Travoprost
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate
Molecular Identity
Travoprost
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate
PubChem CID: 5282226
Travoprost is the isopropyl ester of prostaglandin F2alpha in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group. A synthetic analogue of prostaglandin F2alpha, ophthalmic solutions of travoprost are used as a topical medication for controlling the progression of open-angle glaucoma and ocular hypertension, by reducing intraocular pressure. It is a pro-drug; the isopropyl ester group is hydrolysed by esterases in the cornea to the biologically active free acid, fluprostenol. It has a role as an antihypertensive agent, an antiglaucoma drug, a prodrug, a prostaglandin receptor agonist and an ophthalmology drug. It is an isopropyl ester, a prostaglandins Falpha and a member of (trifluoromethyl)benzenes. It is functionally related to a fluprostenol.
2D Structure
Properties
C26H35F3O6
Molecular Formula
500.50
Molecular Weight
g/mol
500.2386
Exact Mass
Da
4.1
XLogP
Drug-like (Lipinski: < 5)
96.2
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
9
H-Bond Acceptors
693
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Travoprost157283-68-6TravatanTravatan ZIzbaAL-6221AL6221Otx-tptravoprostumIDOSE TRWJ68R08KX9CHEBI:746859NSC-760366DTXSID80896948DUOTRAV COMPONENT TRAVOPROST
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Travoprost
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