Iloprost
CHEBI:CHEBI_63916
Definition
A carbobicyclic compound that is prostaglandin I2 in which the endocyclic oxygen is replaced by a methylene group and in which the (1E,3S)-3-hydroxyoct-1-en-1-yl side chain is replaced by a (3R)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl group. A synthetic analogue of prostacyclin, it is used as the trometamol salt (generally by intravenous infusion) for the treatment of peripheral vascular disease and pulmonary hypertension.
Chemical Information
- Molecular Formula
- C22H32O4
- Molecular Mass
- 360.48710
- Charge
- 0
- SMILES
- [H][C@]1(\C=C\[C@@H](O)C(C)CC#CC)[C@H](O)C[C@@H]2C\C(C[C@H]12)=C/CCCC(O)=O
- InChI
- InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18+,19-,20+,21+/m0/s1
- InChIKey
- HIFJCPQKFCZDDL-ACWOEMLNSA-N
Alternative Names
- (16R,S)-methyl-18,18,19,19-tetradehydro-6a-carbaprostaglandin I2
- (5E)-5-[(3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]hexahydropentalen-2(1H)-ylidene]pentanoic acid
- iloprost
- iloprostum
Drug Classification
-
monocarboxylic acidView Class →
CHEBI:25384
-
secondary alcoholView Class →
CHEBI:35681
-
carbobicyclic compoundView Class →
CHEBI:36785
-
t265848
-
t266053
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- DRON_00010000
- 40138
- oboInOwl#hasDbXref
- Wikipedia:Iloprost
- core#notation
- CHEBI:63916
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 40138
- oboInOwl#hasDbXref
- Wikipedia:Iloprost
- oboInOwl#id
- CHEBI:63916
- core#notation
- CHEBI:63916
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_50427
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- has_treatment
- http://purl.obolibrary.org/obo/DOID_6432
- owl#annotatedSource
- t266401
- owl#someValuesFrom
- t3363663