research 20090801

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: Thiostrepton biosynthesis: prototype for a new family of bacteriocins.

Journal: Journal of the American Chemical Society 20090401

Title: Evaluation of indole-based probes for high-throughput screening of drug binding to human serum albumin: Analysis by high-performance affinity chromatography.

Journal: Journal of separation science 20090401

Title: [Chemical constituents of Alisma orientalis and their immunosuppressive function].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090401

Title: A rapid and sensitive method for the simultaneous analysis of aliphatic and polar molecules containing free carboxyl groups in plant extracts by LC-MS/MS.

Journal: Plant methods 20090101

Title: Electrospray ionization mass spectra of piperazimycins A and B and gamma-butyrolactones from a marine-derived Streptomyces sp.

Journal: The Journal of antibiotics 20081201

Title: Synthesis of N-substituted indole-3-carboxylic acid derivatives via Cu(I)-catalyzed intramolecular amination of aryl bromides.

Journal: The Journal of organic chemistry 20080606

Title: Synthesis of indole-3-carboxylic acid derivatives by Pd(0)-catalyzed intramolecular alpha-arylation of beta-(2-iodoanilino) esters.

Journal: The Journal of organic chemistry 20080321

Title: Benhamycin, novel alkaloid from terrestrial Streptomyces sp.

Journal: Natural product research 20071101

Title: Enantioselective synthesis of (-)-cis-clavicipitic acid.

Journal: The Journal of organic chemistry 20071012

Title: QSAR study on permeability of hydrophobic compounds with artificial membranes.

Journal: Bioorganic & medicinal chemistry 20070601

Title: SmI(2)-promoted radical addition reactions with N-(2-Indolylacyl)oxazolidinones: synthesis of bisindole compounds.

Journal: The Journal of organic chemistry 20070525

Title: Glycine conjugates in a lepidopteran insect herbivore--the metabolism of benzylglucosinolate in the cabbage white butterfly, Pieris rapae.

Journal: Chembiochem : a European journal of chemical biology 20061201

Title: Immobilization of tyrosinase on poly(indole-5-carboxylic acid) evidenced by electrochemical and spectroscopic methods.

Journal: Bioelectrochemistry (Amsterdam, Netherlands) 20060901

Title: Production of a novel indole ester from 2-aminobenzoate by Rhodobacter sphaeroides OU5.

Journal: Journal of industrial microbiology & biotechnology 20050201

Title: Pharmacokinetics and tissue disposition of indole-3-carbinol and its acid condensation products after oral administration to mice.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20040801

Title: Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis.

Journal: Chemical & pharmaceutical bulletin 20040301

Title: Universally occurring phenylpropanoid and species-specific indolic metabolites in infected and uninfected Arabidopsis thaliana roots and leaves.

Journal: Phytochemistry 20040301

Title: Lasting chemiluminescence of 3-indoleglyoxylyl chloride and its enhancement.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20030101

Title: Biological evaluation of an antibiotic DC-81-indole conjugate agent in human melanoma cell lines.

Journal: The Kaohsiung journal of medical sciences 20030101

Title: Novel reversible indole-3-carboxylate decarboxylase catalyzing nonoxidative decarboxylation.

Journal: Bioscience, biotechnology, and biochemistry 20021101

Title: In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.

Journal: General physiology and biophysics 20020601

Title: Fate of indole-3-carbinol in cultured human breast tumor cells.

Journal: Chemical research in toxicology 20020201

Title: Antioxidant principles from Bauhinia tarapotensis.

Journal: Journal of natural products 20010701

Title: Cyclization strategies for the synthesis of macrocyclic bisindolylmaleimides.

Journal: The Journal of organic chemistry 20010323

Title: Byrd DJ, et al. The analysis of indolic tryptophan metabolites in human urine. Thin-layer chromatography and in situ quantitation. J Chromatogr. 1974 Jul 17;94(0):85-106.

Title: HARTMANN F, et al. [Indolepatterns in the urine of liver patients Klin Wochenschr. 1962 Jul 15;40:721-9.

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