CHEBI:16031 - indole-3-acetamide

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ChEBI Name indole-3-acetamide
ChEBI ID CHEBI:16031
Definition A member of the class of indoles that is acetamide substituted by a 1H-indol-3-yl group at position 2. It is an intermediate in the production of plant hormone indole acetic acid (IAA).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46118, CHEBI:5904, CHEBI:14446, CHEBI:24800
Supplier Information
Download Molfile XML SDF
Formula C10H10N2O
Net Charge 0
Average Mass 174.19928
Monoisotopic Mass 174.079
InChI InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)
InChIKey ZOAMBXDOGPRZLP-UHFFFAOYSA-N
SMILES NC(=O)Cc1c[nH]c2ccccc12
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing indole-3-acetamide (CHEBI:16031) has functional parent acetamide (CHEBI:27856)
indole-3-acetamide (CHEBI:16031) has role bacterial metabolite (CHEBI:76969)
indole-3-acetamide (CHEBI:16031) has role fungal metabolite (CHEBI:76946)
indole-3-acetamide (CHEBI:16031) has role plant metabolite (CHEBI:76924)
indole-3-acetamide (CHEBI:16031) is a N-acylammonia (CHEBI:83628)
indole-3-acetamide (CHEBI:16031) is a indoles (CHEBI:24828)
indole-3-acetamide (CHEBI:16031) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
2-(1H-indol-3-yl)acetamide
Synonyms Sources
1H-indole-3-acetamide NIST Chemistry WebBook
3-indoleacetamide NIST Chemistry WebBook
Indole-3-acetamide KEGG COMPOUND
indole-3-acetamide UniProt
Indole-3-acetamide KEGG COMPOUND
indoleacetamide ChemIDplus
Database Links Databases
C00000108 KNApSAcK
C02693 KEGG COMPOUND
CPD-237 MetaCyc
HMDB29739 HMDB
TSR PDBeChem
View more database links
Registry Numbers Types Sources
143368 Reaxys Registry Number Reaxys
143368 Beilstein Registry Number Beilstein
879-37-8 CAS Registry Number KEGG COMPOUND
879-37-8 CAS Registry Number ChemIDplus
879-37-8 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
22079545 PubMed citation Europe PMC
22210218 PubMed citation Europe PMC
22447967 PubMed citation Europe PMC
23306880 PubMed citation Europe PMC
23521653 PubMed citation Europe PMC
24350783 PubMed citation Europe PMC
Last Modified
13 March 2017