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CHEBI:66899 - tafluprost

Default Structure
ChEBI IDCHEBI:66899
ChEBI Nametafluprost
Stars
DefinitionA prostaglandin Fα that is prostaglandin F2α 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.
Last Modified9 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC25H34F2O5
Net Charge0
Average Mass452.538
Monoisotopic Mass452.23743
SMILESCC(C)OC(=O)CCC/C=C\C[C@@H]1[C@@H](/C=C/C(F)(F)COc2ccccc2)[C@H](O)C[C@@H]1O
InChIInChI=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
InChIKeyWSNODXPBBALQOF-VEJSHDCNSA-N
Wikipedia
Roles Classification
Biological Role:
prostaglandin receptor agonist  An agonist that binds to and activates prostaglandin receptors.
Applications:
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.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
tafluprost (CHEBI:66899) has functional parent prostaglandin F2α (CHEBI:15553)
tafluprost (CHEBI:66899) has role antiglaucoma drug (CHEBI:39456)
tafluprost (CHEBI:66899) has role antihypertensive agent (CHEBI:35674)
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)
IUPAC Name 
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
tafluprostKEGG DRUG
Synonyms  Source
AFP-168ChEMBL
MK-2452ChEMBL
Brand Names  Source
SaflutanChEMBL
ZioptanChemIDplus
Manual XrefsDatabases
4229DrugCentral
D06274KEGG DRUG
EP1825855Patent
TafluprostWikipedia
Registry NumbersSources
Reaxys:9668502Reaxys
CAS:209860-87-7KEGG DRUG
CAS:209860-87-7ChemIDplus
Citations