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Details

Stereochemistry ACHIRAL
Molecular Formula C11H9NO3
Molecular Weight 203.1941
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

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

SMILES

OC(=O)C(=O)CC1=CNC2=C1C=CC=C2

InChI

InChIKey=RSTKLPZEZYGQPY-UHFFFAOYSA-N
InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
[Aerobic methylobacteria are capable of synthesizing auxins].
2001 Jul-Aug
Evidence for the presence of DNA-binding proteins involved in regulation of the gene expression of indole-3-pyruvic acid decarboxylase, a key enzyme in indole-3-acetic acid biosynthesis in Azospirillum lipoferum FS.
2001 May
Evidence for production of the phytohormone indole-3-acetic acid by cyanobacteria.
2002 Jun
Formation of kynurenic and xanthurenic acids from kynurenine and 3-hydroxykynurenine in the dinoflagellate Lingulodinium polyedrum: role of a novel, oxidative pathway.
2002 Nov
The enol tautomer of indole-3-pyruvic acid as a biological switch in stress responses.
2003
Neurokynurenines (NEKY) as common neurochemical links of stress and anxiety.
2003
IAR4, a gene required for auxin conjugate sensitivity in Arabidopsis, encodes a pyruvate dehydrogenase E1alpha homolog.
2004 Jun
Biochemical and molecular characterization of alpha-ketoisovalerate decarboxylase, an enzyme involved in the formation of aldehydes from amino acids by Lactococcus lactis.
2004 Sep 15
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.
2005 Apr 26
Enzymatic generation of the chromopyrrolic acid scaffold of rebeccamycin by the tandem action of RebO and RebD.
2005 Dec 6
Separation and determination of L-tryptophan and its metabolites by capillary micellar electrokinetic chromatography with amperometric detection.
2005 Feb
Aldehyde oxidase (AO) in the root nodules of Lupinus albus and Medicago truncatula: identification of AO in meristematic and infection zones.
2005 May
Many roads lead to "auxin": of nitrilases, synthases, and amidases.
2006 May
TAA1-mediated auxin biosynthesis is essential for hormone crosstalk and plant development.
2008 Apr 4
Rapid synthesis of auxin via a new tryptophan-dependent pathway is required for shade avoidance in plants.
2008 Apr 4
A new gene for auxin synthesis.
2008 Apr 4
A new path to auxin.
2008 Jun
Crystal structure of VioE, a key player in the construction of the molecular skeleton of violacein.
2008 Mar 7
Organization of the ipdC region regulates IAA levels in different Azospirillum brasilense strains: molecular and functional analysis of ipdC in strain SM.
2008 May
An ipdC gene knock-out of Azospirillum brasilense strain SM and its implications on indole-3-acetic acid biosynthesis and plant growth promotion.
2008 May
A genome survey of Moniliophthora perniciosa gives new insights into Witches' Broom Disease of cacao.
2008 Nov 18
Comprehensive transcriptome analysis of phytohormone biosynthesis and signaling genes in microspore/pollen and tapetum of rice.
2008 Oct
CgOpt1, a putative oligopeptide transporter from Colletotrichum gloeosporioides that is involved in responses to auxin and pathogenicity.
2009 Aug 21
Structural identification of Diindole agonists of the aryl hydrocarbon receptor derived from degradation of indole-3-pyruvic acid.
2009 Dec
Regulatory interactions between quorum-sensing, auxin, cytokinin, and the Hrp regulon in relation to gall formation and epiphytic fitness of Pantoea agglomerans pv. gypsophilae.
2009 Jul
High rates and substrate selectivities in water by polyvinylimidazoles as transaminase enzyme mimics with hydrophobically bound pyridoxamine derivatives as coenzyme mimics.
2009 Nov 4
Complete genome sequence of the sugarcane nitrogen-fixing endophyte Gluconacetobacter diazotrophicus Pal5.
2009 Sep 23
Rapid Isocratic Liquid Chromatographic Separation and Quantification of Tryptophan and Six kynurenine Metabolites in Biological Samples with Ultraviolet and Fluorimetric Detection.
2010
Cold-adapted and rhizosphere-competent strain of Rahnella sp. with broad-spectrum plant growth-promotion potential.
2010 Dec
Reassessing the role of N-hydroxytryptamine in auxin biosynthesis.
2010 Dec
Sugar levels regulate tryptophan-dependent auxin biosynthesis in developing maize kernels.
2010 May
Patents
Name Type Language
INDOLE-3-PYRUVIC ACID
Systematic Name English
1H-INDOLE-3-PROPANOIC ACID, ALPHA-OXO-
Common Name English
KETO TRYPTOPHAN
Systematic Name English
1H-INDOLE-3-PROPANOIC ACID, .ALPHA.-OXO
Systematic Name English
NSC-88874
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 226700
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
Code System Code Type Description
CAS
392-12-1
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID3042053
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-874-1
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY
NSC
88874
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY
PUBCHEM
803
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY
FDA UNII
4QM0LT13A8
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY
CHEBI
29750
Created by admin on Fri Dec 15 15:08:29 GMT 2023 , Edited by admin on Fri Dec 15 15:08:29 GMT 2023
PRIMARY