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Hormones and steroids

Fluprostenol

Also known as Fluprostenolum, travoprost free acid, Fluoprostenol

CAS 40666-16-8Formula C23H29F3O6Molar mass 458.47 g/molEC 255-029-3
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Fluprostenol chemical structure, C23H29F3O6, CAS 40666-16-8
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
40666-16-8
Formula
C23H29F3O6
Molar mass
458.47 g/mol
EC number
255-029-3
HS code
293750
Category
Hormones and steroids

What is Fluprostenol?

Plain description, key identifiers and synonyms

Fluprostenol is an organofluorine compound that is racemic prostaglandin F2alpha in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group. A synthetic analogue of prostaglandin F2alpha, ophthalmic solutions of its isopropyl ester prodrug, travoprost, are used as a topical medication for controlling the progression of open-angle glaucoma and ocular hypertension, by reducing intraocular pressure. The isopropyl ester group of travoprost is hydrolysed to the biologically active free acid by esterases in the cornea. It has a role as an antihypertensive agent, an antiglaucoma drug, a female contraceptive drug, an abortifacient and a prostaglandin receptor agonist. It is a hydroxy monocarboxylic acid, a prostaglandins Falpha and a member of (trifluoromethyl)benzenes.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid
CAS number
40666-16-8 CAS number cross-checkedOther or deprecated CAS: 54276-17-4
EC number
255-029-3
Molecular formula
C23H29F3O6
UNII
358S7VUE5N, MEH3MCE8X1
MDL number
MFCD03427566
InChIKey
WWSWYXNVCBLWNZ-QIZQQNKQSA-N
InChI
InChI=1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
Canonical SMILES
O=C(O)CCCC=CCC1C(O)CC(O)C1C=CC(O)COc1cccc(C(F)(F)F)c1
Isomeric SMILES
C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)C/C=C\CCCC(=O)O)O

Synonyms

  • Fluprostenolum
  • travoprost free acid
  • Fluoprostenol
  • ICI 81,008
  • (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid
  • ICI-80008 FREE ACID
  • ICI 80,008 FREE ACID
  • ICI 81008
  • rac-(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-enoic acid
  • (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((E,3R)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-enyl)cyclopentyl)hept-5-enoic acid
  • rac-(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-enoic acid
  • (+)-fluprostenol
  • travoprost acid
  • Fluprostenol, (+)-
  • (+/-)-Fluprostenol
  • 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)-, (5Z)-
  • (5Z ,13E )-(9S,11R,15R )-9,11,15-Trihydroxy-16-(m-trifluoromethylphenoxy)-17,18,19,20-tetranor-5,13-prostadienoic acid
  • (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,E)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoic acid
  • (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-enoic acid
  • [3H](+)-fluprostenol
  • [3H]-(+)-fluprostenol
  • (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-enoic acid
  • (A+/-)-Fluprostenol
  • Fluprostenol Travoprost acid
  • 16-(m-Trifluoromethylphenoxy)-17,18,19,20-tetranorprostaglandin F2alpha
Show all 31 synonyms
  • (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-5-heptenoic acid
  • (+/-)-(Z)-7-((1r*,2r*,3r*,5s*)-3,5-dihydroxy-2-((E)-(3r*)-3-hydroxy-4-((alpha,alpha,alpha-trifluoro-m-tolyl)oxy)-1-butenyl)cyclopentyl)-5-heptenoate
  • (5Z)-7-((1R,2R,3R,5S)-2-((R,E)-4-(3-(trifluoromethyl)phenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid
  • 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)-, (5Z)-rel-
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-(1alpha(Z),2beta(1E,3r*),3alpha,5.alpha.)-,(+/-)-
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-, (1alpha(Z),2beta(1E,3r*),3alpha,5.alpha.)-

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
458.47 g/molcalc.
Exact mass
458.1916 Dacalc.
LogP (octanol/water)
3.56calc.
Topological polar surface area
107.2 Ųcalc.
Hydrogen bond donors
4calc.
Hydrogen bond acceptors
5calc.
Rotatable bonds
11calc.
Heavy atoms
32calc.
Rings
2calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.52calc.
Formal charge
0calc.
Stereocentres
5calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C(=CC1CCCC1)CCOc1ccccc1

C(=CC1CCCC1)CCOc1ccccc1

2 rings, 16 atoms.

110 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Fluprostenol suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 7 suppliers
7 of 7 offers

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Where suppliers are based

7 suppliers in 3 countries

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Fluprostenol price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Contraceptive Agents, Hormonal
  • Luteolytic Agents

Roles

  • abortifacient
  • agonist
  • antiglaucoma drug
  • antihypertensive agent
  • cardiovascular drug
  • contraceptive drug
  • female contraceptive drug
  • ophthalmology drug
  • pharmaceutical
  • prostaglandin receptor agonist
  • reproductive control drug

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Fluprostenol is traded under.

HS 2937.50Indicative HS code

Prostaglandins, thromboxanes and leukotrienes, their derivatives and structural analogues

World exports in 2024
$270M
+9.1% vs 2023, imports $304M
2019 to 2024
Top exporters
  1. Hungary22.8%
  2. Czech Republic21.6%
  3. South Korea14.6%
Top importers
  1. Japan17.0%
  2. Italy13.1%
  3. Germany10.4%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Fluprostenol is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Fluprostenol, based on the data on this page

What is Fluprostenol?

Fluprostenol is an organofluorine compound that is racemic prostaglandin F2alpha in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group.

What is the CAS number of Fluprostenol?

The CAS registry number of Fluprostenol is 40666-16-8. Other or deprecated CAS numbers: 54276-17-4.

What is the molecular formula and weight of Fluprostenol?

The molecular formula of Fluprostenol is C23H29F3O6 and its molar mass is 458.47 g/mol.

What is Fluprostenol used for?

Known uses and roles of Fluprostenol include hormones and steroids in pharmaceuticals, abortifacient, agonist, antiglaucoma drug, antihypertensive agent and 9 more.

Is Fluprostenol hazardous?

No GHS hazard classification for Fluprostenol is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Fluprostenol?

Fluprostenol is usually classified under HS code 293750 (Prostaglandins, thromboxanes and leukotrienes, their derivatives and structural analogues). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Fluprostenol?

CompoundList lists 7 suppliers of Fluprostenol in China, United States and Czech Republic. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Fluprostenol?

Suppliers quote Fluprostenol on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Fluprostenol

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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