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L1292

Sigma-Aldrich

Latanoprost acid

≥95% (HPLC)

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
MDL number:
MFCD08056084
UNSPSC Code:
12352106
PubChem Substance ID:
24724524
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

color

pale yellow, oil

solubility

DMSO: freely soluble
methanol: soluble

originator

Johnson & Johnson

shipped in

wet ice

storage temp.

−20°C

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

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

InChI key

HNPFPERDNWXAGS-NFVOFSAMSA-N

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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
D N Hu et al.
Experimental eye research, 70(1), 113-120 (2000-01-25)
The effect of various prostaglandins on the growth, melanogenesis and dendrification of cultured iridal melanocytes were studied. Iridal melanocytes were isolated and cultured with medium supplemented with cAMP elevating agents and basic fibroblast growth factor (complete medium). The iridal melanocytes
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
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