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CHEBI:66899 - tafluprost

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.
ChEBI Ontology
Outgoing Relation(s)
tafluprost (CHEBI:66899) has functional parent prostaglandin F2α (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)
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
Brand Name  Source
ZioptanChemIDplus
Manual XrefsDatabases
D06274KEGG DRUG
EP1825855Patent
TafluprostWikipedia
4229DrugCentral
Registry NumbersSources
Reaxys:9668502Reaxys
CAS:209860-87-7KEGG DRUG
CAS:209860-87-7ChemIDplus
Citations