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Merck
CN

A9102

AH13205

≥98% (HPLC), oil

Synonym(s):

trans-2-(4-(1-Hydroxyhexyl)phenyl-5-oxocyclopentaneheptanoic acid

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About This Item

Empirical Formula (Hill Notation):
C24H36O4
CAS Number:
148436-63-9
Molecular Weight:
388.54
NACRES:
NA.77
PubChem Substance ID:
329771031
UNSPSC Code:
12352200
MDL number:
MFCD00797641

Key Documents

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InChI key

XMQKDOCUWFCMEJ-JAZPPYFYSA-N

SMILES string

CCCCCC(O)c1ccc(cc1)[C@H]2CCC(=O)[C@@H]2CCCCCCC(O)=O

InChI

1S/C24H36O4/c1-2-3-6-10-22(25)19-14-12-18(13-15-19)20-16-17-23(26)21(20)9-7-4-5-8-11-24(27)28/h12-15,20-22,25H,2-11,16-17H2,1H3,(H,27,28)/t20-,21-,22?/m1/s1

assay

≥98% (HPLC)

form

oil

color

pale yellow

solubility

DMSO: >10 mg/mL

originator

GlaxoSmithKline

storage temp.

−20°C

General description

AH13205 is EP2 prostanoid receptor agonist. There are five types of prostanoid receptors, which are classified based on sensitivity to the five naturally-occuring prostanoid ligand. The EP type of receptor is further divided into four subgroups – EP1, EP2, EP3 and EP4. EP2 activation results in vascular, bronchial and reproductive smooth muscle relaxation.

Biochem/physiol Actions

AH13205 is a selective, low potency agonist for the EP2 receptor. AH13205 has been shown to compete with Prostaglandin E2 (PGE2) for binding, resulting in the displacement of PGE2 binding.

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

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
073K4704V
073K47042
073K4704
073K47041

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AH13205, A Selective Prostanoid EP2-receptor Agonist
Nials, A.T., et al.
Cardiovascular Drug Reviews, 11, 165-179 (1993)
M M Teixeira et al.
British journal of pharmacology, 121(1), 77-82 (1997-05-01)
1. Prostanoids induce a wide range of biological actions which are mediated by specific membrane-bound receptors. We have recently shown that the E-type prostaglandins, PGE1 and PGE2, effectively inhibit eosinophil aggregation induced by platelet-activating factor (PAF). In an attempt to
A Wheeldon et al.
British journal of pharmacology, 108(4), 1051-1054 (1993-04-01)
1. We have evaluated the effects of various prostanoid agonists on the release of leukotriene B4 (LTB4) and superoxide anions (O2-) from human neutrophils stimulated with opsonized zymosan (OZ) and formyl-methionyl-leucyl-phenylalanine (FMLP), respectively. 2. Prostaglandin E2 (PGE2) and PGD2 inhibited
Hirohisa Ohmiya et al.
Journal of the American Chemical Society, 128(6), 1886-1889 (2006-02-09)
A cobalt-diamine complex catalyzes the cross-coupling reactions of primary and secondary alkyl halides with aryl Grignard reagents. It is confirmed that oxidative addition of alkyl halide to cobalt proceeds via a radical process. Optically pure Ueno-Stork halo acetals undergo diastereoselective
R Garcia-Villar et al.
Journal of the Society for Gynecologic Investigation, 2(1), 6-12 (1995-01-01)
Our purposes were to assess the effects of prostaglandin (PG) E2 and PGF2 alpha on myometrial contractility in pregnant sheep and baboons in an in vitro superfusion study, and to characterize further the PGE-sensitive (EP) receptor subtype involved in the
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