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15S-Latanprost

Alias: 15(S)-Latanoprost; 145773-22-4; (15S)-Latanoprost; 15-epi-Latanoprost; Latanoprost, (15S)-; P840K2J2DL; propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate; 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, 1-methylethyl ester, (5Z)-;
Cat No.:V86514 Purity: ≥98%
15(S)-Latanoprost is a latanoprost analog in which the hydroxyl at carbon 15 is inverted relative to latanoprost.
15S-Latanprost
15S-Latanprost Chemical Structure CAS No.: 145773-22-4
Product category: Others 14
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
15(S)-Latanoprost is a latanoprost analog in which the hydroxyl at carbon 15 is inverted relative to latanoprost. The IC50 values for the free acid forms of latanoprost and 15(S)-latanoprost were determined to be 3.6 nM and 24 nM, respectively, in a FP receptor binding assay using the cat iris sphincter muscle. A 3 μg dose of 15(S)-latanoprost caused a 1 mmHg reduction of IOP in normotensive cynomolgus monkeys.
Biological Activity I Assay Protocols (From Reference)
Targets
FP Receptor
ln Vitro
In addition, the activity of the analogues on FP receptors was studied in vitro[1].
ln Vivo
A series of phenyl-substituted analogues of prostaglandin F2 alpha (PGF2 alpha) were prepared and evaluated for ocular hypotensive effect and side effects in different animal models. In addition, the activity of the analogues on FP receptors was studied in vitro. The results were compared with those of PGF2 alpha and its isopropyl ester. The phenyl-substituted PGF2 alpha analogues exhibited good intraocular pressure reducing effect, were more selective, and exhibited a much higher therapeutic index in the eye than PGF2 alpha or its isopropyl ester. The analogues exhibited high activity on FP receptors in a stereoselective manner for the 15 alpha-hydroxyl group[1].
References

[1]. Phenyl-substituted prostaglandins: Potent and selective antiglaucoma agents. J. Med. Chem. 36(2), 243-248 (1993).

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H40O5
Molecular Weight
432.5928
Exact Mass
430.271
CAS #
145773-22-4
PubChem CID
10477939
Appearance
Typically exists as solid at room temperature
Density
1.1±0.1 g/cm3
Boiling Point
573.4±50.0 °C at 760 mmHg
Flash Point
185.0±23.6 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.579
LogP
3.56
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
14
Heavy Atom Count
31
Complexity
526
Defined Atom Stereocenter Count
5
SMILES
CC(C)OC(=O)CCC/C=C\C[C@@H]1[C@@H](CC[C@@H](CCC2=CC=CC=C2)O)[C@@H](C[C@@H]1O)O
InChi Key
GGXICVAJURFBLW-SCTZCWPJSA-N
InChi Code
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-/m1/s1
Chemical Name
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate
Synonyms
15(S)-Latanoprost; 145773-22-4; (15S)-Latanoprost; 15-epi-Latanoprost; Latanoprost, (15S)-; P840K2J2DL; propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate; 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, 1-methylethyl ester, (5Z)-;
HS Tariff Code
2934.99.9001
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3117 mL 11.5583 mL 23.1166 mL
5 mM 0.4623 mL 2.3117 mL 4.6233 mL
10 mM 0.2312 mL 1.1558 mL 2.3117 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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