Discuss This Drug

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

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

Wikipedia:Iloprost

🔍 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
generic_name
ILOPROST
rxcui
2680309
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
dosage_form
INJECTION, SOLUTION
route
INTRAVENOUS
marketing_start_date
20120505
package_marketing_start_date
05-MAY-12
active_ingredient_strength
20 ug/mL
labeler_name
Eicos Sciences Inc.
nui
N0000175603
pharm_class
Prostacycline [EPC]
manufacturer_name
Eicos Sciences Inc.
product_ndc
83226-2001
spl_id
242588d7-999a-ae2a-e063-6394a90a8093
active_ingredient_name
ILOPROST
package_ndc
83226-2001-1
package_description
1 VIAL, SINGLE-DOSE in 1 CARTON (83226-2001-1) / 1 mL in 1 VIAL, SINGLE-DOSE
brand_name
AURLUMYN
brand_name_base
AURLUMYN
application_number
NDA217933
unii
JED5K35YGL
spl_set_id
f3306add-2edd-8494-e053-2a95a90a7a78
pharm_class_epc
Prostacycline [EPC]
upc
0383226200110
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50427
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
core#notation
CHEBI:63916
pharm_class_cs
Prostaglandins I [CS]
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