Isosorbide dinitrate (CHEM018584)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:21:45 UTC
Update Date2016-11-09 01:15:50 UTC
Accession NumberCHEM018584
Identification
Common NameIsosorbide dinitrate
ClassSmall Molecule
DescriptionA vasodilator used in the treatment of angina pectoris. Its actions are similar to nitroglycerin but with a slower onset of action.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,4:3,6-Dianhydrosorbitol 2,5-dinitrateChEBI
CarvasinChEBI
Cedocard retardChEBI
D-Isosorbide dinitrateChEBI
Dianhydrosorbitol 2,5-dinitrateChEBI
Dinitrate d'isosorbideChEBI
Dinitrato de isosorbidaChEBI
DinitroisosorbideChEBI
DinitrosorbideChEBI
FlindixChEBI
IsoketChEBI
IsorbidChEBI
IsordilChEBI
Isosorbide 2,5-dinitrateChEBI
Isosorbidi dinitrasChEBI
NitrosorbideChEBI
Sorbide nitrateChEBI
SorbidilatChEBI
SorbidnitrateChEBI
Dilatrate-SRKegg
1,4:3,6-Dianhydrosorbitol 2,5-dinitric acidGenerator
D-Isosorbide dinitric acidGenerator
Dianhydrosorbitol 2,5-dinitric acidGenerator
Dinitric acid d'isosorbideGenerator
Isosorbide 2,5-dinitric acidGenerator
Sorbide nitric acidGenerator
Sorbidnitric acidGenerator
Dilatric acid-SRGenerator
Isosorbide dinitric acidGenerator
Sorbide, dinitrateHMDB
DilatrateHMDB
Iso-bidHMDB
Isoket retard 120HMDB
Isoket retard-120HMDB
IsotrateHMDB
Cardonit 40HMDB
Iso bidHMDB
SorbitrateHMDB
Dinitrate, isosorbideHMDB
Isoket retard120HMDB
Isomak RHMDB
SorbonitHMDB
IsoBidHMDB
IsodinitHMDB
Chemical FormulaC6H8N2O8
Average Molecular Mass236.136 g/mol
Monoisotopic Mass236.028 g/mol
CAS Registry Number87-33-2
IUPAC Name(3S,3aS,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
Traditional Name(3S,3aS,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
SMILES[H][C@]12OC[C@H](O[N+]([O-])=O)[C@@]1([H])OC[C@H]2O[N+]([O-])=O
InChI IdentifierInChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1
InChI KeyMOYKHGMNXAOIAT-JGWLITMVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurofurans
Sub ClassIsosorbides
Direct ParentIsosorbides
Alternative Parents
Substituents
  • Isosorbide
  • Organic nitrate
  • Tetrahydrofuran
  • Alkyl nitrate
  • Organic nitric acid or derivatives
  • Organic nitro compound
  • Dialkyl ether
  • Ether
  • Allyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Oxacycle
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic 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 Solubility0.94 g/LALOGPS
logP0.87ALOGPS
logP0.44ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area128.56 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity44.77 m³·mol⁻¹ChemAxon
Polarizability18.07 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-9410000000-92c2931ba576380c836cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0190000000-4ac5c9f364014be4b5edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-0490000000-296d2bcb699d8eeed9ccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-2900000000-1c95dd82e8ca93a68ef4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000l-2890000000-b3fc1aa7995241f9c8c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0076-1960000000-482b81af13a797c89c89Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-4900000000-3c42a9008364f7f3fe6bSpectrum
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 IDDB00883
HMDB IDHMDB0015021
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIsosorbide dinitrate
Chemspider ID6619
ChEBI ID6061
PubChem Compound ID6883
Kegg Compound IDC07456
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available