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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H40O5
Molecular Weight 432.5928
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of LATANOPROST, (5E)-

SMILES

CC(C)OC(=O)CCC\C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC2=CC=CC=C2

InChI

InChIKey=GGXICVAJURFBLW-RDSJPUOVSA-N
InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3+/t21-,22+,23+,24-,25+/m0/s1

HIDE SMILES / InChI

Molecular Formula C26H40O5
Molecular Weight 432.5928
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 1
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/29194198 | https://clinicaltrials.gov/ct2/show/NCT01895972 | https://www.ncbi.nlm.nih.gov/pubmed/28783422 | https://clinicaltrials.gov/ct2/show/NCT01749904

Latanoprost (free acid) is a metabolite of latanoprost which has been approved for use as an ocular hypotensive drug. Latanoprost is an isopropyl ester prodrug which is converted to the Latanoprost-acid by endogenous esterase enzymes. The free acid is pharmacologically active and is 200 times more potent than latanoprost as an agonist of the human recombinant Prostaglandin F receptor. However, the free Latanoprost-acid is more irritating and less effective than Latanoprost when applied directly to the eyes of human glaucoma patients.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P43088
Gene ID: 5737.0
Gene Symbol: PTGFR
Target Organism: Homo sapiens (Human)
3.6 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VYZULTA

Approved Use

VYZULTA is a prostaglandin analog indicated for the reduction of intraocular pressure in patients with open-angle glaucoma or ocular hypertension

Launch Date

2017
Primary
VYZULTA

Approved Use

VYZULTA is a prostaglandin analog indicated for the reduction of intraocular pressure in patients with open-angle glaucoma or ocular hypertension

Launch Date

2017
Primary
VYZULTA

Approved Use

YZULTA™ (latanoprostene bunod ophthalmic solution) 0.024% is indicated for the reduction of intraocular pressure (IOP) in patients with open-angle glaucoma or ocular hypertension.

Launch Date

2017
Primary
VYZULTA

Approved Use

YZULTA™ (latanoprostene bunod ophthalmic solution) 0.024% is indicated for the reduction of intraocular pressure (IOP) in patients with open-angle glaucoma or ocular hypertension.

Launch Date

2017
Palliative
XALATAN

Approved Use

XALATAN Sterile Ophthalmic Solution is indicated for the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.

Launch Date

1996
Primary
XALATAN

Approved Use

XALATAN Sterile Ophthalmic Solution is indicated for the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.

Launch Date

1996
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
56.95 pg/mL
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
42.3 pg/mL
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
53 pg/mL
1.5 μg single, ocular
dose: 1.5 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.0636 ng × eq/mL
2.3 μg single, ocular
dose: 2.3 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
12.43 ng × eq/mL
216.1 μg single, intravenous
dose: 216.1 μg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.053 ng × eq/mL
2.3 μg single, ocular
dose: 2.3 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
11.6 ng × eq/mL
216.1 μg single, intravenous
dose: 216.1 μg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
30.4 ng/mL
1.5 μg single, ocular
dose: 1.5 μg
route of administration: Ocular
experiment type: SINGLE
co-administered: TIMOLOL MALEATE
LATANOPROST ACID aqueous humor
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
19.77 pg/mL
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
18.47 pg/mL
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
7.15 ng × h/mL
3 μg/kg bw single, intravenous
dose: 3 μg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
34 pg × h/mL
1.5 μg single, ocular
dose: 1.5 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.165 ng × eq × h/mL
2.3 μg single, ocular
dose: 2.3 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
20.2 ng × eq × h/mL
216.1 μg single, intravenous
dose: 216.1 μg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.0337 ng × eq × h/mL
2.3 μg single, ocular
dose: 2.3 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
7.15 ng × eq × h/mL
216.1 μg single, intravenous
dose: 216.1 μg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
206 ng × h/mL
1.5 μg single, ocular
dose: 1.5 μg
route of administration: Ocular
experiment type: SINGLE
co-administered: TIMOLOL MALEATE
LATANOPROST ACID aqueous humor
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
6.15 pg × h/mL
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
4.97 pg × h/mL
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
16.6 min
3 μg/kg bw single, intravenous
dose: 3 μg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
17 min
1.5 μg single, ocular
dose: 1.5 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
1.842 h
2.3 μg single, ocular
dose: 2.3 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
1.471 h
216.1 μg single, intravenous
dose: 216.1 μg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
17 min
2.3 μg single, ocular
dose: 2.3 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
16.6 min
216.1 μg single, intravenous
dose: 216.1 μg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
2.3 h
1.5 μg single, ocular
dose: 1.5 μg
route of administration: Ocular
experiment type: SINGLE
co-administered: TIMOLOL MALEATE
LATANOPROST ACID aqueous humor
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
0.3 h
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.2 h
2 drop 1 times / day multiple, ocular
dose: 2 drop
route of administration: Ocular
experiment type: MULTIPLE
co-administered:
LATANOPROST ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
47%
LATANOPROST plasma
Homo sapiens
Doses

