Isatin

Synonyms :
1H-indole-2,3-dione

Status : experimental

Description

Isatin is an indole derivative. The compound was first obtained by Erdman and Laurent in 1841 as a product from the oxidation of Indigo dye by nitric acid and chromic acids. The compound is found in many plants and Schiff bases of Isatin are investigated for their pharmaceutical properties. [Wikipedia]

Chemical Classification

This compound belongs to the class of organic compounds known as indolines. These are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Indolines

Organic compounds

Organoheterocyclic compounds

Indoles and derivatives

Indolines

Chemical Name

1H-indole-2,3-dione

Calculated Property

kind Value Source
logP 0.89 ALOGPS
logS -1.7 ALOGPS
Water Solubility 2.77e+00 g/l ALOGPS
logP 1.6 ChemAxon
IUPAC Name 2,3-dihydro-1H-indole-2,3-dione ChemAxon
Traditional IUPAC Name isatin ChemAxon
Molecular Weight 147.1308 ChemAxon
Monoisotopic Weight 147.032028409 ChemAxon
SMILES O=C1NC2=CC=CC=C2C1=O ChemAxon
Molecular Formula C8H5NO2 ChemAxon
InChI InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) ChemAxon
InChIKey InChIKey=JXDYKVIHCLTXOP-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 46.17 ChemAxon
Refractivity 40.48 ChemAxon
Polarizability 13.8 ChemAxon
Rotatable Bond Count 0 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 8.93 ChemAxon
pKa (strongest basic) -5.6 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Amine oxidase [flavin-containing] B : in Human