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CHEBI:133527 - N-(indole-3-acetyl)phenylalanine

ChEBI IDCHEBI:133527
ChEBI NameN-(indole-3-acetyl)phenylalanine
Stars
ASCII NameN-(indole-3-acetyl)phenylalanine
DefinitionAn indoleacetic acid amide conjugate obtained by formal condensation of the carboxy group of indole-3-acetic acid with the amino group of phenylalanine.
Last Modified15 March 2017
SubmitterKeeva
DownloadsMolfile
FormulaC19H18N2O3
Net Charge0
Average Mass322.364
Monoisotopic Mass322.13174
SMILESO=C(Cc1cnc2ccccc12)NC(Cc1ccccc1)C(=O)O
InChIInChI=1S/C19H18N2O3/c22-18(11-14-12-20-16-9-5-4-8-15(14)16)21-17(19(23)24)10-13-6-2-1-3-7-13/h1-9,12,17,20H,10-11H2,(H,21,22)(H,23,24)
InChIKeyBUGQHORRADGONS-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) - MetaboLights (MTBLS129)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
N-(indole-3-acetyl)phenylalanine (CHEBI:133527) has functional parent indole-3-acetic acid (CHEBI:16411)
N-(indole-3-acetyl)phenylalanine (CHEBI:133527) has role plant metabolite (CHEBI:76924)
N-(indole-3-acetyl)phenylalanine (CHEBI:133527) is a indoleacetic acid amide conjugate (CHEBI:64632)
N-(indole-3-acetyl)phenylalanine (CHEBI:133527) is a phenylalanine derivative (CHEBI:25985)
IUPAC Name 
N-[(1H-indol-3-yl)acetyl]phenylalanine
Synonyms  Source
2-[2-(1H-indol-3-yl)acetamido]-3-phenylpropanoic acidIUPAC
IAA-PheMetaCyc
IAA-phenylalanineMetaCyc
indole-3-acetyl-phenylalanineMetaCyc
N-(indol-3-ylacetyl)phenylalanineChEBI
Manual XrefsDatabases
CPD-9582MetaCyc
Registry NumbersSources
Reaxys:442755Reaxys