Isosorbide dinitrate
Athanor · official
C6H8N2O8 · 236.14 g/mol
IUPAC name: [(3S,3aR,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
Also called Isordil, ISDN, angina
Names and identifiers
- IUPAC name
- [(3S,3aR,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
- Synonyms
- Isordil, ISDN, angina
+ 5 more
nitric acid [(3S,3aR,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] ester, CHEBI:94574, BRD-K31616564-001-01-7, Q27166406, [(3S,3aR,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
- Molecular formula
- C6H8N2O8
- Empirical formula
- C3H4NO4
- Molecular weight
- 236.14 g/mol
- Exact mass
- 236.02807
- CAS number
- 87-33-2
- PubChem CID
- 13019152
- Canonical SMILES
- C1C(C2C(O1)C(CO2)O[N+](=O)[O-])O[N+](=O)[O-]
- Isomeric SMILES
- C1[C@H]([C@@H]2[C@@H](O1)[C@H](CO2)O[N+](=O)[O-])O[N+](=O)[O-]
- InChI
- InChI=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+
- InChIKey
- MOYKHGMNXAOIAT-FBXFSONDSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 16
- Rings
- 2
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 1
- H-bond donors
- 0
- H-bond acceptors
- 8
- Rotatable bonds
- 4 computed here · PubChem 2
- TPSA (Ų)
- 123.2 computed here · PubChem 129
- Formal charge
- 0
- XLogP3
- 1.3 PubChem
- Complexity
- 268 PubChem
- Stereocenters
- 4 definedCIP: C5: S · C8: S · C9: R · C16: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C30.52%
- H3.41%
- N11.86%
- O54.20%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -1.06 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.37 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 4.4 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 236.14
- log P ≤ 5 (Crippen): -1.06
- H-bond donors ≤ 5: 0
- H-bond acceptors ≤ 10: 8
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: BenchChem.
Always read the supplier’s safety data sheet before working with it.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.