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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H36F2O6
Molecular Weight 482.5572
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SEPETAPROST

SMILES

[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)COC3=C(F)C=CC(F)=C3)[C@@]1([H])CC[C@H](CCCC(=O)OC(C)C)CO2

InChI

InChIKey=BKVUSNOUTQMSBE-XCMGCKIWSA-N
InChI=1S/C26H36F2O6/c1-16(2)34-26(31)5-3-4-17-6-9-21-20(23(30)13-24(21)32-14-17)10-8-19(29)15-33-25-12-18(27)7-11-22(25)28/h7-8,10-12,16-17,19-21,23-24,29-30H,3-6,9,13-15H2,1-2H3/b10-8+/t17-,19+,20+,21+,23+,24-/m0/s1

HIDE SMILES / InChI
Sepetoprost (also known as ONO-9054), prostaglandin analog was developed as a dual agonist of prostaglandin E3 (EP3) and prostaglandin F (FP) receptors. It is known, that the use of a dual prostaglandin EP3 and prostaglandin F receptor agonists is a novel approach for the reduction of intraocular pressure (IOP) in open-angle glaucoma and ocular hypertension. Sepetoprost was successfully studied in clinical trials phase II for the treatment of open-angle glaucoma, ocular hypertension, and mild open angle-glaucoma.

Approval Year

PubMed

PubMed

TitleDatePubMed
A Novel Dual Agonist of EP3 and FP Receptors for OAG and OHT: Safety, Pharmacokinetics, and Pharmacodynamics of ONO-9054 in Healthy Volunteers.
2015 Dec
Ocular Hypotensive Effect of ONO-9054, an EP3/FP Receptor Agonist: Results of a Randomized, Placebo-controlled, Dose Escalation Study.
2016 Oct
Prostaglandin analogues and nitric oxide contribution in the treatment of ocular hypertension and glaucoma.
2019 Apr
Patents

Sample Use Guides

Nine subjects were randomized to each of ONO-9054 (sepetaprost) 3, 10, 20, 30 μg/mL and 12 to placebo. Subjects received a single drop to each eye at 07:00±30 minutes (single dose). Following a 4-day no-treatment period, subjects were dosed once daily for 14 consecutive days (multiple day dosing)
Route of Administration: Other
Name Type Language
SEPETAPROST
INN   WHO-DD  
INN  
Official Name English
DE-126
Code English
2H-CYCLOPENT(B)OXEPIN-3-BUTANOIC ACID, 6-((1E,3R)-4-(2,5-DIFLUOROPHENOXY)-3-HYDROXY-1-BUTEN-1-YL)OCTAHYDRO-7-HYDROXY-, 1-METHYLETHYL ESTER, (3S,5AR,6R,7R,8AS)-
Systematic Name English
ONO-9054
Code English
2-PROPANYL 4-((3S,5AR,6R,7R,8AS)-6-((1E,3R)-4-(2,5-DIFLUOROPHENOXY)-3-HYDROXY-1-BUTEN-1-7-HYDROXYOCTAHYDRO-2H-CYCLOPENTA(B)OXEPIN-3-YL)BUTANOATE
Systematic Name English
STN-1012600
Code English
Sepetaprost [WHO-DD]
Common Name English
STN1012600
Code English
sepetaprost [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29705
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
NCI_THESAURUS C78568
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
Code System Code Type Description
CLINICAL_TRIALS.GOV
SEPETAPROST
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY The primary objectives of this study are to compare the safety, tolerability, and mean change from baseline in diurnal intraocular pressure (IOP) of ONO-9054 30 ?g/mL (0.003%) to latanoprost 0.005% following ocular instillation once every evening for 28 days.
SMS_ID
300000031915
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY
FDA UNII
79O7855J4G
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY
INN
9850
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY
NCI_THESAURUS
C152337
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY
PUBCHEM
50902259
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY
CAS
1262873-06-2
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY
DRUG BANK
DB12043
Created by admin on Sat Dec 16 09:47:05 GMT 2023 , Edited by admin on Sat Dec 16 09:47:05 GMT 2023
PRIMARY