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Bovine Metabolome Database

Showing metabocard for 2-Indolecarboxylic acid (BMDB02285)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2006-05-22 15:17:46
Update Date 2009-05-13 16:30:13
Accession Number BMDB02285
Common Name 2-Indolecarboxylic acid
Description 2-Indolecarboxylic acid is a strong inhibitor of lipid peroxidation, similar to melatonin and some structurally related indole compounds. Lipid peroxidation with tert-butyl hydroperoxide is a source of free radicals (PMID 12236544) 2-Indolecarboxylic acid is a phenolic components known to exist in Korean ginseng (Koryo Insam Hakhoechi (1996), 20(3), 284-290) and brown rice (Han'guk Nonghwa Hakhoechi (1995), 38(5), 478-83).
  1. 1H-Indole-2-carboxylate
  2. 1H-Indole-2-carboxylic acid
  3. 2-Carboxyindole
  4. 2-Indolecarboxylate
  5. Indole-2-carboxylate
  6. Indole-2-carboxylic acid
Chemical IUPAC Name Not Available
Chemical Formula C9H7NO2
Chemical Structure Structure
Chemical Taxonomy
  • Organic
Super Class
  • Heterocyclic molecules
  • Indoles and Indole Derivatives
Sub Class
  • Indole acids
  • Mammalian_Metabolite
  • carboxylic acid; aromatic compound; heterocyclic compound
  • Endogenous
Average Molecular Weight 161.157
Monoisotopic Molecular Weight 161.047684
Isomeric SMILES OC(=O)C1=CC2=C(N1)C=CC=C2
Canonical SMILES OC(=O)C1=CC2=C(N1)C=CC=C2
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
METLIN ID 6593 Link Image
PubChem Compound Not Available
PubChem Substance Not Available
ChEBI ID Not Available
CAS Registry Number 1477-50-5
InChI Identifier InChI=1/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12)
Synthesis Reference Feng, Liu-xing; Ding, Shao-min; Song, Hua-fu. Synthesis process of indole-2-carboxylic acid. Huaxue Yu Nianhe (2003), (4), 196-197.
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 1.78 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity 2.31 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity 1.79 [Predicted by ALOGPS]; -2.5 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available