CHEBI:66899 - tafluprost

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ChEBI Name tafluprost
Definition A prostaglandin Fα that is prostaglandin F in which the carboxylic acid function has been converted to the corresponding isopropyl ester and the 3-hydroxy-1-octenyl side-chain is substituted by 3,3-difluoro-4-phenoxybut-1-enyl. Used for treatment of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.
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Formula C25H34F2O5
Net Charge 0
Average Mass 452.53130
Monoisotopic Mass 452.23743
InChI InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
SMILES CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COc1ccccc1
Roles Classification
Biological Role(s): prostaglandin receptor agonist
An agonist that binds to and activates prostaglandin receptors.
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ChEBI Ontology
Outgoing tafluprost (CHEBI:66899) has functional parent prostaglandin F (CHEBI:15553)
tafluprost (CHEBI:66899) has role prostaglandin receptor agonist (CHEBI:66900)
tafluprost (CHEBI:66899) is a isopropyl ester (CHEBI:35725)
tafluprost (CHEBI:66899) is a organofluorine compound (CHEBI:37143)
tafluprost (CHEBI:66899) is a prostaglandins Fα (CHEBI:36066)
isopropyl (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl}hept-5-enoate
INN Source
tafluprost KEGG DRUG
Brand Name Source
Zioptan ChemIDplus
Manual Xrefs Databases
4229 DrugCentral
EP1825855 Patent
Tafluprost Wikipedia
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Registry Numbers Types Sources
209860-87-7 CAS Registry Number ChemIDplus
209860-87-7 CAS Registry Number KEGG DRUG
9668502 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
09 March 2018