Doses

DosePopulationAdverse events​
10 ug 1 times / day multiple, topical
Highest studied dose
Dose: 10 ug, 1 times / day
Route: topical
Route: multiple
Dose: 10 ug, 1 times / day
Sources:
healthy, ADULT
Other AEs: Ocular discomfort, Hyperemia...
10 ug single, topical
Highest studied dose
healthy, ADULT
Other AEs: Hyperemia...
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Eye irritation, Asthenopia...
AEs leading to
discontinuation/dose reduction:
Eye irritation
Asthenopia
Eye pain
Headache
Sources:
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Cystoid macular edema, Iritis...
AEs leading to
discontinuation/dose reduction:
Cystoid macular edema (0.2%)
Iritis (0.2%)
Meibomianitis (0.2%)
Ocular hyperemia (0.2%)
Sources:
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Conjuncitivitis, Ocular hyperemia...
AEs leading to
discontinuation/dose reduction:
Conjuncitivitis (0.6%)
Ocular hyperemia (0.6%)
Eye pain (0.6%)
Visual field defect (0.6%)
Sources:
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, mean age 63.1 years
Health Status: unhealthy
Age Group: mean age 63.1 years
Sex: M+F
Sources:
Disc. AE: Iritis, Meibomianitis...
AEs leading to
discontinuation/dose reduction:
Iritis (grade 2, 0.3%)
Meibomianitis (grade 1, 0.3%)
Sources:
11 ug/kg multiple, topical
MTD
unhealthy
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Other AEs: Abdominal pain, Dizziness...
Other AEs:
Abdominal pain
Dizziness
Fatigue
Hot flushes
Nausea
Sweating
Sources:
0.024 % 1 times / day multiple, topical
Recommended
Dose: 0.024 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.024 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Cataract...
AEs leading to
discontinuation/dose reduction:
Cataract (0.8%)
Sources:
0.024 % 1 times / day multiple, topical
Recommended
Dose: 0.024 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.024 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Conjunctival edema, Conjunctival irritation...
AEs leading to
discontinuation/dose reduction:
Conjunctival edema (grade 1, 0.3%)
Conjunctival irritation (grade 1, 0.3%)
Scleritis (grade 3, 0.3%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Hyperemia 50%
10 ug 1 times / day multiple, topical
Highest studied dose
Dose: 10 ug, 1 times / day
Route: topical
Route: multiple
Dose: 10 ug, 1 times / day
Sources:
healthy, ADULT
Ocular discomfort grade 1, 50%
10 ug 1 times / day multiple, topical
Highest studied dose
Dose: 10 ug, 1 times / day
Route: topical
Route: multiple
Dose: 10 ug, 1 times / day
Sources:
healthy, ADULT
Hyperemia grade 2
10 ug single, topical
Highest studied dose
healthy, ADULT
Asthenopia Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Eye irritation Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Eye pain Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Headache Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Cystoid macular edema 0.2%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Iritis 0.2%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Meibomianitis 0.2%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Ocular hyperemia 0.2%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Conjuncitivitis 0.6%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Eye pain 0.6%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Ocular hyperemia 0.6%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Visual field defect 0.6%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Meibomianitis grade 1, 0.3%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, mean age 63.1 years
Health Status: unhealthy
Age Group: mean age 63.1 years
Sex: M+F
Sources:
Iritis grade 2, 0.3%
Disc. AE
0.005 % 1 times / day multiple, topical
Recommended
Dose: 0.005 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.005 %, 1 times / day
Sources:
unhealthy, mean age 63.1 years
Health Status: unhealthy
Age Group: mean age 63.1 years
Sex: M+F
Sources:
Abdominal pain
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Dizziness
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Fatigue
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Hot flushes
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Nausea
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Sweating
10 ug/kg single, intravenous
Overdose
Dose: 10 ug/kg
Route: intravenous
Route: single
Dose: 10 ug/kg
Sources:
healthy
Cataract 0.8%
Disc. AE
0.024 % 1 times / day multiple, topical
Recommended
Dose: 0.024 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.024 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Conjunctival edema grade 1, 0.3%
Disc. AE
0.024 % 1 times / day multiple, topical
Recommended
Dose: 0.024 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.024 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Conjunctival irritation grade 1, 0.3%
Disc. AE
0.024 % 1 times / day multiple, topical
Recommended
Dose: 0.024 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.024 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Scleritis grade 3, 0.3%
Disc. AE
0.024 % 1 times / day multiple, topical
Recommended
Dose: 0.024 %, 1 times / day
Route: topical
Route: multiple
Dose: 0.024 %, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Drug as perpetrator​Drug as victim
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Interaction of PhXA41, a new prostaglandin analogue, with pilocarpine. A study on patients with elevated intraocular pressure.
1993 May
Additive effect of latanoprost, a prostaglandin F2 alpha analogue, and timolol in patients with elevated intraocular pressure.
1994 Dec
A comparison of latanoprost and timolol in primary open-angle glaucoma and ocular hypertension. A 12-week study.
1996 Aug
Comparison of latanoprost and timolol in patients with ocular hypertension and glaucoma: a six-month masked, multicenter trial in the United States. The United States Latanoprost Study Group.
1996 Jan
Mechanism of prostaglandin E2-, F2alpha- and latanoprost acid-induced relaxation of submental veins.
1997 Dec 11
The lack of respiratory effects of the ocular hypotensive drug latanoprost in patients with moderate-steroid treated asthma.
1997 Feb
Additive ocular hypotensive effect of latanoprost and acetazolamide. A short-term study in patients with elevated intraocular pressure.
1997 Sep
Effects of latanoprost and dipivefrin, alone or combined, on intraocular pressure and on blood-aqueous barrier permeability.
1998 Apr
Comparison of the effect of latanoprost 0.005% and timolol 0.5% on the calculated ocular perfusion pressure in patients with normal-tension glaucoma.
1998 May
Prospective comparative switch study from timolol 0.5% and latanoprost 0.005% to bimatoprost 0.03%.
2006 Jan-Feb
24-Hour control with a latanoprost-timolol fixed combination vs timolol alone.
2006 Nov
Comparison of the effects of bimatoprost and a fixed combination of latanoprost and timolol on circadian intraocular pressure.
2007 Dec
Latanoprost-related transient incontinence.
2007 May-Jun
Efficacy and safety of latanoprost versus pilocarpine/timolol maleate fixed combination in patients with primary open-angle glaucoma or ocular hypertension.
2008 Dec
Comparison of the 24-hour intraocular pressure-lowering effects of latanoprost and dorzolamide/timolol fixed combination after 2 and 6 months of treatment.
2008 Jan
Outcome of raised intraocular pressure in uveitic eyes with and without a corticosteroid-induced hypertensive response.
2009 Aug
The prostaglandin transporter OATP2A1 is expressed in human ocular tissues and transports the antiglaucoma prostanoid latanoprost.
2010 May
A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
2013 Nov
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis.
2015 May 18
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Sample Use Guides

