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1H-Indole-3-acetic acid, 2,3-dihydro-3-hydroxy-2-oxo-

PubChem CID: 10488522

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Compound Synonyms 57061-17-3, 1H-Indole-3-acetic acid, 2,3-dihydro-3-hydroxy-2-oxo-, 2-(3-Hydroxy-2-oxoindolin-3-yl)-acetic acid, 2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetic Acid, SCHEMBL1460831, DTXSID50440735, CHEBI:181565, 3-hydroxy-2-oxindole-3-acetic acid, HY-N10668, NCGC00385842-01, DA-59981, CS-0634291, G88912, 2,3-DIHYDRO-3-HYDROXY-2-OXO-1H-INDOLE-3-ACETIC ACID, NCGC00385842-01_C10H9NO4_(3-Hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 86.6
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCC2C1
Np Classifier Class Simple oxindole alkaloids
Deep Smiles OC=O)CCO)C=O)Ncc5cccc6
Heavy Atom Count 15.0
Classyfire Class Indoles and derivatives
Description Dioxindole-3-acetic acid belongs to indolyl carboxylic acids and derivatives class of compounds. Those are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Dioxindole-3-acetic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Dioxindole-3-acetic acid can be found in sunflower, which makes dioxindole-3-acetic acid a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1CC2CCCCC2N1
Classyfire Subclass Indolyl carboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 304.0
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetic acid
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 0.1
Gsk 4 400 Rule True
Molecular Formula C10H9NO4
Scaffold Graph Node Bond Level O=C1Cc2ccccc2N1
Inchi Key MHLHEINWUCSPTL-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms Dioxindole-3-acetic acid, dioxindole-3-acetic acid
Esol Class Very soluble
Functional Groups CC(=O)O, CO, cNC(C)=O
Compound Name 1H-Indole-3-acetic acid, 2,3-dihydro-3-hydroxy-2-oxo-
Exact Mass 207.053
Formal Charge 0.0
Monoisotopic Mass 207.053
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 207.18
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C10H9NO4/c12-8(13)5-10(15)6-3-1-2-4-7(6)11-9(10)14/h1-4,15H,5H2,(H,11,14)(H,12,13)
Smiles C1=CC=C2C(=C1)C(C(=O)N2)(CC(=O)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Helianthus Annuus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/16664470