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(R)-Butaprost

SIGMA/B6309 - ≥98% (HPLC)

Synonym: (1R,2R,3R)-3-Hydroxy-2-[(1E,4R)-4-hydroxy-4-(1-propylcyclobutyl)-1-butenyl]-5-oxo-cyclopentaneheptanoic acid methyl ester

CAS Number: 69648-38-0
Empirical Formula (Hill Notation): C24H40O5
Molecular Weight: 408.57
MDL Number: MFCD00867055
Linear Formula: C24H40O5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-B6309-1MG 1 mg
$242.00
1/EA
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assay ≥98% (HPLC)
color light yellow
form oil
InChI 1S/C24H40O5/c1-3-14-24(15-9-16-24)22(27)12-8-11-19-18(20(25)17-21(19)26)10-6-4-5-7-13-23(28)29-2/h8,11,18-19,21-22,26-27H,3-7,9-10,12-17H2,1-2H3/b11-8+/t18-,19-,21-,22-/m1/s1
InChI key XRISENIKJUKIHD-LHQZMKCDSA-N
originator Bayer
Quality Level 100 
SMILES string CCCC1(CCC1)[C@H](O)CC=C[C@H]2[C@H](O)CC(=O)[C@@H]2CCCCCCC(=O)OC
solubility DMSO: freely soluble
  ethanol: freely soluble
storage temp. −20°C
Application: (R)-Butaprost has been used as a prostanoid receptor (EP)-specific agonist to study its effects on protein kinase A (PKA) regulatory subunits in MCF7 cells. It may be used as EP2 agonist in Madin-Darby canine kidney and mouse cortical collecting duct (mpkCCD14) cells. It may also be used as EP2 agonist in human fetal lung fibroblasts (HFL-1) cells to test its effect on vascular endothelial growth factor (VEGF) production.
Biochem/physiol Actions: (R)-Butaprost is a selective EP2 prostanoid receptor agonist.
Biochem/physiol Actions: Butaprost comprises hydroxy-cyclopentanone ring and ω-chain. It aids protection in events of glutamate based N-methyl-D-aspartate receptor toxicity. Butaprost inhibits conjunctival fibrosis and lowers the intraocular pressure in post glaucoma filtration surgery. It also promotes wound healing by reducing the subconjunctival scarring Tenon′s fibroblasts. Butaprost plays a protective role in pulmonary fibrosis and aids protection against the aggregated amyloid β (Aβ) peptides in Alzheimer′s disease.
Features and Benefits: This compound was developed by Bayer . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
Packaging: 1, 5 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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