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Showing metabocard for 1,3-Dihydro-(2H)-indol-2-one (HMDB0061918)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:57:18 UTC
Update Date2020-05-27 18:36:11 UTC
HMDB IDHMDB0061918
Secondary Accession Numbers
  • HMDB61918
Metabolite Identification
Common Name1,3-Dihydro-(2H)-indol-2-one
Description1,3-Dihydro-(2H)-indol-2-one, also known as 2-oxindole or 2-indolinone, belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. An indolinone carrying an oxo group at position 2. 1,3-Dihydro-(2H)-indol-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1590604571
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,3-Dihydroindol-2-oneChEBI
2-IndolinoneChEBI
2-OxindoleChEBI
OxindoleChEBI
1,3-Dihydro-2H-indol-2-oneHMDB
2,3-Dihydro-1H-indol-2-oneHMDB
2-IndoloneHMDB
2-Oxo-2,3-dihydroindoleHMDB
2-OxoindoleHMDB
2-OxoindolineHMDB
Indol-2(3H)-oneHMDB
Indoline-2-oneHMDB
OxindolHMDB
Chemical FormulaC8H7NO
Average Molecular Weight133.1473
Monoisotopic Molecular Weight133.052763851
IUPAC Name2,3-dihydro-1H-indol-2-one
Traditional Nameoxindole
CAS Registry Number59-48-3
SMILES
O=C1CC2=CC=CC=C2N1
InChI Identifier
InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)
InChI KeyJYGFTBXVXVMTGB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolines
Direct ParentIndolines
Alternative Parents
Substituents
  • Dihydroindole
  • Benzenoid
  • Carboxamide group
  • Lactam
  • Secondary carboxylic acid amide
  • Azacycle
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.07 g/LALOGPS
logP1.07ChemAxon
pKa (Strongest Acidic)12.14ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.58 m³·mol⁻¹ChemAxon
Polarizability13.7 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc0-5900000000-f6bbfe5eb991c30cf08fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0fkc-9700000000-4e905c0b34e3718cf778Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-001i-0900000000-428745b10de989a51f63Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-001i-0900000000-8c4d3af4ee24592447f3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-001i-0900000000-f4245f701b184b14b01fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-001i-0900000000-fc6e7804b5063a20c33eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 19V, positivesplash10-001i-0900000000-a8b4ade540a6eab42052Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-8141ba8a6cd5d97d22cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-65e56944ffb19b08f9feSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9600000000-d95cad7618cc4d53c3f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-a20633b03070d7ae5532Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-653836eaec8cafcaf481Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-a8b87f07ff7140fbebadSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID284794
KEGG Compound IDC12312
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound321710
PDB IDNot Available
ChEBI ID31697
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Haun M, Pereira MF, Hoffmann ME, Joyas A, Campos V, Filardi LD, de Castro SL, Duran N: Bacterial chemistry. VI. Biological activities and cytotoxicity of 1,3-dihydro-2H-indol-2-one derivatives. Biol Res. 1992;25(1):21-5. [PubMed:1341576 ]
  2. Claudine Serradeil-Le-Gal, 'Novel 1,3-dihydro-2h-indol-2-one, preparation method and pharmaceutical compositions containing same.' U.S. Patent US20030109545, issued June 12, 2003. [Link]
  3. Venkatasubramanian Tarur, Dhananjay Sathe, Harish Mondkar, Rajesh Bhopalkar, Samadhan Patil, 'Process for the preparation of 4-(2-dipropylaminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride.' U.S. Patent US20050159605, issued July 21, 2005. [Link]
  4. Toshihito Kumagai, Takeshi Kuwada, Tsuyoshi Shibata, Masato Hayashi, Yuri Fujisawa, Yoshinori Sekiguchi, '1,3-Dihydro-2h-indol-2-one derivative.' U.S. Patent US20060276449, issued December 07, 2006. [Link]
  5. Jozsef Neu, Jozsef Torley, Sandor Garadnay, 'NOVEL PROCESS FOR PRODUCTION OF 5--6-CHLORO-1,3-DIHYDRO-2H-INDOL-2-ONE (ZIPRASIDONE).' U.S. Patent US20090111988, issued April 30, 2009. [Link]
  6. Loic FOULON, Laurent GOULLIEUX, Brigitte POUZET, Claudine SERRADEIL-LE GAL, Gerard VALETTE, 'NOVEL 3-AMINOALKYL-1,3-DIHYDRO-2H-INDOL-2-ONE DERIVATIVES, PREPARATION THEREOF AND THERAPEUTIC USE THEREOF.' U.S. Patent US20110059955, issued March 10, 2011. [Link]
  7. Richard Roux, Claudine Serradeil-Le Gal, Jean Wagnon, '1,3-dihydro-2H-indol-2-one derivatives, method for preparing same and pharmaceutical compositions containing them.' U.S. Patent US06864277, issued March 08, 2005. [Link]
  8. Venkatasubramanian Radhakrishna Tarur, Dhananjay Govind Sathe, Harish Kashinath Mondkar, Rajesh Ganpat Bhopalkar, Samadhan Daulat Patil, U.S. Patent US07378439, issued May 27, 2008. [Link]
  9. Richard Roux, Claudine Serradeil-le Gal, Jean Wagnon, '1,3-dihydro-2H-indol-2-one derivatives, process for preparing them and pharmaceutical compositions containing them.' U.S. Patent US07425566, issued September 16, 2008. [Link]
  10. Toshihito Kumagai, Takeshi Kuwada, Tsuyoshi Shibata, Masato Hayashi, Yuri Fujisawa, Yoshinori Sekiguchi, '1,3-dihydro-2H-indol-2-one derivative.' U.S. Patent US07528124, issued May 05, 2009. [Link]