CHEBI:31731 - isopropyl unoprostone

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ChEBI Name isopropyl unoprostone
ChEBI ID CHEBI:31731
Definition The isopropyl ester of unoprostone.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H44O5
Net Charge 0
Average Mass 424.61386
Monoisotopic Mass 424.319
InChI InChI=1S/C25H44O5/c1-4-5-6-7-10-13-20(26)16-17-22-21(23(27)18-24(22)28)14-11-8-9-12-15-25(29)30-19(2)3/h8,11,19,21-24,27-28H,4-7,9-10,12-18H2,1-3H3/b11-8-/t21-,22-,23+,24-/m1/s1
InChIKey XXUPXHKCPIKWLR-JHUOEJJVSA-N
SMILES CCCCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(=O)OC(C)C
Roles Classification
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antiglaucoma drug
Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye.
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ChEBI Ontology
Outgoing isopropyl unoprostone (CHEBI:31731) has functional parent unoprostone (CHEBI:39455)
isopropyl unoprostone (CHEBI:31731) has role antiglaucoma drug (CHEBI:39456)
isopropyl unoprostone (CHEBI:31731) has role antihypertensive agent (CHEBI:35674)
isopropyl unoprostone (CHEBI:31731) has role prodrug (CHEBI:50266)
isopropyl unoprostone (CHEBI:31731) is a isopropyl ester (CHEBI:35725)
isopropyl unoprostone (CHEBI:31731) is a ketone (CHEBI:17087)
isopropyl unoprostone (CHEBI:31731) is a prostaglandins Fα (CHEBI:36066)
IUPAC Name
isopropyl (5Z,9α,11α)-9,11-dihydroxy-15-oxo-20a,20b-dihomoprost-5-en-1-oate
Synonyms Sources
Isopropyl unoprostone ChemIDplus
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-enoate IUPAC
UF 021 ChemIDplus
unoprostone isopropyl ester ChemIDplus
Brand Name Source
Rescula ChEBI
Database Links Databases
2794 DrugCentral
D01452 KEGG DRUG
View more database links
Registry Numbers Types Sources
120373-24-2 CAS Registry Number ChemIDplus
120373-24-2 CAS Registry Number KEGG DRUG
13432477 Reaxys Registry Number Reaxys
Last Modified
09 March 2018
General Comment
2011-07-18 Isopropyl unoprostone, marketed under the trade name Rescula (eye drops), is an antihypertensive used for the treatment of open-angle glaucoma and ocular hypertension. A prodrug for the corresponding carboxylic acid, unoprostone, it is believed to reduce intraocular pressure by increasing the outflow of aqueous humor.