RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet IDRM0028464
RefMet name5-Methoxyindoleacetic acid
Systematic name2-(5-methoxy-1H-indol-3-yl)acetic acid
SynonymsPubChem Synonyms
Exact mass205.073894 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC11H11NO3View other entries in RefMet with this formula
Molecular descriptors
Molfile38467 (Download molfile/View MW Metabolite Database details)
InChIInChI=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)
InChIKeyCOCNDHOPIHDTHK-UHFFFAOYSA-NView other enantiomers/diastereomers of this metabolite in RefMet
SMILESCOc1ccc2c(c1)c(CC(=O)O)c[nH]2
Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super ClassAlkaloids
Main ClassTryptophan alkaloids
Sub ClassIndoleacetic acids
Distribution of 5-Methoxyindoleacetic acid in NMDR studies
SpeciesPlot Species distribution
Sample sourcePlot Sample source(tissue) distribution
StudiesNMDR Studies reporting 5-Methoxyindoleacetic acid
External Links
Pubchem CID18986
ChEBI ID28281
KEGG IDC05660
HMDB IDHMDB0004096
Chemspider ID17924
MetaCyc IDCPD-12020
Spectral data for 5-Methoxyindoleacetic acid standards
BMRB ID(NMR)View NMR spectra
NP-MRD ID(NMR)View NMR spectra
MassBank(EU)View MS spectra
Structural annotation level
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 5-Methoxyindoleacetic acid

Rxn IDKEGG ReactionEnzyme
R04905 S-Adenosyl-L-methionine + 5-Hydroxyindoleacetate <=> S-Adenosyl-L-homocysteine + 5-MethoxyindoleacetateS-Adenosyl-L-methionine:N-acetylserotonin O-methyltransferase

Table of KEGG human pathways containing 5-Methoxyindoleacetic acid

Pathway IDHuman Pathway# of reactions
hsa00380 Tryptophan metabolism 1
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