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Indolone

Oxindole
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Oxindole
Systematic IUPAC name
1H-indol-2(3H)-one
Identifiers
3D model (Jmol)
3DMet B04450
114692
ChEBI
ChemSpider
ECHA InfoCard 100.000.390
EC Number 200-429-5
637057
KEGG
MeSH Oxindole
PubChem CID
RTECS number NM2080500
UNII
Properties
C8H7NO
Molar mass 133.15 g·mol−1
Melting point 128 °C (262 °F; 401 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Oxindole (2-indolone) is an aromatic heterocyclic organic compound. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing ring. Oxindole is a modified indoline with a substituted carbonyl at the second position of the 5-member indoline ring.

Oxindole is a tryptophan derivative and in human biology is formed by gut bacteria ("normal flora"). It is normally metabolized and detoxified from the body by the liver. In excess, it can cause sedation, muscle weakness, hypotension, and coma. Patients with hepatic encephalopathy have been recorded to have elevated serum oxindole levels.



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