5-methoxyindole-3-acetic acid (CHEBI:28281)

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ChEBI Name	5-methoxyindole-3-acetic acid

ChEBI ID	CHEBI:28281

Definition	A member of the class of indole-3-acetic acids in which the hydrogen at position 5 of indole-3-acetic acid has been replaced by a methoxy group.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:2088, CHEBI:20600

Supplier Information	ChemicalBook:CB8243986, eMolecules:526933, ZINC000000057162

Download	Molfile XML SDF

Formula

C11H11NO3

Net Charge

Average Mass

205.210

Monoisotopic Mass

205.07389

InChI

InChI=1S/C11H11NO3/c1-15-8-2-3-10-9(5-8)7(6-12-10)4-11(13)14/h2-3,5-6,12H,4H2,1H3,(H,13,14)

InChIKey

COCNDHOPIHDTHK-UHFFFAOYSA-N

SMILES

O(C)C1=CC2=C(NC=C2CC(O)=O)C=C1

Metabolite of Species	Details
Rattus norvegicus (NCBI:txid10116)	See: PubMed
Brassica napus (NCBI:txid3708)	See: MetaboLights Study
Brassica napus (NCBI:txid3708)	See: PubMed
Oncorhynchus mykiss (NCBI:txid8022)	See: PubMed
Homo sapiens (NCBI:txid9606)	Found in saliva (UBERON:0001836). See: Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Homo sapiens (NCBI:txid9606)	Found in urine (BTO:0001419). See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Brassica napus metabolite Any plant metabolite that is produced by rapeseed (Brassica napus). human urinary metabolite Any metabolite (endogenous or exogenous) found in human urine samples. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. marine xenobiotic metabolite Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms. carcinogenic agent A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. rat metabolite Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).

ChEBI Ontology
Outgoing	5-methoxyindole-3-acetic acid (CHEBI:28281) has role Brassica napus metabolite (CHEBI:140165) 5-methoxyindole-3-acetic acid (CHEBI:28281) has role antibacterial agent (CHEBI:33282) 5-methoxyindole-3-acetic acid (CHEBI:28281) has role carcinogenic agent (CHEBI:50903) 5-methoxyindole-3-acetic acid (CHEBI:28281) has role human urinary metabolite (CHEBI:84087) 5-methoxyindole-3-acetic acid (CHEBI:28281) has role marine xenobiotic metabolite (CHEBI:83399) 5-methoxyindole-3-acetic acid (CHEBI:28281) has role rat metabolite (CHEBI:86264) 5-methoxyindole-3-acetic acid (CHEBI:28281) is a aromatic ether (CHEBI:35618) 5-methoxyindole-3-acetic acid (CHEBI:28281) is a indole-3-acetic acids (CHEBI:24803)

IUPAC Name

2-(5-methoxy-1H-indol-3-yl)acetic acid

Synonyms	Sources
2-(5-methoxy-1H-indol-3-yl)ethanoic acid	ChEBI
2-(5-methoxyindole-3-yl)acetic acid	ChEBI
5-Methoxyindol-3-ylacetic acid	HMDB
5-Methoxyindoleacetic acid	HMDB

Citations

Last Modified

14 March 2018