Structure via PubChem · Public domain (PubChem)
isosorbide
Sign in to saveIsosorbide is a bicyclic chemical compound from the group of diols and the oxygen-containing heterocycles, containing two fused furan rings. The starting material for isosorbide is D-sorbitol, which is obtained by catalytic hydrogenation of D-glucose, which is in turn produced by hydrolysis of starch. Isosorbide is discussed as a plant-based platform chemical from which biodegradable derivatives of various functionality can be obtained.
Key facts
- Drug.tradename
- Ismotic, Isobide, others
- Drug.DailyMedID
- Isosorbide
via Wikipedia infobox
Chemical data
- Formula
- C6H10O4
- Molecular weight
- 146.14 g/mol
- IUPAC name
- (3S,3aR,6R,6aR)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,6-diol
- SMILES
- C1[C@H]([C@@H]2[C@H](O1)[C@H](CO2)O)O
- InChIKey
- KLDXJTOLSGUMSJ-JGWLITMVSA-N
- XLogP
- -1.4
- Polar surface area
- 58.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1974
- Admin. routes
- oral
- Indications
- chronic lymphocytic leukemia, angina pectoris, head and neck squamous cell carcinoma, diffuse large B-cell lymphoma
via ChEMBL · EBI
Research
5,266 papers- Long-acting isosorbide mononitrate.Drugs · 1999
- Isosorbide Diesters: Mechanistic Insights and Therapeutic Applications in Skin and Neuroinflammatory Disorders.International journal of molecular sciences · 2025
- Isosorbide and nifedipine for Chagas' megaesophagus: A systematic review and meta-analysis.PLoS neglected tropical diseases · 2018
- Pharmacokinetics of isosorbide mononitrate.The American journal of cardiology · 1992
- Misoprostol plus isosorbide mononitrate versus misoprostol alone for cervical ripening during labor induction: A systematic review and meta-analysis of randomized controlled trials.Journal of gynecology obstetrics and human reproduction · 2022
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 146.058
- Has use
- medication
Show 7 more facts
- significant drug interaction
- vardenafil
- chemical formula
- C₆H₁₀O₄
- isomeric SMILES
- C1[C@H]([C@@H]2[C@H](O1)[C@H](CO2)O)O
- canonical SMILES
- C1C(C2C(O1)C(CO2)O)O
- medical condition treated
- gastroesophageal reflux disease
- Commons category
- Isosorbide
- melting point
- 60
via Wikidata · CC0
~8 min read
Encyclopedic overview
11 sectionsContents
- Uses
- Isosorbide
- Isosorbide nitrates
- Isosorbide esters
- Isosorbide ethers
- Isosorbide phosphates
- Polymers from Isosorbide
- Production
- Properties
- Safety
- References
Isosorbide is a bicyclic chemical compound from the group of diols and the oxygen-containing heterocycles, containing two fused furan rings. The starting material for isosorbide is D-sorbitol, which is obtained by catalytic hydrogenation of D-glucose, which is in turn produced by hydrolysis of starch. Isosorbide is discussed as a plant-based platform chemical from which biodegradable derivatives of various functionality can be obtained.
In 2023, it was the 125th most commonly prescribed medication in the United States, with more than 5million prescriptions.
Excerpted from Wikipedia’s “isosorbide” article, available under the CC BY-SA 4.0 licence.