Tropisetron (CHEM017883)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:42:49 UTC
Update Date2016-11-09 01:15:41 UTC
Accession NumberCHEM017883
Identification
Common NameTropisetron
ClassSmall Molecule
DescriptionAn indolyl carboxylate ester obtained by formal condensation of the carboxy group of indole-3-carboxylic acid with the hydroxy group of tropine.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1AlphaH,5alphah-tropan-3alpha-yl indole-3-carboxylateChEBI
TropisetronumChEBI
NavobanKegg
1AlphaH,5alphah-tropan-3a-yl indole-3-carboxylateGenerator
1AlphaH,5alphah-tropan-3a-yl indole-3-carboxylic acidGenerator
1AlphaH,5alphah-tropan-3alpha-yl indole-3-carboxylic acidGenerator
1AlphaH,5alphah-tropan-3α-yl indole-3-carboxylateGenerator
1AlphaH,5alphah-tropan-3α-yl indole-3-carboxylic acidGenerator
Chemical FormulaC17H20N2O2
Average Molecular Mass284.353 g/mol
Monoisotopic Mass284.152 g/mol
CAS Registry Number89565-68-4
IUPAC Name(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 1H-indole-3-carboxylate
Traditional Nametropisetron
SMILES[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(=O)C1=CNC3=CC=CC=C13)N2C
InChI IdentifierInChI=1S/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+
InChI KeyZNRGQMMCGHDTEI-ITGUQSILSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolecarboxylic acids and derivatives
Direct ParentIndolecarboxylic acids and derivatives
Alternative Parents
Substituents
  • Indolecarboxylic acid derivative
  • Indole
  • Tropane alkaloid
  • Pyrrole-3-carboxylic acid or derivatives
  • Piperidine
  • Benzenoid
  • N-alkylpyrrolidine
  • Substituted pyrrole
  • Heteroaromatic compound
  • Vinylogous amide
  • Pyrrolidine
  • Pyrrole
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.33 g/LALOGPS
logP3.14ALOGPS
logP2.63ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)12.18ChemAxon
pKa (Strongest Basic)9.34ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area45.33 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity81.5 m³·mol⁻¹ChemAxon
Polarizability31.35 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0980000000-2c486c176ff74ef7f79aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-0910000000-e5ab0f42de83f3d89cfeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00l6-7900000000-94da086e4c7d4e616a0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0590000000-97fa233501da66498d91Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0159-0930000000-63ca14e87c6c34c5bfa9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-592b40a65430a2bf768eSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB11699
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTropisetron
Chemspider IDNot Available
ChEBI ID32269
PubChem Compound IDNot Available
Kegg Compound IDC13666
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22905891
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23135693
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23415734
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23440693
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23515583
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23717236
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23727438
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23774631
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23868810
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23896722
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23937291
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=24226381
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=24374478
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=24389031
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=24455480
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=24461640