One drop in the affected eye(s) once daily in the evening.
Route of Administration: Other
Latanoprost above concentrations of 3.125 mg/l can induce dose- and time-dependent morphological abnormality, growth retardation, viability decline, and plasma membrane permeability elevation of human corneal stromal (HCS) cells. Moreover, latanoprost can arrest the cell cycle of these cells at S phase and induce PS externalization, DNA fragmentation, and apoptotic body formation of the cells. Furthermore, latanoprost can induce activation of caspase-3, -8 and -9; disruption of MTP; downregulation of anti-apoptotic Bcl-2; upregulation of pro-apoptotic Bax; and cytoplasmic cytochrome c release
Substance Class Chemical
Created
by admin
on Wed Apr 02 00:44:58 GMT 2025
Edited
by admin
on Wed Apr 02 00:44:58 GMT 2025
Record UNII
ZC39I2T1VW
Record Status Validated (UNII)
Record Version
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Name Type Language
LATANOPROST, (5E)-
Common Name English
5,6-TRANS-LATANOPROST
Preferred Name English
TRANS-LATANOPROST
Common Name English
LATANOPROST IMPURITY F [EP IMPURITY]
Common Name English
ISOPROPYL (E)-7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((3R)-3-HYDROXY-5-PHENYLPENTYL)CYCLOPENTYL)-5-HEPTENOATE
Systematic Name English
LATANOPROST RELATED COMPOUND A [USP-RS]
Common Name English
LATANOPROST RELATED COMPOUND A [USP IMPURITY]
Common Name English
5-HEPTENOIC ACID, 7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((3R)-3-HYDROXY-5-PHENYLPENTYL)CYCLOPENTYL)-, 1-METHYLETHYL ESTER, (5E)-
Systematic Name English
Code System Code Type Description
RS_ITEM_NUM
1357486
Created by admin on Wed Apr 02 00:44:59 GMT 2025 , Edited by admin on Wed Apr 02 00:44:59 GMT 2025
PRIMARY
PUBCHEM
5282380
Created by admin on Wed Apr 02 00:44:59 GMT 2025 , Edited by admin on Wed Apr 02 00:44:59 GMT 2025
PRIMARY
CAS
913258-34-1
Created by admin on Wed Apr 02 00:44:59 GMT 2025 , Edited by admin on Wed Apr 02 00:44:59 GMT 2025
PRIMARY
FDA UNII
ZC39I2T1VW
Created by admin on Wed Apr 02 00:44:59 GMT 2025 , Edited by admin on Wed Apr 02 00:44:59 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP