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Details

Stereochemistry ACHIRAL
Molecular Formula C9H7NO2
Molecular Weight 161.1574
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDOLE-3-CARBOXYLIC ACID

SMILES

OC(=O)C1=CNC2=C1C=CC=C2

InChI

InChIKey=KMAKOBLIOCQGJP-UHFFFAOYSA-N
InChI=1S/C9H7NO2/c11-9(12)7-5-10-8-4-2-1-3-6(7)8/h1-5,10H,(H,11,12)

HIDE SMILES / InChI

Molecular Formula C9H7NO2
Molecular Weight 161.1574
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and anticancer activity of 5-(3-indolyl)-1,3,4-thiadiazoles.
2010-10
New cardenolides from the stem bark of Trewia nudiflora.
2010-09
Purification and biological evaluation of the metabolites produced by Streptomyces sp. TK-VL_333.
2010-06
Synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins.
2010-04-21
Stemphol galactoside, a new stemphol derivative isolated from the tropical endophytic fungus Gaeumannomyces amomi.
2010-04
Arabidopsis auxin mutants are compromised in systemic acquired resistance and exhibit aberrant accumulation of various indolic compounds.
2010-03
Regioselective oxidation of indole- and quinolinecarboxylic acids by cytochrome P450 CYP199A2.
2010-02
Metabolomic, transcriptional, hormonal, and signaling cross-talk in superroot2.
2010-01
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.
2009-11-25
Metabolites from endophytic fungus S20 of Cephalotaxus hainanensis.
2009-08
The multifunctional enzyme CYP71B15 (PHYTOALEXIN DEFICIENT3) converts cysteine-indole-3-acetonitrile to camalexin in the indole-3-acetonitrile metabolic network of Arabidopsis thaliana.
2009-06
Thiostrepton biosynthesis: prototype for a new family of bacteriocins.
2009-04-01
[Chemical constituents of Alisma orientalis and their immunosuppressive function].
2009-04
Evaluation of indole-based probes for high-throughput screening of drug binding to human serum albumin: Analysis by high-performance affinity chromatography.
2009-04
Electrospray ionization mass spectra of piperazimycins A and B and gamma-butyrolactones from a marine-derived Streptomyces sp.
2008-12
Synthesis of N-substituted indole-3-carboxylic acid derivatives via Cu(I)-catalyzed intramolecular amination of aryl bromides.
2008-06-06
Synthesis of indole-3-carboxylic acid derivatives by Pd(0)-catalyzed intramolecular alpha-arylation of beta-(2-iodoanilino) esters.
2008-03-21
Benhamycin, novel alkaloid from terrestrial Streptomyces sp.
2007-11
Enantioselective synthesis of (-)-cis-clavicipitic acid.
2007-10-12
SmI(2)-promoted radical addition reactions with N-(2-Indolylacyl)oxazolidinones: synthesis of bisindole compounds.
2007-05-25
Glycine conjugates in a lepidopteran insect herbivore--the metabolism of benzylglucosinolate in the cabbage white butterfly, Pieris rapae.
2006-12
Immobilization of tyrosinase on poly(indole-5-carboxylic acid) evidenced by electrochemical and spectroscopic methods.
2006-09
Production of a novel indole ester from 2-aminobenzoate by Rhodobacter sphaeroides OU5.
2005-02
Pharmacokinetics and tissue disposition of indole-3-carbinol and its acid condensation products after oral administration to mice.
2004-08-01
Universally occurring phenylpropanoid and species-specific indolic metabolites in infected and uninfected Arabidopsis thaliana roots and leaves.
2004-03
Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis.
2004-03
Biological evaluation of an antibiotic DC-81-indole conjugate agent in human melanoma cell lines.
2003-01
Lasting chemiluminescence of 3-indoleglyoxylyl chloride and its enhancement.
2003-01
Novel reversible indole-3-carboxylate decarboxylase catalyzing nonoxidative decarboxylation.
2002-11
In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.
2002-06
Fate of indole-3-carbinol in cultured human breast tumor cells.
2002-02
Antioxidant principles from Bauhinia tarapotensis.
2001-07
Cyclization strategies for the synthesis of macrocyclic bisindolylmaleimides.
2001-03-23
Basic profiles of organic acids in urine.
1990-01-26
The analysis of indolic tryptophan metabolites in human urine. Thin-layer chromatography and in situ quantitation.
1974-07-17
[Indolepatterns in the urine of liver patients].
1962-07-15
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:51:12 GMT 2025
Edited
by admin
on Mon Mar 31 19:51:12 GMT 2025
Record UNII
59711R38B0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INDOLE-3-CARBOXYLIC ACID
Systematic Name English
.BETA.-INDOLYLCARBOXYLIC ACID
Preferred Name English
3-INDOLYLCARBOXYLIC ACID
Systematic Name English
3-CARBOXYINDOLE
Systematic Name English
TROPISETRON HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
3-INDOLEFORMIC ACID
Systematic Name English
1H-INDOLE-3-CARBOXYLIC ACID
Systematic Name English
INDOLE-.BETA.-CARBOXYLIC ACID
Common Name English
Code System Code Type Description
CAS
771-50-6
Created by admin on Mon Mar 31 19:51:12 GMT 2025 , Edited by admin on Mon Mar 31 19:51:12 GMT 2025
PRIMARY
EPA CompTox
DTXSID50227886
Created by admin on Mon Mar 31 19:51:12 GMT 2025 , Edited by admin on Mon Mar 31 19:51:12 GMT 2025
PRIMARY
PUBCHEM
69867
Created by admin on Mon Mar 31 19:51:12 GMT 2025 , Edited by admin on Mon Mar 31 19:51:12 GMT 2025
PRIMARY
CHEBI
24809
Created by admin on Mon Mar 31 19:51:12 GMT 2025 , Edited by admin on Mon Mar 31 19:51:12 GMT 2025
PRIMARY
ECHA (EC/EINECS)
212-231-6
Created by admin on Mon Mar 31 19:51:12 GMT 2025 , Edited by admin on Mon Mar 31 19:51:12 GMT 2025
PRIMARY
FDA UNII
59711R38B0
Created by admin on Mon Mar 31 19:51:12 GMT 2025 , Edited by admin on Mon Mar 31 19:51:12 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP