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Merck
CN

L1292

Latanoprost acid

≥95% (HPLC), FP prostanoid receptor agonist

Synonym(s):

(5Z,9α,11α,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid, (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid, PhXA 85

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About This Item

Empirical Formula (Hill Notation):
C23H34O5
CAS Number:
41639-83-2
Molecular Weight:
390.51
UNSPSC Code:
12352106
PubChem Substance ID:
24724524
NACRES:
NA.77
MDL number:
MFCD08056084
Assay:
≥95% (HPLC)
Quality level:
100

Key Documents

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Product Name

Latanoprost acid, ≥95% (HPLC)

SMILES string

O[C@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O)CCc2ccccc2

InChI key

HNPFPERDNWXAGS-NFVOFSAMSA-N

InChI

1S/C23H34O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1

assay

≥95% (HPLC)

optical activity

[α]/D 26.0 to 36.0°, c = 0.1 in methanol

color

pale yellow, oil

solubility

DMSO: freely soluble
methanol: soluble

originator

Johnson & Johnson

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

Gene Information

mouse ... Ptgfr(19220)

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Biochem/physiol Actions

Potent, selective FP prostanoid receptor agonist, F-series prostaglandin analog. 200 times as potent as isopropyl ester form.

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Packaging

Store tightly sealed, under desiccant.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000489453
0000489453
0000390389
0000390388
0000386139

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N Wang et al.
Current eye research, 22(3), 198-207 (2001-07-20)
Latanoprost, a prostaglandin F2a analogue and ocular hypotensive agent, alters extracellular matrix and matrix metalloproteinases (MMPs), including MMP-1, within tissues of the uveoscleral outflow pathway. In addition to these tissues, the anterior choroid also is exposed to fluid within the
Rapid metabolic responses to prostaglandins in cultured cells expressing the FP-receptor.
E Walum et al.
Advances in experimental medicine and biology, 407, 231-236 (1997-01-01)
R N Weinreb et al.
Investigative ophthalmology & visual science, 38(13), 2772-2780 (1998-01-07)
To identify matrix metalloproteinases (MMPs) released by ciliary smooth muscle cells in vitro and to determine whether MMP release is altered by exposure to prostaglandins (PGs). Human ciliary smooth muscle cells were grown to confluence in monolayer cultures and treated
J W Kim et al.
Investigative ophthalmology & visual science, 42(7), 1514-1521 (2001-05-31)
To investigate the effect of prostaglandins (PGs) on the permeability of human sclera in vitro. Twenty-three pairs of human eye bank eyes were studied. Circular pieces of sclera were cultured in low-serum DMEM/F-12 media. Scleral hydration was assessed by measuring
Lance P Doucette et al.
Investigative ophthalmology & visual science, 59(6), 2548-2554 (2018-05-31)
This study examines the effect of FOXC1 on the prostaglandin pathway in order to explore FOXC1's role in the prostaglandin-resistant glaucoma phenotype commonly seen in Axenfeld-Rieger syndrome. Binding and transcriptional activity of FOXC1 to the gene coding for the EP3
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