travoprost (CHEBI:746859)

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CHEBI:746859 - travoprost

ChEBI ID	CHEBI:746859
ChEBI Name	travoprost
Stars
Definition	The isopropyl ester of prostaglandin F_2α in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group. A synthetic analogue of prostaglandin F_2α, 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.
Last Modified	9 March 2018
Downloads	Molfile

Formula	C26H35F3O6
Net Charge	0
Average Mass	500.554
Monoisotopic Mass	500.23857
SMILES	CC(C)OC(=O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)COc2cccc(C(F)(F)F)c2)[C@H](O)C[C@@H]1O
InChI	InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
InChIKey	MKPLKVHSHYCHOC-AHTXBMBWSA-N

Wikipedia

Roles Classification

Biological Role:

prostaglandin receptor agonist An agonist that binds to and activates prostaglandin receptors.

Applications:

ophthalmology drug Any compound used for the treatment of eye conditions or eye diseases.

prodrug A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.

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)
	travoprost (CHEBI:746859) has functional parent fluprostenol (CHEBI:60782)
	travoprost (CHEBI:746859) has role antiglaucoma drug (CHEBI:39456)
	travoprost (CHEBI:746859) has role antihypertensive agent (CHEBI:35674)
	travoprost (CHEBI:746859) has role ophthalmology drug (CHEBI:66981)
	travoprost (CHEBI:746859) has role prodrug (CHEBI:50266)
	travoprost (CHEBI:746859) has role prostaglandin receptor agonist (CHEBI:66900)
	travoprost (CHEBI:746859) is a (trifluoromethyl)benzenes (CHEBI:83565)
	travoprost (CHEBI:746859) is a isopropyl ester (CHEBI:35725)
	travoprost (CHEBI:746859) is a prostaglandins F_α (CHEBI:36066)

IUPAC Name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-{(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl}cyclopentyl]hept-5-enoate

INNs	Source
travoprost	WHO MedNet
travoprost	ChemIDplus
travoprostum	WHO MedNet
travoprost	WHO MedNet

Synonyms	Source
Travoprost	ChEMBL
isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-{(1E,3R)-3-hydroxy-4-[(α,α,α-trifluoro-m-tolyl)oxy]-1-butenyl}cyclopentyl)-5-heptenoate	ChEBI

Brand Names	Source
Travatan Z	ChEBI
Travatan	KEGG DRUG

Manual Xrefs	Databases
DB00287	DrugBank
D01964	KEGG DRUG
Travoprost	Wikipedia
HMDB0014432	HMDB
2716	DrugCentral

Registry Numbers	Sources
Reaxys:8739060	Reaxys
CAS:157283-68-6	KEGG DRUG
CAS:157283-68-6	ChemIDplus

Citations