CHEBI:6384 - latanoprost

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ChEBI Name latanoprost
Definition A prostaglandin Fα that is the isopropyl ester prodrug of latanoprost free acid. Used in the treatment of open-angle glaucoma and ocular hypertension.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C26H40O5
Net Charge 0
Average Mass 432.59280
Monoisotopic Mass 432.28757
InChI InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1
SMILES CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCc1ccccc1
Roles Classification
Biological Role(s): EC (carbonic anhydrase) inhibitor
An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC Such compounds reduce the secretion of H+ ions by the proximal kidney tubule.
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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 latanoprost (CHEBI:6384) has functional parent latanoprost free acid (CHEBI:63925)
latanoprost (CHEBI:6384) has role antiglaucoma drug (CHEBI:39456)
latanoprost (CHEBI:6384) has role antihypertensive agent (CHEBI:35674)
latanoprost (CHEBI:6384) has role EC (carbonic anhydrase) inhibitor (CHEBI:23018)
latanoprost (CHEBI:6384) has role prodrug (CHEBI:50266)
latanoprost (CHEBI:6384) is a isopropyl ester (CHEBI:35725)
latanoprost (CHEBI:6384) is a prostaglandins Fα (CHEBI:36066)
latanoprost (CHEBI:6384) is a triol (CHEBI:27136)
isopropyl (5Z,9α,11α,15R)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinorprost-5-en-1-oate
INNs Sources
latanoprost WHO MedNet
latanoprost WHO MedNet
latanoprost WHO MedNet
latanoprostum WHO MedNet
Synonyms Sources
isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate ChemIDplus
PhXA 41 ChemIDplus
propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate IUPAC
Xalatan ChemIDplus
Manual Xrefs Databases
1551 DrugCentral
DB00654 DrugBank
HMDB0014792 HMDB
Latanoprost Wikipedia
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Registry Numbers Types Sources
130209-82-4 CAS Registry Number ChemIDplus
5912370 Reaxys Registry Number Reaxys
5912370 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
09 March 2018