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A8227

AH23848 hemicalcium salt

Name: AH23848 hemicalcium salt
Brand: SIGMA

≥90% (HPLC), powder

Synonym(s):

(4Z)-7-[(rel-1S,2S,5R)-5-((1,1′-Biphenyl-4-yl)methoxy)-2-(4-morpholinyl)-3-oxocyclopentyl]- 4-heptenoic acid hemicalcium salt

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₃₄NO₅ · 0.5 Ca

CAS Number:

81496-19-7

Molecular Weight:

496.62

NACRES:

NA.77

PubChem Substance ID:

24724400

UNSPSC Code:

12352200

MDL number:

MFCD05665139

Assay:

≥90% (HPLC)

Form:

powder

Quality level:

100

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Properties

Quality Level

100

assay

≥90% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear, H₂O: insoluble

originator

GlaxoSmithKline

storage temp.

−20°C

SMILES string

O=C(C[C@@H](OCC1=CC=C(C2=CC=CC=C2)C=C1)[C@H]3CC/C=C\CCC(O[Ca]OC(CC/C=C\CC[C@@H]4[C@H](OCC5=CC=C(C6=CC=CC=C6)C=C5)CC([C@H]4N7CCOCC7)=O)=O)=O)[C@H]3N8CCOCC8

InChI

1S/2C29H35NO5.Ca/c2*31-26-20-27(35-21-22-12-14-24(15-13-22)23-8-4-3-5-9-23)25(10-6-1-2-7-11-28(32)33)29(26)30-16-18-34-19-17-30;/h2*1-5,8-9,12-15,25,27,29H,6-7,10-11,16-21H2,(H,32,33);/q;;+2/p-2/b2*2-1-;/t2*25-,27-,29+;/m11./s1

InChI key

JDEBIDDIERGZQY-XVFRBOAOSA-L

Description

Application

AH23848 has been used as an prostaglandin E2 receptor 4 (EP4) receptor antagonist to study its effect on cAMP accumulation in monocrotaline (MCT28d) rat pulmonary arterial smooth muscle cells (PASMCs) and human T cell enriched peripheral blood mononuclear cells (PBMC). It has also been used to study its effect on the expressions of collagen-I, metalloproteinase (MMP-1), MMP-3, and EP4 gene expression in human tendon fibroblasts following interleukin (IL)-1β treatment.

Biochem/physiol Actions

AH23848 regulates nitric oxide (NO) production and reduces endogenous cAMP accumulation. This is carried out by declination of inducible nitric oxide synthase (iNOS) gene expression and acceleration of iNOS protein degradation in glomerular mesangial cells.

EP₄ prostanoid receptor antagonist with TP blocking activity.

Features and Benefits

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Global Trade Item Number

SKU	GTIN
A8227-25MG	04061832784298
A8227-5MG	04061832784304