ChemSpider 2D Image | Travoprost | C26H35F3O6

Travoprost

  • Molecular FormulaC26H35F3O6
  • Average mass500.548 Da
  • Monoisotopic mass500.238586 Da
  • ChemSpider ID4445407
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 5 of 5 defined stereocentres


More details:



Featured data source



Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(+)-Fluprostenol isopropyl ester
(5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-{(1E,3R)-3-hydroxy-4-[3-(trifluorométhyl)phénoxy]-1-butén-1-yl}cyclopentyl]-5-hepténoate d'isopropyle [French] [ACD/IUPAC Name]
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-{(1E,3R)-3-hydroxy-4-[3-(trifluorométhyl)phénoxy]but-1-én-1-yl}cyclopentyl]hept-5-énoate de 1-méthyléthyle
157283-68-6 [RN]
1-methylethyl (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
1-Methylethyl-(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-{(1E,3R)-3-hydroxy-4-[3-(trifluormethyl)phenoxy]but-1-en-1-yl}cyclopentyl]hept-5-enoat
5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-, 1-methylethyl ester, (5Z)- [ACD/Index Name]
5-heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-, 1-methylethyl ester, (5Z)-
7775
Isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-{(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl]-5-heptenoate [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AL-6221 [DBID]
D01964 [DBID]
LS-173521 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      S01EE04 Wikidata Q2193376
    • Chemical Class:

      The isopropyl ester of prostaglandin F<smallsub>2<stereo>alpha</stereo></smallsub> in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group. A synthetic analogue of prostaglan din F<smallsub>2<stereo>alpha</stereo></smallsub>, ophthalmic solutions of travoprost are used as a topical medication for controlling the progression of open-angle glaucoma and ocular hypertension, b y 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. ChEBI CHEBI:746859
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 4218
      FP prostaglandin receptor agonist. Exhibits submicromolar affinity for DP, EP, IP and TP receptors. Stimulates intracellular Ca2+ mobilization. Ocular hypotensive agent. Tocris Bioscience 4218
      Others MedChem Express HY-B0584
      Potent and selective FP prostaglandin receptor agonist Tocris Bioscience 4218
      Prostanoid Receptors Tocris Bioscience 4218
      Travoprost is used to treat glaucoma and ocular hypertension.; Target: Others; Travoprost ophthalmic solution is a topical medication used for controlling the progression of glaucoma or ocular hypertension, by reducing intraocular pressure. MedChem Express HY-B0584

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.2±0.1 g/cm3
Boiling Point: 584.8±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.7 mmHg at 25°C
Enthalpy of Vaporization: 91.9±3.0 kJ/mol
Flash Point: 307.5±30.1 °C
Index of Refraction: 1.547
Molar Refractivity: 127.5±0.3 cm3
#H bond acceptors: 6
#H bond donors: 3
#Freely Rotating Bonds: 14
#Rule of 5 Violations: 1
ACD/LogP: 3.98
ACD/LogD (pH 5.5): 3.98
ACD/BCF (pH 5.5): 627.94
ACD/KOC (pH 5.5): 3502.29
ACD/LogD (pH 7.4): 3.98
ACD/BCF (pH 7.4): 627.94
ACD/KOC (pH 7.4): 3502.28
Polar Surface Area: 96 Å2
Polarizability: 50.6±0.5 10-24cm3
Surface Tension: 41.7±3.0 dyne/cm
Molar Volume: 402.0±3.0 cm3

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